Winter Park Homes For Sale

Winter Park is a suburban city in Orange County, Florida, United States. It is part of the Orlando–Kissimmee–Sanford, Florida Metropolitan Statistical Area.

ZIP code(s):
Population:

Winter Park Homes For Sale

1259 Lakeview Drive, Winter Park $875,000

Best location to enjoy all Winter Park has to offer! Stroll to Park Avenue, Rollins College or Mead Gardens! Located across the street from Lake Virginia, this 4 bedroom,...

4 Beds
3.5 Baths
Virginia Heights SubDv.
32789 Zip Code

3353 Cedar Springs Place Unit 144, Winter Park image

3353 Cedar Springs Place Unit 144, Winter Park — 3353 $139,900

MULTIPLE OFFER SITUATION OFFERS BY SUNDAY JUNE 7 AT 1PM. Stop, drop, and write an offer! A Winter Park townhouse-style Condo priced to sell! Three full bedrooms and two a...

3 Beds
2.5 Baths
Hidden Oaks Condo Ph 09 SubDv.
32792 Zip Code

8146 Lazy Bear Ln, Winter Park — Ryland Homes $399,950

Location, Location, Location!!! Don’t miss out on this upgraded and beautifully maintained home on an oversized lot in the desirable and gated community of Enclave at Alo...

4 Beds
2.5 Baths
Enclave At Aloma SubDv.
32792 Zip Code

7607 Bent Bow Trail, Winter Park $299,000

Beautiful 3 bedroom 2 bath house located in the Arrowhead Cove neighborhood! This property sits on a huge 1/4 acre lot and is zoned for Winter Park Schools. Your buyer ...

3 Beds
2 Baths
Arrowhead Cove SubDv.
32792 Zip Code

5270 Orange Avenue, Winter Park $245,000

This is a beautiful home just waiting for a family vibe. An oversized 2 bedroom, 1 bath with an amazing back yard. This is the perfect starter home or investment proper...

3 Beds
2 Baths
Suburban Homes SubDv.
32792 Zip Code

670 Osceola Avenue Unit 670, Winter Park image

670 Osceola Avenue Unit 670, Winter Park — Villa Del Seis $455,000

Beautifully renovated end unit townhome in the heart of Winter Park. Walking distance to Park Avenue and Rollins College with lake access and a community dock on Lake Vir...

2 Beds
2.5 Baths
Villa Del Seis Condo SubDv.
32789 Zip Code

250 W Lake Sue Avenue, Winter Park image

250 W Lake Sue Avenue, Winter Park $895,000

This exceptional Winter Park property is set on an oversized lot and a half in the highly desired Winter Park neighborhood, surrounded by the charm of bungalows and multi...

3 Beds
2.5 Baths
Forest Hills SubDv.
32789 Zip Code

100 S Interlachen Avenue Unit 102, Winter Park image

100 S Interlachen Avenue Unit 102, Winter Park — 100 $459,000

Opportunity to have it all! A wonderful "D" unit at the Cloisters is now available on the first floor featuring two bedrooms and two full baths....generous room sizes. ...

2 Beds
2 Baths
Cloisters Condo SubDv.
32789 Zip Code

2048 Wood Thrush Lane, Winter Park image

2048 Wood Thrush Lane, Winter Park $554,352

Under Construction. "Under Construction" Brand NEW energy-efficient home ready June 2020! Enjoy preparing meals for friends and family in this Shore home's beautiful gour...

4 Beds
3 Baths
Hawk's Crest SubDv.
32792 Zip Code

1217 Wading Waters Circle, Winter Park image

1217 Wading Waters Circle, Winter Park $613,699

Under Construction. "Under Construction" Brand NEW energy-efficient home ready August 2020! A combination formal dining and living room plus covered lanai provide the per...

4 Beds
3 Baths
Hawk's Crest SubDv.
32792 Zip Code

311 E Morse Boulevard Unit 8-1, Winter Park image

311 E Morse Boulevard Unit 8-1, Winter Park — Whispering Waters 8-1 $799,000

WHISPERING WATERS: 3 beds, 2 1/2 baths totally remodeled ON THE GROUND FLOOR! OVERLOOKING LAKE OSCEOLA! Only a few steps from Park Avenue, this 2350sf condo has been tast...

3 Beds
2.5 Baths
Phillips Circle Rep SubDv.
32789 Zip Code

915 Railroad Avenue, Winter Park $325,000

Location, Location, Location. Own a piece of history! Next to Winter Park's downtown Park Ave, Winter Park Village and Rollins College. This home has a new Roof, new w...

2 Beds
1 Baths
Magnolia Gardens Sub SubDv.
32789 Zip Code

440 Clarendon Avenue, Winter Park $689,000

Just a short stroll to Winter Park's shops and restaurants, this updated large quality home features high ceilings, hardwood flooring, crown molding and spacious master b...

4 Beds
3.5 Baths
Virginia Heights Rep SubDv.
32789 Zip Code

200 Saint Andrews Boulevard Unit 313, Winter Park image

200 Saint Andrews Boulevard Unit 313, Winter Park — 313 $145,000

Really nice downstairs unit overlooking pool and clubhouse. Updated kitchen with breakfast bar, granite countertops, new Laminate floors, inside laundry, and screened po...

1 Beds
1 Baths
Four Seasons SubDv.
32792 Zip Code

751 Bonita Drive, Winter Park $3,750,000

The epitome of luxury lakefront living, this stunning and sophisticated Winter Park Chain of Lakes estate has amazing sunset views and sits on almost half an acre in a be...

5 Beds
5.5 Baths
Comstock Park SubDv.
32789 Zip Code

1599 Little Wren Lane, Winter Park image

1599 Little Wren Lane, Winter Park — Meritage Homes $347,750

Under Construction. "Under Construction" Brand NEW energy-efficient townhome ready July 2020! The lofty two-story foyer of this Corona home impresses upon entry. Extra wi...

3 Beds
2.5 Baths
Hawk's Crest SubDv.
32792 Zip Code

2241 Shadowland Loop, Winter Park — Meritage Homes $309,790

Under Construction. "Under Construction" Brand NEW energy-efficient townhome ready August 2020! Casual entertaining is a breeze in this Burbank home's open floorplan with...

3 Beds
2.5 Baths
Hawk's Crest SubDv.
32792 Zip Code

2245 Shadowland Loop, Winter Park — Meritage Homes $310,540

Under Construction. "Under Construction" Brand NEW energy-efficient townhome ready August 2020! Casual entertaining is a breeze in this Burbank home's open floorplan with...

3 Beds
2.5 Baths
Hawk's Crest SubDv.
32792 Zip Code

2353 Shadowland Loop, Winter Park — Meritage Homes $323,910

Under Construction. "Under Construction" Brand NEW energy-efficient townhome ready August 2020! Two large closets downstairs and a walk-in closets in each bedroom provide...

3 Beds
2.5 Baths
Hawk's Crest SubDv.
32792 Zip Code

1695 Lee Road Unit C203, Winter Park image

1695 Lee Road Unit C203, Winter Park — C $99,900

This lovely 2 bedroom, 1 bathroom unit in Waterfall Cove is on the first floor with spacious living/dining room combo, galley kitchen, large master bedroom with walk-in c...

2 Beds
1 Baths
Waterfall Cove SubDv.
32789 Zip Code

258 Scottsdale Square Unit 258, Winter Park image

258 Scottsdale Square Unit 258, Winter Park — 258 $89,900 ▼

Condo is located walking distance to Full Sail University. Great rental . Near Winter Park shopping .Quick approval process.

2 Beds
2 Baths
Winter Park Woods Condo SubDv.
32792 Zip Code

1020 Minnesota Avenue Unit 8, Winter Park image

1020 Minnesota Avenue Unit 8, Winter Park — Casa Cielo Condo Or 6314 6111 $359,900

Beautiful Mediterranean-Themed condominium conveniently located in the heart of Winter Park. Minutes from downtown Orlando, Rollins College, Park Ave, Winter Park Village...

3 Beds
3.5 Baths
Casa Cielo Condo Or 6314 6111 SubDv.
32789 Zip Code

8105 Lazy Bear Lane, Winter Park $409,900

Enclave at Aloma welcomes you through the gates to enjoy living in this immaculately maintained one owner home. Once inside this 4 bedroom 3 full bathroom home, you will ...

4 Beds
3 Baths
Enclave At Aloma SubDv.
32792 Zip Code

1621 Forest Avenue, Winter Park $989,000

This 1920’s charmer, located on a fabulous brick street, is positioned perfectly on a gorgeously manicured lot (120 x 140 or .40 acres), allowing for the option to expand...

4 Beds
2.5 Baths
Ellno Willo SubDv.
32789 Zip Code

1600 Palmer Avenue, Winter Park $750,000

Amazing Winter Park custom home opportunity in a premium location! This 3 bed, 2.5 bath, 2-story home, built in 2007, features 2,550 sf of modern architectural details. U...

3 Beds
2.5 Baths
Comstock Park SubDv.
32789 Zip Code

7809 Georgeann Street, Winter Park image

7809 Georgeann Street, Winter Park $669,000

Pristine Lakefront home in Winter Park! Own a slice of Paradise with breathtaking views or launch your boat and jet skis for an amazing sunset cruise on the 70+acre sprin...

3 Beds
2 Baths
Georgeann Homes SubDv.
32792 Zip Code

1727 Palmer Avenue, Winter Park $1,549,000

Exquisite Winter Park home built by Groninger Homes. No detail was overlooked when building this gorgeous five-bedroom, five-bath, pool home. This home features formal li...

5 Beds
4.5 Baths
Jenkins Add SubDv.
32789 Zip Code

340 Scottsdale Square Unit 340, Winter Park image

340 Scottsdale Square Unit 340, Winter Park — 000 $90,000

This 2 Bedroom and 2 Bath condo is perfect for a small family, a couple, single or students. Location is stellar for FULL SAIL, UCF, ROLLINS and VALENCIA attendees and wi...

2 Beds
2 Baths
Winter Park Woods Condo SubDv.
32792 Zip Code

Winter Park $380,000

Come and see this Merrie Oaks Gem just steps away from Cady Way Trail. NEW roof FEB 2020! Newer AC - NOV 2015(4.5 years) & newly remodeled bathrooms. Hardwood floors thr...

3 Beds
2 Baths
32792 Zip Code

1045 N Kentucky Avenue, Winter Park image

1045 N Kentucky Avenue, Winter Park $1,185,000 ▼

New Construction custom built home in a lovely quaint neighborhood. Walkable and bikeable to downtown Winter Park shops and dining. Great access to Fairbanks Ave, 17/92...

4 Beds
3.5 Baths
Fairbanks Park SubDv.
32789 Zip Code

200 Oakwood Way, Winter Park $900,000

Two buildable lots available in one of the most sought-after neighborhoods of Winter Park. Near Lake Chelton and Lake Sue is the quiet Charmont neighborhood where million...

Charmont SubDv.
32789 Zip Code

200 Oakwood Way, Winter Park $900,000

VALUE IS IN THE LAND - Two buildable lots available in one of the most sought-after neighborhoods of Winter Park. Near Lake Chelton and Lake Sue is the quiet Charmont nei...

3 Beds
2 Baths
Charmont SubDv.
32789 Zip Code

7619 Aloma Pines Court, Winter Park image

7619 Aloma Pines Court, Winter Park — 7619 $290,000

Welcome home! This is an immaculately maintained three bedroom, two and a half bathroom, END UNIT townhome located in the Aloma Trails subdivision of Seminole County. Thi...

3 Beds
2.5 Baths
Aloma Trails SubDv.
32792 Zip Code

7241 Swallow Run Unit 7241, Winter Park image

7241 Swallow Run Unit 7241, Winter Park — 7241 $120,000

*MUST SEE* Impressive 2BD/2BA WINTER PARK CONDO with tons of UPDATES, located in the Whisperwoods Condo community! Upon entering you will immediately be taken by the rema...

2 Beds
2 Baths
Whisperwood Condo 04 SubDv.
32792 Zip Code

495 Jo Al Ca Avenue, Winter Park $1,099,000

Wonderful, warm and inviting family home in the Heart of Old Winter Park with an abundance of grace and charm! Upon entering, you are welcomed into a home that exudes cha...

4 Beds
3.5 Baths
Galloway Place Rep SubDv.
32789 Zip Code

1798 Mondrian Circle, Winter Park — 1798 $919,900

Under Construction. Under Construction. Unparalleled opportunity to purchase a lakefront townhome in the Lake Killarney Townhomes community - with lakefront units startin...

3 Beds
3.5 Baths
Lake Killarney Townhomes SubDv.
32789 Zip Code

1500 Gay Road Unit 9B, Winter Park image

1500 Gay Road Unit 9B, Winter Park — 9 $153,000

Needs to be renovated! First Floor Unit priced to sell! With high-end finishes and improvements will not outprice the community. Fantastic location in Winter Park, conve...

2 Beds
2 Baths
Chateaux Du Lac SubDv.
32789 Zip Code

1402 Bessmor Rd Road, Winter Park $329,900

Curious about what makes Winter Park so weirdly wonderful? Live like a local and find out for yourself at our newly renovated, like new-built single family home in the he...

4 Beds
1 Baths
Winter Park Village SubDv.
32789 Zip Code

5240 Poinsetta Avenue, Winter Park image

5240 Poinsetta Avenue, Winter Park $269,900

Come see this beautiful updated 3 bed/ 2 bath home in desirable Winter Park! Majestic mature oaks create a beautiful setting and keeps your home cooler in the Florida hea...

3 Beds
2 Baths
Wrenwood Heights Unit 2 SubDv.
32792 Zip Code

1193 Wading Waters Circle, Winter Park image

1193 Wading Waters Circle, Winter Park $778,984

Under Construction. "Under Construction" Brand NEW energy-efficient home ready June 2020! This beautiful two-story Del Rio III home features dual owner's suites. Gourmet ...

5 Beds
5 Baths
Hawk's Crest SubDv.
32792 Zip Code

2123 Laurelwood Way, Winter Park $537,320

Under Construction. "Under Construction" Brand NEW energy-efficient home ready June 2020! Beautiful two-story Chislett home featuring a formal dining and living room maki...

5 Beds
4 Baths
Hawk's Crest SubDv.
32792 Zip Code

118 Scottsdale Square Unit 118, Winter Park image

118 Scottsdale Square Unit 118, Winter Park — A $79,900

Fresh and clean condo conveniently located to shopping, public transportation and airport. This condo is ready for a quick sale and new owner. The master bedroom upstairs...

2 Beds
1.5 Baths
Winter Park Woods Condo SubDv.
32792 Zip Code

360 Cortland Avenue, Winter Park $1,395,000

Exquisitely finished 4 bed, 5.5 baths, Mediterranean home situated on a quiet brick street walking distance to Park Avenue. This home was meticulously built with traverti...

4 Beds
5.5 Baths
Osceola Summit SubDv.
32789 Zip Code

2487 Tahoe Circle Unit 2487, Winter Park image

2487 Tahoe Circle Unit 2487, Winter Park — 2487 $215,000

Completely renovated and updated kitchens, baths, lighting, and much more in this one-of-a-kind opportunity in Cedarwood Village, Winter Park's highly desirable condomini...

2 Beds
2 Baths
Cedarwood Village 1 SubDv.
32792 Zip Code

1000 S Semoran Boulevard Unit S, Winter Park image

1000 S Semoran Boulevard Unit S, Winter Park — 700 $95,000

Clean 1 bedroom 1 bathroom condo close to everything. Minutes from Full Sail University, Winter Park, Public Golf Course next door. Come refresh in the complex communit...

1 Beds
1 Baths
Golfside Villas Condo SubDv.
32792 Zip Code

700 Melrose Avenue Unit K32, Winter Park image

700 Melrose Avenue Unit K32, Winter Park — K $159,000

55+ Community in WINTER PARK!!!! Welcome to your very own private and quiet condo tucked away in the heart of historic Winter Park! This one bedroom, one bathroom prope...

1 Beds
1 Baths
Winter Park Gardens Condo SubDv.
32789 Zip Code

1719 Michigan Avenue, Winter Park $367,500 ▼

This beautifully renovated 1930 Craftsman Bungalow seated in the charming city of Winter Park on an oak tree shaded lot. Never more than minutes from The Avenue, shops, r...

3 Beds
2 Baths
Lawndale SubDv.
32789 Zip Code

1931 Laurel Road, Winter Park $989,000

WINTER PARK CHARMER! Located on a quiet brick street, just a few blocks from Lake Virginia and downtown Park Avenue, this beautiful two-story traditional POOL home was b...

4 Beds
3.5 Baths
Charmont SubDv.
32789 Zip Code

125 S Interlachen Avenue Unit 5, Winter Park image

125 S Interlachen Avenue Unit 5, Winter Park — South Interlachen Place $2,385,000

Welcome to unprecedented luxury in the heart of Winter Park. With a "Walk to Park Avenue" location that is second to none, South Interlachen Place was completed in 2020. ...

2 Beds
3.5 Baths
South Interlachen Place SubDv.
32789 Zip Code

125 S Interlachen Avenue Unit 6, Winter Park image

125 S Interlachen Avenue Unit 6, Winter Park — South Interlachen Place $3,395,000

Welcome to unprecedented luxury in the heart of Winter Park. With a "Walk to Park Avenue" location that is second to none, South Interlachen Place was completed in 2020. ...

3 Beds
3.5 Baths
South Interlachen Place SubDv.
32789 Zip Code

1265 Via Lugano, Winter Park $1,325,000

Premier 5-bedroom pool home in the highly sought-after "Vias" neighborhood in the heart of Winter Park. Updated and appointed with current finishes that today's market de...

5 Beds
4 Baths
The Via's SubDv.
32789 Zip Code

1386 Aloma Avenue, Winter Park $599,000

1916 Spanish Mission style home on scenic Lake Sylvan. This period home has almost 1/2 acre with a mature oak-shaded landscape. Original plaster walls and hardwood floors...

3 Beds
2.5 Baths
Sylvan Lake Shores SubDv.
32789 Zip Code

2245 Fairglenn Way, Winter Park $500,000

Snag this one quick! STUNNING home in a Bear Lake community in the sought after Tuskawilla area. Homes don't come up for sale in here very often! Almost everything has b...

3 Beds
2.5 Baths
Quail Run SubDv.
32792 Zip Code

1610 Chestnut Avenue, Winter Park $699,900

Beautifully renovated 3 bed/2 bath pool home for sale on a charming brick road in the heart of Winter Park’s sought-after “Tree Streets.” Fully updated this year with all...

3 Beds
2.5 Baths
Lake Knowles Terrace SubDv.
32789 Zip Code

1700 Palmer Avenue, Winter Park $1,299,000

This Fabulous Home is conveniently located in the heart of Winter Park, on a large corner lot. This house is only a few years old, built in 2016. This house has an open f...

4 Beds
4.5 Baths
Jenkins Add SubDv.
32789 Zip Code

390 Waterfall Lane, Winter Park $1,445,000

Stunning renovation inside and out on this one story home in downtown Winter Park. This four bed three bath is situated on a large 13,551 sq ft cul de sac lot that is an...

4 Beds
3 Baths
Fountainhead SubDv.
32789 Zip Code

161 Alexander Place, Winter Park $1,695,000

This downtown Winter Park location is home to a fabulous property. One of the most highly desirable streets with every lifestyle amenity Park Avenue offers, all at your f...

5 Beds
5 Baths
Alexander Place SubDv.
32789 Zip Code

211 Cortland Avenue, Winter Park $1,070,000

Located on a quiet brick street, nestled among Lakes Osceola, Mizell & Sylvan, this masterfully renovated home is just minutes from all the shops, dining and entertainmen...

4 Beds
3.5 Baths
Cortland Park SubDv.
32789 Zip Code

1813 Alice Avenue, Winter Park $359,900

You will not want to miss this BEAUTIFUL home in the highly desirable location of Winter Park! The home is zoned for all A-RATED schools (Lakemont Elementary, Maitland Mi...

3 Beds
2 Baths
Lakemont Heights SubDv.
32792 Zip Code

1400 Canterbury Road, Winter Park $675,000

Beautiful and large cottage-style home with all the modern updates of today in Winter Park’s Orwin Manor neighborhood. Over 2,600 sq ft and a very sought-after floorplan ...

4 Beds
3 Baths
Orwin Manor Westminster Sec SubDv.
32789 Zip Code

4284 Steed Terrace, Winter Park $390,000

Welcome to Kings Cove. A beautiful subdivision located just north of Bear Gully Lake. Enjoy a Winter Park address with Seminole County schools. The formal living room and...

4 Beds
2 Baths
Kings Cove SubDv.
32792 Zip Code

770 Greens Avenue, Winter Park $625,000

Greens Cottage is one of Dubsdread's original, unique homes. Built in 1925, this two story Cedar Shake style home has been updated in keeping with its historic charm. The...

4 Beds
2.5 Baths
Dubsdread Heights SubDv.
32789 Zip Code

250 Carolina Avenue Unit 201, Winter Park image

250 Carolina Avenue Unit 201, Winter Park — B $381,900

Welcome home to Park West Condominiums, and the brick streets of beautiful, historic Winter Park, Florida. As one of the nations elite residential communities and destina...

2 Beds
2 Baths
Park West Condo SubDv.
32789 Zip Code

1695 Lee Road Unit D212, Winter Park image

1695 Lee Road Unit D212, Winter Park — 1695 $104,900

Excellent location. Easy access to I4, Winter Park Village, Maitland. Many upscale restaurants, shopping in the area. Walk to restaurants, banks, pharmacies, shopping. E...

2 Beds
1 Baths
Waterfall Cove SubDv.
32789 Zip Code

1608 Barcelona Way, Winter Park $1,099,000

Welcome home to this one-of-a-kind, Winter Park home set on an impressive 0.55 acre lot in Sevilla. Surrounded by gorgeous landscaping with gardens and fruit trees, this ...

4 Beds
3.5 Baths
Sevilla SubDv.
32789 Zip Code

2353 Mulbry Drive, Winter Park $315,000

Cute home on great lot! Don't wait to see this charmer in a desirable location of Winter Park nestled between old charm and newer larger homes. This home is just steps aw...

3 Beds
1 Baths
Lake Forest Park SubDv.
32789 Zip Code

1427 Indiana Avenue, Winter Park $699,900

NEW CUSTOM CONSTRUCTION IN WINTER PARK 32789 UNDER $700K!!! Stunning coastal modern home, wide open and very bright living areas, 3 bedrooms/2.5 baths, with lush tropical...

3 Beds
2.5 Baths
Henkel Addition SubDv.
32789 Zip Code

844 Brock Street, Winter Park $775,000

WELCOME HOME to PARK GROVE! Here is a great opportunity to live in one of Winter Parks most desired neighborhoods located off Park Avenue. This home features a beautiful...

4 Beds
3 Baths
Park Grove SubDv.
32789 Zip Code

1571 Oneco Avenue, Winter Park $829,000

CUSTOM HOME offers comfort & style in the heart of Winter Park! Come see this MODERN MEDITERRANEAN style 4 bedroom, 3 bathroom home that exudes the historical charm of W...

4 Beds
3 Baths
Lake Knowles Terrace Add 02 SubDv.
32789 Zip Code

2358 Middleton Avenue, Winter Park image

2358 Middleton Avenue, Winter Park $810,000 ▼

A truly unique Winter Park home located in the Kenilworth Shores subdivision. From the countless custom upgrades to the Top Rated Winter Park school district, this meticu...

4 Beds
3.5 Baths
Brookshire Heights SubDv.
32792 Zip Code

1050 Aloma Avenue, Winter Park $559,900

**Click the tour link to view the Virtual Interactive 3D 24-Hour Open House** Pool home w/fireplace in the heart of Winter Park! Walk or bike to Park Avenue, Rollins Col...

3 Beds
2 Baths
Cortland Park SubDv.
32789 Zip Code

7565 Dockside Street, Winter Park $289,900

WOW! Great opportunity to own this meticulously maintained 4 bedroom, 2.5 bathroom pool home located in the desired area of Winter Park! Features include a NEW AC, newer ...

4 Beds
2.5 Baths
Woodcrest Unit 6 SubDv.
32792 Zip Code

807 Hamilton Place Court, Winter Park image

807 Hamilton Place Court, Winter Park $710,000 ▼

3D Tour ~ Nestled between Winter Park Village and Park Ave; this custom built (CONSERVATION VIEW) home will delight you from the moment you arrive. Featuring 3 bedrooms ...

3 Beds
2.5 Baths
Hamilton Place SubDv.
32789 Zip Code

100 S Interlachen Avenue Unit 402D, Winter Park image

100 S Interlachen Avenue Unit 402D, Winter Park — D $565,000

Beautiful, fully furnished two bedroom, two bath condo at The Cloisters in downtown Winter Park! Such a perfect lifestyle to live downtown with great walking areas, rest...

2 Beds
2 Baths
Cloisters Condo SubDv.
32789 Zip Code

331 Trismen Terrace, Winter Park $2,895,000

Location Location Location! Lakefront property on Lake Osceola for sale. VIEW THE 3D VIRTUAL TOUR OF THIS HOME. This home is situated on a unique location,near downtown W...

4 Beds
3.5 Baths
Osceola Shores Sec 03 SubDv.
32789 Zip Code

1420 Oneco Avenue, Winter Park $825,000

Beautiful, one owner custom built home situated on charming brick street in great Winter Park location. Built by Fred Schaub in 2015 and loaded with upgraded features & a...

4 Beds
3.5 Baths
Lake Knowles Terrace Add 02 SubDv.
32789 Zip Code

160 Glenridge Way, Winter Park $1,369,000

This charming English Cottage situated on a beautiful & private half acre lot was designed by James Gamble Rogers & built in 1935. This fabulous home has been meticulou...

4 Beds
3.5 Baths
Charmont SubDv.
32789 Zip Code

3062 Bluebrook Drive, Winter Park $269,900

One or more photo(s) has been virtually staged. Welcome, Look around, Ask questions, See Yourself Living Here, Fall in love, Make an Offer, TOTALLY renewed Winter Park ho...

3 Beds
2 Baths
Laurel Spgs SubDv.
32792 Zip Code

1010 Braemar Drive, Winter Park $489,900 ▼

OWNER MOTIVATED! Beautifully updated 3 bedroom 3 bathroom pool home in highly sought after Kenilworth Shores with 1,930 sq. ft. is ready to be loved by new owners. Enjoy ...

3 Beds
3 Baths
Kenilworth Shores Sec 07 SubDv.
32792 Zip Code

1341 Pelham Road, Winter Park $310,000 ▼

Prime location, location, location. Perfectly situated in-between Winter Park and College Park, this home is a quick drive to hip restaurants, downtown Park Ave and gorge...

3 Beds
1.5 Baths
Orwin Manor Westminster Sec SubDv.
32789 Zip Code

2634 Exuma Way, Winter Park — 2634 $225,000

Modern Townhouse in Windward Square close to shopping and main roads. 3 bedroom 2 bath granite on the kitchen counter. The community has 3 pools, tennis courts, playgr...

3 Beds
2 Baths
Windward Square Sec 2 SubDv.
32792 Zip Code

532 Dunblane Drive, Winter Park $875,000

Pre-Construction. To be built. PRE CONSTRUCTION - Expect to be impressed with this stunning brand new construction home in the beautiful neighborhood of Kenilworth Shores...

5 Beds
3 Baths
Kenilworth Shores Sec 03 SubDv.
32792 Zip Code

1230 Sunset Drive, Winter Park $1,095,000

Located on a quiet brick street, this custom Mediterranean home offers you everything you desire just minutes from Park Avenue in downtown Winter Park. The open floor pla...

4 Beds
3.5 Baths
Temple Estates SubDv.
32789 Zip Code

466 Misty Lane, Winter Park $699,000

Fantastic in-town lot and location in 32789. This is the perfect site to build your dream home in a location that is walking distance to both Park Ave and its wonderful r...

Fountainhead SubDv.
32789 Zip Code

7613 Aloma Avenue, Winter Park $250,000 ▼

Three adjoining commercial parcels zoned C-1 consisting of 0.65 acres on busy Aloma Avenue. The first parcel has a tenant that has been leasing the property for 30 years....

32792 Zip Code

741 Virginia Drive, Winter Park $3,249,000

FALL IN LOVE WITH THIS UNIQUE LUXURY LAKEFRONT PROPERTY WITH EXPANSIVE VIEWS OF LAKE VIRGINIA. NESTLED ON A QUIET CUL DE SAC IN HIGHLY SOUGHT AFTER TIMBERLANE SHORES, FIR...

4 Beds
4 Baths
Timberlane Shores SubDv.
32789 Zip Code

769 W Canton Avenue, Winter Park $699,000

Beautiful David Weekley coastal-inspired design located in the historic district of Winter Park. Only one block to Winter Park Village or a few from Park Ave. Fine dinin...

3 Beds
3 Baths
Canton Ave Cottages 1 SubDv.
32789 Zip Code

472 Henkel Circle, Winter Park $2,999,000

Winter Park Chain of Lakes Modern Masterpiece, totally custom and over-the-top beautiful with luxury interior and resort-style exterior amenities. This is a WOW house, in...

4 Beds
4.5 Baths
Thomas M Henkels Add SubDv.
32789 Zip Code

785 Via Lombardy, Winter Park $1,350,000

Beautiful 4 bed 4 ½ bath home sitting on almost a half-acre in one of Winter Parks most desirable neighborhoods. This spectacular property is just a short distance from ...

5 Beds
4.5 Baths
Sicilian Shores Rep 02 SubDv.
32789 Zip Code

1324 Sunset Drive, Winter Park $934,900

Stately and Welcoming pool home on brick street in the heart of Winter Park is move-in ready! 5 bedroom, 3 ½ bath with master downstairs has modern features and fabulous ...

5 Beds
3.5 Baths
Lake Knowles Terrace SubDv.
32789 Zip Code

120 Arla Court, Winter Park $399,900 ▼

Unique Winter Park home on over a 1/2 acre lot! Located on a quiet cul-de-sac, this property offers a 4 bedroom 2 bath main home and separate 1 bedroom, 1 full bath deta...

4 Beds
3 Baths
Tanglewood Sec 3 Rep SubDv.
32792 Zip Code

1420 Chapman Circle, Winter Park $949,000

Beautiful 4/3.5 plus office on interior lot in highly desirable Windsong community. This Groninger built custom traditional home is timeless and immaculately maintained w...

4 Beds
3.5 Baths
Windsong Elizabeths Walk SubDv.
32789 Zip Code

721 W Comstock Avenue, Winter Park image

721 W Comstock Avenue, Winter Park $830,000

This beautiful two-story coastal modern home, designed by Winter Park Design, offers an open concept floor plan allowing for effortless entertaining including a generous ...

3 Beds
2.5 Baths
Winter Park Town Of SubDv.
32789 Zip Code

2021 Harmon Avenue, Winter Park $345,000

BACK ON MARKET! BUYERS FINANCING FELL THROUGH. Now's your chance! Come and check out this 3 bedroom, plus office, 2 bathroom 1926 charmer with original hardwoods and wood...

3 Beds
2 Baths
Lawndale SubDv.
32789 Zip Code

2206 Venetian Way, Winter Park $1,425,000

Welcome to this classic and charming 1925 traditional home in the Vias! The home sits on a lush oversized .45 acre lot in the heart of Winter Park and was completely reno...

5 Beds
3.5 Baths
Maitland Shores SubDv.
32789 Zip Code

1340 Heavenly Cove, Winter Park $929,000 ▼

Gorgeous pool home in Winter Park overlooking Garden Lake with tons of upgrades. This well kept home sits on an oversized .5 acre lot. Beautiful views of the lake are see...

5 Beds
3.5 Baths
Eden Point SubDv.
32792 Zip Code

1407 Broad Wing Lane, Winter Park — 1407 $397,999 ▼

New Build in late 2019!!! FULLY FURNISHED Modern Energy-efficient Townhome with a Warranty in beautiful Winter Park!! Rental investment opportunity!!! Located in the NEWE...

3 Beds
2.5 Baths
Enclave At Hawks Crest SubDv.
32792 Zip Code

2032 Temple Drive, Winter Park $985,900

NEW CONSTRUCTION! Excellent area nearby Via Tuscany and 2.2 miles from Downtown Winter Park.This beautiful brand new home Contemporary Style features 2 stories, 3,411 Squ...

4 Beds
3.5 Baths
Lake Knowles Terrace Add 02 SubDv.
32789 Zip Code

1071 Lakeview Drive, Winter Park $2,595,000 ▼

Elegant downtown Winter Park lakefront living at its best. Incredible opportunity to own an estate size property, with approx 250’ in depth, located on the shores of Lake...

5 Beds
5.5 Baths
Virginia Heights SubDv.
32789 Zip Code

260 E Lake Sue Avenue, Winter Park image

260 E Lake Sue Avenue, Winter Park $525,000 ▼

Enjoy morning and evening walks around Lake Sue just minutes from this beautiful Winter Park hidden jewel. This home offers a range of spaces inside and out compete with ...

2 Beds
2 Baths
Charmont SubDv.
32789 Zip Code

3060 George Mason Avenue Unit 10, Winter Park image

3060 George Mason Avenue Unit 10, Winter Park — N $99,900

Great investment and newly renovated spacious 1 Bedroom/ 1 Bath condo with a 1 year lease at $1,090 monthly. The floors are all wood vinyl laminate. The kitchen was enhan...

1 Beds
1 Baths
Colonies Condo SubDv.
32792 Zip Code

3434 Allston Lane, Winter Park $279,000

This right here is not your "typical previously loved home" It's almost like a new home! It has new floors, new bathrooms, new kitchen, new blinds, new paint inside and o...

3 Beds
2.5 Baths
Villas Of Casselberry Ph 4 SubDv.
32792 Zip Code

2861 Old Castle Drive, Winter Park image

2861 Old Castle Drive, Winter Park $720,000 ▼

Tucked away in the gated enclave of the Bear Gully Pointe community, this home is centrally located in the heart of Winter Park/Oviedo area close to expressway, dining an...

4 Beds
5.5 Baths
Bear Gully Pointe SubDv.
32792 Zip Code

144 Lewfield Circle Unit 144, Winter Park image

144 Lewfield Circle Unit 144, Winter Park — Stratford A Winter Park Condo $90,000 ▼

LOCATION! LOCATION! LOCATION! Welcome Home to this one-bedroom, one-bath located in beautiful Winter Park. This awesome unit is located on the second floor, corner unit w...

1 Beds
1 Baths
Stratford A Winter Park Condo SubDv.
32792 Zip Code

7501 University Boulevard, Winter Park image

7501 University Boulevard, Winter Park $1,950,000

Service Station at Major Orlando Intersection $1,950,000 7501 University Blvd, Winter Park, FL 32792 .86 acre hard corner for sale at major traffic light intersection...

Harlem Park SubDv.
32792 Zip Code

343 Harris Avenue, Winter Park $439,900

Just Listed - Lovely two-bedroom, two bath home in the heart of Winter Park! Offering an updated kitchen with granite countertops, solid wood cabinetry, stainless steel a...

2 Beds
2 Baths
Sylvan Heights SubDv.
32789 Zip Code

184 Lewfield Circle Unit 184, Winter Park image

184 Lewfield Circle Unit 184, Winter Park — 6 $90,000

Move in ready one bedroom and one bath spacious condo in The Stratford Community of Winter Park! The foyer welcomes you into a combined dining and living room with lots o...

1 Beds
1 Baths
Stratford A Winter Park Condo SubDv.
32792 Zip Code

1647 Mizell Avenue, Winter Park $1,399,000

Absolutely stunning, coastal-inspired home in the Heart of Winter Park! This amazing 5 bedroom, 4 full, two half-bath pool home features an expansive open-concept layout ...

5 Beds
4.5 Baths
Sylvan Lake Shores SubDv.
32789 Zip Code

315 E New England Avenue E Unit 25, Winter Park image

315 E New England Avenue E Unit 25, Winter Park — Villa Siena $1,650,000

STUNNING WINTER PARK three bedroom condo oriented in the most private section of the Jewel of Winter Park! Villa Siena is located 2 blocks off Park Avenue and is directly...

3 Beds
3.5 Baths
Villa Siena SubDv.
32789 Zip Code

1640 Oneco Avenue, Winter Park $1,450,000

This transitional style 5 bedroom modern farmhouse is perfect for family living & entertaining. Floor plan is ideal with 2 bedroom suites downstairs plus an office. Metic...

5 Beds
5.5 Baths
Winter Park Heights SubDv.
32789 Zip Code

1370 Tierra Circle, Winter Park $349,900

Beautifully Remodeled 3/2/2 in desirable Winter Park. Home backs up to a private greenbelt. New cherry wood cabinets with Granite counters. Top of the line SS appliances...

3 Beds
2 Baths
Casa Aloma SubDv.
32792 Zip Code

1321 Suffolk Road, Winter Park $295,000 ▼

Located in the popular Orwin Manor neighborhood on a tree lined street this older cozy home includes a wood burning fireplace in the living room and tall ceilings and har...

2 Beds
1 Baths
Orwin Manor Westminster Sec SubDv.
32789 Zip Code

2398 Dominica Run, Winter Park — Na $176,500 ▲

Virtual Tour Here: "my.matterport.com/show/?m=3mi7YjkZcXD&brand=0" Winter Park welcomes you to Windward Square, a townhouse community nestled in a coveted location. This ...

2 Beds
2 Baths
Windward Square Sec 3 SubDv.
32792 Zip Code

200 Saint Andrews Boulevard Unit 103, Winter Park image

200 Saint Andrews Boulevard Unit 103, Winter Park — 103 $145,000 ▼

Amazing opportunity to own this upgraded 1 Bed 1 Bath in Winter Park's Four Seasons Condominium Community. The kitchen boasts solid maple cabinets, granite countertops, t...

1 Beds
1 Baths
Four Seasons Condo SubDv.
32792 Zip Code

501 Country Club Drive, Winter Park image

501 Country Club Drive, Winter Park $275,000

Tucked along the shores of an expansive spring-fed lake, the inviting Lake Killarney Shores community blends serene privacy with the relaxed vitality of the Winter Park V...

Lake Killarney Shores SubDv.
32789 Zip Code

541 Country Club Drive, Winter Park image

541 Country Club Drive, Winter Park $225,000

Tucked along the shores of an expansive spring-fed lake, the inviting Lake Killarney Shores community blends serene privacy with the relaxed vitality of the Winter Park V...

Lake Killarney Shores SubDv.
32789 Zip Code

543 Country Club Drive, Winter Park image

543 Country Club Drive, Winter Park $225,000

Tucked along the shores of an expansive spring-fed lake, the inviting Lake Killarney Shores community blends serene privacy with the relaxed vitality of the Winter Park V...

Lake Killarney Shores SubDv.
32789 Zip Code

605 Ellen Drive, Winter Park $230,000

Tucked along the shores of an expansive spring-fed lake, the inviting Lake Killarney Shores community blends serene privacy with the relaxed vitality of the Winter Park V...

Lake Killarney Shores SubDv.
32789 Zip Code

607 Ellen Drive, Winter Park $260,000

Tucked along the shores of an expansive spring-fed lake, the inviting Lake Killarney Shores community blends serene privacy with the relaxed vitality of the Winter Park V...

Lake Killarney Shores SubDv.
32789 Zip Code

609 Ellen Drive, Winter Park $275,000

Tucked along the shores of an expansive spring-fed lake, the inviting Lake Killarney Shores community blends serene privacy with the relaxed vitality of the Winter Park V...

Lake Killarney Shores SubDv.
32789 Zip Code

611 Ellen Drive, Winter Park $275,000

Tucked along the shores of an expansive spring-fed lake, the inviting Lake Killarney Shores community blends serene privacy with the relaxed vitality of the Winter Park V...

Lake Killarney Shores SubDv.
32789 Zip Code

176 Balfour Drive Unit 4, Winter Park image

176 Balfour Drive Unit 4, Winter Park — 176 $300,000 ▼

This beautifully maintained and recently updated 3 bedroom 2 and 1/2 bath unit in Winter Park Point I is also the largest in the complex! Balconies or a lanai off EVERY r...

3 Beds
2.5 Baths
Winter Park Pointe 01 SubDv.
32792 Zip Code

1814 Walker Avenue, Winter Park $527,500 ▼

Location meets contemporary luxury at this stunning home on the beautiful brick streets of Winter Park. Adorned with bright, meticulous detail, this 3 bd/ 2.5ba charmer ...

3 Beds
2.5 Baths
Osceola Heights SubDv.
32789 Zip Code

804 Hamilton Place Court, Winter Park image

804 Hamilton Place Court, Winter Park $714,000 ▼

Meticulously maintained 804 Hamilton Place Court, Winter Park Fl. 32789 has many upgrades that will truly impress your buyers. Kitchen features upgraded cabinets and GE M...

4 Beds
4.5 Baths
Hamilton Place SubDv.
32789 Zip Code

6980 Aloma Avenue Unit 32, Winter Park image

6980 Aloma Avenue Unit 32, Winter Park $155,000

Professional Office/Retail at 6980 Aloma Ave in Winter Park, Florida. $155,000 includes approximately 900 SF with frontage on a major road with 40,000 daily traffic coun...

Aloma Bus Center SubDv.
32792 Zip Code

6978 Aloma Avenue Unit 31, Winter Park image

6978 Aloma Avenue Unit 31, Winter Park $195,000

Professional Office/Retail at 6978 Aloma Ave, Winter Park, FL 32792 in the Aloma Business Center. The office includes approximately 1,100 SF. This is a front unit with e...

Aloma Bus Center SubDv.
32792 Zip Code

1695 Lee Road Unit B210, Winter Park image

1695 Lee Road Unit B210, Winter Park — B $94,900

Location, location, with an excellent opportunity to acquire one of Winter Park Hidden Secrets in Waterfall Cove. Nicely updated kitchen with new cabinets, granite counte...

1 Beds
1 Baths
Waterfall Cove SubDv.
32789 Zip Code

4455 Old Bear Run, Winter Park $1,550,000 ▼

Stunning Tuscan style home is offering an expansive 6000+ Sq Ft of luxurious living and 113’ of Bear Gully Lake frontage. The excessive exterior greets you with a circul...

5 Beds
5.5 Baths
Re Purvis SubDv.
32792 Zip Code

1880 Winchester Drive, Winter Park image

1880 Winchester Drive, Winter Park $829,000 ▼

Boasting an array of designer finishes and a thoughtful open plan layout, this immaculate, Timberlane Shores pool home is a paradigm of classic & contemporary Winter Park...

4 Beds
3 Baths
Timberlane Shores SubDv.
32789 Zip Code

603 Ellen Drive, Winter Park $230,000

Tucked along the shores of an expansive spring-fed lake, the inviting Lake Killarney Shores community blends serene privacy with the relaxed vitality of the Winter Park V...

Lake Killarney Shor3es SubDv.
32789 Zip Code

625 Country Club Drive, Winter Park image

625 Country Club Drive, Winter Park $295,000

Tucked along the shores of an expansive spring-fed lake, the inviting Lake Killarney Shores community blends serene privacy with the relaxed vitality of the Winter Park V...

Lake Killarney Shores SubDv.
32789 Zip Code

3038 Antique Oaks Circle Unit 164, Winter Park image

3038 Antique Oaks Circle Unit 164, Winter Park — 3038 $144,900 ▲

Fantastic opportunity on this well maintained and move in ready second floor condo offers an open floor plan, fresh paint throughout, all wood laminate flooring througho...

2 Beds
2 Baths
Parkview Vlg Condo SubDv.
32792 Zip Code

291 Scottsdale Square Unit 291, Winter Park image

291 Scottsdale Square Unit 291, Winter Park — 291 $84,000

Spacious, very desirable first floor 1/1 condo. Perfect place for downsizing, Fully renovated, Brand new AC, electric panel, kitchen appliances, tub, granite countertop, ...

1 Beds
1 Baths
Winter Park Woods Condo SubDv.
32792 Zip Code

1502 Arbor Park Drive, Winter Park image

1502 Arbor Park Drive, Winter Park $389,900 ▼

BRAND NEW ROOF! NEW KITCHEN WITH STAINLESS STEEL APPLIANCES!! Charming 3/2 home conveniently located in Winter Park on a beautiful brick lined street. This home has so ...

3 Beds
2 Baths
Conwill Estates SubDv.
32789 Zip Code

601 Ellen Drive, Winter Park $260,000

Tucked along the shores of an expansive spring-fed lake, the inviting Lake Killarney Shores community blends serene privacy with the relaxed vitality of the Winter Park V...

Lake Killarney Shores SubDv.
32789 Zip Code

617 Country Club Drive, Winter Park image

617 Country Club Drive, Winter Park $295,000

Tucked along the shores of an expansive spring-fed lake, the inviting Lake Killarney Shores community blends serene privacy with the relaxed vitality of the Winter Park V...

Lake Killarney Shores SubDv.
32789 Zip Code

5428 Ferrol Drive, Winter Park $295,000

Enjoy this NEWLY UPGRADED Winter Park home with great use of space both inside and out. NO HOA!!! The dazzling kitchen boasts an abundance of storage and counter space wi...

3 Beds
2 Baths
Wrenwood Unit 3 4th Add SubDv.
32792 Zip Code

2010 Cornell Avenue, Winter Park $334,000 ▼

Cute, cozy and well-maintained single family house, conveniently located in very close proximity to Dubsdread Golf Course and College Park area. Home is featuring a split...

3 Beds
2 Baths
Stansbury Estates SubDv.
32789 Zip Code

3407 Seagrape Drive, Winter Park $375,000 ▼

TREMENDOUS INCOME PROPERTY! Home has been totally and professionally renovated to accommodate your unique situation. Adult Congregate Living Facility? Air B-N-B? Student...

7 Beds
4 Baths
Eastbrook Sub SubDv.
32792 Zip Code

281 Scottsdale Square Unit 281, Winter Park image

281 Scottsdale Square Unit 281, Winter Park — 281 $66,900

Location! Location! Location! First floor unit - Great for rental income or primary residence! Walking distance to Full Sail University and close proximity to the Univers...

1 Beds
1 Baths
Winter Park Woods Condo SubDv.
32792 Zip Code

200 Saint Andrews Blvd Unit 1803, Winter Park image

200 Saint Andrews Blvd Unit 1803, Winter Park — 1800 $169,000 ▼

This Winter Park townhouse features a large kitchen, a powder bathroom, a dining room that is open to the step-down living room. Sliding-glass doors open to the enclosed ...

2 Beds
1.5 Baths
Four Seasons Condos SubDv.
32792 Zip Code

1919 Stonehurst Road, Winter Park $1,950,000 ▼

Beautifully custom built single story home offers 5 bedrooms, 4 and a half baths, two car attached garage, a two car detached garage/studio, and an amazing outdoor living...

5 Beds
4.5 Baths
Stonehurst Estates SubDv.
32789 Zip Code

1210 Oaks Blvd, Winter Park $1,165,000 ▼

Enjoy this modern masterpiece just a block from Winter Park's prestigious Park Ave. This 3 bedroom, 3.5 bath home boasts open spaces and clean lines inside and out. Enter...

3 Beds
3.5 Baths
Dixie Terrace SubDv.
32789 Zip Code

2271 Nairn Drive, Winter Park $399,900 ▼

LOCATION, LOCATION, LOCATION! Live in, renovate, rent out or build new! This 17,241 square foot lot is over-sized for the area. Home needs some updating as seller was in ...

3 Beds
2 Baths
Aloma Section 1 SubDv.
32792 Zip Code

345 W Welbourne Avenue Unit 104, Winter Park image

345 W Welbourne Avenue Unit 104, Winter Park — Douglas Grand $799,000 ▲

Enjoy the pleasure of living an urban, care-free lifestyle in beautiful downtown Winter Park – just one block away from chic Park Avenue with all its lovely boutique sho...

3 Beds
3.5 Baths
Winter Park Residential SubDv.
32789 Zip Code

1476 Grove Terrace, Winter Park $1,895,000

Stunning Mediterranean Estate in the Heart of Winter Park. Custom built and crafted in 2008 this home leaves no detail left out and is exquisite throughout. Offering an ...

5 Beds
5.5 Baths
Sylvan Lake Shores SubDv.
32789 Zip Code

2685 Bongart Road, Winter Park $279,999 ▼

WHAT A GREAT OPPORTUNITY THIS RANCH HOME PRESENTS. 3 BEDROOMS / 2 BATH HOME IN SOUGHT-AFTER WINTER PARK NEIGHBORHOOD. THIS HOUSE HAS BEEN UPDATED LEAVING NOTHING FOR YOU ...

3 Beds
2 Baths
Winter Park Estates SubDv.
32792 Zip Code

2423 Brookshire Avenue, Winter Park image

2423 Brookshire Avenue, Winter Park $499,999 ▼

Completely renovated mid-century ranch home located in Brookshire Heights in the heart of Winter Park; walking distance to Brookshire Elementary, a biking trail, Cady Way...

4 Beds
2 Baths
Brookshire Heights 1st Add SubDv.
32792 Zip Code

1770 Edwin Boulevard, Winter Park $939,000 ▼

Newly Painted Interior & Travertine Floors Refinished! Gorgeous One Story home with a 3 Car Garage in the Heart of Winter Park! This Opulent 4 bedroom/3 bath will impress...

4 Beds
3 Baths
Campo Bello SubDv.
32789 Zip Code

7401 Fieldcrest Avenue, Winter Park image

7401 Fieldcrest Avenue, Winter Park $274,900

Video tour available https://youtu.be/ZSTgjSrofn0 Back on a market! Buyers financing fell through! Desirable Winter Park location– tucked away, yet close to everything!...

4 Beds
2 Baths
Woodcrest Unit 01 SubDv.
32792 Zip Code

1681 Blue Ridge Road, Winter Park $650,000 ▼

This luxury 4 bedroom 3.5 home consists of SS Samsung appliances, bamboo flooring, plantation blinds, new energy efficient roof, energy efficient windows. Large open conc...

4 Beds
3.5 Baths
Timberlane Shores SubDv.
32789 Zip Code

1148 Keyes Avenue, Winter Park $1,499,000

Stunning 5 bedrooms, 4 and 2 half baths home is locate on one the most scenic streets in downtown Winter Park on the 3rd green of the Historical Winter Park Golf Club. Th...

5 Beds
4.5 Baths
Morseland Gardens SubDv.
32789 Zip Code

507 Country Club Drive, Winter Park image

507 Country Club Drive, Winter Park $969,900

Gorgeous, brand new, custom built 4 bed, 3.5 bath pool home, presented by Lazarus Development Group. This home was just completed, and features a spacious open floor plan...

4 Beds
3.5 Baths
Lake Killarney Shores SubDv.
32789 Zip Code

585 Osceola Avenue, Winter Park $725,000 ▼

Don't miss out on this amazing 4 bedroom 4 1/2 bath home. Main house offers 3 bedrooms 3 1/2 bath with 2 wood burning fireplaces and a oversized living room to accommodat...

4 Beds
4.5 Baths
Osceola Court SubDv.
32789 Zip Code

2938 Banchory Road, Winter Park $374,500 ▼

Darling 4/2 with pool, 2257 sq ft, Winter Park home, with new exterior/interior paint, updated master shower, and flooring throughout. As you enter the front door, to th...

4 Beds
2 Baths
Winter Park Pines SubDv.
32792 Zip Code

1421 Place Picardy, Winter Park $1,495,000 ▼

Please click tour 1 above to view the detailed Virtual Tour. Welcome Home to this Classic Traditional Pool Home Situated on a Beautiful Oversized Corner Lot on a Quiet St...

5 Beds
4.5 Baths
Fontainebleau SubDv.
32789 Zip Code

1005 S Pennsylvania Avenue, Winter Park image

1005 S Pennsylvania Avenue, Winter Park — Na $1,050,000

Stunning Winter Park townhome within walking distance to Park Avenue, shops, restaurants, and Rollins College. This newly built (2016) home features exquisite details ins...

3 Beds
2.5 Baths
Penn Place SubDv.
32789 Zip Code

650 Clay Street, Winter Park $3,950,000

List Price includes 3 parcels: This listing includes two other Parcels that are all being sold together. Parcel 12-22-29-5000-04-040, which is a parking lot that serves...

Lawndale Annex SubDv.
32789 Zip Code

1705 Winter Green Boulevard, Winter Park image

1705 Winter Green Boulevard, Winter Park $225,000 ▲

LOCATION!!! WATER VIEW, WINTER PARK HOME ON THE LOW 200's, NO KIDDING! NEWER ROOF 06/2018. FANTASTIC INTERIOR CUSTOM FEATURES, CERAMIC TILES, CROWN MOLDINGS, KNOCKDOWN C...

3 Beds
2 Baths
Winter Green SubDv.
32792 Zip Code

1788 W Fairbanks Avenue Unit A, Winter Park image

1788 W Fairbanks Avenue Unit A, Winter Park $3,950,000

List Price is for 3 Parcels: This listing includes two other Parcels that are all being sold together. Parcel 12-22-29-5000-04-040, which is a parking lot that serves as...

Lawndale Annex SubDv.
32789 Zip Code

3026 Antique Oaks Unit 143, Winter Park image

3026 Antique Oaks Unit 143, Winter Park — 1 $169,900

This beautiful condo WONT LAST! Newly renovated right on Semoran Blvd! Italian imported tile throughout most of the condo and brand new carpet in the bedrooms. This luxur...

2 Beds
2 Baths
Parkview Vlg Condo SubDv.
32792 Zip Code

2409 Mandan Trail, Winter Park $525,000

SEE YOU SUNDAY, MAY 17TH, FROM 1PM-3PM! WE WILL BE TAKING ALL NECESSARY PRECAUTIONS FOR THE HEALTH AND SAFETY OF EVERYONE WHO STOPS BY! Welcome home to this charming Wint...

4 Beds
3 Baths
Hills SubDv.
32789 Zip Code

7336 Forest Hill Court Unit 240, Winter Park image

7336 Forest Hill Court Unit 240, Winter Park — 7336 $130,000 ▼

Location, location, location!! Well maintained end unit in Winter Park, two-story 2 Bedrooms 1.5 Bath townhome style condo with two designated parking spaces. As you ente...

2 Beds
1.5 Baths
Hidden Oaks Condo Ph 12 SubDv.
32792 Zip Code

1250 S Denning Drive Unit 130, Winter Park image

1250 S Denning Drive Unit 130, Winter Park — G $209,900 ▼

Here is a fantastic opportunity to purchase this beautifully renovated condo in the heart of Winter Park! The kitchen has been tastefully appointed with brand new soft c...

2 Beds
2 Baths
Mead Garden SubDv.
32789 Zip Code

1367 Place Vendome, Winter Park $675,000

Character abounds once you step onto the front porch of this charming one-story home with an open floor plan and vaulted ceilings. This home boasts a large great room con...

4 Beds
2 Baths
Fontainebleau SubDv.
32789 Zip Code

1010 Bradford Drive, Winter Park $285,000 ▼

This spacious, well maintained and renovated "Move in Ready" house features 3 bedrooms, 2 bathrooms, and attached 2 car "smart" garage. The tiled kitchen has a newer sto...

3 Beds
2 Baths
Howell Estates Rep SubDv.
32792 Zip Code

1731 Palmer Avenue, Winter Park $1,499,000 ▼

This Southern California inspired home is conveniently located in the heart of Winter Park with Phelps Park literally in the back yard and walking distance to YMCA, only ...

4 Beds
4.5 Baths
Jenkins Add SubDv.
32789 Zip Code

1404 Brazilian Lane, Winter Park $279,000 ▼

BEAUTIFUL CORNER LOT ON A CUL-DE SAC IS THE PERFECT SPOT FOR THIS 3/2 SPLIT PLAN HOME BOASTING AN INCREDIBLE BACKYARD TROPICAL PARADISE WITH SPARKLING POOL & FANTASTIC MA...

3 Beds
2 Baths
Eastbrook Sub Unit 06 SubDv.
32792 Zip Code

Clarendon Avenue, Winter Park $340,000

Imagine the possibilities! This vacant lot (Lot 13) 50' x 150' for a total of 7,500 square feet of land. Located in old Winter Park sitting high on the street. Short wal...

Virginia Heights Rep SubDv.
32789 Zip Code

Clarendon Avenue, Winter Park $340,000

Imagine the possibilities! This vacant lot (Lot 13) 50' x 150' for a total of 7,500 square feet of land. Located in old Winter Park sitting high on the street. Short wal...

Virginia Heights Rep SubDv.
32789 Zip Code

311 E Morse Boulevard Unit 8-4, Winter Park image

311 E Morse Boulevard Unit 8-4, Winter Park — Building 8 - 4 $409,000 ▼

MILLION DOLLAR VIEW of Lake Osceola! This one bedroom unit boasts almost 1100 SF and has been tastefully renovated. Floor to ceiling sliding glass doors give you an uno...

1 Beds
1 Baths
Whispering Waters - Phillips Circle Rep SubDv.
32789 Zip Code

1794 Mondrian Circle, Winter Park — 1794 $897,887 ▲

Under Construction. Unparalleled opportunity to purchase a lakefront townhome in the Lake Killarney Townhomes community - with lakefront units starting at $850k! Eight ex...

3 Beds
3.5 Baths
Lake Killarney Townhomes SubDv.
32789 Zip Code

2500 Lotafun Avenue, Winter Park $749,000 ▼

New Price!!!! What a Find! Take a look at this Beautiful Winter Park Pool Home situated on 3 shaded lots. This four bedroom, 3 bath home is just moments away from all tha...

4 Beds
3 Baths
Justamere Camp Rep SubDv.
32789 Zip Code

1640 Palmer Avenue, Winter Park $1,485,000

Beautiful one-owner custom-built home. All richly appointed with beautiful moldings, stunning wood floors throughout, with Grand Foyer & Entry. Formal living and family ...

4 Beds
3.5 Baths
Comstock Park SubDv.
32789 Zip Code

325 Scottsdale Square Unit 325, Winter Park image

325 Scottsdale Square Unit 325, Winter Park — 325 $74,900

Bargain price Winter Park Address investment. This upgraded, spacious condo boasts tiled floor throughout, high end kitchen cabinets finished off with a granite counter t...

1 Beds
1 Baths
Winter Park Woods Condo SubDv.
32792 Zip Code

274 W Lyman Avenue, Winter Park $799,900

INCREDIBLE LOCATION! CLOSE TO EVERYTHING! MODERN, BEAUTIFUL Villa in downtown Winter Park that is elegantly appointed throughout! 1 1/2 blocks from all that Park Avenue a...

3 Beds
3 Baths
Lyman Ave Villas 1 SubDv.
32789 Zip Code

204 Tyree Lane, Winter Park $259,900

LOCATION! Don't miss this rare opportunity to live in Winter Park at an affordable price. No HOA! Walk to restaurants, grocery shopping, the Crosby Wellness Center, med...

3 Beds
1 Baths
Aloma Section 1 SubDv.
32792 Zip Code

1413 Miller Avenue, Winter Park $599,900

One of the lowest priced New Construction in 32789 with top quality custom construction. Stunning coastal modern home, wide open and very bright living areas, 3 bedrooms/...

3 Beds
2.5 Baths
Attilio G Panacciones Sub SubDv.
32789 Zip Code

140 E Morse Boulevard Unit I, Winter Park image

140 E Morse Boulevard Unit I, Winter Park — Landmark $1,549,000

URBAN LUXURY LIVING IN THIS SINGLE STORY RESIDENCE W/2 PRIVATE BALCONIES. UPON ENTERING YOU ARE IMMEDIATELY STRUCK BY THE UPGRADES THROUGHOUT & THE GORGEOUS WELL MAINTAIN...

3 Beds
2 Baths
Landmark Winter Park SubDv.
32789 Zip Code

811 N Lakemont Avenue, Winter Park image

811 N Lakemont Avenue, Winter Park $399,900 ▼

Great Winter Park property being sold for land value. Oversized .49 acre lot (+/-) with possibility to split. First time offered since 1947.

Osceola Or Lakeview Deed SubDv.
32792 Zip Code

811 Lakemont, Winter Park $399,900 ▼

Great Winter Park property being sold for land value. Oversized .49 acre lot (+/-) with possibility to split. First time offered since 1947.

3 Beds
1 Baths
Osceola Or Lakeview Deed SubDv.
32792 Zip Code

3651 N Goldenrod Road Unit E 106, Winter Park image

3651 N Goldenrod Road Unit E 106, Winter Park — E $108,500 ▼

PRICE REDUCED DUE TO CORONA VIRUS IMPACT Make this beautiful condo your home or invest for a great return on rental income. Clean and tiled, all appliances are in satisf...

2 Beds
2 Baths
Lancelot At Winter Park SubDv.
32792 Zip Code

450 Lakewood Drive, Winter Park $1,345,000 ▼

Traditional Winter Park pool home situated on large corner lot. Set back from the street with beautiful landscaping and side entry oversized 3-car garage. Deeded access t...

5 Beds
4.5 Baths
Osceola Shores Sec 03 SubDv.
32789 Zip Code

931 S Semoran Boulevard Unit 202, Winter Park image

931 S Semoran Boulevard Unit 202, Winter Park $289,900 ▼

Excellent opportunity in the Crossroads Business Center fronting the heavily traveled Semoran Blvd (SR 436). The unit is currently set up as an office suite with 7 privat...

32792 Zip Code

235 Genius Drive, Winter Park $5,950,000

Stunning Mediterranean estate on the Winter Park chain of lakes. Nearly 10,000 square feet of exquisite living space provides a comfortable scale in every room; space for...

5 Beds
5.5 Baths
Windsong Lakeside Sec 02 43/71 SubDv.
32789 Zip Code

523 Country Club Drive, Winter Park image

523 Country Club Drive, Winter Park $824,900 ▼

New Construction! Lovely Transitional Home In Wonderful Winter Park! This is the best priced home in this dynamic new community,Lake Killarney Shores. As you drive up, yo...

4 Beds
3 Baths
Lake Killarney Shores SubDv.
32789 Zip Code

1671 Chestnut Avenue, Winter Park $959,900 ▼

*TOUR THIS HOME VIRTUALLY!* https://bit.ly/3bLA0lp Stunning Winter Park Pool Home! Set on the historic brick streets in Winter Park, this beauty stands out from the crowd...

5 Beds
3.5 Baths
Lake Knowles Terrace SubDv.
32789 Zip Code

1405 Border Drive, Winter Park $850,000 ▼

Welcome home to this BEAUTIFUL 2018 Clarkson CUSTOM-BUILT HOME in the highly desirable 32789 Winter Park! Zoned for ALL A-rated schools: Dommerich Elem, Maitland Middle a...

4 Beds
3.5 Baths
Winter Park Village SubDv.
32789 Zip Code

1831 Mizell Avenue, Winter Park $1,295,000

Beautiful contemporary home in Winter Park is a close distance to Park Avenue, Winter Park Hospital, Sprouts and local restaurants. This transitional designed, custom bui...

4 Beds
3.5 Baths
Lake Monte Sub SubDv.
32789 Zip Code

1000 S Semoran Boulevard Unit 606, Winter Park image

1000 S Semoran Boulevard Unit 606, Winter Park — 600 $134,900 ▼

Winter Park beaut, great condo, 2/2, spacious second floor unit, tremendous location, well-maintained community. There is a an inviting, large community pool in well-main...

2 Beds
2 Baths
Golfside Villas Condo SubDv.
32792 Zip Code

5613 Winterbrook Way, Winter Park $435,420 ▲

Under Construction. BRAND NEW HOME - MOVE IN THIS SUMMER. Gorgeous single story home in the quaint and gated new Pulte Homes community, Winterbrook, in Winter Park off Ho...

4 Beds
3 Baths
Winterbrook SubDv.
32792 Zip Code

200 Saint Andrews Boulevard Unit 912, Winter Park image

200 Saint Andrews Boulevard Unit 912, Winter Park — 900 $150,000

Completely renovated! One of a kind end unit. Kitchen with solid wood cabinetry, granite countertops, stainless appliances. Bath has walk in shower. Replumbed in 2019. A/...

1 Beds
1 Baths
Four Seasons Condo SubDv.
32792 Zip Code

1365 Sunnyside Drive Unit NO, Winter Park image

1365 Sunnyside Drive Unit NO, Winter Park $835,000

Don’t miss out on this charming and unique home. Built in 1927, the Sears Catalog “Crescent” model, 3 bed/3 baths house is situated on a large 3 lot site in a highly soug...

4 Beds
4 Baths
Dixie Terrace SubDv.
32789 Zip Code

250 W Lyman Avenue, Winter Park — Na $799,000

Gorgeous Mediterranean Villa in walking distance to Park Ave. This modern energy efficient home features high ceilings, custom Plantation Shutters, natural 5" hickory pla...

3 Beds
3 Baths
Lyman Ave Villas 1 SubDv.
32789 Zip Code

672 Osceola Avenue Unit 672, Winter Park image

672 Osceola Avenue Unit 672, Winter Park — Villa Del Seis $459,000 ▼

Breathtaking townhome located in a community of 6 townhomes located on the shores of Lake Virginia and known as Villa Del Seis. This property is walking distance to the ...

2 Beds
2.5 Baths
Villa Del Seis Condo SubDv.
32789 Zip Code

2446 Lotafun Avenue, Winter Park $120,000

Rare opportunity to purchase vacant land in the city of Winter Park. Beautiful homes in the area, near Lake Killarney with easy access to I4. Close to downtown Orlando,...

Justamere Camp Rep SubDv.
32789 Zip Code

810 Greens Avenue, Winter Park $591,050 ▼

Welcome to this gorgeous, thoughtfully designed Winter Park home in Dubsdread's Historic neighborhood just a stones throw away from the Dubsdread Golf Course. Walking in...

5 Beds
3.5 Baths
Dubsdread Heights SubDv.
32789 Zip Code

1021 Bonita Drive, Winter Park $2,325,000 ▲

Pre-Construction. To be built. This Modern Farmhouse will span two streets starting with Bonita Drive in the front and Elizabeth Dr at the rear of the property. This spa...

5 Beds
5.5 Baths
Comstock Park SubDv.
32789 Zip Code

444 Shepherd Avenue, Winter Park $1,689,900

This latest masterpiece from Winter Park’s premier builder FG Schaub Custom Homes is complete! This spacious 4,322 s/f home offers five bedrooms, five full baths, and on...

5 Beds
5.5 Baths
Ethel Park SubDv.
32789 Zip Code

1292 Howell Branch Road, Winter Park image

1292 Howell Branch Road, Winter Park $1,875,000

Pre-Construction. To be built. “Pre-Construction. To be built.” VIA VENETO is an exclusive new subdivision of four (4) oversized Lakefront Lots in Winter Park's most desi...

4 Beds
4.5 Baths
Via Veneto SubDv.
32789 Zip Code

639 N Park Avenue, Winter Park — 4 $3,465,000

WINTER PARK: EXCLUSIVE LEGACY TOWNHOUSE | DOWNTOWN PARK AVENUE | A STROLL TO RESTAURANTS AND SHOPS | HIGH END FINISHES: Built in 2019 by Hill Gray Steven LLC, this stunni...

3 Beds
3.5 Baths
Park Hill SubDv.
32789 Zip Code

2013 Cornell Avenue, Winter Park $220,000 ▼

Charming 2 bedroom, 1 bath Winter Park bungalow with original wood floors, fireplace, updated windows and a fenced in back yard located on a dead end street. Garage con...

2 Beds
1 Baths
Stansbury Estates SubDv.
32789 Zip Code

1725 Carollee Lane, Winter Park $629,000 ▼

Open and spacious Green Terrace home is a perfect blend of character, sophistication and modern updates,situated on very desirable street adjacent to multi-million dollar...

3 Beds
2 Baths
Green Terrace SubDv.
32789 Zip Code

453 Carolina Avenue, Winter Park $679,000

This lovely three-bedroom, two-bath landscaped home has all the best Winter Park has to offer. It is less than two blocks from Winter Park’s Central Park and Park Avenue’...

3 Beds
2 Baths
Winter Park SubDv.
32789 Zip Code

2351 Via Tuscany, Winter Park $1,259,000 ▼

* Please copy and paste the following links to Walk-through the 3-D Matterport Virtual Tour: { https://tinyurl.com/Matterport-Tour-2351ViaTuscany } and for the Virtual To...

4 Beds
3.5 Baths
Maitland Shores SubDv.
32789 Zip Code

408 Raintree Court, Winter Park $919,000 ▼

Step into this newly renovated four-bedroom, three-bath, gorgeous pool home located in Winter Park's beautiful Park North neighborhood! Just steps to Park Avenue dining,...

4 Beds
3 Baths
Park North SubDv.
32789 Zip Code

1828 Howell Branch Road, Winter Park image

1828 Howell Branch Road, Winter Park $225,000 ▼

Nice, Updated house in desirable Winter Park! New appliances, New laminate floor in bedrooms. Second bedroom with its own bathroom could be used as studio apartment with ...

2 Beds
2 Baths
Temple Terrace SubDv.
32789 Zip Code

1298 Howell Branch Road, Winter Park image

1298 Howell Branch Road, Winter Park $1,450,000 ▼

Pre-Construction. To be built. “Pre-Construction. To be built.” VIA VENETO is an exclusive new subdivision of four (4) oversized Lakefront Lots in Winter Park's most desi...

4 Beds
4.5 Baths
Via Veneto SubDv.
32789 Zip Code

315 E New England Avenue E Unit 23, Winter Park image

315 E New England Avenue E Unit 23, Winter Park — Villa Siena $945,000

A beautiful third floor unit in the Jewel of Winter Park with a private courtyard view! Villa Siena is located 2 blocks off Park Avenue and is within comfortable walking ...

2 Beds
2 Baths
Villa Siena SubDv.
32789 Zip Code

334 Scottsdale Square Unit 334, Winter Park image

334 Scottsdale Square Unit 334, Winter Park — 334 $134,900

One or more photo(s) has been virtually staged. Virtual tour available https://www.nodalview.com/2YDatLBMfqA2EyEB4dVLr3RE?viewer=mls Fantastic investment opportunity or ...

3 Beds
2 Baths
Winter Park Woods Condo SubDv.
32792 Zip Code

2030 Nottingham Drive, Winter Park image

2030 Nottingham Drive, Winter Park $371,500 ▼

This Property Is Move In Ready, Great Location. This Four Bedroom Two And One Half bathroom Has Two Fireplaces, One In The Living And The Other In The Large Family Room. ...

4 Beds
2.5 Baths
Winter Woods Unit 01 SubDv.
32792 Zip Code

2941 Antique Oaks Circle Unit 74, Winter Park image

2941 Antique Oaks Circle Unit 74, Winter Park — 74 $147,000 ▼

BEAUTIFUL FULLY UPDATED CONDO in WINTER PARK. Everything inside this condo has been upgraded. NEW APPLIANCES, NEW INTERIOR PAINT, NEW FLOORS, NEW CABINETS and NEW GRANITE...

2 Beds
2 Baths
Parkview Vlg Bldg 2941 SubDv.
32792 Zip Code

1500 Harris Circle, Winter Park $799,900

AWESOME "THE TRIANGLE HOUSE" PROFESSIONALLY DECORATED! 2 fireplaces - high ceilings, a spectacular lot make a special setting for a beautiful home. Mature landscaping gi...

2 Beds
2 Baths
Sylvan Lake Shores SubDv.
32789 Zip Code

633 Trinidad Court Unit 633, Winter Park image

633 Trinidad Court Unit 633, Winter Park — 633 $145,000 ▼

Don't miss this one! Lovely 2 bedroom 2 bath 2 story Light and Bright End unit immediately entering community. Beautifully updated throughout and well maintained featuri...

2 Beds
2 Baths
Winter Park Villas SubDv.
32792 Zip Code

2614 Aloma Avenue, Winter Park $579,900 ▼

Newly built custom home located in one of Winter Park's most established neighborhood of Winter Park Estates. This is a five bedroom and three bath single family home wit...

5 Beds
3 Baths
Winter Park Estates SubDv.
32792 Zip Code

1530 Wilbar Circle, Winter Park $1,180,000

Spectacular corner lot. A Dream Location with views of Lake Wilbar. With multiple lots that total nearly a 1/2 acre of property, this Gem would make a fabulous location f...

3 Beds
2 Baths
Lake Knowles Terrace SubDv.
32789 Zip Code

916 N Lakemont Avenue, Winter Park image

916 N Lakemont Avenue, Winter Park $249,900

Walking distance to Lakemont Elementary and Lakemont YMCA. NO HOA. Zoned for Winter Park schools, near places to shop and eat. This home has a screened in patio with a la...

3 Beds
2 Baths
Lakemont Heights SubDv.
32792 Zip Code

860 N Denning Drive, Winter Park $325,000

Pure Potential! Excellent opportunity in Winter Park. Charming 3 bedroom, 1 bath home in the Heart of Town. Walk to Winter Park Village & more. Home has been lovingly ca...

3 Beds
1 Baths
Magnolia Gardens Sub SubDv.
32789 Zip Code

614 Saint Johns Court Unit 614, Winter Park image

614 Saint Johns Court Unit 614, Winter Park — 614 $165,900

Very nice, clean home located just south of University Blvd and SR 436. End unit was recently updated floors, stainless steel appliances .. . This unit also comes with a...

2 Beds
2 Baths
Winter Park Villas Condo SubDv.
32792 Zip Code

940 S Kentucky Avenue, Winter Park image

940 S Kentucky Avenue, Winter Park $749,900 ▼

This stunning custom built home has the curb appeal you've been looking for! From the moment you pull up you'll fall in love with the architectural design, professionally...

4 Beds
3.5 Baths
Fairbanks Park SubDv.
32789 Zip Code

1151 S Pennsylvania Avenue, Winter Park image

1151 S Pennsylvania Avenue, Winter Park — Na $625,000 ▼

Enjoy living in the heart of Winter Park in this elegant 3 bedroom & 2 1/2 bath fee-free townhome! This beautiful property features a spacious living area with high ceili...

3 Beds
2.5 Baths
Cherokee Park SubDv.
32789 Zip Code

1298 Howell Branch Road, Winter Park $500,000

LAKEFRONT WINTER PARK -LIVE LIFE LARGE IN THE VIA'S -RARE OPPORTUNITY TO BUILD YOUR CUSTOM DREAM HOME IN THE HEART OF WINTER PARK...NOT A TEAR DOWN, THESE ARE NEW HOME SI...

Via Vento SubDv.
32789 Zip Code

1001 Via Tuscany Oaks Way, Winter Park image

1001 Via Tuscany Oaks Way, Winter Park $1,849,000 ▼

Southern Elegance with a Transitional Flair, this 4/5 bedroom/4.2 bath Pool Home with an Oversized Lot is located in the “Heart” of the Winter Park “Via’s”. A Fantastic F...

4 Beds
4.5 Baths
Via Tuscany Oaks 47/75 SubDv.
32789 Zip Code

2355 Devon Court, Winter Park $349,900 ▼

Great location! Highly desired neighborhood.Close proximity to I-4, Downtown Orlando, Maitland, Trader Joe's,Winter Park Village, Park Avenue, Restaurants and shopping. O...

3 Beds
2 Baths
Glencoe Sub SubDv.
32789 Zip Code

745 French Avenue, Winter Park $1,650,000 ▼

Elegant Mediterranean home offers everything you desire when dreaming of living within 5 min walk of downtown Winter Park with neighborhood deeded lake access. Designed f...

4 Beds
5.5 Baths
College Place Rep SubDv.
32789 Zip Code

4305 Bear Gully Road, Winter Park $849,999 ▼

A home like this seldom comes along. . . Winter Park lakefront home. Located on over 1 acre with 176 feet of lakefront on Bear Gully Lake, this charming home offers 5 be...

5 Beds
3 Baths
Sandy Shores SubDv.
32792 Zip Code

1695 Lee Road Unit C211, Winter Park image

1695 Lee Road Unit C211, Winter Park — C $145,000

Beautiful 2 bedroom, 1 bathroom 2nd floor rental unit at wonderful Waterfall Cove at Winter Park. Spacious living/dining room floating into the well planned galley kitche...

2 Beds
1 Baths
Waterfall Cove SubDv.
32789 Zip Code

1795 Killarney Dr, Winter Park $1,049,000

Enjoy lakeside living at it's best with water skiing, Kayaking or paddleboarding or dining at Hillstones before you head home. The value in thisproperty is in the land! T...

Flamingo Shores SubDv.
32789 Zip Code

1795 Killarney Dr, Winter Park $1,049,000

Enjoy lakeside living at it's best with water skiing, Kayaking or paddle boarding or dining at Hillstones before you head home. The value in this property is in the land!...

4 Beds
3.5 Baths
Flamingo Shores SubDv.
32789 Zip Code

1035 Minnesota Avenue, Winter Park image

1035 Minnesota Avenue, Winter Park $400,000

Searching for Land to build in Winter Park 32789 / Zoned R-2 with Top Rated Schools? This property is Adjacent to the proposed Orange Ave Overlay District featuring Place...

3 Beds
2 Baths
Bungalow Park SubDv.
32789 Zip Code

1500 Gay Road Unit 22-A, Winter Park image

1500 Gay Road Unit 22-A, Winter Park — 22 $164,900 ▼

One or more photo(s) has been virtually staged. *TOUR THIS HOME VIRTUALLY!* https://bit.ly/2WZNw0v Great location, low-maintenance living, and a peaceful close-knit lakef...

2 Beds
2 Baths
Chateaux Du Lac SubDv.
32789 Zip Code

700 Dixie Parkway, Winter Park $650,000

One or more photo(s) has been virtually staged. 700 Dixie Pkwy Virtual Tour Link Noted Below.... Welcome to this charming pool home in a fabulous location and situated on...

4 Beds
3 Baths
Winflor Court Pt Rep SubDv.
32789 Zip Code

560 Country Club Drive, Winter Park image

560 Country Club Drive, Winter Park $1,895,000 ▼

Exceptionally stunning, brand new construction on Winter Park’s Lake Killarney. Built by Lazarus Development this modern, Spanish-inspired home features an amazing floorp...

6 Beds
5.5 Baths
Lake Killarney Shores SubDv.
32789 Zip Code

1091 N Pennsylvania Avenue, Winter Park image

1091 N Pennsylvania Avenue, Winter Park $1,199,000 ▼

Please see the Virtual Tour and 3-D Floorplan Tour in the links!! Located on a corner lot in the elegant community of Pennsylvania Place, this fabulous home sits just blo...

4 Beds
3 Baths
Pennsylvania Place Rep SubDv.
32789 Zip Code

1691 Chestnut Avenue, Winter Park $550,000

Significant opportunity to own one of the largest lots in the highly desirable tree lined streets of Winter Park. Land value is $550,000. – at lot size of 18,418 square f...

3 Beds
1.5 Baths
Lake Knowles Terrace SubDv.
32789 Zip Code

1561 Dodd Road, Winter Park $999,000 ▼

Back on the Market! Park-like development opportunity in east Winter Park +/- 365’ frontage on Dodd Rd (12,000 vpd traffic count) 7+/- acres high and dry, 1.8+/- acres...

32792 Zip Code

1938 Woodcrest Dr, Winter Park — 1938 $275,000 ▼

Boutique, character, charm, private, LOCATION. This UNIQUE townhome is the epitome of WINTER PARK. Conveniently nestled right off of Lakemont Ave, walking distance from A...

3 Beds
2.5 Baths
Woodcrest SubDv.
32792 Zip Code

701 Pansy Avenue, Winter Park $1,170,000 ▼

Stunning 2016 custom LunDev Homes masterpiece situated on a brick street full of newer homes just a short walk to Park Avenue! Superior construction and the finest finish...

3 Beds
3.5 Baths
Villa View Park SubDv.
32789 Zip Code

5352 Mellow Palm Way, Winter Park $419,900 ▼

Simply stunning MOVE-IN READY FIVE BEDROOM three full bathroom WINTER PARK home nestled in the small GATED community of Enclave at Aloma!! FRESH EXTERIOR PAINT!Step insid...

5 Beds
3 Baths
Enclave At Aloma SubDv.
32792 Zip Code

1000 Via Tuscany Oaks Way, Winter Park image

1000 Via Tuscany Oaks Way, Winter Park $1,425,000 ▼

Please see the 2 video tour links located in the remarks below. Nestled in the private cul-de-sac of Via Tuscany Oaks, the Eastward-facing home joins 6 other estates, bui...

4 Beds
3.5 Baths
Via Tuscany Oaks 47/75 SubDv.
32789 Zip Code

4760 Palmetto Avenue, Winter Park $1,800,000 ▼

Price Reduced to $1,800,000. Winter Park Unique Retail Building - 8400 SF Major highway frontage (SR-551) with C-3 zoning. Currently office/retail space with 1-acre par...

32792 Zip Code

1850 Windsor Drive, Winter Park $545,000

This contemporary elegant home is located in Olde Winter Park...the interior of the home has a very open floor plan...it has a resort style pool with lush landscaping and...

3 Beds
2 Baths
V H Musselwhites Sub SubDv.
32789 Zip Code

750 Jackson Ave Unit 2, Winter Park image

750 Jackson Ave Unit 2, Winter Park $750,000

Investment opportunity in Winter park with 8% net return. Flex commercial condominium space with existing triple net lease tenant close to Fairbank and behind 4River. Exi...

32789 Zip Code

290 Detmar Drive, Winter Park $649,000 ▼

This is the house your buyers have been asking for! Fabulous home within walking distance to Park Avenue and Rollins College. Everything is done in this awesome house. Si...

3 Beds
2 Baths
Osceola Shores Sec 02 SubDv.
32789 Zip Code

649 N Park Avenue Unit 9, Winter Park image

649 N Park Avenue Unit 9, Winter Park — Park Hill $2,385,000 ▼

The luxurious Park Hill townhomes, a legacy residence, have set a new standard of excellence in Winter Park’s high end market and are in a class of their own. With only 1...

3 Beds
3.5 Baths
Park Hill SubDv.
32789 Zip Code

1712 Arbor Park Drive, Winter Park image

1712 Arbor Park Drive, Winter Park $482,300 ▼

Beautiful Charming and Newly Remodeled 4/2 home in well Desired area in winter park. This property boasts new tiles floors , new hard wood flooring in bedrooms, newly ren...

4 Beds
2 Baths
Conwill Estates SubDv.
32789 Zip Code

1008 N Pennsylvania Avenue, Winter Park image

1008 N Pennsylvania Avenue, Winter Park $1,559,000

Pre-Construction. To be built. International Design meets elegant transitional lines in this new Golf-View Winter Park home. Located in the downtown Winter Park corridor/...

4 Beds
4.5 Baths
Tantum Add SubDv.
32789 Zip Code

135 W Swoope Avenue, Winter Park — 135 $1,550,000 ▼

This is a beautiful property worthy of your attention! If you are thinking of downsizing or just want a more carefree lifestyle consider this elegant townhome. City Livin...

3 Beds
3 Baths
Stovins Sub SubDv.
32789 Zip Code

2852 Scarlet Road, Winter Park $400,000 ▲

This house has been given a contemporary face lift. Gorgeous renovated Kitchen including granite countertops, tiled back splash, Skylight, and built in eating area. Bathr...

3 Beds
2 Baths
Winter Park Pines SubDv.
32792 Zip Code

1090 Kenwood Avenue, Winter Park $1,225,000

Under Construction. BRAND NEW CONSTRUCTION IN WINTER PARK! Ready May 31st. Stunning 4 bedroom, 3.5 bath home designed and built by local builder Homes by Carmen Dominguez...

4 Beds
3.5 Baths
Dixie Terrace SubDv.
32789 Zip Code

141 Glenridge Way, Winter Park $2,049,000 ▼

*Make sure to view virtual tour* Grand southern elegant custom home with 5,243 sq ft in one of Winter Park’s most charming and sought after neighborhoods. A double balcon...

5 Beds
4.5 Baths
Charmont SubDv.
32789 Zip Code

2218 Via Tuscany, Winter Park $2,498,000 ▼

Breathtaking high-quality home built by Zoltan Homes, in prime location in Winter Park. Boasting a tremendous open floor plan with over 11ft ceilings on the 1st floor and...

5 Beds
5.5 Baths
Tuscany Terrace SubDv.
32789 Zip Code

1471 Highland Road, Winter Park $1,895,000 ▼

Another meticulously custom built masterpiece by award winning Austin Homes! Situated on an over-sized lot w/ deeded lake access to the prestigious Winter Park Chain of L...

4 Beds
4.5 Baths
Virginia Heights SubDv.
32789 Zip Code

2600 Temple Drive, Winter Park $650,000 ▼

*** Rare .52 Acre Live/Work Residential/Office (Zoned O-2) development opportunity in 32789 ***

32789 Zip Code

Winter Park $300,000 ▼

Great Business Opportunity For Sale - Upscale restaurant with stylish design and décor in Winter Park area available for avid investor, entrepreneur and experienced rest...

32792 Zip Code

2185 Green Glade Loop, Winter Park image

2185 Green Glade Loop, Winter Park $579,900 ▼

One or more photo(s) has been virtually staged. Come and explore the ULTIMATE energy efficient smart home. This newly built MOVE IN READY home has 5 bedrooms and 3 bathr...

5 Beds
3 Baths
Waters Edge At Hawks Crest SubDv.
32792 Zip Code

1420 Palmer Avenue, Winter Park $799,900 ▼

The perfect balance of elegance, luxury and location adorns this 4 bedroom, 3.5 bath custom built home located on prestigious Palmer Avenue. You will be impressed from th...

4 Beds
3.5 Baths
Comstock Park SubDv.
32789 Zip Code

432 Fletcher Place, Winter Park $824,700 ▼

Ready to move in Mediterranean Ranch home with new updates in the heart of Winter Park. Fully remodeled gourmet kitchen upgrades include large marble island, GE double o...

4 Beds
3 Baths
Sorensen Heights SubDv.
32789 Zip Code

528 S Park Avenue, Winter Park $150,000 ▼

Established Income producing Trattoria & Wine Bar located in Prime Location, PARK AVENUE. Winter Park. Profitable main street business with growth potential. Truly turn k...

32789 Zip Code

1004 Golfside Drive, Winter Park $495,900 ▼

Welcome home to this beautifully renovated just under 3, 000 Sq. Ft., four-bedroom, two-bath ranch style house which offers the opportunity to live and play in the Heart ...

4 Beds
2 Baths
Golfside Sec 02 SubDv.
32792 Zip Code

2692 Galliano Circle, Winter Park — 2692 $217,000 ▼

BACK ON THE MARKET!! Welcome home to the beautiful Vistas at Lake Howell. This spacious townhome has everything to offer along with private parking and garage. This move ...

2 Beds
2.5 Baths
Vistas At Lake Howell SubDv.
32792 Zip Code

2500 Lee Road Unit 232, Winter Park image

2500 Lee Road Unit 232, Winter Park — #232 $125,000 ▼

NEW PRICE! Enjoy carefree living in this lovely community located on beautiful Lake Killarney. A community pool and clubhouse overlook the water and private boat ramp to...

1 Beds
1 Baths
Lakeside Manor Apts Condo SubDv.
32789 Zip Code

1273 Michigan Avenue, Winter Park — Na $450,000

Stunning new townhome community in the Heart of Winter Park! Multiple units available. Built by award-winning Osprey Custom Home Builders, this 3 bedroom, 2.5 bath home h...

3 Beds
2.5 Baths
Park Shore SubDv.
32789 Zip Code

1128 Preserve Point Drive, Winter Park image

1128 Preserve Point Drive, Winter Park $4,500,000

Welcome to this gorgeous, one-of-a-kind, contemporary-style home with over 150’ on the shores of Lake Berry. Custom built and architecturally stunning, this 5 bedroom, 4....

5 Beds
4.5 Baths
Windsong Preserve Point 43/76 SubDv.
32789 Zip Code

102 S Interlachen Avenue Unit 509, Winter Park image

102 S Interlachen Avenue Unit 509, Winter Park — The Cloisters $799,000 ▼

Beautifully renovated 3 bedroom 2 1/2 bath condominium in the heart of Winter Park. Wood floors throughout entire home, new kitchen and baths. This home lives very comf...

3 Beds
2.5 Baths
Cloisters Condo SubDv.
32789 Zip Code

1901 Aloma Avenue, Winter Park $169,900

One or more photo(s) has been virtually staged. This Mobil Branded Gas Station is located on the main road going through Orange City which is between Orlando and Ocoee . ...

Eastgate Sub SubDv.
32792 Zip Code

1392 Indiana Avenue, Winter Park — Townhomes At Indiana Place 69/ $389,500 ▼

Incredible Location! This is a chance to live in the neighborhood that is in between downtown Winter Park's famed Park Avenue and downtown Orlando. Beautiful 3 bedroom, 2...

3 Beds
2.5 Baths
Indiana Place Twnhms Tr A SubDv.
32789 Zip Code

210 Scottsdale Square, Winter Park image

210 Scottsdale Square, Winter Park — 2 $83,000 ▼

2 Story condo/townhome with all appliances. Pool view in rear, balconies on both living room and master bedroom area. Storage unit on balcony as well. Close to all major ...

2 Beds
1.5 Baths
Winter Park Woods Condo SubDv.
32792 Zip Code

8073 Pleasant Pine Circle, Winter Park image

8073 Pleasant Pine Circle, Winter Park $420,000

Close to everything. Back yard is adjacent to enviromental area.

4 Beds
3 Baths
Enclave At Aloma SubDv.
32792 Zip Code

2529 Franklin Avenue, Winter Park $245,400 ▼

If you love to cook and/or bake this is the kitchen for you. Recently remodeled and ready for you. Lovely granite counters and stainless steel appliances. Both bathroo...

3 Beds
2 Baths
Killarney Circle SubDv.
32789 Zip Code

2443-2445 Lee Road, Winter Park $549,900

2,500 +/- SF Free-standing office/residential for sale, currently sub-divided into two (2) - 1,250 +/- SF separate suites. Suite 2443 is leased on a Month to Month basis....

Albert Lee Ridge First Add SubDv.
32789 Zip Code

1726 Palmer Avenue, Winter Park $929,000 ▼

Exceptional & Delightful Winter Park home! A thoughtfully executed quality build by Rex-Tibbs that offers so many sought after features, like gracious open floor plan, sp...

4 Beds
4 Baths
Jenkins Add SubDv.
32789 Zip Code

5541 Howell Branch Road, Winter Park image

5541 Howell Branch Road, Winter Park $899,000

3 story home with 5 bed and 3.5 baths and zoned for work/live to make this beautiful property your home AND office. The site can also be redeveloped and with an additiona...

32792 Zip Code

1429 Indiana Avenue, Winter Park $699,900

NEW CUSTOM CONSTRUCTION IN WINTER PARK 32789 UNDER $700K!!! Stunning coastal modern home, wide open and very bright living areas, 3 bedrooms/2.5 baths, with lush tropical...

3 Beds
2.5 Baths
Henkel Addition SubDv.
32789 Zip Code

5541 Howell Branch Road, Winter Park $899,000

Don't miss out on this one of a kind, 3 story home. This home is 5 bedroom, 3.5 bathroom homes zoned for a work/live so you can easily make this space your office as well...

5 Beds
3.5 Baths
32792 Zip Code

1811 Bryan Avenue, Winter Park $874,000 ▼

One or more photo(s) has been virtually staged. *New Construction and newly Renovated Property* Welcome to beautiful 1811 Bryan Avenue, centrally located in the heart of ...

4 Beds
3 Baths
Lakeview Terrace SubDv.
32789 Zip Code

901 Golfview Terrace, Winter Park $1,550,000

The value is in the land. Fantastic location. Unique opportunity to build a custom home with Maroon Fine Home, Inc. This beautiful property is located only a few bl...

3 Beds
2 Baths
Golfview Terrace SubDv.
32789 Zip Code

520 Country Club Drive, Winter Park image

520 Country Club Drive, Winter Park $590,000 ▲

Lake Killarney Shores of Winter Park presents the last two lakefront lots on which you can build your dream home; this is Lot 9! Tucked along the shores of an expansive s...

Lake Killarney Shores SubDv.
32789 Zip Code

5349 Cypress Reserve Place, Winter Park image

5349 Cypress Reserve Place, Winter Park $565,900

Located on a cul-de-sac in a desirable gated community in Winter Park, this 5 bedrooms/3 full bathrooms/2 ½ bathrooms house sits on an oversized lot. The community border...

5 Beds
3.5 Baths
Cypress Reserve SubDv.
32792 Zip Code

4305 Steed Terrace, Winter Park $387,000 ▼

LOVELY & LARGE 4/3 HOME IN WINTER PARK'S KINGS COVE NEIGHBORHOOD. THIS HOME HAS A GREAT FLOOR PLAN WITH ITS SEPARATE FORMAL LIVING, DINNING AREA & OPEN KITCHEN-LIVING ROO...

4 Beds
3 Baths
Kings Cove SubDv.
32792 Zip Code

1080 Wading Waters Circle, Winter Park image

1080 Wading Waters Circle, Winter Park $622,605 ▲

Brand NEW energy-efficient home ready NOW! The one-story Shore home features a split floor plan. Gourmet kitchen overlooks the nook and spacious great room. The study can...

4 Beds
3 Baths
Hawk's Crest SubDv.
32792 Zip Code

1814 Hammerlin Avenue, Winter Park image

1814 Hammerlin Avenue, Winter Park $259,000 ▼

Ready to build your dream home on this Winter Park lot? Desirable location near Downtown Orlando, Winter Park, and Baldwin Park. Walk to to East End Market, Restaurants,...

Edgewood Sub SubDv.
32789 Zip Code

7839 University Garden Drive, Winter Park image

7839 University Garden Drive, Winter Park $450,000

GREAT OPPORTUNITY! MOBILE HOME AND SEPERATE BLOCK HOME ON 4.93 LEVEL ACRES. LAND IS PERFECT FOR BUILDING DREAM HOME OR POSSIBLE MULTI FAMILY HOMES.CLOSE TO UCF, SHOPPING,...

3 Beds
2.5 Baths
Harbor East SubDv.
32792 Zip Code

737 N Capen Avenue, Winter Park $199,999 ▼

Location,! Location! Don't miss this Prime Winter Park Location gem in the rough. Walk to Winter Park Village. Close to Rollins College, the Winter Park Farmers Marke...

2 Beds
1 Baths
Capens Add SubDv.
32789 Zip Code

2240 Howard Drive, Winter Park $849,500 ▼

This 5 Bedroom, 3 and 1 Half Bath New Construction Build has it all! Huge First Floor Master Suite with Walk-In Closet and Walk-In Dual Head Shower with Mosaic Tile, and ...

5 Beds
3.5 Baths
Lake Forest Park SubDv.
32789 Zip Code

2337 Shadowland Loop, Winter Park — Meritage Homes $330,430 ▼

Under Construction. "Under Construction" Brand NEW energy-efficient townhome ready April 2020! The lofty two-story foyer of this Corona home impresses upon entry. Extra w...

3 Beds
2.5 Baths
Hawk's Crest SubDv.
32792 Zip Code

1637 Chase Landing Way, Winter Park image

1637 Chase Landing Way, Winter Park $2,950,000 ▼

One or more photo(s) has been virtually staged. A luxurious lakeside lifestyle awaits you in this exquisite 5 bedroom 5.5 bathroom 6,000+ sq ft Winter Park waterfront est...

5 Beds
5.5 Baths
Windsong Preserve Point 43/76 SubDv.
32789 Zip Code

1267 Michigan Avenue, Winter Park — Na $469,900

Stunning new townhome community in the Heart of Winter Park! Multiple units available. This particular unit is the model home. Built by award-winning Osprey Custom Home B...

3 Beds
2.5 Baths
Park Shore SubDv.
32789 Zip Code

648 Depugh Street, Winter Park $479,000 ▼

This extraordinary, one-of-a-kind home, just 3 blocks from Park Avenue offers a luxury Winter Park lifestyle in a low maintenance easy living package - and it lives BIG! ...

2 Beds
1 Baths
Carver Town First Add SubDv.
32789 Zip Code

1760 Via Venetia, Winter Park $2,385,000

Meticulously constructed 4 bedroom, 5.5 bath pool home in The Vias. Encompassing over 6,200 square feet of beautiful interior space, this home sits on an oversized .42 ac...

4 Beds
5.5 Baths
Sicilian Shores Rep 02 SubDv.
32789 Zip Code

700 Melrose Avenue Unit B 22, Winter Park image

700 Melrose Avenue Unit B 22, Winter Park — B 22 $215,000 ▼

This beauty in Winter Park Gardens is back on the market! And a great buy. REDUCED!! Best value in Winter Park! Walk to shops, restaurants, downtown Park Ave, Farme...

2 Beds
2 Baths
Winter Park Gardens Condo SubDv.
32789 Zip Code

1435 Sunnyside Drive, Winter Park $450,000

Fabulous Winter Park premier zip code 32789 with brick roads. This house has an excellent floor plan, large bedrooms and a large fenced in back yard. Minutes from all tha...

3 Beds
2 Baths
Dixie Terrace SubDv.
32789 Zip Code

Winter Park $925,000 ▲

busy street few blocks away from semoran blvd. nice area orf Winter Park.

32792 Zip Code

1269 Michigan Avenue, Winter Park — Na $469,900

Ready to move in!!! Winter Park's very best value in brand NEW quality construction, location and design. 12 townhomes by award winning Osprey Custom Homes. Convenient ...

3 Beds
2.5 Baths
Park Shore SubDv.
32789 Zip Code

1219 Verdant Glade Place, Winter Park image

1219 Verdant Glade Place, Winter Park $424,000 ▲

Enjoy maintenance free living at Hawks Crest at Winter Park! Clubhouse,walking trails, gym, dog park, canoe launch to Lake howell to enjoy beautiful sunsets are all a apa...

3 Beds
3.5 Baths
Meadows At Hawks Crest SubDv.
32792 Zip Code

2525 Audrey Avenue, Winter Park $2,195,000

LAKEFRONT ON LAKE KILLARNEY, Largest site available, Ideal for Single Family Residence, 13 Home Village Style pad Single Family Community Neighborhood Subdivision, Townho...

West Winter Park SubDv.
32789 Zip Code

1117 Kenwood Avenue, Winter Park $695,500

Incredible Opportunity to Build your Custom Home on this oversized lot just off of N Park Avenue in the heart of Winter Park! This nearly 17,000 square feet, .39 acre, bu...

Dixie Terrace SubDv.
32789 Zip Code

1650 Highland Road, Winter Park $550,000 ▼

Tremendous opportunity to build new in Winter Park.... and within a short stroll to Park Ave! This lot is 0.34 of an acre (14,883 sf) so lots of possibilities to develo...

Virginia Heights SubDv.
32789 Zip Code

3725 Bear Gully Road, Winter Park $395,900 ▼

WOW NEW PRICE! Don’t miss out on this open floor plan home situated on almost 3/4 acre lot on tranquil Bear Gully Rd. in Winter Park! The home features open floor split c...

3 Beds
3 Baths
Bear Gully Acres SubDv.
32792 Zip Code

5341 Lake Howell Road, Winter Park image

5341 Lake Howell Road, Winter Park $279,990 ▼

Meticulously maintained mid-century home on an oversized CORNER lot! REAL hardwood floors in formal living area, master suite and secondary bedrooms. Granite in kitchen a...

3 Beds
2 Baths
Tanglewood Sec 3 Rep SubDv.
32792 Zip Code

1727 Sarong Place, Winter Park $480,900 ▼

This Beauty is Back!Your dream home is here.Come and look at this great estate in a great neighborhood in the Winter Park/Oviedo area. The large back porch with the pool ...

4 Beds
3 Baths
Annebury SubDv.
32792 Zip Code

126 Scottsdale Square Unit 126, Winter Park image

126 Scottsdale Square Unit 126, Winter Park — Winter Park Woods $76,600 ▼

Investment opportunity available this 2nd floor condo offers 2 bedrooms, 1.5 baths, tile floors, sizeable kitchen and outside utility. The community offers 2 pools, club...

2 Beds
1.5 Baths
Winter Park Woods Condo SubDv.
32792 Zip Code

212 Cortland Avenue, Winter Park $1,200,000 ▼

Spectacular Opportunity To Own a Custom Spanish/Mediterranean Home Locate In The Heart Of Winter Park BELOW APPRAISAL VALUE!! , This Beautiful Home Is Featuring A Large F...

4 Beds
4.5 Baths
Cortland Park SubDv.
32789 Zip Code

668 W Morse Boulevard, Winter Park image

668 W Morse Boulevard, Winter Park — Morse + Pennsylvania Townhomes $3,485,000

Under Construction. Introducing Phil Kean's latest project - The Morse + Pennsylvania Townhomes. A private enclave of high-end urban lock + leave residences comprised of ...

4 Beds
5.5 Baths
Morse And Pennsylvania Townhomes SubDv.
32789 Zip Code

Howell Branch, Winter Park $1,800,000

Residential Development, Low Density Residential land, up to 4 units per acre.

32792 Zip Code

Winter Park $890,000

A great opportunity to invest in three lots with income producing buildings situated across the street from the new Center for Health and Wellbeing, near AdventHealth Win...

32792 Zip Code

1860 Anzle Avenue, Winter Park $567,500 ▼

Excellent opportunity for development. Zoned O-2, with property use designated as Store/Office/Residential. Terrific location for professional or medical facility. Within...

Sylvan Heights SubDv.
32789 Zip Code

1850 Anzle Avenue, Winter Park $457,500 ▼

Excellent opportunity for development. Zoned O-2, with property use designated as Store/Office/Residential. Terrific location for professional or medical facility. Within...

Sylvan Heights SubDv.
32789 Zip Code

1840 Anzle Avenue, Winter Park $329,000 ▼

Located in the heart of Winter Park with close proximity to shopping, Winter Park hospital, and A rated schools.This 6,592 square foot lot is ready to build your dream ho...

2 Beds
2 Baths
Sylvan Heights SubDv.
32789 Zip Code

147 N Virginia Avenue, Winter Park image

147 N Virginia Avenue, Winter Park — Brownstones $1,999,500 ▼

On the market for the first time ever as a completed Unit come see the largest and most private Unit in the Phil Kean Brownstones located in the heart of Winter Park. Wal...

5 Beds
4.5 Baths
Virginia & Morse Brownstones SubDv.
32789 Zip Code

5049 Lake Howell Road, Winter Park image

5049 Lake Howell Road, Winter Park $750,000 ▼

Sprawling, Well-Built SIX Bedroom, Four & a Half Bath #4462 Square Foot Concrete Custom Estate Home with Two-Car Garage Across the Entrance from INTERLACHEN COUNTRY CLUB!...

5 Beds
4.5 Baths
Tanglewood Sec 2 SubDv.
32792 Zip Code

433 E New England Avenue, Winter Park image

433 E New England Avenue, Winter Park $4,300,000 ▼

A unique offering to say the least. Originally built in 1920, the woodwork highlights the best of lost skills retained in the massive renovation done in 2009. Sitting on...

10 Beds
12.5 Baths
Winter Park SubDv.
32789 Zip Code

140 E Morse Boulevard Unit L, Winter Park image

140 E Morse Boulevard Unit L, Winter Park — Landmark $999,000 ▼

URBAN LUXURY LIVING IN THIS CORNER PENTHOUSE SINGLE STORY SUITE. RECENTLY REMODELED BY TED MAINES INTERIORS WITH LUXURY SELECTIONS THROUGHOUT.2 BEDROOMS,2 FULL BATH,CHEFS...

2 Beds
2 Baths
Landmark Winter Park SubDv.
32789 Zip Code

228 Scottsdale Square, Winter Park image

228 Scottsdale Square, Winter Park — 228 $140,000

Completely renovated 3 Bedroom Loft Style condo for sale, new flooring, painting, main door, lights and fixtures, located on 436/Semoran Blvd only 10 min to Orlando Downt...

3 Beds
2 Baths
Winter Park Woods Condo Cb 6/70 Bldg I Unit 228 SubDv.
32792 Zip Code

511 W Canton Avenue, Winter Park $3,500,000 ▲

Masterful design and modern luxury are uniquely embodied in this Spectacular Mid-Century Modern Estate. Stylish simplicity, extensive use of glass, and open design forge ...

5 Beds
6.5 Baths
Winter Park SubDv.
32789 Zip Code

3766 Kinsley Place, Winter Park $459,500 ▼

GREAT NEW PRICE! Welcome Home to Bear Gully Bay, a Wonderful, Private & Quiet Winter Park Community of Custom Homes on a cul-de-sac. Upon entering you will love the soari...

4 Beds
3 Baths
Bear Gully Bay SubDv.
32792 Zip Code

2958 Northwood Boulevard, Winter Park image

2958 Northwood Boulevard, Winter Park $419,000

PRIME WINTER PARK LOCATION!! Quaint and filled with charm, this 3bdrm/2bath home is situated on a spacious, tree-shaded lot with fenced backyard. Zoned for Winter Park's ...

3 Beds
2 Baths
Northwood Terrace SubDv.
32789 Zip Code

1295 N Park Avenue, Winter Park $2,795,000 ▼

Under Construction. Currently under construction by Maroon Fine Homes, this transitional residence offers privacy and luxurious details with its coastal craftsman design....

5 Beds
5.5 Baths
Valencia Terrace SubDv.
32789 Zip Code

137 Scottsdale Square Unit 137, Winter Park image

137 Scottsdale Square Unit 137, Winter Park — #137 $60,000 ▼

Investors and First Buyers, REDUCED FOR QUICK SALE. Centrally located and walking distance to Full Sail. Just a short drive to UCF, Barry Law University, Stratford Univ...

1 Beds
1 Baths
Winter Park Woods Condo SubDv.
32792 Zip Code

1309 Green Cove Road, Winter Park $1,575,000 ▼

This desirable, well-appointed two-story Mediterranean home offers 4,333 sq ft on a corner lot with amazing landscaping and pool area, perfect for entertaining. Enjoy the...

5 Beds
4 Baths
Camwood Sub SubDv.
32789 Zip Code

623 Selkirk Drive, Winter Park $599,000 ▼

Beautiful 5 Bedroom 3 Bath home in Winter Park's Kenilworth Shores, near the best area schools. An example of timeless design, quality construction, and tasteful updates,...

5 Beds
3 Baths
Kenilworth Shores Sec 05 SubDv.
32792 Zip Code

1731 Pinetree Road, Winter Park $4,950,000 ▼

Luxurious Lakefront Living. Enjoy gorgeous sunsets on Lake Maitland from this luxury estate in Winter Park's exclusive Via's neighborhood next to the Isle of Sicily. No d...

6 Beds
7.5 Baths
Keisers Rep Sicilian Shores SubDv.
32789 Zip Code

270 Scottsdale Square Unit 270, Winter Park image

270 Scottsdale Square Unit 270, Winter Park — 270 $139,995

CENTRALLY LOCATED! Beautiful and spacious 2 story 3 bedroom 2 bath condo in desirable Winter Park. Great primary residence or rental property investment. Features an op...

3 Beds
2 Baths
Winter Park Woods Condo SubDv.
32792 Zip Code

221 Oakwood Way, Winter Park $695,000 ▼

One or more photo(s) has been virtually staged. Don't miss the opportunity to live in one of Winter Park most sought after neighborhoods! This fully remodeled beauty is s...

4 Beds
2.5 Baths
Charmont SubDv.
32789 Zip Code

162 Moray Lane, Winter Park $899,000

3 Residential Lots being sold as one package. Prime real estate situated on the corner of Moray Lane and Loch Lomond Dr with all three lots facing Cady Way Park. Cady Way...

Aloma SubDv.
32792 Zip Code

162 Moray Lane, Winter Park $899,000

VALUE IS IN THE LAND! Prime real estate situated on the corner of Moray Lane and Loch Lomond Dr is being sold as a 3 Lot package, with all three lots facing Cady Way Par...

2 Beds
2 Baths
Aloma SubDv.
32792 Zip Code

910 Poinciana Lane, Winter Park $899,000 ▼

Wonderful opportunity to build a waterfront home in Winter Park! This large, 115'x238', 0.62 acre lot has 100' of water frontage on the Lake Maitland lagoon. Enjoy access...

Na SubDv.
32789 Zip Code

910 Poinciana Lane, Winter Park $899,000 ▼

Wonderful opportunity to renovate or build a waterfront home in Winter Park! This large, 115'x238', 0.62 acre lot has 100' of water frontage on the Lake Maitland lagoon. ...

4 Beds
3 Baths
Na SubDv.
32789 Zip Code

901 Golfview Terrace, Winter Park $1,550,000

Unique opportunity to build a custom home with Maroon Fine Home, Inc. This beautiful property is located only a few blocks from the shops and restaurants on Park Avenue. ...

Golfview Terrace SubDv.
32789 Zip Code

6910 Mills Road, Winter Park $198,000 ▼

BACK THE MARKET!!!!**Great location! This home is located on a secluded large lot, yet close to everything including all of the area colleges. Renovations include newer r...

3 Beds
2 Baths
Acreage & Unrec SubDv.
32792 Zip Code

529 Country Club Drive, Winter Park image

529 Country Club Drive, Winter Park $225,000

Tucked along the shores of an expansive spring-fed lake, the inviting Lake Killarney Shores community blends serene privacy with the relaxed vitality of the Winter Park V...

Lake Killarney Shores SubDv.
32789 Zip Code

7748 Waunatta Court, Winter Park $624,000 ▼

Lake Front on large, clear, spring fed Lake Waunatta. Bass fishing / water ski / jet ski. 3 Bed 2 Bath. Approx 3244 SF single story home. 2 year new roof. Ceramic tile t...

3 Beds
2 Baths
Lake Waunatta (010902120) SubDv.
32792 Zip Code

1560 Bryan Avenue, Winter Park $1,499,000 ▲

Brand new 2019 construction Coastal Style home offered by Rex-Tibbs Construction one of Winter Park's premier custom home builders for over 35 years. Open and flexible fl...

4 Beds
4.5 Baths
Sylvan Park SubDv.
32789 Zip Code

553 Country Club Drive, Winter Park image

553 Country Club Drive, Winter Park $899,900 ▼

AVAILABLE NOW! Native Homes presents the Modena - a custom home designed by Dan Delong of Origins Designs. Its flexible floor plan provides open living spaces bathed in n...

4 Beds
4.5 Baths
Lake Killarney Shores SubDv.
32789 Zip Code

1690 Dale Avenue, Winter Park $449,500 ▼

Virtual tour available https://youtu.be/QIa5ZsoTG-4 Welcome to Winter Park known for its charm, elegant homes, bricked streets, upscale shopping and dining experiences,...

4 Beds
2 Baths
Comstock Park SubDv.
32789 Zip Code

455 Lakewood Drive, Winter Park $2,690,000 ▼

Winter Park Chain of Lakes! Private and sophisticated with stunning views of Lake Osceola. Light and bright with a very open floor plan this residence offers great spac...

4 Beds
4.5 Baths
Osceola Shores Sec 3 SubDv.
32789 Zip Code

5373 Cypress Reserve Place, Winter Park image

5373 Cypress Reserve Place, Winter Park $549,900 ▼

BACK ON THE MARKET and MOVE IN READY for a QUICK CLOSE! Tucked away in a quiet cul-de-sac is this fabulous GATED Winter Park 5 bedroom/ 5 bath POOL home has been perfectl...

5 Beds
3.5 Baths
Cypress Reserve SubDv.
32792 Zip Code

1211 Verdant Glade, Winter Park $432,000 ▲

This sought after community in Winter Park will features resort-style amenities and private access to Lake Howell via canoe launch. Residents will enjoy the convenience o...

4 Beds
3.5 Baths
Meadows At Hawks Crest SubDv.
32792 Zip Code

880 N Lakemont Avenue, Winter Park image

880 N Lakemont Avenue, Winter Park $275,000 ▼

What a convenient location!! Both Lakemont Elementary School and the YMCA are with walking distance. Interlachen Country Club, Publix, Walgreens and shopping centers are ...

32792 Zip Code

880 N Lakemont Avenue, Winter Park $670,000 ▼

Pre-Construction. To be built. What a convenient location!! Both Lakemont Elementary School and the Y.M.C.A. are with walking distance. Interlachen Country Club, Publix, ...

4 Beds
3 Baths
Metes & Bounds SubDv.
32792 Zip Code

515 Country Club Drive, Winter Park image

515 Country Club Drive, Winter Park $275,000

Tucked along the shores of an expansive spring-fed lake, the inviting Lake Killarney Shores community blends serene privacy with the relaxed vitality of the Winter Park V...

Lake Killarney Shores SubDv.
32789 Zip Code

540 Country Club Drive, Winter Park image

540 Country Club Drive, Winter Park $590,000 ▲

Lake Killarney Shores of Winter Park presents the last two lakefront lots on which you can build your dream home; this is Lot 7! Tucked along the shores of an expansive s...

Lake Killarney Shores SubDv.
32789 Zip Code

1600 Alabama Drive Unit 101, Winter Park image

1600 Alabama Drive Unit 101, Winter Park — The Alabama $699,000 ▼

Beautiful 2 bedroom/2 bath condo on the first floor in the historical Alabama! Located in the heart of Winter Park and in walking distance to Park Avenue this unit was pa...

2 Beds
2 Baths
Alabama Condo SubDv.
32789 Zip Code

837 W Lyman Avenue, Winter Park $575,900 ▲

Pre-Construction. To be built. "Pre-Construction, To be built" Welcome Home to Winter Park! Another beautiful home built by Urban Perch-A Boutique Home Builder. This mode...

3 Beds
2.5 Baths
Winter Park SubDv.
32789 Zip Code

7 Carver Court, Winter Park $299,900 ▼

Winter Park Gem!! Don't miss this incredible investment possibility. A builders DREAM property, on a quiet cul de sac, over sized lot of almost 10000 sq ft. Great for bu...

3 Beds
2 Baths
Magnolia Gardens SubDv.
32789 Zip Code

301 Clay Street, Winter Park $629,900 ▼

This custom built modern luxury home with a view of lake Killarney features 3 bed, 3 bath and a bonus room. Move in ready, bright and open floor plan is excellent for any...

3 Beds
3 Baths
Karolina On Killarney SubDv.
32789 Zip Code

2175 Marsh Sedge Lane, Winter Park image

2175 Marsh Sedge Lane, Winter Park — Meritage Homes $499,990 ▼

Brand NEW energy-efficient home ready NOW! Formal living and dining areas off the foyer flow to the kitchen and family room making entertaining easy. The large master sui...

5 Beds
3.5 Baths
Hawk's Crest SubDv.
32792 Zip Code

7651 University Boulevard, Winter Park image

7651 University Boulevard, Winter Park $749,000 ▼

Winter Park Retail Site REDUCED! $749,000 7651 University Blvd. .74 acre fully buildable retail site by fast-growing intersection. 150' frontage on major 6 lane road ...

University Commericial Sub SubDv.
32792 Zip Code

1251 Lewis Drive, Winter Park $500,000 ▼

Near 1/4ac lot surrounded by bustling revitalization. VALUE IS IN LAND ONLY.

Home Acres SubDv.
32789 Zip Code

1760 W Fawsett Road, Winter Park $2,095,000 ▼

Stunning, newly built, and redesigned home in the Heart of Winter Park! Built in 2017, this gorgeous 6 bedroom, 6.5 bath pool home offers a modern, sophisticated interio...

6 Beds
6.5 Baths
Forest Hills SubDv.
32789 Zip Code

791 Douglas Avenue, Winter Park $595,900 ▲

One or more photo(s) has been virtually staged."Pre-Construction, To be built" Welcome Home to Winter Park! Another beautiful home built by Urban Perch-A Boutique Home Bu...

3 Beds
3 Baths
Winter Park SubDv.
32789 Zip Code

670 N Pennsylvania Avenue, Winter Park image

670 N Pennsylvania Avenue, Winter Park $450,000 ▲

Unbelievable opportunity to own what has the potential to be a really nice piece of property in the heart of Winter Park! Main house is 3 bedrooms 1.5 baths and apartment...

5 Beds
2.5 Baths
Morseland Sub SubDv.
32789 Zip Code

110 Chelton Circle, Winter Park $1,425,000 ▼

WINTER PARK-Amazing character home in the Heart of Winter Park! Stunning interior – 4 bedrooms, 4 full baths, beautiful wood floors, high ceilings, custom details, and br...

4 Beds
4 Baths
Forest Hills SubDv.
32789 Zip Code

1571 Harris Circle, Winter Park $949,000 ▼

Dramatic 3 Bedroom 2.5 bath lakefront Mediterranean home on Lake Sylvan. A large top floor master-suite with luxurious bath & closet and a lakeside balcony. The main floo...

3 Beds
2.5 Baths
Sylvan Lake Shores SubDv.
32789 Zip Code

662 W Morse Boulevard, Winter Park image

662 W Morse Boulevard, Winter Park — 2 $1,575,000 ▲

Under Construction. Introducing Phil Kean's latest project - The Morse + Pennsylvania Townhomes. A private enclave of high-end urban lock + leave residences comprised of ...

3 Beds
3.5 Baths
Capen Add To Winter Park SubDv.
32789 Zip Code

740 Palmer Avenue, Winter Park $3,175,000 ▼

If you’re looking for the quintessential Winter Park Lakefront Estate Home this is it! Designed by acclaimed architect Gamble Rogers this magnificent home has double wat...

5 Beds
4.5 Baths
Osceola Place SubDv.
32789 Zip Code

570 Seminole Drive, Winter Park $6,500,000 ▼

WALK TO FAMED PARK AVENUE FROM THIS EPIC WINTER PARK ESTATE LOT!! This 2.25 acre lake front crown jewel is a once-in-a-lifetime offering of one of Old Winter Park’s most...

Winter Park Old Town SubDv.
32789 Zip Code

1420 Gay Road, Winter Park $525,000 ▲

Extremely Rare! A Free Standing Office Building located in highly traveled Winter Park, FL. 4 Offices and 2 Half Baths. Owner is willing to convert \ divide large front o...

32789 Zip Code

Winter Park Real Estate Search

Address Search

Winter Park Homes For Sale

Address Search

Where Do You Want To Live?