This private compound exudes serenity & charm from the moment you enter the courtyard. Greeted by low maintenance Xeriscaping w/ mature jasmine ground cover, massive o...

GREAT WINTER PARK LOCATION!! 3 bedroom pool home, CLOSE TO SHOPS, RESTAURANTS AND SCHOOLS. This house is ready for you to make it your own with a little imagination.

Built in 2005, this Winter Park two-story offers granite countertops and separate tub and shower in the master bedroom. Upgraded features include fresh interior paint and...

Your clean canvas awaits your paint brush to put your personal stroke on this wonderful home. Enjoy all of what Winter Park and East Orlando has to offer with this locati...

Welcome Home! To this Move-in Ready Newly updated 3Bedroom 2 Bath 1 Car Garage Pool Home located in the desirable Winter Park Community. This home features an updated ki...

ALL PLAY AND LITTLE WORK!!!! THIS FANTASTIC 2 BEDROOM 2 BATH HOME IS LOCATED IN THE MUCH DESIRED WINDWARD SQUARE COMMUNITY. THE HOME FEATURES INCLUDE LARGE LIVING/DINING...

Beautifully Updated Home in Desirable Winter Park. This 4 bedroom, 3 bathroom home is located a stones throw from all the shopping and dining on Park Ave and N. Orange Av...

Traditional Malcomb Clayton one-story pool home with three-way split floor plan and IN-LAW suite located in the beautiful Hills neighborhood in the City of Winter Park. O...

Welcome to this updated home with 3 bedrooms 1.5 bathrooms. All flooring replaced with luxury vinyl. Huge screened in porch with tile floors. Brand new irrigation syst...

Absolutely stunning, four bedroom pool home in the Vias! Located on an impressive 0.43 acre lot, in the heart of one of Winter Park’s most sought-after neighborhoods this...

$295K ARE YOU OUT OF YOUR MIND? And it has a pool to boot Wowww!!! This IS the best deal for Winter Park High School area. Hurry because this 3/2 corner lot, pool home wi...

A rare opportunity to get into one of the top rated school districts in Central Florida at an affordable price. Located in Kenilworth Shores, this 4 bedroom, 2 bath Winte...

Location! Location! Location! Large 63' x 135' (8,435sf) lot in Winter Park ready for development. Minutes from Park Ave and Downtown Orlando. Fast access to I-4 and 17...

Wow wow wow! All the work has been done and this amazingly updated 3 bed/2 bath home sits on 1/4 acre and is completely move in ready and waiting for you. Upon entry from...

Beautifully renovated three bedroom, two and a half bath pool home in The Hills. This show place home has formal dining room, living room and gorgeous open kitchen to fa...

Beautiful UPGRADED home in Winter Park with a 1 YEAR WARRANTY! This unique home is a 3/2 with an additional OFFICE/NURCERY ROOM! It's ready to MOVE IN! Upgrades include ...

Affordable luxury offering a chic lifestyle, located just one block off Park Avenue! Nestled among new multi-million dollar townhomes and condominiums, Park West is a ga...

Welcome to your spacious, move-in ready home in the desirable Winter Park address. Step into your living room oasis with vaulted ceilings, over-sized windows and cozy woo...

Located in the Charmont section of Winter Park sits this beautiful three bedroom two bath two story home with easy access to Baldwin Park, Park Avenue, Mills 50, and down...

COMPLETELY RENOVATED! All new low-e windows, sliding glass doors, cabinetry, lighting fixtures, paint inside and out, granite countertops, appliances, air conditioner, ta...

WELCOME HOME to this quaint, cozy and well maintained 3 bedroom/2 bath home. Beautiful updated kitchen with marble countertops, newer cabinets and woodgrain tile floors. ...

This adorable, updated 3 bedroom 2 bath home located in the desirable Howell Estates community has a lot to offer. The home features an updated kitchen and baths, complet...

No rear neighbors and just steps from community amenities! Located on a premium PARK VIEW lot, this 3 bed/2 bath home is an IDEAL OPPORTUNITY that is just waiting for you...

Beautiful large 5 bedroom, 5 bathroom executive pool home in Bear Gully Pointe subdivision. The home has been beautifully renovated over the years. Newer chef Kitchen wit...

Pure Potential in Winter Park! Gorgeous 0.52 Acre Lot overlooks a lush green preserve and pond. This oversized lot backs up to Winter Park’s prestigious Windsong communi...

Featured in the Orlando Museum of Art Antiques Magazine and selected for the Winter Park Garden Tour. This spectacular Tudor-style residence boasts serene Lake Sue views....

Windsong. Genius Drive. Winter Park. All are synonymous with gracious living and extraordinary lifestyle. This custom, Parkland Home is 5473 sq. ft. 6 bd/4ba/2hb pool h...

Stunning newly renovated 4 BR, 1 Den, 3.5 bath home in the heart of Winter Park! Charming curb appeal, packed with new upgrades including custom closets, new floors, land...

Well Maintained, nicely upgraded Winter Park home with a pool! This home has many recent improvements including a new roof, New electrical throughout the house, upgraded ...

This super sleek mid-century home is a RARE find in the sought out area of South Winter Park! Stunning mid-century mod architecture features a flat roof, angular details...

Winter Park bungalow super clean and ready to move in, in a fantastic location, walking to the YMCA, shopping, restaurants and medical, close to Phelps Park and great sch...

Get ready to be impressed! This beauty is nestled in a quiet Winter Park community in Seminole County. You will notice how much love and dedication has been shown to thi...

Enjoy the Winter Park lifestyle in this three-bedroom, two-bathroom home for a modest price! Located off of Temple Drive within a few minutes drive to Park Avenue, the ho...

Amazing opportunity for developers and builders. 4.8 acres+/- of usable land directly on Howell Branch road in Seminole County. Currently Zoned A-1. Future land use is...

Elegant waterfront home offers fully landscaped garden view situated in beautiful lake Florence. This well maintained captivating home is truly remarkable inside and out....

Come and enjoy the serenity and charm of this perfectly located Winter Park gem with direct accessibility to everything Winter Park has to offer including Park Avenue, Wi...

“Winter Park gem, priced to sell! Charming 4/2 located in quiet and hidden neighborhood. Updated kitchen, stainless steel appliances, new roof in 2016, new AC in 2017. 10...

Stunning new construction transitional residence in a wonderful neighborhood close to Park Avenue. This 6 bedroom, 6.5 bathroom pool home has the features and amenities t...

Welcome to your renovated home in desirable Winter Park Pines! This open concept home is excellent for entertainment or casual family living. The home has timeless distre...

Great condo to own this 2 bedroom 1.5 bath in nice community! All updated features laminate floors with tile floors in wet areas. Living room sliding glass door leads to ...

Great location won't last! This 3 bedroom 2 bath single family home sits in a quiet neighborhood with no HOA. Located in the heart of Winter Park this home welcomes you w...

Beautifully renovated three bedroom / two bath home surrounded by multi-million dollar estates on tree lined, quintessential Winter Park cobblestone street. Roomy kitchen...

1920's Historic Bungalow in the heart of Winter Park's College Quarter! Gorgeous corner lot just 2 blocks from Park Avenue and Rollins College! Brick-lined streets adorn ...

Walk to everything from this modern Villa in downtown Winter Park that is elegantly appointed throughout! Just two blocks from all that Park Avenue has to offer, one blo...

Welcome home to 3439 Astoria Court located in the Eastbrook Subdivision of the DESIRABLE Winter Park! This single story, three bedroom, two bath home is located on a quie...

Impeccable 4 bedroom 3.5 bath Winter Park Town Home W/no HOA! Remodeled in 2018 with Upgraded Brazilian Cherry Floors downstairs and New Carpeting upstairs, Newly Painte...

Nestled in the heart of Winter Park and surrounded on both sides by brick streets, this elegant ONE-STORY 3 bed / 3 bath home sits on a large corner lot (100x125). The mo...

Listed in the Winter Park register of historic places as a historic landmark, the residence at 1331 Aloma Avenue is significant as an example of Folk Victorian architectu...

HERE IS A WONDERFUL OPPORTUNITY TO PURCHASE AN ADORABLE CONTEMPORARY STYLE HOME. THIS IS A TRADITIONAL SALE WITH MANY UPGRADES, NEW UPDATE CHEF'S KITCHEN WITH GRANITE COU...

Zom Lee Office Center is a Two-Story Class B Office/Condo Building with only 17 condo units located in a 5 Building Park setting. Zom Lee Office Center has excellent fron...

Beautiful Modern Mediterranean style 5 Bedroom, 4 Bath home. The entire house boasts of smart Upgrades such as Wood Floors, Granite, Marble and Spectacular Lighting Fixtu...

Opportunity calls. Perfect location to build your dream home. This property is located in the heart of old Winter Park. Only two blocks from Hannibal Square with beauti...

Stunning, completely renovated home with access to Lake Maitland. Perfect for kayaking and paddle boarding. This 4 bedroom/3 ½ Bathroom home features a contemporary feel,...

Beautifully remodeled 3 bedroom, 2 bath Mid-Century Modern home on an oak-lined street that features picturesque views of the 18th fairway of Winter Pines Golf Club in th...

Wonderful updated home in quiet Waterbridge neighborhood. Light & bright formal living & dining rooms. Gorgeous updated kitchen with granite counters, bar, eat-in area & ...

Rare opportunity to own an updated 2 Bed, 2 Bath condo in Winter Park Pointe II! This 55+ community of charming garden condos offers a community pool and quiet streets. ...

Beautiful renovated three bedroom, two and a half bathroom home in desirable Orwin Manor in Winter Park! You will love the curb appeal of the professionally landscaped y...

Winter Park’s best kept secret for 55+. Corner end unit with gorgeous hardwood flooring and neutral colors. Updated kitchen and bathrooms including granite counters. Ma...

BEAUTIFULLY APPOINTED ITALIAN MEDITERRANEAN HOME IN "THE VIAS". Quality abounds in this stunning property. Gourmet kitchen with large gas stove, gorgeous granite counters...

*Reduced* Location - Location - Location...Corner Units are rare and this 2 Bedroom / 2 Bath Corner Unit is your Opportunity to be steps away from Everything Winter Park!...

Meticulously maintained, 4 bedroom, 3.5 bath home in Winter Park’s highly desirable Windsong neighborhood. Boasting over 3,700 SF of open concept living, this home featur...

Elegant Tuscan Mediterranean residence just steps from Park Avenue on large corner lot! Timeless architecture is perfectly blended with an interior layout and upgrades th...

Under Construction. Introducing The Morse + Pennsylvania Brownstones - Phase 2 of Phil Kean Designs downtown Winter Park townhome development. Another one-of-a-kind desig...

You can have it all in your Winter Park LAKEFRONT POOL HOME on coveted spring fed BEAR GULLY SKI LAKE! Breathtaking lake views, a BOAT DOCK with hoist, sunset cruises, sk...

LOCATION, LOCATION, LOCATION! Winter Park home, WINTER PARK SCHOOLS. Located in Lakemont Heights across from the YMCA. Move in as-is or remodel!

Don't miss out on this charming 3/2 Bungalow in a desired Winter Park neighborhood! This home offers beautiful original oak hardwood floors, custom built in cabinetry, cr...

This lovely updated split plan four bedroom, two bath home in Winter Park is just 4.9 miles to Park Ave. With an oasis backyard boasting a spacious newly resurfaced pool ...

Rare opportunity to own a corner unit townhouse with more natural light sources than the inside units, freshly painted and move-in ready! This amazing 3 bed room 2.5 bath...

Pure Potential in Winter Park! 2 Bedroom, 1 Bath. Prime location. Close to great shops and restaurants. Walk to the Winter Park Village. Great School Zones - 2018/2019 ...

Nice Solid Block Home with tile flooring throughout. This 2 bedroom / 1 bath has a Large Eat-in-Kitchen, Sun Room and open floor plan. Great location offers a quite tr...

ALL THE RIGHT STUFF! This beautiful pool home in coveted Winter Park Pines has an amazing OPEN FLOOR PLAN! With the kitchen at the center, it is an entertainer’s dream co...

Elegantly appointed custom home on over 1/2 acre, recently renovated on corner of Via Lugano and Via Tuscany and situated between Lake Maitland frontage homes. An invitin...

Just Listed Winter Park Pool Home! This home welcomes you with a blend of traditional style and modern touches. The kitchen is the heart of the home, featuring granite co...

A charming walkway invites you to this 2-story Winter Park home beautifully elevated on a gorgeous corner lot in the quiet neighborhood of The Hills and zoned for the bes...

JUST REDUCED! Award Winning, Winter Park Historic 4 Bed, 3-1/2 Bath Home Updated to Perfection. With Features and Finishes that rival new homes in the area, it will not d...

Incredible location just four blocks from Park Avenue, Rollins College, and Hannibal Square. Enjoy the Florida lifestyle in this contemporary design with two private pati...

3 Bed & 1.5 Bath home with 2 enclosed patios in Winter Park!! Convenient to 436, 408, 417, shopping, dining and great schools.

L A R G E [5,085 SQ FT], 5 BEDROOM CUSTOM DESIGNER FAMILY HOME LOCATED ON A PREFERRED BRICK PAVER LINED WINTER PARK STREET. Custom Draperies, Wall Coverings, and Solid Wo...

Sweet home in a great area of Winter Park minutes from Park Ave and I-4. Hardwood floor in bedrooms and modern concrete look in living room. Partialy renovated but can us...

Must see this 2 Bedroom 2.5 Bath condo with great potential with a little decorating vision. Nestled in the beautiful tree lined and peaceful park like setting of Lazy O...

Location! Location! Location! Great 3 Bedroom 2 Bath Home in Winter Park -- Orange County. Sink hole was present at property and documentation is uploaded for review....

Beautiful ground floor condo with gorgeous lake view from living area 1 block walk to PARK AVE...wonderful restaurants, shopping, Morse museum, Amtrak station & Sunrail.....

Wow! This is the best condominium for sale for this price inside city limits of WP. Pride of ownership clearly shows-move in condition. Prepared for sale with attention t...

Make this Winter Park Cottage yours and enjoy Winter Park living. Easy access to I-4, Florida Hospital, Park Avenue, Rollins College, and great restaurants! You will ...

Very charming 5 bedrooms, 5.5 baths. Master plus two other spacious bedrooms downstairs, two bedrooms, two baths in the new upstairs. Kitchen with Viking Range and Refrig...

" Casa Bella Vista" is a beautiful home, beautiful lake, beautiful neighborhood, and beautiful city. Most residents that live on Lake Virginia have lived here for decades...

Perfect 3rd floor unit in the desirable gated Winter Park condominium complex, Park West. This 3 bedroom, 2 bath condo has great space with nearly 1,400 sf, with fireplac...

Welcome to classic Florida living at its best. This well cared for 4/5 bedroom pool home with in-law suite/apartment has its own kitchenette and separate entrance. Could ...

If you enjoy the beauty of nature, this is the home for you! The home was built with taking care of the earth in mind. The home is located on a cul-de-sac and once you ar...

If you are looking for comfortable affordable, immaculate home look no further. This gorgeous single-family home is just waiting for and your family. This home radiates ...

Nestled in the Casa Aloma, this charming single story block home features a metal roof, front porch, 3 bedrooms, 2 bathrooms and a two car garage. The interior layout of...

4 bedroom 2 bath, 2 Car Garage, Single Family Home, Living Room and Dining Room Combo, Gourmet Kitchen with Stainless Steel Appliances, Carpet, Tile and Hardwood, Firepla...

This elegant Mediterranean residence is on one of Olde Winter Park’s premier quiet brick streets has recently been enhanced and in “better than new” condition. Just 1 bl...

Charming 2 bedroom, 2.5 bathroom condo with a 1 car carport in Winter Park! This condo features a living / dining room combination with a wood burning fireplace. The bed...

Charming 1930 remodeled Orwin Manor bungalow is move in ready! This 3 bedroom and 2 bath updated home boasts custom landscaping, paver driveway and pool with a privacy fe...

Winter Park Gardens Condominium ... A Hidden Gem in Old Winter Park! Beautifully renovated open concept 2 bedroom, 2 bath corner turn-key Condominium with new laminat...

One story pool home in the heart of the Via’s, lovingly cared for by the same family since 1972, on an oversized 0.43 acre lot tucked away on a private cul-de-sac road. T...

Welcome to your new 4 bed, 2 bath pool home! Great price and great Winter Park location close to A rated schools, shopping, 417, UCF, Full Sail. The owner has completed m...

**Seller motivated! 25k price reduction.** Location, turnkey, and priced to sell...OH MY!!! What a gem! This 3 bedroom, 2 bath Winter Park home boasts a beautifully remod...

Location Location Location! This Newly Renovated Winter Park home is Complete and Move-In Ready!! Just steps from Lake Berry this 4 bedroom 3 full bath home boasts over 3...

Charming three bedroom Winter Park home with no rear neighbors! The lush lawn and mature landscaping provide beautiful curb appeal. Upgraded crown molding and wood floori...

Welcome home to one of Windsong's newest homes on Holts Grove Circle. This beautiful custom creation by Dave Cahill is now a wonderful opportunity for your buyers! It w...

Don't miss out on this rare 4 bedroom 2 bathroom Winter Park POOL home! Countless updates including New A/C 2017, pool pump and filter 2017, appliances 2016, Plumbing 20...

FABULOUS 3-STORY, 3 BEDROOM, 2.5 BATH, PLUS LOFT (4th bedroom) TOWNHOUSE IN THE HEART OF WINTER PARK!!! This beautiful condo/townhouse located in a fantastic Winter Park ...

Rare opportunity to purchase a one-acre lot in Winter Park – one horse allowed for any equestrian enthusiast! A serene and quiet street with an abundance of hawks, owls a...

Regarded as one of the best streets in Winter Park Pines with Beautiful homes on each side of the street. 3 bedroom 2 bath Pool home with 2 car garage just waiting for a ...

Price improvement. Owners moving out of state. Turn-key, lovingly maintained mid-century gem in the heart of Brookshire Heights. Updated eat-in kitchen with 2 entryways f...

What an incredible opportunity to get a recently updated 4 bed/2 bath home! Located on a premium fenced-in lot, in the gorgeous and very sought after community of Winter...

Olde Winter Park Estate. Lake access to Lake Virginia at College Point. Walk to Park Avenue restaurants and shops. Make it your own! Home has just been inspected and is s...

This 3/2 POOL home is located on an oversized corner lot in the most sought after area of Winter Park. Newer roof, new A/C, fresh paint, new floors, pool resurfaced with ...

Beautifully Remodeled 4 Bedroom, 3 Bath home in Winter Park. Features: Brand new exterior and interior paint, completely renovated kitchen boast new wood cabinetry, quart...

Beautiful vacant lot 1.82 acres on Garden Lake in Winter Park. Located in top rated school zones, minutes to local shopping, restaurants, freeway 417, Rollins College, Un...

Zoned for amazing Winter Park/Maitland schools!!! Really amazing 4 bedroom, 2 1/2 bath home located in the desirable Arrowhead Cove community, BONUS, there's no through t...

Sophisticated Design by award winning Phil Kean! This stunning & elegant home will impress with unique architectural details like the floor to ceiling stacked stone entra...

Under Construction. New Home in the "Tree Streets" of Winter Park. Renderings depict the home when completed. Original builder can complete, or Bring your Builder. This 4...

Great condo opportunity in the popular 55+, Winter Park Pointe community. They don't come open often. 2br/2ba with laminate flooring throughout. 2 car garage, private fen...

Enjoy upscale living in this gorgeous creek to lake-access property in sought-after Winter Park, just minutes from Lake Howell! Situated on a corner lot in the peaceful ...

Great Location! The Stratford - A Winter Park condominium! This 1 bed 1 bath condo is located in the peaceful complex of Stratford, which is minutes from the heart of Win...

Under Construction. Introducing The Morse + Pennsylvania Brownstones - Phase 2 of Phil Kean Designs downtown Winter Park townhome development. Another one-of-a-kind desi...

Gutted down to the studs, some open permits, AC units installed, Water heater installed new roof. ready for drywall, flooring and finishing selections. Owner is father of...

AMAZING WATERFRONT LOT ready for your dream home! This cleared vacant land sits on the highly desirable Genius Drive in Winter Park located moments away from Windsong sub...

Gorgeous, custom built two-story home in Windsong, one of Winter Park's most desirable neighborhoods. This impressive, modern 4 bedroom, 4 bathroom, 2 half bathroom home ...

Welcome to your completely renovated Winter Park home! This open concept home has been redone from top to bottom. Nothing remains from the existing home except the bloc...

Exceptionally maintained Winter Park pool home nestled in the desirable BROOKSHIRE HEIGHTS neighborhood. This well-loved home features NEW windows with transferable lifet...

Located just steps from Lake Virginia, on the brick lined streets of sought-after Winter Park, you find this stately 4 bedroom, 4.5 bath Spanish Mediterranean pool home, ...

Come check out this affordable 3 bedroom/2 bathroom home in Autumn Glen! Top rated Seminole County schools! The entire interior including ceilings of home has been fre...

Beautiful custom remodeled home on a double lot (100X140) with a Winter Park address! Detached guest house/mother in law apartment with full bath and kitchen. Wood floors...

Must See Winter Park pool home! This 3 bed 2 bath home has been completely upgraded and IMO is in one of the nicest, most sought after neighborhoods in 32792. The kitche...

Beautiful 3 bedroom home in Winter Park neighborhood. Minutes from YMCA, and shopping. Move in ready with new 2 tone paint throughout. Newly carpeted living room off entr...

Please submit higher and best offer.This property is an ideal property for an experienced investor. The home has been prepared with interior demolition. Most of the major...

Price Update! One of the best lake front values on the market for sale in Winter Park (32792). More than 20 of your neighbors on the lake have homes valued in excess of ...

WINTER PARK! SPACE GALORE in this 5 bedroom 3 bath nearly 3,000 square foot pool home on an oversized lot in Amberwood! Volume ceilings, lots of windows, gorgeous stone ...

Magnificent custom home built by Einheit Homes with top of the line construction, designer touches, and high-end finishes throughout. This home has a terrific floorplan w...

Dream Home! Dazzling heart of the Via’s stylish home on beautiful oversized corner lot walking distance to Winter Park Racquet Club. One story, completely remodeled, open...

32789 - Winter Park Lakefront, beautiful serene views. This home sits up high overlooking the lake. This home has been renovated with all top of the line appointments! Ne...

Great location. Affordable community in Winter Park. Short drive to Park ave, Farmer's Market, Rollins College. Hoa fee includes pest control,water, sewer and trash, grou...

Office building located in the proposed medical arts district in Winter Park. In the past the building has functioned as a Medical Office, Financial planning and a Real ...

Imagine having a total of approx. 205" of frontage in the heart of Winter Park. The owners would like to sell 1685 and 1701 Magnolia at the same time. Live in one home wh...

Imagine having a total of approx. 205" of frontage in the heart of Winter Park. The owners would like to sell 1685 and 1701 Magnolia at the same time. Live in one home wh...

This charming 4 bedroom, 3 bath, 3,576 SqFt Spanish style home was designed by Gary Hancock and custom built by IBK Construction is situated on a beautiful lot on a quiet...

Must see this home, it is truly one of a kind. Completely redone with energy efficiency and beauty. Majestic entrance and breathtaking view through sliding double doors t...

This is a STUNNING 6 bedroom 3.5 Bath Home In The Highly Desired Quail Hollow Subdivision. The Home Features Sensational Grounds, Large Screened In Pool/Patio (resurfaced...

Amazing opportunity to own a piece of history! This home has a full sound studio that has been the recording place for such names as NSYNC, Beck, Ricky Martin and many ...

Beautiful, buildable lot in West Winter Park, on quiet tree lined street. Walking distance to Winter Park Village, Hannibal Square, Park Avenue, Rollins College and the ...

Beautiful, buildable lot in West Winter Park, on quiet tree lined street. Walking distance to Winter Park Village, Hannibal Square, Park Avenue, Rollins College and the ...

On a pretty and quaint BRICK street, between downtown WP and WPV, this contemporary style home focuses on a livable, contemporary design. This well planned 4/3 home offer...

Stylish single story modern retreat on popular Palmer! With highly sought after four bedrooms, four and a half baths plus an office, this exceptionally redesigned proper...

LOCATION LOCATION LOCATION...WELCOME HOME BREATHTAKING SHOWS LIKE A MODEL! Five bedroom PLUS additional in-law suite or study with closet. Features include new custom bui...

Absolutely darling & delightful In Winter Park! Located on a large 75x151 lot with gorgeous pool surrounded with brick paver decking and lovely & detailed landscaping. An...

Fantastic upstairs condo in a prime location just a short walk from Park Avenue, Winter Park Village, Hannibal Square, and the train station. This charming condo has pla...

Great Orwin Manor location, this 1920's Winter park pool home is full of character & situated on a DOUBLE LOT. Spanish-Colonial style architecture blends modern convenien...

Winter Park townhome.... 2 story w/ large first floor master, sliders to completely private walled patio and gas fireplace. This property has been completely updated.. ...

Located in one of Orlando’s best neighborhoods, Orwin Manor, this super cute, 1930’s bungalow was built to last and offers 3 bedrooms, 2 full baths and over 1,900 SF of c...

Welcome to your new home! This adorable Winter Park home is move-in ready and in a great location! Minor updating was done by the Seller, but it must be noted a new septi...

One of Winter Park’s most prestigious lakefront estates that allows horses. Enter into the grand two-story foyer with the grand double staircase, you are immediately gree...

This is the first time this beautiful Mediterranean style Winter Park pool home has ever been offered for sale. Located on a large corner lot in the desirable Sevilla ne...

Beautiful Mediterranean, Custom built- 5 bedroom and 5 bathroom PLUS office home on oversized Windsong lot. Hand carved solid wood doors greet you at the entrance. Climat...

Beautifully updated pool home in Winter Park! Gorgeous Brazilian Walnut flooring throughout the living room, dining room and master bedroom. Vaulted with exposed beamed c...

This charming Winter Park home is located in desirable Brookshire Heights. Home has a very large fenced backyard perfect for playing children or a dog. There is an overs...

Rare find in Winter Park, 32789 a neighborhood full of million dollar homes. The floor plan offers a feeling of space and lots of natural light. Spacious Living room and ...

Space, style, and tranquility await in this ideal location! Extensive landscaping and pavers wrap this extended FULLY RENOVATED home situated on ¼ of an acre lot with a S...

**NEWLY UPDATED** This beautiful home located in the desirable Winter Park area is a must see! This 4 bed 2 bath home has *LARGE WINDOWS* offering tons of natural light. ...

Welcome home to this beautiful four bedrooms, three and a half bath pool home located on a cul-de-sac in the tranquil gated community of Bear Gully Pointe. An open floor...

Welcome to this amazing Spanish Mediterranean home on Lake Berry in Winter Park! Nestled on a huge lot overlooking a 76 acre private ski lake that is perfect for boating,...

Gorgeous five bedroom, five bath and 2 half baths transitional custom home located in prestigious Windsong! This beautiful 5,179 sq. ft. custom home built by Parkland Hom...

Welcome, "Home Sweet Home." This stunning 4 bedroom, 2 bath home has been redone from top to bottom and is move-in ready for all your family-and-friend gatherings. Enjo...

The Stratford - A Winter Park condominium! Location, Location, Location! Just minutes to the heart of Winter Park, UCF, FullSail, the upcoming Maitland Commons, and so mu...

BRAND NEW Beautiful Modern / Transitional style Custom home in the popular Brookshire Heights neighborhood of Winter Park. Home was custom-built by Hingle-Erickson and fe...

Nestled in one of Winter Park’s most desirable neighborhoods, this Orwin Manor bungalow provides charm in spades. As you enter, bask in the natural light pouring through ...

Under Construction- This Winter Park Beauty is almost ready for New Homeowners!. This completely renovated 4 Bedroom, 3 Bath Home is sure to Impress. This gem will have ...

Best price in great neighborhood of Park Grove. A little elbow grease and a little money will get you a great home in a close-in neighborhood. Or start from scratch and b...

Under Construction. Picture life in a charming urban farmhouse in an established Winter Park neighborhood. The Louise is a spacious two-story design with five bedrooms, f...

From your boutique address at 433 Carolina Ave, take a stroll down to historic Hannibal Square or to the New England gourmet corridor. On Saturday’s mornings, have your b...

Amazing opportunity won't last! This vacant lot sits on .60 Acres on a busy lighted street perfect for investors or developers looking to build. It sits on the corner of ...

Home located on a beautiful .93 acre Lakefront Lot on Lake Osceola within walking distance of downtown Winter Park.

Just listed - 4 Bedrooms, 3.5 Bath Pool Home in Dommerich Hills! This is a solid home, great bones, and pure potential! Oversized formal living and dining areas, a large ...

UPDATED AND CHARMING BUNGALOW ON A QUIET BRICK STREET IN WINTER PARK. THIS ONE STORY HOME IS LARGER THAN IT LOOKS FROM THE OUTSIDE AND IT SHOWS LIKE A MODEL HOME WITH PRO...

Under construction. Completion is scheduled for early Summer of 2018. Park Shore offers the best value in Winter Park to anyone looking for quality new construction. Loca...

Under construction. Completion is scheduled for early Summer of 2018. Park Shore offers the best value in Winter Park to anyone looking for quality new construction. Loca...

Well maintained 2/2.5 + loft townhouse with private greenbelt view in gated Winter Park community. Laminate floors throughout living areas except for tiled kitchen and b...

Come check out this Beautiful Single Family home in Winter Park, FL! Looking for a home that the whole family will love, zoned for grade A schools, an oversized backyard ...

Gorgeous custom built home situated on 3/4 acre lot in prime location! Fantastic floorplan featuring downstairs master suite including large walk in closet, large master...

Pre-construction. To be built. Perfectly sited in the gated Reserve at Interlachen, The Angel Oak by Element Home Builders is a Coastal style home presenting a 21st centu...

Pre-construction. To be built. Beautiful and new in the gated Reserve at Interlachen and built by Element Home Builders. The Wild Orchid has been designed with family and...

Pre-construction. To be built: Modern elegance describes this transitional Dutch Colonial style custom home. Located in the gated Reserve at Interlachen and built by pro...

Captivating new Element Custom Model home is ideally located in the gated Reserve at Interlachen. This new Coastal style home combines the finest materials and finishes e...

Simply lovely home steps from Park Avenue and tucked away in a wonderful neighborhood! Beautiful wood flooring through the formal rooms, kitchen and Florida room. Living...

Gorgeous custom built home situated on ½ acre lot in prime Via location! Fantastic floorplan featuring downstairs master suite including 2 walk in closets, large master b...

Quaint bungalow in Winter Park. 3 Bedrooms with office and a bonus room , 1 1/2 Baths, 1 Car Carport. Beautiful wood floor when you enter through the front door. Huge ...

Exclusive Lake Sue Waterfront home! Dock & Electric Boat lift. Classic Hollywood style designed by famed architect is situated on a serene tree lined brick road. Close t...

PRIME LOCATION in the heart of downtown Winter Park! Enjoy this hidden oasis just 2 blocks from Park Avenue! Spacious 1 bedroom 1 bathroom , 2nd Floor, corner unit with ...

Great investment opportunity to own a 2 bedroom 2 bath condo in Lancelot. Spacious open floor plan with tile throughout. Conveniently located to full sail university, UCF...

A stunning custom home on a corner lot in quaint Winter Park - located near the Winter Park Racquet Club and zoned for Winter Park schools. This two story British Colonia...

Luxurious single-story entertainer’s paradise situated on more than ¼ an acre in the established & serene community of Waterbridge! This picture-perfect home welcomes you...

Stunning custom-built 5 Bedroom, 4.5 Bath home with office, downstairs master suite and over 3,900 SF of luxurious interior living! Truly one-of-a-kind this gorgeous hom...

Please take time to tour this very beautiful quiet well maintained "well kept secret" condominium community in Winter Park. The home features 2 Bedrooms and 2.5 baths, v...

This two story home with 4 bed and a den and 21/2 bath is located on a Cul de Sac in the preferred Trinity Bay community with ramp access to Lake Burkett and Lake Martha ...

1220 Harding (House) plus 1240 Harding (Vacant Land) sold together. See Vacant Land Listing MLS O5704415. Approximately .77 acre total package. Outstanding Location! ...

1240 Harding (Vacant Lot) plus 1220 Harding (House) Sold together. See Residential Listing MLS O5704410. Approximately .77 Acre total package. AMAZING PROPERTY WITH TOW...

New Construction Orwin Manor Area home price to sell. This beautiful home was just completed and is ready for its new owners. This modern home is absolutely gorgeous fro...

THE MODERNO. Under Construction. Estimated to be completed Beginning of Spring 2019. A gorgeous 5 bed, 4 1/2 bath home, with pool, summer kitchen, 2 car garage. The open ...

Fantastic family home in the heart of Brookshire Heights. Entertain family and friends in this large open concept kitchen that includes gorgeous shaker cabinets, island ...

Must love butterflies (and birds and bees!) This four bedroom, two bath, split plan brick/concrete block home in Winter Park is a gardener's delight. The home has city wa...

This is the home you have been waiting for. Wonderful family home in Winter Park. Winter Park pool home, walking distance to Blue Jacket park and Audubon/Glenridge scho...

LOCATION LOCATION! Great home for investors or somebody with an eye for design in a sought after neighborhood in Winter Park on a oversized lot. It is walking distance to...

Don’t miss this Updated 4 bedroom/2 bath Pool Home on a Quiet Cul de Sac. Great Open Floor Plan featuring a Living/Dining Room combination appointed with Beautiful Wide ...

FRENCH PROVINCIAL CUSTOM BUILT ESTATE HOME IN THE HEART OF THE VIA'S. Offering walking distance to the Winter Park Racquet Club, & The Scenic Kraft Azalea Park. No expen...

Stunning Modern Lakefront Renovation & Transformation, located on a quiet tree-lined street in the heart of Winter Park on the Lake Maitland. The 5 bedroom & 4 bath home ...

Fabulous Mediterranean townhome with 3 BDR / 2.5 BATH and many upscale amenities. Enjoy your own private courtyard, 2-car garage, hardwood floors, granite countertops, st...

Pre-Construction, to be built. Estimated completion date 10/31/18. Gated BRAND NEW construction in Winter Park! This home will be completed by October 2018.. just in time...

Welcome home to the sought-after gated community of Enclave at Aloma in Winter Park! This 5 bedroom 4 bath home built by Ryland has the curb appeal you've been looking fo...

Pre-Construction, to be built. estimated completion date 10/31/18. Gated BRAND NEW construction in Winter Park! This home will be completed by 10/31/18... just in time fo...

New updates to charming Craftsman style home under oak tree lined brick street. New finishes include shingle roof installed September 2017, luxury vinyl plank flooring, ...

WINTER PARK LAKEFRONT – Spectacular Lake Sue Waterfront home minutes from Park Avenue! 5 Bedrooms + Guest Apartment, pool/spa, outdoor kitchen, boathouse & full house ge...

MOTIVATED SELLER. BRING ALL OFFERS 2 acres of pristine Winter Park land! A unique opportunity to develop as you see fit. Located near UCF and Full Sail University. A shor...

This is the home you have been waiting for! Fabulous 3/2, Winter Park home has so many intricate details and touches that exude perfection and charm. Upon entering you wi...

This three-bedroom single-family home, located in Winter Park, features a completely renovated kitchen with new granite countertops, new stainless steel appliances, and n...

Waterfront in Winter Park. Enjoy boating from your backyard on the Lake Maitland Lagoon connected to the Winter Park Chain of Lakes. Custom Built home all on one level fe...

True mid-century gem in the heart of Winter Park, this 3651 SF home on a stunning .52 acre lot overlooks a lush green preserve & pond. This 4 bedroom, 3.5 bath home is a ...

Freshly painted first floor unit condo, directly across from it's covered parking space!! Located a a block away from Park Ave shopping, restaurants, lake, park. Lakefron...

What's not to love about this amazing pool home completely renovated with a New Roof, New Water Heater, New A/C Unit, Spanking New Kitchen with solid wood cabinets, grani...

Great home located in Winter Park. NEW INTERIOR PAINT & CARPET! Large Greatroom with vaulted ceilings, separate family room and eat-n kitchen with access to the screened ...

Hurry, hurry, hurry to this beautiful pool home in Winter Park. Minutes from shopping and dining, this ranch style home is a rare jewel in Winter Park. Situated on a larg...

Located in Olde Winter Park, conveniently nestled among the quaint tree lined streets, this like-new Key West style pool home has 3 bedrooms and 2.5 bathrooms. The welcom...

4 BEDROOM, 1.5 BATH, HOME LOCATED IN EASTBROOK SUBDIVISION OF WINTER PARK. BRAND NEW TILE IN KITCHEN, DINING, LIVING & FAMILY ROOMS, NEW CARPET UPSTAIRS, NEW ROOF ON MAS...

Bring your highest expectations to this exquisite high end property. Taken to the studs for a total renovation with a newly designed floor plan, no detail has been overlo...

Enjoy dramatic sunset views across Lake Berry from this spectacular homesite in the desirable community of Kenilworth Shores. This is one of the most affordable lakefront...

This WHOLE duplex is perfect for renting, multi-generational living, or a family who needs an in-law or student suite. This spacious single family home with dual living a...

This amazing property has deeded access to Lake Bell , New Roof has been installed , New Insulation,has inside utility room , Florida Room and an amazing Master Suite wit...

Welcome home to this completely updated home. solid wood cabinets & solid surface counter tops, beautifully remodeled bathrooms with dual sinks in master. Huge living roo...

Charming 4/3 pool home in the WINTER PARK subdivision of EASTBROOK. Completely updated in 2014 with laminate wood flooring, tile, double pane windows, plumbing, electric...

This Winter Park home is on an oversized .33 acre lot in a tucked away hidden gem neighborhood right off of Lake Killarney. The home features an open floor plan and gou...

You found it! Get ready to fall in love with this perfectly priced Lakefront, Downtown Winter Park 3BR/2BA home. This stunning, first floor corner unit at the Cloisters C...

Walk to Park Avenue shops, restaurants and Rollins College from this sophisticated, one-level Winter Park treasure with guest suite. Open floor plan perfectly suited for ...

An Entertainer's dream in the “Heart of Winter Park” on a beautiful tree lined brick street just minutes from Park Ave and Chain of lakes; Zoned for Dommerich Elementary,...

Winter Park welcomes another exquisite new construction home that has just been completed by RARE BUILDERS! A breathtaking Andy Katzman/John Drake collaboration. Perfectl...

Welcome home! This stunning four bedroom, two bathroom home is a SHOWSTOPPER, sure to IMPRESS! Nestled in the highly desired Orwin Manor is this meticulously cared for ho...

Gorgeous French Provincial Estate boasting 5 Bedrooms, 6 Full Baths and over 5,100 SF of interior living space. Formal living and dining rooms, a downstairs master and g...

Located on one of the best, brick paved Winter Park streets, easy access to everything Park Ave has to offer, great WP or private schools; walking to YMCA + Phelps Park,...

This is a wonderful opportunity to live in an elegant pool home in the heart of the Via’s….one of Winter Park’s most sought after neighborhoods nestled amongst the Winter...

Gorgeous 3 bedroom 3 bath POOL home on BRICK lined street in the HEART of Winter Park. Enjoy nearby shopping and dining as well as access to all that Park avenue has to o...

Wonderful opportunity to own a beautiful property on a quiet Winter Park tree lined street right off of Park Ave. Lot size 105x79 will allow a sizeable new construction ...

AWESOME OPPORTUNITY TO OWN THIS 2 BEDROOM 1.5 BATH CONDO LOCATED IN SOUGHT AFTER WRENWOOD IN WINTER PARK...BRING YOUR PERSONAL TOUCHES...CALL YOUR AGENT TODAY...THIS ONE ...

WONDERFUL HOME IN A GREAT NEIGHBORHOOD. THIS 4 BEDROOM HOME INCLUDES TWO COMBINED ROOMS, PERFECT FOR OFFICE, PLAYROOM OR NURSERY. SEPARATE DINING ROOM, FORMAL LIVING RO...

Welcome to your ranch style 4 bedroom 3.5 bath home nestled in the heart of Winter Park, located just a short walking distance from the award-winning restaurants and bout...

**Back on Market***Buyer's Financing fell through. Property Appraised at $92,500! Looking for a centrally located condo in Winter Park with desirable schools? This is ...

Here's a chance to develop one of the last large parcels of land in Winter Park. Situated just off the ever-expanding Orlando Ave, you'll be just a short walk from Winter...

Move in ready! Beautiful modern design with open floor plan, ten foot ceilings, high end porcelain tile with zero grout line. Upstairs laundry is convenient to the master...

HUGE PRICE REDUCTION! Stunning Mediterranean custom River Oaks home in the sought after Windsong. You will feel right at home with the bright living spaces, large windows...

Wonderful 4 Bedroom, 3 bathroom split plan home with a brick front located on a quiet "cul-de-sac" street. Enter your new home through wood double doors to a large foyer ...

Beautiful brand new traditional style home. Engineered hardwood flooring throughout including the master bedroom located on the first floor. Porcelain tile flooring in ma...

Beautiful brand new traditional style home. Engineered hardwood flooring throughout including the master bedroom. Porcelain tile flooring in master bath, secondary baths ...

Welcome to this lovely 5 bedroom, 4 ½ bath, 3327 sq ft home located in Seminole County’s Winter Park.With a downstairs master bedroom, a den with closet, full bathroom an...

"Under Construction" This home is meticulously crafted by VP Development Enterprises and will be a contemporary masterpiece ready to be customized to your lifestyle. This...

Prime Winter Park location just steps away from Lake Sue. Charming pool home on gorgeous lot with hardwood floors throughout. Remodeled kitchen open to family room with F...

This Custom remodeled 4 bedroom, 2 bath Winter Park home is TURN KEY READY! Located in desirable Kenilworth Shores, this spacious & immaculate 1,858 sf home features an ...

This is a custom house located in the trendy Lake Midget neighborhood of Winter Park. The architectural style of the project is inspired by the works of famous Florida a...

Highly desirable, luxurious "Walk to Park Avenue" lifestyle will be yours! This move in ready, New York City inspired brownstone designed by master Architect Phil Kean is...

Reduced in price for a quick sale!!!Big house in quite area. The oak private stone driveway leads you to beautiful garden and the home entrance. Heated pool, hu...

Conveniently located to just about everything that Winter Park has to offer, this 4 Bedroom, 3.5 Baths home offers over 3400 square feet with stunning interiors and high ...

Arthur Rutenberg custom home w/ lovely French Provincial elevation, has an open floor plan w/ 4 bedrooms & 3 baths. This "almost new" lake view home is in a very private ...

HUGE price reduction. This spectacular, eco spec, home has gone through a complete renovation from head to toe including a newly built master suite boasting vaulted ceil...

Freshly Renovated & lovingly maintained by original owners, this delightful home is a TREASURE!! 4 bedroom split plan boasts a beautiful kitchen with custom wood cabinet...

Fabulous home on a brick street in the heart of Winter Park within minutes of Park Avenue. It is in one of Central Florida's most sought after areas with shops, fine din...

Beautiful light and bright 3 bed 3 bath home centrally located in the desirable community of Orwin Manor. Spacious and updated. Features include, double pane windows, woo...

Relax, enjoy, and take in the luxurious Winter Park lifestyle in the Holgate plan located in Winter Park, FL 32789! The Holgate plan is situated on a lovely homesite offe...

Magnificent Spanish Estate in the heart of Winter Park. This 5 bedroom, 6 bath home has great curb appeal with immaculate landscaping and quality finishes throughout the ...

Great Second Floor large two bedroom unit. Large bright rooms with foyer entry and screened patio. Kitchen is all updated with new glass tile backslash new counter and ne...

MAJOR REDUCTION!!! Owner's new home is ready, so opportunity knocking for you! Lavishly remodeled / reconstructed just a few years ago with the best of the best. Almost 4...

Beautiful four bedroom, four and one-half bath pool home in The Vias! Set in one of Winter Park’s most desirable neighborhoods, surrounded by multi-million dollar estate...

Location! Sophisticated yet cozy, traditional estate nestled into one of the best streets & cul-de-sacs in Winter Park. Walk to Park Avenue, library, Polasek Museum, Alfo...

Professionally done complete home renovation in the highly desirable Winter Park Pines. Updated from usual 1960’s small rooms to currently desired open floor plan. High e...

Rare find in Winter Park, 32789, yours to upgrade or rebuild. Ideal opportunity in a neighborhood full of million dollar homes. The modern floor plan offers a feeling of ...

Welcome home to Winter Park! This beautiful custom-built pool home includes 4 bedrooms, 2 bathrooms, and a half bath and NO HOA. As you enter the home you will notice bea...

This freestanding Medical Office Building sits in a great location in Winter Park and just around the corner from the new Peggy & Philip B. Crosby Wellness Center schedul...

Fabulous location! Minutes to Downtown Winter Park and built on a 100’ wide lot. This custom built pool home with charming curb appeal has 4 bedrooms with 4 full baths...

Under Construction. Brand new construction in Winter Park. This beautiful home is located in highly desirable Winter Park, in the Historic Dubsdread Heights neighborhood....

This gorgeous Winter Park masterpiece lends itself to the most traditional or contemporary interiors, and everything in between. It’s loaded with stunning high-end interi...

Under Construction. *Digital photo renderings may differ from end results* This three bedroom, two and half bathroom home is located within the city of Winter Park. Once ...

Gorgeous, one-of-a-kind French estate, in Olde Winter Park with Private Boathouse on the Venetian Canal! 3-blocks from Park Avenue, Walk to the Winter Park Golf Course, b...

BACK ON THE MARKET. $5000 ALLOWANCE FOR FLOORING AND APPLIANCE REPLACEMENT. The most extraordinary value you will find in the desirable, charming, chic town of Winter...

Welcome to this gorgeous custom-built beauty in Windsong! Stunning travertine walkway entrance. Fabulous kitchen that would be a chef's delight - complete with custom cab...

Brand new constructions by David Weekley Homes, coastal inspired 3 bedroom, 3 bath, 2233 sf home centrally located in Winter Park's "The Gardens at Park West" neighborhoo...

Car Collector's Dream Home......***Move In Ready*** Up to **5** cars under roof, four in garage and one with RV pad. Enjoy LIVING in scenic Winter Park while experi...

STUNNING, SPECTACULAR CLASSIC SPANISH COLONIAL REVIVAL HOME IN THE HEART OF PRIME WINTER PARK AND THE VIA'S!!! This four bedroom, three and one half bath home exudes unde...

Another unique custom home by Clarkson Concepts. Quality and attention to details are evident throughout this Modern designed home. The floor plan is designed to be effic...

UNDER CONSTRUCTION! Brand new 3 bedroom / 2 bath split plan home on quiet cul-de-sac is waiting for you! Wonderful open floor plan with clear sight lines from the kitch...

Charming Winter Park bungalow in desirable neighborhood within walking distance to Park Avenue and Winter Park Village. Situated on an oak tree-lined street brick street,...

New Price! Stunning four bedroom pool home in Winter Park on quiet brick street! Located minutes from Park Avenue and just a few blocks from Phelps Park and the YMCA thi...

Convenient Winter Park location tucked away on a quiet street inside Winter Park Pines neighborhood. Close to the golf course, major roads and only minutes to the popular...

Fantastic Winter Park Office condo, formerly a cardiology office and located on the first floor of the Wymore Professional Center. With visibility from I-4 and near the i...

Exquisitely crafted with meticulous attention to detail, this magnificent residence is situated in the heart of the exclusive Winter Park Vias on a rare oversized lot (ne...

Fabulous three story, 2,974 sq ft, 4 bedroom, 3.5 bath pool home located in Winter Park and built by LunDev. This home offers many unique design features including the th...

Listed below appraisal value...it's a must see!! Beautiful three story, Mediterranean condo/townhouse located in the heart of Winter Park. Minutes away from Winter Park V...

New Price – 4 Bedrooms, 3.5 Baths on the Winter Park Golf Course! If you’ve been looking for the quintessential Winter Park home, this is it! Located just one block from ...

SPACIOUS AND AMAZING home located on a large lot in VIA area of Winter Park with great schools and great neighbors. ONE-OF-A-KIND mid-century architectural styled home lo...

NEW PRICE! LISTED $26,000 BELOW APPRAISED VALUE!! Beautiful Bates Driscoll, New Orleans style home, is located in a family friendly Winter Park neighborhood near the "V...

IT'S ALL NEW and it is sure not to last long! *LAKE ACCESS to Winter Park's crystal clear spring-fed chain of lakes* Large circular driveway and a breathtaking front ele...

This boutique new home community is nestled in the heart of historic Winter Park and is extremely walkable to all of the best dining, shopping and entertainment the area ...