Winter Park, FL Real Estate & Homes for Sale

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Homes For Sale In Winter Park FL

Introducing 861 Bonita Drive, located within Winter Park's charming brick-lined streets. This exquisite custom estate spans nearly 7,000 square feet, boasting Mediterranean architecture complemented by lush landscaping, creating a serene oasis in....

WINTER PARK Homes |

MLS #O6199396

Single Family Residence

$4,150,000 | Active Home listing

6 Beds | 8 Baths | 6,939 Sqft | 1 Acres Lot

861 BONITA DRIVE, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
EXCELLENT LOCATION!  UPDATED AND MOVE-IN READY SECOND FLOOR 2/2 CONDO UNIT AT THE STRATFORD IN WINTER PARK.  COZY AND WELCOMING LIVING SPACE FEATURING A BUILT-IN ELECTRIC FIREPLACE FINISHED IN A MODERN, COASTAL SHIPLAP AND BEAUTIFULLY FLANKED BY....

WINTER PARK Homes |

MLS #O6198492

Condominium

$209,000 | Active Home listing

2 Beds | 2 Baths | 953 Sqft | 0 Acres Lot

110 LEWFIELD CIRCLE, WINTER PARK, FL 32792 Seminole County

Condo Unit Details & Photos
Welcome to your dream home in the prestigious

WINTER PARK Homes |

MLS #T3520666

Single Family Residence

$775,000 | Active Home listing

4 Beds | 4 Baths | 2,137 Sqft | 0 Acres Lot

1364 BLUE STEM LANE, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos
One or more photo(s) has been virtually staged. Pre-Construction. To be built. Customize the finishes-to-suit on your new home located on one of the most sought-after streets in Winter Park.  Lincoln Circle is a quiet street next to Park Avenue....

WINTER PARK Homes |

MLS #O6193386

Single Family Residence

$4,250,000 | Active Home listing

5 Beds | 7 Baths | 3,660 Sqft | 0 Acres Lot

985 LINCOLN CIRCLE, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Well maintained 2 Bedroom, 2 bathroom condo in the highly sought after community of Golfside Villas. Spacious living area, updated kitchen with stainless steel appliances and generously sized bedrooms. Both bedrooms have a separate bathroom. Newer....

WINTER PARK Homes |

MLS #O6197616

Condominium

$209,999 | Active Home listing

2 Beds | 2 Baths | 1,049 Sqft | 6 Acres Lot

1000 S SEMORAN BOULEVARD, WINTER PARK, FL 32792 Orange County

Condo Unit Details & Photos
LOCATION, LOCATION, LOCATION in UPSCALE Winter Park ! This MODERN RENOVATED TOWNHOME is perfectly located where you can walk to PARK AVE, MEAD GARDENS, Azalea TENNIS Courts & ROLLINS COLLEGE & ORANGE AVE area with coffee shops & bakeries enjoy....

WINTER PARK Townhome |

MLS #O6197288

Townhouse

$725,000 | Active Home listing

3 Beds | 3 Baths | 2,069 Sqft | 1 Acres Lot

1140 WASHINGTON AVENUE, WINTER PARK, FL 32789 Orange County

Townhouse Details & Photos
Introducing a stunning, spacious four bedroom /four bathroom sanctuary boasting hardwood flooring in all main areas, complemented by designer porcelain tile in bathrooms and laundry. Custom by Native Homes. Expansive kitchen showcases beautiful....

WINTER PARK Homes |

MLS #O6194670

Single Family Residence

$1,792,000 | Active Home listing

4 Beds | 5 Baths | 3,330 Sqft | 0 Acres Lot

425 SELKIRK DRIVE, WINTER PARK, FL 32792 Orange County

Real Estate Details & Photos
Welcome home to Winter Park Woods! Charming renovated second-floor unit is a 2 bed 2 bath condo with all stainless steel appliances, dishwasher, microwave, refrigerator, and stove! Newer A/C! Winter Park Woods offers residents two community pools,....

WINTER PARK Homes |

MLS #O6196089

Condominium

$144,900 | Active Home listing

2 Beds | 2 Baths | 1,020 Sqft | 0 Acres Lot

130 SCOTTSDALE SQUARE, WINTER PARK, FL 32792 Orange County

Condo Unit Details & Photos
Welcome to this stunning designer remodel in a quiet townhouse community! This first floor unit boasts 2 bedrooms, 2 bathrooms, and a major wow factor. The property features a new roof and AC installed in 2023, as well as gorgeous baths and a top....

Winter Park Townhome |

MLS #O6195269

Townhouse

$280,000 | Active Home listing

2 Beds | 2 Baths | 1,016 Sqft | 0 Acres Lot

2356 Flamingo Way, Winter Park, FL 32792

Townhouse Details & Photos
Welcome to 2731 Tierra Circle.  A charming Winter Park pool home located within the Casa Aloma Community. Boasting 4 bedrooms and 2 bathrooms, this residence sits gracefully on a corner lot.  As you step through the front entryway, you'll be....

WINTER PARK Homes |

MLS #O6194827

Single Family Residence

$530,000 | Active Home listing

4 Beds | 2 Baths | 2,201 Sqft | 0 Acres Lot

2731 TIERRA CIRCLE, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos
Explore this newly renovated 2 bedroom, 2 bathroom condo in Winter Park, Florida, at 107 Lewfield Circle. Totaling 953 square feet, this unit features a versatile bonus room, perfect for an office or extra living space, and boasts new stainless....

WINTER PARK Homes |

MLS #O6195195

Condominium

$215,000 | Active Home listing

2 Beds | 2 Baths | 953 Sqft | 0 Acres Lot

107 LEWFIELD CIRCLE, WINTER PARK, FL 32792 Seminole County

Condo Unit Details & Photos
Step into luxury with this newly renovated 3 bed, 2.5 bath townhome in the heart of Winter Park. As you enter, you're greeted by a spacious living room boasting high ceilings and flooded with natural light, enhanced by the luxury vinyl flooring....

Duplex Investment Property |

MLS #O6194284

Townhouse

$895,000 | Active Home listing

3 Beds | 3 Baths | 2,354 Sqft | 0 Acres Lot

782 S PENNSYLVANIA AVENUE, WINTER PARK, FL 32789 Orange County

Townhouse Details & Photos
MOVE-IN READY condo boasting a Winter Park address! 2022 ROOF. Conveniently located near UCF & Full Sail University and just a short distance from downtown Winter Park and Orlando. This expansive two-bedroom condo offers the ease of....

WINTER PARK Homes |

MLS #O6183352

Condominium

$250,000 | Active Home listing

2 Beds | 2 Baths | 1,281 Sqft | 0 Acres Lot

4880 TANGERINE AVENUE, WINTER PARK, FL 32792 Orange County

Condo Unit Details & Photos
2 BEDROOM, 2 BATH CONDO IN WINTER PARK VILLAS. NEEDS A LITTLE COSMETIC WORK. SELLER IS WILLING TO GIVE THE BUYER A CREDIT AT CLOSING FOR CARPET & PAINT. PRICED TO SELL. ONE BEDROOM DOWNSTAIRS & THE MASTER UPSTAIRS. FIREPLACE IN THE LIVING ROOM.....

WINTER PARK Homes |

MLS #O6194436

Condominium

$239,900 | Active Home listing

2 Beds | 2 Baths | 1,120 Sqft | 0 Acres Lot

608 MONTEGO BAY COURT, WINTER PARK, FL 32792 Orange County

Condo Unit Details & Photos
Presenting a distinguished European Modern residence, the

WINTER PARK Homes |

MLS #O6194226

Single Family Residence

$1,399,999 | Active Home listing

5 Beds | 4 Baths | 3,074 Sqft | 0 Acres Lot

1880 WINDSOR DRIVE, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Welcome to your new home at 3047 George Mason Ave in Winter Park, Florida! This charming condo offers convenience, comfort, and endless possibilities. Nestled on the first floor, this 1-bedroom, 1-bathroom unit boasts easy accessibility and a cozy....

WINTER PARK Homes |

MLS #O6193589

Condominium

$106,000 | Active Home listing

1 Beds | 1 Baths | 809 Sqft | 10 Acres Lot

3047 GEORGE MASON AVENUE, WINTER PARK, FL 32792 Orange County

Condo Unit Details & Photos
Beautiful 2 bedroom condo on the ground floor in Winter Park at the center of it all near Rollins College, UCF, Full Sail, major expressways, numerous quaint shops eateries, and so much more. A new roof was installed in 2018 and the exterior....

WINTER PARK Homes |

MLS #O6191967

Condominium

$200,000 | Active Home listing

2 Beds | 2 Baths | 953 Sqft | 0 Acres Lot

229 LEWFIELD CIRCLE, WINTER PARK, FL 32792 Seminole County

Condo Unit Details & Photos
Nestled in the beautiful heart of Winter Park, where the charm of Savannah meets the vibrant energy of sunny Florida, this exceptional property at 817 Antonette Ave is a masterpiece of architectural artistry. From the moment you arrive, you'll be....

Winter Park Homes |

MLS #O6190102

Single Family Residence

$2,199,999 | Active Home listing

5 Beds | 4 Baths | 3,971 Sqft | 0 Acres Lot

817 Antonette Avenue, Winter Park, FL 32789

Real Estate Details & Photos
In a prime Winter Park location, between Mead Gardens & Lake Virginia, welcome to the Villas of Casa Jardin with look and intimate feel of an Old World Spanish Village * An architectural gem with exterior features including Spanish stucco....

WINTER PARK Homes |

MLS #O6192818

Condominium

$945,000 | Active Home listing

3 Beds | 3 Baths | 1,957 Sqft | 0 Acres Lot

1264 S PENNSYLVANIA AVENUE, WINTER PARK, FL 32789 Orange County

Condo Unit Details & Photos
Beautifully renovated and move-in ready, this charming two-story home is nestled in the welcoming community of Lost Creek, where residents can enjoy the tranquility of nature while still being conveniently close to urban amenities.  With its....

WINTER PARK Homes |

MLS #O6191927

Single Family Residence

$610,000 | Active Home listing

4 Beds | 3 Baths | 2,481 Sqft | 0 Acres Lot

1128 VALLEY CREEK RUN, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos
Welcome to this FULLY RENOVATED home from top to bottom, inside and out, where ABSOLUTELY EVERYTHING HAS BEEN DONE for you! LOCATION, LOCATION, LOCATION! This is your opportunity to own a MOVE-IN READY home with a Winter Park address in the highly....

WINTER PARK Homes |

MLS #O6190494

Single Family Residence

$474,900 | Active Home listing

4 Beds | 2 Baths | 1,522 Sqft | 0 Acres Lot

3670 HEDGEWOOD DRIVE, WINTER PARK, FL 32792 Orange County

Real Estate Details & Photos
**PRICE IMPROVEMENT** RESORT STYLE AMMENETIES** **GATED COMMUNITY** Welcome to your dream home in the prestigious gated community of Hawk's Crest, nestled in the heart of Winter Park. This contemporary masterpiece offers FIVE bedrooms with an....

WINTER PARK Homes |

MLS #O6191658

Single Family Residence

$749,999 | Active Home listing

5 Beds | 4 Baths | 2,894 Sqft | 0 Acres Lot

1477 LONE FEATHER TRAIL, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos
One or more photo(s) has been virtually staged. Welcome to your dream home in this IDEAL Winter Park location! Every aspect of this home has been completely renovated all new mechanical, electrical, plumbing, electrical, doors, and fixtures. New....

WINTER PARK Homes |

MLS #O6196093

Single Family Residence

$749,900 | Active Home listing

2 Beds | 2 Baths | 1,370 Sqft | 0 Acres Lot

840 W CANTON AVENUE, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Nestled within the tranquil confines of the Virginia Heights Neighborhood lies a truly exceptional property. Boasting three bedrooms and two and a half bathrooms, this unit is a testament to both luxury and practicality, providing residents with a....

WINTER PARK Homes |

MLS #O6191177

Condominium

$935,000 | Active Home listing

3 Beds | 3 Baths | 1,957 Sqft | 0 Acres Lot

1276 S PENNSYLVANIA AVENUE, WINTER PARK, FL 32789 Orange County

Condo Unit Details & Photos
BACK ON THE MARKET after buyer financing fell through.  Welcome to your own peaceful paradise! Step into this charming, partially-renovated, pool home and discover the ultimate oasis in Florida living. Boasting 2 bedrooms and 2 full bathrooms,....

WINTER PARK Homes |

MLS #S5101905

Single Family Residence

$405,000 | Active Home listing

2 Beds | 2 Baths | 1,030 Sqft | 0 Acres Lot

2877 EUSTON ROAD, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Come see this charming 4 bed, 2 bath, 2 story home in Winter Park/ Lake Killarney location, 6 mins to downtown Winter park & Winter Park Village with an outdoor shopping center featuring many shops & restaurants.  Convenience to Wholefood & Publix....

Winter Park Homes |

MLS #F10431070

Single Family Residence

$579,000 | Active Home listing

4 Beds | 2 Baths | 1,514 Sqft | 0 Acres Lot

2560 Franklin Ave., Winter Park, FL 32789 Orange County

Real Estate Details & Photos
This charming 4-bedroom, 2-bathroom mid-century home nestled in the desirable Tanglewood subdivision of Winter Park offers 1570 sq ft of comfortable living space. Recently renovated, it boasts a new roof, flooring, fence, and fresh paint,....

WINTER PARK Homes |

MLS #O6186742

Single Family Residence

$437,500 | Active Home listing

4 Beds | 2 Baths | 1,570 Sqft | 0 Acres Lot

1840 MAYWOOD ROAD, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos
This Douglas Grand luxury two-story penthouse, located in the heart of downtown Winter Park, is a one-of-a-kind gem in the condo complex. Spanning three bedrooms and three-and-a-half bathrooms, this splendid property offers both an upstairs and....

Winter Park Homes |

MLS #1118718

Condominium

$2,050,000 | Active Home listing

3 Beds | 4 Baths | 3,075 Sqft | 0 Acres Lot

101 S New York Avenue, Winter Park, FL 32789 Orange County

Condo Unit Details & Photos
Welcome to the Winter Park Pines, with its tree-lined streets and where the mailman still delivers to your door! This beautiful modern farmhouse style home boasts three bedrooms, two baths and a saltwater pool! With over $100,000 in renovations....

WINTER PARK Homes |

MLS #O6188811

Single Family Residence

$669,900 | Active Home listing

3 Beds | 2 Baths | 1,642 Sqft | 0 Acres Lot

313 GILBERT ROAD, WINTER PARK, FL 32792 Orange County

Real Estate Details & Photos
Welcome to 1916 East End Avenue, where timeless charm meets modern convenience! This inviting mid-century home has undergone a complete update and sits in an unbeatable location. It's zoned for the desirable Audubon K-8 school and Winter Park High....

WINTER PARK Homes |

MLS #O6188985

Single Family Residence

$649,000 | Active Home listing

3 Beds | 2 Baths | 1,538 Sqft | 0 Acres Lot

1916 E END AVENUE, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Welcome to luxury living in the heart of Winter Park! This stunning 3 story, 3-bedroom, 2.5-bathroom townhouse offering elegance and comfort with modern updates in all bathrooms. Upon entering, you'll be greeted by a beautifully designed interior....

WINTER PARK Homes |

MLS #T3512402

Condominium

$979,000 | Active Home listing

3 Beds | 3 Baths | 1,957 Sqft | 0 Acres Lot

1248 S PENNSYLVANIA AVENUE, WINTER PARK, FL 32789 Orange County

Condo Unit Details & Photos
Elegance, comfort, and a welcoming environment blend cohesively at this chic British West Indies inspired new construction home positioned in one the most highly desirable places to live in the City of Winter Park. This magnificent five-bedroom,....

WINTER PARK Homes |

MLS #O6187963

Single Family Residence

$2,497,000 | Active Home listing

5 Beds | 4 Baths | 3,507 Sqft | 0 Acres Lot

2172 TEMPLE DRIVE, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Enjoy luxury living and premium sought after location at Vilasa Homes, the newest construction in Winter Park, FL 32789. Walk to Park Avenue lifestyle, arts and culture, a mini-version of Manhattan’s Central Park, brick streets, historic....

WINTER PARK Townhome |

MLS #O6187090

Townhouse

$1,250,000 | Active Home listing

3 Beds | 3 Baths | 2,585 Sqft | 0 Acres Lot

504 W SWOOPE AVENUE, WINTER PARK, FL 32789 Orange County

Townhouse Details & Photos
Stunning transitional modern home located in the heart of Winter Park. This immaculate residence features a bright open floor plan and boasts a chef's kitchen with a large center island and a prep sink, custom cabinetry, quartz counter tops, top....

WINTER PARK Homes |

MLS #O6180741

Single Family Residence

$2,245,000 | Active Home listing

4 Beds | 5 Baths | 3,897 Sqft | 0 Acres Lot

1616 HIBISCUS AVENUE, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Totally redone 1 bed, 1 bath condo with an updated kitchen and new appliances, updated bathroom with walk-in shower, new vanity and added storage. This unit has been completely repainted and new light fixtures installed throughout. Electric and....

WINTER PARK Homes |

MLS #S5101161

Condominium

$119,900 | Active Home listing

1 Beds | 1 Baths | 785 Sqft | 0 Acres Lot

133 SCOTTSDALE SQUARE, WINTER PARK, FL 32792 Orange County

Condo Unit Details & Photos
Pre-Construction. To be built. Located in the heart of Winter Park this exquisite modern residence is being built by Vimaro Homes and features almost 5,000 square feet of luxury living space. As you step through the glass front doors, you’re....

WINTER PARK Homes |

MLS #O6185001

Single Family Residence

$2,890,000 | Active Home listing

5 Beds | 5 Baths | 4,770 Sqft | 0 Acres Lot

1833 LOCH BERRY ROAD, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Introducing a one-of-a-kind Victorian-style gem nestled in the heart of highly sought-after Winter Park, FL. This charming residence exudes character and warmth, offering a unique blend of classic elegance and modern convenience. Step inside to....

WINTER PARK Homes |

MLS #O6187046

Single Family Residence

$1,125,000 | Active Home listing

3 Beds | 3 Baths | 2,507 Sqft | 0 Acres Lot

1771 BRYAN AVENUE, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Have you been searching for an affordable property for months, maybe even years, just to realize that the definition of

WINTER PARK Homes |

MLS #O6187263

Condominium

$175,000 | Active Home listing

2 Beds | 2 Baths | 1,035 Sqft | 10 Acres Lot

3054 GEORGE MASON AVENUE, WINTER PARK, FL 32792 Orange County

Condo Unit Details & Photos
EXCLUSIVE OPPORTUNITY! OVER HALF AN ACRE in one of Seminole County’s Premier communities, Garden Lake Estates. This CAPTIVATING residence is located less than a mile from LAKE HOWELL HIGH SCHOOL and other  TOP RATED SEMINOLE COUNTY SCHOOLS. 
<br>....

WINTER PARK Homes |

MLS #O6186883

Single Family Residence

$520,000 | Active Home listing

4 Beds | 2 Baths | 1,878 Sqft | 1 Acres Lot

1690 GLADIOLAS DRIVE, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos

Real Estate Property Winter Park

Real Estate Home Mortgage Loan Rates Winter Park Florida

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Home Values: Explore Median & Average Prices For House For Sale Winter Park Florida

  • MLS listing housing market median home price is $715,000 for Winter Park homes.
  • MLS housing listing average price for Winter Park homes for sale cost $625,000.
  • MLS Winter Park houses cost around $200,000 up to over $8 million dollars for near housing.

Property & Neighborhoods Info For Winter Park, FL Listings

What Zip Codes in Winter Park have homes for sale listing?

  • City neighborhood housing zip code have MLS listing homes for sale within Winter Park, FL for buyers: {zip_codes}.

How to find real estate agents in Winter Park Florida?

  • Connect with city housing realtors or Winter Park real estate agents on property searches for MLS Winter Park homes for sale.

Buying Winter Park Real Estate Home Information

  • Determine Winter Park properties home buying affordability budget & get pre-approved for a Winter Park house mortgage to buy a property for sale.

Where Can I Find Winter Park Foreclosure homes for sale listing?

  • If purchasing Winter Park Florida foreclosures housing, search county or towns website for Winter Park house for sale auction schedule.

What Schools do kids living in Winter Park Florida go to?

  • Featuring education schools for Winter Park housing property whether you buy or rent (lease), are on bottom of house for sale property page. Then go to www.greatschools.org blog for Winter Park middle school, public high school, universities, Winter Park elementary school district ratings schools in Winter Park.

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