Winter Park FL Real Estate & Homes for Sale

Homes For Sale In Winter Park FL

Special financing or closing cost credits available to qualified buyers. Recently completed, this move-in ready new residence is located between the tranquil shores of Lake Spier and Lake Compton, within the exclusive Lake Spier Crossing community....

WINTER PARK Townhome |

MLS #O6210889

Townhouse

$899,000 | Active Home listing

3 Beds | 4 Baths | 2,066 Sqft | 0 Acres Lot

1905 S LAKEMONT AVENUE, WINTER PARK, FL 32792 Orange County

Townhouse Details & Photos
LOCATION, LOCATION, LOCATION! Discover your dream home in the heart of Winter Park, nestled on a quiet dead-end street. This beautifully updated property boasts:

- Seller Will Provide Home Warranty 
- Ceramic tile flooring throughout
- Both....

WINTER PARK Homes |

MLS #O6210685

Single Family Residence

$399,900 | Active Home listing

3 Beds | 2 Baths | 1,340 Sqft | 0 Acres Lot

1920 MAGNOLIA AVENUE, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos
Welcome to Hawk's Crest - one of Winter Park's finest gated communities. This 4 bedroom, 2.5 bathroom home with a new pool is impeccably designed with a mid-century modern aesthetic. Admire the perfectly manicured front yard and step inside your....

WINTER PARK Homes |

MLS #O6210192

Single Family Residence

$725,000 | Active Home listing

4 Beds | 3 Baths | 1,770 Sqft | 0 Acres Lot

1357 BLUE STEM LANE, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos
Welcome to 7112 Ivy Ct, a stunningly renovated home in the heart of Winterpark, offering over 2000 sq ft of luxurious living space. Every inch of this property has been thoughtfully updated with tasteful finishes and modern aesthetics, making it a....

WINTER PARK Homes |

MLS #O6207442

Single Family Residence

$530,000 | Active Home listing

4 Beds | 2 Baths | 2,040 Sqft | 0 Acres Lot

7112 IVY COURT, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos
This is the one you've been waiting for! In lakefront Chateaux du Lac on beautiful Lake Killarney in Winter Park, this spacious, ground floor, 2-bedroom unit has brand new floors and fresh paint throughout, including all the doors, plus newer....

FL LakeFront House |

MLS #O6209870

Condominium

$235,000 | Active Home listing

2 Beds | 2 Baths | 1,026 Sqft | 0 Acres Lot

1500 GAY ROAD, WINTER PARK, FL 32789 Orange County

Condo Unit Details & Photos
PERFECT LOCATION in the quiet neighborhood of Winter Park Estates! Charming 2 bedroom mid-century bungalow in Winter Park, Florida. Oversized bedrooms with additional sitting area in the master, two full bathrooms, neutral travertine tile....

WINTER PARK Homes |

MLS #O6209037

Single Family Residence

$369,000 | Active Home listing

2 Beds | 2 Baths | 1,150 Sqft | 0 Acres Lot

727 DENSMORE DRIVE, WINTER PARK, FL 32792 Orange County

Real Estate Details & Photos
Remarkable 4 bedroom/2 bathroom home in Winter Park! Formal living & dining areas, separate family room, 3 way split bedroom plan, The PERFECT location convenient to shopping, dining, main roads. WELCOME HOME!.

WINTER PARK Homes |

MLS #S5106049

Single Family Residence

$489,900 | Active Home listing

4 Beds | 2 Baths | 1,755 Sqft | 0 Acres Lot

7414 BETTY STREET, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos
Welcome to your charming single-story ranch-style home nestled in a tranquil neighborhood. As you step through the front door, you're greeted by the spacious open floor plan seamlessly connecting the living room, dining area, and kitchen. Natural....

WINTER PARK Homes |

MLS #O6209075

Single Family Residence

$1,385,000 | Active Home listing

4 Beds | 3 Baths | 2,306 Sqft | 0 Acres Lot

850 JUANITA RAEL, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Welcome to Your Winter Park Gem! LOCATION! COMFORT! STORAGE! Spacious 3 – bedroom, 2 - full bathroom, move-in ready home, situated on a beautiful lot backing up to Interlachen Country Club (no rear neighbors) in the highly coveted Winter Park....

WINTER PARK Homes |

MLS #O6209190

Single Family Residence

$524,499 | Active Home listing

3 Beds | 2 Baths | 1,932 Sqft | 0 Acres Lot

1005 CARVELL DRIVE, WINTER PARK, FL 32792 Orange County

Real Estate Details & Photos
One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bathroom home nestled in the highly sought-after Winter Park neighborhood. This delightful residence is just a short walk from Eastbrook Elementary, making it an....

WINTER PARK Homes |

MLS #O6208718

Single Family Residence

$475,000 | Active Home listing

3 Beds | 2 Baths | 1,738 Sqft | 0 Acres Lot

3092 NICHOLSON DRIVE, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos
One or more photo(s) has been virtually staged. Welcome to this highly desirable and rare corner Delano unit, located in the gated community of Enclave at Hawks Crest. The versatile floor plan offers 3 bedrooms, a den, a loft, and 2.5 bathrooms,....

WINTER PARK Townhome |

MLS #O6208301

Townhouse

$499,900 | Active Home listing

3 Beds | 3 Baths | 2,376 Sqft | 0 Acres Lot

2444 FIRSTLIGHT WAY, WINTER PARK, FL 32792 Seminole County

Townhouse Details & Photos
Welcome home to lovely 2 bed 2 bath gem in the heart of Winter Park! First floor condo unit for easy access. Inside enjoy updated appliances and NO CARPET! Great community of Lancelot with community pool to enjoy!  Prime location in Winter Park....

WINTER PARK Homes |

MLS #O6206909

Condominium

$200,000 | Active Home listing

2 Beds | 2 Baths | 840 Sqft | 0 Acres Lot

3651 N GOLDENROD ROAD, WINTER PARK, FL 32792 Orange County

Condo Unit Details & Photos
Welcome to a one-story custom-built contemporary home in Winter Park, completed in 2019 with new landscaping recently added. This stunning property offers 5 bedrooms, 4 full bathrooms, and one powder room in a split-floor plan with luxury finishes....

WINTER PARK Homes |

MLS #O6202216

Single Family Residence

$2,349,000 | Active Home listing

5 Beds | 5 Baths | 3,640 Sqft | 0 Acres Lot

1770 OAKHURST AVENUE, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Quiet Virginia Heights Neighborhood with Stunning: private lake access park, walk to town around lake Virginia, directly across street from Mead Gardens, 2 short blocks to WP Tennis Center, Azalea Playground Park, New 7 Oaks Park, And less than a....

FL LakeFront House |

MLS #A4611556

Townhouse

$889,000 | Active Home listing

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

1250 S PENNSYLVANIA AVENUE, WINTER PARK, FL 32789 Orange County

Townhouse Details & Photos
Welcome to Hidden Oaks in Winter Park! This charming 2-bedroom, 1.5-bathroom condo offers ample living space with plenty of upgrades. This unit boasts a well-designed floor plan with spacious bedrooms, ample storage, and a cozy living area perfect....

WINTER PARK Homes |

MLS #O6206349

Condominium

$230,000 | Active Home listing

2 Beds | 2 Baths | 990 Sqft | 1 Acres Lot

3275 FOREST OAKS COURT, WINTER PARK, FL 32792 Orange County

Condo Unit Details & Photos
Welcome to this charming home in the highly desirable Garden Lake Estates community! Featuring 3 bedrooms and 2 bathrooms, this residence offers a flexible living room and family room combo, perfect for both daily living and entertaining. You'll....

WINTER PARK Homes |

MLS #O6203546

Single Family Residence

$449,000 | Active Home listing

3 Beds | 2 Baths | 1,645 Sqft | 0 Acres Lot

1914 ASTER DRIVE, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos
Trinity Bay in Winter Park is an intimate community of 87 single family homes. It prides itself in the coziness of a community with most long-term homeowners and just a few home sales every year. The ORIGINAL OWNER of your new home has lovingly....

WINTER PARK Homes |

MLS #O6209178

Single Family Residence

$499,000 | Active Home listing

4 Beds | 3 Baths | 2,138 Sqft | 0 Acres Lot

5285 N LAKE BURKETT LANE, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos
Located in the highly desirable Winter Park area, this charming condominium offers both comfort and convenience. Featuring three bedrooms and two bathrooms, this unit is move-in ready for first-time home buyers, investors, or individuals attending....

WINTER PARK Homes |

MLS #O6207266

Condominium

$177,000 | Active Home listing

3 Beds | 2 Baths | 1,250 Sqft | 0 Acres Lot

134 SCOTTSDALE SQUARE, WINTER PARK, FL 32792 Orange County

Condo Unit Details & Photos
Welcome to your dream lakefront home in the prestigious Sevilla neighborhood of Winter Park. This stunning five-bedroom, two-and-a-half-bathroom residence exudes classic charm and offers a picturesque setting on the serene shores of private Lake....

WINTER PARK Homes |

MLS #O6207358

Single Family Residence

$2,150,000 | Active Home listing

5 Beds | 4 Baths | 3,119 Sqft | 1 Acres Lot

275 SALVADOR SQUARE, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Charming home on a centrally located street across from million dollar homes, in beautiful Winter Park is now available!. This is a 3 bedroom, 2 bath home with almost 1700 square feet of living space. It has been completely remodeled and updated.....

WINTER PARK Homes |

MLS #O6206675

Single Family Residence

$699,000 | Active Home listing

3 Beds | 2 Baths | 1,664 Sqft | 0 Acres Lot

615 GLENRIDGE WAY, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
This charming home is located near the highly desirable area of Winter Park! 4 bedroom 2 bath, single family, concrete home with a 2-car carport and large backyard! New flooring, new granite countertops, new backsplash, house is freshly painted....

WINTER PARK Homes |

MLS #O6206562

Single Family Residence

$400,000 | Active Home listing

3 Beds | 2 Baths | 1,627 Sqft | 0 Acres Lot

1849 VIBURNUM LANE, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos
Discover the allure of 2344 Flamingo Way in Winter Park, FL—a townhome that blends comfort with convenience. Inside you will
find a spacious 1,536 square foot layout featuring three bedrooms and two baths along with a living room, dining room,....

WINTER PARK Townhome |

MLS #O6205754

Townhouse

$344,000 | Active Home listing

3 Beds | 2 Baths | 1,536 Sqft | 0 Acres Lot

2344 FLAMINGO WAY, WINTER PARK, FL 32792 Seminole County

Townhouse Details & Photos
Welcome to the sophistication and contemporary masterpiece by Parkland Homes. This exceptional residence features five spacious bedrooms, six and a half bathrooms, and 4,500 square feet of meticulously designed living space. Nestled within the....

WINTER PARK Homes |

MLS #O6206511

Single Family Residence

$2,795,000 | Active Home listing

5 Beds | 7 Baths | 4,500 Sqft | 0 Acres Lot

2412 CHANTILLY AVENUE, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Welcome to this beautifully cared for family home, 4 bedrooms, 3 full baths, plus an office. Located in the highly desirable Kenilworth Shores neighborhood in the heart of Winter Park. The inviting entry with a cozy front porch and a brick paver....

WINTER PARK Homes |

MLS #O6206303

Single Family Residence

$850,000 | Active Home listing

4 Beds | 3 Baths | 2,478 Sqft | 0 Acres Lot

2013 KIMBRACE PLACE, WINTER PARK, FL 32792 Orange County

Real Estate Details & Photos
Welcome to the Golfside Community with its stunning canopy of trees which line the streets and spectacular golf course views! This home features breathtaking views of the 9th hole on the adjacent Winter Park Pines 18 hole Golf Club. This spacious....

WINTER PARK Homes |

MLS #O6200795

Single Family Residence

$639,900 | Active Home listing

3 Beds | 3 Baths | 2,145 Sqft | 0 Acres Lot

1037 FAIRWAY DRIVE, WINTER PARK, FL 32792 Orange County

Real Estate Details & Photos
Come see this amazing 2 story, 3 bedroom, 2.5 bath home located in quiet community of the Villas Casselberry. This home features a large living area on the first floor and all bedrooms on the second floor. Oversized master bedroom with double....

WINTER PARK Townhome |

MLS #O6202818

Single Family Residence

$380,000 | Active Home listing

3 Beds | 3 Baths | 1,616 Sqft | 0 Acres Lot

3208 PARKSIDE COURT, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos
Welcome to your slice of paradise in Winter Park! This gorgeous residence boasts 3 bedrooms with a flex room converted into a 4th bedroom, 2 bathrooms, and is nestled on a spacious lot, offering ample space and comfort for the whole family. As you....

WINTER PARK Homes |

MLS #O6204317

Single Family Residence

$415,000 | Active Home listing

4 Beds | 2 Baths | 1,558 Sqft | 0 Acres Lot

1908 HEATHWOOD DRIVE, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos
Welcome to this rare, single-story residence nestled in the heart of Winter Park! This remarkable 4-bedroom, 3-bathroom home sits on a spacious CORNER lot, boasting a highly sought-after 3-car garage. Upon entry through the foyer, you'll be....

WINTER PARK Homes |

MLS #O6195756

Single Family Residence

$1,350,000 | Active Home listing

4 Beds | 3 Baths | 2,688 Sqft | 0 Acres Lot

1503 PALMER AVENUE, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Welcome to this stunning contemporary home located in Comstock Park, in the heart of Winter Park. This modern residence offers 3 bedrooms, 3 bathrooms, and an oversized, detached 4 car garage.

Once you step inside, you'll be greeted by a sleek....

WINTER PARK Homes |

MLS #O6202020

Single Family Residence

$1,089,000 | Active Home listing

3 Beds | 3 Baths | 2,267 Sqft | 0 Acres Lot

1621 LASBURY AVENUE, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Welcome to the epitome of modern living! Step into this newly listed two bedroom two bath condominium in historic Winter Park and be greeted by freshly painted walls that exude a sense of freshness and style. The open floor plan invites you to....

WINTER PARK Homes |

MLS #S5104620

Condominium

$219,000 | Active Home listing

2 Beds | 2 Baths | 927 Sqft | 0 Acres Lot

204 LEWFIELD CIRCLE, WINTER PARK, FL 32792 Seminole County

Condo Unit Details & Photos
Step into a world of unmatched luxury and meticulous detail in this stunning custom-built home located in the heart of Winter Park. This home spans two levels of exquisite living spaces designed for comfort and entertainment, featuring four....

WINTER PARK Homes |

MLS #O6200787

Single Family Residence

$1,850,000 | Active Home listing

4 Beds | 5 Baths | 3,478 Sqft | 0 Acres Lot

1350 LYNDALE BOULEVARD, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Welcome Home! This beautiful 2 bedroom condo is move-in ready and can be sold furnished. It's the perfect living space along with an incredible fenced outdoor patio for your entertaining needs. Highly sought after community in Winter Park. Four....

WINTER PARK Homes |

MLS #O6203687

Condominium

$265,000 | Active Home listing

2 Beds | 2 Baths | 1,219 Sqft | 19 Acres Lot

200 SAINT ANDREWS BOULEVARD, WINTER PARK, FL 32792 Orange County

Condo Unit Details & Photos
Pre-Construction. To be built. Discover the epitome of luxury and wellness with this breathtaking new construction home designed by Urban Perch and nestled in the heart of Winter Park, one of Central Florida's most coveted neighborhoods. 1791....

WINTER PARK Homes |

MLS #O6202078

Single Family Residence

$2,650,000 | Active Home listing

5 Beds | 6 Baths | 3,731 Sqft | 0 Acres Lot

1791 TAYLOR AVENUE, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Discover the perfect gem in Winter Park with no HOA or CDD fees! This fully remodeled home is conveniently located minutes from downtown Winter Park, top-rated restaurants, shopping centers, Rollins College, and the SunRail. It features beautiful,....

WINTER PARK Homes |

MLS #S5104475

Single Family Residence

$398,990 | Active Home listing

3 Beds | 2 Baths | 1,160 Sqft | 0 Acres Lot

5118 LAKE HOWELL ROAD, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos
Discover the perfect gem in Winter Park with no HOA or CDD fees! This fully remodeled home is conveniently located minutes from downtown Winter Park, top-rated restaurants, shopping centers, Rollins College, and the SunRail. It features beautiful,....

Winter Park Homes |

MLS #11276672

Single Family Residence

$398,990 | Active Home listing

3 Beds | 2 Baths | 1,160 Sqft | 0 Acres Lot

5118 Lake Howell Road, Winter Park, FL 32792

Real Estate Details & Photos
Welcome to your beautiful Winter Park retreat with NO HOA!

This fully renovated residence offers 3 bedrooms, 2 bathrooms, a 2-car garage, and comes complete with a newly screened back patio and an expansive backyard.

Every aspect of this....

WINTER PARK Homes |

MLS #O6198477

Single Family Residence

$419,900 | Active Home listing

3 Beds | 2 Baths | 1,422 Sqft | 0 Acres Lot

5407 ARDMORE DRIVE, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos
SELLER IS WILLING TO DO AS MUCH AS 3% BUYER CONCESSIONS FOR FULL PRICE OFFER!!! Welcome to your dream home in the heart of Winter Park! This charming bungalow has been fully renovated and completed upgraded from top to bottom, blending modern....

WINTER PARK Homes |

MLS #G5081725

Single Family Residence

$389,000 | Active Home listing

3 Beds | 2 Baths | 987 Sqft | 0 Acres Lot

1921 DARTMOUTH AVENUE, WINTER PARK, FL 32789 Orange County

Real Estate Details & Photos
Nestled in the heart of a vibrant community, this charming residence offers the perfect blend of comfort, style, and convenience. Step inside and discover a haven of modern living, where every detail has been meticulously crafted to create an....

WINTER PARK Homes |

MLS #O6202180

Single Family Residence

$779,000 | Active Home listing

4 Beds | 3 Baths | 2,289 Sqft | 0 Acres Lot

754 GILBERT ROAD, WINTER PARK, FL 32792 Orange County

Real Estate Details & Photos
This is your perfect opportunity to live in the Established, Beautifully Manicured Gated community of Cypress Reserve in Winter Park!  When you drive up to the home, notice the Beautiful canopy of trees.  This home boasts a 3-way split floorplan....

WINTER PARK Homes |

MLS #O6201350

Single Family Residence

$715,000 | Active Home listing

4 Beds | 4 Baths | 2,902 Sqft | 0 Acres Lot

2835 BEAR ISLAND POINTE, WINTER PARK, FL 32792 Seminole County

Real Estate Details & Photos

Real Estate Property Winter Park

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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.

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