Winter Park Homes for Sale

Latest Winter Park Homes and Condos for Sale

1511 Indiana Ave, Winter Park — 1511 $519,900

One or more photo(s) has been virtually staged. Don't miss out on the opportunity to own this newly built corner unit townhome, located in the heart of Winter Park. You'r...

3 Beds
2.5 Baths
Lawndale SubDv.
32789 Zip Code

350 Carolina Avenue Unit 306, Winter Park image

350 Carolina Avenue Unit 306, Winter Park — 350 $429,000

Beautiful 2 Bedroom 2 Bath corner unit in sought after Park West Condominiums. Newly updated and move-in condition in the heart of Winter Park. This one of a kind communi...

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

102 S Interlachen Avenue Unit 307F, Winter Park image

102 S Interlachen Avenue Unit 307F, Winter Park — 102 $350,000

One or more photo(s) has been virtually staged. Beautiful Lake Front Cloisters Condominium Community, located in the Heart of Winter Park. Launch your creativity and mak...

2 Beds
1 Baths
Cloisters SubDv.
32789 Zip Code

531 Ellendale Drive, Winter Park $234,900

Single family home exists on property. Buyer to check with county/city regarding tear down and new build codes and compliance.

Winter Park Estates SubDv.
32792 Zip Code

531 Ellendale Drive, Winter Park $234,900

A TRUE DIAMOND IN THE ROUGH! Great bones; just needs some TLC and sweat equity. Good entry level home in Winter Park. Terrific terrazzo floors, big yard and potential ...

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

1731 Palm Avenue, Winter Park $495,000

Exciting $ Million $ Investment Zip Code! Tear Downs & Renovations Galore! Location! Location! Location! Charming 4 Bedroom/2 Bath/3-Way Split Plan! 4th Bedroom Per...

4 Beds
2 Baths
Winter Park Heights SubDv.
32789 Zip Code

150 Killarney Bay Court Unit 5, Winter Park image

150 Killarney Bay Court Unit 5, Winter Park — 5 $284,900

Get Ready to Fall in Love!! MOVE-IN READY!! This gorgeous tastefully renovated chic condo has LOCATION PLUS, right in the heart of Winter Park. Killarney Bay is a private...

2 Beds
2 Baths
Killarney Bay Condo SubDv.
32789 Zip Code

1442 Palm Avenue, Winter Park $1,099,990 ▲

Welcome Home! Rare opportunity to own a Winter Park Pool Home with Guest Cottage & NO HOA! Visit https://tinyurl.com/1442palm for a custom video tour. Tastefully renovate...

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

807 Maryland Avenue, Winter Park $425,000

Beautifully elevated lot on scenic corner in charming Winter Park neighborhood. The overall age and functional design of the existing home imparts negligible value. The...

Trotters Rep SubDv.
32789 Zip Code

1616 Hibiscus Avenue, Winter Park $1,450,000

Fantastic home on a lovely brick street. Kitchen is a chef’s delight with 48inch Wolf range, sub-zero refrigerator, walk-in pantry and a large island with prep sink and ...

4 Beds
4.5 Baths
Flora Park First Add SubDv.
32789 Zip Code

200 Saint Andrews Boulevard Unit 1706, Winter Park image

200 Saint Andrews Boulevard Unit 1706, Winter Park — 200 $169,000

Location! Location! Location! Convenient to downtown Winter Park, Cady Way Trail, hospitals, restaurants and more. This beautiful 2 story 2 Bedroom 1.5 Bath condo has an ...

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

106 S Interlachen Avenue Unit 618B, Winter Park image

106 S Interlachen Avenue Unit 618B, Winter Park — B $800,000

RARE opportunity to own LAKEFRONT penthouse in the incomparable Cloisters. Only one of two units on the top floor. Perfectly situated overlooking Lake Osceola. Within eas...

3 Beds
2.5 Baths
Cloisters Condo SubDv.
32789 Zip Code

947 Aragon Avenue, Winter Park $375,000

In a very desirable Winter Park area a cute renovated 1925 cottage with fenced back yard. Two bedrooms with original hardwood floor one bathroom with tiles and a full siz...

2 Beds
1 Baths
Seville Park SubDv.
32789 Zip Code

501 Dunraven Drive, Winter Park $890,000

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

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

101 S New York Avenue Unit 303, Winter Park image

101 S New York Avenue Unit 303, Winter Park — Douglas Grand $1,595,000

Incredible two-story condo unit available at Winter Park’s premier address, The Douglas Grand. Located on the 3rd floor of this access-controlled building, this 3-bedroom...

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

1531 Palm Avenue, Winter Park $599,000

Turnkey and totally remodeled home by NuDesign and Condev in very desirable “tree streets” of Winter Park. This home has been thoughtfully reconstructed including knockin...

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

999 Mayfield Avenue, Winter Park $998,000

Prime location! Walk to Park Avenue, Winter park Racquet Club, Phelps Park, YMCA and Kraft Azalea Gardens, this lovely 2,555 heated square ft home has a private rear 2-ca...

4 Beds
2.5 Baths
J Kronenberger Sub SubDv.
32789 Zip Code

205 Scottsdale Square Unit 205, Winter Park image

205 Scottsdale Square Unit 205, Winter Park — Winter Park Woods/281 $105,786 ▼

Stunning and completely renovated 1 bedroom, 1 bath, 756 sqft. modern condo in Winter Park. The amazing kitchen features new cabinetry, granite counter tops, mosaic white...

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

1600 Barcelona Way, Winter Park $980,000

Elegant, custom brick home located in Sevilla, one of Winter Park's most desirable neighborhoods. This tranquil one-story, 4-bedroom home features warm finishes and amaz...

4 Beds
3.5 Baths
Sevilla SubDv.
32789 Zip Code

6900 Aloma Avenue Unit 6900, Winter Park image

6900 Aloma Avenue Unit 6900, Winter Park $335,000

Winter Park Office/Retail located at 6900 Aloma Ave in Winter Park, Florida. Includes total space of 2,128 SF. A spacious corner unit in the Aloma Business Center. Previ...

Aloma Bus Center SubDv.
32792 Zip Code

2023 Venetian Way, Winter Park $1,700,000

Fantastic waterfront opportunity in Winter Park’s The Vias. This 1.08 acre lot features 140’ of frontage on Lake Maitland’s quiet lagoon and easy access to the Chain of L...

Na SubDv.
32789 Zip Code

2023 Venetian Way, Winter Park $1,700,000

Fantastic waterfront opportunity in Winter Park’s The Vias. This 1.08 acre lot features 140’ of frontage on Lake Maitland’s quiet lagoon and easy access to the Chain of L...

4 Beds
3.5 Baths
Na SubDv.
32789 Zip Code

1756 Hollywood Avenue, Winter Park image

1756 Hollywood Avenue, Winter Park $739,000 ▼

An extraordinary opportunity to own a luxurious & professionally designed craftsman home in the heart of the highly desired area of Winter Park! The curb appeal is magnif...

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

2886 Roxbury Road, Winter Park $285,000

Remodeled Winter Park ranch just North of College Park in the Fairbanks Shores neighborhood. Equal distance to downtown Winter Park and College Park! Just off Fairbanks ...

3 Beds
1 Baths
Fairbanks Shores 2nd Add SubDv.
32789 Zip Code

1050 Aloma Avenue, Winter Park $539,900

Stunning 3 bedroom 2 bath pool home minutes to the prestigious Park Avenue. This home sits on a large lot with a huge driveway and two car garage. Step inside to an amazi...