Winter Park Homes for Sale

Latest Winter Park Homes and Condos for Sale

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

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

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

3331 Netherwood Drive, Winter Park image

3331 Netherwood Drive, Winter Park $180,000

LOCATION, LOCATION, LOCATION GREAT STARTER HOME OR FOR INVESTORS. GREAT SCHOOLS, CLOSE TO DOWNTOWN, AIRPORT, HIGHWAYS SUCH AS 417 & 408, SHOPS, UNIVERSITY OF CENTRAL FLO...

3 Beds
2 Baths
Coronation Add SubDv.
32792 Zip Code

672 Osceola Avenue Unit 672, Winter Park image

672 Osceola Avenue Unit 672, Winter Park — Villa Del Seis $490,000

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

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

2446 Lotafun Avenue, Winter Park $120,000

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

Justamere Camp Rep SubDv.
32789 Zip Code

810 Greens Avenue, Winter Park $599,900

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

5 Beds
3.5 Baths
Dubsdread Heights SubDv.
32789 Zip Code

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

Under Construction. This latest masterpiece from Winter Park’s premier builder FG Schaub Custom Homes is moving along nicely with an expected completion of mid-May 2020. ...

5 Beds
5.5 Baths
Ethel Park SubDv.
32789 Zip Code

601 Gallery Drive Unit 1, Winter Park image

601 Gallery Drive Unit 1, Winter Park — 601 $189,000

Great Winter Park Condo looking for a new owner. An amazing location as an end 1st floor unit with tons of privacy. Overlooks lush mature landscaping on two sides. Ver...

2 Beds
2 Baths
Gallery At Winter Park Sec 01 SubDv.
32792 Zip Code

495 Jo Al Ca Avenue, Winter Park $1,189,000

This lovely, meticulously updated home radiates old world charm in the heart of Old Winter Park. Located on a double corner lot with access to Lake Osceola, this charming...

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

1292 Howell Branch Road, Winter Park image

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

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

4 Beds
4.5 Baths
Via Veneto SubDv.
32789 Zip Code

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

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

3 Beds
3.5 Baths
Park Hill SubDv.
32789 Zip Code

1350 Ridgewood Avenue, Winter Park image

1350 Ridgewood Avenue, Winter Park $375,000

Imagine the possibilities, this corner lot is located in the heart of Winter Park. 71' x 140' with an existing 1,241 sq. ft. 2/1 house. This is prime for development. Bui...

Dixie Terrace SubDv.
32789 Zip Code

1350 Ridgewood Avenue, Winter Park $375,000

Imagine the possibilities, this corner lot is located in the heart of Winter Park. 71' x 140' with an existing 1,241 sq. ft. 2/1 house. This is prime for development. ...

2 Beds
1 Baths
Dixie Terrace SubDv.
32789 Zip Code

532 Dunblane Drive, Winter Park $345,000

Looking for the perfect mid-century house on an over sized corner lot? Well you just found the most charming property waiting for you to call it home. This nice corner lo...

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

2013 Cornell Avenue, Winter Park $240,000

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

2 Beds
1 Baths
Stansbury Estates SubDv.
32789 Zip Code

2359 Forrest Road, Winter Park $3,450,000

Elegant custom lakefront home. Enjoy lakefront living in this spacious 6,344 SF home. Nestled in a premier location with breathtaking sunset views across Lake Sue combine...

4 Beds
4.5 Baths
Ripples SubDv.
32789 Zip Code

1725 Carollee Lane, Winter Park $639,000

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

3 Beds
2 Baths
Green Terrace SubDv.
32789 Zip Code

7317 Cedar Creek Court Unit 70, Winter Park image

7317 Cedar Creek Court Unit 70, Winter Park — 70 $144,900

Location, Location, Location. This 3 bedroom, 2 bath Condo is located in the sought after community of Hidden Oaks. The home has been recently renovated with fresh paint ...

3 Beds
2 Baths
Hidden Oaks Condo Ph 04 SubDv.
32792 Zip Code

128 Oak Grove Court, Winter Park $190,000

Don't miss out on this 3 bedroom 2 bathroom single family property! This would be a perfect property to add to an investors portfolio. The house is currently tenant occup...

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

453 Carolina Avenue, Winter Park $679,000

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

3 Beds
2 Baths
Winter Park SubDv.
32789 Zip Code

2351 Via Tuscany, Winter Park $1,289,000

Welcome to the heart of the Vias! This 3,900+ SF home sits on a corner lot over 1/3 acres, with a circular drive, great floorplan, downstairs Master & spectacular outdoor...

4 Beds
3.5 Baths
Maitland Shores SubDv.
32789 Zip Code

408 Raintree Court, Winter Park $974,900

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

4 Beds
3 Baths
Park North SubDv.
32789 Zip Code

208 Brewer Avenue, Winter Park $588,880

Warm and elegant home in the heart of Winter Park just blocks away from Park Avenue, Rollins College, and across the street from Trismen Park. This completely remodeled 4...

4 Beds
3.5 Baths
Cortland Park SubDv.
32789 Zip Code

1828 Howell Branch Road, Winter Park image

1828 Howell Branch Road, Winter Park $230,000

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

2 Beds
2 Baths
Temple Terrace SubDv.
32789 Zip Code

507 S Lakemont Avenue, Winter Park image

507 S Lakemont Avenue, Winter Park $529,999

Beautiful Winter Park home built in 1955. This is a 4/2 pool home with 2,121 sf with hardwood floors throughout, and porcelain tile in the kitchen, laundry room and bathr...

4 Beds
3 Baths
Kenilworth Shores Sec 01 SubDv.
32792 Zip Code

2184 Crandon Avenue, Winter Park $379,000

Do not miss your opportunity to call this lovely 3 bedroom, 2 bathroom property in Winter Park HOME!!! This bright and airy home has a great split bedroom open floorplan....