Winter Park Homes for Sale

If you would like more details on any of these Winter Park listings, just click the "Ask A Question" button when viewing the details of the property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.  If you'd like to take a tour, click "Schedule A Showing." 

You can also create and save a custom home search by clicking the starred "Save" button to register for a free account. A custom saved search will allow you to receive email alerts when new Winter Park listings hit the market..

Winter Park October 20, 2020
274
Listed
81
Avg. DOM
$301.66
Avg. $ / Sq.Ft.
$621,500
Med. List Price
274 Properties
Page 1 of 23
$890,000
Subdivision: Kenilworth Shores Sec 03
5
Beds
3
Baths
3,024
Sq.Ft.
2021
Year Built
1
Day on Site
O5900259
MLS
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 Pines. This beautiful home...
$375,000
Subdivision: Seville Park
2
Beds
1
Baths
1,184
Sq.Ft.
1925
Year Built
1
Day on Site
O5900314
MLS
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 size bath. High ceiling. Large...
$800,000
Subdivision: Cloisters Condo
3
Beds
2F11/2
Baths
1,706
Sq.Ft.
1971
Year Built
1
Day on Site
O5900283
MLS
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 easy walking distance of the...
Open 10/24
1531 Palm Ave Winter Park, FL 32789
$599,000
Subdivision: Lake Knowles Terrace 2Nd Add
3
Beds
2F11/2
Baths
2,146
Sq.Ft.
1958
Year Built
2
Days on Site
O5899883
MLS
Turnkey and totally remodeled home by NuDesign and Condev in very desirable tree streets of Winter Park. This home has been thoughtfully reconstructed including knocking down walls, all new wood...
$1,595,000
Subdivision: Winter Park Residential
3
Beds
3F11/2
Baths
3,174
Sq.Ft.
2009
Year Built
2
Days on Site
O5899896
MLS
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, 3.5 bath unit boasts an...
$395,000
Subdivision: Winter Woods Unit 04
4
Beds
2
Baths
1,810
Sq.Ft.
1972
Year Built
2
Days on Site
T3271604
MLS
METICULOUSLY MAINTAINED!!! This home is located on a large corner lot with plenty of space and great rear views of the large pool. As you enter the home you will notice how light and bright it is....
$795,000
Subdivision: Waterbridge
4
Beds
3
Baths
3,177
Sq.Ft.
1979
Year Built
4
Days on Site
O5898408
MLS
Live in one of Winter Park s most sought-after neighborhoods. Tree-lined and centrally located with ample park-like spaces, Waterbridge offers location and lifestyle. Built for entertaining, this...
$998,000
Subdivision: J Kronenberger Sub
4
Beds
2F11/2
Baths
2,555
Sq.Ft.
1973
Year Built
4
Days on Site
O5900071
MLS
Prime location! Walk to Park Avenue, Racquet Ball Club, Phelps Park, YMCA and Kraft Azalea Gardens, this lovely 2,555 heated square ft home has a private rear 2-car garage entry. It is located on a...
$253,000
Subdivision: Citrus Point
3
Beds
2
Baths
1,435
Sq.Ft.
1986
Year Built
5
Days on Site
O5899521
MLS
Welcome home! Nestled in the quiet Winter Park community of Citrus Point, this 30 home cul-de-sac subdivision is zoned for excellent Seminole County schools. You'll have quick access to nearby...
$739,000
Subdivision: Lake Monte Sub
4
Beds
3
Baths
2,366
Sq.Ft.
1922
Year Built
5
Days on Site
O5898539
MLS
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 magnificent w/professional...
4
Beds
3F11/2
Baths
3,326
Sq.Ft.
1964
Year Built
5
Days on Site
O5899490
MLS
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 Lakes. The oversized lot is...
Open 10/24
1600 Barcelona WAY Winter Park, FL 32789
$980,000
Subdivision: Sevilla
4
Beds
3F11/2
Baths
3,014
Sq.Ft.
1972
Year Built
5
Days on Site
O5898999
MLS
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 amazing architectural details...