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 December 4, 2020
255
Listed
94
Avg. DOM
$300.95
Avg. $ / Sq.Ft.
$569,000
Med. List Price
255 Properties
Page 1 of 22
$165,000
Subdivision: Parkview Vlg Condo
2
Beds
2
Baths
1,018
Sq.Ft.
1984
Year Built
2
Days on Site
O5909384
MLS
This stunning condo features 2 spacious bedrooms and full bathrooms with a lot of windows offering streams of natural light to enjoy with friends and family. Right next to Full Sail University, and...
Open 12/6
2165 Sussex Rd Winter Park, FL 32792
$395,000
Subdivision: Winter Woods Unit 05
3
Beds
2
Baths
1,669
Sq.Ft.
1973
Year Built
2
Days on Site
O5909377
MLS
Style and charm describe this completely updated single story family home. Perfectly sited in Winter Woods, the lovely front door leads to the thoroughly modern yet wonderfully comfortable dining and...
1
Beds
1
Baths
653
Sq.Ft.
1967
Year Built
2
Days on Site
O5909500
MLS
Short Sale. This 653 square foot condo home has 1 bedrooms and 1.0 bathrooms. This home is located at 1250 S Denning Dr APT 208, Winter Park, FL 32789.
$319,000
Subdivision: Bel Aire Pines
3
Beds
2
Baths
1,627
Sq.Ft.
1980
Year Built
2
Days on Site
O5896215
MLS
This stunning block home is on a large lot in a hot neighborhood. house has a open-concept kitchen with granite counter top, new cabinets and stainless appliances. Open living space and screened...
Open 12/5
1004 Lake Bell Dr Winter Park, FL 32789
$314,900
Subdivision: Albert Lee Ridge Add 02
3
Beds
2
Baths
1,387
Sq.Ft.
1956
Year Built
2
Days on Site
O5909337
MLS
Charming 3/2 block home in a prime location! Enjoy everything Winter Park has to offer: short drive to Winter Park Village with its abundant shopping and dining, popular Park Ave with boutiques and...
$379,900
Subdivision: Winter Park Estates
3
Beds
3
Baths
1,587
Sq.Ft.
1958
Year Built
2
Days on Site
O5908853
MLS
Winter Park Pool Home!!! Massively updated, this stunning property will be your retreat away from the world. The floor plan includes 3 bedrooms, 3 baths, and a spacious great room that holds all the...
Open 12/5
2309 Elsinore Ave Winter Park, FL 32792
$315,000
Subdivision: Tanglewood Sec 3 Rep
3
Beds
1
Baths
1,048
Sq.Ft.
1958
Year Built
2
Days on Site
O5909775
MLS
Come see this beautiful, mid-century Winter Park home fast! If you are looking for a fully renovated home to call your own then look no further! Everything is new. Light and bright, warm and...
$129,900
Subdivision: Waterfall Cove
3
Beds
2
Baths
1,149
Sq.Ft.
1966
Year Built
3
Days on Site
O5907898
MLS
Lovely 2nd floor end unit at Waterfall Cove, close to tons of restaurants, shopping, and all major highways. This unit has been freshly painted and has new carpet. The open living room is very...
Open 12/5
7646 Village Green Dr Winter Park, FL 32792
$235,000
Subdivision: Village Green
3
Beds
2
Baths
1,581
Sq.Ft.
1972
Year Built
3
Days on Site
O5908337
MLS
MULTIPLE OFFERS: Please submit offer by 5pm on Saturday 12/5. Looking for the perfect investment property or a first time home buyer? This gem is awaiting its new owners! NEW ROOF this year, the...
$374,900
Subdivision: Cloisters Condo
2
Beds
1
Baths
901
Sq.Ft.
1971
Year Built
3
Days on Site
O5908701
MLS
Welcome to the highly sought after Cloisters Condominium, a lakefront community situated on Lake Osceola in the heart of downtown Winter Park. Walk just two short blocks to Park Avenue s fabulous...
$119,800
Subdivision: Winter Park Woods Condo
2
Beds
2
Baths
1,085
Sq.Ft.
1974
Year Built
3
Days on Site
S5043451
MLS
Ready to MOVE Winter Park Woods! best price in the area Charming 2 bed 2 bath condo! Open living and dining area. Updated kitchen features stunning stainless appliances and a breakfast bar....
Open 12/5
1037 Aragon Ave Winter Park, FL 32789
$374,900
Subdivision: Seville Park
2
Beds
2F11/2
Baths
1,541
Sq.Ft.
1993
Year Built
3
Days on Site
O5909048
MLS
Move in ready & turn key living is available now in this desirable location to enjoy all Winter Park has to offer! Private landscaped paver walk way, welcomes guests to the covered porch of this...