Winter Park Homes for Sale

Included below are homes for sale in Winter Park. If you would like more information on any of these Winter Park real estate listings, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.

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Winter Park September 26, 2020
290
Listed
86
Avg. DOM
$306.35
Avg. $ / Sq.Ft.
$624,500
Med. List Price
290 Properties
Page 1 of 25
$469,000
Subdivision: Cloisters Condo
2
Beds
2
Baths
1,109
Sq.Ft.
1971
Year Built
1
Day on Site
O5895220
MLS
Just listed in The Cloisters! A stone s throw from world famous Park Ave. in Winter Park, this RARE END UNIT 2 bed/2 bath condo features an abundance of windows and natural light. Having undergone a...
Open 9/26
501 E Lake Sue Ave Winter Park, FL 32789
$1,095,000
Subdivision: Lake Virginia Pt Rep
4
Beds
4
Baths
2,478
Sq.Ft.
1960
Year Built
2
Days on Site
O5894997
MLS
Tucked behind the entry walls are just a handful of homes on this quiet cul-de-sac of Olde Winter Park. This charming single story home offers 4-bedrooms and 4-baths (most en suite) on over an acre...
$450,000
Subdivision: Village Winterset Inc
2
Beds
2
Baths
1,057
Sq.Ft.
1971
Year Built
2
Days on Site
O5894518
MLS
Come find your new home - a truly rare find in the highly-regarded Village of Winterset! Right in the heart of Winter Park and JUST ONE BLOCK AWAY FROM PARK AVE. These units rarely come onto the...
Open 9/26
2121 Winter Park Rd Winter Park, FL 32789
$459,000
Subdivision: Charmont
3
Beds
2
Baths
1,453
Sq.Ft.
1950
Year Built
2
Days on Site
O5894944
MLS
Premium location with plenty of character and charm. This 3 bedroom 2 bathroom home with 1453 sq ft is situated on a 9100+sf lot in the heart of the beautiful Charmont area of Winter Park. Natural...
$329,000
Subdivision: Las Casas De Indiana
3
Beds
2F11/2
Baths
1,616
Sq.Ft.
2008
Year Built
2
Days on Site
O5895158
MLS
Fabulous Mediterranean townhome with 3 BDR / 2.5 BATH and many upscale amenities. Enjoy your own private courtyard, 2-car garage, hardwood floors, granite countertops, stainless steel appliances.
$1,250,000
Subdivision: Dixie Terrace
4
Beds
3F11/2
Baths
3,317
Sq.Ft.
2020
Year Built
2
Days on Site
O5894524
MLS
Under Construction. BRAND NEW CONSTRUCTION IN WINTER PARK! Scheduled to be completed in October 2020 this stunning modern farmhouse was designed and built by Homes by Carmen Dominguez. Every detail...
$315,000
Subdivision: Fairbanks Shores First Add
4
Beds
2F11/2
Baths
1,970
Sq.Ft.
1953
Year Built
3
Days on Site
O5894658
MLS
Welcome to the Mid Century Modern Charm of Sunshine Gardens! A prime location, minutes from enjoying Winter Park Avenues Shoppes and Restaurants! Also minutes from the eclectic and Historic College...
$269,275
Subdivision: Wrenwood Unit 3 4Th Add
2
Beds
2
Baths
1,338
Sq.Ft.
1984
Year Built
3
Days on Site
O5894542
MLS
A perfect fit for a starter or forever home, this 2/2/2 will be the envy of Zoom meetings everywhere. Lots of great backgrounds in the expansive entry, living room, dining room and kitchen will keep...
$345,000
Subdivision: Winter Park Pines
3
Beds
2
Baths
1,624
Sq.Ft.
1962
Year Built
3
Days on Site
S5040327
MLS
DON'T MISS THIS OPPORTUNITY IN THE GREAT WINTER PARK PINES with a well-established community. This well maintained house features 3 bedrooms, 2 baths, Spacious living room and dining room area and...
Open 9/26
5116 N Woodcrest Dr Winter Park, FL 32792
$309,000
Subdivision: Woodcrest Unit 01
4
Beds
2
Baths
1,427
Sq.Ft.
1969
Year Built
3
Days on Site
O5894750
MLS
One or more photo(s) has been virtually staged. Come see this gem of a property located in the prime location. This house is spacious. Living room is ready for your furniture, fun and enjoymen. House...
$895,900
Subdivision: Canton Residences
4
Beds
3
Baths
2,698
Sq.Ft.
2020
Year Built
3
Days on Site
O5892247
MLS
Under Construction. UNDER CONSTRUCTION - NEW CONSTRUCTION POOL home in "A" rated Winter Park Schools. This residence is walking distance to Winter Park Village and all the experiences on the "Avenue....
$1,890,000
Subdivision: Forrest Hills
5
Beds
6F11/2
Baths
5,020
Sq.Ft.
2008
Year Built
3
Days on Site
O5894468
MLS
Gorgeous Mediterranean home located in one of the most sought-after neighborhoods in Winter Park. This 5-bedroom, 6-and-1/2-bath home has all the amenities you are looking for. The open floor plan...