Winter Park

Winter Park real estate

Welcome to the showcase for Winter Park real estate. Here you’ll find  the best Winter Park realtors®, and the largest selection of homes for  sale. Most important, our Winter Park realtors® can show you all the  homes for sale near the neighborhoods you want, beyond the  properties available through MLS listings.

Winter Park is a city in Orange County FL, established in 1882 and  incorporated in 1925. Located north of Orlando and south of Altamonte  Springs, our community was first founded as a resort for northerners.  Today Winter Park real estate is one of the most popular MLS listing  searches.

Our community is known for the historic downtown district including  lots of upscale shopping areas near art galleries, museums, parks, a  private liberal arts college. Of course it’s also close to golf communities  as well as many waterfront homes.


Here are some of the most popular nearby neighborhoods for MLS listings.

Aloma
Arbor Park
Bear Gully
Beeman Park
Bel-Aire Pines
Cedar Ridge
College Quarter
Colonies and Whispering Oaks

Cranes Landing
Cypress Reserve
Eastgate
Eden Point
Hannibal Square
Harbour Ridge
Howell
Lake Bell


Whether you’re looking to buy a waterfront home or a foreclosure,  when you work with an experienced Winter Park realtor® it's easy to find  the right property. We can also help you sell your home with  confidence. To learn more, just contact us now.

Winter Park Homes for sale

  1. Photo of 963 DUNRAVEN DRIVE, WINTER PARK, FL 32792 (MLS # O5747523)
    3 beds, 2 baths
    Home size: 1,800 sq ft
    Lot size: 11,325 sqft
    Year built: 1957
    Days on market: 1
  2. Photo of 1419 MILLER AVENUE, WINTER PARK, FL 32789 (MLS # O5747442)
    3 beds, 2 baths
    Home size: 1,716 sq ft
    Lot size: 10,454 sqft
    Year built: 1932
    Days on market: 2
  3. Photo of 311 E MORSE BOULEVARD #3-2, WINTER PARK, FL 32789 (MLS # O5747404)
    2 beds, 2 baths
    Home size: 1,682 sq ft
    Lot size: 2.77 ac
    Year built: 1960
    Days on market: 2
  4. Photo of 141 LEWFIELD CIRCLE #141, WINTER PARK, FL 32792 (MLS # O5747390)
    1 bed, 1 bath
    Home size: 678 sq ft
    Lot size: 871 sqft
    Year built: 1973
    Days on market: 3
  5. Photo of 1856 ALBERT LEE PKWY, WINTER PARK, FL 32789 (MLS # O5747375)
    3 beds, 2 baths
    Home size: 1,376 sq ft
    Lot size: 8,712 sqft
    Year built: 1958
    Days on market: 3
  6. Photo of WINTER PARK, FL 32792 (MLS # O5747269)
    4 beds, 2 baths
    Home size: 1,791 sq ft
    Lot size: 9,583 sqft
    Year built: 1966
    Days on market: 3
  7. Photo of 2811 EASTERN PARKWAY, WINTER PARK, FL 32789 (MLS # O5747304)
    3 beds, 2 baths
    Home size: 1,433 sq ft
    Lot size: 6,534 sqft
    Year built: 1957
    Days on market: 3
  8. Photo of 2805 EASTHAM ROAD, WINTER PARK, FL 32792 (MLS # T3142416)
    4 beds, 2 baths
    Home size: 1,406 sq ft
    Lot size: 7,840 sqft
    Year built: 1963
    Days on market: 4
  9. Photo of 2013 NOTTINGHAM DRIVE, WINTER PARK, FL 32792 (MLS # O5747105)
    3 beds, 2 baths
    Home size: 1,438 sq ft
    Lot size: 8,712 sqft
    Year built: 1969
    Days on market: 4
  10. Photo of 3162 PATEL DRIVE, WINTER PARK, FL 32792 (MLS # O5747119)
    3 beds, 2 baths
    Home size: 1,396 sq ft
    Lot size: 5,227 sqft
    Year built: 1993
    Days on market: 4
  11. Photo of 2008 VENETIAN WAY, WINTER PARK, FL 32789 (MLS # O5747101)
    4 beds, 3 baths
    Home size: 3,515 sq ft
    Lot size: 27,007 sqft
    Year built: 1959
    Days on market: 4
  12. Photo of 3012 LITTLE CYPRESS COVE, WINTER PARK, FL 32792 (MLS # O5746077)
    2 beds, 2 baths
    Home size: 1,408 sq ft
    Lot size: 6,534 sqft
    Year built: 1989
    Days on market: 4
  13. Photo of 2601 ANTILLES DRIVE, WINTER PARK, FL 32792 (MLS # S5008588)
    3 beds, 2 baths
    Home size: 1,448 sq ft
    Lot size: 3,920 sqft
    Year built: 1980
    Days on market: 4
  14. Photo of 8155 LAZY BEAR LANE, WINTER PARK, FL 32792 (MLS # O5746690)
    5 beds, 3 baths
    Home size: 2,535 sq ft
    Lot size: 5,662 sqft
    Year built: 2014
    Days on market: 4
  15. Photo of 2240 HOWARD DRIVE, WINTER PARK, FL 32789 (MLS # O5745550)
    3 beds, 1 bath
    Home size: 1,195 sq ft
    Lot size: 7,405 sqft
    Year built: 1953
    Days on market: 4
  16. Photo of 3018 ASH PARK POINT, WINTER PARK, FL 32792 (MLS # O5746833)
    3 beds, 2 baths
    Home size: 2,571 sq ft
    Lot size: 11,761 sqft
    Year built: 1986
    Days on market: 5
  17. Photo of 503 KILSHORE LANE, WINTER PARK, FL 32789 (MLS # O5746718)
    2 beds, 1 bath
    Home size: 1,125 sq ft
    Lot size: 12,196 sqft
    Year built: 1952
    Days on market: 5
  18. Photo of 1433 SARAZENS PLACE, WINTER PARK, FL 32792 (MLS # O5746793)
    5 beds, 6 baths
    Home size: 3,954 sq ft
    Lot size: 10,454 sqft
    Year built: 2018
    Days on market: 5
  19. Photo of 1899 SHADYHILL TERRACE, WINTER PARK, FL 32792 (MLS # O5746716)
    3 beds, 2 baths
    Home size: 1,788 sq ft
    Lot size: 11,761 sqft
    Year built: 1988
    Days on market: 5
  20. Photo of 2411 DOMINICA RUN, WINTER PARK, FL 32792 (MLS # O5746611)
    3 beds, 2 baths
    Home size: 1,467 sq ft
    Lot size: 5,227 sqft
    Year built: 1979
    Days on market: 6
  21. Photo of 3104 WATER EDGE POINT, WINTER PARK, FL 32792 (MLS # O5746389)
    4 beds, 2 baths
    Home size: 1,991 sq ft
    Lot size: 18,295 sqft
    Year built: 2000
    Days on market: 6
  22. Photo of 2533 LEEWARD WAY, WINTER PARK, FL 32792 (MLS # O5746807)
    3 beds, 2 baths
    Home size: 1,467 sq ft
    Lot size: 4,356 sqft
    Year built: 1977
    Days on market: 7
  23. Photo of 706 S RANGER BOULEVARD, WINTER PARK, FL 32792 (MLS # O5746261)
    4 beds, 2 baths
    Home size: 2,494 sq ft
    Lot size: 10,890 sqft
    Year built: 1967
    Days on market: 7
  24. Photo of 418 GILBERT ROAD, WINTER PARK, FL 32792 (MLS # O5746165)
    4 beds, 2 baths
    Home size: 1,880 sq ft
    Lot size: 9,147 sqft
    Year built: 1964
    Days on market: 7
  25. Photo of 1760 VIA CONTESSA, WINTER PARK, FL 32789 (MLS # O5745643)
    5 beds, 6 baths
    Home size: 3,163 sq ft
    Lot size: 11,761 sqft
    Year built: 1960
    Days on market: 7
  26. Photo of 2607 LAFAYETTE AVENUE, WINTER PARK, FL 32789 (MLS # O5746035)
    4 beds, 4 baths
    Home size: 2,700 sq ft
    Lot size: 7,840 sqft
    Year built: 2018
    Days on market: 9
  27. Photo of 2862 KINGS DEER ROAD, WINTER PARK, FL 32792 (MLS # O5746024)
    3 beds, 2 baths
    Home size: 1,667 sq ft
    Lot size: 10,018 sqft
    Year built: 1963
    Days on market: 9
  28. Photo of 1834 BLAINE TERRACE, WINTER PARK, FL 32792 (MLS # S5009686)
    3 beds, 3 baths
    Home size: 1,397 sq ft
    Lot size: 4,356 sqft
    Year built: 1994
    Days on market: 9
  29. Photo of 1146 KEYES AVENUE, WINTER PARK, FL 32789 (MLS # O5745580)
    5 beds, 6 baths
    Home size: 4,636 sq ft
    Lot size: 18,295 sqft
    Year built: 1999
    Days on market: 9
  30. Photo of 1000 BUNGALOW AVENUE, WINTER PARK, FL 32789 (MLS # O5745857)
    2 beds, 1 bath
    Home size: 884 sq ft
    Lot size: 5,227 sqft
    Year built: 1946
    Days on market: 10
  31. Photo of 1348 TIERRA CIRCLE, WINTER PARK, FL 32792 (MLS # O5745905)
    3 beds, 2 baths
    Home size: 1,715 sq ft
    Lot size: 10,454 sqft
    Year built: 1969
    Days on market: 10
  32. Photo of 3035 GEORGE MASON AVENUE #20D, WINTER PARK, FL 32792 (MLS # O5745578)
    1 bed, 1 bath
    Home size: 549 sq ft
    Lot size: 10.07 ac
    Year built: 1974
    Days on market: 10
  33. Photo of 2612 LAFAYETTE AVENUE, WINTER PARK, FL 32789 (MLS # O5745648)
    3 beds, 3 baths
    Home size: 2,447 sq ft
    Lot size: 7,840 sqft
    Year built: 1956
    Days on market: 11
  34. Photo of 370 KILLARNEY BAY COURT #7, WINTER PARK, FL 32789 (MLS # O5745574)
    2 beds, 2 baths
    Home size: 1,160 sq ft
    Lot size: 5,662 sqft
    Year built: 1986
    Days on market: 11
  35. Photo of 1924 HAMMERLIN AVENUE, WINTER PARK, FL 32789 (MLS # O5745308)
    3 beds, 2 baths
    Home size: 1,351 sq ft
    Lot size: 6,969 sqft
    Year built: 1946
    Days on market: 12
  36. Photo of 1961 LAUREL ROAD, WINTER PARK, FL 32789 (MLS # O5745269)
    3 beds, 2 baths
    Home size: 1,843 sq ft
    Lot size: 8,276 sqft
    Year built: 1949
    Days on market: 12
  37. Photo of 2639 EXUMA WAY, WINTER PARK, FL 32792 (MLS # O5744873)
    3 beds, 2 baths
    Home size: 1,803 sq ft
    Lot size: 4,356 sqft
    Year built: 1978
    Days on market: 13
  38. Photo of 1329 BUCCANEER COURT, WINTER PARK, FL 32792 (MLS # O5743794)
    4 beds, 2 baths
    Home size: 1,843 sq ft
    Lot size: 22,651 sqft
    Year built: 1982
    Days on market: 13
  39. Photo of 871 W LYMAN AVENUE, WINTER PARK, FL 32789 (MLS # O5744829)
    3 beds, 2 baths
    Home size: 940 sq ft
    Lot size: 2,613 sqft
    Year built: 1925
    Days on market: 14
  40. Photo of 7454 BETTY STREET, WINTER PARK, FL 32792 (MLS # O5744822)
    4 beds, 2 baths
    Home size: 1,822 sq ft
    Lot size: 12,632 sqft
    Year built: 1983
    Days on market: 14

See all Real estate in the city of Winter Park.
(all data current as of 11/18/2018)

Listing information deemed reliable but not guaranteed. Read full disclaimer.