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 2601 WINTER PARK ROAD, WINTER PARK, FL 32789 (MLS # O5710156)
    2 beds, 2 baths
    Home size: 1,108 sq ft
    Lot size: 7,405 sqft
    Year built: 1957
    Days on market: 1
  2. Photo of 3084 CORAL VINE LANE, WINTER PARK, FL 32792 (MLS # O5710172)
    4 beds, 3 baths
    Home size: 2,846 sq ft
    Lot size: 29,620 sqft
    Year built: 1995
    Days on market: 1
  3. Photo of 652 W MORSE BOULEVARD #2-2, WINTER PARK, FL 32789 (MLS # O5710070)
    3 beds, 4 baths
    Home size: 3,081 sq ft
    Lot size: 1,742 sqft
    Year built: 2018
    Days on market: 1
  4. Photo of 652 W MORSE BOULEVARD #1-2, WINTER PARK, FL 32789 (MLS # O5710017)
    3 beds, 4 baths
    Home size: 3,238 sq ft
    Lot size: 2,178 sqft
    Year built: 2018
    Days on market: 1
  5. Photo of 2500 LEE ROAD #207, WINTER PARK, FL 32789 (MLS # O5710077)
    2 beds, 2 baths
    Home size: 956 sq ft
    Lot size: 2,178 sqft
    Year built: 1969
    Days on market: 1
  6. Photo of 1150 WISCONSIN AVENUE, WINTER PARK, FL 32789 (MLS # O5710043)
    3 beds, 1 bath
    Home size: 950 sq ft
    Lot size: 10,018 sqft
    Year built: 1952
    Days on market: 1
  7. Photo of 2827 BANCHORY ROAD, WINTER PARK, FL 32792 (MLS # O5709207)
    4 beds, 3 baths
    Home size: 2,050 sq ft
    Lot size: 7,840 sqft
    Year built: 1965
    Days on market: 1
  8. Photo of 2029 SUSSEX ROAD, WINTER PARK, FL 32792 (MLS # O5709976)
    3 beds, 2 baths
    Home size: 1,743 sq ft
    Lot size: 10,018 sqft
    Year built: 1972
    Days on market: 1
  9. Photo of 2262 SMILEY AVENUE, WINTER PARK, FL 32792 (MLS # O5709203)
    3 beds, 2 baths
    Home size: 1,753 sq ft
    Lot size: 10,018 sqft
    Year built: 1959
    Days on market: 1
  10. Photo of 1529 HOLTS GROVE CIRCLE, WINTER PARK, FL 32789 (MLS # O5709713)
    4 beds, 6 baths
    Home size: 4,356 sq ft
    Lot size: 16,117 sqft
    Year built: 2005
    Days on market: 2
  11. Photo of 2000 SHADYHILL TERRACE, WINTER PARK, FL 32792 (MLS # O5703454)
    4 beds, 3 baths
    Home size: 2,015 sq ft
    Lot size: 9,583 sqft
    Year built: 1987
    Days on market: 2
  12. Photo of 1768 MEADOWGOLD LANE, WINTER PARK, FL 32792 (MLS # O5709599)
    3 beds, 2 baths
    Home size: 1,192 sq ft
    Lot size: 5,662 sqft
    Year built: 1987
    Days on market: 2
  13. Photo of 702 DRIVER AVENUE, WINTER PARK, FL 32789 (MLS # O5709282)
    5 beds, 5 baths
    Home size: 4,167 sq ft
    Lot size: 13,939 sqft
    Year built: 1935
    Days on market: 2
  14. Photo of 2555 PASSAMONTE DRIVE, WINTER PARK, FL 32792 (MLS # O5709836)
    3 beds, 3 baths
    Home size: 1,892 sq ft
    Lot size: 871 sqft
    Year built: 2009
    Days on market: 2
  15. Photo of 4393 STEED TERRACE, WINTER PARK, FL 32792 (MLS # A4404191)
    3 beds, 2 baths
    Home size: 1,876 sq ft
    Lot size: 15,681 sqft
    Year built: 1989
    Days on market: 2
  16. Photo of 3443 ARNEL DRIVE, WINTER PARK, FL 32792 (MLS # T3108890)
    3 beds, 2 baths
    Home size: 1,503 sq ft
    Lot size: 8,712 sqft
    Year built: 1967
    Days on market: 2
  17. Photo of 291 LEWFIELD CIRCLE #291, WINTER PARK, FL 32792 (MLS # S5002135)
    1 bed, 1 bath
    Home size: 678 sq ft
    Lot size: 871 sqft
    Year built: 1973
    Days on market: 3
  18. Photo of 423 OLOLU DRIVE, WINTER PARK, FL 32789 (MLS # G5001796)
    3 beds, 3 baths
    Home size: 1,920 sq ft
    Lot size: 9,147 sqft
    Year built: 1981
    Days on market: 3
  19. Photo of 3172 GREENWOOD STREET, WINTER PARK, FL 32792 (MLS # O5709365)
    2 beds, 2 baths
    Home size: 1,241 sq ft
    Lot size: 4,356 sqft
    Year built: 1985
    Days on market: 3
  20. Photo of 771 DOUGLAS AVENUE, WINTER PARK, FL 32789 (MLS # O5709457)
    3 beds, 1 bath
    Home size: 1,092 sq ft
    Lot size: 3,484 sqft
    Year built: 1995
    Days on market: 3
  21. Photo of 705 BAFFIE AVENUE, WINTER PARK, FL 32789 (MLS # O5709604)
    3 beds, 2 baths
    Home size: 1,730 sq ft
    Lot size: 6,969 sqft
    Year built: 1938
    Days on market: 3
  22. Photo of 1481 ASTER COURT, WINTER PARK, FL 32792 (MLS # O5709526)
    3 beds, 2 baths
    Home size: 1,647 sq ft
    Lot size: 14,374 sqft
    Year built: 1984
    Days on market: 3
  23. Photo of 1560 MIZELL AVENUE, WINTER PARK, FL 32789 (MLS # O5709466)
    4 beds, 4 baths
    Home size: 3,354 sq ft
    Lot size: 13,503 sqft
    Year built: 1957
    Days on market: 3
  24. Photo of 5144 GOLDENROD PLACE ROAD, WINTER PARK, FL 32792 (MLS # O5708941)
    3 beds, 2 baths
    Home size: 1,467 sq ft
    Lot size: 10,890 sqft
    Year built: 1972
    Days on market: 3
  25. Photo of 958 DUPONT AVENUE, WINTER PARK, FL 32789 (MLS # O5709315)
    3 beds, 2 baths
    Home size: 1,625 sq ft
    Lot size: 7,405 sqft
    Year built: 1956
    Days on market: 3
  26. Photo of 7590 CRANES CREEK COURT, WINTER PARK, FL 32792 (MLS # O5708979)
    3 beds, 3 baths
    Home size: 1,490 sq ft
    Lot size: 1,742 sqft
    Year built: 2007
    Days on market: 3
  27. Photo of 151 N ORLANDO AVENUE #221, WINTER PARK, FL 32789 (MLS # O5709241)
    2 beds, 1 bath
    Home size: 710 sq ft
    Lot size: 12,196 sqft
    Year built: 1960
    Days on market: 4
  28. Photo of 150 E ROCKWOOD WAY, WINTER PARK, FL 32789 (MLS # O5709239)
    5 beds, 5 baths
    Home size: 4,269 sq ft
    Lot size: 11,761 sqft
    Year built: 2008
    Days on market: 4
  29. Photo of 1122 VIA DEL MAR, WINTER PARK, FL 32789 (MLS # O5709077)
    3 beds, 3 baths
    Home size: 2,200 sq ft
    Lot size: 15,245 sqft
    Year built: 1958
    Days on market: 4
  30. Photo of 1520 SUGARWOOD CIRCLE, WINTER PARK, FL 32792 (MLS # O5709259)
    5 beds, 3 baths
    Home size: 2,917 sq ft
    Lot size: 15,681 sqft
    Year built: 1984
    Days on market: 5
  31. Photo of 1711 GLADIOLAS DRIVE, WINTER PARK, FL 32792 (MLS # V4900823)
    3 beds, 3 baths
    Home size: 1,656 sq ft
    Lot size: 10,890 sqft
    Year built: 1980
    Days on market: 5
  32. Photo of 2607 TEMPLE TRAIL, WINTER PARK, FL 32789 (MLS # O5708950)
    4 beds, 3 baths
    Home size: 2,977 sq ft
    Lot size: 5,662 sqft
    Year built: 2009
    Days on market: 5
  33. Photo of 1701 MAGNOLIA AVENUE, WINTER PARK, FL 32789 (MLS # O5708923)
    3 beds, 2 baths
    Home size: 1,404 sq ft
    Lot size: 10,454 sqft
    Year built: 1957
    Days on market: 7
  34. Photo of 1685 MAGNOLIA AVENUE, WINTER PARK, FL 32789 (MLS # O5708920)
    5 beds, 4 baths
    Home size: 3,331 sq ft
    Lot size: 17,859 sqft
    Year built: 1957
    Days on market: 7
  35. Photo of 331 E READING WAY, WINTER PARK, FL 32789 (MLS # O5709678)
    4 beds, 5 baths
    Home size: 3,361 sq ft
    Lot size: 9,583 sqft
    Year built: 2007
    Days on market: 8
  36. Photo of 860 MAYFIELD AVENUE, WINTER PARK, FL 32789 (MLS # O5708346)
    4 beds, 3 baths
    Home size: 3,576 sq ft
    Lot size: 12,632 sqft
    Year built: 2000
    Days on market: 8
  37. Photo of 1430 ALOMA AVENUE, WINTER PARK, FL 32789 (MLS # O5708747)
    3 beds, 3 baths
    Home size: 2,855 sq ft
    Lot size: 1.06 ac
    Year built: 1953
    Days on market: 8
  38. Photo of 442 MALLARD CIRCLE, WINTER PARK, FL 32789 (MLS # O5708754)
    6 beds, 4 baths
    Home size: 3,525 sq ft
    Lot size: 15,245 sqft
    Year built: 1975
    Days on market: 8
  39. Photo of 1831 JEWELL AVENUE, WINTER PARK, FL 32789 (MLS # O5708735)
    3 beds, 2 baths
    Home size: 1,224 sq ft
    Lot size: 6,534 sqft
    Year built: 1925
    Days on market: 8
  40. Photo of 1391 HARMON AVENUE, WINTER PARK, FL 32789 (MLS # O5706536)
    4 beds, 3 baths
    Home size: 2,512 sq ft
    Lot size: 6,969 sqft
    Year built: 2014
    Days on market: 8

See all Real estate in the city of Winter Park.
(all data current as of 5/26/2018)

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