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 446 MELROSE AVENUE, WINTER PARK, FL 32789 (MLS # O5721433)
    3 beds, 2 baths
    Home size: 2,640 sq ft
    Lot size: 7,405 sqft
    Year built: 1987
    Days on market: 1
  2. Photo of 617 DUNRAVEN DRIVE, WINTER PARK, FL 32792 (MLS # O5721676)
    4 beds, 3 baths
    Home size: 2,134 sq ft
    Lot size: 9,147 sqft
    Year built: 1964
    Days on market: 1
  3. Photo of 500 OLOLU DRIVE, WINTER PARK, FL 32789 (MLS # O5721563)
    2 beds, 3 baths
    Home size: 2,033 sq ft
    Lot size: 6,969 sqft
    Year built: 2000
    Days on market: 1
  4. Photo of 7706 COUNTRY PLACE #A-8, WINTER PARK, FL 32792 (MLS # O5721546)
    3 beds, 2 baths
    Home size: 1,230 sq ft
    Lot size: 1,306 sqft
    Year built: 1984
    Days on market: 1
  5. Photo of 2945 BOWER ROAD, WINTER PARK, FL 32792 (MLS # O5721284)
    5 beds, 3 baths
    Home size: 2,641 sq ft
    Lot size: 10,454 sqft
    Year built: 1972
    Days on market: 2
  6. Photo of 200 SAINT ANDREWS BOULEVARD #1308, WINTER PARK, FL 32792 (MLS # O5721376)
    3 beds, 2 baths
    Home size: 1,322 sq ft
    Lot size: 19.03 ac
    Year built: 1970
    Days on market: 2
  7. Photo of 250 KILLARNEY BAY COURT #6-5, WINTER PARK, FL 32789 (MLS # O5721311)
    2 beds, 2 baths
    Home size: 1,140 sq ft
    Lot size: 4,791 sqft
    Year built: 1986
    Days on market: 2
  8. Photo of 2025 KIMBRACE PLACE, WINTER PARK, FL 32792 (MLS # O5721026)
    3 beds, 2 baths
    Home size: 1,750 sq ft
    Lot size: 9,583 sqft
    Year built: 1957
    Days on market: 2
  9. Photo of 333 W KINGS WAY, WINTER PARK, FL 32789 (MLS # T3119528)
    4 beds, 3 baths
    Home size: 3,252 sq ft
    Lot size: 11,325 sqft
    Year built: 1994
    Days on market: 2
  10. Photo of 1616 MEADOWGOLD COURT, WINTER PARK, FL 32792 (MLS # O5721331)
    3 beds, 2 baths
    Home size: 1,192 sq ft
    Lot size: 6,098 sqft
    Year built: 1987
    Days on market: 2
  11. Photo of 3901 WOODGLADE COVE, WINTER PARK, FL 32792 (MLS # O5721287)
    4 beds, 3 baths
    Home size: 2,423 sq ft
    Lot size: 16,117 sqft
    Year built: 1984
    Days on market: 2
  12. Photo of WINTER PARK, FL 32792 (MLS # O5721269)
    3 beds, 2 baths
    Home size: 1,284 sq ft
    Lot size: 9,147 sqft
    Year built: 1981
    Days on market: 3
  13. Photo of 2084 LEANNE COURT, WINTER PARK, FL 32792 (MLS # O5721008)
    4 beds, 3 baths
    Home size: 1,890 sq ft
    Lot size: 12,196 sqft
    Year built: 1969
    Days on market: 3
  14. Photo of 641 PALMER AVENUE, WINTER PARK, FL 32789 (MLS # O5719467)
    5 beds, 5 baths
    Home size: 5,041 sq ft
    Lot size: 15,245 sqft
    Year built: 2009
    Days on market: 3
  15. Photo of 2740 LION HEART ROAD, WINTER PARK, FL 32792 (MLS # O5721179)
    4 beds, 2 baths
    Home size: 2,031 sq ft
    Lot size: 8,276 sqft
    Year built: 1963
    Days on market: 3
  16. Photo of 368 SYLVAN DRIVE, WINTER PARK, FL 32789 (MLS # O5721139)
    3 beds, 2 baths
    Home size: 1,612 sq ft
    Lot size: 8,276 sqft
    Year built: 1925
    Days on market: 3
  17. Photo of 2654 TIERRA CIRCLE, WINTER PARK, FL 32792 (MLS # O5720966)
    4 beds, 2 baths
    Home size: 1,874 sq ft
    Lot size: 8,276 sqft
    Year built: 1969
    Days on market: 3
  18. Photo of 3625 PERIWINKLE DRIVE, WINTER PARK, FL 32792 (MLS # O5721072)
    4 beds, 2 baths
    Home size: 1,570 sq ft
    Lot size: 8,276 sqft
    Year built: 1964
    Days on market: 3
  19. Photo of 645 PANSY AVENUE, WINTER PARK, FL 32789 (MLS # O5720934)
    4 beds, 5 baths
    Home size: 3,661 sq ft
    Lot size: 7,405 sqft
    Year built: 2010
    Days on market: 4
  20. Photo of 1241 RICHMOND ROAD, WINTER PARK, FL 32789 (MLS # A4408462)
    4 beds, 4 baths
    Home size: 2,546 sq ft
    Lot size: 7,405 sqft
    Year built: 1947
    Days on market: 5
  21. Photo of 3215 PARKSIDE COURT, WINTER PARK, FL 32792 (MLS # O5720913)
    3 beds, 2 baths
    Home size: 1,114 sq ft
    Lot size: 3,484 sqft
    Year built: 1989
    Days on market: 5
  22. Photo of 2112 FOSGATE DRIVE, WINTER PARK, FL 32789 (MLS # O5719800)
    4 beds, 3 baths
    Home size: 2,348 sq ft
    Lot size: 12,632 sqft
    Year built: 1957
    Days on market: 5
  23. Photo of 7809 GEORGEANN STREET, WINTER PARK, FL 32792 (MLS # O5719950)
    3 beds, 2 baths
    Home size: 2,138 sq ft
    Lot size: 41,817 sqft
    Year built: 1978
    Days on market: 5
  24. Photo of 318 FITZHUGH ROAD, WINTER PARK, FL 32792 (MLS # O5720635)
    4 beds, 3 baths
    Home size: 1,875 sq ft
    Lot size: 11,325 sqft
    Year built: 1966
    Days on market: 6
  25. Photo of 259 ORANGE TERRACE DRIVE, WINTER PARK, FL 32789 (MLS # O5720051)
    3 beds, 2 baths
    Home size: 1,248 sq ft
    Lot size: 7,840 sqft
    Year built: 1953
    Days on market: 7
  26. Photo of 1227 GERMAINE DRIVE, WINTER PARK, FL 32789 (MLS # O5720392)
    4 beds, 3 baths
    Home size: 3,226 sq ft
    Lot size: 13,939 sqft
    Year built: 1983
    Days on market: 7
  27. Photo of 2719 NORRIS AVENUE, WINTER PARK, FL 32789 (MLS # T3118481)
    4 beds, 5 baths
    Home size: 3,275 sq ft
    Lot size: 9,147 sqft
    Year built: 2018
    Days on market: 7
  28. Photo of 1851 MAYWOOD ROAD, WINTER PARK, FL 32792 (MLS # O5720174)
    3 beds, 2 baths
    Home size: 1,436 sq ft
    Lot size: 13,503 sqft
    Year built: 1957
    Days on market: 7
  29. Photo of 7478 SWALLOW RUN #33, WINTER PARK, FL 32792 (MLS # O5720489)
    2 beds, 3 baths
    Home size: 1,611 sq ft
    Lot size: 6.71 ac
    Year built: 1974
    Days on market: 8
  30. Photo of 710 W WEBSTER AVENUE, WINTER PARK, FL 32789 (MLS # O5720182)
    3 beds, 2 baths
    Home size: 1,092 sq ft
    Lot size: 6,534 sqft
    Year built: 1950
    Days on market: 8
  31. Photo of 3500 WILDE AVENUE, WINTER PARK, FL 32792 (MLS # O5720075)
    4 beds, 4 baths
    Home size: 3,595 sq ft
    Lot size: 1.04 ac
    Year built: 2018
    Days on market: 8
  32. Photo of 315 E NEW ENGLAND AVENUE E #15, WINTER PARK, FL 32789 (MLS # O5719629)
    3 beds, 4 baths
    Home size: 2,806 sq ft
    Lot size: 27,442 sqft
    Year built: 2007
    Days on market: 8
  33. Photo of 1485 HYDE PARK DRIVE, WINTER PARK, FL 32792 (MLS # G5003567)
    4 beds, 2 baths
    Home size: 2,165 sq ft
    Lot size: 3,920 sqft
    Year built: 1986
    Days on market: 8
  34. Photo of 2115 SYCAMORE DRIVE, WINTER PARK, FL 32789 (MLS # O5720046)
    4 beds, 2 baths
    Home size: 2,099 sq ft
    Lot size: 14,810 sqft
    Year built: 1953
    Days on market: 8
  35. Photo of 5319 PINE LILY CIRCLE, WINTER PARK, FL 32792 (MLS # O5719593)
    4 beds, 2 baths
    Home size: 2,265 sq ft
    Lot size: 9,147 sqft
    Year built: 2015
    Days on market: 8
  36. Photo of 100 S VIRGINIA AVENUE #202, WINTER PARK, FL 32789 (MLS # O5719963)
    3 beds, 3 baths
    Home size: 2,983 sq ft
    Lot size: 21,780 sqft
    Year built: 2008
    Days on market: 9
  37. Photo of 830 JUANITA RAEL, WINTER PARK, FL 32789 (MLS # O5718274)
    4 beds, 4 baths
    Home size: 3,282 sq ft
    Lot size: 14,810 sqft
    Year built: 1966
    Days on market: 9
  38. Photo of 941 DUPONT AVENUE, WINTER PARK, FL 32789 (MLS # O5719842)
    2 beds, 2 baths
    Home size: 1,343 sq ft
    Lot size: 7,405 sqft
    Year built: 1956
    Days on market: 9
  39. Photo of 315 E NEW ENGLAND AVENUE E #8, WINTER PARK, FL 32789 (MLS # O5719621)
    2 beds, 2 baths
    Home size: 1,602 sq ft
    Lot size: 27,442 sqft
    Year built: 2007
    Days on market: 10
  40. Photo of 400 E LAKE SUE AVENUE, WINTER PARK, FL 32789 (MLS # O5719553)
    5 beds, 5 baths
    Home size: 4,231 sq ft
    Lot size: 9,583 sqft
    Year built: 1992
    Days on market: 10

See all Real estate in the city of Winter Park.
(all data current as of 7/18/2018)

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