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 1000 S SEMORAN BOULEVARD #816, WINTER PARK, FL 32792 (MLS # O5734406)
    2 beds, 2 baths
    Home size: 1,049 sq ft
    Lot size: 6.04 ac
    Year built: 1969
    Days on market: 1
  2. Photo of 3167 ASH PARK LOOP, WINTER PARK, FL 32792 (MLS # O5729756)
    4 beds, 3 baths
    Home size: 1,906 sq ft
    Lot size: 9,583 sqft
    Year built: 1988
    Days on market: 2
  3. Photo of 473 FLETCHER PLACE, WINTER PARK, FL 32789 (MLS # O5735255)
    5 beds, 6 baths
    Home size: 4,286 sq ft
    Lot size: 13,503 sqft
    Year built: 2017
    Days on market: 2
  4. Photo of 720 KILLARNEY BAY COURT #7-6, WINTER PARK, FL 32789 (MLS # O5735583)
    2 beds, 2 baths
    Home size: 1,140 sq ft
    Lot size: 4,791 sqft
    Year built: 1986
    Days on market: 2
  5. Photo of 7306 SWALLOW RUN #7306, WINTER PARK, FL 32792 (MLS # O5735436)
    2 beds, 2 baths
    Home size: 756 sq ft
    Lot size: 1.22 ac
    Year built: 1985
    Days on market: 2
  6. Photo of 2530 PASSAMONTE DRIVE #10E, WINTER PARK, FL 32792 (MLS # O5735359)
    3 beds, 3 baths
    Home size: 1,837 sq ft
    Lot size: 871 sqft
    Year built: 2009
    Days on market: 2
  7. Photo of 5340 GREENWICH AVENUE, WINTER PARK, FL 32792 (MLS # V4903205)
    3 beds, 2 baths
    Home size: 1,210 sq ft
    Lot size: 10,454 sqft
    Year built: 1973
    Days on market: 3
  8. Photo of 2358 SUN VALLEY CIRCLE #2358, WINTER PARK, FL 32792 (MLS # O5735337)
    2 beds, 3 baths
    Home size: 1,295 sq ft
    Lot size: 1,742 sqft
    Year built: 1984
    Days on market: 3
  9. Photo of 1206 BURNING TREE LANE, WINTER PARK, FL 32792 (MLS # O5735090)
    3 beds, 3 baths
    Home size: 2,127 sq ft
    Lot size: 8,712 sqft
    Year built: 1978
    Days on market: 3
  10. Photo of 674 OSCEOLA AVENUE, WINTER PARK, FL 32789 (MLS # O5734300)
    2 beds, 3 baths
    Home size: 1,300 sq ft
    Lot size: 28,749 sqft
    Year built: 1983
    Days on market: 3
  11. Photo of WINTER PARK, FL 32789 (MLS # O5735366)
    3 beds, 2 baths
    Home size: 3,708 sq ft
    Lot size: 14,810 sqft
    Year built: 1927
    Days on market: 3
  12. Photo of 865 W CANTON AVENUE, WINTER PARK, FL 32789 (MLS # O5734596)
    4 beds, 3 baths
    Home size: 2,803 sq ft
    Lot size: 7,840 sqft
    Year built: 2018
    Days on market: 4
  13. Photo of 1938 ELAND AVENUE, WINTER PARK, FL 32789 (MLS # S5007312)
    3 beds, 2 baths
    Home size: 1,806 sq ft
    Lot size: 9,583 sqft
    Year built: 1957
    Days on market: 4
  14. Photo of 173 LEWFIELD CIRCLE #173, WINTER PARK, FL 32792 (MLS # O5734659)
    1 bed, 1 bath
    Home size: 678 sq ft
    Lot size: 871 sqft
    Year built: 1973
    Days on market: 4
  15. Photo of 1834 LOCH BERRY ROAD, WINTER PARK, FL 32789 (MLS # O5732328)
    5 beds, 6 baths
    Home size: 4,297 sq ft
    Lot size: 11,325 sqft
    Year built: 2017
    Days on market: 4
  16. Photo of 5168 LAZY OAKS DRIVE, WINTER PARK, FL 32792 (MLS # O5730070)
    2 beds, 3 baths
    Home size: 1,236 sq ft
    Lot size: 1,742 sqft
    Year built: 1984
    Days on market: 4
  17. Photo of 3319 RAIDERS RUN, WINTER PARK, FL 32792 (MLS # O5734494)
    3 beds, 2 baths
    Home size: 1,200 sq ft
    Lot size: 11,761 sqft
    Year built: 1965
    Days on market: 4
  18. Photo of 790 DRIVER AVENUE, WINTER PARK, FL 32789 (MLS # O5734798)
    4 beds, 3 baths
    Home size: 2,559 sq ft
    Lot size: 10,454 sqft
    Year built: 2018
    Days on market: 5
  19. Photo of 2533 LEEWARD WAY, WINTER PARK, FL 32792 (MLS # O5734743)
    3 beds, 2 baths
    Home size: 1,467 sq ft
    Lot size: 4,356 sqft
    Year built: 1977
    Days on market: 5
  20. Photo of 106 S INTERLACHEN AVENUE #118, WINTER PARK, FL 32789 (MLS # O5734068)
    2 beds, 2 baths
    Home size: 1,706 sq ft
    Lot size: 3,920 sqft
    Year built: 1971
    Days on market: 6
  21. Photo of 115 PALMER AVENUE, WINTER PARK, FL 32789 (MLS # O5734401)
    4 beds, 5 baths
    Home size: 9,838 sq ft
    Lot size: 1.30 ac
    Year built: 1989
    Days on market: 6
  22. Photo of 1602 ALABAMA DRIVE #403, WINTER PARK, FL 32789 (MLS # O5733919)
    2 beds, 2 baths
    Home size: 1,016 sq ft
    Lot size: 3.29 ac
    Year built: 1921
    Days on market: 6
  23. Photo of 1602 ALABAMA DRIVE #405, WINTER PARK, FL 32789 (MLS # O5733899)
    3 beds, 3 baths
    Home size: 2,860 sq ft
    Lot size: 3.29 ac
    Year built: 1921
    Days on market: 6
  24. Photo of 3533 SEAGRAPE DRIVE, WINTER PARK, FL 32792 (MLS # O5734173)
    3 beds, 1 bath
    Home size: 1,462 sq ft
    Lot size: 9,147 sqft
    Year built: 1959
    Days on market: 9
  25. Photo of 637 N PARK AVENUE #5, WINTER PARK, FL 32789 (MLS # O5734148)
    3 beds, 5 baths
    Home size: 4,237 sq ft
    Lot size: 3,049 sqft
    Year built: 2018
    Days on market: 9
  26. Photo of 647 N PARK AVENUE #8, WINTER PARK, FL 32789 (MLS # O5734114)
    3 beds, 4 baths
    Home size: 3,253 sq ft
    Lot size: 5,227 sqft
    Year built: 2018
    Days on market: 9
  27. Photo of 700 MELROSE AVENUE #G, WINTER PARK, FL 32789 (MLS # O5734099)
    3 beds, 3 baths
    Home size: 1,379 sq ft
    Lot size: 4,356 sqft
    Year built: 1964
    Days on market: 9
  28. Photo of 1024 ARAGON AVENUE, WINTER PARK, FL 32789 (MLS # O5731885)
    3 beds, 3 baths
    Home size: 1,750 sq ft
    Lot size: 3,484 sqft
    Year built: 2016
    Days on market: 9
  29. Photo of 1590 HIGHLAND ROAD, WINTER PARK, FL 32789 (MLS # O5734056)
    4 beds, 4 baths
    Home size: 3,058 sq ft
    Lot size: 20,037 sqft
    Year built: 1948
    Days on market: 9
  30. Photo of 159 SCOTTSDALE SQUARE #159, WINTER PARK, FL 32792 (MLS # O5733902)
    1 bed, 1 bath
    Home size: 785 sq ft
    Lot size: 8,712 sqft
    Year built: 1974
    Days on market: 10
  31. Photo of 2464 LOTAFUN AVENUE, WINTER PARK, FL 32789 (MLS # O5731850)
    4 beds, 3 baths
    Home size: 1,804 sq ft
    Lot size: 10,018 sqft
    Year built: 1951
    Days on market: 10
  32. Photo of 792 W SWOOPE AVENUE, WINTER PARK, FL 32789 (MLS # O5733753)
    4 beds, 4 baths
    Home size: 2,389 sq ft
    Lot size: 3,920 sqft
    Year built: 2018
    Days on market: 10
  33. Photo of 1000 S SEMORAN BOULEVARD #113, WINTER PARK, FL 32792 (MLS # O5733657)
    2 beds, 2 baths
    Home size: 1,003 sq ft
    Lot size: 6.04 ac
    Year built: 1969
    Days on market: 11
  34. Photo of 790 W SWOOPE AVENUE, WINTER PARK, FL 32789 (MLS # O5733213)
    3 beds, 4 baths
    Home size: 2,001 sq ft
    Lot size: 3,049 sqft
    Year built: 2018
    Days on market: 12
  35. Photo of 1600 HIGHLAND ROAD, WINTER PARK, FL 32789 (MLS # O5732670)
    5 beds, 7 baths
    Home size: 6,345 sq ft
    Lot size: 20,037 sqft
    Year built: 2008
    Days on market: 12
  36. Photo of 5271 PINE LILY CIRCLE, WINTER PARK, FL 32792 (MLS # O5733246)
    3 beds, 3 baths
    Home size: 2,447 sq ft
    Lot size: 9,583 sqft
    Year built: 2014
    Days on market: 12
  37. Photo of 5548 GARDEN GROVE CIRCLE, WINTER PARK, FL 32792 (MLS # O5733177)
    3 beds, 2 baths
    Home size: 1,540 sq ft
    Lot size: 9,147 sqft
    Year built: 1986
    Days on market: 12
  38. Photo of 1504 CLEMATIS LANE, WINTER PARK, FL 32792 (MLS # O5733100)
    3 beds, 2 baths
    Home size: 1,245 sq ft
    Lot size: 10,018 sqft
    Year built: 1961
    Days on market: 13
  39. Photo of 2529 MODAC TRAIL, WINTER PARK, FL 32789 (MLS # O5732944)
    5 beds, 3 baths
    Home size: 3,043 sq ft
    Lot size: 6,534 sqft
    Year built: 1966
    Days on market: 13
  40. Photo of 2901 BANCHORY ROAD, WINTER PARK, FL 32792 (MLS # O5732993)
    4 beds, 3 baths
    Home size: 2,030 sq ft
    Lot size: 11,761 sqft
    Year built: 1969
    Days on market: 13

See all Real estate in the city of Winter Park.
(all data current as of 9/23/2018)

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