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Winter Park is home to a plethora of world-class museums, high-end boutiques, some of the area's finest restaurants, and is centrally located being only minutes from downtown Orlando. Use our custom search tool to view all homes for sale above $600k in Winter Park or click here to return to the list of surrounding towns and cities in the Orlando area. Have questions? Contact us here or schedule your FREE consultation here.


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  1. Photo of 1970 Laurel Road, Winter Park, FL 32789 (MLS # O6265919)
    $1,999,999
    Photo of 1970 Laurel Road, Winter Park, FL 32789 (MLS # O6265919)
    Photo of 1970 Laurel Road, Winter Park, FL 32789 (MLS # O6265919)
    1970 Laurel Road, Winter Park, FL
    1970 Laurel Road
    Winter Park, FL
    • 4 Beds
    • 4 Baths
    • 3,440 Home (sqft)
    • 4 Baths
    • 9,148 Lot (sqft)
  2. Photo of 1263 Verdant Glade Place, Winter Park, FL 32792 (MLS # TB8331485)
    $895,000
    Photo of 1263 Verdant Glade Place, Winter Park, FL 32792 (MLS # TB8331485)
    Photo of 1263 Verdant Glade Place, Winter Park, FL 32792 (MLS # TB8331485)
    1263 Verdant Glade Place, Winter Park, FL
    1263 Verdant Glade Place
    Winter Park, FL
    • 4 Beds
    • 4 Baths
    • 2,589 Home (sqft)
    • 4 Baths
    • 5,228 Lot (sqft)
  3. Photo of 585 Via Lugano, Winter Park, FL 32789 (MLS # O6265815)
    $2,999,999
    Photo of 585 Via Lugano, Winter Park, FL 32789 (MLS # O6265815)
    Photo of 585 Via Lugano, Winter Park, FL 32789 (MLS # O6265815)
    585 Via Lugano, Winter Park, FL
    585 Via Lugano
    Winter Park, FL
    • 5 Beds
    • 4 Baths
    • 4,390 Home (sqft)
    • 4 Baths
    • 27,443 Lot (sqft)
  4. Photo of 2310 Cady Way, Winter Park, FL 32792 (MLS # O6265551)
    $629,000
    Photo of 2310 Cady Way, Winter Park, FL 32792 (MLS # O6265551)
    Photo of 2310 Cady Way, Winter Park, FL 32792 (MLS # O6265551)
    2310 Cady Way, Winter Park, FL
    2310 Cady Way
    Winter Park, FL
    • 3 Beds
    • 2 Baths
    • 1,856 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  5. Photo of 315 E New England Avenue #9, Winter Park, FL 32789 (MLS # O6264767)
    $1,599,000
    Photo of 315 E New England Avenue #9, Winter Park, FL 32789 (MLS # O6264767)
    Photo of 315 E New England Avenue #9, Winter Park, FL 32789 (MLS # O6264767)
    315 E New England Avenue #9, Winter Park, FL
    315 E New England Avenue #9
    Winter Park, FL
    • 2 Beds
    • 2 Baths
    • 1,637 Home (sqft)
    • 2 Baths
    • 27,443 Lot (sqft)
  6. Photo of 2260 Mulbry Drive, Winter Park, FL 32789 (MLS # O6264761)
    $2,000,000
    Photo of 2260 Mulbry Drive, Winter Park, FL 32789 (MLS # O6264761)
    Photo of 2260 Mulbry Drive, Winter Park, FL 32789 (MLS # O6264761)
    2260 Mulbry Drive, Winter Park, FL
    2260 Mulbry Drive
    Winter Park, FL
    • 5 Beds
    • 4 Baths
    • 3,246 Home (sqft)
    • 4 Baths
    • 9,584 Lot (sqft)
  7. Photo of 411 Sylvan Drive, Winter Park, FL 32789 (MLS # O6263469)
    $925,000
    Photo of 411 Sylvan Drive, Winter Park, FL 32789 (MLS # O6263469)
    Photo of 411 Sylvan Drive, Winter Park, FL 32789 (MLS # O6263469)
    411 Sylvan Drive, Winter Park, FL
    411 Sylvan Drive
    Winter Park, FL
    • 3 Beds
    • 2 Baths
    • 2,270 Home (sqft)
    • 2 Baths
    • 16,553 Lot (sqft)
  8. Photo of 425 Alberta Drive, Winter Park, FL 32789 (MLS # O6263168)
    $3,000,000
    Photo of 425 Alberta Drive, Winter Park, FL 32789 (MLS # O6263168)
    Photo of 425 Alberta Drive, Winter Park, FL 32789 (MLS # O6263168)
    425 Alberta Drive, Winter Park, FL
    425 Alberta Drive
    Winter Park, FL
    • 3 Beds
    • 2 Baths
    • 2,310 Home (sqft)
    • 2 Baths
    • 14,375 Lot (sqft)
  9. Photo of 2161 Sharon Road, Winter Park, FL 32789 (MLS # O6263091)
    $4,985,000
    Photo of 2161 Sharon Road, Winter Park, FL 32789 (MLS # O6263091)
    Photo of 2161 Sharon Road, Winter Park, FL 32789 (MLS # O6263091)
    90
     
    2161 Sharon Road, Winter Park, FL
    2161 Sharon Road
    Winter Park, FL
    • 5 Beds
    • 7 Baths
    • 6,338 Home (sqft)
    • 7 Baths
    • 25,265 Lot (sqft)
  10. Photo of 708 Balmoral Road, Winter Park, FL 32789 (MLS # O6262593)
    $1,150,000
    Photo of 708 Balmoral Road, Winter Park, FL 32789 (MLS # O6262593)
    Photo of 708 Balmoral Road, Winter Park, FL 32789 (MLS # O6262593)
    708 Balmoral Road, Winter Park, FL
    708 Balmoral Road
    Winter Park, FL
    • 4 Beds
    • 3 Baths
    • 2,786 Home (sqft)
    • 3 Baths
    • 15,246 Lot (sqft)
  11. Photo of 193 Overlook Road, Winter Park, FL 32789 (MLS # O6262227)
    $1,200,000
    Photo of 193 Overlook Road, Winter Park, FL 32789 (MLS # O6262227)
    Photo of 193 Overlook Road, Winter Park, FL 32789 (MLS # O6262227)
    193 Overlook Road, Winter Park, FL
    193 Overlook Road
    Winter Park, FL
    • 3 Beds
    • 2 Baths
    • 2,201 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  12. Photo of 1760 Mondrian Circle, Winter Park, FL 32789 (MLS # O6261261)
    $975,000
    Photo of 1760 Mondrian Circle, Winter Park, FL 32789 (MLS # O6261261)
    Photo of 1760 Mondrian Circle, Winter Park, FL 32789 (MLS # O6261261)
    1760 Mondrian Circle, Winter Park, FL
    1760 Mondrian Circle
    Winter Park, FL
    • 3 Beds
    • 4 Baths
    • 2,245 Home (sqft)
    • 4 Baths
    • 1,743 Lot (sqft)
  13. Photo of 26 Stymie Place, Winter Park, FL 32789 (MLS # O6262839)
    $1,379,900
    Photo of 26 Stymie Place, Winter Park, FL 32789 (MLS # O6262839)
    Photo of 26 Stymie Place, Winter Park, FL 32789 (MLS # O6262839)
    26 Stymie Place, Winter Park, FL
    26 Stymie Place
    Winter Park, FL
    • 4 Beds
    • 5 Baths
    • 3,252 Home (sqft)
    • 5 Baths
    • 7,406 Lot (sqft)
  14. Photo of 1520 Palmer Avenue, Winter Park, FL 32789 (MLS # O6261227)
    $799,000
    Photo of 1520 Palmer Avenue, Winter Park, FL 32789 (MLS # O6261227)
    Photo of 1520 Palmer Avenue, Winter Park, FL 32789 (MLS # O6261227)
    28
     
    1520 Palmer Avenue, Winter Park, FL
    1520 Palmer Avenue
    Winter Park, FL
    • 2 Beds
    • 2 Baths
    • 1,542 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  15. Photo of 2652 Lake Howell Lane, Winter Park, FL 32792 (MLS # O6259891)
    $2,999,999
    Photo of 2652 Lake Howell Lane, Winter Park, FL 32792 (MLS # O6259891)
    Photo of 2652 Lake Howell Lane, Winter Park, FL 32792 (MLS # O6259891)
    38
     
    2652 Lake Howell Lane, Winter Park, FL
    2652 Lake Howell Lane
    Winter Park, FL
    • 5 Beds
    • 4 Baths
    • 3,898 Home (sqft)
    • 4 Baths
    • 1.65 Lot (ac)
  16. Photo of 786 Antonette Avenue, Winter Park, FL 32789 (MLS # O6260675)
    $799,000
    Photo of 786 Antonette Avenue, Winter Park, FL 32789 (MLS # O6260675)
    Photo of 786 Antonette Avenue, Winter Park, FL 32789 (MLS # O6260675)
    786 Antonette Avenue, Winter Park, FL
    786 Antonette Avenue
    Winter Park, FL
    • 2 Beds
    • 1 Bath
    • 1,146 Home (sqft)
    • 1 Bath
    • 7,406 Lot (sqft)
  17. Photo of 535 N Interlachen Avenue #305, Winter Park, FL 32789 (MLS # O6257076)
    $735,000
    Photo of 535 N Interlachen Avenue #305, Winter Park, FL 32789 (MLS # O6257076)
    Photo of 535 N Interlachen Avenue #305, Winter Park, FL 32789 (MLS # O6257076)
    535 N Interlachen Avenue #305, Winter Park, FL
    535 N Interlachen Avenue #305
    Winter Park, FL
    • 2 Beds
    • 2 Baths
    • 1,156 Home (sqft)
    • 2 Baths
    • 26,572 Lot (sqft)
  18. Photo of 350 Carolina Avenue #304, Winter Park, FL 32789 (MLS # O6260045)
    $675,000
    Photo of 350 Carolina Avenue #304, Winter Park, FL 32789 (MLS # O6260045)
    Photo of 350 Carolina Avenue #304, Winter Park, FL 32789 (MLS # O6260045)
    27
     
    350 Carolina Avenue #304, Winter Park, FL
    350 Carolina Avenue #304
    Winter Park, FL
    • 2 Beds
    • 2 Baths
    • 1,523 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  19. Photo of 1333 Orchid Avenue, Winter Park, FL 32789 (MLS # O6259878)
    $675,000
    Photo of 1333 Orchid Avenue, Winter Park, FL 32789 (MLS # O6259878)
    Photo of 1333 Orchid Avenue, Winter Park, FL 32789 (MLS # O6259878)
    1333 Orchid Avenue, Winter Park, FL
    1333 Orchid Avenue
    Winter Park, FL
    • 4 Beds
    • 3 Baths
    • 1,631 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)
  20. Photo of 648 Worthington Drive, Winter Park, FL 32789 (MLS # O6259545)
    $769,900
    Photo of 648 Worthington Drive, Winter Park, FL 32789 (MLS # O6259545)
    Photo of 648 Worthington Drive, Winter Park, FL 32789 (MLS # O6259545)
    648 Worthington Drive, Winter Park, FL
    648 Worthington Drive
    Winter Park, FL
    • 3 Beds
    • 2 Baths
    • 2,139 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  21. Photo of 777 Halifax Avenue, Winter Park, FL 32792 (MLS # O6258805)
    $1,450,000
    Photo of 777 Halifax Avenue, Winter Park, FL 32792 (MLS # O6258805)
    Photo of 777 Halifax Avenue, Winter Park, FL 32792 (MLS # O6258805)
    777 Halifax Avenue, Winter Park, FL
    777 Halifax Avenue
    Winter Park, FL
    • 5 Beds
    • 5 Baths
    • 3,161 Home (sqft)
    • 5 Baths
    • 10,019 Lot (sqft)
  22. Photo of 344 Starling Road, Winter Park, FL 32789 (MLS # O6259309)
    $649,000
    Photo of 344 Starling Road, Winter Park, FL 32789 (MLS # O6259309)
    Photo of 344 Starling Road, Winter Park, FL 32789 (MLS # O6259309)
    344 Starling Road, Winter Park, FL
    344 Starling Road
    Winter Park, FL
    • 3 Beds
    • 3 Baths
    • 1,345 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
  23. Photo of 800 Greens Avenue, Winter Park, FL 32789 (MLS # O6257931)
    $745,000
    Photo of 800 Greens Avenue, Winter Park, FL 32789 (MLS # O6257931)
    Photo of 800 Greens Avenue, Winter Park, FL 32789 (MLS # O6257931)
    39
     
    800 Greens Avenue, Winter Park, FL
    800 Greens Avenue
    Winter Park, FL
    • 3 Beds
    • 3 Baths
    • 2,218 Home (sqft)
    • 3 Baths
    • 12,633 Lot (sqft)
  24. Photo of 1885 Temple Drive, Winter Park, FL 32789 (MLS # O6258468)
    $1,190,000
    Photo of 1885 Temple Drive, Winter Park, FL 32789 (MLS # O6258468)
    Photo of 1885 Temple Drive, Winter Park, FL 32789 (MLS # O6258468)
    1885 Temple Drive, Winter Park, FL
    1885 Temple Drive
    Winter Park, FL
    • 4 Beds
    • 4 Baths
    • 3,691 Home (sqft)
    • 4 Baths
    • 10,455 Lot (sqft)
  25. Photo of 7440 Aloma Ave, Winter Park, FL 32792 (MLS # O6258176)
    $1,299,000
    Photo of 7440 Aloma Ave, Winter Park, FL 32792 (MLS # O6258176)
    Photo of 7440 Aloma Ave, Winter Park, FL 32792 (MLS # O6258176)
    7440 Aloma Ave, Winter Park, FL
    7440 Aloma Ave
    Winter Park, FL
    • 5 Beds
    • 5 Baths
    • 4,435 Home (sqft)
    • 5 Baths
    • 9,148 Lot (sqft)
  26. Photo of 1781 Goodrich Avenue, Winter Park, FL 32789 (MLS # O6257832)
    $1,950,000
    Photo of 1781 Goodrich Avenue, Winter Park, FL 32789 (MLS # O6257832)
    Photo of 1781 Goodrich Avenue, Winter Park, FL 32789 (MLS # O6257832)
    1781 Goodrich Avenue, Winter Park, FL
    1781 Goodrich Avenue
    Winter Park, FL
    • 4 Beds
    • 4 Baths
    • 2,701 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
  27. Photo of 1341 College Point, Winter Park, FL 32789 (MLS # O6257650)
    $4,100,000
    Photo of 1341 College Point, Winter Park, FL 32789 (MLS # O6257650)
    Photo of 1341 College Point, Winter Park, FL 32789 (MLS # O6257650)
    1341 College Point, Winter Park, FL
    1341 College Point
    Winter Park, FL
    • 4 Beds
    • 4 Baths
    • 4,279 Home (sqft)
    • 4 Baths
    • 16,989 Lot (sqft)
  28. Photo of 1429 Chapman Circle, Winter Park, FL 32789 (MLS # O6257912)
    $1,699,000
    Photo of 1429 Chapman Circle, Winter Park, FL 32789 (MLS # O6257912)
    Photo of 1429 Chapman Circle, Winter Park, FL 32789 (MLS # O6257912)
    1429 Chapman Circle, Winter Park, FL
    1429 Chapman Circle
    Winter Park, FL
    • 4 Beds
    • 4 Baths
    • 3,116 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  29. Photo of 326 S Ranger Boulevard, Winter Park, FL 32792 (MLS # OM688636)
    $644,900
    Photo of 326 S Ranger Boulevard, Winter Park, FL 32792 (MLS # OM688636)
    Photo of 326 S Ranger Boulevard, Winter Park, FL 32792 (MLS # OM688636)
    326 S Ranger Boulevard, Winter Park, FL
    326 S Ranger Boulevard
    Winter Park, FL
    • 4 Beds
    • 2 Baths
    • 2,086 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
  30. Photo of 1316 Fountain Hills Court, Winter Park, FL 32792 (MLS # O6257903)
    $835,000
    Photo of 1316 Fountain Hills Court, Winter Park, FL 32792 (MLS # O6257903)
    Photo of 1316 Fountain Hills Court, Winter Park, FL 32792 (MLS # O6257903)
    1316 Fountain Hills Court, Winter Park, FL
    1316 Fountain Hills Court
    Winter Park, FL
    • 4 Beds
    • 4 Baths
    • 2,823 Home (sqft)
    • 4 Baths
    • 8,277 Lot (sqft)
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The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 12/22/24 2:20 PM PST.

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