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Longwood is located in Seminole County and consists of nearly 100 neighborhoods and enclaves. Offering outdoor trails and indoor rock climbing, this city is equipped to satisfy the adventurer-at-heart. Use our custom search tool to view all homes for sale under $400k in Longwood or click here to return to the list of surrounding towns and cities in the Orlando area. Have questions? Contact us here.


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  1. Photo of 4302 Clubside Drive #4302, Longwood, FL 32779 (MLS # O6275312)
    $209,000
    Photo of 4302 Clubside Drive #4302, Longwood, FL 32779 (MLS # O6275312)
    Photo of 4302 Clubside Drive #4302, Longwood, FL 32779 (MLS # O6275312)
    4302 Clubside Drive #4302, Longwood, FL
    4302 Clubside Drive #4302
    Longwood, FL
    • 2 Beds
    • 3 Baths
    • 1,365 Home (sqft)
    • 3 Baths
    • 436 Lot (sqft)
  2. Photo of 413 Summit Ridge Place W #201, Longwood, FL 32779 (MLS # G5091973)
    $264,900
    Photo of 413 Summit Ridge Place W #201, Longwood, FL 32779 (MLS # G5091973)
    Photo of 413 Summit Ridge Place W #201, Longwood, FL 32779 (MLS # G5091973)
    413 Summit Ridge Place W #201, Longwood, FL
    413 Summit Ridge Place W #201
    Longwood, FL
    • 3 Beds
    • 2 Baths
    • 1,586 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
  3. Photo of 5106 Clubside Drive #5106, Longwood, FL 32779 (MLS # O6274275)
    $225,000
    Photo of 5106 Clubside Drive #5106, Longwood, FL 32779 (MLS # O6274275)
    Photo of 5106 Clubside Drive #5106, Longwood, FL 32779 (MLS # O6274275)
    5106 Clubside Drive #5106, Longwood, FL
    5106 Clubside Drive #5106
    Longwood, FL
    • 2 Beds
    • 3 Baths
    • 1,365 Home (sqft)
    • 3 Baths
    • 436 Lot (sqft)
  4. Photo of 3992 Radley Court, Longwood, FL 32779 (MLS # O6271022)
    $282,500
    Photo of 3992 Radley Court, Longwood, FL 32779 (MLS # O6271022)
    Photo of 3992 Radley Court, Longwood, FL 32779 (MLS # O6271022)
    37
     
    3992 Radley Court, Longwood, FL
    3992 Radley Court
    Longwood, FL
    • 2 Beds
    • 2 Baths
    • 1,427 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
  5. Photo of 113 Crown Oaks Way #113, Longwood, FL 32779 (MLS # O6273766)
    $159,900
    Photo of 113 Crown Oaks Way #113, Longwood, FL 32779 (MLS # O6273766)
    Photo of 113 Crown Oaks Way #113, Longwood, FL 32779 (MLS # O6273766)
    113 Crown Oaks Way #113, Longwood, FL
    113 Crown Oaks Way #113
    Longwood, FL
    • 1 Bed
    • 1 Bath
    • 877 Home (sqft)
    • 1 Bath
    • 436 Lot (sqft)
  6. Photo of 4208 Clubside Drive #4208, Longwood, FL 32779 (MLS # O6272997)
    $285,000
    Photo of 4208 Clubside Drive #4208, Longwood, FL 32779 (MLS # O6272997)
    Photo of 4208 Clubside Drive #4208, Longwood, FL 32779 (MLS # O6272997)
    4208 Clubside Drive #4208, Longwood, FL
    4208 Clubside Drive #4208
    Longwood, FL
    • 2 Beds
    • 3 Baths
    • 1,365 Home (sqft)
    • 3 Baths
    • 436 Lot (sqft)
  7. Photo of 105 Clyde Ave, Longwood, FL 32750 (MLS # O6273178)
    $395,000
    Photo of 105 Clyde Ave, Longwood, FL 32750 (MLS # O6273178)
    Photo of 105 Clyde Ave, Longwood, FL 32750 (MLS # O6273178)
    105 Clyde Ave, Longwood, FL
    105 Clyde Ave
    Longwood, FL
    • 4 Beds
    • 3 Baths
    • 1,775 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
  8. Photo of 563 Darby Way, Longwood, FL 32779 (MLS # O6269828)
    $298,000
    Photo of 563 Darby Way, Longwood, FL 32779 (MLS # O6269828)
    Photo of 563 Darby Way, Longwood, FL 32779 (MLS # O6269828)
    563 Darby Way, Longwood, FL
    563 Darby Way
    Longwood, FL
    • 3 Beds
    • 3 Baths
    • 1,652 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
  9. Photo of 100 Ledbury Drive, Longwood, FL 32779 (MLS # O6271388)
    $394,900
    Photo of 100 Ledbury Drive, Longwood, FL 32779 (MLS # O6271388)
    Photo of 100 Ledbury Drive, Longwood, FL 32779 (MLS # O6271388)
    100 Ledbury Drive, Longwood, FL
    100 Ledbury Drive
    Longwood, FL
    • 3 Beds
    • 2 Baths
    • 1,492 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  10. Photo of 930 Brennam Place, Longwood, FL 32750 (MLS # O6271643)
    $399,000
    Photo of 930 Brennam Place, Longwood, FL 32750 (MLS # O6271643)
    Photo of 930 Brennam Place, Longwood, FL 32750 (MLS # O6271643)
    23
     
    930 Brennam Place, Longwood, FL
    930 Brennam Place
    Longwood, FL
    • 3 Beds
    • 2 Baths
    • 1,462 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  11. Photo of 123 Golf Club Drive, Longwood, FL 32779 (MLS # O6271518)
    $349,000
    Photo of 123 Golf Club Drive, Longwood, FL 32779 (MLS # O6271518)
    Photo of 123 Golf Club Drive, Longwood, FL 32779 (MLS # O6271518)
    123 Golf Club Drive, Longwood, FL
    123 Golf Club Drive
    Longwood, FL
    • 2 Beds
    • 3 Baths
    • 1,539 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  12. Photo of 127 Springwood Circle #A, Longwood, FL 32750 (MLS # O6271210)
    $139,500
    Photo of 127 Springwood Circle #A, Longwood, FL 32750 (MLS # O6271210)
    Photo of 127 Springwood Circle #A, Longwood, FL 32750 (MLS # O6271210)
    127 Springwood Circle #A, Longwood, FL
    127 Springwood Circle #A
    Longwood, FL
    • 1 Bed
    • 1 Bath
    • 665 Home (sqft)
    • 1 Bath
    • 436 Lot (sqft)
  13. Photo of 8203 Olympia Court, Longwood, FL 32779 (MLS # O6270902)
    $229,500
    Photo of 8203 Olympia Court, Longwood, FL 32779 (MLS # O6270902)
    Photo of 8203 Olympia Court, Longwood, FL 32779 (MLS # O6270902)
    8203 Olympia Court, Longwood, FL
    8203 Olympia Court
    Longwood, FL
    • 2 Beds
    • 3 Baths
    • 1,365 Home (sqft)
    • 3 Baths
    • 1,307 Lot (sqft)
  14. Photo of 412 Summit Ridge Place #210, Longwood, FL 32779 (MLS # O6268728)
    $223,000
    Photo of 412 Summit Ridge Place #210, Longwood, FL 32779 (MLS # O6268728)
    Photo of 412 Summit Ridge Place #210, Longwood, FL 32779 (MLS # O6268728)
    412 Summit Ridge Place #210, Longwood, FL
    412 Summit Ridge Place #210
    Longwood, FL
    • 2 Beds
    • 1 Bath
    • 1,271 Home (sqft)
    • 1 Bath
    • 436 Lot (sqft)
  15. Photo of 474 Overstreet Avenue, Longwood, FL 32750 (MLS # O6268878)
    $335,000
    Photo of 474 Overstreet Avenue, Longwood, FL 32750 (MLS # O6268878)
    Photo of 474 Overstreet Avenue, Longwood, FL 32750 (MLS # O6268878)
    474 Overstreet Avenue, Longwood, FL
    474 Overstreet Avenue
    Longwood, FL
    • 2 Beds
    • 2 Baths
    • 1,140 Home (sqft)
    • 2 Baths
    • 17,424 Lot (sqft)
  16. Photo of 842 E Church Avenue, Longwood, FL 32750 (MLS # O6267540)
    $318,000
    Photo of 842 E Church Avenue, Longwood, FL 32750 (MLS # O6267540)
    Photo of 842 E Church Avenue, Longwood, FL 32750 (MLS # O6267540)
    842 E Church Avenue, Longwood, FL
    842 E Church Avenue
    Longwood, FL
    • 3 Beds
    • 2 Baths
    • 1,190 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
  17. Photo of 152 Springwood Circle #B, Longwood, FL 32750 (MLS # O6266523)
    $194,900
    Photo of 152 Springwood Circle #B, Longwood, FL 32750 (MLS # O6266523)
    Photo of 152 Springwood Circle #B, Longwood, FL 32750 (MLS # O6266523)
    152 Springwood Circle #B, Longwood, FL
    152 Springwood Circle #B
    Longwood, FL
    • 2 Beds
    • 1 Bath
    • 1,020 Home (sqft)
    • 1 Bath
    • 436 Lot (sqft)
  18. Photo of 420 Summit Ridge Place #214, Longwood, FL 32779 (MLS # G5090191)
    $249,900
    Photo of 420 Summit Ridge Place #214, Longwood, FL 32779 (MLS # G5090191)
    Photo of 420 Summit Ridge Place #214, Longwood, FL 32779 (MLS # G5090191)
    420 Summit Ridge Place #214, Longwood, FL
    420 Summit Ridge Place #214
    Longwood, FL
    • 2 Beds
    • 2 Baths
    • 1,274 Home (sqft)
    • 2 Baths
    • 436 Lot (sqft)
  19. Photo of 3110 Clubside Drive #3110, Longwood, FL 32779 (MLS # O6264211)
    $210,000
    Photo of 3110 Clubside Drive #3110, Longwood, FL 32779 (MLS # O6264211)
    Photo of 3110 Clubside Drive #3110, Longwood, FL 32779 (MLS # O6264211)
    3110 Clubside Drive #3110, Longwood, FL
    3110 Clubside Drive #3110
    Longwood, FL
    • 2 Beds
    • 4 Baths
    • 1,365 Home (sqft)
    • 4 Baths
    • 436 Lot (sqft)
  20. Photo of Longwood, FL 32779 (MLS # O6264152)
    $280,000
    Photo of Longwood, FL 32779 (MLS # O6264152)
    Photo of Longwood, FL 32779 (MLS # O6264152)
    11
     
    MLS # O6264152, Longwood, FL
    MLS # O6264152
    Longwood, FL
    • 2 Beds
    • 2 Baths
    • 1,220 Home (sqft)
    • 2 Baths
    • 436 Lot (sqft)
  21. Photo of 1067 Cheltanham Court, Longwood, FL 32750 (MLS # O6260055)
    $375,000
    Photo of 1067 Cheltanham Court, Longwood, FL 32750 (MLS # O6260055)
    Photo of 1067 Cheltanham Court, Longwood, FL 32750 (MLS # O6260055)
    1067 Cheltanham Court, Longwood, FL
    1067 Cheltanham Court
    Longwood, FL
    • 3 Beds
    • 3 Baths
    • 1,500 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
  22. Photo of 113 Springwood Circle #D, Longwood, FL 32750 (MLS # O6263789)
    $169,000
    Photo of 113 Springwood Circle #D, Longwood, FL 32750 (MLS # O6263789)
    Photo of 113 Springwood Circle #D, Longwood, FL 32750 (MLS # O6263789)
    113 Springwood Circle #D, Longwood, FL
    113 Springwood Circle #D
    Longwood, FL
    • 2 Beds
    • 1 Bath
    • 1,020 Home (sqft)
    • 1 Bath
    • 436 Lot (sqft)
  23. Photo of 107 Springwood Circle #A, Longwood, FL 32750 (MLS # O6262904)
    $179,000
    Photo of 107 Springwood Circle #A, Longwood, FL 32750 (MLS # O6262904)
    Photo of 107 Springwood Circle #A, Longwood, FL 32750 (MLS # O6262904)
    107 Springwood Circle #A, Longwood, FL
    107 Springwood Circle #A
    Longwood, FL
    • 2 Beds
    • 1 Bath
    • 1,020 Home (sqft)
    • 1 Bath
    • 436 Lot (sqft)
  24. Photo of 413 Summit Ridge Place #305, Longwood, FL 32779 (MLS # O6262515)
    $240,000
    Photo of 413 Summit Ridge Place #305, Longwood, FL 32779 (MLS # O6262515)
    Photo of 413 Summit Ridge Place #305, Longwood, FL 32779 (MLS # O6262515)
    413 Summit Ridge Place #305, Longwood, FL
    413 Summit Ridge Place #305
    Longwood, FL
    • 2 Beds
    • 2 Baths
    • 1,274 Home (sqft)
    • 2 Baths
    • 436 Lot (sqft)
  25. Photo of 429 Lake Ruth Drive, Longwood, FL 32750 (MLS # O6261255)
    $369,900
    Photo of 429 Lake Ruth Drive, Longwood, FL 32750 (MLS # O6261255)
    Photo of 429 Lake Ruth Drive, Longwood, FL 32750 (MLS # O6261255)
    429 Lake Ruth Drive, Longwood, FL
    429 Lake Ruth Drive
    Longwood, FL
    • 3 Beds
    • 2 Baths
    • 1,402 Home (sqft)
    • 2 Baths
    • 19,167 Lot (sqft)
  26. Photo of 136 Springwood Circle #E, Longwood, FL 32750 (MLS # S5116222)
    $139,999
    Photo of 136 Springwood Circle #E, Longwood, FL 32750 (MLS # S5116222)
    Photo of 136 Springwood Circle #E, Longwood, FL 32750 (MLS # S5116222)
    136 Springwood Circle #E, Longwood, FL
    136 Springwood Circle #E
    Longwood, FL
    • 1 Bed
    • 1 Bath
    • 666 Home (sqft)
    • 1 Bath
    • 436 Lot (sqft)
  27. Photo of 141 Columbus Circle, Longwood, FL 32750 (MLS # O6259284)
    $389,900
    Photo of 141 Columbus Circle, Longwood, FL 32750 (MLS # O6259284)
    Photo of 141 Columbus Circle, Longwood, FL 32750 (MLS # O6259284)
    35
     
    141 Columbus Circle, Longwood, FL
    141 Columbus Circle
    Longwood, FL
    • 3 Beds
    • 2 Baths
    • 1,889 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  28. Photo of 171 Springwood Circle #B, Longwood, FL 32750 (MLS # O6259677)
    $187,900
    Photo of 171 Springwood Circle #B, Longwood, FL 32750 (MLS # O6259677)
    Photo of 171 Springwood Circle #B, Longwood, FL 32750 (MLS # O6259677)
    171 Springwood Circle #B, Longwood, FL
    171 Springwood Circle #B
    Longwood, FL
    • 2 Beds
    • 2 Baths
    • 1,000 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
  29. Photo of 1335 Landry Circle, Longwood, FL 32750 (MLS # O6259306)
    $304,900
    Photo of 1335 Landry Circle, Longwood, FL 32750 (MLS # O6259306)
    Photo of 1335 Landry Circle, Longwood, FL 32750 (MLS # O6259306)
    1335 Landry Circle, Longwood, FL
    1335 Landry Circle
    Longwood, FL
    • 2 Beds
    • 2 Baths
    • 1,310 Home (sqft)
    • 2 Baths
    • 3,921 Lot (sqft)
  30. Photo of 134 Springwood Circle #E, Longwood, FL 32750 (MLS # O6257935)
    $133,000
    Photo of 134 Springwood Circle #E, Longwood, FL 32750 (MLS # O6257935)
    Photo of 134 Springwood Circle #E, Longwood, FL 32750 (MLS # O6257935)
    21
     
    134 Springwood Circle #E, Longwood, FL
    134 Springwood Circle #E
    Longwood, FL
    • 1 Bed
    • 1 Bath
    • 666 Home (sqft)
    • 1 Bath
    • 436 Lot (sqft)
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