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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 205 Briar Cliff Drive, Longwood, FL 32779 (MLS # O6256701)
    $375,000
    Photo of 205 Briar Cliff Drive, Longwood, FL 32779 (MLS # O6256701)
    Photo of 205 Briar Cliff Drive, Longwood, FL 32779 (MLS # O6256701)
    21
     
    205 Briar Cliff Drive, Longwood, FL
    205 Briar Cliff Drive
    Longwood, FL
    • 3 Beds
    • 2 Baths
    • 1,127 Home (sqft)
    • 2 Baths
    • 12,633 Lot (sqft)
  2. Photo of 809 Millrace Point, Longwood, FL 32750 (MLS # O6243343)
    $325,000
    Photo of 809 Millrace Point, Longwood, FL 32750 (MLS # O6243343)
    Photo of 809 Millrace Point, Longwood, FL 32750 (MLS # O6243343)
    809 Millrace Point, Longwood, FL
    809 Millrace Point
    Longwood, FL
    • 3 Beds
    • 2 Baths
    • 1,160 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  3. Photo of 673 E Church Avenue, Longwood, FL 32750 (MLS # S5114205)
    $343,000
    Photo of 673 E Church Avenue, Longwood, FL 32750 (MLS # S5114205)
    Photo of 673 E Church Avenue, Longwood, FL 32750 (MLS # S5114205)
    673 E Church Avenue, Longwood, FL
    673 E Church Avenue
    Longwood, FL
    • 4 Beds
    • 2 Baths
    • 1,183 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  4. Photo of 1360 Landry Circle, Longwood, FL 32750 (MLS # O6250165)
    $299,990
    Photo of 1360 Landry Circle, Longwood, FL 32750 (MLS # O6250165)
    Photo of 1360 Landry Circle, Longwood, FL 32750 (MLS # O6250165)
    1360 Landry Circle, Longwood, FL
    1360 Landry Circle
    Longwood, FL
    • 2 Beds
    • 2 Baths
    • 1,199 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  5. Photo of 474 S Pin Oak Place #108, Longwood, FL 32779 (MLS # O6255535)
    $184,900
    Photo of 474 S Pin Oak Place #108, Longwood, FL 32779 (MLS # O6255535)
    Photo of 474 S Pin Oak Place #108, Longwood, FL 32779 (MLS # O6255535)
    474 S Pin Oak Place #108, Longwood, FL
    474 S Pin Oak Place #108
    Longwood, FL
    • 2 Beds
    • 2 Baths
    • 1,110 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
  6. Photo of 413 Summit Ridge Place #209, Longwood, FL 32779 (MLS # O6252613)
    $181,300
    Photo of 413 Summit Ridge Place #209, Longwood, FL 32779 (MLS # O6252613)
    Photo of 413 Summit Ridge Place #209, Longwood, FL 32779 (MLS # O6252613)
    413 Summit Ridge Place #209, Longwood, FL
    413 Summit Ridge Place #209
    Longwood, FL
    • 1 Bed
    • 1 Bath
    • 948 Home (sqft)
    • 1 Bath
    • 436 Lot (sqft)
  7. Photo of 564 Darby Way, Longwood, FL 32779 (MLS # O6248684)
    $310,000
    Photo of 564 Darby Way, Longwood, FL 32779 (MLS # O6248684)
    Photo of 564 Darby Way, Longwood, FL 32779 (MLS # O6248684)
    564 Darby Way, Longwood, FL
    564 Darby Way
    Longwood, FL
    • 3 Beds
    • 2 Baths
    • 1,501 Home (sqft)
    • 2 Baths
    • 3,485 Lot (sqft)
  8. Photo of 358 Winchester Court, Longwood, FL 32779 (MLS # O6253229)
    $320,000
    Photo of 358 Winchester Court, Longwood, FL 32779 (MLS # O6253229)
    Photo of 358 Winchester Court, Longwood, FL 32779 (MLS # O6253229)
    358 Winchester Court, Longwood, FL
    358 Winchester Court
    Longwood, FL
    • 3 Beds
    • 3 Baths
    • 1,682 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
  9. Photo of 252 Cambridge Drive, Longwood, FL 32779 (MLS # O6249634)
    $395,000
    Photo of 252 Cambridge Drive, Longwood, FL 32779 (MLS # O6249634)
    Photo of 252 Cambridge Drive, Longwood, FL 32779 (MLS # O6249634)
    252 Cambridge Drive, Longwood, FL
    252 Cambridge Drive
    Longwood, FL
    • 3 Beds
    • 2 Baths
    • 1,470 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  10. Photo of Longwood, FL 32779 (MLS # O6248094)
    $210,000
    Photo of Longwood, FL 32779 (MLS # O6248094)
    Photo of Longwood, FL 32779 (MLS # O6248094)
    MLS # O6248094, Longwood, FL
    MLS # O6248094
    Longwood, FL
    • 2 Beds
    • 2 Baths
    • 1,110 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  11. Photo of 3928 Villas Green Circle, Longwood, FL 32779 (MLS # O6246665)
    $325,000
    Photo of 3928 Villas Green Circle, Longwood, FL 32779 (MLS # O6246665)
    Photo of 3928 Villas Green Circle, Longwood, FL 32779 (MLS # O6246665)
    3928 Villas Green Circle, Longwood, FL
    3928 Villas Green Circle
    Longwood, FL
    • 2 Beds
    • 3 Baths
    • 1,290 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  12. Photo of 127 Springwood Circle #C, Longwood, FL 32750 (MLS # O6248291)
    $140,000
    Photo of 127 Springwood Circle #C, Longwood, FL 32750 (MLS # O6248291)
    Photo of 127 Springwood Circle #C, Longwood, FL 32750 (MLS # O6248291)
    127 Springwood Circle #C, Longwood, FL
    127 Springwood Circle #C
    Longwood, FL
    • 1 Bed
    • 1 Bath
    • 666 Home (sqft)
    • 1 Bath
    • 436 Lot (sqft)
  13. Photo of 377 N Shadowbay Boulevard, Longwood, FL 32779 (MLS # O6247061)
    $360,000
    Photo of 377 N Shadowbay Boulevard, Longwood, FL 32779 (MLS # O6247061)
    Photo of 377 N Shadowbay Boulevard, Longwood, FL 32779 (MLS # O6247061)
    377 N Shadowbay Boulevard, Longwood, FL
    377 N Shadowbay Boulevard
    Longwood, FL
    • 3 Beds
    • 2 Baths
    • 1,396 Home (sqft)
    • 2 Baths
    • 3,050 Lot (sqft)
  14. Photo of 1025 North Street, Longwood, FL 32750 (MLS # O6245249)
    $392,900
    Photo of 1025 North Street, Longwood, FL 32750 (MLS # O6245249)
    Photo of 1025 North Street, Longwood, FL 32750 (MLS # O6245249)
    1025 North Street, Longwood, FL
    1025 North Street
    Longwood, FL
    • 3 Beds
    • 2 Baths
    • 1,493 Home (sqft)
    • 2 Baths
    • 17,424 Lot (sqft)
  15. Photo of 470 S Pin Oak Place #204, Longwood, FL 32779 (MLS # O6246310)
    $209,000
    Photo of 470 S Pin Oak Place #204, Longwood, FL 32779 (MLS # O6246310)
    Photo of 470 S Pin Oak Place #204, Longwood, FL 32779 (MLS # O6246310)
    470 S Pin Oak Place #204, Longwood, FL
    470 S Pin Oak Place #204
    Longwood, FL
    • 2 Beds
    • 1 Bath
    • 969 Home (sqft)
    • 1 Bath
    • 872 Lot (sqft)
  16. Photo of 204 Crown Oaks Way #201, Longwood, FL 32779 (MLS # O6246108)
    $185,000
    Photo of 204 Crown Oaks Way #201, Longwood, FL 32779 (MLS # O6246108)
    Photo of 204 Crown Oaks Way #201, Longwood, FL 32779 (MLS # O6246108)
    204 Crown Oaks Way #201, Longwood, FL
    204 Crown Oaks Way #201
    Longwood, FL
    • 2 Beds
    • 2 Baths
    • 1,119 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
  17. Photo of 258 W Sabal Palm Place #22, Longwood, FL 32779 (MLS # O6245924)
    $275,000
    Photo of 258 W Sabal Palm Place #22, Longwood, FL 32779 (MLS # O6245924)
    Photo of 258 W Sabal Palm Place #22, Longwood, FL 32779 (MLS # O6245924)
    17
     
    258 W Sabal Palm Place #22, Longwood, FL
    258 W Sabal Palm Place #22
    Longwood, FL
    • 2 Beds
    • 2 Baths
    • 1,202 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  18. Photo of 203 Tomoka Trail #203, Longwood, FL 32779 (MLS # O6243535)
    $259,000
    Photo of 203 Tomoka Trail #203, Longwood, FL 32779 (MLS # O6243535)
    Photo of 203 Tomoka Trail #203, Longwood, FL 32779 (MLS # O6243535)
    203 Tomoka Trail #203, Longwood, FL
    203 Tomoka Trail #203
    Longwood, FL
    • 2 Beds
    • 2 Baths
    • 1,599 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  19. Photo of 117 Bearss Circle, Longwood, FL 32750 (MLS # S5112919)
    $369,000
    Photo of 117 Bearss Circle, Longwood, FL 32750 (MLS # S5112919)
    Photo of 117 Bearss Circle, Longwood, FL 32750 (MLS # S5112919)
    117 Bearss Circle, Longwood, FL
    117 Bearss Circle
    Longwood, FL
    • 3 Beds
    • 3 Baths
    • 1,104 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)
  20. Photo of 2350 Pleasant Drive, Longwood, FL 32779 (MLS # O6242282)
    $400,000
    Photo of 2350 Pleasant Drive, Longwood, FL 32779 (MLS # O6242282)
    Photo of 2350 Pleasant Drive, Longwood, FL 32779 (MLS # O6242282)
    2350 Pleasant Drive, Longwood, FL
    2350 Pleasant Drive
    Longwood, FL
    • 4 Beds
    • 2 Baths
    • 1,556 Home (sqft)
    • 2 Baths
    • 12,633 Lot (sqft)
  21. Photo of 154 Golf Club Drive #154, Longwood, FL 32779 (MLS # O6241944)
    $389,900
    Photo of 154 Golf Club Drive #154, Longwood, FL 32779 (MLS # O6241944)
    Photo of 154 Golf Club Drive #154, Longwood, FL 32779 (MLS # O6241944)
    154 Golf Club Drive #154, Longwood, FL
    154 Golf Club Drive #154
    Longwood, FL
    • 3 Beds
    • 2 Baths
    • 1,679 Home (sqft)
    • 2 Baths
    • 3,050 Lot (sqft)
  22. Photo of 144 Springwood Circle #D, Longwood, FL 32750 (MLS # O6241908)
    $169,900
    Photo of 144 Springwood Circle #D, Longwood, FL 32750 (MLS # O6241908)
    Photo of 144 Springwood Circle #D, Longwood, FL 32750 (MLS # O6241908)
    144 Springwood Circle #D, Longwood, FL
    144 Springwood Circle #D
    Longwood, FL
    • 1 Bed
    • 1 Bath
    • 666 Home (sqft)
    • 1 Bath
    • 436 Lot (sqft)
  23. Photo of 970 Malden Court, Longwood, FL 32750 (MLS # O6240814)
    $299,900
    Photo of 970 Malden Court, Longwood, FL 32750 (MLS # O6240814)
    Photo of 970 Malden Court, Longwood, FL 32750 (MLS # O6240814)
    970 Malden Court, Longwood, FL
    970 Malden Court
    Longwood, FL
    • 2 Beds
    • 2 Baths
    • 1,122 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  24. Photo of 849 Millrace Point, Longwood, FL 32750 (MLS # G5086384)
    $325,000
    Photo of 849 Millrace Point, Longwood, FL 32750 (MLS # G5086384)
    Photo of 849 Millrace Point, Longwood, FL 32750 (MLS # G5086384)
    67
     
    849 Millrace Point, Longwood, FL
    849 Millrace Point
    Longwood, FL
    • 2 Beds
    • 2 Baths
    • 1,356 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  25. Photo of 220 Lake Gene Drive, Longwood, FL 32779 (MLS # O6234023)
    $319,000
    Photo of 220 Lake Gene Drive, Longwood, FL 32779 (MLS # O6234023)
    Photo of 220 Lake Gene Drive, Longwood, FL 32779 (MLS # O6234023)
    27
     
    220 Lake Gene Drive, Longwood, FL
    220 Lake Gene Drive
    Longwood, FL
    • 3 Beds
    • 1 Bath
    • 1,028 Home (sqft)
    • 1 Bath
    • 8,277 Lot (sqft)
  26. Photo of 254 Crown Oaks Way #101, Longwood, FL 32779 (MLS # S5110750)
    $169,000
    Photo of 254 Crown Oaks Way #101, Longwood, FL 32779 (MLS # S5110750)
    Photo of 254 Crown Oaks Way #101, Longwood, FL 32779 (MLS # S5110750)
    254 Crown Oaks Way #101, Longwood, FL
    254 Crown Oaks Way #101
    Longwood, FL
    • 2 Beds
    • 1 Bath
    • 921 Home (sqft)
    • 1 Bath
    • 436 Lot (sqft)
  27. Photo of 420 Summit Ridge Place #316, Longwood, FL 32779 (MLS # G5085653)
    $279,900
    Photo of 420 Summit Ridge Place #316, Longwood, FL 32779 (MLS # G5085653)
    Photo of 420 Summit Ridge Place #316, Longwood, FL 32779 (MLS # G5085653)
    420 Summit Ridge Place #316, Longwood, FL
    420 Summit Ridge Place #316
    Longwood, FL
    • 3 Beds
    • 2 Baths
    • 1,586 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
  28. Photo of 298 Hilltop Drive, Longwood, FL 32750 (MLS # O6229129)
    $339,900
    Photo of 298 Hilltop Drive, Longwood, FL 32750 (MLS # O6229129)
    Photo of 298 Hilltop Drive, Longwood, FL 32750 (MLS # O6229129)
    298 Hilltop Drive, Longwood, FL
    298 Hilltop Drive
    Longwood, FL
    • 3 Beds
    • 2 Baths
    • 1,175 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
  29. Photo of 115 Springwood Circle #C, Longwood, FL 32750 (MLS # O6227431)
    $170,000
    Photo of 115 Springwood Circle #C, Longwood, FL 32750 (MLS # O6227431)
    Photo of 115 Springwood Circle #C, Longwood, FL 32750 (MLS # O6227431)
    115 Springwood Circle #C, Longwood, FL
    115 Springwood Circle #C
    Longwood, FL
    • 2 Beds
    • 1 Bath
    • 1,020 Home (sqft)
    • 1 Bath
    • 436 Lot (sqft)
  30. Photo of 461 Black Knight Way, Longwood, FL 32779 (MLS # O6226889)
    $375,500
    Photo of 461 Black Knight Way, Longwood, FL 32779 (MLS # O6226889)
    Photo of 461 Black Knight Way, Longwood, FL 32779 (MLS # O6226889)
    461 Black Knight Way, Longwood, FL
    461 Black Knight Way
    Longwood, FL
    • 3 Beds
    • 3 Baths
    • 1,705 Home (sqft)
    • 3 Baths
    • 2,178 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 6:20 PM PST.

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