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Displaying: For Sale

Location: Longwood

Property Type(s): Single Family

Living Area Square Feet: 2500 to 2999

Longwood - 32 properties found

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  • 105 SWEET BAY LN, LONGWOOD, FL 32779

    $785,0004 Days on yellowkey   MLS ID: O6401023

    For Sale O6401023 - 105 SWEET BAY LN, LONGWOOD, FL 32779 81 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2853
       Built: 1978
    Monthly Fee: $229
       Tax: $7,454 (2025)
    Community: Springs The Deerwood Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,151 (change assumption)
    Mortgage ($4,301) + Fees ($229) + Taxes in 2025 ($621)


    Taxes:$7,454

    Elementary School: Sabal Point Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 478 SABAL TRAIL CIR, LONGWOOD, FL 32779

    $645,0007 Days on yellowkey   MLS ID: O6403175

    For Sale O6403175 - 478 SABAL TRAIL CIR, LONGWOOD, FL 32779 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2529
       Built: 1984
    Monthly Fee: $85
       Tax: $6,601 (2025)
    Community: Sabal Point Sabal Trail At
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,169 (change assumption)
    Mortgage ($3,534) + Fees ($85) + Taxes in 2025 ($550)


    Taxes:$6,601

    Elementary School: Sabal Point Elementary

    High School: Lyman High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 284 ISLAND SOUND CT, LONGWOOD, FL 32779

    $799,9997 Days on yellowkey   MLS ID: O6401810

    For Sale O6401810 - 284 ISLAND SOUND CT, LONGWOOD, FL 32779 33 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2692
       Built: 2021
    Monthly Fee: $159
       Tax: $6,766 (2025)
    Community: Retreat At Lake Brantley
    Single Family


    Estimated Monthly Payment: $5,106 (change assumption)
    Mortgage ($4,383) + Fees ($159) + Taxes in 2025 ($564)


    Taxes:$6,766

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Teague Middle


  • 1000 CROOKED OAK COURT, LONGWOOD, FL 32779

    $599,90083 Days on yellowkey   MLS ID: O6378220

    REDUCED by $20,000 (3.2%) on 04/30/2026

    For Sale O6378220 - 1000 CROOKED OAK COURT, LONGWOOD, FL 32779 44 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2808
       Built: 1974
    Monthly Fee: $54
       Tax: $6,597 (2024)
    Community: Sweetwater Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,891 (change assumption)
    Mortgage ($3,287) + Fees ($54) + Taxes in 2024 ($550)


    Taxes:$6,597

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1652 RUTLEDGE RD, LONGWOOD, FL 32779

    $709,00010 Days on yellowkey   MLS ID: V4948735

    For Sale V4948735 - 1652 RUTLEDGE RD, LONGWOOD, FL 32779 36 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2760
       Built: 1982   Tax: $2,994 (2024)
    Community: Mandarin Sec 2
    Single Family


    Estimated Monthly Payment: $4,134 (change assumption)
    Mortgage ($3,885) + Taxes in 2024 ($250)


    Taxes:$2,994

    Elementary School: Woodlands Elementary

    High School: Lake Mary High

    Tax Year: 2024

    Middle School: Markham Woods Middle


  • 3 OLD POST RD, LONGWOOD, FL 32779

    $869,0006 Days on yellowkey   MLS ID: O6401472

    For Sale O6401472 - 3 OLD POST RD, LONGWOOD, FL 32779 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 1972
    Monthly Fee: $33
       Tax: $305 (2024)
    Community: Trilby Bend
    Single Family


    Estimated Monthly Payment: $4,820 (change assumption)
    Mortgage ($4,762) + Fees ($33) + Taxes in 2024 ($25)


    Taxes:$305

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 342 COBLE DR, LONGWOOD, FL 32779

    $535,00091 Days on yellowkey   MLS ID: O6379074

    REDUCED by $10,000 (1.8%) on 04/30/2026

    For Sale O6379074 - 342 COBLE DR, LONGWOOD, FL 32779 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2596
       Built: 1978
    Monthly Fee: $23
       Tax: $2,766 (2024)
    Community: Wekiva Hills Sec 04
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,185 (change assumption)
    Mortgage ($2,931) + Fees ($23) + Taxes in 2024 ($231)


    Taxes:$2,766

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2024

    Middle School: Teague Middle


  • 107 COUNTRYSIDE DR, LONGWOOD, FL 32779

    $785,00015 Days on yellowkey   MLS ID: O6400805

    0 Days Off yellowkey (back on 4/28/2026)

    For Sale O6400805 - 107 COUNTRYSIDE DR, LONGWOOD, FL 32779 40 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2838
       Built: 1972
    Monthly Fee: $54
       Tax: $4,872 (2024)
    Community: Sweetwater Oaks Sec 02
    Single Family


    Estimated Monthly Payment: $4,761 (change assumption)
    Mortgage ($4,301) + Fees ($54) + Taxes in 2024 ($406)


    Taxes:$4,872

    Elementary School: Sabal Point Elementary

    High School: Lake Brantley High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 136 GLENDALE DR, LONGWOOD, FL 32750

    $350,00024 Days on yellowkey   MLS ID: O6398306

    0 Days Off yellowkey (back on 4/28/2026)

    For Sale O6398306 - 136 GLENDALE DR, LONGWOOD, FL 32750 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 1973
    Monthly Fee: $6
       Tax: $1,633 (2024)
    Community: Winsor Manor
    Single Family


    Estimated Monthly Payment: $2,060 (change assumption)
    Mortgage ($1,918) + Fees ($6) + Taxes in 2024 ($136)


    Taxes:$1,633

    Elementary School: Woodlands Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 1833 CROWLEY CIR, LONGWOOD, FL 32779

    $580,000110 Days on yellowkey   MLS ID: O6369834

    REDUCED by $5,000 (0.9%) on 04/28/2026

    For Sale O6369834 - 1833 CROWLEY CIR, LONGWOOD, FL 32779 34 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2742
       Built: 1985   Tax: $5,474 (2024)
    Community: Mandarin Sec 5
    Single Family


    Estimated Monthly Payment: $3,634 (change assumption)
    Mortgage ($3,178) + Taxes in 2024 ($456)


    Taxes:$5,474

    Elementary School: Woodlands Elementary

    High School: Lake Mary High

    Tax Year: 2024

    Middle School: Markham Woods Middle


  • 4 WOODEN SHOE LN, LONGWOOD, FL 32750

    $350,000172 Days on yellowkey   MLS ID: O6360634

    0 Days Off yellowkey (back on 11/17/2025)

    SHORT SALE O6360634 - 4 WOODEN SHOE LN, LONGWOOD, FL 32750 1 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2682
       Built: 1974
    Monthly Fee: $25
       Tax: $7,731 (2024)
    Community: Sleepy Hollow 1St Add
    Single Family


    Estimated Monthly Payment: $2,587 (change assumption)
    Mortgage ($1,918) + Fees ($25) + Taxes in 2024 ($644)


    Taxes:$7,731

    Elementary School: Altamonte Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 210 E SWEETWATER CREEK DR, LONGWOOD, FL 32779

    $715,0009 Days on yellowkey   MLS ID: O6402314

    For Sale O6402314 - 210 E SWEETWATER CREEK DR, LONGWOOD, FL 32779 60 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 1974
    Monthly Fee: $54
       Tax: $2,485 (2025)
    Community: Sweetwater Oaks Sec 05
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,179 (change assumption)
    Mortgage ($3,918) + Fees ($54) + Taxes in 2025 ($207)


    Taxes:$2,485

    Elementary School: Sabal Point Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 153 DUNCAN TRL, LONGWOOD, FL 32779

    $515,00054 Days on yellowkey   MLS ID: O6388268

    0 Days Off yellowkey (back on 4/26/2026)

    For Sale O6388268 - 153 DUNCAN TRL, LONGWOOD, FL 32779 71 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2596
       Built: 1978
    Monthly Fee: $22
       Tax: $4,477 (2024)
    Community: Wekiva Hills Sec 07
    Single Family


    Estimated Monthly Payment: $3,217 (change assumption)
    Mortgage ($2,822) + Fees ($22) + Taxes in 2024 ($373)


    Taxes:$4,477

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2024

    Middle School: Teague Middle


  • 2351 WESTWOOD DR, LONGWOOD, FL 32779

    $840,00010 Days on yellowkey   MLS ID: S5148634

    For Sale S5148634 - 2351 WESTWOOD DR, LONGWOOD, FL 32779 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2983
       Built: 1973   Tax: $11,202 (2025)
    Community: Lake Brantley Isles 2Nd Add
    Single Family


    Estimated Monthly Payment: $5,536 (change assumption)
    Mortgage ($4,603) + Taxes in 2025 ($934)


    Taxes:$11,202

    Elementary School: Wekiva Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Teague Middle


  • 432 WILDERNESS DR, LONGWOOD, FL 32779

    $699,90041 Days on yellowkey   MLS ID: O6393288

    REDUCED by $35,100 (4.8%) on 04/13/2026

    For Sale O6393288 - 432 WILDERNESS DR, LONGWOOD, FL 32779 67 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2832
       Built: 1981
    Monthly Fee: $46
       Tax: $6,626 (2024)
    Community: Cypress Landing At Sabal Point
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,433 (change assumption)
    Mortgage ($3,835) + Fees ($46) + Taxes in 2024 ($552)


    Taxes:$6,626

    Elementary School: Sabal Point Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 884 CUTLER RD, LONGWOOD, FL 32779

    $625,00032 Days on yellowkey   MLS ID: O6396152

    REDUCED by $14,000 (2.2%) on 04/22/2026

    For Sale O6396152 - 884 CUTLER RD, LONGWOOD, FL 32779 49 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 1973   Tax: $5,101 (2025)
    Community: Cutler Cove
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,850 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($425)


    Taxes:$5,101

    Elementary School: Sabal Point Elementary

    High School: Lake Brantley High

    Tax Year: 2025

    Middle School: Rock Lake Middle


  • 129 LAUREL OAK DR, LONGWOOD, FL 32779

    $899,50012 Days on yellowkey   MLS ID: O6401346

    For Sale O6401346 - 129 LAUREL OAK DR, LONGWOOD, FL 32779 48 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2564
       Built: 1978
    Monthly Fee: $54
       Tax: $7,254 (2024)
    Community: Sweetwater Oaks Sec 11
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,587 (change assumption)
    Mortgage ($4,929) + Fees ($54) + Taxes in 2024 ($605)


    Taxes:$7,254

    Elementary School: Sabal Point Elementary

    High School: Lake Brantley High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 1837 WINGFIELD DR, LONGWOOD, FL 32779

    $950,00018 Days on yellowkey   MLS ID: O6398952

    For Sale O6398952 - 1837 WINGFIELD DR, LONGWOOD, FL 32779 38 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2981
       Built: 1982
    Monthly Fee: $104
       Tax: $9,687 (2025)
    Community: Wingfield Reserve Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,117 (change assumption)
    Mortgage ($5,205) + Fees ($104) + Taxes in 2025 ($807)


    Taxes:$9,687

    Elementary School: Woodlands Elementary

    High School: Lake Mary High

    Tax Year: 2025

    Middle School: Markham Woods Middle


  • 1415 CROCUS CT, LONGWOOD, FL 32750

    $705,00061 Days on yellowkey   MLS ID: O6386369

    3 Days Off yellowkey (back on 4/23/2026)

    For Sale O6386369 - 1415 CROCUS CT, LONGWOOD, FL 32750 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2645
       Built: 1994
    Monthly Fee: $64
       Tax: $6,921 (2024)
    Community: Bolling Farms
    Single Family


    Estimated Monthly Payment: $4,504 (change assumption)
    Mortgage ($3,863) + Fees ($64) + Taxes in 2024 ($577)


    Taxes:$6,921

    Elementary School: Woodlands Elementary

    High School: Lake Mary High

    Tax Year: 2024

    Middle School: Rock Lake Middle


  • 351 W HORNBEAM DR, LONGWOOD, FL 32779

    $750,00014 Days on yellowkey   MLS ID: O6400662

    0 Days Off yellowkey (back on 4/21/2026)

    For Sale O6400662 - 351 W HORNBEAM DR, LONGWOOD, FL 32779 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2778
       Built: 2026
    Monthly Fee: $49
       Tax: $2,578 (2024)
    Community: Sabal Point Amd
    Single Family


    Estimated Monthly Payment: $4,373 (change assumption)
    Mortgage ($4,109) + Fees ($49) + Taxes in 2024 ($215)


    Taxes:$2,578

    Elementary School: Sabal Point Elementary

    High School: Lyman High

    Tax Year: 2024

    Middle School: Rock Lake Middle


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