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Displaying: For Sale

Location: Winter Springs

Property Type(s): Single Family

Living Area Square Feet: 1000 to 1499

Winter Springs - 32 properties found

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  • 448 MACGREGOR RD, WINTER SPRINGS, FL 32708

    $350,00077 Days on yellowkey   MLS ID: O6397231

    0 Days Off yellowkey (back on 6/17/2026)

    REDUCED by $10,000 (2.8%) on 05/27/2026

    For Sale O6397231 - 448 MACGREGOR RD, WINTER SPRINGS, FL 32708 26 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1477
       Built: 1993
    Monthly Fee: $6
       Tax: $1,141 (2024)
    Community: Highland Village 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,019 (change assumption)
    Mortgage ($1,918) + Fees ($6) + Taxes in 2024 ($95)


    Taxes:$1,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 339 INGLENOOK CIR, WINTER SPRINGS, FL 32708

    $359,90026 Days on yellowkey   MLS ID: O6411718

    1 Days Off yellowkey (back on 6/5/2026)

    For Sale O6411718 - 339 INGLENOOK CIR, WINTER SPRINGS, FL 32708 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1437
       Built: 1992
    Monthly Fee: $22
       Tax: $4,816 (2025)
    Community: Mount Greenwood Unit 1
    Single Family


    Estimated Monthly Payment: $2,395 (change assumption)
    Mortgage ($1,972) + Fees ($22) + Taxes in 2025 ($401)


    Taxes:$4,816

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 240 N DEVON AVE, WINTER SPRINGS, FL 32708

    $375,00012 Days on yellowkey   MLS ID: O6416300

    REDUCED by $9,900 (2.6%) on 06/23/2026

    For Sale O6416300 - 240 N DEVON AVE, WINTER SPRINGS, FL 32708 30 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1238
       Built: 1958   Tax: $476 (2025)
    Community: North Orlando
    Single Family


    Estimated Monthly Payment: $2,094 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($40)


    Taxes:$476

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 314 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $279,990257 Days on yellowkey   MLS ID: O6350799

    For Sale O6350799 - 314 SAN GABRIEL ST, WINTER SPRINGS, FL 32708 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1091
       Built: 1992
    Monthly Fee: $127
       Tax: $2,209 (2024)
    Community: Deersong
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,845 (change assumption)
    Mortgage ($1,534) + Fees ($127) + Taxes in 2024 ($184)


    Taxes:$2,209

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 724 BARRINGTON CIR, WINTER SPRINGS, FL 32708

    $399,900397 Days on yellowkey   MLS ID: O6312092

    For Sale O6312092 - 724 BARRINGTON CIR, WINTER SPRINGS, FL 32708 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1450
       Built: 1987
    Monthly Fee: $120
       Tax: $1,771 (2024)
    Community: Georgetowne Unit 1
    Single Family


    Estimated Monthly Payment: $2,459 (change assumption)
    Mortgage ($2,191) + Fees ($120) + Taxes in 2024 ($148)


    Taxes:$1,771

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 203 SWEETGUM, WINTER SPRINGS, FL 32708

    $420,0005 Days on yellowkey   MLS ID: O6417974

    For Sale O6417974 - 203 SWEETGUM, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1218
       Built: 1973   Tax: $925 (2025)
    Community: North Orlando Terrace Unit 2 Sec 8
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,378 (change assumption)
    Mortgage ($2,301) + Taxes in 2025 ($77)


    Taxes:$925

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 270 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $249,900224 Days on yellowkey   MLS ID: O6359666

    REDUCED by $9,100 (3.5%) on 06/16/2026

    For Sale O6359666 - 270 SAN GABRIEL ST, WINTER SPRINGS, FL 32708 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1089
       Built: 1994
    Monthly Fee: $121
       Tax: $327 (2024)
    Community: Deersong 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,518 (change assumption)
    Mortgage ($1,369) + Fees ($121) + Taxes in 2024 ($27)


    Taxes:$327

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 618 LOCUST CT, WINTER SPRINGS, FL 32708

    $228,80036 Days on yellowkey   MLS ID: O6409201

    0 Days Off yellowkey (back on 6/19/2026)

    FORECLOSURE O6409201 - 618 LOCUST CT, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1326
       Built: 1978   Tax: $4,436 (2025)
    Community: Foxmoor Unit 2
    Single Family


    Estimated Monthly Payment: $1,623 (change assumption)
    Mortgage ($1,254) + Taxes in 2025 ($370)


    Taxes:$4,436

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 71 BOMBAY AVE, WINTER SPRINGS, FL 32708

    $215,90020 Days on yellowkey   MLS ID: O6414087

    REDUCED by $10,000 (4.4%) on 06/18/2026

    For Sale O6414087 - 71 BOMBAY AVE, WINTER SPRINGS, FL 32708 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1134
       Built: 1960   Tax: $3,899 (2025)
    Community: North Orlando 1St Add
    Single Family


    Estimated Monthly Payment: $1,508 (change assumption)
    Mortgage ($1,183) + Taxes in 2025 ($325)


    Taxes:$3,899

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 335 KIRKCALDY DR, WINTER SPRINGS, FL 32708

    $329,90050 Days on yellowkey   MLS ID: O6400818

    REDUCED by $10,000 (2.9%) on 06/18/2026

    For Sale O6400818 - 335 KIRKCALDY DR, WINTER SPRINGS, FL 32708 50 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1178
       Built: 1984
    Monthly Fee: $36
       Tax: $3,693 (2025)
    Community: Highland Village 1
    Single Family


    Estimated Monthly Payment: $2,151 (change assumption)
    Mortgage ($1,808) + Fees ($36) + Taxes in 2025 ($308)


    Taxes:$3,693

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 724 LAKESIDE DR, WINTER SPRINGS, FL 32708

    $264,90021 Days on yellowkey   MLS ID: O6412679

    2 Days Off yellowkey (back on 6/17/2026)

    For Sale O6412679 - 724 LAKESIDE DR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1168
       Built: 1985
    Monthly Fee: $95
       Tax: $2,675 (2025)
    Community: Wildwood
    Single Family


    Estimated Monthly Payment: $1,769 (change assumption)
    Mortgage ($1,451) + Fees ($95) + Taxes in 2025 ($223)


    Taxes:$2,675

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1024 DINERO DR, WINTER SPRINGS, FL 32708

    $419,00054 Days on yellowkey   MLS ID: O6404240

    REDUCED by $5,000 (1.2%) on 06/17/2026

    For Sale O6404240 - 1024 DINERO DR, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1463
       Built: 1986
    Monthly Fee: $29
       Tax: $4,882 (2024)
    Community: Sunrise Estates Unit 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,732 (change assumption)
    Mortgage ($2,296) + Fees ($29) + Taxes in 2024 ($407)


    Taxes:$4,882

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1411 BORG LN, WINTER SPRINGS, FL 32708

    $385,000144 Days on yellowkey   MLS ID: O6378665

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $14,000 (3.5%) on 06/10/2026

    For Sale O6378665 - 1411 BORG LN, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1368
       Built: 1981
    Monthly Fee: $90
       Tax: $1,871 (2024)
    Community: Wedgewood Tennis Villas
    Single Family


    Estimated Monthly Payment: $2,355 (change assumption)
    Mortgage ($2,110) + Fees ($90) + Taxes in 2024 ($156)


    Taxes:$1,871

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 421 HORIZON DR, WINTER SPRINGS, FL 32708

    $294,900117 Days on yellowkey   MLS ID: O6384932

    REDUCED by $5,000 (1.7%) on 06/14/2026

    For Sale O6384932 - 421 HORIZON DR, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1069
       Built: 1998
    Monthly Fee: $142
       Tax: $3,681 (2025)
    Community: Seasons The
    Single Family


    Estimated Monthly Payment: $2,065 (change assumption)
    Mortgage ($1,616) + Fees ($142) + Taxes in 2025 ($307)


    Taxes:$3,681

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 101 MELTON DR, WINTER SPRINGS, FL 32708

    $285,00022 Days on yellowkey   MLS ID: O6413054

    For Sale O6413054 - 101 MELTON DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 4   Bath: 1.5
    Liv Area Sq Ft: 1212
       Built: 1959   Tax: $1,792 (2025)
    Community: Williamson Heights
    Single Family


    Estimated Monthly Payment: $1,711 (change assumption)
    Mortgage ($1,562) + Taxes in 2025 ($149)


    Taxes:$1,792

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 65 S DEVON AVE, WINTER SPRINGS, FL 32708

    $314,90044 Days on yellowkey   MLS ID: O6404319

    For Sale O6404319 - 65 S DEVON AVE, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1075
       Built: 1960   Tax: $2,218 (2024)
    Community: North Orlando 2Nd Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,910 (change assumption)
    Mortgage ($1,725) + Taxes in 2024 ($185)


    Taxes:$2,218

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 239 PANORAMA DR, WINTER SPRINGS, FL 32708

    $340,00075 Days on yellowkey   MLS ID: O6397776

    REDUCED by $10,000 (2.9%) on 04/24/2026

    For Sale O6397776 - 239 PANORAMA DR, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1349
       Built: 1996
    Monthly Fee: $139
       Tax: $4,336 (2025)
    Community: Seasons The
    Single Family


    Estimated Monthly Payment: $2,363 (change assumption)
    Mortgage ($1,863) + Fees ($139) + Taxes in 2025 ($361)


    Taxes:$4,336

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 207 BIRCH TERRACE, WINTER SPRINGS, FL 32708

    $297,00023 Days on yellowkey   MLS ID: O6411799

    1 Days Off yellowkey (back on 6/11/2026)

    For Sale O6411799 - 207 BIRCH TERRACE, WINTER SPRINGS, FL 32708 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1318
       Built: 1973   Tax: $4,212 (2025)
    Community: North Orlando Terrace
    Single Family


    Estimated Monthly Payment: $1,978 (change assumption)
    Mortgage ($1,627) + Taxes in 2025 ($351)


    Taxes:$4,212

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 294 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $249,99031 Days on yellowkey   MLS ID: O6409921

    0 Days Off yellowkey (back on 6/10/2026)

    For Sale O6409921 - 294 SAN GABRIEL ST, WINTER SPRINGS, FL 32708 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1105
       Built: 1994
    Monthly Fee: $127
       Tax: $3,612 (2025)
    Community: Deersong 2
    Single Family


    Estimated Monthly Payment: $1,798 (change assumption)
    Mortgage ($1,370) + Fees ($127) + Taxes in 2025 ($301)


    Taxes:$3,612

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 120 N FAIRFAX AVE, WINTER SPRINGS, FL 32708

    $237,00074 Days on yellowkey   MLS ID: O6398133

    REDUCED by $26,000 (9.9%) on 05/21/2026

    FORECLOSURE O6398133 - 120 N FAIRFAX AVE, WINTER SPRINGS, FL 32708 13 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1148
       Built: 1959   Tax: $2,741 (2025)
    Community: North Orlando
    Single Family


    Estimated Monthly Payment: $1,527 (change assumption)
    Mortgage ($1,299) + Taxes in 2025 ($228)


    Taxes:$2,741

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


12




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