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Displaying: For Sale

Location: Winter Springs

Property Type(s): Single Family

Winter Springs - 145 properties found

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  • 830 DUNBAR TER, WINTER SPRINGS, FL 32708

    $361,0005 Days on yellowkey   MLS ID: O6418603

    For Sale O6418603 - 830 DUNBAR TER, WINTER SPRINGS, FL 32708 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1792
       Built: 1978
    Monthly Fee: $35
       Tax: $2,088 (2025)
    Community: Highlands Sec 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,187 (change assumption)
    Mortgage ($1,978) + Fees ($35) + Taxes in 2025 ($174)


    Taxes:$2,088

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 149 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708

    $1,130,000Listed 06/24/2026 12:02PM   MLS ID: O6414847

    For Sale O6414847 - 149 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708 66 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4001
       Built: 1996
    Monthly Fee: $123
       Tax: $12,825 (2025)
    Community: Reserve At Tuscawilla Ph 1 The
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,383 (change assumption)
    Mortgage ($6,192) + Fees ($123) + Taxes in 2025 ($1,069)


    Taxes:$12,825

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1389 PONCE DE LEON BLVD, WINTER SPRINGS, FL 32708

    $535,0001 Day on yellowkey   MLS ID: O6413725

    For Sale O6413725 - 1389 PONCE DE LEON BLVD, WINTER SPRINGS, FL 32708 54 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2056
       Built: 1980
    Monthly Fee: $32
       Tax: $2,474 (2025)
    Community: Sunrise Unit 2-A
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,170 (change assumption)
    Mortgage ($2,931) + Fees ($32) + Taxes in 2025 ($206)


    Taxes:$2,474

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 510 SONATA CT, WINTER SPRINGS, FL 32708

    $799,90057 Days on yellowkey   MLS ID: O6402358

    REDUCED by $25,000 (3.0%) on 06/23/2026

    For Sale O6402358 - 510 SONATA CT, WINTER SPRINGS, FL 32708 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2381
       Built: 1999
    Monthly Fee: $184
       Tax: $6,415 (2024)
    Community: Seville Chase
    Single Family


    Estimated Monthly Payment: $5,101 (change assumption)
    Mortgage ($4,383) + Fees ($184) + Taxes in 2024 ($535)


    Taxes:$6,415

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1441 FOREST HILLS DR, WINTER SPRINGS, FL 32708

    $420,0008 Days on yellowkey   MLS ID: O6413957

    1 Days Off yellowkey (back on 6/24/2026)

    For Sale O6413957 - 1441 FOREST HILLS DR, WINTER SPRINGS, FL 32708 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1731
       Built: 1985
    Monthly Fee: $90
       Tax: $2,546 (2025)
    Community: Wedgewood Tennis Villas
    Single Family


    Estimated Monthly Payment: $2,603 (change assumption)
    Mortgage ($2,301) + Fees ($90) + Taxes in 2025 ($212)


    Taxes:$2,546

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 947 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708

    $525,0002 Days on yellowkey   MLS ID: O6418792

    For Sale O6418792 - 947 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2416
       Built: 1997
    Monthly Fee: $126
       Tax: $2,980 (2025)
    Community: Greenbriar Sub Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,251 (change assumption)
    Mortgage ($2,877) + Fees ($126) + Taxes in 2025 ($248)


    Taxes:$2,980

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 717 ADIDAS RD, WINTER SPRINGS, FL 32708

    $439,9005 Days on yellowkey   MLS ID: V4949727

    REDUCED by $5,100 (1.1%) on 06/24/2026

    For Sale V4949727 - 717 ADIDAS RD, WINTER SPRINGS, FL 32708 31 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1812
       Built: 1986
    Monthly Fee: $95
       Tax: $5,844 (2025)
    Community: Wedgewood Tennis Villas
    Single Family


    Estimated Monthly Payment: $2,992 (change assumption)
    Mortgage ($2,410) + Fees ($95) + Taxes in 2025 ($487)


    Taxes:$5,844

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 568 BUCKHORN DR, WINTER SPRINGS, FL 32708

    $475,00016 Days on yellowkey   MLS ID: O6413584

    0 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $10,000 (2.1%) on 06/22/2026

    For Sale O6413584 - 568 BUCKHORN DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2076
       Built: 2012
    Monthly Fee: $167
       Tax: $3,280 (2025)
    Community: Winter Spgs Village Ph 1
    Single Family


    Estimated Monthly Payment: $3,043 (change assumption)
    Mortgage ($2,603) + Fees ($167) + Taxes in 2025 ($273)


    Taxes:$3,280

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $769,90083 Days on yellowkey   MLS ID: O6395594

    REDUCED by $10,000 (1.3%) on 06/10/2026

    For Sale O6395594 - 140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708 46 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3129
       Built: 1999
    Monthly Fee: $184
       Tax: $5,857 (2024)
    Community: Seville Chase
    Single Family


    Estimated Monthly Payment: $4,891 (change assumption)
    Mortgage ($4,219) + Fees ($184) + Taxes in 2024 ($488)


    Taxes:$5,857

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 440 BUCKSKIN CT, WINTER SPRINGS, FL 32708

    $525,00089 Days on yellowkey   MLS ID: O6394274

    REDUCED by $9,900 (1.9%) on 06/24/2026

    For Sale O6394274 - 440 BUCKSKIN CT, WINTER SPRINGS, FL 32708 52 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1922
       Built: 1986
    Monthly Fee: $30
       Tax: $5,731 (2025)
    Community: Deer Run Unit 20
    Single Family


    Estimated Monthly Payment: $3,384 (change assumption)
    Mortgage ($2,877) + Fees ($30) + Taxes in 2025 ($478)


    Taxes:$5,731

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708

    $494,000159 Days on yellowkey   MLS ID: O6374288

    REDUCED by $4,900 (1.0%) on 06/24/2026

    For Sale O6374288 - 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708 54 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1864
       Built: 1985
    Monthly Fee: $3
       Tax: $3,119 (2024)
    Community: Oak Forest Unit 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,970 (change assumption)
    Mortgage ($2,707) + Fees ($3) + Taxes in 2024 ($260)


    Taxes:$3,119

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 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


  • 749 WILLOW RUN LN, WINTER SPRINGS, FL 32708

    $615,00041 Days on yellowkey   MLS ID: O6407791

    REDUCED by $5,000 (0.8%) on 06/24/2026

    For Sale O6407791 - 749 WILLOW RUN LN, WINTER SPRINGS, FL 32708 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2456
       Built: 1986
    Monthly Fee: $17
       Tax: $5,752 (2025)
    Community: Willow Run
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,866 (change assumption)
    Mortgage ($3,370) + Fees ($17) + Taxes in 2025 ($479)


    Taxes:$5,752

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 122 STONE GABLE CIR, WINTER SPRINGS, FL 32708

    $485,000294 Days on yellowkey   MLS ID: O6340870

    INCREASED by $5,000 (1.0%) on 05/29/2026

    For Sale O6340870 - 122 STONE GABLE CIR, WINTER SPRINGS, FL 32708 42 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2147
       Built: 1999
    Monthly Fee: $58
       Tax: $6,186 (2024)
    Community: Stone Gable
    Single Family


    Estimated Monthly Payment: $3,231 (change assumption)
    Mortgage ($2,657) + Fees ($58) + Taxes in 2024 ($516)


    Taxes:$6,186

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 109 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708

    $1,090,00050 Days on yellowkey   MLS ID: O6404923

    0 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $60,000 (5.2%) on 05/28/2026

    For Sale O6404923 - 109 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708 45 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3440
       Built: 1996
    Monthly Fee: $123
       Tax: $7,388 (2024)
    Community: Reserve At Tuscawilla Ph 1 The
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,711 (change assumption)
    Mortgage ($5,972) + Fees ($123) + Taxes in 2024 ($616)


    Taxes:$7,388

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 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


  • 1530 BRAEWICK ST, WINTER SPRINGS, FL 32708

    $449,9009 Days on yellowkey   MLS ID: TB8518340

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

    For Sale TB8518340 - 1530 BRAEWICK ST, WINTER SPRINGS, FL 32708 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1889
       Built: 1999
    Monthly Fee: $115
       Tax: $2,255 (2025)
    Community: Fox Glen At Chelsea Parc Tuscawilla
    Single Family


    Estimated Monthly Payment: $2,768 (change assumption)
    Mortgage ($2,465) + Fees ($115) + Taxes in 2025 ($188)


    Taxes:$2,255

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708

    $499,90020 Days on yellowkey   MLS ID: O6413841

    REDUCED by $10,100 (2.0%) on 06/23/2026

    For Sale O6413841 - 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 1984
    Monthly Fee: $25
       Tax: $5,048 (2025)
    Community: Amherst
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,185 (change assumption)
    Mortgage ($2,739) + Fees ($25) + Taxes in 2025 ($421)


    Taxes:$5,048

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 662 SARANAC DR, WINTER SPRINGS, FL 32708

    $643,10019 Days on yellowkey   MLS ID: O6413437

    0 Days Off yellowkey (back on 6/23/2026)

    For Sale O6413437 - 662 SARANAC DR, WINTER SPRINGS, FL 32708 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2180
       Built: 1986
    Monthly Fee: $6
       Tax: $3,686 (2025)
    Community: Tuscawilla Unit 14A
    Single Family


    Estimated Monthly Payment: $3,837 (change assumption)
    Mortgage ($3,524) + Fees ($6) + Taxes in 2025 ($307)


    Taxes:$3,686

    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






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