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Displaying: For Sale

Location: Winter Springs

Property Type(s): Single Family

Beds: 4 to 4

Winter Springs - 62 properties found

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  • 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


  • 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


  • 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


  • 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


  • 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


  • 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


  • 1335 SAN FELIPE CT, WINTER SPRINGS, FL 32708

    $450,0007 Days on yellowkey   MLS ID: O6417601

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

    For Sale O6417601 - 1335 SAN FELIPE CT, WINTER SPRINGS, FL 32708 65 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1571
       Built: 1987   Tax: $5,051 (2025)
    Community: Sunrise Village Unit 6
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,887 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($421)


    Taxes:$5,051

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 71 TARPON CIR, WINTER SPRINGS, FL 32708

    $525,0004 Days on yellowkey   MLS ID: O6418735

    For Sale O6418735 - 71 TARPON CIR, WINTER SPRINGS, FL 32708 24 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2637
       Built: 1973
    Monthly Fee: $3
       Tax: $2,415 (2025)
    Community: Winter Spgs Unit 4
    Single Family


    Estimated Monthly Payment: $3,081 (change assumption)
    Mortgage ($2,877) + Fees ($3) + Taxes in 2025 ($201)


    Taxes:$2,415

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 170 WOODED VINE DR, WINTER SPRINGS, FL 32708

    $649,9006 Days on yellowkey   MLS ID: O6418077

    For Sale O6418077 - 170 WOODED VINE DR, WINTER SPRINGS, FL 32708 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2019
    Monthly Fee: $137
       Tax: $8,571 (2025)
    Community: Tuskawilla Crossings Ph 1
    Single Family


    Estimated Monthly Payment: $4,412 (change assumption)
    Mortgage ($3,561) + Fees ($137) + Taxes in 2025 ($714)


    Taxes:$8,571

    Elementary School: None

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708

    $557,90041 Days on yellowkey   MLS ID: O6407307

    REDUCED by $12,000 (2.1%) on 06/22/2026

    For Sale O6407307 - 268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708 45 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2415
       Built: 2001
    Monthly Fee: $150
       Tax: $4,293 (2025)
    Community: Parkstone
    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($3,057) + Fees ($150) + Taxes in 2025 ($358)


    Taxes:$4,293

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $590,000123 Days on yellowkey   MLS ID: O6372400

    0 Days Off yellowkey (back on 6/21/2026)

    REDUCED by $10,000 (1.7%) on 06/19/2026

    For Sale O6372400 - 214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708 68 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2474
       Built: 2001
    Monthly Fee: $42
       Tax: $5,539 (2024)
    Community: Chestnut Ridge In Tuscawilla
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,736 (change assumption)
    Mortgage ($3,233) + Fees ($42) + Taxes in 2024 ($462)


    Taxes:$5,539

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 819 DUNDEE DR, WINTER SPRINGS, FL 32708

    $419,00021 Days on yellowkey   MLS ID: O6412585

    REDUCED by $10,000 (2.3%) on 06/16/2026

    For Sale O6412585 - 819 DUNDEE DR, WINTER SPRINGS, FL 32708 47 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1701
       Built: 1978
    Monthly Fee: $40
       Tax: $1,558 (2025)
    Community: Highlands Sec 1
    Single Family


    Estimated Monthly Payment: $2,466 (change assumption)
    Mortgage ($2,296) + Fees ($40) + Taxes in 2025 ($130)


    Taxes:$1,558

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 200 BLUE CREEK DR, WINTER SPRINGS, FL 32708

    $625,0007 Days on yellowkey   MLS ID: O6416327

    0 Days Off yellowkey (back on 6/21/2026)

    For Sale O6416327 - 200 BLUE CREEK DR, WINTER SPRINGS, FL 32708 73 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2344
       Built: 1997
    Monthly Fee: $70
       Tax: $3,467 (2025)
    Community: Chestnut Estates Ph 2
    Single Family


    Estimated Monthly Payment: $3,783 (change assumption)
    Mortgage ($3,425) + Fees ($70) + Taxes in 2025 ($289)


    Taxes:$3,467

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1107 WINTER SPRINGS BLVD, WINTER SPRINGS, FL 32708

    $570,0007 Days on yellowkey   MLS ID: O6417844

    For Sale O6417844 - 1107 WINTER SPRINGS BLVD, WINTER SPRINGS, FL 32708 28 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2345
       Built: 1973
    Monthly Fee: $3
       Tax: $2,525 (2025)
    Community: Winter Spgs Unit 4
    Single Family


    Estimated Monthly Payment: $3,337 (change assumption)
    Mortgage ($3,123) + Fees ($3) + Taxes in 2025 ($210)


    Taxes:$2,525

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 995 DYSON DR, WINTER SPRINGS, FL 32708

    $750,0005 Days on yellowkey   MLS ID: O6418233

    0 Days Off yellowkey (back on 6/20/2026)

    For Sale O6418233 - 995 DYSON DR, WINTER SPRINGS, FL 32708 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2855
       Built: 1979   Tax: $9,147 (2025)
    Community: Winter Spgs Unit 3
    Single Family


    Estimated Monthly Payment: $4,872 (change assumption)
    Mortgage ($4,109) + Taxes in 2025 ($762)


    Taxes:$9,147

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 577 WALDEN CT, WINTER SPRINGS, FL 32708

    $399,00016 Days on yellowkey   MLS ID: V4949540

    REDUCED by $6,000 (1.5%) on 06/20/2026

    For Sale V4949540 - 577 WALDEN CT, WINTER SPRINGS, FL 32708 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 1974   Tax: $3,414 (2025)
    Community: Walden Terrace
    Single Family


    Estimated Monthly Payment: $2,471 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($284)


    Taxes:$3,414

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1201 WOLVERINE TRL, WINTER SPRINGS, FL 32708

    $500,000157 Days on yellowkey   MLS ID: O6374676

    For Sale O6374676 - 1201 WOLVERINE TRL, WINTER SPRINGS, FL 32708 40 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1979
       Built: 1977   Tax: $5,709 (2024)
    Community: Winter Spgs Unit 4
    Single Family


    Estimated Monthly Payment: $3,215 (change assumption)
    Mortgage ($2,740) + Taxes in 2024 ($476)


    Taxes:$5,709

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 221 SHERRY AVE, WINTER SPRINGS, FL 32708

    $359,90048 Days on yellowkey   MLS ID: O6404854

    REDUCED by $7,000 (1.9%) on 06/17/2026

    For Sale O6404854 - 221 SHERRY AVE, WINTER SPRINGS, FL 32708 18 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1700
       Built: 1971   Tax: $523 (2025)
    Community: North Orlando Townsite Fourth Add Replat
    Single Family


    Estimated Monthly Payment: $2,016 (change assumption)
    Mortgage ($1,972) + Taxes in 2025 ($44)


    Taxes:$523

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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