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Displaying: For Sale

Location: Winter Springs

Property Type(s): Single Family

Beds: 5 to 5

Winter Springs - 17 properties found

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  • 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


  • 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


  • 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


  • 363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708

    $537,00088 Days on yellowkey   MLS ID: O6394390

    REDUCED by $42,000 (7.3%) on 06/23/2026

    For Sale O6394390 - 363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708 20 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3408
       Built: 2000
    Monthly Fee: $48
       Tax: $4,927 (2025)
    Community: Winding Hollow
    Single Family


    Estimated Monthly Payment: $3,401 (change assumption)
    Mortgage ($2,942) + Fees ($48) + Taxes in 2025 ($411)


    Taxes:$4,927

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1160 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708

    $825,00037 Days on yellowkey   MLS ID: O6408959

    0 Days Off yellowkey (back on 6/12/2026)

    REDUCED by $25,000 (2.9%) on 06/04/2026

    For Sale O6408959 - 1160 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708 40 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3118
       Built: 2001
    Monthly Fee: $127
       Tax: $8,339 (2025)
    Community: Citrus Oaks
    Single Family


    Estimated Monthly Payment: $5,342 (change assumption)
    Mortgage ($4,520) + Fees ($127) + Taxes in 2025 ($695)


    Taxes:$8,339

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1208 CHEETAH TRL, WINTER SPRINGS, FL 32708

    $669,9005 Days on yellowkey   MLS ID: O6416652

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

    For Sale O6416652 - 1208 CHEETAH TRL, WINTER SPRINGS, FL 32708 51 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2837
       Built: 1979   Tax: $3,887 (2025)
    Community: Tuscawilla Unit 06
    Single Family


    Estimated Monthly Payment: $3,995 (change assumption)
    Mortgage ($3,671) + Taxes in 2025 ($324)


    Taxes:$3,887

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708

    $729,900120 Days on yellowkey   MLS ID: O6384753

    0 Days Off yellowkey (back on 4/2/2026)

    For Sale O6384753 - 1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708 46 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2908
       Built: 2003
    Monthly Fee: $150
       Tax: $2,062 (2025)
    Community: Parkstone Unit 3
    Single Family


    Estimated Monthly Payment: $4,321 (change assumption)
    Mortgage ($3,999) + Fees ($150) + Taxes in 2025 ($172)


    Taxes:$2,062

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 811 MAPLE LEAF LOOP, WINTER SPRINGS, FL 32708

    $545,00020 Days on yellowkey   MLS ID: O6413927

    0 Days Off yellowkey (back on 6/16/2026)

    For Sale O6413927 - 811 MAPLE LEAF LOOP, WINTER SPRINGS, FL 32708 30 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2852
       Built: 2016
    Monthly Fee: $100
       Tax: $4,089 (2025)
    Community: Seven Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,427 (change assumption)
    Mortgage ($2,986) + Fees ($100) + Taxes in 2025 ($341)


    Taxes:$4,089

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1112 ORANGE AVE, WINTER SPRINGS, FL 32708

    $3,998,000440 Days on yellowkey   MLS ID: O6298615

    For Sale O6298615 - 1112 ORANGE AVE, WINTER SPRINGS, FL 32708 82 photos

    Bed: 5   Bath: 6.5   Gar: 6
    Liv Area Sq Ft: 8685
       Built: 2008   Tax: $14,976 (2024)
    Community: Lake Jessup
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,154 (change assumption)
    Mortgage ($21,906) + Taxes in 2024 ($1,248)


    Taxes:$14,976

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 702 GOLFPOINT DR, WINTER SPRINGS, FL 32708

    $899,90076 Days on yellowkey   MLS ID: O6397566

    REDUCED by $25,100 (2.7%) on 05/26/2026

    For Sale O6397566 - 702 GOLFPOINT DR, WINTER SPRINGS, FL 32708 77 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3660
       Built: 1994
    Monthly Fee: $48
       Tax: $11,586 (2025)
    Community: Glen Eagle Unit 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,944 (change assumption)
    Mortgage ($4,931) + Fees ($48) + Taxes in 2025 ($966)


    Taxes:$11,586

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1815 SENECA BLVD, WINTER SPRINGS, FL 32708

    $999,000188 Days on yellowkey   MLS ID: O6368232

    REDUCED by $30,000 (2.9%) on 05/20/2026

    For Sale O6368232 - 1815 SENECA BLVD, WINTER SPRINGS, FL 32708 43 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3885
       Built: 1989   Tax: $5,558 (2024)
    Community: Tuscawilla Unit 14B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,937 (change assumption)
    Mortgage ($5,474) + Taxes in 2024 ($463)


    Taxes:$5,558

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 709 WINDWILLOW CIR, WINTER SPRINGS, FL 32708

    $819,00064 Days on yellowkey   MLS ID: O6399823

    0 Days Off yellowkey (back on 5/20/2026)

    REDUCED by $20,000 (2.4%) on 05/09/2026

    For Sale O6399823 - 709 WINDWILLOW CIR, WINTER SPRINGS, FL 32708 39 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3407
       Built: 1988
    Monthly Fee: $20
       Tax: $368 (2024)
    Community: Lake Tuskawilla Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,538 (change assumption)
    Mortgage ($4,488) + Fees ($20) + Taxes in 2024 ($31)


    Taxes:$368

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1618 WRENTHAM CT, WINTER SPRINGS, FL 32708

    $799,90027 Days on yellowkey   MLS ID: O6411489

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

    For Sale O6411489 - 1618 WRENTHAM CT, WINTER SPRINGS, FL 32708 61 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3286
       Built: 2004
    Monthly Fee: $100
       Tax: $7,344 (2025)
    Community: Barrington Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,095 (change assumption)
    Mortgage ($4,383) + Fees ($100) + Taxes in 2025 ($612)


    Taxes:$7,344

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Jackson Heights Middle


  • 1281 NATURES WAY, WINTER SPRINGS, FL 32708

    $1,200,00054 Days on yellowkey   MLS ID: O6404018

    For Sale O6404018 - 1281 NATURES WAY, WINTER SPRINGS, FL 32708 43 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3212
       Built: 1972   Tax: $2,240 (2024)
    Community: Tuscawilla
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,762 (change assumption)
    Mortgage ($6,575) + Taxes in 2024 ($187)


    Taxes:$2,240

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 965 PAPAYA LN, WINTER SPRINGS, FL 32708

    $729,90039 Days on yellowkey   MLS ID: OM724828

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale OM724828 - 965 PAPAYA LN, WINTER SPRINGS, FL 32708 58 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3514
       Built: 1986
    Monthly Fee: $3
       Tax: $3,805 (2025)
    Community: Oak Forest Unit 5
    Single Family


    Estimated Monthly Payment: $4,319 (change assumption)
    Mortgage ($3,999) + Fees ($3) + Taxes in 2025 ($317)


    Taxes:$3,805

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 408 AVONDALE CT, WINTER SPRINGS, FL 32708

    $1,250,00070 Days on yellowkey   MLS ID: O6398566

    0 Days Off yellowkey (back on 5/17/2026)

    For Sale O6398566 - 408 AVONDALE CT, WINTER SPRINGS, FL 32708 49 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3850
       Built: 2003
    Monthly Fee: $167
       Tax: $9,316 (2025)
    Community: Wicklow Greens At Tuscawilla
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,792 (change assumption)
    Mortgage ($6,849) + Fees ($167) + Taxes in 2025 ($776)


    Taxes:$9,316

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 124 BLUE CREEK DR, WINTER SPRINGS, FL 32708

    $750,000202 Days on yellowkey   MLS ID: O6365177

    REDUCED by $54,900 (6.8%) on 04/14/2026

    For Sale O6365177 - 124 BLUE CREEK DR, WINTER SPRINGS, FL 32708 30 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2762
       Built: 1995
    Monthly Fee: $70
       Tax: $8,440 (2024)
    Community: Chestnut Estates Ph 1
    Single Family


    Estimated Monthly Payment: $4,883 (change assumption)
    Mortgage ($4,109) + Fees ($70) + Taxes in 2024 ($703)


    Taxes:$8,440

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None






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