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Homes for Sale Near Winter Springs High in Winter Springs - 120 homes

Winter Springs High is an High School in Seminole County. Find homes for sale close to Winter Springs High. Our REALTORS® can assist you in your search for Winter Springs High, Winter Springs nearby homes.

Location: Winter Springs

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  • 709 SAILFISH RD, WINTER SPRINGS, FL 32708

    $402,500198 Days on yellowkey   MLS ID: O6364715

    REDUCED by $5,000 (1.2%) on 06/08/2026

    For Sale O6364715 - 709 SAILFISH RD, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1737
       Built: 1984   Tax: $5,463 (2024)
    Community: North Orlando Ranches Sec 10
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,661 (change assumption)
    Mortgage ($2,205) + Taxes in 2024 ($455)


    Taxes:$5,463

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 130 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $739,90030 Days on yellowkey   MLS ID: O6409028

    1 Days Off yellowkey (back on 6/8/2026)

    For Sale O6409028 - 130 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2433
       Built: 1999
    Monthly Fee: $187
       Tax: $7,238 (2025)
    Community: Seville Chase
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,844 (change assumption)
    Mortgage ($4,054) + Fees ($187) + Taxes in 2025 ($603)


    Taxes:$7,238

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1128 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708

    $469,00079 Days on yellowkey   MLS ID: O6395600

    REDUCED by $9,500 (2.0%) on 06/06/2026

    For Sale O6395600 - 1128 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708 35 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2344
       Built: 2021
    Monthly Fee: $236
       Tax: $2,985 (2025)
    Community: Seminole Crossing Twnhms
    Townhouse


    Estimated Monthly Payment: $3,055 (change assumption)
    Mortgage ($2,570) + Fees ($236) + Taxes in 2025 ($249)


    Taxes:$2,985

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $690,000156 Days on yellowkey   MLS ID: O6374007

    REDUCED by $10,000 (1.4%) on 05/05/2026

    For Sale O6374007 - 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708 46 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2562
       Built: 1984
    Monthly Fee: $40
       Tax: $7,807 (2024)
    Community: Tuskabay Ph 1
    Single Family


    Estimated Monthly Payment: $4,471 (change assumption)
    Mortgage ($3,781) + Fees ($40) + Taxes in 2024 ($651)


    Taxes:$7,807

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708

    $498,900155 Days on yellowkey   MLS ID: O6374288

    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: $2,997 (change assumption)
    Mortgage ($2,734) + 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


  • 560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708

    $425,00054 Days on yellowkey   MLS ID: O6401016

    REDUCED by $20,000 (4.5%) on 05/20/2026

    For Sale O6401016 - 560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1654
       Built: 1996
    Monthly Fee: $78
       Tax: $5,669 (2024)
    Community: Tusca Oaks
    Single Family


    Estimated Monthly Payment: $2,879 (change assumption)
    Mortgage ($2,329) + Fees ($78) + Taxes in 2024 ($472)


    Taxes:$5,669

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 446 CLUB DR, WINTER SPRINGS, FL 32708

    $269,000128 Days on yellowkey   MLS ID: O6380694

    For Sale O6380694 - 446 CLUB DR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1460
       Built: 1994
    Monthly Fee: $520
       Tax: $886 (2024)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $2,068 (change assumption)
    Mortgage ($1,474) + Fees ($520) + Taxes in 2024 ($74)


    Taxes:$886

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 476 CLUB DR, WINTER SPRINGS, FL 32708

    $275,00088 Days on yellowkey   MLS ID: O6392856

    2 Days Off yellowkey (back on 5/8/2026)

    REDUCED by $10,000 (3.5%) on 04/22/2026

    For Sale O6392856 - 476 CLUB DR, WINTER SPRINGS, FL 32708 62 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1460
       Built: 1995
    Monthly Fee: $520
       Tax: $1,765 (2025)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $2,174 (change assumption)
    Mortgage ($1,507) + Fees ($520) + Taxes in 2025 ($147)


    Taxes:$1,765

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 224 HIGHLANDS GLEN CIR, WINTER SPRINGS, FL 32708

    $295,00032 Days on yellowkey   MLS ID: O6409042

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

    For Sale O6409042 - 224 HIGHLANDS GLEN CIR, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1185
       Built: 1986
    Monthly Fee: $63
       Tax: $3,265 (2025)
    Community: Highlands Glen
    Villa


    Estimated Monthly Payment: $1,951 (change assumption)
    Mortgage ($1,616) + Fees ($63) + Taxes in 2025 ($272)


    Taxes:$3,265

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 4991 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $750,00030 Days on yellowkey   MLS ID: O6409511

    1 Days Off yellowkey (back on 5/24/2026)

    For Sale O6409511 - 4991 COURTLAND LOOP, WINTER SPRINGS, FL 32708 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3217
       Built: 1983
    Monthly Fee: $40
       Tax: $6,752 (2025)
    Community: Tuskabay
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,712 (change assumption)
    Mortgage ($4,109) + Fees ($40) + Taxes in 2025 ($563)


    Taxes:$6,752

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 114 SUNDANCE CT, WINTER SPRINGS, FL 32708

    $305,500218 Days on yellowkey   MLS ID: O6359275

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

    REDUCED by $10,000 (3.2%) on 04/23/2026

    For Sale O6359275 - 114 SUNDANCE CT, WINTER SPRINGS, FL 32708 40 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1356
       Built: 1997
    Monthly Fee: $120
       Tax: $4,059 (2024)
    Community: Seasons The
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,132 (change assumption)
    Mortgage ($1,674) + Fees ($120) + Taxes in 2024 ($338)


    Taxes:$4,059

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 622 ANHINGA RD, WINTER SPRINGS, FL 32708

    $384,900178 Days on yellowkey   MLS ID: O6369225

    REDUCED by $13,600 (3.4%) on 05/18/2026

    For Sale O6369225 - 622 ANHINGA RD, WINTER SPRINGS, FL 32708 73 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1721
       Built: 1988
    Monthly Fee: $106
       Tax: $4,083 (2024)
    Community: Greenspointe
    Single Family


    Estimated Monthly Payment: $2,555 (change assumption)
    Mortgage ($2,109) + Fees ($106) + Taxes in 2024 ($340)


    Taxes:$4,083

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1281 NATURES WAY, WINTER SPRINGS, FL 32708

    $1,200,00050 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


  • 510 SONATA CT, WINTER SPRINGS, FL 32708

    $824,90053 Days on yellowkey   MLS ID: O6402358

    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: $5,238 (change assumption)
    Mortgage ($4,520) + 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


  • 226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $824,90064 Days on yellowkey   MLS ID: O6398877

    0 Days Off yellowkey (back on 5/30/2026)

    For Sale O6398877 - 226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 1994
    Monthly Fee: $44
       Tax: $4,461 (2024)
    Community: Chestnut Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,936 (change assumption)
    Mortgage ($4,520) + Fees ($44) + Taxes in 2024 ($372)


    Taxes:$4,461

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 330 HAYES RD, WINTER SPRINGS, FL 32708

    $820,00047 Days on yellowkey   MLS ID: O6404598

    REDUCED by $20,000 (2.4%) on 05/25/2026

    For Sale O6404598 - 330 HAYES RD, WINTER SPRINGS, FL 32708 58 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2252
       Built: 1977   Tax: $2,738 (2024)
    Community: North Orlando Ranches Sec 04
    Single Family


    Estimated Monthly Payment: $4,721 (change assumption)
    Mortgage ($4,493) + Taxes in 2024 ($228)


    Taxes:$2,738

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: None


  • 872 FALKIRK DR, WINTER SPRINGS, FL 32708

    $438,997121 Days on yellowkey   MLS ID: O6383538

    REDUCED by $10,000 (2.2%) on 05/05/2026

    For Sale O6383538 - 872 FALKIRK DR, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 1978
    Monthly Fee: $35
       Tax: $2,381 (2024)
    Community: Highlands Sec 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,639 (change assumption)
    Mortgage ($2,405) + Fees ($35) + Taxes in 2024 ($198)


    Taxes:$2,381

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 140 N. FAIRFAX, WINTER SPRINGS, FL 32708

    $325,000199 Days on yellowkey   MLS ID: O6364352

    REDUCED by $6,000 (1.8%) on 04/24/2026

    For Sale O6364352 - 140 N. FAIRFAX, WINTER SPRINGS, FL 32708 42 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1188
       Built: 1959   Tax: $2,426 (2024)
    Community: North Orlando
    Single Family


    Estimated Monthly Payment: $1,983 (change assumption)
    Mortgage ($1,781) + Taxes in 2024 ($202)


    Taxes:$2,426

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1444 BIRD RD, WINTER SPRINGS, FL 32708

    $838,500277 Days on yellowkey   MLS ID: O6344113

    For Sale O6344113 - 1444 BIRD RD, WINTER SPRINGS, FL 32708 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2350
       Built: 1977   Tax: $2,076 (2024)
    Community: Watts Farms
    Single Family


    Estimated Monthly Payment: $4,767 (change assumption)
    Mortgage ($4,594) + Taxes in 2024 ($173)


    Taxes:$2,076

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 417 CRUZ BAY CIR, WINTER SPRINGS, FL 32708

    $435,00033 Days on yellowkey   MLS ID: O6408099

    2 Days Off yellowkey (back on 5/28/2026)

    For Sale O6408099 - 417 CRUZ BAY CIR, WINTER SPRINGS, FL 32708 26 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2176
       Built: 2006
    Monthly Fee: $245
       Tax: $3,673 (2024)
    Community: The Landings At Parkstone
    Townhouse


    Estimated Monthly Payment: $2,935 (change assumption)
    Mortgage ($2,384) + Fees ($245) + Taxes in 2024 ($306)


    Taxes:$3,673

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle




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Home, townhome, condo, villa, and other listing sales data closeby Winter Springs High is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on homes for sale nearby Winter Springs High, Winter Springs . You can use our website to view Multiple Listing Service (MLS) data on Winter Springs homes near Winter Springs High. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our listings that are close to Winter Springs High.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.