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Homes for Sale Near Winter Springs High in Winter Springs - 114 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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  • 975 DYSON DR, WINTER SPRINGS, FL 32708

    $879,000Listed 06/17/2026 12:39AM   MLS ID: O6417467

    For Sale O6417467 - 975 DYSON DR, WINTER SPRINGS, FL 32708 76 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2191
       Built: 1980   Tax: $6,089 (2025)
    Community: Winter Spgs Unit 3
    Single Family


    Estimated Monthly Payment: $5,324 (change assumption)
    Mortgage ($4,816) + Taxes in 2025 ($507)


    Taxes:$6,089

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1204 SWAN ST, WINTER SPRINGS, FL 32708

    $624,000Listed 06/16/2026 3:24PM   MLS ID: O6417440

    For Sale O6417440 - 1204 SWAN ST, WINTER SPRINGS, FL 32708 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3334
       Built: 1973   Tax: $3,677 (2024)
    Community: Winter Spgs Unit 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,726 (change assumption)
    Mortgage ($3,419) + Taxes in 2024 ($306)


    Taxes:$3,677

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 114 STONE GABLE CIR, WINTER SPRINGS, FL 32708

    $485,900Listed 06/16/2026 4:44PM   MLS ID: O6417280

    For Sale O6417280 - 114 STONE GABLE CIR, WINTER SPRINGS, FL 32708 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1814
       Built: 1998
    Monthly Fee: $50
       Tax: $4,263 (2025)
    Community: Stone Gable
    Single Family


    Estimated Monthly Payment: $3,068 (change assumption)
    Mortgage ($2,662) + Fees ($50) + Taxes in 2025 ($355)


    Taxes:$4,263

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1016 WALNUT CREEK CV, WINTER SPRINGS, FL 32708

    $539,9001 Day on yellowkey   MLS ID: O6414948

    For Sale O6414948 - 1016 WALNUT CREEK CV, WINTER SPRINGS, FL 32708 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2375
       Built: 2003
    Monthly Fee: $150
       Tax: $3,482 (2025)
    Community: Parkstone Unit 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,398 (change assumption)
    Mortgage ($2,958) + Fees ($150) + Taxes in 2025 ($290)


    Taxes:$3,482

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1441 FOREST HILLS DR, WINTER SPRINGS, FL 32708

    $420,0001 Day on yellowkey   MLS ID: O6413957

    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


  • 126 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $769,00076 Days on yellowkey   MLS ID: O6392873

    REDUCED by $16,000 (2.0%) on 04/15/2026

    For Sale O6392873 - 126 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708 1 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3205
       Built: 2000
    Monthly Fee: $184
       Tax: $9,320 (2024)
    Community: Seville Chase
    Single Family


    Estimated Monthly Payment: $5,174 (change assumption)
    Mortgage ($4,214) + Fees ($184) + Taxes in 2024 ($777)


    Taxes:$9,320

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1406 BLUMBERG BLVD, WINTER SPRINGS, FL 32708

    $425,00030 Days on yellowkey   MLS ID: O6408695

    For Sale O6408695 - 1406 BLUMBERG BLVD, WINTER SPRINGS, FL 32708 62 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1476
       Built: 2024
    Monthly Fee: $356
       Tax: $6,076 (2025)
    Community: Hickory Grove Twnhms
    Townhouse


    Estimated Monthly Payment: $3,191 (change assumption)
    Mortgage ($2,329) + Fees ($356) + Taxes in 2025 ($506)


    Taxes:$6,076

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 472 DEWARS CT, WINTER SPRINGS, FL 32708

    $499,90013 Days on yellowkey   MLS ID: O6413206

    For Sale O6413206 - 472 DEWARS CT, WINTER SPRINGS, FL 32708 45 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2222
       Built: 1995
    Monthly Fee: $13
       Tax: $2,066 (2025)
    Community: Highland Lake Ph 2
    Single Family


    Estimated Monthly Payment: $2,924 (change assumption)
    Mortgage ($2,739) + Fees ($13) + Taxes in 2025 ($172)


    Taxes:$2,066

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $444,990105 Days on yellowkey   MLS ID: O6386458

    REDUCED by $40,000 (8.2%) on 06/01/2026

    For Sale O6386458 - 161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1704
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,916 (change assumption)
    Mortgage ($2,438) + Fees ($356) + Taxes in 2025 ($121)


    Taxes:$1,457

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 173 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $439,990105 Days on yellowkey   MLS ID: O6386437

    REDUCED by $45,000 (9.3%) on 06/01/2026

    For Sale O6386437 - 173 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1704
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,888 (change assumption)
    Mortgage ($2,411) + Fees ($356) + Taxes in 2025 ($121)


    Taxes:$1,457

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 600 NORTHERN WAY #906, WINTER SPRINGS, FL 32708

    $290,000139 Days on yellowkey   MLS ID: O6375918

    REDUCED by $20,000 (6.5%) on 06/01/2026

    For Sale O6375918 - 600 NORTHERN WAY #906, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1609
       Built: 2016   Tax: $4,259 (2024)
    Community: Tuscany Place Ph 1
    Condo


    Estimated Monthly Payment: $1,944 (change assumption)
    Mortgage ($1,589) + Taxes in 2024 ($355)


    Taxes:$4,259

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1112 ORANGE AVE, WINTER SPRINGS, FL 32708

    $3,998,000433 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


  • 819 DUNDEE DR, WINTER SPRINGS, FL 32708

    $419,00014 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


  • 270 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $249,900217 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


  • 140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $769,90076 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


  • 1110 SHADOWBROOK TRL, WINTER SPRINGS, FL 32708

    $575,00013 Days on yellowkey   MLS ID: O6413323

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

    For Sale O6413323 - 1110 SHADOWBROOK TRL, WINTER SPRINGS, FL 32708 35 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2214
       Built: 1998
    Monthly Fee: $50
       Tax: $3,542 (2025)
    Community: Winding Hollow Unit 4
    Single Family


    Estimated Monthly Payment: $3,496 (change assumption)
    Mortgage ($3,151) + Fees ($50) + Taxes in 2025 ($295)


    Taxes:$3,542

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1411 BORG LN, WINTER SPRINGS, FL 32708

    $385,000137 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


  • 502 CLUB DR, WINTER SPRINGS, FL 32708

    $219,50089 Days on yellowkey   MLS ID: O6390697

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

    REDUCED by $10,000 (4.4%) on 05/01/2026

    For Sale O6390697 - 502 CLUB DR, WINTER SPRINGS, FL 32708 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1224
       Built: 1987
    Monthly Fee: $520
       Tax: $3,355 (2025)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $2,002 (change assumption)
    Mortgage ($1,203) + Fees ($520) + Taxes in 2025 ($280)


    Taxes:$3,355

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708

    $569,90034 Days on yellowkey   MLS ID: O6407307

    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: $3,630 (change assumption)
    Mortgage ($3,123) + 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


  • 30 SABLE CT, WINTER SPRINGS, FL 32708

    $569,000124 Days on yellowkey   MLS ID: O6382648

    REDUCED by $10,000 (1.7%) on 04/12/2026

    For Sale O6382648 - 30 SABLE CT, WINTER SPRINGS, FL 32708 11 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 1976   Tax: $3,043 (2024)
    Community: Tuscawilla
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,371 (change assumption)
    Mortgage ($3,118) + Taxes in 2024 ($254)


    Taxes:$3,043

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle




Why Bother Searching Elsewhere for Homes For Sale and Real Estate nearby Winter Springs High?

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.