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Homes for Sale Near Winter Springs High in Winter Springs - 124 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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  • 661 ANDOVER CIR, WINTER SPRINGS, FL 32708

    $435,0009 Days on yellowkey   MLS ID: O6417072

    For Sale O6417072 - 661 ANDOVER CIR, WINTER SPRINGS, FL 32708 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1735
       Built: 1994
    Monthly Fee: $125
       Tax: $5,042 (2025)
    Community: Georgetowne Unit 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,929 (change assumption)
    Mortgage ($2,384) + Fees ($125) + Taxes in 2025 ($420)


    Taxes:$5,042

    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

    $525,0004 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


  • 4967 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $790,000Listed 06/26/2026 7:48AM   MLS ID: O6419028

    For Sale O6419028 - 4967 COURTLAND LOOP, WINTER SPRINGS, FL 32708 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2339
       Built: 1989
    Monthly Fee: $40
       Tax: $6,933 (2025)
    Community: Tuskabay
    Single Family


    Estimated Monthly Payment: $4,946 (change assumption)
    Mortgage ($4,329) + Fees ($40) + Taxes in 2025 ($578)


    Taxes:$6,933

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 4901 PETRA CT, WINTER SPRINGS, FL 32708

    $674,90028 Days on yellowkey   MLS ID: O6412001

    For Sale O6412001 - 4901 PETRA CT, WINTER SPRINGS, FL 32708 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2644
       Built: 1986
    Monthly Fee: $40
       Tax: $2,783 (2024)
    Community: Tuskabay
    Single Family


    Estimated Monthly Payment: $3,970 (change assumption)
    Mortgage ($3,698) + Fees ($40) + Taxes in 2024 ($232)


    Taxes:$2,783

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 622 ANHINGA RD, WINTER SPRINGS, FL 32708

    $374,900184 Days on yellowkey   MLS ID: O6369225

    REDUCED by $10,000 (2.6%) on 06/26/2026

    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: $2,500 (change assumption)
    Mortgage ($2,054) + 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


  • 476 CLUB DR, WINTER SPRINGS, FL 32708

    $275,00094 Days on yellowkey   MLS ID: O6392856

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

    For Sale O6392856 - 476 CLUB DR, WINTER SPRINGS, FL 32708 37 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


  • 280 MOREE LOOP #2, WINTER SPRINGS, FL 32708

    $150,00035 Days on yellowkey   MLS ID: O6409577

    2 Days Off yellowkey (back on 6/26/2026)

    For Sale O6409577 - 280 MOREE LOOP #2, WINTER SPRINGS, FL 32708 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1187
       Built: 1978
    Monthly Fee: $425
       Tax: $2,656 (2025)
    Community: Baytree Village
    Condo


    Estimated Monthly Payment: $1,468 (change assumption)
    Mortgage ($822) + Fees ($425) + Taxes in 2025 ($221)


    Taxes:$2,656

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1035 N ELK CT, WINTER SPRINGS, FL 32708

    $900,00018 Days on yellowkey   MLS ID: O6414324

    For Sale O6414324 - 1035 N ELK CT, WINTER SPRINGS, FL 32708 56 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3360
       Built: 1978   Tax: $10,432 (2025)
    Community: Winter Spgs Unit 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,801 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($869)


    Taxes:$10,432

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $444,990114 Days on yellowkey   MLS ID: O6386458

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

    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


  • 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708

    $494,000161 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


  • 1406 BLUMBERG BLVD, WINTER SPRINGS, FL 32708

    $420,00039 Days on yellowkey   MLS ID: O6408695

    REDUCED by $5,000 (1.2%) on 06/19/2026

    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: $3,164 (change assumption)
    Mortgage ($2,301) + 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


  • 1357 MILL STREAM LN, WINTER SPRINGS, FL 32708

    $399,9009 Days on yellowkey   MLS ID: O6417015

    REDUCED by $100 (0.0%) on 06/25/2026

    For Sale O6417015 - 1357 MILL STREAM LN, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1606
       Built: 2015
    Monthly Fee: $230
       Tax: $4,811 (2025)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $2,822 (change assumption)
    Mortgage ($2,191) + Fees ($230) + Taxes in 2025 ($401)


    Taxes:$4,811

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 101 PARTRIDGE CIR, WINTER SPRINGS, FL 32708

    $625,00043 Days on yellowkey   MLS ID: O6407799

    1 Days Off yellowkey (back on 6/25/2026)

    For Sale O6407799 - 101 PARTRIDGE CIR, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2181
       Built: 1974   Tax: $2,635 (2025)
    Community: Winter Springs Unit 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,644 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($220)


    Taxes:$2,635

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 498 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $249,0007 Days on yellowkey   MLS ID: O6418425

    For Sale O6418425 - 498 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 20 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1363
       Built: 1987
    Monthly Fee: $190
       Tax: $1,639 (2025)
    Community: Mount Greenwood Unit 4 Of
    Townhouse


    Estimated Monthly Payment: $1,691 (change assumption)
    Mortgage ($1,364) + Fees ($190) + Taxes in 2025 ($137)


    Taxes:$1,639

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 270 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $249,900226 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


  • 600 NORTHERN WAY #1608, WINTER SPRINGS, FL 32708

    $272,000126 Days on yellowkey   MLS ID: G5108558

    REDUCED by $2,900 (1.1%) on 06/25/2026

    For Sale G5108558 - 600 NORTHERN WAY #1608, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1425
       Built: 1981
    Monthly Fee: $373
       Tax: $2,582 (2025)
    Community: Tuscany Place
    Condo


    Estimated Monthly Payment: $2,079 (change assumption)
    Mortgage ($1,490) + Fees ($373) + Taxes in 2025 ($215)


    Taxes:$2,582

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 577 WALDEN CT, WINTER SPRINGS, FL 32708

    $399,00018 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


  • 149 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708

    $1,130,0002 Days on yellowkey   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


  • 1107 WINTER SPRINGS BLVD, WINTER SPRINGS, FL 32708

    $570,0009 Days on yellowkey   MLS ID: O6417844

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

    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


  • 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708

    $499,90022 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




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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.