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Homes for Sale Near Winter Springs High in Winter Springs - 75 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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  • 431 S HAWTHORN CIR, WINTER SPRINGS, FL 32708

    $450,000229 Days on yellowkey   MLS ID: O6330022

    REDUCED by $15,000 (3.2%) on 04/06/2026

    For Sale O6330022 - 431 S HAWTHORN CIR, WINTER SPRINGS, FL 32708 37 photos

    Bed: 5   Bath: 2.5
    Liv Area Sq Ft: 2092
       Built: 1975   Tax: $5,400 (2024)
    Community: North Orlando Terrace Unit 2 Sec 9
    Single Family


    Estimated Monthly Payment: $2,916 (change assumption)
    Mortgage ($2,466) + Taxes in 2024 ($450)


    Taxes:$5,400

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 130 DEER SONG DR, WINTER SPRINGS, FL 32708

    $310,00011 Days on yellowkey   MLS ID: O6395309

    For Sale O6395309 - 130 DEER SONG DR, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1105
       Built: 1994
    Monthly Fee: $127
       Tax: $3,102 (2025)
    Community: Deersong 2
    Single Family


    Estimated Monthly Payment: $2,084 (change assumption)
    Mortgage ($1,699) + Fees ($127) + Taxes in 2025 ($259)


    Taxes:$3,102

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 449 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708

    $355,000102 Days on yellowkey   MLS ID: O6370606

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

    REDUCED by $4,000 (1.1%) on 04/02/2026

    For Sale O6370606 - 449 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1435
       Built: 2016
    Monthly Fee: $226
       Tax: $5,182 (2025)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $2,603 (change assumption)
    Mortgage ($1,945) + Fees ($226) + Taxes in 2025 ($432)


    Taxes:$5,182

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708

    $1,549,00040 Days on yellowkey   MLS ID: O6385058

    For Sale O6385058 - 1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708 68 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 6175
       Built: 1989
    Monthly Fee: $142
       Tax: $23,523 (2025)
    Community: Bear Creek Estates
    Single Family


    Estimated Monthly Payment: $10,590 (change assumption)
    Mortgage ($8,487) + Fees ($142) + Taxes in 2025 ($1,960)


    Taxes:$23,523

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708

    $498,90088 Days on yellowkey   MLS ID: O6374288

    For Sale O6374288 - 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708 56 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
    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


  • 1447 BIRD RD, WINTER SPRINGS, FL 32708

    $2,900,00039 Days on yellowkey   MLS ID: O6388126

    For Sale O6388126 - 1447 BIRD RD, WINTER SPRINGS, FL 32708 68 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 6132
       Built: 2026   Tax: $2,989 (2024)
    Community: Talis Crossing
    Single Family


    Estimated Monthly Payment: $16,139 (change assumption)
    Mortgage ($15,890) + Taxes in 2024 ($249)


    Taxes:$2,989

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 600 NORTHERN WAY #204, WINTER SPRINGS, FL 32708

    $219,90018 Days on yellowkey   MLS ID: O6389987

    REDUCED by $15,000 (6.4%) on 04/03/2026

    For Sale O6389987 - 600 NORTHERN WAY #204, WINTER SPRINGS, FL 32708 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1132
       Built: 1981   Tax: $3,150 (2025)
    Community: Tuscany Place
    Condo


    Estimated Monthly Payment: $1,467 (change assumption)
    Mortgage ($1,205) + Taxes in 2025 ($263)


    Taxes:$3,150

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 620 STALLION CT, WINTER SPRINGS, FL 32708

    $650,00013 Days on yellowkey   MLS ID: O6395164

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale O6395164 - 620 STALLION CT, WINTER SPRINGS, FL 32708 15 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2856
       Built: 1979   Tax: $3,831 (2024)
    Community: Winter Spgs Unit 3
    Single Family


    Estimated Monthly Payment: $3,881 (change assumption)
    Mortgage ($3,562) + Taxes in 2024 ($319)


    Taxes:$3,831

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 791 ANDOVER CIR, WINTER SPRINGS, FL 32708

    $435,00039 Days on yellowkey   MLS ID: O6386689

    5 Days Off yellowkey (back on 3/23/2026)

    For Sale O6386689 - 791 ANDOVER CIR, WINTER SPRINGS, FL 32708 63 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 1994
    Monthly Fee: $124
       Tax: $2,326 (2024)
    Community: Georgetowne Unit 3
    Single Family


    Estimated Monthly Payment: $2,701 (change assumption)
    Mortgage ($2,384) + Fees ($124) + Taxes in 2024 ($194)


    Taxes:$2,326

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 762 SHEOAH BLVD, WINTER SPRINGS, FL 32708

    $360,00052 Days on yellowkey   MLS ID: O6384572

    REDUCED by $10,000 (2.7%) on 04/03/2026

    For Sale O6384572 - 762 SHEOAH BLVD, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1686
       Built: 1977
    Monthly Fee: $40
       Tax: $1,514 (2024)
    Community: Highlands Sec 4
    Single Family


    Estimated Monthly Payment: $2,139 (change assumption)
    Mortgage ($1,973) + Fees ($40) + Taxes in 2024 ($126)


    Taxes:$1,514

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708

    $729,90049 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


  • 203 HERRELL RD, WINTER SPRINGS, FL 32708

    $573,000154 Days on yellowkey   MLS ID: O6358036

    For Sale O6358036 - 203 HERRELL RD, WINTER SPRINGS, FL 32708 45 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3566
       Built: 1987   Tax: $5,127 (2024)
    Community: North Orlando Ranches Sec 06
    Single Family


    Estimated Monthly Payment: $3,567 (change assumption)
    Mortgage ($3,140) + Taxes in 2024 ($427)


    Taxes:$5,127

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708

    $308,00050 Days on yellowkey   MLS ID: O6383981

    REDUCED by $5,000 (1.6%) on 04/02/2026

    For Sale O6383981 - 167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708 27 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1275
       Built: 2005
    Monthly Fee: $300
       Tax: $2,666 (2025)
    Community: Heritage Park Twnhms
    Townhouse


    Estimated Monthly Payment: $2,210 (change assumption)
    Mortgage ($1,688) + Fees ($300) + Taxes in 2025 ($222)


    Taxes:$2,666

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 229 BENNETT ST, WINTER SPRINGS, FL 32708

    $335,00072 Days on yellowkey   MLS ID: O6378070

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

    For Sale O6378070 - 229 BENNETT ST, WINTER SPRINGS, FL 32708 16 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1164
       Built: 1971   Tax: $3,852 (2024)
    Community: North Orlando Townsite 4Th Add Rep
    Single Family


    Estimated Monthly Payment: $2,157 (change assumption)
    Mortgage ($1,836) + Taxes in 2024 ($321)


    Taxes:$3,852

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $700,00089 Days on yellowkey   MLS ID: O6374007

    REDUCED by $14,000 (2.0%) on 04/02/2026

    For Sale O6374007 - 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708 36 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: $4,526 (change assumption)
    Mortgage ($3,836) + 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


  • 1262 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708

    $489,97567 Days on yellowkey   MLS ID: O6380617

    For Sale O6380617 - 1262 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708 63 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2353
       Built: 2023
    Monthly Fee: $236
       Tax: $5,937 (2024)
    Community: Seminole Crossing Twnhms
    Townhouse


    Estimated Monthly Payment: $3,415 (change assumption)
    Mortgage ($2,685) + Fees ($236) + Taxes in 2024 ($495)


    Taxes:$5,937

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 709 SAILFISH RD, WINTER SPRINGS, FL 32708

    $412,500131 Days on yellowkey   MLS ID: O6364715

    REDUCED by $2,500 (0.6%) on 04/02/2026

    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
    Single Family


    Estimated Monthly Payment: $2,716 (change assumption)
    Mortgage ($2,260) + Taxes in 2024 ($455)


    Taxes:$5,463

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 10 MOREE LOOP #3, WINTER SPRINGS, FL 32708

    $135,00062 Days on yellowkey   MLS ID: O6381696

    REDUCED by $10,000 (6.9%) on 04/02/2026

    For Sale O6381696 - 10 MOREE LOOP #3, WINTER SPRINGS, FL 32708 34 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1080
       Built: 1973
    Monthly Fee: $413
       Tax: $2,066 (2024)
    Community: Bay Tree Sec 10
    Condo


    Estimated Monthly Payment: $1,325 (change assumption)
    Mortgage ($740) + Fees ($413) + Taxes in 2024 ($172)


    Taxes:$2,066

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 60 SHEOAH BLVD #38A, WINTER SPRINGS, FL 32708

    $185,00013 Days on yellowkey   MLS ID: O6394692

    For Sale O6394692 - 60 SHEOAH BLVD #38A, WINTER SPRINGS, FL 32708 29 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1080
       Built: 1973   Tax: $1,873 (2025)
    Community: Sheoah Sec 1
    Condo


    Estimated Monthly Payment: $1,170 (change assumption)
    Mortgage ($1,014) + Taxes in 2025 ($156)


    Taxes:$1,873

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 498 CLUB DR, WINTER SPRINGS, FL 32708

    $235,000249 Days on yellowkey   MLS ID: O6332792

    For Sale O6332792 - 498 CLUB DR, WINTER SPRINGS, FL 32708 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1224
       Built: 1987
    Monthly Fee: $360
       Tax: $2,970 (2024)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $1,895 (change assumption)
    Mortgage ($1,288) + Fees ($360) + Taxes in 2024 ($248)


    Taxes:$2,970

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole 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.