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Homes for Sale Near Winter Springs High in Winter Springs - 83 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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  • 240 MOREE LOOP #3, WINTER SPRINGS, FL 32708

    $193,000Listed 04/15/2026 6:29PM   MLS ID: O6399451

    For Sale O6399451 - 240 MOREE LOOP #3, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1187
       Built: 1978
    Monthly Fee: $425
       Tax: $2,103 (2024)
    Community: Baytree Village
    Condo


    Estimated Monthly Payment: $1,658 (change assumption)
    Mortgage ($1,058) + Fees ($425) + Taxes in 2024 ($175)


    Taxes:$2,103

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 126 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $769,00014 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 52 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


  • 214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $649,90054 Days on yellowkey   MLS ID: O6372400

    REDUCED by $25,100 (3.7%) on 04/15/2026

    For Sale O6372400 - 214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708 74 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2474
       Built: 2001
    Monthly Fee: $42
       Tax: $5,539 (2024)
    Community: Chestnut Ridge
    Single Family


    Estimated Monthly Payment: $4,065 (change assumption)
    Mortgage ($3,561) + Fees ($42) + Taxes in 2024 ($462)


    Taxes:$5,539

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1163 BALTIC LN, WINTER SPRINGS, FL 32708

    $510,00078 Days on yellowkey   MLS ID: O6377901

    0 Days Off yellowkey (back on 1/28/2026)

    For Sale O6377901 - 1163 BALTIC LN, WINTER SPRINGS, FL 32708 1 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2066
       Built: 1987   Tax: $6,194 (2024)
    Community: Oak Forest Unit 6
    Single Family


    Estimated Monthly Payment: $3,311 (change assumption)
    Mortgage ($2,794) + Taxes in 2024 ($516)


    Taxes:$6,194

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $484,99043 Days on yellowkey   MLS ID: O6386458

    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: $3,135 (change assumption)
    Mortgage ($2,657) + 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

    $484,99043 Days on yellowkey   MLS ID: O6386437

    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: $3,135 (change assumption)
    Mortgage ($2,657) + 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


  • 165 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $384,99043 Days on yellowkey   MLS ID: O6386473

    For Sale O6386473 - 165 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1476
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,587 (change assumption)
    Mortgage ($2,109) + 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


  • 1276 CRAB APPLE LN, WINTER SPRINGS, FL 32708

    $381,99086 Days on yellowkey   MLS ID: O6375116

    For Sale O6375116 - 1276 CRAB APPLE LN, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1476
       Built: 2025
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,570 (change assumption)
    Mortgage ($2,093) + 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


  • 189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $491,99097 Days on yellowkey   MLS ID: O6372546

    For Sale O6372546 - 189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708 33 photos

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


    Estimated Monthly Payment: $3,173 (change assumption)
    Mortgage ($2,696) + 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


  • 1272 CRAB APPLE LN, WINTER SPRINGS, FL 32708

    $397,99097 Days on yellowkey   MLS ID: O6371853

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale O6371853 - 1272 CRAB APPLE LN, WINTER SPRINGS, FL 32708 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2025
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,658 (change assumption)
    Mortgage ($2,181) + 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


  • 739 ANDOVER CIR, WINTER SPRINGS, FL 32708

    $449,00036 Days on yellowkey   MLS ID: O6386780

    0 Days Off yellowkey (back on 3/12/2026)

    For Sale O6386780 - 739 ANDOVER CIR, WINTER SPRINGS, FL 32708 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1712
       Built: 1994
    Monthly Fee: $124
       Tax: $1,893 (2024)
    Community: Georgetowne
    Single Family


    Estimated Monthly Payment: $2,742 (change assumption)
    Mortgage ($2,460) + Fees ($124) + Taxes in 2024 ($158)


    Taxes:$1,893

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 717 ADIDAS RD, WINTER SPRINGS, FL 32708

    $375,00024 Days on yellowkey   MLS ID: O6391891

    1 Days Off yellowkey (back on 4/15/2026)

    For Sale O6391891 - 717 ADIDAS RD, WINTER SPRINGS, FL 32708 45 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1812
       Built: 1986
    Monthly Fee: $95
       Tax: $5,176 (2024)
    Community: Wedgewood Tennis Villas
    Single Family


    Estimated Monthly Payment: $2,581 (change assumption)
    Mortgage ($2,055) + Fees ($95) + Taxes in 2024 ($431)


    Taxes:$5,176

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1275 MARLEY LN, WINTER SPRINGS, FL 32708

    $355,00029 Days on yellowkey   MLS ID: O6391943

    REDUCED by $5,000 (1.4%) on 04/13/2026

    For Sale O6391943 - 1275 MARLEY LN, WINTER SPRINGS, FL 32708 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1425
       Built: 2015
    Monthly Fee: $233
       Tax: $2,895 (2025)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $2,419 (change assumption)
    Mortgage ($1,945) + Fees ($233) + Taxes in 2025 ($241)


    Taxes:$2,895

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1054 WINDING WATERS CIR, WINTER SPRINGS, FL 32708

    $569,900Listed 04/15/2026 11:53AM   MLS ID: O6398229

    For Sale O6398229 - 1054 WINDING WATERS CIR, WINTER SPRINGS, FL 32708 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2321
       Built: 1998
    Monthly Fee: $42
       Tax: $4,167 (2025)
    Community: Winding Hollow
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,512 (change assumption)
    Mortgage ($3,123) + Fees ($42) + Taxes in 2025 ($347)


    Taxes:$4,167

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $450,00035 Days on yellowkey   MLS ID: O6389425

    For Sale O6389425 - 1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1657
       Built: 1988
    Monthly Fee: $125
       Tax: $4,965 (2025)
    Community: Country Club Village Unit 3
    Single Family


    Estimated Monthly Payment: $3,004 (change assumption)
    Mortgage ($2,466) + Fees ($125) + Taxes in 2025 ($414)


    Taxes:$4,965

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 903 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $469,90069 Days on yellowkey   MLS ID: O6377459

    For Sale O6377459 - 903 TORREY PINE DR, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1501
       Built: 1998
    Monthly Fee: $126
       Tax: $2,155 (2024)
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $2,880 (change assumption)
    Mortgage ($2,575) + Fees ($126) + Taxes in 2024 ($180)


    Taxes:$2,155

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 408 AVONDALE CT, WINTER SPRINGS, FL 32708

    $1,250,000Listed 04/15/2026 12:18PM   MLS ID: O6398566

    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


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

    $199,00020 Days on yellowkey   MLS ID: O6389987

    REDUCED by $20,900 (9.5%) on 04/15/2026

    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
    Spa: No

    Condo


    Estimated Monthly Payment: $1,353 (change assumption)
    Mortgage ($1,090) + Taxes in 2025 ($263)


    Taxes:$3,150

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 600 NORTHERN WAY #302, WINTER SPRINGS, FL 32708

    $275,0008 Days on yellowkey   MLS ID: O6396912

    For Sale O6396912 - 600 NORTHERN WAY #302, WINTER SPRINGS, FL 32708 39 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1425
       Built: 1981   Tax: $4,268 (2025)
    Community: Tuscany Place Ph 1
    Condo


    Estimated Monthly Payment: $1,862 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($356)


    Taxes:$4,268

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 502 CLUB DR, WINTER SPRINGS, FL 32708

    $229,50027 Days on yellowkey   MLS ID: O6390697

    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: $2,057 (change assumption)
    Mortgage ($1,258) + 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




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.