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Homes for Sale Near Winter Springs High in Winter Springs - 82 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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  • 739 ANDOVER CIR, WINTER SPRINGS, FL 32708

    $449,00035 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

    $375,00023 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

    $355,00028 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

    $450,00034 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

    $469,90068 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

    $199,00019 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

    $275,0007 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

    $229,50026 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


  • 222 W PANAMA RD, WINTER SPRINGS, FL 32708

    $310,00070 Days on yellowkey   MLS ID: V4947103

    REDUCED by $10,000 (3.1%) on 04/14/2026

    For Sale V4947103 - 222 W PANAMA RD, WINTER SPRINGS, FL 32708 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1044
       Built: 1978   Tax: $4,383 (2024)
    Community: Foxmoor Unit 2
    Single Family


    Estimated Monthly Payment: $2,064 (change assumption)
    Mortgage ($1,699) + Taxes in 2024 ($365)


    Taxes:$4,383

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 702 GOLFPOINT DR, WINTER SPRINGS, FL 32708

    $965,0006 Days on yellowkey   MLS ID: O6397566

    For Sale O6397566 - 702 GOLFPOINT DR, WINTER SPRINGS, FL 32708 67 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3660
       Built: 1994
    Monthly Fee: $48
       Tax: $11,586 (2025)
    Community: Glen Eagle Unit 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,301 (change assumption)
    Mortgage ($5,288) + Fees ($48) + Taxes in 2025 ($966)


    Taxes:$11,586

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 340 INGLENOOK CIR, WINTER SPRINGS, FL 32708

    $399,99926 Days on yellowkey   MLS ID: O6391808

    REDUCED by $25,001 (5.9%) on 04/12/2026

    For Sale O6391808 - 340 INGLENOOK CIR, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1762
       Built: 1991
    Monthly Fee: $22
       Tax: $3,964 (2025)
    Community: Mount Greenwood Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,544 (change assumption)
    Mortgage ($2,192) + Fees ($22) + Taxes in 2025 ($330)


    Taxes:$3,964

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: None


  • 993 TROON TRCE, WINTER SPRINGS, FL 32708

    $375,00082 Days on yellowkey   MLS ID: O6376499

    0 Days Off yellowkey (back on 1/26/2026)

    For Sale O6376499 - 993 TROON TRCE, WINTER SPRINGS, FL 32708 88 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1178
       Built: 1986
    Monthly Fee: $126
       Tax: $4,846 (2024)
    Community: Greenbriar Sub Ph 1
    Single Family


    Estimated Monthly Payment: $2,585 (change assumption)
    Mortgage ($2,055) + Fees ($126) + Taxes in 2024 ($404)


    Taxes:$4,846

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708

    $299,00051 Days on yellowkey   MLS ID: O6383981

    REDUCED by $9,000 (2.9%) on 04/14/2026

    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: $2,160 (change assumption)
    Mortgage ($1,638) + 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


  • 648 FANNING DR, WINTER SPRINGS, FL 32708

    $775,00082 Days on yellowkey   MLS ID: O6375390

    1 Days Off yellowkey (back on 4/10/2026)

    For Sale O6375390 - 648 FANNING DR, WINTER SPRINGS, FL 32708 64 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3718
       Built: 2012
    Monthly Fee: $98
       Tax: $5,762 (2025)
    Community: Winter Spgs Village Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,825 (change assumption)
    Mortgage ($4,246) + Fees ($98) + Taxes in 2025 ($480)


    Taxes:$5,762

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $484,99042 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

    $484,99042 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

    $384,99042 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

    $381,99085 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




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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.