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Homes for Sale Near Winter Springs High in Winter Springs - 96 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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  • 1260 CRAB APPLE LN, WINTER SPRINGS, FL 32708

    $424,99051 Days on yellowkey   MLS ID: O6385191

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

    For Sale O6385191 - 1260 CRAB APPLE LN, WINTER SPRINGS, FL 32708 27 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,806 (change assumption)
    Mortgage ($2,329) + 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


  • 797 AUSTIN CT, WINTER SPRINGS, FL 32708

    $430,00040 Days on yellowkey   MLS ID: O6387943

    0 Days Off yellowkey (back on 4/11/2026)

    For Sale O6387943 - 797 AUSTIN CT, WINTER SPRINGS, FL 32708 39 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 1984
    Monthly Fee: $90
       Tax: $1,623 (2025)
    Community: Wedgewood Tennis Villas
    Single Family


    Estimated Monthly Payment: $2,581 (change assumption)
    Mortgage ($2,356) + Fees ($90) + Taxes in 2025 ($135)


    Taxes:$1,623

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 859 BENCHWOOD DR, WINTER SPRINGS, FL 32708

    $454,9009 Days on yellowkey   MLS ID: O6397781

    For Sale O6397781 - 859 BENCHWOOD DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1632
       Built: 1984   Tax: $1,787 (2025)
    Community: Oak Forest Unit 3
    Single Family


    Estimated Monthly Payment: $2,641 (change assumption)
    Mortgage ($2,493) + Taxes in 2025 ($149)


    Taxes:$1,787

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 213 HEATHERWOOD CT, WINTER SPRINGS, FL 32708

    $910,00011 Days on yellowkey   MLS ID: O6395861

    For Sale O6395861 - 213 HEATHERWOOD CT, WINTER SPRINGS, FL 32708 59 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3499
       Built: 1998
    Monthly Fee: $123
       Tax: $12,885 (2024)
    Community: Reserve At Tuscawilla Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,183 (change assumption)
    Mortgage ($4,986) + Fees ($123) + Taxes in 2024 ($1,074)


    Taxes:$12,885

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 171 CONSTITUTION WAY, WINTER SPRINGS, FL 32708

    $325,0009 Days on yellowkey   MLS ID: O6396871

    For Sale O6396871 - 171 CONSTITUTION WAY, WINTER SPRINGS, FL 32708 46 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1468
       Built: 2005
    Monthly Fee: $300
       Tax: $2,346 (2024)
    Community: Heritage Park Twnhms
    Townhouse


    Estimated Monthly Payment: $2,276 (change assumption)
    Mortgage ($1,781) + Fees ($300) + Taxes in 2024 ($195)


    Taxes:$2,346

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 120 E BAHAMA RD, WINTER SPRINGS, FL 32708

    $1,299,90074 Days on yellowkey   MLS ID: O6379165

    REDUCED by $100,000 (7.1%) on 04/09/2026

    For Sale O6379165 - 120 E BAHAMA RD, WINTER SPRINGS, FL 32708 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 4464
       Built: 1989   Tax: $12,488 (2025)
    Community: Bahama Ranches
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,163 (change assumption)
    Mortgage ($7,123) + Taxes in 2025 ($1,041)


    Taxes:$12,488

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 202 ARROWHEAD CT, WINTER SPRINGS, FL 32708

    $1,250,000239 Days on yellowkey   MLS ID: O6337777

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale O6337777 - 202 ARROWHEAD CT, WINTER SPRINGS, FL 32708 46 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4078
       Built: 1996
    Monthly Fee: $96
       Tax: $14,910 (2024)
    Community: Arrowhead At Tuscawilla Unit 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,188 (change assumption)
    Mortgage ($6,849) + Fees ($96) + Taxes in 2024 ($1,243)


    Taxes:$14,910

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 689 SEVEN OAKS BLVD, WINTER SPRINGS, FL 32708

    $600,00024 Days on yellowkey   MLS ID: O6393344

    1 Days Off yellowkey (back on 3/30/2026)

    For Sale O6393344 - 689 SEVEN OAKS BLVD, WINTER SPRINGS, FL 32708 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2541
       Built: 2017
    Monthly Fee: $100
       Tax: $3,845 (2024)
    Community: Seven Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,708 (change assumption)
    Mortgage ($3,288) + Fees ($100) + Taxes in 2024 ($320)


    Taxes:$3,845

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 30 S EDGEMON AVE, WINTER SPRINGS, FL 32708

    $250,00017 Days on yellowkey   MLS ID: O6394469

    For Sale O6394469 - 30 S EDGEMON AVE, WINTER SPRINGS, FL 32708 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1545
       Built: 1960   Tax: $318 (2024)
    Community: North Orlando 2Nd Add
    Single Family


    Estimated Monthly Payment: $1,396 (change assumption)
    Mortgage ($1,370) + Taxes in 2024 ($26)


    Taxes:$318

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 110 MOCKINGBIRD LN, WINTER SPRINGS, FL 32708

    $400,00058 Days on yellowkey   MLS ID: O6383626

    REDUCED by $25,000 (5.9%) on 04/07/2026

    For Sale O6383626 - 110 MOCKINGBIRD LN, WINTER SPRINGS, FL 32708 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1660
       Built: 1979   Tax: $5,840 (2025)
    Community: North Orlando Ranches Sec 09
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,678 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($487)


    Taxes:$5,840

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 805 LEOPARD TRL, WINTER SPRINGS, FL 32708

    $585,000178 Days on yellowkey   MLS ID: O6354441

    For Sale O6354441 - 805 LEOPARD TRL, WINTER SPRINGS, FL 32708 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2608
       Built: 1978   Tax: $2,946 (2024)
    Community: Winter Spgs Unit 4
    Single Family


    Estimated Monthly Payment: $3,451 (change assumption)
    Mortgage ($3,205) + Taxes in 2024 ($245)


    Taxes:$2,946

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 431 S HAWTHORN CIR, WINTER SPRINGS, FL 32708

    $450,000233 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

    $310,00015 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

    $355,000106 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


  • 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708

    $498,90092 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


  • 620 STALLION CT, WINTER SPRINGS, FL 32708

    $650,00017 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

    $435,00043 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

    $360,00056 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

    $729,90053 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

    $573,000158 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




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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.