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Homes for Sale Near Winter Springs High in Winter Springs - 99 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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  • 420 HARBOR WINDS CT, WINTER SPRINGS, FL 32708

    $365,00039 Days on yellowkey   MLS ID: O6391976

    1 Days Off yellowkey (back on 4/21/2026)

    REDUCED by $10,000 (2.7%) on 03/31/2026

    For Sale O6391976 - 420 HARBOR WINDS CT, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1914
       Built: 2007
    Monthly Fee: $298
       Tax: $5,229 (2025)
    Community: Harbor Winds
    Townhouse


    Estimated Monthly Payment: $2,734 (change assumption)
    Mortgage ($2,000) + Fees ($298) + Taxes in 2025 ($436)


    Taxes:$5,229

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 30 MOREE LOOP #37, WINTER SPRINGS, FL 32708

    $189,99525 Days on yellowkey   MLS ID: O6395945

    REDUCED by $5,005 (2.6%) on 04/20/2026

    For Sale O6395945 - 30 MOREE LOOP #37, WINTER SPRINGS, FL 32708 25 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1400
       Built: 1973
    Monthly Fee: $424
       Tax: $2,882 (2025)
    Community: Bay Tree
    Condo


    Estimated Monthly Payment: $1,705 (change assumption)
    Mortgage ($1,041) + Fees ($424) + Taxes in 2025 ($240)


    Taxes:$2,882

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 622 ANHINGA RD, WINTER SPRINGS, FL 32708

    $398,500124 Days on yellowkey   MLS ID: O6369225

    For Sale O6369225 - 622 ANHINGA RD, WINTER SPRINGS, FL 32708 51 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: $2,630 (change assumption)
    Mortgage ($2,184) + 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


  • 1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708

    $439,00039 Days on yellowkey   MLS ID: O6391562

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

    For Sale O6391562 - 1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1804
       Built: 1980
    Monthly Fee: $117
       Tax: $2,390 (2024)
    Community: Country Club Village Unit 1
    Single Family


    Estimated Monthly Payment: $2,722 (change assumption)
    Mortgage ($2,405) + Fees ($117) + Taxes in 2024 ($199)


    Taxes:$2,390

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 600 NORTHERN WAY #502, WINTER SPRINGS, FL 32708

    $269,000410 Days on yellowkey   MLS ID: O6286935

    For Sale O6286935 - 600 NORTHERN WAY #502, WINTER SPRINGS, FL 32708 47 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1425
       Built: 1985
    Monthly Fee: $397
       Tax: $766 (2024)
    Community: Tuscany Place Ph 1
    Spa: No

    Condo


    Estimated Monthly Payment: $1,935 (change assumption)
    Mortgage ($1,474) + Fees ($397) + Taxes in 2024 ($64)


    Taxes:$766

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


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

    $135,00075 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


  • 1128 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708

    $489,00025 Days on yellowkey   MLS ID: O6395600

    For Sale O6395600 - 1128 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2344
       Built: 2021
    Monthly Fee: $236
       Tax: $2,985 (2025)
    Community: Seminole Crossing Twnhms
    Townhouse


    Estimated Monthly Payment: $3,164 (change assumption)
    Mortgage ($2,679) + Fees ($236) + Taxes in 2025 ($249)


    Taxes:$2,985

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708

    $325,00084 Days on yellowkey   MLS ID: O6379053

    For Sale O6379053 - 116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708 25 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1468
       Built: 2005
    Monthly Fee: $300
       Tax: $4,182 (2024)
    Community: Heritage Park Twnhms
    Townhouse


    Estimated Monthly Payment: $2,429 (change assumption)
    Mortgage ($1,781) + Fees ($300) + Taxes in 2024 ($349)


    Taxes:$4,182

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 903 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $469,90080 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


  • 1447 BIRD RD, WINTER SPRINGS, FL 32708

    $2,900,00052 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


  • 110 MOCKINGBIRD LN, WINTER SPRINGS, FL 32708

    $400,00067 Days on yellowkey   MLS ID: O6383626

    1 Days Off yellowkey (back on 4/19/2026)

    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


  • 431 S HAWTHORN CIR, WINTER SPRINGS, FL 32708

    $450,000242 Days on yellowkey   MLS ID: O6330022

    1 Days Off yellowkey (back on 4/18/2026)

    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


  • 1379 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $485,00039 Days on yellowkey   MLS ID: O6390913

    0 Days Off yellowkey (back on 4/18/2026)

    For Sale O6390913 - 1379 TARFLOWER DR, WINTER SPRINGS, FL 32708 58 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1704
       Built: 2024
    Monthly Fee: $356
       Tax: $4,485 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $3,387 (change assumption)
    Mortgage ($2,657) + Fees ($356) + Taxes in 2025 ($374)


    Taxes:$4,485

    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

    $1,479,50053 Days on yellowkey   MLS ID: O6385058

    REDUCED by $69,500 (4.5%) on 04/16/2026

    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: $10,209 (change assumption)
    Mortgage ($8,107) + 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


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

    $193,00012 Days on yellowkey   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


  • 226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $824,90010 Days on yellowkey   MLS ID: O6398877

    For Sale O6398877 - 226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 1994
    Monthly Fee: $44
       Tax: $4,461 (2024)
    Community: Chestnut Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,936 (change assumption)
    Mortgage ($4,520) + Fees ($44) + Taxes in 2024 ($372)


    Taxes:$4,461

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $290,00010 Days on yellowkey   MLS ID: O6399623

    For Sale O6399623 - 276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1089
       Built: 1994
    Monthly Fee: $127
       Tax: $3,719 (2025)
    Community: Deersong 2
    Single Family


    Estimated Monthly Payment: $2,026 (change assumption)
    Mortgage ($1,589) + Fees ($127) + Taxes in 2025 ($310)


    Taxes:$3,719

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $399,00057 Days on yellowkey   MLS ID: O6386661

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale O6386661 - 1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708 48 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1831
       Built: 1993
    Monthly Fee: $39
       Tax: $2,158 (2024)
    Community: Country Club Village Unit 3
    Single Family


    Estimated Monthly Payment: $2,405 (change assumption)
    Mortgage ($2,186) + Fees ($39) + Taxes in 2024 ($180)


    Taxes:$2,158

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


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

    $185,00026 Days on yellowkey   MLS ID: O6394692

    0 Days Off yellowkey (back on 4/17/2026)

    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


  • 1300 SWIFT CREEK WAY, WINTER SPRINGS, FL 32708

    $550,00034 Days on yellowkey   MLS ID: V4948084

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale V4948084 - 1300 SWIFT CREEK WAY, WINTER SPRINGS, FL 32708 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2021
    Monthly Fee: $137
       Tax: $6,465 (2025)
    Community: Tuskawilla Crossings Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,689 (change assumption)
    Mortgage ($3,014) + Fees ($137) + Taxes in 2025 ($539)


    Taxes:$6,465

    Elementary School: Layer 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.