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Homes for Sale Near Winter Springs High in Winter Springs - 110 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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  • 504 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $250,00010 Days on yellowkey   MLS ID: O6413016

    For Sale O6413016 - 504 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 37 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1363
       Built: 1987
    Monthly Fee: $190
       Tax: $4,030 (2025)
    Community: Mount Greenwood Unit 2 Of
    Townhouse


    Estimated Monthly Payment: $1,896 (change assumption)
    Mortgage ($1,370) + Fees ($190) + Taxes in 2025 ($336)


    Taxes:$4,030

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1270 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $409,99032 Days on yellowkey   MLS ID: O6407275

    1 Days Off yellowkey (back on 6/2/2026)

    For Sale O6407275 - 1270 TARFLOWER DR, WINTER SPRINGS, FL 32708 29 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: $2,724 (change assumption)
    Mortgage ($2,246) + 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


  • 1262 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $389,99032 Days on yellowkey   MLS ID: O6407223

    0 Days Off yellowkey (back on 5/29/2026)

    For Sale O6407223 - 1262 TARFLOWER DR, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   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: $2,614 (change assumption)
    Mortgage ($2,137) + 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

    $384,990102 Days on yellowkey   MLS ID: O6386473

    1 Days Off yellowkey (back on 4/22/2026)

    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


  • 1411 BORG LN, WINTER SPRINGS, FL 32708

    $385,000134 Days on yellowkey   MLS ID: O6378665

    REDUCED by $14,000 (3.5%) on 06/10/2026

    For Sale O6378665 - 1411 BORG LN, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1368
       Built: 1981
    Monthly Fee: $90
       Tax: $1,871 (2024)
    Community: Wedgewood Tennis Villas
    Single Family


    Estimated Monthly Payment: $2,355 (change assumption)
    Mortgage ($2,110) + Fees ($90) + Taxes in 2024 ($156)


    Taxes:$1,871

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 706 LAKESIDE DR, WINTER SPRINGS, FL 32708

    $279,50044 Days on yellowkey   MLS ID: O6402320

    1 Days Off yellowkey (back on 6/9/2026)

    For Sale O6402320 - 706 LAKESIDE DR, WINTER SPRINGS, FL 32708 27 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1092
       Built: 1979
    Monthly Fee: $95
       Tax: $2,209 (2024)
    Community: Wildwood
    Single Family


    Estimated Monthly Payment: $1,811 (change assumption)
    Mortgage ($1,531) + Fees ($95) + Taxes in 2024 ($184)


    Taxes:$2,209

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 30 MOREE LOOP #39, WINTER SPRINGS, FL 32708

    $210,000297 Days on yellowkey   MLS ID: O6333905

    For Sale O6333905 - 30 MOREE LOOP #39, WINTER SPRINGS, FL 32708 25 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1400
       Built: 1973   Tax: $2,882 (2025)
    Community: Bay Tree Sec 10
    Condo


    Estimated Monthly Payment: $1,391 (change assumption)
    Mortgage ($1,151) + Taxes in 2025 ($240)


    Taxes:$2,882

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1020 TAPROOT DR, WINTER SPRINGS, FL 32708

    $509,90025 Days on yellowkey   MLS ID: O6409011

    2 Days Off yellowkey (back on 6/9/2026)

    For Sale O6409011 - 1020 TAPROOT DR, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1905
       Built: 2021   Tax: $4,953 (2024)
    Community: Oak Forest Unit 1
    Single Family


    Estimated Monthly Payment: $3,207 (change assumption)
    Mortgage ($2,794) + Taxes in 2024 ($413)


    Taxes:$4,953

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 709 SAILFISH RD, WINTER SPRINGS, FL 32708

    $402,500192 Days on yellowkey   MLS ID: O6364715

    REDUCED by $5,000 (1.2%) on 06/08/2026

    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
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,661 (change assumption)
    Mortgage ($2,205) + Taxes in 2024 ($455)


    Taxes:$5,463

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 130 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $739,90024 Days on yellowkey   MLS ID: O6409028

    1 Days Off yellowkey (back on 6/8/2026)

    For Sale O6409028 - 130 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2433
       Built: 1999
    Monthly Fee: $187
       Tax: $7,238 (2025)
    Community: Seville Chase
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,844 (change assumption)
    Mortgage ($4,054) + Fees ($187) + Taxes in 2025 ($603)


    Taxes:$7,238

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 877 BENCHWOOD DR, WINTER SPRINGS, FL 32708

    $460,00017 Days on yellowkey   MLS ID: O6410431

    For Sale O6410431 - 877 BENCHWOOD DR, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1612
       Built: 1983
    Monthly Fee: $3
       Tax: $3,127 (2024)
    Community: Oak Forest Unit 3
    Single Family


    Estimated Monthly Payment: $2,784 (change assumption)
    Mortgage ($2,520) + Fees ($3) + Taxes in 2024 ($261)


    Taxes:$3,127

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1128 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708

    $469,00073 Days on yellowkey   MLS ID: O6395600

    REDUCED by $9,500 (2.0%) on 06/06/2026

    For Sale O6395600 - 1128 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708 35 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: $3,055 (change assumption)
    Mortgage ($2,570) + 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


  • 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $690,000150 Days on yellowkey   MLS ID: O6374007

    REDUCED by $10,000 (1.4%) on 05/05/2026

    For Sale O6374007 - 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708 46 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: $4,471 (change assumption)
    Mortgage ($3,781) + 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


  • 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708

    $498,900149 Days on yellowkey   MLS ID: O6374288

    For Sale O6374288 - 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708 54 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
    Spa: Yes

    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


  • 1200 ROYAL OAK DR, WINTER SPRINGS, FL 32708

    $499,99946 Days on yellowkey   MLS ID: O6401888

    REDUCED by $10,001 (2.0%) on 05/26/2026

    For Sale O6401888 - 1200 ROYAL OAK DR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2378
       Built: 1981
    Monthly Fee: $118
       Tax: $4,618 (2025)
    Community: Fairway Oaks Unit 1
    Single Family


    Estimated Monthly Payment: $3,242 (change assumption)
    Mortgage ($2,740) + Fees ($118) + Taxes in 2025 ($385)


    Taxes:$4,618

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1406 BLUMBERG BLVD, WINTER SPRINGS, FL 32708

    $425,00027 Days on yellowkey   MLS ID: O6408695

    For Sale O6408695 - 1406 BLUMBERG BLVD, WINTER SPRINGS, FL 32708 62 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1476
       Built: 2024
    Monthly Fee: $356
       Tax: $6,076 (2025)
    Community: Hickory Grove Twnhms
    Townhouse


    Estimated Monthly Payment: $3,191 (change assumption)
    Mortgage ($2,329) + Fees ($356) + Taxes in 2025 ($506)


    Taxes:$6,076

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708

    $425,00048 Days on yellowkey   MLS ID: O6401016

    REDUCED by $20,000 (4.5%) on 05/20/2026

    For Sale O6401016 - 560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1654
       Built: 1996
    Monthly Fee: $78
       Tax: $5,669 (2024)
    Community: Tusca Oaks
    Single Family


    Estimated Monthly Payment: $2,879 (change assumption)
    Mortgage ($2,329) + Fees ($78) + Taxes in 2024 ($472)


    Taxes:$5,669

    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

    $265,000458 Days on yellowkey   MLS ID: O6286935

    REDUCED by $4,000 (1.5%) on 06/04/2026

    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: $1,913 (change assumption)
    Mortgage ($1,452) + 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


  • 446 CLUB DR, WINTER SPRINGS, FL 32708

    $269,000122 Days on yellowkey   MLS ID: O6380694

    For Sale O6380694 - 446 CLUB DR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1460
       Built: 1994
    Monthly Fee: $520
       Tax: $886 (2024)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $2,068 (change assumption)
    Mortgage ($1,474) + Fees ($520) + Taxes in 2024 ($74)


    Taxes:$886

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 476 CLUB DR, WINTER SPRINGS, FL 32708

    $275,00082 Days on yellowkey   MLS ID: O6392856

    2 Days Off yellowkey (back on 5/8/2026)

    REDUCED by $10,000 (3.5%) on 04/22/2026

    For Sale O6392856 - 476 CLUB DR, WINTER SPRINGS, FL 32708 62 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1460
       Built: 1995
    Monthly Fee: $520
       Tax: $1,765 (2025)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $2,174 (change assumption)
    Mortgage ($1,507) + Fees ($520) + Taxes in 2025 ($147)


    Taxes:$1,765

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    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.