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Homes for Sale Near Winter Springs High in Winter Springs - 113 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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  • 4991 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $750,00016 Days on yellowkey   MLS ID: O6409511

    1 Days Off yellowkey (back on 5/24/2026)

    For Sale O6409511 - 4991 COURTLAND LOOP, WINTER SPRINGS, FL 32708 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3217
       Built: 1983
    Monthly Fee: $40
       Tax: $6,752 (2025)
    Community: Tuskabay
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,712 (change assumption)
    Mortgage ($4,109) + Fees ($40) + Taxes in 2025 ($563)


    Taxes:$6,752

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1270 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $409,99024 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


  • 560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708

    $425,00040 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


  • 114 SUNDANCE CT, WINTER SPRINGS, FL 32708

    $305,500204 Days on yellowkey   MLS ID: O6359275

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

    REDUCED by $10,000 (3.2%) on 04/23/2026

    For Sale O6359275 - 114 SUNDANCE CT, WINTER SPRINGS, FL 32708 40 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1356
       Built: 1997
    Monthly Fee: $120
       Tax: $4,059 (2024)
    Community: Seasons The
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,132 (change assumption)
    Mortgage ($1,674) + Fees ($120) + Taxes in 2024 ($338)


    Taxes:$4,059

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 622 ANHINGA RD, WINTER SPRINGS, FL 32708

    $384,900164 Days on yellowkey   MLS ID: O6369225

    REDUCED by $13,600 (3.4%) on 05/18/2026

    For Sale O6369225 - 622 ANHINGA RD, WINTER SPRINGS, FL 32708 73 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: $2,555 (change assumption)
    Mortgage ($2,109) + 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


  • 201 BURGESS DR, WINTER SPRINGS, FL 32708

    $650,00044 Days on yellowkey   MLS ID: O6401349

    REDUCED by $10,000 (1.5%) on 05/15/2026

    For Sale O6401349 - 201 BURGESS DR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 3046
       Built: 2003
    Monthly Fee: $195
       Tax: $7,948 (2025)
    Community: Avery Park
    Single Family


    Estimated Monthly Payment: $4,419 (change assumption)
    Mortgage ($3,562) + Fees ($195) + Taxes in 2025 ($662)


    Taxes:$7,948

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 50 SHEOAH BLVD #33, WINTER SPRINGS, FL 32708

    $179,50033 Days on yellowkey   MLS ID: O6404380

    For Sale O6404380 - 50 SHEOAH BLVD #33, WINTER SPRINGS, FL 32708 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 972
       Built: 1973   Tax: $1,726 (2025)
    Community: Sheoah Sec 1
    Condo


    Estimated Monthly Payment: $1,127 (change assumption)
    Mortgage ($984) + Taxes in 2025 ($144)


    Taxes:$1,726

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1281 NATURES WAY, WINTER SPRINGS, FL 32708

    $1,200,00036 Days on yellowkey   MLS ID: O6404018

    For Sale O6404018 - 1281 NATURES WAY, WINTER SPRINGS, FL 32708 43 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3212
       Built: 1972   Tax: $2,240 (2024)
    Community: Tuscawilla
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,762 (change assumption)
    Mortgage ($6,575) + Taxes in 2024 ($187)


    Taxes:$2,240

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 30 SABLE CT, WINTER SPRINGS, FL 32708

    $569,000113 Days on yellowkey   MLS ID: O6382648

    REDUCED by $10,000 (1.7%) on 04/12/2026

    For Sale O6382648 - 30 SABLE CT, WINTER SPRINGS, FL 32708 11 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 1976   Tax: $3,043 (2024)
    Community: Tuscawilla
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,371 (change assumption)
    Mortgage ($3,118) + Taxes in 2024 ($254)


    Taxes:$3,043

    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

    $135,000115 Days on yellowkey   MLS ID: O6381696

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

    REDUCED by $10,000 (6.9%) on 04/02/2026

    For Sale O6381696 - 10 MOREE LOOP #3, WINTER SPRINGS, FL 32708 27 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


  • 510 SONATA CT, WINTER SPRINGS, FL 32708

    $824,90039 Days on yellowkey   MLS ID: O6402358

    For Sale O6402358 - 510 SONATA CT, WINTER SPRINGS, FL 32708 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2381
       Built: 1999
    Monthly Fee: $184
       Tax: $6,415 (2024)
    Community: Seville Chase
    Single Family


    Estimated Monthly Payment: $5,238 (change assumption)
    Mortgage ($4,520) + Fees ($184) + Taxes in 2024 ($535)


    Taxes:$6,415

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $824,90050 Days on yellowkey   MLS ID: O6398877

    0 Days Off yellowkey (back on 5/30/2026)

    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


  • 1200 ROYAL OAK DR, WINTER SPRINGS, FL 32708

    $499,99938 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


  • 330 HAYES RD, WINTER SPRINGS, FL 32708

    $820,00033 Days on yellowkey   MLS ID: O6404598

    REDUCED by $20,000 (2.4%) on 05/25/2026

    For Sale O6404598 - 330 HAYES RD, WINTER SPRINGS, FL 32708 58 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2252
       Built: 1977   Tax: $2,738 (2024)
    Community: North Orlando Ranches Sec 04
    Single Family


    Estimated Monthly Payment: $4,721 (change assumption)
    Mortgage ($4,493) + Taxes in 2024 ($228)


    Taxes:$2,738

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: None


  • 872 FALKIRK DR, WINTER SPRINGS, FL 32708

    $438,997107 Days on yellowkey   MLS ID: O6383538

    REDUCED by $10,000 (2.2%) on 05/05/2026

    For Sale O6383538 - 872 FALKIRK DR, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 1978
    Monthly Fee: $35
       Tax: $2,381 (2024)
    Community: Highlands Sec 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,639 (change assumption)
    Mortgage ($2,405) + Fees ($35) + Taxes in 2024 ($198)


    Taxes:$2,381

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 120 E BAHAMA RD, WINTER SPRINGS, FL 32708

    $1,249,000123 Days on yellowkey   MLS ID: O6379165

    REDUCED by $50,900 (3.9%) on 05/29/2026

    For Sale O6379165 - 120 E BAHAMA RD, WINTER SPRINGS, FL 32708 49 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: $7,884 (change assumption)
    Mortgage ($6,844) + 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


  • 140 N. FAIRFAX, WINTER SPRINGS, FL 32708

    $325,000185 Days on yellowkey   MLS ID: O6364352

    REDUCED by $6,000 (1.8%) on 04/24/2026

    For Sale O6364352 - 140 N. FAIRFAX, WINTER SPRINGS, FL 32708 42 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1188
       Built: 1959   Tax: $2,426 (2024)
    Community: North Orlando
    Single Family


    Estimated Monthly Payment: $1,983 (change assumption)
    Mortgage ($1,781) + Taxes in 2024 ($202)


    Taxes:$2,426

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 328 SAN MIGUEL ST #328, WINTER SPRINGS, FL 32708

    $224,900137 Days on yellowkey   MLS ID: O6375171

    1 Days Off yellowkey (back on 4/29/2026)

    For Sale O6375171 - 328 SAN MIGUEL ST #328, WINTER SPRINGS, FL 32708 15 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1032
       Built: 1980
    Monthly Fee: $135
       Tax: $2,102 (2025)
    Community: Indian Ridge
    Condo


    Estimated Monthly Payment: $1,542 (change assumption)
    Mortgage ($1,232) + Fees ($135) + Taxes in 2025 ($175)


    Taxes:$2,102

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708

    $569,90023 Days on yellowkey   MLS ID: O6407307

    For Sale O6407307 - 268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708 76 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2415
       Built: 2001
    Monthly Fee: $150
       Tax: $4,293 (2025)
    Community: Parkstone
    Single Family


    Estimated Monthly Payment: $3,630 (change assumption)
    Mortgage ($3,123) + Fees ($150) + Taxes in 2025 ($358)


    Taxes:$4,293

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1444 BIRD RD, WINTER SPRINGS, FL 32708

    $838,500263 Days on yellowkey   MLS ID: O6344113

    For Sale O6344113 - 1444 BIRD RD, WINTER SPRINGS, FL 32708 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2350
       Built: 1977   Tax: $2,076 (2024)
    Community: Watts Farms
    Single Family


    Estimated Monthly Payment: $4,767 (change assumption)
    Mortgage ($4,594) + Taxes in 2024 ($173)


    Taxes:$2,076

    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.