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Homes for Sale Near Winter Springs High in Winter Springs - 120 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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  • 109 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708

    $1,090,00050 Days on yellowkey   MLS ID: O6404923

    0 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $60,000 (5.2%) on 05/28/2026

    For Sale O6404923 - 109 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708 45 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3440
       Built: 1996
    Monthly Fee: $123
       Tax: $7,388 (2024)
    Community: Reserve At Tuscawilla Ph 1 The
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,711 (change assumption)
    Mortgage ($5,972) + Fees ($123) + Taxes in 2024 ($616)


    Taxes:$7,388

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $444,990112 Days on yellowkey   MLS ID: O6386458

    5 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $40,000 (8.2%) on 06/01/2026

    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: $2,916 (change assumption)
    Mortgage ($2,438) + 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

    $439,990112 Days on yellowkey   MLS ID: O6386437

    0 Days Off yellowkey (back on 6/18/2026)

    REDUCED by $45,000 (9.3%) on 06/01/2026

    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: $2,888 (change assumption)
    Mortgage ($2,411) + 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


  • 180 CONSTITUTION WAY, WINTER SPRINGS, FL 32708

    $294,99934 Days on yellowkey   MLS ID: O6408927

    REDUCED by $10,000 (3.3%) on 06/22/2026

    For Sale O6408927 - 180 CONSTITUTION WAY, WINTER SPRINGS, FL 32708 28 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1275
       Built: 2005
    Monthly Fee: $300
       Tax: $4,266 (2025)
    Community: Heritage Park Twnhms
    Townhouse


    Estimated Monthly Payment: $2,272 (change assumption)
    Mortgage ($1,616) + Fees ($300) + Taxes in 2025 ($356)


    Taxes:$4,266

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


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

    $249,900468 Days on yellowkey   MLS ID: O6286935

    REDUCED by $15,100 (5.7%) on 06/18/2026

    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: $1,830 (change assumption)
    Mortgage ($1,369) + 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


  • 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708

    $499,90020 Days on yellowkey   MLS ID: O6413841

    REDUCED by $10,100 (2.0%) on 06/23/2026

    For Sale O6413841 - 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 1984
    Monthly Fee: $25
       Tax: $5,048 (2025)
    Community: Amherst
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,185 (change assumption)
    Mortgage ($2,739) + Fees ($25) + Taxes in 2025 ($421)


    Taxes:$5,048

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 504 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $250,00020 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


  • 510 SONATA CT, WINTER SPRINGS, FL 32708

    $799,90057 Days on yellowkey   MLS ID: O6402358

    REDUCED by $25,000 (3.0%) on 06/23/2026

    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: $5,101 (change assumption)
    Mortgage ($4,383) + 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


  • 1357 MILL STREAM LN, WINTER SPRINGS, FL 32708

    $400,0007 Days on yellowkey   MLS ID: O6417015

    For Sale O6417015 - 1357 MILL STREAM LN, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1606
       Built: 2015
    Monthly Fee: $230
       Tax: $4,811 (2025)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $2,823 (change assumption)
    Mortgage ($2,192) + Fees ($230) + Taxes in 2025 ($401)


    Taxes:$4,811

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 240 N DEVON AVE, WINTER SPRINGS, FL 32708

    $375,00012 Days on yellowkey   MLS ID: O6416300

    REDUCED by $9,900 (2.6%) on 06/23/2026

    For Sale O6416300 - 240 N DEVON AVE, WINTER SPRINGS, FL 32708 30 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1238
       Built: 1958   Tax: $476 (2025)
    Community: North Orlando
    Single Family


    Estimated Monthly Payment: $2,094 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($40)


    Taxes:$476

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1326 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $430,0006 Days on yellowkey   MLS ID: O6416617

    REDUCED by $5,000 (1.1%) on 06/23/2026

    For Sale O6416617 - 1326 TARFLOWER DR, WINTER SPRINGS, FL 32708 30 photos

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


    Estimated Monthly Payment: $2,834 (change assumption)
    Mortgage ($2,356) + 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


  • 947 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708

    $525,0001 Day on yellowkey   MLS ID: O6418792

    For Sale O6418792 - 947 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2416
       Built: 1997
    Monthly Fee: $128
       Tax: $2,980 (2025)
    Community: Greenbriar Sub Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,253 (change assumption)
    Mortgage ($2,877) + Fees ($128) + Taxes in 2025 ($248)


    Taxes:$2,980

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 71 TARPON CIR, WINTER SPRINGS, FL 32708

    $525,0004 Days on yellowkey   MLS ID: O6418735

    For Sale O6418735 - 71 TARPON CIR, WINTER SPRINGS, FL 32708 24 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2637
       Built: 1973
    Monthly Fee: $3
       Tax: $2,415 (2025)
    Community: Winter Spgs Unit 4
    Single Family


    Estimated Monthly Payment: $3,081 (change assumption)
    Mortgage ($2,877) + Fees ($3) + Taxes in 2025 ($201)


    Taxes:$2,415

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 170 WOODED VINE DR, WINTER SPRINGS, FL 32708

    $649,9006 Days on yellowkey   MLS ID: O6418077

    For Sale O6418077 - 170 WOODED VINE DR, WINTER SPRINGS, FL 32708 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2019
    Monthly Fee: $137
       Tax: $8,571 (2025)
    Community: Tuskawilla Crossings Ph 1
    Single Family


    Estimated Monthly Payment: $4,412 (change assumption)
    Mortgage ($3,561) + Fees ($137) + Taxes in 2025 ($714)


    Taxes:$8,571

    Elementary School: None

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 498 CLUB DR, WINTER SPRINGS, FL 32708

    $225,000320 Days on yellowkey   MLS ID: O6332792

    REDUCED by $10,000 (4.3%) on 06/22/2026

    For Sale O6332792 - 498 CLUB DR, WINTER SPRINGS, FL 32708 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1224
       Built: 1987
    Monthly Fee: $524
       Tax: $2,970 (2024)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $2,004 (change assumption)
    Mortgage ($1,233) + Fees ($524) + Taxes in 2024 ($248)


    Taxes:$2,970

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 934 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $499,000262 Days on yellowkey   MLS ID: O6349893

    REDUCED by $15,000 (2.9%) on 06/10/2026

    For Sale O6349893 - 934 TORREY PINE DR, WINTER SPRINGS, FL 32708 54 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2000
    Monthly Fee: $126
       Tax: $2,280 (2024)
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $3,050 (change assumption)
    Mortgage ($2,734) + Fees ($126) + Taxes in 2024 ($190)


    Taxes:$2,280

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1447 BIRD RD, WINTER SPRINGS, FL 32708

    $2,625,000110 Days on yellowkey   MLS ID: O6388126

    REDUCED by $174,000 (6.2%) on 06/03/2026

    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: $14,632 (change assumption)
    Mortgage ($14,383) + 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


  • 268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708

    $557,90041 Days on yellowkey   MLS ID: O6407307

    REDUCED by $12,000 (2.1%) on 06/22/2026

    For Sale O6407307 - 268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708 45 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: $3,565 (change assumption)
    Mortgage ($3,057) + 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


  • 471 HARBOR WINDS CT, WINTER SPRINGS, FL 32708

    $330,000111 Days on yellowkey   MLS ID: O6387316

    REDUCED by $5,000 (1.5%) on 04/16/2026

    For Sale O6387316 - 471 HARBOR WINDS CT, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 2008
    Monthly Fee: $298
       Tax: $4,552 (2024)
    Community: Harbor Winds
    Townhouse


    Estimated Monthly Payment: $2,486 (change assumption)
    Mortgage ($1,808) + Fees ($298) + Taxes in 2024 ($379)


    Taxes:$4,552

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 498 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $249,0005 Days on yellowkey   MLS ID: O6418425

    For Sale O6418425 - 498 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 20 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1363
       Built: 1987
    Monthly Fee: $190
       Tax: $1,639 (2025)
    Community: Mount Greenwood Unit 4 Of
    Townhouse


    Estimated Monthly Payment: $1,691 (change assumption)
    Mortgage ($1,364) + Fees ($190) + Taxes in 2025 ($137)


    Taxes:$1,639

    Elementary School: Winter Springs 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.