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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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  • 417 CRUZ BAY CIR, WINTER SPRINGS, FL 32708

    $435,00025 Days on yellowkey   MLS ID: O6408099

    2 Days Off yellowkey (back on 5/28/2026)

    For Sale O6408099 - 417 CRUZ BAY CIR, WINTER SPRINGS, FL 32708 26 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2176
       Built: 2006
    Monthly Fee: $245
       Tax: $3,673 (2024)
    Community: The Landings At Parkstone
    Townhouse


    Estimated Monthly Payment: $2,935 (change assumption)
    Mortgage ($2,384) + Fees ($245) + Taxes in 2024 ($306)


    Taxes:$3,673

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 439 OLD FARM LN, WINTER SPRINGS, FL 32708

    $329,90044 Days on yellowkey   MLS ID: O6403125

    REDUCED by $10,000 (2.9%) on 05/28/2026

    For Sale O6403125 - 439 OLD FARM LN, WINTER SPRINGS, FL 32708 68 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2007
    Monthly Fee: $300
       Tax: $5,063 (2025)
    Community: Jesups Reserve Twnhms Rep
    Townhouse


    Estimated Monthly Payment: $2,530 (change assumption)
    Mortgage ($1,808) + Fees ($300) + Taxes in 2025 ($422)


    Taxes:$5,063

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708

    $1,479,50099 Days on yellowkey   MLS ID: O6385058

    1 Days Off yellowkey (back on 5/27/2026)

    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


  • 280 MOREE LOOP #2, WINTER SPRINGS, FL 32708

    $150,00021 Days on yellowkey   MLS ID: O6409577

    For Sale O6409577 - 280 MOREE LOOP #2, WINTER SPRINGS, FL 32708 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1187
       Built: 1978
    Monthly Fee: $420
       Tax: $2,656 (2025)
    Community: Baytree Village
    Condo


    Estimated Monthly Payment: $1,463 (change assumption)
    Mortgage ($822) + Fees ($420) + Taxes in 2025 ($221)


    Taxes:$2,656

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $285,00056 Days on yellowkey   MLS ID: O6399623

    REDUCED by $5,000 (1.7%) on 05/20/2026

    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: $1,999 (change assumption)
    Mortgage ($1,562) + 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


  • 180 CONSTITUTION WAY, WINTER SPRINGS, FL 32708

    $304,99922 Days on yellowkey   MLS ID: O6408927

    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: $2,327 (change assumption)
    Mortgage ($1,671) + 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


  • 1513 GRACEFUL DOE LOOP, WINTER SPRINGS, FL 32708

    $679,90028 Days on yellowkey   MLS ID: O6408012

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

    For Sale O6408012 - 1513 GRACEFUL DOE LOOP, WINTER SPRINGS, FL 32708 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2995
       Built: 2020
    Monthly Fee: $135
       Tax: $6,580 (2025)
    Community: Tuskawilla Crossings 50'S
    Single Family


    Estimated Monthly Payment: $4,409 (change assumption)
    Mortgage ($3,725) + Fees ($135) + Taxes in 2025 ($548)


    Taxes:$6,580

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 702 GLASGOW CT, WINTER SPRINGS, FL 32708

    $313,70070 Days on yellowkey   MLS ID: O6394959

    REDUCED by $4,000 (1.3%) on 05/23/2026

    For Sale O6394959 - 702 GLASGOW CT, WINTER SPRINGS, FL 32708 33 photos

    Bed: 4   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1878
       Built: 1974
    Monthly Fee: $450
       Tax: $3,285 (2024)
    Community: Highland Patio Homes Amended Plat
    Spa: Yes

    Condo


    Estimated Monthly Payment: $2,443 (change assumption)
    Mortgage ($1,719) + Fees ($450) + Taxes in 2024 ($274)


    Taxes:$3,285

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 429 SHEOAH BLVD #12, WINTER SPRINGS, FL 32708

    $180,000105 Days on yellowkey   MLS ID: O6386330

    1 Days Off yellowkey (back on 5/22/2026)

    REDUCED by $18,900 (9.5%) on 05/15/2026

    For Sale O6386330 - 429 SHEOAH BLVD #12, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1187
       Built: 1978   Tax: $2,420 (2024)
    Community: Baytree Village
    Condo


    Estimated Monthly Payment: $1,188 (change assumption)
    Mortgage ($986) + Taxes in 2024 ($202)


    Taxes:$2,420

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 965 PAPAYA LN, WINTER SPRINGS, FL 32708

    $729,90027 Days on yellowkey   MLS ID: OM724828

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale OM724828 - 965 PAPAYA LN, WINTER SPRINGS, FL 32708 58 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3514
       Built: 1986
    Monthly Fee: $3
       Tax: $3,805 (2025)
    Community: Oak Forest Unit 5
    Single Family


    Estimated Monthly Payment: $4,319 (change assumption)
    Mortgage ($3,999) + Fees ($3) + Taxes in 2025 ($317)


    Taxes:$3,805

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1422 SPALDING RD, WINTER SPRINGS, FL 32708

    $425,000379 Days on yellowkey   MLS ID: O6313691

    For Sale O6313691 - 1422 SPALDING RD, WINTER SPRINGS, FL 32708 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1456
       Built: 1983
    Monthly Fee: $95
       Tax: $1,306 (2024)
    Community: Wedgewood Tennis Villas
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,533 (change assumption)
    Mortgage ($2,329) + Fees ($95) + Taxes in 2024 ($109)


    Taxes:$1,306

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 721 GALLOWAY CT, WINTER SPRINGS, FL 32708

    $359,90029 Days on yellowkey   MLS ID: G5112246

    0 Days Off yellowkey (back on 5/18/2026)

    For Sale G5112246 - 721 GALLOWAY CT, WINTER SPRINGS, FL 32708 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 1977
    Monthly Fee: $35

    Community: Highlands Sec 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,007 (change assumption)
    Mortgage ($1,972) + Fees ($35) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 408 AVONDALE CT, WINTER SPRINGS, FL 32708

    $1,250,00058 Days on yellowkey   MLS ID: O6398566

    0 Days Off yellowkey (back on 5/17/2026)

    For Sale O6398566 - 408 AVONDALE CT, WINTER SPRINGS, FL 32708 49 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3850
       Built: 2003
    Monthly Fee: $167
       Tax: $9,316 (2025)
    Community: Wicklow Greens At Tuscawilla
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,792 (change assumption)
    Mortgage ($6,849) + Fees ($167) + Taxes in 2025 ($776)


    Taxes:$9,316

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 222 W PANAMA RD, WINTER SPRINGS, FL 32708

    $310,000128 Days on yellowkey   MLS ID: V4947103

    1 Days Off yellowkey (back on 5/14/2026)

    REDUCED by $10,000 (3.1%) on 04/14/2026

    For Sale V4947103 - 222 W PANAMA RD, WINTER SPRINGS, FL 32708 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1044
       Built: 1978   Tax: $4,383 (2024)
    Community: Foxmoor Unit 2
    Single Family


    Estimated Monthly Payment: $2,064 (change assumption)
    Mortgage ($1,699) + Taxes in 2024 ($365)


    Taxes:$4,383

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 859 BENCHWOOD DR, WINTER SPRINGS, FL 32708

    $454,90064 Days on yellowkey   MLS ID: O6397781

    1 Days Off yellowkey (back on 5/14/2026)

    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


  • 1327 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $448,00057 Days on yellowkey   MLS ID: O6399111

    1 Days Off yellowkey (back on 5/13/2026)

    For Sale O6399111 - 1327 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 1994
    Monthly Fee: $117
       Tax: $2,755 (2024)
    Community: Country Club Village Unit 3
    Single Family


    Estimated Monthly Payment: $2,801 (change assumption)
    Mortgage ($2,455) + Fees ($117) + Taxes in 2024 ($230)


    Taxes:$2,755

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 506 CLUB DR, WINTER SPRINGS, FL 32708

    $232,000204 Days on yellowkey   MLS ID: O6362326

    REDUCED by $5,000 (2.1%) on 05/12/2026

    For Sale O6362326 - 506 CLUB DR, WINTER SPRINGS, FL 32708 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1002
       Built: 1987
    Monthly Fee: $398
       Tax: $1,908 (2024)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $1,828 (change assumption)
    Mortgage ($1,271) + Fees ($398) + Taxes in 2024 ($159)


    Taxes:$1,908

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 130 E BAHAMA RD, WINTER SPRINGS, FL 32708

    $725,00057 Days on yellowkey   MLS ID: O6398011

    0 Days Off yellowkey (back on 5/9/2026)

    For Sale O6398011 - 130 E BAHAMA RD, WINTER SPRINGS, FL 32708 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2158
       Built: 1991   Tax: $3,366 (2024)
    Community: Bahama Ranches
    Single Family


    Estimated Monthly Payment: $4,253 (change assumption)
    Mortgage ($3,973) + Taxes in 2024 ($280)


    Taxes:$3,366

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 335 KIRKCALDY DR, WINTER SPRINGS, FL 32708

    $339,90038 Days on yellowkey   MLS ID: O6400818

    For Sale O6400818 - 335 KIRKCALDY DR, WINTER SPRINGS, FL 32708 50 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1178
       Built: 1984
    Monthly Fee: $36
       Tax: $3,693 (2025)
    Community: Highland Village 1
    Single Family


    Estimated Monthly Payment: $2,206 (change assumption)
    Mortgage ($1,862) + Fees ($36) + Taxes in 2025 ($308)


    Taxes:$3,693

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 607 CASA PARK COURT K, WINTER SPRINGS, FL 32708

    $239,90045 Days on yellowkey   MLS ID: O6402801

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

    For Sale O6402801 - 607 CASA PARK COURT K, WINTER SPRINGS, FL 32708 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1088
       Built: 1985
    Monthly Fee: $207
       Tax: $1,556 (2024)
    Community: Casa Park Villas Ph 2
    Townhouse


    Estimated Monthly Payment: $1,651 (change assumption)
    Mortgage ($1,314) + Fees ($207) + Taxes in 2024 ($130)


    Taxes:$1,556

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle




Why Bother Searching Elsewhere for Homes For Sale and Real Estate nearby Winter Springs High?

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.