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Homes for Sale Near Winter Springs High in Winter Springs - 94 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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  • 1379 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $485,00032 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


  • 1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $450,00039 Days on yellowkey   MLS ID: O6389425

    For Sale O6389425 - 1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1657
       Built: 1988
    Monthly Fee: $125
       Tax: $4,965 (2025)
    Community: Country Club Village Unit 3
    Single Family


    Estimated Monthly Payment: $3,004 (change assumption)
    Mortgage ($2,466) + Fees ($125) + Taxes in 2025 ($414)


    Taxes:$4,965

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


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

    $195,00018 Days on yellowkey   MLS ID: O6395945

    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: $1,733 (change assumption)
    Mortgage ($1,068) + 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


  • 118 BROOKSHIRE CT, WINTER SPRINGS, FL 32708

    $599,0004 Days on yellowkey   MLS ID: O6394521

    For Sale O6394521 - 118 BROOKSHIRE CT, WINTER SPRINGS, FL 32708 49 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2100
       Built: 1996
    Monthly Fee: $48
       Tax: $3,067 (2024)
    Community: Winding Hollow Unit 1
    Single Family


    Estimated Monthly Payment: $3,586 (change assumption)
    Mortgage ($3,282) + Fees ($48) + Taxes in 2024 ($256)


    Taxes:$3,067

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1275 MARLEY LN, WINTER SPRINGS, FL 32708

    $355,00033 Days on yellowkey   MLS ID: O6391943

    REDUCED by $5,000 (1.4%) on 04/13/2026

    For Sale O6391943 - 1275 MARLEY LN, WINTER SPRINGS, FL 32708 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1425
       Built: 2015
    Monthly Fee: $233
       Tax: $2,895 (2025)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $2,419 (change assumption)
    Mortgage ($1,945) + Fees ($233) + Taxes in 2025 ($241)


    Taxes:$2,895

    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

    $1,479,50046 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


  • 30 S EDGEMON AVE, WINTER SPRINGS, FL 32708

    $250,00019 Days on yellowkey   MLS ID: O6394469

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

    For Sale O6394469 - 30 S EDGEMON AVE, WINTER SPRINGS, FL 32708 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1545
       Built: 1960   Tax: $318 (2024)
    Community: North Orlando 2Nd Add
    Single Family


    Estimated Monthly Payment: $1,396 (change assumption)
    Mortgage ($1,370) + Taxes in 2024 ($26)


    Taxes:$318

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


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

    $193,0005 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

    $824,9003 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

    $290,0003 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


  • 630 FALCON CT, WINTER SPRINGS, FL 32708

    $425,0004 Days on yellowkey   MLS ID: O6396134

    For Sale O6396134 - 630 FALCON CT, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1360
       Built: 1986
    Monthly Fee: $64
       Tax: $1,454 (2024)
    Community: Greenspointe
    Single Family


    Estimated Monthly Payment: $2,514 (change assumption)
    Mortgage ($2,329) + Fees ($64) + Taxes in 2024 ($121)


    Taxes:$1,454

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1327 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $448,0004 Days on yellowkey   MLS ID: O6399111

    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


  • 1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $399,00050 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


  • 1444 BIRD RD, WINTER SPRINGS, FL 32708

    $838,500216 Days on yellowkey   MLS ID: O6344113

    For Sale O6344113 - 1444 BIRD RD, WINTER SPRINGS, FL 32708 62 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


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

    $439,00032 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


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

    $185,00019 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

    $550,00027 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


  • 1250 STONE HARBOUR RD, WINTER SPRINGS, FL 32708

    $540,00013 Days on yellowkey   MLS ID: O6394987

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

    For Sale O6394987 - 1250 STONE HARBOUR RD, WINTER SPRINGS, FL 32708 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2002
    Monthly Fee: $150
       Tax: $6,288 (2024)
    Community: Parkstone Unit 3
    Single Family


    Estimated Monthly Payment: $3,633 (change assumption)
    Mortgage ($2,959) + Fees ($150) + Taxes in 2024 ($524)


    Taxes:$6,288

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 702 GLASGOW CT, WINTER SPRINGS, FL 32708

    $317,70017 Days on yellowkey   MLS ID: O6394959

    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: $2,465 (change assumption)
    Mortgage ($1,741) + 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


  • 30 SABLE CT, WINTER SPRINGS, FL 32708

    $569,00066 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




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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.