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Homes for Sale Near Winter Springs High in Winter Springs - 95 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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  • 10 MOREE LOOP #3, WINTER SPRINGS, FL 32708

    $135,00068 Days on yellowkey   MLS ID: O6381696

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

    For Sale O6381696 - 10 MOREE LOOP #3, WINTER SPRINGS, FL 32708 34 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


  • 600 NORTHERN WAY #906, WINTER SPRINGS, FL 32708

    $299,99981 Days on yellowkey   MLS ID: O6375918

    REDUCED by $10,001 (3.2%) on 04/01/2026

    For Sale O6375918 - 600 NORTHERN WAY #906, WINTER SPRINGS, FL 32708 27 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1609
       Built: 2016   Tax: $4,259 (2024)
    Community: Tuscany Place Ph 1
    Condo


    Estimated Monthly Payment: $1,999 (change assumption)
    Mortgage ($1,644) + Taxes in 2024 ($355)


    Taxes:$4,259

    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

    $484,99047 Days on yellowkey   MLS ID: O6386458

    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: $3,135 (change assumption)
    Mortgage ($2,657) + 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

    $484,99047 Days on yellowkey   MLS ID: O6386437

    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: $3,135 (change assumption)
    Mortgage ($2,657) + 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

    $384,99047 Days on yellowkey   MLS ID: O6386473

    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


  • 1276 CRAB APPLE LN, WINTER SPRINGS, FL 32708

    $381,99090 Days on yellowkey   MLS ID: O6375116

    For Sale O6375116 - 1276 CRAB APPLE LN, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1476
       Built: 2025
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,570 (change assumption)
    Mortgage ($2,093) + 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


  • 189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $491,990101 Days on yellowkey   MLS ID: O6372546

    For Sale O6372546 - 189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1704
       Built: 2025
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $3,173 (change assumption)
    Mortgage ($2,696) + 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


  • 1272 CRAB APPLE LN, WINTER SPRINGS, FL 32708

    $397,990101 Days on yellowkey   MLS ID: O6371853

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale O6371853 - 1272 CRAB APPLE LN, WINTER SPRINGS, FL 32708 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2025
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,658 (change assumption)
    Mortgage ($2,181) + 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


  • 1165 ORANGE AVE, WINTER SPRINGS, FL 32708

    $400,0004 Days on yellowkey   MLS ID: O6398101

    For Sale O6398101 - 1165 ORANGE AVE, WINTER SPRINGS, FL 32708 74 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2094
       Built: 2015
    Monthly Fee: $233
       Tax: $4,666 (2025)
    Community: Jesups Landing
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,814 (change assumption)
    Mortgage ($2,192) + Fees ($233) + Taxes in 2025 ($389)


    Taxes:$4,666

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 126 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $769,00018 Days on yellowkey   MLS ID: O6392873

    REDUCED by $16,000 (2.0%) on 04/15/2026

    For Sale O6392873 - 126 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708 51 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3205
       Built: 2000
    Monthly Fee: $184
       Tax: $9,320 (2024)
    Community: Seville Chase
    Single Family


    Estimated Monthly Payment: $5,174 (change assumption)
    Mortgage ($4,214) + Fees ($184) + Taxes in 2024 ($777)


    Taxes:$9,320

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1128 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708

    $489,00018 Days on yellowkey   MLS ID: O6395600

    For Sale O6395600 - 1128 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708 34 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: $3,164 (change assumption)
    Mortgage ($2,679) + 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


  • 116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708

    $325,00077 Days on yellowkey   MLS ID: O6379053

    For Sale O6379053 - 116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708 25 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1468
       Built: 2005
    Monthly Fee: $300
       Tax: $4,182 (2024)
    Community: Heritage Park Twnhms
    Townhouse


    Estimated Monthly Payment: $2,429 (change assumption)
    Mortgage ($1,781) + Fees ($300) + Taxes in 2024 ($349)


    Taxes:$4,182

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 903 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $469,90073 Days on yellowkey   MLS ID: O6377459

    For Sale O6377459 - 903 TORREY PINE DR, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1501
       Built: 1998
    Monthly Fee: $126
       Tax: $2,155 (2024)
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $2,880 (change assumption)
    Mortgage ($2,575) + Fees ($126) + Taxes in 2024 ($180)


    Taxes:$2,155

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1447 BIRD RD, WINTER SPRINGS, FL 32708

    $2,900,00045 Days on yellowkey   MLS ID: O6388126

    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: $16,139 (change assumption)
    Mortgage ($15,890) + 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


  • 110 MOCKINGBIRD LN, WINTER SPRINGS, FL 32708

    $400,00060 Days on yellowkey   MLS ID: O6383626

    1 Days Off yellowkey (back on 4/19/2026)

    REDUCED by $25,000 (5.9%) on 04/07/2026

    For Sale O6383626 - 110 MOCKINGBIRD LN, WINTER SPRINGS, FL 32708 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1660
       Built: 1979   Tax: $5,840 (2025)
    Community: North Orlando Ranches Sec 09
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,678 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($487)


    Taxes:$5,840

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 431 S HAWTHORN CIR, WINTER SPRINGS, FL 32708

    $450,000235 Days on yellowkey   MLS ID: O6330022

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

    REDUCED by $15,000 (3.2%) on 04/06/2026

    For Sale O6330022 - 431 S HAWTHORN CIR, WINTER SPRINGS, FL 32708 37 photos

    Bed: 5   Bath: 2.5
    Liv Area Sq Ft: 2092
       Built: 1975   Tax: $5,400 (2024)
    Community: North Orlando Terrace Unit 2 Sec 9
    Single Family


    Estimated Monthly Payment: $2,916 (change assumption)
    Mortgage ($2,466) + Taxes in 2024 ($450)


    Taxes:$5,400

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 213 HEATHERWOOD CT, WINTER SPRINGS, FL 32708

    $910,00013 Days on yellowkey   MLS ID: O6395861

    For Sale O6395861 - 213 HEATHERWOOD CT, WINTER SPRINGS, FL 32708 59 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3499
       Built: 1998
    Monthly Fee: $123
       Tax: $12,885 (2024)
    Community: Reserve At Tuscawilla Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,183 (change assumption)
    Mortgage ($4,986) + Fees ($123) + Taxes in 2024 ($1,074)


    Taxes:$12,885

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 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




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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.