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Homes for Sale Near Winter Springs High in Winter Springs - 112 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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  • 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $690,000152 Days on yellowkey   MLS ID: O6374007

    REDUCED by $10,000 (1.4%) on 05/05/2026

    For Sale O6374007 - 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708 46 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2562
       Built: 1984
    Monthly Fee: $40
       Tax: $7,807 (2024)
    Community: Tuskabay Ph 1
    Single Family


    Estimated Monthly Payment: $4,471 (change assumption)
    Mortgage ($3,781) + Fees ($40) + Taxes in 2024 ($651)


    Taxes:$7,807

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708

    $498,900151 Days on yellowkey   MLS ID: O6374288

    For Sale O6374288 - 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708 54 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1864
       Built: 1985
    Monthly Fee: $3
       Tax: $3,119 (2024)
    Community: Oak Forest Unit 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,997 (change assumption)
    Mortgage ($2,734) + Fees ($3) + Taxes in 2024 ($260)


    Taxes:$3,119

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1200 ROYAL OAK DR, WINTER SPRINGS, FL 32708

    $499,99948 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


  • 1406 BLUMBERG BLVD, WINTER SPRINGS, FL 32708

    $425,00029 Days on yellowkey   MLS ID: O6408695

    For Sale O6408695 - 1406 BLUMBERG BLVD, WINTER SPRINGS, FL 32708 62 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1476
       Built: 2024
    Monthly Fee: $356
       Tax: $6,076 (2025)
    Community: Hickory Grove Twnhms
    Townhouse


    Estimated Monthly Payment: $3,191 (change assumption)
    Mortgage ($2,329) + Fees ($356) + Taxes in 2025 ($506)


    Taxes:$6,076

    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

    $425,00050 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


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

    $265,000460 Days on yellowkey   MLS ID: O6286935

    REDUCED by $4,000 (1.5%) on 06/04/2026

    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: $1,913 (change assumption)
    Mortgage ($1,452) + 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


  • 446 CLUB DR, WINTER SPRINGS, FL 32708

    $269,000124 Days on yellowkey   MLS ID: O6380694

    For Sale O6380694 - 446 CLUB DR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1460
       Built: 1994
    Monthly Fee: $520
       Tax: $886 (2024)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $2,068 (change assumption)
    Mortgage ($1,474) + Fees ($520) + Taxes in 2024 ($74)


    Taxes:$886

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 476 CLUB DR, WINTER SPRINGS, FL 32708

    $275,00084 Days on yellowkey   MLS ID: O6392856

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

    REDUCED by $10,000 (3.5%) on 04/22/2026

    For Sale O6392856 - 476 CLUB DR, WINTER SPRINGS, FL 32708 62 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1460
       Built: 1995
    Monthly Fee: $520
       Tax: $1,765 (2025)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $2,174 (change assumption)
    Mortgage ($1,507) + Fees ($520) + Taxes in 2025 ($147)


    Taxes:$1,765

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 724 BARRINGTON CIR, WINTER SPRINGS, FL 32708

    $399,900389 Days on yellowkey   MLS ID: O6312092

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

    For Sale O6312092 - 724 BARRINGTON CIR, WINTER SPRINGS, FL 32708 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1450
       Built: 1987
    Monthly Fee: $120
       Tax: $1,771 (2024)
    Community: Georgetowne Unit 1
    Single Family


    Estimated Monthly Payment: $2,459 (change assumption)
    Mortgage ($2,191) + Fees ($120) + Taxes in 2024 ($148)


    Taxes:$1,771

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708

    $729,900112 Days on yellowkey   MLS ID: O6384753

    0 Days Off yellowkey (back on 4/2/2026)

    For Sale O6384753 - 1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708 46 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2908
       Built: 2003
    Monthly Fee: $150
       Tax: $2,062 (2025)
    Community: Parkstone Unit 3
    Single Family


    Estimated Monthly Payment: $4,321 (change assumption)
    Mortgage ($3,999) + Fees ($150) + Taxes in 2025 ($172)


    Taxes:$2,062

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 224 HIGHLANDS GLEN CIR, WINTER SPRINGS, FL 32708

    $295,00028 Days on yellowkey   MLS ID: O6409042

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

    For Sale O6409042 - 224 HIGHLANDS GLEN CIR, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1185
       Built: 1986
    Monthly Fee: $63
       Tax: $3,265 (2025)
    Community: Highlands Glen
    Villa


    Estimated Monthly Payment: $1,951 (change assumption)
    Mortgage ($1,616) + Fees ($63) + Taxes in 2025 ($272)


    Taxes:$3,265

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 126 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $769,00075 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


  • 805 LEOPARD TRL, WINTER SPRINGS, FL 32708

    $565,00040 Days on yellowkey   MLS ID: O6405925

    REDUCED by $10,000 (1.7%) on 05/25/2026

    For Sale O6405925 - 805 LEOPARD TRL, WINTER SPRINGS, FL 32708 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2608
       Built: 1978   Tax: $2,946 (2024)
    Community: Winter Spgs Unit 4
    Single Family


    Estimated Monthly Payment: $3,341 (change assumption)
    Mortgage ($3,096) + Taxes in 2024 ($245)


    Taxes:$2,946

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 214 PERTH CT, WINTER SPRINGS, FL 32708

    $589,90034 Days on yellowkey   MLS ID: O6407533

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

    For Sale O6407533 - 214 PERTH CT, WINTER SPRINGS, FL 32708 80 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2247
       Built: 1980
    Monthly Fee: $67
       Tax: $5,200 (2024)
    Community: Highlands Sec 6
    Single Family


    Estimated Monthly Payment: $3,733 (change assumption)
    Mortgage ($3,232) + Fees ($67) + Taxes in 2024 ($433)


    Taxes:$5,200

    Elementary School: Woodlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 214 PERTH CT #A, WINTER SPRINGS, FL 32708

    $589,90035 Days on yellowkey   MLS ID: O6407330

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

    For Sale O6407330 - 214 PERTH CT #A, WINTER SPRINGS, FL 32708 85 photos

    Bed: 6   Bath: 0.0   Gar: 2
    Liv Area Sq Ft: 2247
       Built: 1980
    Monthly Fee: $67
       Tax: $5,200 (2024)
    Community: Highlands Sec 6
    Apartment


    Estimated Monthly Payment: $3,733 (change assumption)
    Mortgage ($3,232) + Fees ($67) + Taxes in 2024 ($433)


    Taxes:$5,200

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 600 NORTHERN WAY #302, WINTER SPRINGS, FL 32708

    $269,90069 Days on yellowkey   MLS ID: O6396912

    REDUCED by $5,100 (1.9%) on 06/03/2026

    For Sale O6396912 - 600 NORTHERN WAY #302, WINTER SPRINGS, FL 32708 39 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1425
       Built: 1981   Tax: $4,268 (2025)
    Community: Tuscany Place Ph 1
    Condo


    Estimated Monthly Payment: $1,835 (change assumption)
    Mortgage ($1,479) + Taxes in 2025 ($356)


    Taxes:$4,268

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 4991 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $750,00026 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


  • 114 SUNDANCE CT, WINTER SPRINGS, FL 32708

    $305,500214 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

    $384,900174 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


  • 1281 NATURES WAY, WINTER SPRINGS, FL 32708

    $1,200,00046 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




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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.