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Homes for Sale Near Winter Springs High in Winter Springs - 115 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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  • 1452 CONNORS LN, WINTER SPRINGS, FL 32708

    $475,00015 Days on yellowkey   MLS ID: O6404505

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

    For Sale O6404505 - 1452 CONNORS LN, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 1986
    Monthly Fee: $90
       Tax: $4,752 (2024)
    Community: Wedgewood Tennis Villas
    Single Family


    Estimated Monthly Payment: $3,089 (change assumption)
    Mortgage ($2,603) + Fees ($90) + Taxes in 2024 ($396)


    Taxes:$4,752

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $690,000124 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 36 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


  • 50 SHEOAH BLVD #33, WINTER SPRINGS, FL 32708

    $179,50015 Days on yellowkey   MLS ID: O6404380

    For Sale O6404380 - 50 SHEOAH BLVD #33, WINTER SPRINGS, FL 32708 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 972
       Built: 1973   Tax: $1,726 (2025)
    Community: Sheoah Sec 1
    Condo


    Estimated Monthly Payment: $1,127 (change assumption)
    Mortgage ($984) + Taxes in 2025 ($144)


    Taxes:$1,726

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708

    $299,00085 Days on yellowkey   MLS ID: O6383981

    REDUCED by $9,000 (2.9%) on 04/14/2026

    For Sale O6383981 - 167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708 27 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1275
       Built: 2005
    Monthly Fee: $300
       Tax: $2,666 (2025)
    Community: Heritage Park Twnhms
    Townhouse


    Estimated Monthly Payment: $2,160 (change assumption)
    Mortgage ($1,638) + Fees ($300) + Taxes in 2025 ($222)


    Taxes:$2,666

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


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

    $275,00041 Days on yellowkey   MLS ID: O6396912

    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: $1,862 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($356)


    Taxes:$4,268

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1029 E PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708

    $395,00018 Days on yellowkey   MLS ID: O6404082

    0 Days Off yellowkey (back on 5/4/2026)

    For Sale O6404082 - 1029 E PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1314
       Built: 1993
    Monthly Fee: $117
       Tax: $1,736 (2025)
    Community: Country Club Village Unit 3
    Single Family


    Estimated Monthly Payment: $2,426 (change assumption)
    Mortgage ($2,164) + Fees ($117) + Taxes in 2025 ($145)


    Taxes:$1,736

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 903 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $469,900102 Days on yellowkey   MLS ID: O6377459

    1 Days Off yellowkey (back on 5/4/2026)

    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


  • 408 AVONDALE CT, WINTER SPRINGS, FL 32708

    $1,250,00034 Days on yellowkey   MLS ID: O6398566

    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


  • 724 BARRINGTON CIR, WINTER SPRINGS, FL 32708

    $399,900361 Days on yellowkey   MLS ID: O6312092

    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: $100
       Tax: $1,771 (2024)
    Community: Georgetowne Unit 1
    Single Family


    Estimated Monthly Payment: $2,439 (change assumption)
    Mortgage ($2,191) + Fees ($100) + Taxes in 2024 ($148)


    Taxes:$1,771

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 421 HORIZON DR, WINTER SPRINGS, FL 32708

    $299,90081 Days on yellowkey   MLS ID: O6384932

    REDUCED by $15,100 (4.8%) on 04/29/2026

    For Sale O6384932 - 421 HORIZON DR, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1069
       Built: 1998
    Monthly Fee: $142
       Tax: $3,681 (2025)
    Community: Seasons The
    Single Family


    Estimated Monthly Payment: $2,092 (change assumption)
    Mortgage ($1,643) + Fees ($142) + Taxes in 2025 ($307)


    Taxes:$3,681

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 936 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $420,00048 Days on yellowkey   MLS ID: O6386843

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

    For Sale O6386843 - 936 TORREY PINE DR, WINTER SPRINGS, FL 32708 26 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2000
    Monthly Fee: $126
       Tax: $2,652 (2024)
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $2,648 (change assumption)
    Mortgage ($2,301) + Fees ($126) + Taxes in 2024 ($221)


    Taxes:$2,652

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708

    $1,479,50075 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


  • 4910 E LAKE DR, WINTER SPRINGS, FL 32708

    $2,399,00018 Days on yellowkey   MLS ID: O6398929

    For Sale O6398929 - 4910 E LAKE DR, WINTER SPRINGS, FL 32708 73 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3657
       Built: 1964   Tax: $6,256 (2024)
    Community: Na
    Single Family


    Estimated Monthly Payment: $13,666 (change assumption)
    Mortgage ($13,145) + Taxes in 2024 ($521)


    Taxes:$6,256

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 439 OLD FARM LN, WINTER SPRINGS, FL 32708

    $339,90020 Days on yellowkey   MLS ID: O6403125

    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: $2,584 (change assumption)
    Mortgage ($1,862) + 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


  • 600 NORTHERN WAY #1608, WINTER SPRINGS, FL 32708

    $274,90088 Days on yellowkey   MLS ID: G5108558

    REDUCED by $5,100 (1.8%) on 05/01/2026

    For Sale G5108558 - 600 NORTHERN WAY #1608, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1425
       Built: 1981
    Monthly Fee: $373
       Tax: $2,582 (2025)
    Community: Tuscany Place
    Condo


    Estimated Monthly Payment: $2,094 (change assumption)
    Mortgage ($1,506) + Fees ($373) + Taxes in 2025 ($215)


    Taxes:$2,582

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 709 SAILFISH RD, WINTER SPRINGS, FL 32708

    $407,500166 Days on yellowkey   MLS ID: O6364715

    REDUCED by $5,000 (1.2%) on 05/01/2026

    For Sale O6364715 - 709 SAILFISH RD, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1737
       Built: 1984   Tax: $5,463 (2024)
    Community: North Orlando Ranches Sec 10
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,688 (change assumption)
    Mortgage ($2,233) + Taxes in 2024 ($455)


    Taxes:$5,463

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


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

    $269,000432 Days on yellowkey   MLS ID: O6286935

    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: $1,935 (change assumption)
    Mortgage ($1,474) + 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


  • 502 CLUB DR, WINTER SPRINGS, FL 32708

    $219,50060 Days on yellowkey   MLS ID: O6390697

    REDUCED by $10,000 (4.4%) on 05/01/2026

    For Sale O6390697 - 502 CLUB DR, WINTER SPRINGS, FL 32708 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1224
       Built: 1987
    Monthly Fee: $520
       Tax: $3,355 (2025)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $2,002 (change assumption)
    Mortgage ($1,203) + Fees ($520) + Taxes in 2025 ($280)


    Taxes:$3,355

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1254 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708

    $485,00063 Days on yellowkey   MLS ID: O6390820

    REDUCED by $10,000 (2.0%) on 04/30/2026

    For Sale O6390820 - 1254 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708 39 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2359
       Built: 2023
    Monthly Fee: $236
       Tax: $6,591 (2024)
    Community: Seminole Crossing Twnhms
    Townhouse


    Estimated Monthly Payment: $3,443 (change assumption)
    Mortgage ($2,657) + Fees ($236) + Taxes in 2024 ($549)


    Taxes:$6,591

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 165 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $384,99076 Days on yellowkey   MLS ID: O6386473

    1 Days Off yellowkey (back on 4/22/2026)

    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




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.