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Homes for Sale Near Winter Springs High in Casselberry - 27 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, Casselberry nearby homes.

Location: Casselberry

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  • 1054 CRYSTAL BOWL CIR, CASSELBERRY, FL 32707

    $650,00066 Days on yellowkey   MLS ID: O6404542

    0 Days Off yellowkey (back on 6/15/2026)

    For Sale O6404542 - 1054 CRYSTAL BOWL CIR, CASSELBERRY, FL 32707 61 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3014
       Built: 2003   Tax: $6,187 (2025)
    Community: Crystal Bowl Add
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,077 (change assumption)
    Mortgage ($3,562) + Taxes in 2025 ($516)


    Taxes:$6,187

    Elementary School: Casselberry Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1801 GRAND RUE DR, CASSELBERRY, FL 32707

    $349,90055 Days on yellowkey   MLS ID: O6407878

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $19,100 (5.2%) on 05/26/2026

    For Sale O6407878 - 1801 GRAND RUE DR, CASSELBERRY, FL 32707 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1620
       Built: 2011
    Monthly Fee: $295
       Tax: $5,215 (2025)
    Community: Legacy Park Residential Townhome A Rep
    Townhouse


    Estimated Monthly Payment: $2,647 (change assumption)
    Mortgage ($1,917) + Fees ($295) + Taxes in 2025 ($435)


    Taxes:$5,215

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 2353 GRATIA PL, CASSELBERRY, FL 32707

    $525,00053 Days on yellowkey   MLS ID: O6406654

    0 Days Off yellowkey (back on 6/10/2026)

    For Sale O6406654 - 2353 GRATIA PL, CASSELBERRY, FL 32707 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2110
       Built: 2017
    Monthly Fee: $150
       Tax: $7,233 (2025)
    Community: Reserve At Legacy Park
    Single Family


    Estimated Monthly Payment: $3,629 (change assumption)
    Mortgage ($2,877) + Fees ($150) + Taxes in 2025 ($603)


    Taxes:$7,233

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 800 DIANE CIR, CASSELBERRY, FL 32707

    $344,900248 Days on yellowkey   MLS ID: O6357379

    For Sale O6357379 - 800 DIANE CIR, CASSELBERRY, FL 32707 25 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1287
       Built: 1972   Tax: $3,777 (2025)
    Community: Lake Kathryn Woods
    Single Family


    Estimated Monthly Payment: $2,205 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($315)


    Taxes:$3,777

    Elementary School: Casselberry Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 406 CAPRON ASH LOOP, CASSELBERRY, FL 32707

    $435,000132 Days on yellowkey   MLS ID: O6384763

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

    REDUCED by $15,000 (3.3%) on 05/14/2026

    SHORT SALE O6384763 - 406 CAPRON ASH LOOP, CASSELBERRY, FL 32707 15 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2013
    Monthly Fee: $90
       Tax: $2,875 (2025)
    Community: Legacy Park Residential Ph Iii A Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,713 (change assumption)
    Mortgage ($2,384) + Fees ($90) + Taxes in 2025 ($240)


    Taxes:$2,875

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1434 LAKE SHORE DR, CASSELBERRY, FL 32707

    $264,00060 Days on yellowkey   MLS ID: O6406496

    1 Days Off yellowkey (back on 5/21/2026)

    For Sale O6406496 - 1434 LAKE SHORE DR, CASSELBERRY, FL 32707 43 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1620
       Built: 2001   Tax: $565 (2024)
    Community: Duck Pond Add To Casselberry
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $1,494 (change assumption)
    Mortgage ($1,447) + Taxes in 2024 ($47)


    Taxes:$565

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1050 CRYSTAL BOWL CIR, CASSELBERRY, FL 32707

    $699,90090 Days on yellowkey   MLS ID: O6397458

    For Sale O6397458 - 1050 CRYSTAL BOWL CIR, CASSELBERRY, FL 32707 64 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3528
       Built: 1969   Tax: $3,177 (2025)
    Community: Crystal Bowl Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,100 (change assumption)
    Mortgage ($3,835) + Taxes in 2025 ($265)


    Taxes:$3,177

    Elementary School: Casselberry Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


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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, Casselberry . You can use our website to view Multiple Listing Service (MLS) data on Casselberry 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.