REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Homes for Sale Near Winter Springs High in Casselberry - 28 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

Sort:
  • 1165 LADY SUSAN DR, CASSELBERRY, FL 32707

    $410,0001 Day on yellowkey   MLS ID: O6419196

    For Sale O6419196 - 1165 LADY SUSAN DR, CASSELBERRY, FL 32707 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1631
       Built: 1980   Tax: $1,207 (2025)
    Community: Camelot Unit 4
    Single Family


    Estimated Monthly Payment: $2,347 (change assumption)
    Mortgage ($2,247) + Taxes in 2025 ($101)


    Taxes:$1,207

    Elementary School: Casselberry Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 964 LEGACY WINDS WAY, CASSELBERRY, FL 32707

    $389,9004 Days on yellowkey   MLS ID: O6421621

    For Sale O6421621 - 964 LEGACY WINDS WAY, CASSELBERRY, FL 32707 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1616
       Built: 2022
    Monthly Fee: $225
       Tax: $5,666 (2025)
    Community: Legacy Place
    Townhouse


    Estimated Monthly Payment: $2,834 (change assumption)
    Mortgage ($2,136) + Fees ($225) + Taxes in 2025 ($472)


    Taxes:$5,666

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 640 DIANE CIR, CASSELBERRY, FL 32707

    $369,0006 Days on yellowkey   MLS ID: S5152799

    For Sale S5152799 - 640 DIANE CIR, CASSELBERRY, FL 32707 43 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1430
       Built: 1971   Tax: $4,903 (2025)
    Community: Lake Kathryn Woods
    Single Family


    Estimated Monthly Payment: $2,430 (change assumption)
    Mortgage ($2,022) + Taxes in 2025 ($409)


    Taxes:$4,903

    Elementary School: Casselberry Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1531 OAK LN, CASSELBERRY, FL 32707

    $430,0008 Days on yellowkey   MLS ID: O6420981

    For Sale O6420981 - 1531 OAK LN, CASSELBERRY, FL 32707 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1598
       Built: 1960   Tax: $1,339 (2025)
    Community: Seminole Raceway 1St Add
    Single Family


    Estimated Monthly Payment: $2,468 (change assumption)
    Mortgage ($2,356) + Taxes in 2025 ($112)


    Taxes:$1,339

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1560 GUINEVERE DR, CASSELBERRY, FL 32707

    $475,0008 Days on yellowkey   MLS ID: O6420755

    For Sale O6420755 - 1560 GUINEVERE DR, CASSELBERRY, FL 32707 64 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1794
       Built: 1980   Tax: $4,807 (2025)
    Community: Sterling Oaks
    Single Family


    Estimated Monthly Payment: $3,003 (change assumption)
    Mortgage ($2,603) + Taxes in 2025 ($401)


    Taxes:$4,807

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 2528 CIVITAS PL, CASSELBERRY, FL 32707

    $599,9008 Days on yellowkey   MLS ID: S5152676

    0 Days Off yellowkey (back on 6/29/2026)

    For Sale S5152676 - 2528 CIVITAS PL, CASSELBERRY, FL 32707 24 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2815
       Built: 2017
    Monthly Fee: $150
       Tax: $5,690 (2025)
    Community: Reserve At Legacy Park
    Single Family


    Estimated Monthly Payment: $3,911 (change assumption)
    Mortgage ($3,287) + Fees ($150) + Taxes in 2025 ($474)


    Taxes:$5,690

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 454 LAKEPORT CV, CASSELBERRY, FL 32707

    $695,00099 Days on yellowkey   MLS ID: O6393398

    For Sale O6393398 - 454 LAKEPORT CV, CASSELBERRY, FL 32707 71 photos

    Bed: 8   Bath: 0.0
    Liv Area Sq Ft: 4040
       Built: 1948   Tax: $9,907 (2024)
    Community: Central Park Add
    Apartment


    Estimated Monthly Payment: $4,634 (change assumption)
    Mortgage ($3,808) + Taxes in 2024 ($826)


    Taxes:$9,907

    Elementary School: Casselberry Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 217 COLONY DR, CASSELBERRY, FL 32707

    $240,00085 Days on yellowkey   MLS ID: O6398512

    REDUCED by $5,000 (2.0%) on 06/29/2026

    For Sale O6398512 - 217 COLONY DR, CASSELBERRY, FL 32707 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1000
       Built: 1972   Tax: $147 (2024)
    Community: Colonnades 3Rd Sec
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,327 (change assumption)
    Mortgage ($1,315) + Taxes in 2024 ($12)


    Taxes:$147

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 942 LEGACY WINDS WAY, CASSELBERRY, FL 32707

    $400,00025 Days on yellowkey   MLS ID: O6416307

    For Sale O6416307 - 942 LEGACY WINDS WAY, CASSELBERRY, FL 32707 62 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1807
       Built: 2022
    Monthly Fee: $225
       Tax: $5,621 (2025)
    Community: Legacy Place
    Townhouse


    Estimated Monthly Payment: $2,885 (change assumption)
    Mortgage ($2,192) + Fees ($225) + Taxes in 2025 ($468)


    Taxes:$5,621

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 432 E ST #432, CASSELBERRY, FL 32707

    $137,50039 Days on yellowkey   MLS ID: G5112993

    REDUCED by $5,000 (3.5%) on 06/27/2026

    For Sale G5112993 - 432 E ST #432, CASSELBERRY, FL 32707 32 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 690
       Built: 1966
    Monthly Fee: $370
       Tax: $2,309 (2025)
    Community: Lake Kathryn Village
    Spa: No

    Condo


    Estimated Monthly Payment: $1,316 (change assumption)
    Mortgage ($753) + Fees ($370) + Taxes in 2025 ($192)


    Taxes:$2,309

    Elementary School: Casselberry Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Milwee Middle


  • 1262 SEMINOLA BLVD, CASSELBERRY, FL 32707

    $324,00072 Days on yellowkey   MLS ID: O6400917

    REDUCED by $30,000 (8.5%) on 06/26/2026

    For Sale O6400917 - 1262 SEMINOLA BLVD, CASSELBERRY, FL 32707 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 936
       Built: 1958   Tax: $1,951 (2024)
    Community: Sportsmans Paradise
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,938 (change assumption)
    Mortgage ($1,775) + Taxes in 2024 ($163)


    Taxes:$1,951

    Elementary School: Casselberry Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1909 VARICK WAY, CASSELBERRY, FL 32707

    $574,90019 Days on yellowkey   MLS ID: O6417965

    1 Days Off yellowkey (back on 6/25/2026)

    For Sale O6417965 - 1909 VARICK WAY, CASSELBERRY, FL 32707 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3019
       Built: 2008
    Monthly Fee: $231
       Tax: $6,987 (2025)
    Community: Legacy Park Residential Ph 1 & 2 A Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,963 (change assumption)
    Mortgage ($3,150) + Fees ($231) + Taxes in 2025 ($582)


    Taxes:$6,987

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 956 OSCEOLA TRL, CASSELBERRY, FL 32707

    $247,99948 Days on yellowkey   MLS ID: O6407211

    REDUCED by $5,901 (2.3%) on 06/25/2026

    For Sale O6407211 - 956 OSCEOLA TRL, CASSELBERRY, FL 32707 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1012
       Built: 1972   Tax: $3,631 (2024)
    Community: Colonnades 3Rd Sec
    Single Family


    Estimated Monthly Payment: $1,661 (change assumption)
    Mortgage ($1,359) + Taxes in 2024 ($303)


    Taxes:$3,631

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 1637 ORRINGTON PAYNE PL, CASSELBERRY, FL 32707

    $284,900102 Days on yellowkey   MLS ID: O6393548

    2 Days Off yellowkey (back on 6/25/2026)

    REDUCED by $10,000 (3.4%) on 04/25/2026

    For Sale O6393548 - 1637 ORRINGTON PAYNE PL, CASSELBERRY, FL 32707 32 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1409
       Built: 2010
    Monthly Fee: $184
       Tax: $3,618 (2025)
    Community: The Parke At Hanover Place
    Townhouse


    Estimated Monthly Payment: $2,047 (change assumption)
    Mortgage ($1,561) + Fees ($184) + Taxes in 2025 ($302)


    Taxes:$3,618

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Milwee Middle


  • 474 C ST, CASSELBERRY, FL 32707

    $147,900225 Days on yellowkey   MLS ID: S5139143

    For Sale S5139143 - 474 C ST, CASSELBERRY, FL 32707 21 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 690
       Built: 1966   Tax: $2,035 (2024)
    Community: Lake Kathryn Village
    Condo


    Estimated Monthly Payment: $980 (change assumption)
    Mortgage ($810) + Taxes in 2024 ($170)


    Taxes:$2,035

    Elementary School: Casselberry Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Milwee Middle


  • 421 BRIDLE PATH, CASSELBERRY, FL 32707

    $474,90033 Days on yellowkey   MLS ID: O6412740

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

    For Sale O6412740 - 421 BRIDLE PATH, CASSELBERRY, FL 32707 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1873
       Built: 1980   Tax: $5,077 (2025)
    Community: Wyndham Woods Ph 1 Rep
    Single Family


    Estimated Monthly Payment: $3,025 (change assumption)
    Mortgage ($2,602) + Taxes in 2025 ($423)


    Taxes:$5,077

    Elementary School: Casselberry Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1054 CRYSTAL BOWL CIR, CASSELBERRY, FL 32707

    $650,00064 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


  • 725 LEGACY PARK DR, CASSELBERRY, FL 32707

    $545,00025 Days on yellowkey   MLS ID: O6415376

    2 Days Off yellowkey (back on 6/16/2026)

    For Sale O6415376 - 725 LEGACY PARK DR, CASSELBERRY, FL 32707 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2548
       Built: 2006
    Monthly Fee: $231
       Tax: $3,667 (2025)
    Community: Legacy Park Residential Ph 1 & 2 A Rep
    Single Family


    Estimated Monthly Payment: $3,523 (change assumption)
    Mortgage ($2,986) + Fees ($231) + Taxes in 2025 ($306)


    Taxes:$3,667

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1801 GRAND RUE DR, CASSELBERRY, FL 32707

    $349,90053 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

    $525,00051 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


12


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.