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Winter Springs Homes For Sale & Real Estate - 202 homes

Winter Springs homes for sale are located in Seminole County, Florida. Find homes in Winter Springs for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Springs houses.

Location: Winter Springs

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  • 724 BARRINGTON CIR, WINTER SPRINGS, FL 32708

    $399,900372 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: $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


  • 276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $285,00043 Days on yellowkey   MLS ID: O6399623

    REDUCED by $5,000 (1.7%) on 05/20/2026

    For Sale O6399623 - 276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1089
       Built: 1994
    Monthly Fee: $127
       Tax: $3,719 (2025)
    Community: Deersong 2
    Single Family


    Estimated Monthly Payment: $1,999 (change assumption)
    Mortgage ($1,562) + Fees ($127) + Taxes in 2025 ($310)


    Taxes:$3,719

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 440 BUCKSKIN CT, WINTER SPRINGS, FL 32708

    $534,90064 Days on yellowkey   MLS ID: O6394274

    REDUCED by $14,100 (2.6%) on 05/22/2026

    For Sale O6394274 - 440 BUCKSKIN CT, WINTER SPRINGS, FL 32708 62 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1922
       Built: 1986
    Monthly Fee: $30
       Tax: $5,731 (2025)
    Community: Deer Run Unit 20
    Single Family


    Estimated Monthly Payment: $3,438 (change assumption)
    Mortgage ($2,931) + Fees ($30) + Taxes in 2025 ($478)


    Taxes:$5,731

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 4991 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $750,0009 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


  • 736 SUMMERLAND DR, WINTER SPRINGS, FL 32708

    $298,90036 Days on yellowkey   MLS ID: O6402028

    REDUCED by $1,100 (0.4%) on 05/05/2026

    For Sale O6402028 - 736 SUMMERLAND DR, WINTER SPRINGS, FL 32708 67 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1298
       Built: 1983
    Monthly Fee: $95
       Tax: $2,905 (2025)
    Community: Wildwood
    Single Family


    Estimated Monthly Payment: $1,975 (change assumption)
    Mortgage ($1,638) + Fees ($95) + Taxes in 2025 ($242)


    Taxes:$2,905

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1020 TAPROOT DR, WINTER SPRINGS, FL 32708

    $509,90010 Days on yellowkey   MLS ID: O6409011

    For Sale O6409011 - 1020 TAPROOT DR, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1905
       Built: 2021   Tax: $4,953 (2024)
    Community: Oak Forest Unit 1
    Single Family


    Estimated Monthly Payment: $3,207 (change assumption)
    Mortgage ($2,794) + Taxes in 2024 ($413)


    Taxes:$4,953

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 180 CONSTITUTION WAY, WINTER SPRINGS, FL 32708

    $304,9999 Days on yellowkey   MLS ID: O6408927

    For Sale O6408927 - 180 CONSTITUTION WAY, WINTER SPRINGS, FL 32708 28 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1275
       Built: 2005
    Monthly Fee: $300
       Tax: $4,266 (2025)
    Community: Heritage Park Twnhms
    Townhouse


    Estimated Monthly Payment: $2,327 (change assumption)
    Mortgage ($1,671) + Fees ($300) + Taxes in 2025 ($356)


    Taxes:$4,266

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 101 PARTRIDGE CIR, WINTER SPRINGS, FL 32708

    $625,00016 Days on yellowkey   MLS ID: O6407799

    For Sale O6407799 - 101 PARTRIDGE CIR, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2181
       Built: 1974   Tax: $2,635 (2025)
    Community: Winter Springs Unit 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,644 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($220)


    Taxes:$2,635

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1513 GRACEFUL DOE LOOP, WINTER SPRINGS, FL 32708

    $679,90015 Days on yellowkey   MLS ID: O6408012

    1 Days Off yellowkey (back on 5/23/2026)

    For Sale O6408012 - 1513 GRACEFUL DOE LOOP, WINTER SPRINGS, FL 32708 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2995
       Built: 2020
    Monthly Fee: $135
       Tax: $6,580 (2025)
    Community: Tuskawilla Crossings 50'S
    Single Family


    Estimated Monthly Payment: $4,409 (change assumption)
    Mortgage ($3,725) + Fees ($135) + Taxes in 2025 ($548)


    Taxes:$6,580

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 702 GLASGOW CT, WINTER SPRINGS, FL 32708

    $313,70057 Days on yellowkey   MLS ID: O6394959

    REDUCED by $4,000 (1.3%) on 05/23/2026

    For Sale O6394959 - 702 GLASGOW CT, WINTER SPRINGS, FL 32708 33 photos

    Bed: 4   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1878
       Built: 1974
    Monthly Fee: $450
       Tax: $3,285 (2024)
    Community: Highland Patio Homes Amended Plat
    Spa: Yes

    Condo


    Estimated Monthly Payment: $2,443 (change assumption)
    Mortgage ($1,719) + Fees ($450) + Taxes in 2024 ($274)


    Taxes:$3,285

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 429 SHEOAH BLVD #12, WINTER SPRINGS, FL 32708

    $180,00092 Days on yellowkey   MLS ID: O6386330

    1 Days Off yellowkey (back on 5/22/2026)

    REDUCED by $18,900 (9.5%) on 05/15/2026

    For Sale O6386330 - 429 SHEOAH BLVD #12, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1187
       Built: 1978   Tax: $2,420 (2024)
    Community: Baytree Village
    Condo


    Estimated Monthly Payment: $1,188 (change assumption)
    Mortgage ($986) + Taxes in 2024 ($202)


    Taxes:$2,420

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 130 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $739,9009 Days on yellowkey   MLS ID: O6409028

    For Sale O6409028 - 130 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2433
       Built: 1999
    Monthly Fee: $187
       Tax: $7,238 (2025)
    Community: Seville Chase
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,844 (change assumption)
    Mortgage ($4,054) + Fees ($187) + Taxes in 2025 ($603)


    Taxes:$7,238

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1304 ORTEGA ST, WINTER SPRINGS, FL 32708

    $499,00026 Days on yellowkey   MLS ID: TB8504998

    REDUCED by $40,900 (7.6%) on 05/19/2026

    For Sale TB8504998 - 1304 ORTEGA ST, WINTER SPRINGS, FL 32708 45 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2152
       Built: 1985
    Monthly Fee: $30
       Tax: $5,238 (2025)
    Community: Sunrise Estates Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,201 (change assumption)
    Mortgage ($2,734) + Fees ($30) + Taxes in 2025 ($436)


    Taxes:$5,238

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 965 PAPAYA LN, WINTER SPRINGS, FL 32708

    $729,90014 Days on yellowkey   MLS ID: OM724828

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale OM724828 - 965 PAPAYA LN, WINTER SPRINGS, FL 32708 58 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3514
       Built: 1986
    Monthly Fee: $3
       Tax: $3,805 (2025)
    Community: Oak Forest Unit 5
    Single Family


    Estimated Monthly Payment: $4,319 (change assumption)
    Mortgage ($3,999) + Fees ($3) + Taxes in 2025 ($317)


    Taxes:$3,805

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 343 SAN MIGUEL ST #343, WINTER SPRINGS, FL 32708

    $189,9009 Days on yellowkey   MLS ID: O6409678

    For Sale O6409678 - 343 SAN MIGUEL ST #343, WINTER SPRINGS, FL 32708 24 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 945
       Built: 1980   Tax: $1,251 (2025)
    Community: Indian Ridge
    Condo


    Estimated Monthly Payment: $1,145 (change assumption)
    Mortgage ($1,041) + Taxes in 2025 ($104)


    Taxes:$1,251

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 538 CRIMSON LN, WINTER SPRINGS, FL 32708

    $384,9009 Days on yellowkey   MLS ID: O6409571

    For Sale O6409571 - 538 CRIMSON LN, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1854
       Built: 2007
    Monthly Fee: $300
       Tax: $5,370 (2025)
    Community: Jesups Reserve Twnhms Rep
    Townhouse


    Estimated Monthly Payment: $2,856 (change assumption)
    Mortgage ($2,109) + Fees ($300) + Taxes in 2025 ($448)


    Taxes:$5,370

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 120 N FAIRFAX AVE, WINTER SPRINGS, FL 32708

    $237,00049 Days on yellowkey   MLS ID: O6398133

    REDUCED by $26,000 (9.9%) on 05/21/2026

    FORECLOSURE O6398133 - 120 N FAIRFAX AVE, WINTER SPRINGS, FL 32708 13 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1148
       Built: 1959   Tax: $2,741 (2025)
    Community: North Orlando
    Single Family


    Estimated Monthly Payment: $1,527 (change assumption)
    Mortgage ($1,299) + Taxes in 2025 ($228)


    Taxes:$2,741

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1059 CEDAR BAY, WINTER SPRINGS, FL 32708

    $450,00087 Days on yellowkey   MLS ID: O6382674

    0 Days Off yellowkey (back on 3/25/2026)

    For Sale O6382674 - 1059 CEDAR BAY, WINTER SPRINGS, FL 32708 49 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2225
       Built: 2016
    Monthly Fee: $230
       Tax: $3,955 (2024)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $3,025 (change assumption)
    Mortgage ($2,466) + Fees ($230) + Taxes in 2024 ($330)


    Taxes:$3,955

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 411 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $224,900276 Days on yellowkey   MLS ID: O6339004

    SHORT SALE O6339004 - 411 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 26 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1130
       Built: 1990
    Monthly Fee: $190
       Tax: $420 (2025)
    Community: Mount Greenwood Unit 4
    Townhouse


    Estimated Monthly Payment: $1,457 (change assumption)
    Mortgage ($1,232) + Fees ($190) + Taxes in 2025 ($35)


    Taxes:$420

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 510 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $235,00024 Days on yellowkey   MLS ID: O6405365

    REDUCED by $5,000 (2.1%) on 05/20/2026

    For Sale O6405365 - 510 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 25 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1180
       Built: 1987
    Monthly Fee: $190
       Tax: $3,168 (2024)
    Community: Mount Greenwood Unit 2 Of
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,742 (change assumption)
    Mortgage ($1,288) + Fees ($190) + Taxes in 2024 ($264)


    Taxes:$3,168

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




Why Bother Searching Elsewhere for Winter Springs Homes for Sale and Other Real Estate?

Winter Springs home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Winter Springs . You can use our website to view Multiple Listing Service (MLS) data on Winter Springs Real Estate. 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 Winter Springs listings.



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.