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Winter Springs Homes For Sale & Real Estate - 208 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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  • 1825 SENECA BLVD, WINTER SPRINGS, FL 32708

    $650,00073 Days on yellowkey   MLS ID: O6396955

    0 Days Off yellowkey (back on 5/31/2026)

    REDUCED by $25,000 (3.7%) on 05/28/2026

    For Sale O6396955 - 1825 SENECA BLVD, WINTER SPRINGS, FL 32708 82 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2711
       Built: 1989
    Monthly Fee: $8
       Tax: $1,171 (2025)
    Community: Tuscawilla Unit 14B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,667 (change assumption)
    Mortgage ($3,562) + Fees ($8) + Taxes in 2025 ($98)


    Taxes:$1,171

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 135 W TRADE WINDS RD, WINTER SPRINGS, FL 32708

    $770,00082 Days on yellowkey   MLS ID: S5146734

    REDUCED by $45,000 (5.5%) on 05/31/2026

    For Sale S5146734 - 135 W TRADE WINDS RD, WINTER SPRINGS, FL 32708 45 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3100
       Built: 1995   Tax: $4,421 (2024)
    Community: Oak Hill Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,587 (change assumption)
    Mortgage ($4,219) + Taxes in 2024 ($368)


    Taxes:$4,421

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 510 SONATA CT, WINTER SPRINGS, FL 32708

    $824,90052 Days on yellowkey   MLS ID: O6402358

    For Sale O6402358 - 510 SONATA CT, WINTER SPRINGS, FL 32708 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2381
       Built: 1999
    Monthly Fee: $184
       Tax: $6,415 (2024)
    Community: Seville Chase
    Single Family


    Estimated Monthly Payment: $5,238 (change assumption)
    Mortgage ($4,520) + Fees ($184) + Taxes in 2024 ($535)


    Taxes:$6,415

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $824,90063 Days on yellowkey   MLS ID: O6398877

    0 Days Off yellowkey (back on 5/30/2026)

    For Sale O6398877 - 226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 1994
    Monthly Fee: $44
       Tax: $4,461 (2024)
    Community: Chestnut Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,936 (change assumption)
    Mortgage ($4,520) + Fees ($44) + Taxes in 2024 ($372)


    Taxes:$4,461

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 603 CASA PARK CT #G, WINTER SPRINGS, FL 32708

    $249,90021 Days on yellowkey   MLS ID: O6411934

    For Sale O6411934 - 603 CASA PARK CT #G, WINTER SPRINGS, FL 32708 26 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1156
       Built: 1984
    Monthly Fee: $207
       Tax: $3,463 (2025)
    Community: Casa Park Villas Ph 1
    Townhouse


    Estimated Monthly Payment: $1,865 (change assumption)
    Mortgage ($1,369) + Fees ($207) + Taxes in 2025 ($289)


    Taxes:$3,463

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 330 HAYES RD, WINTER SPRINGS, FL 32708

    $820,00046 Days on yellowkey   MLS ID: O6404598

    REDUCED by $20,000 (2.4%) on 05/25/2026

    For Sale O6404598 - 330 HAYES RD, WINTER SPRINGS, FL 32708 58 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2252
       Built: 1977   Tax: $2,738 (2024)
    Community: North Orlando Ranches Sec 04
    Single Family


    Estimated Monthly Payment: $4,721 (change assumption)
    Mortgage ($4,493) + Taxes in 2024 ($228)


    Taxes:$2,738

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: None


  • 872 FALKIRK DR, WINTER SPRINGS, FL 32708

    $438,997120 Days on yellowkey   MLS ID: O6383538

    REDUCED by $10,000 (2.2%) on 05/05/2026

    For Sale O6383538 - 872 FALKIRK DR, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 1978
    Monthly Fee: $35
       Tax: $2,381 (2024)
    Community: Highlands Sec 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,639 (change assumption)
    Mortgage ($2,405) + Fees ($35) + Taxes in 2024 ($198)


    Taxes:$2,381

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 156 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $672,50059 Days on yellowkey   MLS ID: O6394958

    REDUCED by $2,400 (0.4%) on 05/29/2026

    For Sale O6394958 - 156 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708 61 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2509
       Built: 1999
    Monthly Fee: $187

    Community: Seville Chase
    Single Family


    Estimated Monthly Payment: $3,872 (change assumption)
    Mortgage ($3,685) + Fees ($187) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 122 STONE GABLE CIR, WINTER SPRINGS, FL 32708

    $485,000289 Days on yellowkey   MLS ID: O6340870

    INCREASED by $5,000 (1.0%) on 05/29/2026

    For Sale O6340870 - 122 STONE GABLE CIR, WINTER SPRINGS, FL 32708 42 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2147
       Built: 1999
    Monthly Fee: $58
       Tax: $6,186 (2024)
    Community: Stone Gable
    Single Family


    Estimated Monthly Payment: $3,231 (change assumption)
    Mortgage ($2,657) + Fees ($58) + Taxes in 2024 ($516)


    Taxes:$6,186

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 140 N. FAIRFAX, WINTER SPRINGS, FL 32708

    $325,000198 Days on yellowkey   MLS ID: O6364352

    REDUCED by $6,000 (1.8%) on 04/24/2026

    For Sale O6364352 - 140 N. FAIRFAX, WINTER SPRINGS, FL 32708 42 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1188
       Built: 1959   Tax: $2,426 (2024)
    Community: North Orlando
    Single Family


    Estimated Monthly Payment: $1,983 (change assumption)
    Mortgage ($1,781) + Taxes in 2024 ($202)


    Taxes:$2,426

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1444 BIRD RD, WINTER SPRINGS, FL 32708

    $838,500276 Days on yellowkey   MLS ID: O6344113

    For Sale O6344113 - 1444 BIRD RD, WINTER SPRINGS, FL 32708 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2350
       Built: 1977   Tax: $2,076 (2024)
    Community: Watts Farms
    Single Family


    Estimated Monthly Payment: $4,767 (change assumption)
    Mortgage ($4,594) + Taxes in 2024 ($173)


    Taxes:$2,076

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 417 CRUZ BAY CIR, WINTER SPRINGS, FL 32708

    $435,00032 Days on yellowkey   MLS ID: O6408099

    2 Days Off yellowkey (back on 5/28/2026)

    For Sale O6408099 - 417 CRUZ BAY CIR, WINTER SPRINGS, FL 32708 26 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2176
       Built: 2006
    Monthly Fee: $245
       Tax: $3,673 (2024)
    Community: The Landings At Parkstone
    Townhouse


    Estimated Monthly Payment: $2,935 (change assumption)
    Mortgage ($2,384) + Fees ($245) + Taxes in 2024 ($306)


    Taxes:$3,673

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 439 OLD FARM LN, WINTER SPRINGS, FL 32708

    $329,90051 Days on yellowkey   MLS ID: O6403125

    REDUCED by $10,000 (2.9%) on 05/28/2026

    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: $2,530 (change assumption)
    Mortgage ($1,808) + 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


  • 1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708

    $1,479,500106 Days on yellowkey   MLS ID: O6385058

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

    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


  • 108 SUNDANCE CT, WINTER SPRINGS, FL 32708

    $349,90028 Days on yellowkey   MLS ID: O6409784

    For Sale O6409784 - 108 SUNDANCE CT, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1161
       Built: 1997
    Monthly Fee: $140
       Tax: $3,505 (2025)
    Community: The Seasons
    Single Family


    Estimated Monthly Payment: $2,349 (change assumption)
    Mortgage ($1,917) + Fees ($140) + Taxes in 2025 ($292)


    Taxes:$3,505

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 629 RYAN CT, WINTER SPRINGS, FL 32708

    $479,00042 Days on yellowkey   MLS ID: O6396980

    For Sale O6396980 - 629 RYAN CT, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1857
       Built: 2004
    Monthly Fee: $35
       Tax: $1,899 (2024)
    Community: The Highlands Sections Seven & Eight
    Single Family


    Estimated Monthly Payment: $2,818 (change assumption)
    Mortgage ($2,625) + Fees ($35) + Taxes in 2024 ($158)


    Taxes:$1,899

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $285,00063 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


  • 180 CONSTITUTION WAY, WINTER SPRINGS, FL 32708

    $304,99929 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


  • 1513 GRACEFUL DOE LOOP, WINTER SPRINGS, FL 32708

    $679,90035 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

    $313,70077 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




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.