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Winter Springs Homes For Sale & Real Estate - 218 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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  • 600 NORTHERN WAY #205, WINTER SPRINGS, FL 32708

    $233,00067 Days on yellowkey   MLS ID: O6401833

    0 Days Off yellowkey (back on 6/22/2026)

    REDUCED by $5,000 (2.1%) on 06/03/2026

    For Sale O6401833 - 600 NORTHERN WAY #205, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1425
       Built: 1981
    Monthly Fee: $397
       Tax: $600 (2024)
    Community: Tuscany Place Ph 1
    Spa: No

    Condo


    Estimated Monthly Payment: $1,724 (change assumption)
    Mortgage ($1,277) + Fees ($397) + Taxes in 2024 ($50)


    Taxes:$600

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708

    $557,90046 Days on yellowkey   MLS ID: O6407307

    REDUCED by $12,000 (2.1%) on 06/22/2026

    For Sale O6407307 - 268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708 45 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2415
       Built: 2001
    Monthly Fee: $150
       Tax: $4,293 (2025)
    Community: Parkstone
    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($3,057) + Fees ($150) + Taxes in 2025 ($358)


    Taxes:$4,293

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 471 HARBOR WINDS CT, WINTER SPRINGS, FL 32708

    $330,000116 Days on yellowkey   MLS ID: O6387316

    REDUCED by $5,000 (1.5%) on 04/16/2026

    For Sale O6387316 - 471 HARBOR WINDS CT, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 2008
    Monthly Fee: $298
       Tax: $4,552 (2024)
    Community: Harbor Winds
    Townhouse


    Estimated Monthly Payment: $2,486 (change assumption)
    Mortgage ($1,808) + Fees ($298) + Taxes in 2024 ($379)


    Taxes:$4,552

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 538 CRIMSON LN, WINTER SPRINGS, FL 32708

    $369,90039 Days on yellowkey   MLS ID: O6409571

    REDUCED by $5,000 (1.3%) on 06/22/2026

    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: $2,774 (change assumption)
    Mortgage ($2,027) + 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


  • 984 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708

    $410,00033 Days on yellowkey   MLS ID: O6410083

    0 Days Off yellowkey (back on 6/21/2026)

    For Sale O6410083 - 984 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708 44 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1821
       Built: 1985
    Monthly Fee: $3
       Tax: $3,100 (2025)
    Community: Oak Forest Unit 4
    Single Family


    Estimated Monthly Payment: $2,508 (change assumption)
    Mortgage ($2,247) + Fees ($3) + Taxes in 2025 ($258)


    Taxes:$3,100

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $590,000128 Days on yellowkey   MLS ID: O6372400

    0 Days Off yellowkey (back on 6/21/2026)

    REDUCED by $10,000 (1.7%) on 06/19/2026

    For Sale O6372400 - 214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708 68 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2474
       Built: 2001
    Monthly Fee: $42
       Tax: $5,539 (2024)
    Community: Chestnut Ridge In Tuscawilla
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,736 (change assumption)
    Mortgage ($3,233) + Fees ($42) + Taxes in 2024 ($462)


    Taxes:$5,539

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 877 BENCHWOOD DR, WINTER SPRINGS, FL 32708

    $450,00032 Days on yellowkey   MLS ID: O6410431

    REDUCED by $10,000 (2.2%) on 06/18/2026

    For Sale O6410431 - 877 BENCHWOOD DR, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1612
       Built: 1983
    Monthly Fee: $3
       Tax: $3,127 (2024)
    Community: Oak Forest Unit 3
    Single Family


    Estimated Monthly Payment: $2,729 (change assumption)
    Mortgage ($2,466) + Fees ($3) + Taxes in 2024 ($261)


    Taxes:$3,127

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 572 PINEBRANCH CIR, WINTER SPRINGS, FL 32708

    $330,00076 Days on yellowkey   MLS ID: O6397068

    REDUCED by $3,000 (0.9%) on 05/12/2026

    For Sale O6397068 - 572 PINEBRANCH CIR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1564
       Built: 2005
    Monthly Fee: $264
       Tax: $3,808 (2024)
    Community: Barclay Reserve Twnhms
    Townhouse


    Estimated Monthly Payment: $2,390 (change assumption)
    Mortgage ($1,808) + Fees ($264) + Taxes in 2024 ($317)


    Taxes:$3,808

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Jackson Heights Middle


  • 200 BLUE CREEK DR, WINTER SPRINGS, FL 32708

    $625,00012 Days on yellowkey   MLS ID: O6416327

    0 Days Off yellowkey (back on 6/21/2026)

    For Sale O6416327 - 200 BLUE CREEK DR, WINTER SPRINGS, FL 32708 73 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2344
       Built: 1997
    Monthly Fee: $70
       Tax: $3,467 (2025)
    Community: Chestnut Estates Ph 2
    Single Family


    Estimated Monthly Payment: $3,783 (change assumption)
    Mortgage ($3,425) + Fees ($70) + Taxes in 2025 ($289)


    Taxes:$3,467

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 995 DYSON DR, WINTER SPRINGS, FL 32708

    $750,00010 Days on yellowkey   MLS ID: O6418233

    0 Days Off yellowkey (back on 6/20/2026)

    For Sale O6418233 - 995 DYSON DR, WINTER SPRINGS, FL 32708 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2855
       Built: 1979   Tax: $9,147 (2025)
    Community: Winter Spgs Unit 3
    Single Family


    Estimated Monthly Payment: $4,872 (change assumption)
    Mortgage ($4,109) + Taxes in 2025 ($762)


    Taxes:$9,147

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1160 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708

    $825,00042 Days on yellowkey   MLS ID: O6408959

    0 Days Off yellowkey (back on 6/12/2026)

    REDUCED by $25,000 (2.9%) on 06/04/2026

    For Sale O6408959 - 1160 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708 40 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3118
       Built: 2001
    Monthly Fee: $127
       Tax: $8,339 (2025)
    Community: Citrus Oaks
    Single Family


    Estimated Monthly Payment: $5,342 (change assumption)
    Mortgage ($4,520) + Fees ($127) + Taxes in 2025 ($695)


    Taxes:$8,339

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1385 SAN DIEGO CT, WINTER SPRINGS, FL 32708

    $320,00081 Days on yellowkey   MLS ID: O6397680

    0 Days Off yellowkey (back on 6/20/2026)

    REDUCED by $29,000 (8.3%) on 06/17/2026

    For Sale O6397680 - 1385 SAN DIEGO CT, WINTER SPRINGS, FL 32708 28 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1518
       Built: 1983
    Monthly Fee: $29
       Tax: $1,283 (2025)
    Community: Sunrise Village Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,889 (change assumption)
    Mortgage ($1,753) + Fees ($29) + Taxes in 2025 ($107)


    Taxes:$1,283

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1208 CHEETAH TRL, WINTER SPRINGS, FL 32708

    $669,90010 Days on yellowkey   MLS ID: O6416652

    0 Days Off yellowkey (back on 6/20/2026)

    For Sale O6416652 - 1208 CHEETAH TRL, WINTER SPRINGS, FL 32708 51 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2837
       Built: 1979   Tax: $3,887 (2025)
    Community: Tuscawilla Unit 06
    Single Family


    Estimated Monthly Payment: $3,995 (change assumption)
    Mortgage ($3,671) + Taxes in 2025 ($324)


    Taxes:$3,887

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 724 BARRINGTON CIR, WINTER SPRINGS, FL 32708

    $399,900402 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


  • 221 SHERRY AVE, WINTER SPRINGS, FL 32708

    $359,90053 Days on yellowkey   MLS ID: O6404854

    REDUCED by $7,000 (1.9%) on 06/17/2026

    For Sale O6404854 - 221 SHERRY AVE, WINTER SPRINGS, FL 32708 18 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1700
       Built: 1971   Tax: $523 (2025)
    Community: North Orlando Townsite Fourth Add Replat
    Single Family


    Estimated Monthly Payment: $2,016 (change assumption)
    Mortgage ($1,972) + Taxes in 2025 ($44)


    Taxes:$523

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1126 TROTWOOD BLVD, WINTER SPRINGS, FL 32708

    $460,000134 Days on yellowkey   MLS ID: O6382859

    REDUCED by $10,000 (2.1%) on 06/20/2026

    For Sale O6382859 - 1126 TROTWOOD BLVD, WINTER SPRINGS, FL 32708 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2066
       Built: 1991
    Monthly Fee: $11
       Tax: $5,998 (2024)
    Community: Oak Forest Unit 8
    Single Family


    Estimated Monthly Payment: $3,031 (change assumption)
    Mortgage ($2,520) + Fees ($11) + Taxes in 2024 ($500)


    Taxes:$5,998

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 618 LOCUST CT, WINTER SPRINGS, FL 32708

    $228,80041 Days on yellowkey   MLS ID: O6409201

    0 Days Off yellowkey (back on 6/19/2026)

    FORECLOSURE O6409201 - 618 LOCUST CT, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1326
       Built: 1978   Tax: $4,436 (2025)
    Community: Foxmoor Unit 2
    Single Family


    Estimated Monthly Payment: $1,623 (change assumption)
    Mortgage ($1,254) + Taxes in 2025 ($370)


    Taxes:$4,436

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 424 FLATWOOD DR, WINTER SPRINGS, FL 32708

    $525,00048 Days on yellowkey   MLS ID: S5149589

    For Sale S5149589 - 424 FLATWOOD DR, WINTER SPRINGS, FL 32708 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2164
       Built: 1997
    Monthly Fee: $82
       Tax: $3,052 (2024)
    Community: Tusca Oaks
    Single Family


    Estimated Monthly Payment: $3,213 (change assumption)
    Mortgage ($2,877) + Fees ($82) + Taxes in 2024 ($254)


    Taxes:$3,052

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1200 ROYAL OAK DR, WINTER SPRINGS, FL 32708

    $499,99961 Days on yellowkey   MLS ID: O6401888

    REDUCED by $10,001 (2.0%) on 05/26/2026

    For Sale O6401888 - 1200 ROYAL OAK DR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2378
       Built: 1981
    Monthly Fee: $118
       Tax: $4,618 (2025)
    Community: Fairway Oaks Unit 1
    Single Family


    Estimated Monthly Payment: $3,242 (change assumption)
    Mortgage ($2,740) + Fees ($118) + Taxes in 2025 ($385)


    Taxes:$4,618

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 975 DYSON DR, WINTER SPRINGS, FL 32708

    $879,00012 Days on yellowkey   MLS ID: O6417467

    0 Days Off yellowkey (back on 6/19/2026)

    For Sale O6417467 - 975 DYSON DR, WINTER SPRINGS, FL 32708 76 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2191
       Built: 1980   Tax: $6,089 (2025)
    Community: Winter Spgs Unit 3
    Single Family


    Estimated Monthly Payment: $5,324 (change assumption)
    Mortgage ($4,816) + Taxes in 2025 ($507)


    Taxes:$6,089

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    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.