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Winter Springs Single Family Homes For Sale - 139 homes

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

Location: Winter Springs

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  • 710 BRIARWOOD DR, WINTER SPRINGS, FL 32708

    $365,00070 Days on yellowkey   MLS ID: O6396343

    REDUCED by $7,500 (2.0%) on 06/01/2026

    For Sale O6396343 - 710 BRIARWOOD DR, WINTER SPRINGS, FL 32708 24 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1769
       Built: 1974
    Monthly Fee: $90
       Tax: $4,070 (2025)
    Community: Wildwood
    Single Family


    Estimated Monthly Payment: $2,429 (change assumption)
    Mortgage ($2,000) + Fees ($90) + Taxes in 2025 ($339)


    Taxes:$4,070

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 622 ANHINGA RD, WINTER SPRINGS, FL 32708

    $384,900171 Days on yellowkey   MLS ID: O6369225

    REDUCED by $13,600 (3.4%) on 05/18/2026

    For Sale O6369225 - 622 ANHINGA RD, WINTER SPRINGS, FL 32708 73 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1721
       Built: 1988
    Monthly Fee: $106
       Tax: $4,083 (2024)
    Community: Greenspointe
    Single Family


    Estimated Monthly Payment: $2,555 (change assumption)
    Mortgage ($2,109) + Fees ($106) + Taxes in 2024 ($340)


    Taxes:$4,083

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 201 BURGESS DR, WINTER SPRINGS, FL 32708

    $650,00051 Days on yellowkey   MLS ID: O6401349

    REDUCED by $10,000 (1.5%) on 05/15/2026

    For Sale O6401349 - 201 BURGESS DR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 3046
       Built: 2003
    Monthly Fee: $195
       Tax: $7,948 (2025)
    Community: Avery Park
    Single Family


    Estimated Monthly Payment: $4,419 (change assumption)
    Mortgage ($3,562) + Fees ($195) + Taxes in 2025 ($662)


    Taxes:$7,948

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1281 NATURES WAY, WINTER SPRINGS, FL 32708

    $1,200,00043 Days on yellowkey   MLS ID: O6404018

    For Sale O6404018 - 1281 NATURES WAY, WINTER SPRINGS, FL 32708 43 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3212
       Built: 1972   Tax: $2,240 (2024)
    Community: Tuscawilla
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,762 (change assumption)
    Mortgage ($6,575) + Taxes in 2024 ($187)


    Taxes:$2,240

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 324 DORNOCH CT, WINTER SPRINGS, FL 32708

    $399,00016 Days on yellowkey   MLS ID: O6411464

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

    For Sale O6411464 - 324 DORNOCH CT, WINTER SPRINGS, FL 32708 59 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1579
       Built: 1989
    Monthly Fee: $35
       Tax: $1,941 (2025)
    Community: Highland Village 2
    Single Family


    Estimated Monthly Payment: $2,383 (change assumption)
    Mortgage ($2,186) + Fees ($35) + Taxes in 2025 ($162)


    Taxes:$1,941

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 431 S ALDERWOOD ST, WINTER SPRINGS, FL 32708

    $390,00030 Days on yellowkey   MLS ID: O6407052

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

    For Sale O6407052 - 431 S ALDERWOOD ST, WINTER SPRINGS, FL 32708 52 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1558
       Built: 1973   Tax: $4,580 (2024)
    Community: North Orlando Terrace Unit 1 Sec 5
    Single Family


    Estimated Monthly Payment: $2,519 (change assumption)
    Mortgage ($2,137) + Taxes in 2024 ($382)


    Taxes:$4,580

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1825 SENECA BLVD, WINTER SPRINGS, FL 32708

    $650,00067 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

    $770,00076 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

    $824,90046 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


  • 1385 SAN DIEGO CT, WINTER SPRINGS, FL 32708

    $349,00065 Days on yellowkey   MLS ID: O6397680

    REDUCED by $8,500 (2.4%) on 05/06/2026

    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: $1,540 (2024)
    Community: Sunrise Village Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,070 (change assumption)
    Mortgage ($1,912) + Fees ($29) + Taxes in 2024 ($128)


    Taxes:$1,540

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $824,90057 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


  • 330 HAYES RD, WINTER SPRINGS, FL 32708

    $820,00040 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

    $438,997114 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

    $672,50053 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

    $485,000283 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

    $325,000192 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


  • 424 FLATWOOD DR, WINTER SPRINGS, FL 32708

    $525,00032 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


  • 268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708

    $569,90030 Days on yellowkey   MLS ID: O6407307

    For Sale O6407307 - 268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708 76 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: $3,630 (change assumption)
    Mortgage ($3,123) + 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


  • 1444 BIRD RD, WINTER SPRINGS, FL 32708

    $838,500270 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


  • 1421 HAPPY BIRD LN, WINTER SPRINGS, FL 32708

    $563,408213 Days on yellowkey   MLS ID: O6359884

    REDUCED by $10,040 (1.8%) on 05/28/2026

    For Sale O6359884 - 1421 HAPPY BIRD LN, WINTER SPRINGS, FL 32708 16 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 2019
    Monthly Fee: $130
       Tax: $4,781 (2024)
    Community: Tuskawilla Crossings 34'S
    Single Family


    Estimated Monthly Payment: $3,616 (change assumption)
    Mortgage ($3,087) + Fees ($130) + Taxes in 2024 ($398)


    Taxes:$4,781

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle




Why Bother Searching Elsewhere for Winter Springs Single Family Homes for Sale?

Winter Springs home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Springs . You can use our website to view Multiple Listing Service (MLS) data on Winter Springs single family homes. 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 single family home 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.