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Winter Springs Single Family Homes For Sale - 135 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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  • 71 BOMBAY AVE, WINTER SPRINGS, FL 32708

    $225,90010 Days on yellowkey   MLS ID: O6414087

    For Sale O6414087 - 71 BOMBAY AVE, WINTER SPRINGS, FL 32708 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1134
       Built: 1960   Tax: $3,899 (2025)
    Community: North Orlando 1St Add
    Single Family


    Estimated Monthly Payment: $1,563 (change assumption)
    Mortgage ($1,238) + Taxes in 2025 ($325)


    Taxes:$3,899

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 358 BRUSHWOOD LN, WINTER SPRINGS, FL 32708

    $468,00010 Days on yellowkey   MLS ID: O6412915

    For Sale O6412915 - 358 BRUSHWOOD LN, WINTER SPRINGS, FL 32708 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1922
       Built: 1986
    Monthly Fee: $29
       Tax: $3,177 (2025)
    Community: Deer Run Unit 23C
    Single Family


    Estimated Monthly Payment: $2,858 (change assumption)
    Mortgage ($2,564) + Fees ($29) + Taxes in 2025 ($265)


    Taxes:$3,177

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1219 SWAN ST, WINTER SPRINGS, FL 32708

    $350,00090 Days on yellowkey   MLS ID: O6391011

    0 Days Off yellowkey (back on 6/7/2026)

    For Sale O6391011 - 1219 SWAN ST, WINTER SPRINGS, FL 32708 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1848
       Built: 1978   Tax: $2,327 (2024)
    Community: Winter Spgs Unit 4
    Single Family


    Estimated Monthly Payment: $2,112 (change assumption)
    Mortgage ($1,918) + Taxes in 2024 ($194)


    Taxes:$2,327

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 294 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $249,99021 Days on yellowkey   MLS ID: O6409921

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

    For Sale O6409921 - 294 SAN GABRIEL ST, WINTER SPRINGS, FL 32708 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1105
       Built: 1994
    Monthly Fee: $127
       Tax: $3,612 (2025)
    Community: Deersong 2
    Single Family


    Estimated Monthly Payment: $1,798 (change assumption)
    Mortgage ($1,370) + Fees ($127) + Taxes in 2025 ($301)


    Taxes:$3,612

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708

    $515,00010 Days on yellowkey   MLS ID: O6413841

    For Sale O6413841 - 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 1984
    Monthly Fee: $25
       Tax: $5,048 (2025)
    Community: Amherst
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,268 (change assumption)
    Mortgage ($2,822) + Fees ($25) + Taxes in 2025 ($421)


    Taxes:$5,048

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 440 BUCKSKIN CT, WINTER SPRINGS, FL 32708

    $534,90079 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 52 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


  • 1411 BORG LN, WINTER SPRINGS, FL 32708

    $385,000134 Days on yellowkey   MLS ID: O6378665

    REDUCED by $14,000 (3.5%) on 06/10/2026

    For Sale O6378665 - 1411 BORG LN, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1368
       Built: 1981
    Monthly Fee: $90
       Tax: $1,871 (2024)
    Community: Wedgewood Tennis Villas
    Single Family


    Estimated Monthly Payment: $2,355 (change assumption)
    Mortgage ($2,110) + Fees ($90) + Taxes in 2024 ($156)


    Taxes:$1,871

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 120 N FAIRFAX AVE, WINTER SPRINGS, FL 32708

    $237,00064 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


  • 706 LAKESIDE DR, WINTER SPRINGS, FL 32708

    $279,50044 Days on yellowkey   MLS ID: O6402320

    1 Days Off yellowkey (back on 6/9/2026)

    For Sale O6402320 - 706 LAKESIDE DR, WINTER SPRINGS, FL 32708 27 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1092
       Built: 1979
    Monthly Fee: $95
       Tax: $2,209 (2024)
    Community: Wildwood
    Single Family


    Estimated Monthly Payment: $1,811 (change assumption)
    Mortgage ($1,531) + Fees ($95) + Taxes in 2024 ($184)


    Taxes:$2,209

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 811 MAPLE LEAF LOOP, WINTER SPRINGS, FL 32708

    $545,00010 Days on yellowkey   MLS ID: O6413927

    For Sale O6413927 - 811 MAPLE LEAF LOOP, WINTER SPRINGS, FL 32708 30 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2852
       Built: 2016
    Monthly Fee: $100
       Tax: $4,089 (2025)
    Community: Seven Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,427 (change assumption)
    Mortgage ($2,986) + Fees ($100) + Taxes in 2025 ($341)


    Taxes:$4,089

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4262 LORI LOOP, WINTER SPRINGS, FL 32708

    $581,3146 Days on yellowkey   MLS ID: O6414617

    For Sale O6414617 - 4262 LORI LOOP, WINTER SPRINGS, FL 32708 46 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3950
       Built: 2001
    Monthly Fee: $17
       Tax: $10,114 (2025)
    Community: Willow Run
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,045 (change assumption)
    Mortgage ($3,185) + Fees ($17) + Taxes in 2025 ($843)


    Taxes:$10,114

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 618 LOCUST CT, WINTER SPRINGS, FL 32708

    $228,80026 Days on yellowkey   MLS ID: O6409201

    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


  • 1020 TAPROOT DR, WINTER SPRINGS, FL 32708

    $509,90025 Days on yellowkey   MLS ID: O6409011

    2 Days Off yellowkey (back on 6/9/2026)

    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


  • 1328 ANDES DR, WINTER SPRINGS, FL 32708

    $373,00053 Days on yellowkey   MLS ID: O6398729

    REDUCED by $12,000 (3.1%) on 06/08/2026

    For Sale O6398729 - 1328 ANDES DR, WINTER SPRINGS, FL 32708 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1582
       Built: 1987
    Monthly Fee: $29
       Tax: $3,128 (2024)
    Community: Sunrise Village Unit 6
    Single Family


    Estimated Monthly Payment: $2,333 (change assumption)
    Mortgage ($2,044) + Fees ($29) + Taxes in 2024 ($261)


    Taxes:$3,128

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 632 BLENHEIM LOOP, WINTER SPRINGS, FL 32708

    $489,900104 Days on yellowkey   MLS ID: O6386347

    REDUCED by $5,100 (1.0%) on 06/08/2026

    For Sale O6386347 - 632 BLENHEIM LOOP, WINTER SPRINGS, FL 32708 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1996
       Built: 2002
    Monthly Fee: $150
       Tax: $2,713 (2024)
    Community: Parkstone Unit 2
    Single Family


    Estimated Monthly Payment: $3,060 (change assumption)
    Mortgage ($2,684) + Fees ($150) + Taxes in 2024 ($226)


    Taxes:$2,713

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 709 SAILFISH RD, WINTER SPRINGS, FL 32708

    $402,500192 Days on yellowkey   MLS ID: O6364715

    REDUCED by $5,000 (1.2%) on 06/08/2026

    For Sale O6364715 - 709 SAILFISH RD, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1737
       Built: 1984   Tax: $5,463 (2024)
    Community: North Orlando Ranches Sec 10
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,661 (change assumption)
    Mortgage ($2,205) + Taxes in 2024 ($455)


    Taxes:$5,463

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 107 GOLDEN CREST CT, WINTER SPRINGS, FL 32708

    $504,00080 Days on yellowkey   MLS ID: O6393850

    REDUCED by $5,000 (1.0%) on 06/08/2026

    For Sale O6393850 - 107 GOLDEN CREST CT, WINTER SPRINGS, FL 32708 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1978
       Built: 1995
    Monthly Fee: $162
       Tax: $6,261 (2024)
    Community: Eagles Watch Ph 1
    Single Family


    Estimated Monthly Payment: $3,445 (change assumption)
    Mortgage ($2,762) + Fees ($162) + Taxes in 2024 ($522)


    Taxes:$6,261

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 130 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $739,90024 Days on yellowkey   MLS ID: O6409028

    1 Days Off yellowkey (back on 6/8/2026)

    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


  • 820 WAKULLA LN, WINTER SPRINGS, FL 32708

    $419,90038 Days on yellowkey   MLS ID: TB8504175

    1 Days Off yellowkey (back on 6/8/2026)

    REDUCED by $5,000 (1.2%) on 05/28/2026

    For Sale TB8504175 - 820 WAKULLA LN, WINTER SPRINGS, FL 32708 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1658
       Built: 2012
    Monthly Fee: $167
       Tax: $5,649 (2025)
    Community: Winter Spgs Village Ph 1
    Single Family


    Estimated Monthly Payment: $2,939 (change assumption)
    Mortgage ($2,301) + Fees ($167) + Taxes in 2025 ($471)


    Taxes:$5,649

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 877 BENCHWOOD DR, WINTER SPRINGS, FL 32708

    $460,00017 Days on yellowkey   MLS ID: O6410431

    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: $2,784 (change assumption)
    Mortgage ($2,520) + 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




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.