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Winter Springs Homes For Sale & Real Estate - 204 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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  • 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $690,000141 Days on yellowkey   MLS ID: O6374007

    REDUCED by $10,000 (1.4%) on 05/05/2026

    For Sale O6374007 - 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708 46 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2562
       Built: 1984
    Monthly Fee: $40
       Tax: $7,807 (2024)
    Community: Tuskabay Ph 1
    Single Family


    Estimated Monthly Payment: $4,471 (change assumption)
    Mortgage ($3,781) + Fees ($40) + Taxes in 2024 ($651)


    Taxes:$7,807

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 171 CONSTITUTION WAY, WINTER SPRINGS, FL 32708

    $325,00057 Days on yellowkey   MLS ID: O6396871

    For Sale O6396871 - 171 CONSTITUTION WAY, WINTER SPRINGS, FL 32708 46 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1468
       Built: 2005
    Monthly Fee: $300
       Tax: $2,346 (2024)
    Community: Heritage Park Twnhms
    Townhouse


    Estimated Monthly Payment: $2,276 (change assumption)
    Mortgage ($1,781) + Fees ($300) + Taxes in 2024 ($195)


    Taxes:$2,346

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 339 INGLENOOK CIR, WINTER SPRINGS, FL 32708

    $359,9007 Days on yellowkey   MLS ID: O6411718

    1 Days Off yellowkey (back on 6/5/2026)

    For Sale O6411718 - 339 INGLENOOK CIR, WINTER SPRINGS, FL 32708 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1437
       Built: 1992
    Monthly Fee: $22
       Tax: $4,816 (2025)
    Community: Mount Greenwood Unit 1
    Single Family


    Estimated Monthly Payment: $2,395 (change assumption)
    Mortgage ($1,972) + Fees ($22) + Taxes in 2025 ($401)


    Taxes:$4,816

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1320 ALFONZO CIR, WINTER SPRINGS, FL 32708

    $450,000Listed 06/05/2026 8:44AM   MLS ID: S5151348

    For Sale S5151348 - 1320 ALFONZO CIR, WINTER SPRINGS, FL 32708 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1597
       Built: 1984
    Monthly Fee: $29
       Tax: $1,247 (2025)
    Community: Sunrise Unit 2D
    Single Family


    Estimated Monthly Payment: $2,599 (change assumption)
    Mortgage ($2,466) + Fees ($29) + Taxes in 2025 ($104)


    Taxes:$1,247

    Elementary School: Rainbow Elementary

    High School: None

    Tax Year: 2025

    Middle School: None


  • 120 N FAIRFAX AVE, WINTER SPRINGS, FL 32708

    $237,00055 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


  • 819 DUNDEE DR, WINTER SPRINGS, FL 32708

    $429,0001 Day on yellowkey   MLS ID: O6412585

    INCREASED by $4,000 (0.9%) on 06/05/2026

    For Sale O6412585 - 819 DUNDEE DR, WINTER SPRINGS, FL 32708 47 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1701
       Built: 1978
    Monthly Fee: $40
       Tax: $1,558 (2025)
    Community: Highlands Sec 1
    Single Family


    Estimated Monthly Payment: $2,520 (change assumption)
    Mortgage ($2,351) + Fees ($40) + Taxes in 2025 ($130)


    Taxes:$1,558

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1024 DINERO DR, WINTER SPRINGS, FL 32708

    $424,00035 Days on yellowkey   MLS ID: O6404240

    REDUCED by $15,000 (3.4%) on 05/30/2026

    For Sale O6404240 - 1024 DINERO DR, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1463
       Built: 1986
    Monthly Fee: $29
       Tax: $4,882 (2024)
    Community: Sunrise Estates Unit 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,759 (change assumption)
    Mortgage ($2,323) + Fees ($29) + Taxes in 2024 ($407)


    Taxes:$4,882

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708

    $729,900101 Days on yellowkey   MLS ID: O6384753

    0 Days Off yellowkey (back on 4/2/2026)

    For Sale O6384753 - 1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708 46 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2908
       Built: 2003
    Monthly Fee: $150
       Tax: $2,062 (2025)
    Community: Parkstone Unit 3
    Single Family


    Estimated Monthly Payment: $4,321 (change assumption)
    Mortgage ($3,999) + Fees ($150) + Taxes in 2025 ($172)


    Taxes:$2,062

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $779,90064 Days on yellowkey   MLS ID: O6395594

    For Sale O6395594 - 140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708 46 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3129
       Built: 1999
    Monthly Fee: $184
       Tax: $5,857 (2024)
    Community: Seville Chase
    Single Family


    Estimated Monthly Payment: $4,945 (change assumption)
    Mortgage ($4,273) + Fees ($184) + Taxes in 2024 ($488)


    Taxes:$5,857

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 224 HIGHLANDS GLEN CIR, WINTER SPRINGS, FL 32708

    $295,00017 Days on yellowkey   MLS ID: O6409042

    0 Days Off yellowkey (back on 6/5/2026)

    For Sale O6409042 - 224 HIGHLANDS GLEN CIR, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1185
       Built: 1986
    Monthly Fee: $63
       Tax: $3,265 (2025)
    Community: Highlands Glen
    Villa


    Estimated Monthly Payment: $1,951 (change assumption)
    Mortgage ($1,616) + Fees ($63) + Taxes in 2025 ($272)


    Taxes:$3,265

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 877 BENCHWOOD DR, WINTER SPRINGS, FL 32708

    $460,0008 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


  • 71 BOMBAY AVE, WINTER SPRINGS, FL 32708

    $225,900Listed 06/04/2026 9:25PM   MLS ID: O6414087

    For Sale O6414087 - 71 BOMBAY AVE, WINTER SPRINGS, FL 32708 1 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


  • 811 MAPLE LEAF LOOP, WINTER SPRINGS, FL 32708

    $545,000Listed 06/04/2026 2:33PM   MLS ID: O6413927

    For Sale O6413927 - 811 MAPLE LEAF LOOP, WINTER SPRINGS, FL 32708 29 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


  • 445 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708

    $404,000Listed 06/04/2026 6:24PM   MLS ID: O6413309

    For Sale O6413309 - 445 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1682
       Built: 2016
    Monthly Fee: $233
       Tax: $3,715 (2025)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $2,756 (change assumption)
    Mortgage ($2,214) + Fees ($233) + Taxes in 2025 ($310)


    Taxes:$3,715

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 472 DEWARS CT, WINTER SPRINGS, FL 32708

    $499,900Listed 06/04/2026 5:06PM   MLS ID: O6413206

    For Sale O6413206 - 472 DEWARS CT, WINTER SPRINGS, FL 32708 44 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2222
       Built: 1995
    Monthly Fee: $13
       Tax: $2,066 (2025)
    Community: Highland Lake Ph 2
    Single Family


    Estimated Monthly Payment: $2,924 (change assumption)
    Mortgage ($2,739) + Fees ($13) + Taxes in 2025 ($172)


    Taxes:$2,066

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708

    $515,000Listed 06/04/2026 3:22PM   MLS ID: O6413841

    For Sale O6413841 - 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708 40 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


  • 504 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $250,0001 Day on yellowkey   MLS ID: O6413016

    For Sale O6413016 - 504 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 36 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1363
       Built: 1987
    Monthly Fee: $190
       Tax: $4,030 (2025)
    Community: Mount Greenwood Unit 2 Of
    Townhouse


    Estimated Monthly Payment: $1,896 (change assumption)
    Mortgage ($1,370) + Fees ($190) + Taxes in 2025 ($336)


    Taxes:$4,030

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1160 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708

    $825,00018 Days on yellowkey   MLS ID: O6408959

    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


  • 600 NORTHERN WAY #1804, WINTER SPRINGS, FL 32708

    $299,90019 Days on yellowkey   MLS ID: O6402233

    REDUCED by $10,100 (3.3%) on 06/04/2026

    For Sale O6402233 - 600 NORTHERN WAY #1804, WINTER SPRINGS, FL 32708 31 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1726
       Built: 2007   Tax: $4,110 (2024)
    Community: Tuscany Place Ph 1
    Spa: No

    Condo


    Estimated Monthly Payment: $1,986 (change assumption)
    Mortgage ($1,643) + Taxes in 2024 ($343)


    Taxes:$4,110

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 126 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $769,00064 Days on yellowkey   MLS ID: O6392873

    REDUCED by $16,000 (2.0%) on 04/15/2026

    For Sale O6392873 - 126 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708 51 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3205
       Built: 2000
    Monthly Fee: $184
       Tax: $9,320 (2024)
    Community: Seville Chase
    Single Family


    Estimated Monthly Payment: $5,174 (change assumption)
    Mortgage ($4,214) + Fees ($184) + Taxes in 2024 ($777)


    Taxes:$9,320

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole 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.