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Winter Springs Homes For Sale & Real Estate - 203 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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  • 294 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $249,99025 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

    $515,00014 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


  • 504 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $250,00014 Days on yellowkey   MLS ID: O6413016

    For Sale O6413016 - 504 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 37 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


  • 1270 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $409,99036 Days on yellowkey   MLS ID: O6407275

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

    For Sale O6407275 - 1270 TARFLOWER DR, WINTER SPRINGS, FL 32708 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,724 (change assumption)
    Mortgage ($2,246) + Fees ($356) + Taxes in 2025 ($121)


    Taxes:$1,457

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1262 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $389,99036 Days on yellowkey   MLS ID: O6407223

    0 Days Off yellowkey (back on 5/29/2026)

    For Sale O6407223 - 1262 TARFLOWER DR, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,614 (change assumption)
    Mortgage ($2,137) + Fees ($356) + Taxes in 2025 ($121)


    Taxes:$1,457

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 165 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $384,990106 Days on yellowkey   MLS ID: O6386473

    1 Days Off yellowkey (back on 4/22/2026)

    For Sale O6386473 - 165 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1476
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,587 (change assumption)
    Mortgage ($2,109) + Fees ($356) + Taxes in 2025 ($121)


    Taxes:$1,457

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 120 N FAIRFAX AVE, WINTER SPRINGS, FL 32708

    $237,00068 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

    $279,50048 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


  • 445 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708

    $404,00014 Days on yellowkey   MLS ID: O6413309

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

    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


  • 600 NORTHERN WAY #201, WINTER SPRINGS, FL 32708

    $289,900126 Days on yellowkey   MLS ID: O6381688

    For Sale O6381688 - 600 NORTHERN WAY #201, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1425
       Built: 1982   Tax: $3,615 (2024)
    Community: Tuscany Place Ph 1
    Condo


    Estimated Monthly Payment: $1,890 (change assumption)
    Mortgage ($1,588) + Taxes in 2024 ($301)


    Taxes:$3,615

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4431 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708

    $220,000154 Days on yellowkey   MLS ID: O6374194

    REDUCED by $10,000 (4.3%) on 06/09/2026

    For Sale O6374194 - 4431 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1367
       Built: 1989
    Monthly Fee: $275
       Tax: $2,878 (2024)
    Community: Deer Run Unit 19A
    Townhouse


    Estimated Monthly Payment: $1,720 (change assumption)
    Mortgage ($1,205) + Fees ($275) + Taxes in 2024 ($240)


    Taxes:$2,878

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 30 MOREE LOOP #39, WINTER SPRINGS, FL 32708

    $210,000301 Days on yellowkey   MLS ID: O6333905

    For Sale O6333905 - 30 MOREE LOOP #39, WINTER SPRINGS, FL 32708 25 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1400
       Built: 1973   Tax: $2,882 (2025)
    Community: Bay Tree Sec 10
    Condo


    Estimated Monthly Payment: $1,391 (change assumption)
    Mortgage ($1,151) + Taxes in 2025 ($240)


    Taxes:$2,882

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 576 PINEBRANCH CIR, WINTER SPRINGS, FL 32708

    $340,00045 Days on yellowkey   MLS ID: O6401477

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

    For Sale O6401477 - 576 PINEBRANCH CIR, WINTER SPRINGS, FL 32708 27 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1602
       Built: 2005
    Monthly Fee: $264
       Tax: $4,310 (2024)
    Community: Barclay Reserve Twnhms
    Townhouse


    Estimated Monthly Payment: $2,486 (change assumption)
    Mortgage ($1,863) + Fees ($264) + Taxes in 2024 ($359)


    Taxes:$4,310

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Jackson Heights Middle


  • 4262 LORI LOOP, WINTER SPRINGS, FL 32708

    $581,31410 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

    $228,80030 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

    $509,90029 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

    $373,00057 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

    $489,900108 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

    $402,500196 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

    $504,00084 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




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.