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Winter Springs Homes For Sale & Real Estate - 205 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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  • 445 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708

    $404,0009 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


  • 811 MAPLE LEAF LOOP, WINTER SPRINGS, FL 32708

    $545,0009 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


  • 1307 ORTEGA ST, WINTER SPRINGS, FL 32708

    $430,00086 Days on yellowkey   MLS ID: O6391915

    REDUCED by $8,000 (1.8%) on 06/09/2026

    For Sale O6391915 - 1307 ORTEGA ST, WINTER SPRINGS, FL 32708 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1881
       Built: 1984
    Monthly Fee: $29
       Tax: $4,874 (2026)
    Community: Sunrise Unit 2-B
    Single Family


    Estimated Monthly Payment: $2,791 (change assumption)
    Mortgage ($2,356) + Fees ($29) + Taxes in 2026 ($406)


    Taxes:$4,874

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2026

    Middle School: Indian Trails Middle


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

    $289,900121 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

    $220,000149 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


  • 1553 CRANSTON ST, WINTER SPRINGS, FL 32708

    $728,500231 Days on yellowkey   MLS ID: O6355188

    3 Days Off yellowkey (back on 4/14/2026)

    For Sale O6355188 - 1553 CRANSTON ST, WINTER SPRINGS, FL 32708 41 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3385
       Built: 2005
    Monthly Fee: $100
       Tax: $10,068 (2024)
    Community: Barrington Estates
    Single Family


    Estimated Monthly Payment: $4,931 (change assumption)
    Mortgage ($3,992) + Fees ($100) + Taxes in 2024 ($839)


    Taxes:$10,068

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Jackson Heights Middle


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

    $210,000296 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


  • 50 SHEOAH BLVD #33, WINTER SPRINGS, FL 32708

    $179,50040 Days on yellowkey   MLS ID: O6404380

    For Sale O6404380 - 50 SHEOAH BLVD #33, WINTER SPRINGS, FL 32708 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 972
       Built: 1973   Tax: $1,726 (2025)
    Community: Sheoah Sec 1
    Condo


    Estimated Monthly Payment: $1,127 (change assumption)
    Mortgage ($984) + Taxes in 2025 ($144)


    Taxes:$1,726

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 576 PINEBRANCH CIR, WINTER SPRINGS, FL 32708

    $340,00040 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

    $581,3145 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


  • 65 S DEVON AVE, WINTER SPRINGS, FL 32708

    $314,90033 Days on yellowkey   MLS ID: O6404319

    For Sale O6404319 - 65 S DEVON AVE, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1075
       Built: 1960   Tax: $2,218 (2024)
    Community: North Orlando 2Nd Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,910 (change assumption)
    Mortgage ($1,725) + Taxes in 2024 ($185)


    Taxes:$2,218

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 618 LOCUST CT, WINTER SPRINGS, FL 32708

    $228,80025 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

    $509,90024 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

    $373,00052 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


  • 499 CLUB DR, WINTER SPRINGS, FL 32708

    $235,00085 Days on yellowkey   MLS ID: O6391855

    REDUCED by $12,500 (5.1%) on 05/12/2026

    For Sale O6391855 - 499 CLUB DR, WINTER SPRINGS, FL 32708 21 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1224
       Built: 1987
    Monthly Fee: $520
       Tax: $1,987 (2025)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $1,973 (change assumption)
    Mortgage ($1,288) + Fees ($520) + Taxes in 2025 ($166)


    Taxes:$1,987

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1160 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708

    $825,00026 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


  • 907 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708

    $420,00017 Days on yellowkey   MLS ID: O6411321

    For Sale O6411321 - 907 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1791
       Built: 1997
    Monthly Fee: $126
       Tax: $2,093 (2025)
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $2,602 (change assumption)
    Mortgage ($2,301) + Fees ($126) + Taxes in 2025 ($174)


    Taxes:$2,093

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $600,000112 Days on yellowkey   MLS ID: O6372400

    REDUCED by $25,000 (4.0%) on 06/03/2026

    For Sale O6372400 - 214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708 75 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
    Single Family


    Estimated Monthly Payment: $3,791 (change assumption)
    Mortgage ($3,288) + 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


  • 632 BLENHEIM LOOP, WINTER SPRINGS, FL 32708

    $489,900103 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

    $402,500191 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




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.