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Winter Springs Homes For Sale & Real Estate - 138 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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  • 30 MOREE LOOP #37, WINTER SPRINGS, FL 32708

    $195,000Listed 04/02/2026 5:23PM   MLS ID: O6395945

    For Sale O6395945 - 30 MOREE LOOP #37, WINTER SPRINGS, FL 32708 25 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1400
       Built: 1973
    Monthly Fee: $452
       Tax: $2,882 (2025)
    Community: Bay Tree
    Condo


    Estimated Monthly Payment: $1,761 (change assumption)
    Mortgage ($1,068) + Fees ($452) + Taxes in 2025 ($240)


    Taxes:$2,882

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 649 DAVID ST, WINTER SPRINGS, FL 32708

    $265,000Listed 04/02/2026 10:36PM   MLS ID: O6395999

    For Sale O6395999 - 649 DAVID ST, WINTER SPRINGS, FL 32708 27 photos

    Bed: 3   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1077
       Built: 1971   Tax: $3,074 (2025)
    Community: North Orlando Townsite 4Th Add Rep
    Single Family


    Estimated Monthly Payment: $1,708 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($256)


    Taxes:$3,074

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 421 RINGWOOD CIR, WINTER SPRINGS, FL 32708

    $528,000Listed 04/02/2026 1:38PM   MLS ID: V4948285

    For Sale V4948285 - 421 RINGWOOD CIR, WINTER SPRINGS, FL 32708 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2029
       Built: 1984
    Monthly Fee: $23
       Tax: $5,298 (2024)
    Community: Deer Run Unit 21B
    Single Family


    Estimated Monthly Payment: $3,358 (change assumption)
    Mortgage ($2,893) + Fees ($23) + Taxes in 2024 ($441)


    Taxes:$5,298

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 135 W TRADE WINDS RD, WINTER SPRINGS, FL 32708

    $847,5005 Days on yellowkey   MLS ID: S5146734

    For Sale S5146734 - 135 W TRADE WINDS RD, WINTER SPRINGS, FL 32708 44 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3100
       Built: 1995   Tax: $4,421 (2024)
    Community: Oak Hill Estates
    Single Family


    Estimated Monthly Payment: $5,012 (change assumption)
    Mortgage ($4,644) + Taxes in 2024 ($368)


    Taxes:$4,421

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 30 S EDGEMON AVE, WINTER SPRINGS, FL 32708

    $250,0001 Day on yellowkey   MLS ID: O6394469

    For Sale O6394469 - 30 S EDGEMON AVE, WINTER SPRINGS, FL 32708 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1545
       Built: 1960   Tax: $318 (2024)
    Community: North Orlando 2Nd Add
    Single Family


    Estimated Monthly Payment: $1,396 (change assumption)
    Mortgage ($1,370) + Taxes in 2024 ($26)


    Taxes:$318

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 420 PARK LAKE DR, WINTER SPRINGS, FL 32708

    $815,0001 Day on yellowkey   MLS ID: O6395478

    For Sale O6395478 - 420 PARK LAKE DR, WINTER SPRINGS, FL 32708 60 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4403
       Built: 2003
    Monthly Fee: $195
       Tax: $8,118 (2024)
    Community: Avery Park
    Single Family


    Estimated Monthly Payment: $5,337 (change assumption)
    Mortgage ($4,466) + Fees ($195) + Taxes in 2024 ($677)


    Taxes:$8,118

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $779,900Listed 04/02/2026 3:38PM   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


  • 1275 MARLEY LN, WINTER SPRINGS, FL 32708

    $360,00016 Days on yellowkey   MLS ID: O6391943

    For Sale O6391943 - 1275 MARLEY LN, WINTER SPRINGS, FL 32708 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1425
       Built: 2015
    Monthly Fee: $233
       Tax: $2,895 (2025)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $2,447 (change assumption)
    Mortgage ($1,973) + Fees ($233) + Taxes in 2025 ($241)


    Taxes:$2,895

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $484,99030 Days on yellowkey   MLS ID: O6386458

    For Sale O6386458 - 161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1704
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $3,135 (change assumption)
    Mortgage ($2,657) + 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


  • 173 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $484,99030 Days on yellowkey   MLS ID: O6386437

    For Sale O6386437 - 173 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1704
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $3,135 (change assumption)
    Mortgage ($2,657) + 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

    $384,99030 Days on yellowkey   MLS ID: O6386473

    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


  • 1260 CRAB APPLE LN, WINTER SPRINGS, FL 32708

    $424,99036 Days on yellowkey   MLS ID: O6385191

    For Sale O6385191 - 1260 CRAB APPLE LN, WINTER SPRINGS, FL 32708 27 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: $2,806 (change assumption)
    Mortgage ($2,329) + 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


  • 1276 CRAB APPLE LN, WINTER SPRINGS, FL 32708

    $381,99073 Days on yellowkey   MLS ID: O6375116

    For Sale O6375116 - 1276 CRAB APPLE LN, WINTER SPRINGS, FL 32708 29 photos

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


    Estimated Monthly Payment: $2,570 (change assumption)
    Mortgage ($2,093) + 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


  • 189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $491,99084 Days on yellowkey   MLS ID: O6372546

    For Sale O6372546 - 189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1704
       Built: 2025
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $3,173 (change assumption)
    Mortgage ($2,696) + 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


  • 1272 CRAB APPLE LN, WINTER SPRINGS, FL 32708

    $397,99084 Days on yellowkey   MLS ID: O6371853

    For Sale O6371853 - 1272 CRAB APPLE LN, WINTER SPRINGS, FL 32708 27 photos

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


    Estimated Monthly Payment: $2,658 (change assumption)
    Mortgage ($2,181) + 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


  • 1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708

    $729,90038 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


  • 936 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $420,0001 Day on yellowkey   MLS ID: O6386843

    For Sale O6386843 - 936 TORREY PINE DR, WINTER SPRINGS, FL 32708 26 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2000
    Monthly Fee: $126
       Tax: $2,652 (2024)
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $2,648 (change assumption)
    Mortgage ($2,301) + Fees ($126) + Taxes in 2024 ($221)


    Taxes:$2,652

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 203 HERRELL RD, WINTER SPRINGS, FL 32708

    $573,000143 Days on yellowkey   MLS ID: O6358036

    For Sale O6358036 - 203 HERRELL RD, WINTER SPRINGS, FL 32708 45 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3566
       Built: 1987   Tax: $5,127 (2024)
    Community: North Orlando Ranches Sec 06
    Single Family


    Estimated Monthly Payment: $3,567 (change assumption)
    Mortgage ($3,140) + Taxes in 2024 ($427)


    Taxes:$5,127

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708

    $308,00039 Days on yellowkey   MLS ID: O6383981

    REDUCED by $5,000 (1.6%) on 04/02/2026

    For Sale O6383981 - 167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708 27 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1275
       Built: 2005
    Monthly Fee: $300
       Tax: $2,666 (2025)
    Community: Heritage Park Twnhms
    Townhouse


    Estimated Monthly Payment: $2,210 (change assumption)
    Mortgage ($1,688) + Fees ($300) + Taxes in 2025 ($222)


    Taxes:$2,666

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 40 SHEOAH BLVD #27, WINTER SPRINGS, FL 32708

    $169,900118 Days on yellowkey   MLS ID: O6365099

    1 Days Off yellowkey (back on 2/11/2026)

    For Sale O6365099 - 40 SHEOAH BLVD #27, WINTER SPRINGS, FL 32708 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1187
       Built: 1973
    Monthly Fee: $504
       Tax: $2,567 (2025)
    Community: Sheoah Sec 1
    Condo


    Estimated Monthly Payment: $1,649 (change assumption)
    Mortgage ($931) + Fees ($504) + Taxes in 2025 ($214)


    Taxes:$2,567

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    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.