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Winter Springs Homes For Sale & Real Estate - 213 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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  • 4490 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708

    $230,00051 Days on yellowkey   MLS ID: O6405179

    REDUCED by $15,000 (6.1%) on 06/18/2026

    For Sale O6405179 - 4490 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1359
       Built: 1991
    Monthly Fee: $275
       Tax: $2,913 (2024)
    Community: Deer Run Unit 19A
    Townhouse


    Estimated Monthly Payment: $1,778 (change assumption)
    Mortgage ($1,260) + Fees ($275) + Taxes in 2024 ($243)


    Taxes:$2,913

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 429 SHEOAH BLVD #9, WINTER SPRINGS, FL 32708

    $199,0008 Days on yellowkey   MLS ID: TB8519810

    For Sale TB8519810 - 429 SHEOAH BLVD #9, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1187
       Built: 1978
    Monthly Fee: $35
       Tax: $1,905 (2025)
    Community: Baytree Village
    Condo


    Estimated Monthly Payment: $1,284 (change assumption)
    Mortgage ($1,090) + Fees ($35) + Taxes in 2025 ($159)


    Taxes:$1,905

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 510 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $221,00050 Days on yellowkey   MLS ID: O6405365

    REDUCED by $9,000 (3.9%) on 06/17/2026

    For Sale O6405365 - 510 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 25 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1180
       Built: 1987
    Monthly Fee: $190
       Tax: $3,168 (2024)
    Community: Mount Greenwood Unit 2 Of
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,665 (change assumption)
    Mortgage ($1,211) + Fees ($190) + Taxes in 2024 ($264)


    Taxes:$3,168

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 724 LAKESIDE DR, WINTER SPRINGS, FL 32708

    $264,90022 Days on yellowkey   MLS ID: O6412679

    2 Days Off yellowkey (back on 6/17/2026)

    For Sale O6412679 - 724 LAKESIDE DR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1168
       Built: 1985
    Monthly Fee: $95
       Tax: $2,675 (2025)
    Community: Wildwood
    Single Family


    Estimated Monthly Payment: $1,769 (change assumption)
    Mortgage ($1,451) + Fees ($95) + Taxes in 2025 ($223)


    Taxes:$2,675

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708

    $310,000143 Days on yellowkey   MLS ID: O6379053

    REDUCED by $15,000 (4.6%) on 06/17/2026

    For Sale O6379053 - 116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708 25 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1468
       Built: 2005
    Monthly Fee: $300
       Tax: $4,182 (2024)
    Community: Heritage Park Twnhms
    Townhouse


    Estimated Monthly Payment: $2,347 (change assumption)
    Mortgage ($1,699) + Fees ($300) + Taxes in 2024 ($349)


    Taxes:$4,182

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1421 HAPPY BIRD LN, WINTER SPRINGS, FL 32708

    $543,888225 Days on yellowkey   MLS ID: O6359884

    REDUCED by $19,520 (3.5%) on 06/17/2026

    For Sale O6359884 - 1421 HAPPY BIRD LN, WINTER SPRINGS, FL 32708 16 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 2019
    Monthly Fee: $130
       Tax: $4,781 (2024)
    Community: Tuskawilla Crossings 34'S
    Single Family


    Estimated Monthly Payment: $3,509 (change assumption)
    Mortgage ($2,980) + Fees ($130) + Taxes in 2024 ($398)


    Taxes:$4,781

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1254 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708

    $485,000100 Days on yellowkey   MLS ID: O6390820

    REDUCED by $10,000 (2.0%) on 04/30/2026

    For Sale O6390820 - 1254 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708 39 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2359
       Built: 2023
    Monthly Fee: $236
       Tax: $6,591 (2024)
    Community: Seminole Crossing Twnhms
    Townhouse


    Estimated Monthly Payment: $3,443 (change assumption)
    Mortgage ($2,657) + Fees ($236) + Taxes in 2024 ($549)


    Taxes:$6,591

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 214 PERTH CT, WINTER SPRINGS, FL 32708

    $589,90043 Days on yellowkey   MLS ID: O6407533

    1 Days Off yellowkey (back on 6/3/2026)

    For Sale O6407533 - 214 PERTH CT, WINTER SPRINGS, FL 32708 80 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2247
       Built: 1980
    Monthly Fee: $67
       Tax: $5,200 (2024)
    Community: Highlands Sec 6
    Single Family


    Estimated Monthly Payment: $3,733 (change assumption)
    Mortgage ($3,232) + Fees ($67) + Taxes in 2024 ($433)


    Taxes:$5,200

    Elementary School: Woodlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 214 PERTH CT #A, WINTER SPRINGS, FL 32708

    $589,90044 Days on yellowkey   MLS ID: O6407330

    1 Days Off yellowkey (back on 6/3/2026)

    For Sale O6407330 - 214 PERTH CT #A, WINTER SPRINGS, FL 32708 85 photos

    Bed: 6   Bath: 0.0   Gar: 2
    Liv Area Sq Ft: 2247
       Built: 1980
    Monthly Fee: $67
       Tax: $5,200 (2024)
    Community: Highlands Sec 6
    Apartment


    Estimated Monthly Payment: $3,733 (change assumption)
    Mortgage ($3,232) + Fees ($67) + Taxes in 2024 ($433)


    Taxes:$5,200

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 114 STONE GABLE CIR, WINTER SPRINGS, FL 32708

    $485,9009 Days on yellowkey   MLS ID: O6417280

    For Sale O6417280 - 114 STONE GABLE CIR, WINTER SPRINGS, FL 32708 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1814
       Built: 1998
    Monthly Fee: $50
       Tax: $4,263 (2025)
    Community: Stone Gable
    Single Family


    Estimated Monthly Payment: $3,068 (change assumption)
    Mortgage ($2,662) + Fees ($50) + Taxes in 2025 ($355)


    Taxes:$4,263

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 326 ROBERTS FAMILY LN, WINTER SPRINGS, FL 32708

    $374,900100 Days on yellowkey   MLS ID: S5144978

    2 Days Off yellowkey (back on 5/5/2026)

    REDUCED by $12,000 (3.1%) on 04/16/2026

    For Sale S5144978 - 326 ROBERTS FAMILY LN, WINTER SPRINGS, FL 32708 16 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1622
       Built: 2013
    Monthly Fee: $300
       Tax: $2,266 (2024)
    Community: Jesups Reserve Twnhms Rep
    Townhouse


    Estimated Monthly Payment: $2,543 (change assumption)
    Mortgage ($2,054) + Fees ($300) + Taxes in 2024 ($189)


    Taxes:$2,266

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708

    $729,900121 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


  • 1024 DINERO DR, WINTER SPRINGS, FL 32708

    $419,00055 Days on yellowkey   MLS ID: O6404240

    REDUCED by $5,000 (1.2%) on 06/17/2026

    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: $2,732 (change assumption)
    Mortgage ($2,296) + Fees ($29) + Taxes in 2024 ($407)


    Taxes:$4,882

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1204 SWAN ST, WINTER SPRINGS, FL 32708

    $624,0009 Days on yellowkey   MLS ID: O6417440

    For Sale O6417440 - 1204 SWAN ST, WINTER SPRINGS, FL 32708 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3334
       Built: 1973   Tax: $3,677 (2024)
    Community: Winter Spgs Unit 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,726 (change assumption)
    Mortgage ($3,419) + Taxes in 2024 ($306)


    Taxes:$3,677

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 811 MAPLE LEAF LOOP, WINTER SPRINGS, FL 32708

    $545,00021 Days on yellowkey   MLS ID: O6413927

    0 Days Off yellowkey (back on 6/16/2026)

    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


  • 600 NORTHERN WAY #906, WINTER SPRINGS, FL 32708

    $290,000147 Days on yellowkey   MLS ID: O6375918

    REDUCED by $20,000 (6.5%) on 06/01/2026

    For Sale O6375918 - 600 NORTHERN WAY #906, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1609
       Built: 2016   Tax: $4,259 (2024)
    Community: Tuscany Place Ph 1
    Condo


    Estimated Monthly Payment: $1,944 (change assumption)
    Mortgage ($1,589) + Taxes in 2024 ($355)


    Taxes:$4,259

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1112 ORANGE AVE, WINTER SPRINGS, FL 32708

    $3,998,000441 Days on yellowkey   MLS ID: O6298615

    For Sale O6298615 - 1112 ORANGE AVE, WINTER SPRINGS, FL 32708 82 photos

    Bed: 5   Bath: 6.5   Gar: 6
    Liv Area Sq Ft: 8685
       Built: 2008   Tax: $14,976 (2024)
    Community: Lake Jessup
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,154 (change assumption)
    Mortgage ($21,906) + Taxes in 2024 ($1,248)


    Taxes:$14,976

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 613 BONITA RD, WINTER SPRINGS, FL 32708

    $719,00080 Days on yellowkey   MLS ID: O6395444

    0 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $20,000 (2.7%) on 06/03/2026

    For Sale O6395444 - 613 BONITA RD, WINTER SPRINGS, FL 32708 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3281
       Built: 2016   Tax: $8,389 (2025)
    Community: North Orlando Ranches Sec 02A
    Single Family


    Estimated Monthly Payment: $4,639 (change assumption)
    Mortgage ($3,940) + Taxes in 2025 ($699)


    Taxes:$8,389

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1110 SHADOWBROOK TRL, WINTER SPRINGS, FL 32708

    $575,00021 Days on yellowkey   MLS ID: O6413323

    0 Days Off yellowkey (back on 6/15/2026)

    For Sale O6413323 - 1110 SHADOWBROOK TRL, WINTER SPRINGS, FL 32708 35 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2214
       Built: 1998
    Monthly Fee: $50
       Tax: $3,542 (2025)
    Community: Winding Hollow Unit 4
    Single Family


    Estimated Monthly Payment: $3,496 (change assumption)
    Mortgage ($3,151) + Fees ($50) + Taxes in 2025 ($295)


    Taxes:$3,542

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 497 CLUB DR, WINTER SPRINGS, FL 32708

    $218,00040 Days on yellowkey   MLS ID: O6408474

    REDUCED by $14,800 (6.4%) on 05/23/2026

    For Sale O6408474 - 497 CLUB DR, WINTER SPRINGS, FL 32708 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1224
       Built: 1987
    Monthly Fee: $520
       Tax: $3,344 (2025)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $1,993 (change assumption)
    Mortgage ($1,194) + Fees ($520) + Taxes in 2025 ($279)


    Taxes:$3,344

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.