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Winter Springs Homes For Sale & Real Estate - 150 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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  • 1379 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $485,00022 Days on yellowkey   MLS ID: O6390913

    For Sale O6390913 - 1379 TARFLOWER DR, WINTER SPRINGS, FL 32708 58 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1704
       Built: 2024
    Monthly Fee: $356
       Tax: $4,485 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $3,387 (change assumption)
    Mortgage ($2,657) + Fees ($356) + Taxes in 2025 ($374)


    Taxes:$4,485

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 649 DAVID ST, WINTER SPRINGS, FL 32708

    $265,0008 Days on yellowkey   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


  • 608 JESUP SPRINGS LN, WINTER SPRINGS, FL 32708

    $460,00037 Days on yellowkey   MLS ID: O6387661

    REDUCED by $15,000 (3.2%) on 04/06/2026

    For Sale O6387661 - 608 JESUP SPRINGS LN, WINTER SPRINGS, FL 32708 39 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2164
       Built: 2013
    Monthly Fee: $233
       Tax: $5,037 (2024)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $3,173 (change assumption)
    Mortgage ($2,520) + Fees ($233) + Taxes in 2024 ($420)


    Taxes:$5,037

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $847,50012 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
    Spa: No

    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


  • 936 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $420,0009 Days 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


  • 903 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $469,90063 Days on yellowkey   MLS ID: O6377459

    For Sale O6377459 - 903 TORREY PINE DR, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1501
       Built: 1998
    Monthly Fee: $126
       Tax: $2,155 (2024)
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $2,880 (change assumption)
    Mortgage ($2,575) + Fees ($126) + Taxes in 2024 ($180)


    Taxes:$2,155

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 431 S HAWTHORN CIR, WINTER SPRINGS, FL 32708

    $450,000225 Days on yellowkey   MLS ID: O6330022

    REDUCED by $15,000 (3.2%) on 04/06/2026

    For Sale O6330022 - 431 S HAWTHORN CIR, WINTER SPRINGS, FL 32708 37 photos

    Bed: 5   Bath: 2.5
    Liv Area Sq Ft: 2092
       Built: 1975   Tax: $5,400 (2024)
    Community: North Orlando Terrace Unit 2 Sec 9
    Single Family


    Estimated Monthly Payment: $2,916 (change assumption)
    Mortgage ($2,466) + Taxes in 2024 ($450)


    Taxes:$5,400

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 130 DEER SONG DR, WINTER SPRINGS, FL 32708

    $310,0007 Days on yellowkey   MLS ID: O6395309

    For Sale O6395309 - 130 DEER SONG DR, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1105
       Built: 1994
    Monthly Fee: $127
       Tax: $3,102 (2025)
    Community: Deersong 2
    Single Family


    Estimated Monthly Payment: $2,084 (change assumption)
    Mortgage ($1,699) + Fees ($127) + Taxes in 2025 ($259)


    Taxes:$3,102

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 421 RINGWOOD CIR, WINTER SPRINGS, FL 32708

    $528,0008 Days on yellowkey   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


  • 702 GLASGOW CT #702, WINTER SPRINGS, FL 32708

    $317,7007 Days on yellowkey   MLS ID: O6394959

    For Sale O6394959 - 702 GLASGOW CT #702, WINTER SPRINGS, FL 32708 33 photos

    Bed: 4   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1878
       Built: 1974
    Monthly Fee: $450
       Tax: $3,285 (2024)
    Community: Highland Patio Homes Amended Plat
    Spa: Yes

    Condo


    Estimated Monthly Payment: $2,465 (change assumption)
    Mortgage ($1,741) + Fees ($450) + Taxes in 2024 ($274)


    Taxes:$3,285

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 104 REDTAIL PL, WINTER SPRINGS, FL 32708

    $469,90068 Days on yellowkey   MLS ID: O6378697

    For Sale O6378697 - 104 REDTAIL PL, WINTER SPRINGS, FL 32708 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 1995
    Monthly Fee: $170
       Tax: $2,250 (2024)
    Community: Eagles Watch Ph 1
    Single Family


    Estimated Monthly Payment: $2,932 (change assumption)
    Mortgage ($2,575) + Fees ($170) + Taxes in 2024 ($187)


    Taxes:$2,250

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 724 BARRINGTON CIR, WINTER SPRINGS, FL 32708

    $399,900322 Days on yellowkey   MLS ID: O6312092

    For Sale O6312092 - 724 BARRINGTON CIR, WINTER SPRINGS, FL 32708 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1450
       Built: 1987
    Monthly Fee: $100
       Tax: $1,771 (2024)
    Community: Georgetowne Unit 1
    Single Family


    Estimated Monthly Payment: $2,439 (change assumption)
    Mortgage ($2,191) + Fees ($100) + Taxes in 2024 ($148)


    Taxes:$1,771

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 717 WILSON RD, WINTER SPRINGS, FL 32708

    $389,90088 Days on yellowkey   MLS ID: O6372938

    For Sale O6372938 - 717 WILSON RD, WINTER SPRINGS, FL 32708 59 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1368
       Built: 1981
    Monthly Fee: $90
       Tax: $164 (2024)
    Community: Wedgewood Tennis Villas
    Single Family


    Estimated Monthly Payment: $2,240 (change assumption)
    Mortgage ($2,136) + Fees ($90) + Taxes in 2024 ($14)


    Taxes:$164

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 449 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708

    $355,00098 Days on yellowkey   MLS ID: O6370606

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

    REDUCED by $4,000 (1.1%) on 04/02/2026

    For Sale O6370606 - 449 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1435
       Built: 2016
    Monthly Fee: $226
       Tax: $5,182 (2025)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $2,603 (change assumption)
    Mortgage ($1,945) + Fees ($226) + Taxes in 2025 ($432)


    Taxes:$5,182

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


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

    $285,00057 Days on yellowkey   MLS ID: O6381688

    For Sale O6381688 - 600 NORTHERN WAY #201, WINTER SPRINGS, FL 32708 42 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: $1,863 (change assumption)
    Mortgage ($1,562) + Taxes in 2024 ($301)


    Taxes:$3,615

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $450,00029 Days on yellowkey   MLS ID: O6389425

    For Sale O6389425 - 1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1657
       Built: 1988
    Monthly Fee: $125
       Tax: $4,965 (2025)
    Community: Country Club Village Unit 3
    Single Family


    Estimated Monthly Payment: $3,004 (change assumption)
    Mortgage ($2,466) + Fees ($125) + Taxes in 2025 ($414)


    Taxes:$4,965

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 348 MICHAEL BLAKE BLVD, WINTER SPRINGS, FL 32708

    $485,00050 Days on yellowkey   MLS ID: O6383553

    For Sale O6383553 - 348 MICHAEL BLAKE BLVD, WINTER SPRINGS, FL 32708 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1988
       Built: 2013
    Monthly Fee: $167
       Tax: $4,643 (2024)
    Community: Winter Spgs Village Ph 2
    Single Family


    Estimated Monthly Payment: $3,211 (change assumption)
    Mortgage ($2,657) + Fees ($167) + Taxes in 2024 ($387)


    Taxes:$4,643

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 650 CAYUGA DR, WINTER SPRINGS, FL 32708

    $724,00071 Days on yellowkey   MLS ID: O6378029

    For Sale O6378029 - 650 CAYUGA DR, WINTER SPRINGS, FL 32708 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2429
       Built: 1987
    Monthly Fee: $6
       Tax: $5,200 (2025)
    Community: Tuscawilla Unit 14A
    Single Family


    Estimated Monthly Payment: $4,406 (change assumption)
    Mortgage ($3,967) + Fees ($6) + Taxes in 2025 ($433)


    Taxes:$5,200

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1815 SENECA BLVD, WINTER SPRINGS, FL 32708

    $1,049,000113 Days on yellowkey   MLS ID: O6368232

    For Sale O6368232 - 1815 SENECA BLVD, WINTER SPRINGS, FL 32708 33 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3885
       Built: 1989   Tax: $5,558 (2024)
    Community: Tuscawilla Unit 14B
    Single Family


    Estimated Monthly Payment: $6,211 (change assumption)
    Mortgage ($5,748) + Taxes in 2024 ($463)


    Taxes:$5,558

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708

    $1,549,00036 Days on yellowkey   MLS ID: O6385058

    For Sale O6385058 - 1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708 68 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 6175
       Built: 1989
    Monthly Fee: $142
       Tax: $23,523 (2025)
    Community: Bear Creek Estates
    Single Family


    Estimated Monthly Payment: $10,590 (change assumption)
    Mortgage ($8,487) + Fees ($142) + Taxes in 2025 ($1,960)


    Taxes:$23,523

    Elementary School: Keeth 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.