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Winter Springs Homes For Sale & Real Estate - 198 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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  • 1825 SENECA BLVD, WINTER SPRINGS, FL 32708

    $675,00051 Days on yellowkey   MLS ID: O6396955

    REDUCED by $25,000 (3.6%) on 05/06/2026

    For Sale O6396955 - 1825 SENECA BLVD, WINTER SPRINGS, FL 32708 82 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2711
       Built: 1989
    Monthly Fee: $8
       Tax: $1,171 (2025)
    Community: Tuscawilla Unit 14B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,804 (change assumption)
    Mortgage ($3,699) + Fees ($8) + Taxes in 2025 ($98)


    Taxes:$1,171

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 335 KIRKCALDY DR, WINTER SPRINGS, FL 32708

    $339,90023 Days on yellowkey   MLS ID: O6400818

    For Sale O6400818 - 335 KIRKCALDY DR, WINTER SPRINGS, FL 32708 50 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1178
       Built: 1984
    Monthly Fee: $36
       Tax: $3,693 (2025)
    Community: Highland Village 1
    Single Family


    Estimated Monthly Payment: $2,206 (change assumption)
    Mortgage ($1,862) + Fees ($36) + Taxes in 2025 ($308)


    Taxes:$3,693

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 607 CASA PARK COURT K, WINTER SPRINGS, FL 32708

    $239,90030 Days on yellowkey   MLS ID: O6402801

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

    For Sale O6402801 - 607 CASA PARK COURT K, WINTER SPRINGS, FL 32708 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1088
       Built: 1985
    Monthly Fee: $207
       Tax: $1,556 (2024)
    Community: Casa Park Villas Ph 2
    Townhouse


    Estimated Monthly Payment: $1,651 (change assumption)
    Mortgage ($1,314) + Fees ($207) + Taxes in 2024 ($130)


    Taxes:$1,556

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 788 ANDOVER CIR, WINTER SPRINGS, FL 32708

    $445,00044 Days on yellowkey   MLS ID: O6397299

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale O6397299 - 788 ANDOVER CIR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1791
       Built: 1994
    Monthly Fee: $124
       Tax: $3,567 (2025)
    Community: Georgetowne Unit 3
    Single Family


    Estimated Monthly Payment: $2,860 (change assumption)
    Mortgage ($2,438) + Fees ($124) + Taxes in 2025 ($297)


    Taxes:$3,567

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 120 E BAHAMA RD, WINTER SPRINGS, FL 32708

    $1,299,900114 Days on yellowkey   MLS ID: O6379165

    REDUCED by $100,000 (7.1%) on 04/09/2026

    For Sale O6379165 - 120 E BAHAMA RD, WINTER SPRINGS, FL 32708 49 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 4464
       Built: 1989   Tax: $12,488 (2025)
    Community: Bahama Ranches
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,163 (change assumption)
    Mortgage ($7,123) + Taxes in 2025 ($1,041)


    Taxes:$12,488

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 4490 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708

    $245,00023 Days on yellowkey   MLS ID: O6405179

    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: $1,860 (change assumption)
    Mortgage ($1,342) + Fees ($275) + Taxes in 2024 ($243)


    Taxes:$2,913

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $815,00060 Days on yellowkey   MLS ID: S5146734

    REDUCED by $32,500 (3.8%) on 05/06/2026

    For Sale S5146734 - 135 W TRADE WINDS RD, WINTER SPRINGS, FL 32708 45 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: $4,834 (change assumption)
    Mortgage ($4,466) + Taxes in 2024 ($368)


    Taxes:$4,421

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1452 CONNORS LN, WINTER SPRINGS, FL 32708

    $475,00024 Days on yellowkey   MLS ID: O6404505

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

    For Sale O6404505 - 1452 CONNORS LN, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 1986
    Monthly Fee: $90
       Tax: $4,752 (2024)
    Community: Wedgewood Tennis Villas
    Single Family


    Estimated Monthly Payment: $3,089 (change assumption)
    Mortgage ($2,603) + Fees ($90) + Taxes in 2024 ($396)


    Taxes:$4,752

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $690,000133 Days on yellowkey   MLS ID: O6374007

    REDUCED by $10,000 (1.4%) on 05/05/2026

    For Sale O6374007 - 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2562
       Built: 1984
    Monthly Fee: $40
       Tax: $7,807 (2024)
    Community: Tuskabay Ph 1
    Single Family


    Estimated Monthly Payment: $4,471 (change assumption)
    Mortgage ($3,781) + Fees ($40) + Taxes in 2024 ($651)


    Taxes:$7,807

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 326 ROBERTS FAMILY LN, WINTER SPRINGS, FL 32708

    $374,90072 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


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

    $179,50024 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


  • 167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708

    $299,00094 Days on yellowkey   MLS ID: O6383981

    REDUCED by $9,000 (2.9%) on 04/14/2026

    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: $2,160 (change assumption)
    Mortgage ($1,638) + 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


  • 600 NORTHERN WAY #302, WINTER SPRINGS, FL 32708

    $275,00050 Days on yellowkey   MLS ID: O6396912

    For Sale O6396912 - 600 NORTHERN WAY #302, WINTER SPRINGS, FL 32708 39 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1425
       Built: 1981   Tax: $4,268 (2025)
    Community: Tuscany Place Ph 1
    Condo


    Estimated Monthly Payment: $1,862 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($356)


    Taxes:$4,268

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1029 E PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708

    $395,00027 Days on yellowkey   MLS ID: O6404082

    0 Days Off yellowkey (back on 5/4/2026)

    For Sale O6404082 - 1029 E PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1314
       Built: 1993
    Monthly Fee: $117
       Tax: $1,736 (2025)
    Community: Country Club Village Unit 3
    Single Family


    Estimated Monthly Payment: $2,426 (change assumption)
    Mortgage ($2,164) + Fees ($117) + Taxes in 2025 ($145)


    Taxes:$1,736

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 903 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $469,900111 Days on yellowkey   MLS ID: O6377459

    1 Days Off yellowkey (back on 5/4/2026)

    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


  • 421 HORIZON DR, WINTER SPRINGS, FL 32708

    $299,90090 Days on yellowkey   MLS ID: O6384932

    REDUCED by $15,100 (4.8%) on 04/29/2026

    For Sale O6384932 - 421 HORIZON DR, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1069
       Built: 1998
    Monthly Fee: $142
       Tax: $3,681 (2025)
    Community: Seasons The
    Single Family


    Estimated Monthly Payment: $2,092 (change assumption)
    Mortgage ($1,643) + Fees ($142) + Taxes in 2025 ($307)


    Taxes:$3,681

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 649 DAVID ST, WINTER SPRINGS, FL 32708

    $265,00056 Days on yellowkey   MLS ID: O6395999

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

    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


  • 936 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $420,00057 Days on yellowkey   MLS ID: O6386843

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

    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


  • 477 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $234,99935 Days on yellowkey   MLS ID: O6401530

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

    For Sale O6401530 - 477 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 32 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1280
       Built: 1989
    Monthly Fee: $185
       Tax: $1,834 (2025)
    Community: Mount Greenwood Unit 4 Of
    Townhouse


    Estimated Monthly Payment: $1,625 (change assumption)
    Mortgage ($1,288) + Fees ($185) + Taxes in 2025 ($153)


    Taxes:$1,834

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 684 OLEAN CT, WINTER SPRINGS, FL 32708

    $849,90041 Days on yellowkey   MLS ID: O6399510

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

    For Sale O6399510 - 684 OLEAN CT, WINTER SPRINGS, FL 32708 62 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2832
       Built: 1988
    Monthly Fee: $8
       Tax: $8,448 (2025)
    Community: Chelsea Woods
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,369 (change assumption)
    Mortgage ($4,657) + Fees ($8) + Taxes in 2025 ($704)


    Taxes:$8,448

    Elementary School: Lawton Elementary

    High School: Oviedo 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.