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Winter Springs Homes For Sale & Real Estate - 174 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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  • 156 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $699,9006 Days on yellowkey   MLS ID: O6394958

    For Sale O6394958 - 156 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708 61 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2509
       Built: 1999
    Monthly Fee: $187

    Community: Seville Chase
    Single Family


    Estimated Monthly Payment: $4,022 (change assumption)
    Mortgage ($3,835) + Fees ($187) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1692 WINGSPAN WAY, WINTER SPRINGS, FL 32708

    $865,00039 Days on yellowkey   MLS ID: O6390916

    1 Days Off yellowkey (back on 4/26/2026)

    For Sale O6390916 - 1692 WINGSPAN WAY, WINTER SPRINGS, FL 32708 60 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2660
       Built: 1990
    Monthly Fee: $48
       Tax: $5,093 (2024)
    Community: Glen Eagle Unit 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,212 (change assumption)
    Mortgage ($4,740) + Fees ($48) + Taxes in 2024 ($424)


    Taxes:$5,093

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1385 SAN DIEGO CT, WINTER SPRINGS, FL 32708

    $357,50018 Days on yellowkey   MLS ID: O6397680

    For Sale O6397680 - 1385 SAN DIEGO CT, WINTER SPRINGS, FL 32708 28 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1518
       Built: 1983
    Monthly Fee: $29
       Tax: $1,540 (2024)
    Community: Sunrise Village Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,116 (change assumption)
    Mortgage ($1,959) + Fees ($29) + Taxes in 2024 ($128)


    Taxes:$1,540

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 207 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708

    $519,0003 Days on yellowkey   MLS ID: O6401946

    For Sale O6401946 - 207 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2139
       Built: 2001
    Monthly Fee: $150
       Tax: $5,151 (2024)
    Community: Parkstone
    Single Family


    Estimated Monthly Payment: $3,423 (change assumption)
    Mortgage ($2,844) + Fees ($150) + Taxes in 2024 ($429)


    Taxes:$5,151

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $779,90025 Days on yellowkey   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


  • 709 WINDWILLOW CIR, WINTER SPRINGS, FL 32708

    $839,0006 Days on yellowkey   MLS ID: O6399823

    For Sale O6399823 - 709 WINDWILLOW CIR, WINTER SPRINGS, FL 32708 39 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3407
       Built: 1988
    Monthly Fee: $20
       Tax: $368 (2024)
    Community: Lake Tuskawilla Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,648 (change assumption)
    Mortgage ($4,597) + Fees ($20) + Taxes in 2024 ($31)


    Taxes:$368

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1275 MARLEY LN, WINTER SPRINGS, FL 32708

    $355,00040 Days on yellowkey   MLS ID: O6391943

    REDUCED by $5,000 (1.4%) on 04/13/2026

    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: $2,419 (change assumption)
    Mortgage ($1,945) + 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


  • 408 AVONDALE CT, WINTER SPRINGS, FL 32708

    $1,250,00012 Days on yellowkey   MLS ID: O6398566

    For Sale O6398566 - 408 AVONDALE CT, WINTER SPRINGS, FL 32708 49 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3850
       Built: 2003
    Monthly Fee: $167
       Tax: $9,316 (2025)
    Community: Wicklow Greens At Tuscawilla
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,792 (change assumption)
    Mortgage ($6,849) + Fees ($167) + Taxes in 2025 ($776)


    Taxes:$9,316

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 421 RINGWOOD CIR, WINTER SPRINGS, FL 32708

    $500,00025 Days on yellowkey   MLS ID: V4948285

    REDUCED by $7,000 (1.4%) on 04/25/2026

    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: $3,204 (change assumption)
    Mortgage ($2,740) + Fees ($23) + Taxes in 2024 ($441)


    Taxes:$5,298

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1444 BIRD RD, WINTER SPRINGS, FL 32708

    $838,500223 Days on yellowkey   MLS ID: O6344113

    For Sale O6344113 - 1444 BIRD RD, WINTER SPRINGS, FL 32708 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2350
       Built: 1977   Tax: $2,076 (2024)
    Community: Watts Farms
    Single Family


    Estimated Monthly Payment: $4,767 (change assumption)
    Mortgage ($4,594) + Taxes in 2024 ($173)


    Taxes:$2,076

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $649,90065 Days on yellowkey   MLS ID: O6372400

    REDUCED by $25,100 (3.7%) on 04/15/2026

    For Sale O6372400 - 214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708 74 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
    Single Family


    Estimated Monthly Payment: $4,065 (change assumption)
    Mortgage ($3,561) + 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


  • 1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $450,00046 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


  • 1335 SAN FELIPE CT, WINTER SPRINGS, FL 32708

    $325,0003 Days on yellowkey   MLS ID: O6402158

    1 Days Off yellowkey (back on 4/25/2026)

    For Sale O6402158 - 1335 SAN FELIPE CT, WINTER SPRINGS, FL 32708 3 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1571
       Built: 1987
    Monthly Fee: $20
       Tax: $4,931 (2024)
    Community: Sunrise Village Unit 6
    Single Family


    Estimated Monthly Payment: $2,212 (change assumption)
    Mortgage ($1,781) + Fees ($20) + Taxes in 2024 ($411)


    Taxes:$4,931

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1815 SENECA BLVD, WINTER SPRINGS, FL 32708

    $1,039,000130 Days on yellowkey   MLS ID: O6368232

    REDUCED by $10,000 (1.0%) on 04/15/2026

    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
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,156 (change assumption)
    Mortgage ($5,693) + Taxes in 2024 ($463)


    Taxes:$5,558

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 736 SUMMERLAND DR, WINTER SPRINGS, FL 32708

    $300,0003 Days on yellowkey   MLS ID: O6402028

    For Sale O6402028 - 736 SUMMERLAND DR, WINTER SPRINGS, FL 32708 67 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1298
       Built: 1983
    Monthly Fee: $95
       Tax: $2,905 (2025)
    Community: Wildwood
    Single Family


    Estimated Monthly Payment: $1,981 (change assumption)
    Mortgage ($1,644) + Fees ($95) + Taxes in 2025 ($242)


    Taxes:$2,905

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 724 BARRINGTON CIR, WINTER SPRINGS, FL 32708

    $399,900339 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


  • 1686 EAGLE NEST CIR, WINTER SPRINGS, FL 32708

    $714,9004 Days on yellowkey   MLS ID: O6401291

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale O6401291 - 1686 EAGLE NEST CIR, WINTER SPRINGS, FL 32708 95 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2233
       Built: 1989
    Monthly Fee: $48
       Tax: $4,456 (2025)
    Community: Glen Eagle Unit 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,336 (change assumption)
    Mortgage ($3,917) + Fees ($48) + Taxes in 2025 ($371)


    Taxes:$4,456

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 104 REDTAIL PL, WINTER SPRINGS, FL 32708

    $469,90085 Days on yellowkey   MLS ID: O6378697

    0 Days Off yellowkey (back on 4/24/2026)

    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


  • 600 NORTHERN WAY #205, WINTER SPRINGS, FL 32708

    $238,0004 Days on yellowkey   MLS ID: O6401833

    For Sale O6401833 - 600 NORTHERN WAY #205, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1425
       Built: 1981
    Monthly Fee: $397
       Tax: $600 (2024)
    Community: Tuscany Place Ph 1
    Spa: No

    Condo


    Estimated Monthly Payment: $1,751 (change assumption)
    Mortgage ($1,304) + Fees ($397) + Taxes in 2024 ($50)


    Taxes:$600

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 650 CAYUGA DR, WINTER SPRINGS, FL 32708

    $709,00088 Days on yellowkey   MLS ID: O6378029

    1 Days Off yellowkey (back on 4/24/2026)

    REDUCED by $15,000 (2.1%) on 04/15/2026

    For Sale O6378029 - 650 CAYUGA DR, WINTER SPRINGS, FL 32708 55 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
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,324 (change assumption)
    Mortgage ($3,885) + Fees ($6) + Taxes in 2025 ($433)


    Taxes:$5,200

    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.