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Winter Springs Single Family Homes For Sale - 138 homes

Winter Springs Single Family Homes for Sale are located in Seminole County, Florida. Find single family homes for sale in Winter Springs with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Springs single family houses.

Location: Winter Springs

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  • 724 LAKESIDE DR, WINTER SPRINGS, FL 32708

    $264,9002 Days on yellowkey   MLS ID: O6412679

    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


  • 709 SAILFISH RD, WINTER SPRINGS, FL 32708

    $407,500183 Days on yellowkey   MLS ID: O6364715

    REDUCED by $5,000 (1.2%) on 05/01/2026

    For Sale O6364715 - 709 SAILFISH RD, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1737
       Built: 1984   Tax: $5,463 (2024)
    Community: North Orlando Ranches Sec 10
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,688 (change assumption)
    Mortgage ($2,233) + Taxes in 2024 ($455)


    Taxes:$5,463

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708

    $498,900140 Days on yellowkey   MLS ID: O6374288

    For Sale O6374288 - 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708 54 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1864
       Built: 1985
    Monthly Fee: $3
       Tax: $3,119 (2024)
    Community: Oak Forest Unit 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,997 (change assumption)
    Mortgage ($2,734) + Fees ($3) + Taxes in 2024 ($260)


    Taxes:$3,119

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 207 BIRCH TERRACE, WINTER SPRINGS, FL 32708

    $297,0004 Days on yellowkey   MLS ID: O6411799

    For Sale O6411799 - 207 BIRCH TERRACE, WINTER SPRINGS, FL 32708 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1318
       Built: 1973   Tax: $4,212 (2025)
    Community: North Orlando Terrace
    Single Family


    Estimated Monthly Payment: $1,978 (change assumption)
    Mortgage ($1,627) + Taxes in 2025 ($351)


    Taxes:$4,212

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1219 SWAN ST, WINTER SPRINGS, FL 32708

    $350,00081 Days on yellowkey   MLS ID: O6391011

    For Sale O6391011 - 1219 SWAN ST, WINTER SPRINGS, FL 32708 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1848
       Built: 1978   Tax: $2,327 (2024)
    Community: Winter Spgs Unit 4
    Single Family


    Estimated Monthly Payment: $2,112 (change assumption)
    Mortgage ($1,918) + Taxes in 2024 ($194)


    Taxes:$2,327

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 214 PERTH CT, WINTER SPRINGS, FL 32708

    $589,90023 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


  • 984 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708

    $410,0009 Days on yellowkey   MLS ID: O6410083

    For Sale O6410083 - 984 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708 44 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1821
       Built: 1985
    Monthly Fee: $3
       Tax: $3,100 (2025)
    Community: Oak Forest Unit 4
    Single Family


    Estimated Monthly Payment: $2,508 (change assumption)
    Mortgage ($2,247) + Fees ($3) + Taxes in 2025 ($258)


    Taxes:$3,100

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $600,000104 Days on yellowkey   MLS ID: O6372400

    REDUCED by $25,000 (4.0%) on 06/03/2026

    For Sale O6372400 - 214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708 75 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 In Tuscawilla
    Single Family


    Estimated Monthly Payment: $3,791 (change assumption)
    Mortgage ($3,288) + 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


  • 1447 BIRD RD, WINTER SPRINGS, FL 32708

    $2,625,00091 Days on yellowkey   MLS ID: O6388126

    REDUCED by $174,000 (6.2%) on 06/03/2026

    For Sale O6388126 - 1447 BIRD RD, WINTER SPRINGS, FL 32708 68 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 6132
       Built: 2026   Tax: $2,989 (2024)
    Community: Talis Crossing
    Single Family


    Estimated Monthly Payment: $14,632 (change assumption)
    Mortgage ($14,383) + Taxes in 2024 ($249)


    Taxes:$2,989

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1534 WESCOTT LOOP, WINTER SPRINGS, FL 32708

    $735,000118 Days on yellowkey   MLS ID: O6380652

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

    REDUCED by $10,000 (1.3%) on 05/25/2026

    For Sale O6380652 - 1534 WESCOTT LOOP, WINTER SPRINGS, FL 32708 51 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3426
       Built: 2004
    Monthly Fee: $100
       Tax: $5,527 (2025)
    Community: Barrington Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,588 (change assumption)
    Mortgage ($4,027) + Fees ($100) + Taxes in 2025 ($461)


    Taxes:$5,527

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 613 BONITA RD, WINTER SPRINGS, FL 32708

    $719,00060 Days on yellowkey   MLS ID: O6395444

    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


  • 101 MELTON DR, WINTER SPRINGS, FL 32708

    $285,0003 Days on yellowkey   MLS ID: O6413054

    For Sale O6413054 - 101 MELTON DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 4   Bath: 1.5
    Liv Area Sq Ft: 1212
       Built: 1959   Tax: $1,792 (2025)
    Community: Williamson Heights
    Single Family


    Estimated Monthly Payment: $1,711 (change assumption)
    Mortgage ($1,562) + Taxes in 2025 ($149)


    Taxes:$1,792

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 934 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $514,000243 Days on yellowkey   MLS ID: O6349893

    REDUCED by $5,000 (1.0%) on 06/02/2026

    For Sale O6349893 - 934 TORREY PINE DR, WINTER SPRINGS, FL 32708 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2000
    Monthly Fee: $126
       Tax: $2,280 (2024)
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $3,132 (change assumption)
    Mortgage ($2,816) + Fees ($126) + Taxes in 2024 ($190)


    Taxes:$2,280

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 339 INGLENOOK CIR, WINTER SPRINGS, FL 32708

    $359,9007 Days on yellowkey   MLS ID: O6411718

    For Sale O6411718 - 339 INGLENOOK CIR, WINTER SPRINGS, FL 32708 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1437
       Built: 1992
    Monthly Fee: $22
       Tax: $4,816 (2025)
    Community: Mount Greenwood Unit 1
    Single Family


    Estimated Monthly Payment: $2,395 (change assumption)
    Mortgage ($1,972) + Fees ($22) + Taxes in 2025 ($401)


    Taxes:$4,816

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1618 WRENTHAM CT, WINTER SPRINGS, FL 32708

    $799,9008 Days on yellowkey   MLS ID: O6411489

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

    For Sale O6411489 - 1618 WRENTHAM CT, WINTER SPRINGS, FL 32708 61 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3286
       Built: 2004
    Monthly Fee: $100
       Tax: $7,344 (2025)
    Community: Barrington Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,095 (change assumption)
    Mortgage ($4,383) + Fees ($100) + Taxes in 2025 ($612)


    Taxes:$7,344

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Jackson Heights Middle


  • 4991 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $750,00015 Days on yellowkey   MLS ID: O6409511

    1 Days Off yellowkey (back on 5/24/2026)

    For Sale O6409511 - 4991 COURTLAND LOOP, WINTER SPRINGS, FL 32708 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3217
       Built: 1983
    Monthly Fee: $40
       Tax: $6,752 (2025)
    Community: Tuskabay
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,712 (change assumption)
    Mortgage ($4,109) + Fees ($40) + Taxes in 2025 ($563)


    Taxes:$6,752

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708

    $425,00039 Days on yellowkey   MLS ID: O6401016

    REDUCED by $20,000 (4.5%) on 05/20/2026

    For Sale O6401016 - 560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1654
       Built: 1996
    Monthly Fee: $78
       Tax: $5,669 (2024)
    Community: Tusca Oaks
    Single Family


    Estimated Monthly Payment: $2,879 (change assumption)
    Mortgage ($2,329) + Fees ($78) + Taxes in 2024 ($472)


    Taxes:$5,669

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 221 SHERRY AVE, WINTER SPRINGS, FL 32708

    $366,90029 Days on yellowkey   MLS ID: O6404854

    For Sale O6404854 - 221 SHERRY AVE, WINTER SPRINGS, FL 32708 18 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1700
       Built: 1971   Tax: $523 (2025)
    Community: North Orlando Townsite Fourth Add Replat
    Single Family


    Estimated Monthly Payment: $2,054 (change assumption)
    Mortgage ($2,010) + Taxes in 2025 ($44)


    Taxes:$523

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 717 WILSON RD, WINTER SPRINGS, FL 32708

    $340,000144 Days on yellowkey   MLS ID: O6372938

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

    REDUCED by $35,000 (9.3%) on 05/29/2026

    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: $1,967 (change assumption)
    Mortgage ($1,863) + Fees ($90) + Taxes in 2024 ($14)


    Taxes:$164

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 114 SUNDANCE CT, WINTER SPRINGS, FL 32708

    $305,500203 Days on yellowkey   MLS ID: O6359275

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

    REDUCED by $10,000 (3.2%) on 04/23/2026

    For Sale O6359275 - 114 SUNDANCE CT, WINTER SPRINGS, FL 32708 40 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1356
       Built: 1997
    Monthly Fee: $120
       Tax: $4,059 (2024)
    Community: Seasons The
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,132 (change assumption)
    Mortgage ($1,674) + Fees ($120) + Taxes in 2024 ($338)


    Taxes:$4,059

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle




Why Bother Searching Elsewhere for Winter Springs Single Family Homes for Sale?

Winter Springs home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Springs . You can use our website to view Multiple Listing Service (MLS) data on Winter Springs single family homes. 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 single family home 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.