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Winter Springs Single Family Homes For Sale - 123 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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  • 515 SEASONS CT, WINTER SPRINGS, FL 32708

    $299,900225 Days on yellowkey   MLS ID: O6343009

    For Sale O6343009 - 515 SEASONS CT, WINTER SPRINGS, FL 32708 53 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1101
       Built: 1996
    Monthly Fee: $120
       Tax: $3,258 (2024)
    Community: Seasons The
    Single Family


    Estimated Monthly Payment: $2,035 (change assumption)
    Mortgage ($1,643) + Fees ($120) + Taxes in 2024 ($272)


    Taxes:$3,258

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 120 N FAIRFAX AVE, WINTER SPRINGS, FL 32708

    $263,00012 Days on yellowkey   MLS ID: O6398133

    FORECLOSURE O6398133 - 120 N FAIRFAX AVE, WINTER SPRINGS, FL 32708 13 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1148
       Built: 1959   Tax: $2,741 (2025)
    Community: North Orlando
    Single Family


    Estimated Monthly Payment: $1,669 (change assumption)
    Mortgage ($1,441) + Taxes in 2025 ($228)


    Taxes:$2,741

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 797 AUSTIN CT, WINTER SPRINGS, FL 32708

    $430,00045 Days on yellowkey   MLS ID: O6387943

    0 Days Off yellowkey (back on 4/11/2026)

    For Sale O6387943 - 797 AUSTIN CT, WINTER SPRINGS, FL 32708 39 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 1984
    Monthly Fee: $90
       Tax: $1,623 (2025)
    Community: Wedgewood Tennis Villas
    Single Family


    Estimated Monthly Payment: $2,581 (change assumption)
    Mortgage ($2,356) + Fees ($90) + Taxes in 2025 ($135)


    Taxes:$1,623

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 859 BENCHWOOD DR, WINTER SPRINGS, FL 32708

    $454,90014 Days on yellowkey   MLS ID: O6397781

    For Sale O6397781 - 859 BENCHWOOD DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1632
       Built: 1984   Tax: $1,787 (2025)
    Community: Oak Forest Unit 3
    Single Family


    Estimated Monthly Payment: $2,641 (change assumption)
    Mortgage ($2,493) + Taxes in 2025 ($149)


    Taxes:$1,787

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 613 BONITA RD, WINTER SPRINGS, FL 32708

    $739,00017 Days on yellowkey   MLS ID: O6395444

    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: $4,748 (change assumption)
    Mortgage ($4,049) + Taxes in 2025 ($699)


    Taxes:$8,389

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 120 E BAHAMA RD, WINTER SPRINGS, FL 32708

    $1,299,90079 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 47 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


  • 448 MACGREGOR RD, WINTER SPRINGS, FL 32708

    $375,00015 Days on yellowkey   MLS ID: O6397231

    For Sale O6397231 - 448 MACGREGOR RD, WINTER SPRINGS, FL 32708 26 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1477
       Built: 1993
    Monthly Fee: $6
       Tax: $1,141 (2024)
    Community: Highland Village 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,156 (change assumption)
    Mortgage ($2,055) + Fees ($6) + Taxes in 2024 ($95)


    Taxes:$1,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 202 ARROWHEAD CT, WINTER SPRINGS, FL 32708

    $1,250,000244 Days on yellowkey   MLS ID: O6337777

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale O6337777 - 202 ARROWHEAD CT, WINTER SPRINGS, FL 32708 46 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4078
       Built: 1996
    Monthly Fee: $96
       Tax: $14,910 (2024)
    Community: Arrowhead At Tuscawilla Unit 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,188 (change assumption)
    Mortgage ($6,849) + Fees ($96) + Taxes in 2024 ($1,243)


    Taxes:$14,910

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 689 SEVEN OAKS BLVD, WINTER SPRINGS, FL 32708

    $600,00029 Days on yellowkey   MLS ID: O6393344

    1 Days Off yellowkey (back on 3/30/2026)

    For Sale O6393344 - 689 SEVEN OAKS BLVD, WINTER SPRINGS, FL 32708 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2541
       Built: 2017
    Monthly Fee: $100
       Tax: $3,845 (2024)
    Community: Seven Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,708 (change assumption)
    Mortgage ($3,288) + Fees ($100) + Taxes in 2024 ($320)


    Taxes:$3,845

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1825 SENECA BLVD, WINTER SPRINGS, FL 32708

    $735,00016 Days on yellowkey   MLS ID: O6396955

    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: $4,133 (change assumption)
    Mortgage ($4,027) + 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


  • 4245 LORI LOOP, WINTER SPRINGS, FL 32708

    $629,90099 Days on yellowkey   MLS ID: O6373966

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale O6373966 - 4245 LORI LOOP, WINTER SPRINGS, FL 32708 74 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2678
       Built: 1989
    Monthly Fee: $17
       Tax: $3,320 (2024)
    Community: Willow Run
    Single Family


    Estimated Monthly Payment: $3,745 (change assumption)
    Mortgage ($3,451) + Fees ($17) + Taxes in 2024 ($277)


    Taxes:$3,320

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 649 DAVID ST, WINTER SPRINGS, FL 32708

    $265,00021 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


  • 104 REDTAIL PL, WINTER SPRINGS, FL 32708

    $469,90081 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


  • 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708

    $498,90097 Days on yellowkey   MLS ID: O6374288

    For Sale O6374288 - 986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708 56 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
    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


  • 1075 CONDOR PL, WINTER SPRINGS, FL 32708

    $414,90036 Days on yellowkey   MLS ID: O6391519

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

    For Sale O6391519 - 1075 CONDOR PL, WINTER SPRINGS, FL 32708 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1749
       Built: 1988
    Monthly Fee: $28
       Tax: $3,267 (2024)
    Community: Sunrise Estates Unit 4
    Single Family


    Estimated Monthly Payment: $2,574 (change assumption)
    Mortgage ($2,273) + Fees ($28) + Taxes in 2024 ($272)


    Taxes:$3,267

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 620 STALLION CT, WINTER SPRINGS, FL 32708

    $650,00022 Days on yellowkey   MLS ID: O6395164

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale O6395164 - 620 STALLION CT, WINTER SPRINGS, FL 32708 15 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2856
       Built: 1979   Tax: $3,831 (2024)
    Community: Winter Spgs Unit 3
    Single Family


    Estimated Monthly Payment: $3,881 (change assumption)
    Mortgage ($3,562) + Taxes in 2024 ($319)


    Taxes:$3,831

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708

    $729,90058 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


  • 203 HERRELL RD, WINTER SPRINGS, FL 32708

    $573,000163 Days on yellowkey   MLS ID: O6358036

    For Sale O6358036 - 203 HERRELL RD, WINTER SPRINGS, FL 32708 45 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3566
       Built: 1987   Tax: $5,127 (2024)
    Community: North Orlando Ranches Sec 06
    Single Family


    Estimated Monthly Payment: $3,567 (change assumption)
    Mortgage ($3,140) + Taxes in 2024 ($427)


    Taxes:$5,127

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $700,00098 Days on yellowkey   MLS ID: O6374007

    REDUCED by $14,000 (2.0%) on 04/02/2026

    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: $4,526 (change assumption)
    Mortgage ($3,836) + 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


  • 709 SAILFISH RD, WINTER SPRINGS, FL 32708

    $412,500140 Days on yellowkey   MLS ID: O6364715

    REDUCED by $2,500 (0.6%) on 04/02/2026

    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
    Single Family


    Estimated Monthly Payment: $2,716 (change assumption)
    Mortgage ($2,260) + Taxes in 2024 ($455)


    Taxes:$5,463

    Elementary School: Layer 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.