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Winter Springs Single Family Homes For Sale - 125 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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  • 1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708

    $1,479,50057 Days on yellowkey   MLS ID: O6385058

    REDUCED by $69,500 (4.5%) on 04/16/2026

    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: $10,209 (change assumption)
    Mortgage ($8,107) + 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


  • 226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $824,90014 Days on yellowkey   MLS ID: O6398877

    For Sale O6398877 - 226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 1994
    Monthly Fee: $44
       Tax: $4,461 (2024)
    Community: Chestnut Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,936 (change assumption)
    Mortgage ($4,520) + Fees ($44) + Taxes in 2024 ($372)


    Taxes:$4,461

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $290,00014 Days on yellowkey   MLS ID: O6399623

    For Sale O6399623 - 276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1089
       Built: 1994
    Monthly Fee: $127
       Tax: $3,719 (2025)
    Community: Deersong 2
    Single Family


    Estimated Monthly Payment: $2,026 (change assumption)
    Mortgage ($1,589) + Fees ($127) + Taxes in 2025 ($310)


    Taxes:$3,719

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1702 DAVENPORT CT, WINTER SPRINGS, FL 32708

    $595,00014 Days on yellowkey   MLS ID: O6398359

    For Sale O6398359 - 1702 DAVENPORT CT, WINTER SPRINGS, FL 32708 5 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2101
       Built: 1994
    Monthly Fee: $42
       Tax: $7,266 (2024)
    Community: Davenport Glen
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,908 (change assumption)
    Mortgage ($3,260) + Fees ($42) + Taxes in 2024 ($605)


    Taxes:$7,266

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $399,00061 Days on yellowkey   MLS ID: O6386661

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale O6386661 - 1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708 48 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1831
       Built: 1993
    Monthly Fee: $39
       Tax: $2,158 (2024)
    Community: Country Club Village Unit 3
    Single Family


    Estimated Monthly Payment: $2,405 (change assumption)
    Mortgage ($2,186) + Fees ($39) + Taxes in 2024 ($180)


    Taxes:$2,158

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1300 SWIFT CREEK WAY, WINTER SPRINGS, FL 32708

    $550,00038 Days on yellowkey   MLS ID: V4948084

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

    For Sale V4948084 - 1300 SWIFT CREEK WAY, WINTER SPRINGS, FL 32708 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2021
    Monthly Fee: $137
       Tax: $6,465 (2025)
    Community: Tuskawilla Crossings Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,689 (change assumption)
    Mortgage ($3,014) + Fees ($137) + Taxes in 2025 ($539)


    Taxes:$6,465

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1250 STONE HARBOUR RD, WINTER SPRINGS, FL 32708

    $540,00024 Days on yellowkey   MLS ID: O6394987

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale O6394987 - 1250 STONE HARBOUR RD, WINTER SPRINGS, FL 32708 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2002
    Monthly Fee: $150
       Tax: $6,288 (2024)
    Community: Parkstone Unit 3
    Single Family


    Estimated Monthly Payment: $3,633 (change assumption)
    Mortgage ($2,959) + Fees ($150) + Taxes in 2024 ($524)


    Taxes:$6,288

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708

    $640,00034 Days on yellowkey   MLS ID: O6394390

    REDUCED by $9,999 (1.5%) on 04/16/2026

    For Sale O6394390 - 363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708 20 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3408
       Built: 2000
    Monthly Fee: $48
       Tax: $4,927 (2025)
    Community: Winding Hollow
    Single Family


    Estimated Monthly Payment: $3,965 (change assumption)
    Mortgage ($3,507) + Fees ($48) + Taxes in 2025 ($411)


    Taxes:$4,927

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 403 MURPHY RD, WINTER SPRINGS, FL 32708

    $408,50087 Days on yellowkey   MLS ID: O6379099

    For Sale O6379099 - 403 MURPHY RD, WINTER SPRINGS, FL 32708 23 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1520
       Built: 1973   Tax: $5,275 (2024)
    Community: North Orlando Terrace Unit 2 Sec 8
    Single Family


    Estimated Monthly Payment: $2,678 (change assumption)
    Mortgage ($2,238) + Taxes in 2024 ($440)


    Taxes:$5,275

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1340 DELANEY DR, WINTER SPRINGS, FL 32708

    $265,000218 Days on yellowkey   MLS ID: O6346776

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

    For Sale O6346776 - 1340 DELANEY DR, WINTER SPRINGS, FL 32708 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1422
       Built: 1952   Tax: $2,954 (2024)
    Community: Flamingo Spgs
    Single Family


    Estimated Monthly Payment: $1,698 (change assumption)
    Mortgage ($1,452) + Taxes in 2024 ($246)


    Taxes:$2,954

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1502 EAGLE NEST CIR, WINTER SPRINGS, FL 32708

    $849,00056 Days on yellowkey   MLS ID: O6387997

    2 Days Off yellowkey (back on 4/16/2026)

    For Sale O6387997 - 1502 EAGLE NEST CIR, WINTER SPRINGS, FL 32708 49 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2801
       Built: 1990
    Monthly Fee: $48
       Tax: $6,293 (2025)
    Community: Glen Eagle Unit 1
    Single Family


    Estimated Monthly Payment: $5,224 (change assumption)
    Mortgage ($4,652) + Fees ($48) + Taxes in 2025 ($524)


    Taxes:$6,293

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 710 BRIARWOOD DR, WINTER SPRINGS, FL 32708

    $375,00027 Days on yellowkey   MLS ID: O6396343

    For Sale O6396343 - 710 BRIARWOOD DR, WINTER SPRINGS, FL 32708 22 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1769
       Built: 1974
    Monthly Fee: $90
       Tax: $4,070 (2025)
    Community: Wildwood
    Single Family


    Estimated Monthly Payment: $2,484 (change assumption)
    Mortgage ($2,055) + Fees ($90) + Taxes in 2025 ($339)


    Taxes:$4,070

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 222 W PANAMA RD, WINTER SPRINGS, FL 32708

    $310,00086 Days on yellowkey   MLS ID: V4947103

    REDUCED by $10,000 (3.1%) on 04/14/2026

    For Sale V4947103 - 222 W PANAMA RD, WINTER SPRINGS, FL 32708 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1044
       Built: 1978   Tax: $4,383 (2024)
    Community: Foxmoor Unit 2
    Single Family


    Estimated Monthly Payment: $2,064 (change assumption)
    Mortgage ($1,699) + Taxes in 2024 ($365)


    Taxes:$4,383

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1553 CRANSTON ST, WINTER SPRINGS, FL 32708

    $728,500188 Days on yellowkey   MLS ID: O6355188

    3 Days Off yellowkey (back on 4/14/2026)

    For Sale O6355188 - 1553 CRANSTON ST, WINTER SPRINGS, FL 32708 41 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3385
       Built: 2005
    Monthly Fee: $100
       Tax: $10,068 (2024)
    Community: Barrington Estates
    Single Family


    Estimated Monthly Payment: $4,931 (change assumption)
    Mortgage ($3,992) + Fees ($100) + Taxes in 2024 ($839)


    Taxes:$10,068

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Jackson Heights Middle


  • 648 FANNING DR, WINTER SPRINGS, FL 32708

    $775,00098 Days on yellowkey   MLS ID: O6375390

    1 Days Off yellowkey (back on 4/10/2026)

    For Sale O6375390 - 648 FANNING DR, WINTER SPRINGS, FL 32708 64 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3718
       Built: 2012
    Monthly Fee: $98
       Tax: $5,762 (2025)
    Community: Winter Spgs Village Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,825 (change assumption)
    Mortgage ($4,246) + Fees ($98) + Taxes in 2025 ($480)


    Taxes:$5,762

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1003 TROON TRCE, WINTER SPRINGS, FL 32708

    $399,00050 Days on yellowkey   MLS ID: O6387646

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale O6387646 - 1003 TROON TRCE, WINTER SPRINGS, FL 32708 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1417
       Built: 1987
    Monthly Fee: $126
       Tax: $3,269 (2025)
    Community: Greenbriar Sub Ph 1
    Single Family


    Estimated Monthly Payment: $2,585 (change assumption)
    Mortgage ($2,186) + Fees ($126) + Taxes in 2025 ($272)


    Taxes:$3,269

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1113 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708

    $685,00023 Days on yellowkey   MLS ID: O6397034

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale O6397034 - 1113 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708 32 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2353
       Built: 2001
    Monthly Fee: $127
       Tax: $3,886 (2024)
    Community: Citrus Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,204 (change assumption)
    Mortgage ($3,753) + Fees ($127) + Taxes in 2024 ($324)


    Taxes:$3,886

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 420 PARK LAKE DR, WINTER SPRINGS, FL 32708

    $815,00030 Days on yellowkey   MLS ID: O6395478

    4 Days Off yellowkey (back on 4/13/2026)

    For Sale O6395478 - 420 PARK LAKE DR, WINTER SPRINGS, FL 32708 60 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4403
       Built: 2003
    Monthly Fee: $195
       Tax: $8,118 (2024)
    Community: Avery Park
    Single Family


    Estimated Monthly Payment: $5,337 (change assumption)
    Mortgage ($4,466) + Fees ($195) + Taxes in 2024 ($677)


    Taxes:$8,118

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 120 N FAIRFAX AVE, WINTER SPRINGS, FL 32708

    $263,00020 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


  • 859 BENCHWOOD DR, WINTER SPRINGS, FL 32708

    $454,90022 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




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.