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Winter Springs Single Family Homes For Sale - 122 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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  • 226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $824,9003 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


  • 655 MURPHY RD, WINTER SPRINGS, FL 32708

    $375,00012 Days on yellowkey   MLS ID: O6396767

    1 Days Off yellowkey (back on 4/18/2026)

    For Sale O6396767 - 655 MURPHY RD, WINTER SPRINGS, FL 32708 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1320
       Built: 1981   Tax: $976 (2024)
    Community: Foxmoor Unit 3
    Single Family


    Estimated Monthly Payment: $2,136 (change assumption)
    Mortgage ($2,055) + Taxes in 2024 ($81)


    Taxes:$976

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $290,0003 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


  • 684 OLEAN CT, WINTER SPRINGS, FL 32708

    $849,9003 Days on yellowkey   MLS ID: O6399510

    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


  • 1702 DAVENPORT CT, WINTER SPRINGS, FL 32708

    $595,0003 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


  • 630 FALCON CT, WINTER SPRINGS, FL 32708

    $425,0004 Days on yellowkey   MLS ID: O6396134

    For Sale O6396134 - 630 FALCON CT, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1360
       Built: 1986
    Monthly Fee: $64
       Tax: $1,454 (2024)
    Community: Greenspointe
    Single Family


    Estimated Monthly Payment: $2,514 (change assumption)
    Mortgage ($2,329) + Fees ($64) + Taxes in 2024 ($121)


    Taxes:$1,454

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1327 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $448,0004 Days on yellowkey   MLS ID: O6399111

    For Sale O6399111 - 1327 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 1994
    Monthly Fee: $117
       Tax: $2,755 (2024)
    Community: Country Club Village Unit 3
    Single Family


    Estimated Monthly Payment: $2,801 (change assumption)
    Mortgage ($2,455) + Fees ($117) + Taxes in 2024 ($230)


    Taxes:$2,755

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $399,00050 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


  • 1444 BIRD RD, WINTER SPRINGS, FL 32708

    $838,500216 Days on yellowkey   MLS ID: O6344113

    For Sale O6344113 - 1444 BIRD RD, WINTER SPRINGS, FL 32708 62 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


  • 1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708

    $439,00032 Days on yellowkey   MLS ID: O6391562

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

    For Sale O6391562 - 1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1804
       Built: 1980
    Monthly Fee: $117
       Tax: $2,390 (2024)
    Community: Country Club Village Unit 1
    Single Family


    Estimated Monthly Payment: $2,722 (change assumption)
    Mortgage ($2,405) + Fees ($117) + Taxes in 2024 ($199)


    Taxes:$2,390

    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

    $550,00027 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

    $540,00013 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


  • 1706 FOX GLEN CT, WINTER SPRINGS, FL 32708

    $439,000151 Days on yellowkey   MLS ID: O6361556

    2 Days Off yellowkey (back on 12/15/2025)

    For Sale O6361556 - 1706 FOX GLEN CT, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1656
       Built: 2001
    Monthly Fee: $115
       Tax: $2,568 (2024)
    Community: Fox Glen At Chelsea Parc Tuscawilla Ph 2
    Single Family


    Estimated Monthly Payment: $2,734 (change assumption)
    Mortgage ($2,405) + Fees ($115) + Taxes in 2024 ($214)


    Taxes:$2,568

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1346 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $489,00074 Days on yellowkey   MLS ID: O6378596

    0 Days Off yellowkey (back on 2/28/2026)

    For Sale O6378596 - 1346 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1684
       Built: 1988
    Monthly Fee: $117
       Tax: $4,990 (2024)
    Community: Country Club Village Unit 3
    Single Family


    Estimated Monthly Payment: $3,212 (change assumption)
    Mortgage ($2,679) + Fees ($117) + Taxes in 2024 ($416)


    Taxes:$4,990

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 130 E BAHAMA RD, WINTER SPRINGS, FL 32708

    $725,0004 Days on yellowkey   MLS ID: O6398011

    For Sale O6398011 - 130 E BAHAMA RD, WINTER SPRINGS, FL 32708 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2158
       Built: 1991   Tax: $3,366 (2024)
    Community: Bahama Ranches
    Single Family


    Estimated Monthly Payment: $4,253 (change assumption)
    Mortgage ($3,973) + Taxes in 2024 ($280)


    Taxes:$3,366

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 30 SABLE CT, WINTER SPRINGS, FL 32708

    $569,00066 Days on yellowkey   MLS ID: O6382648

    REDUCED by $10,000 (1.7%) on 04/12/2026

    For Sale O6382648 - 30 SABLE CT, WINTER SPRINGS, FL 32708 11 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 1976   Tax: $3,043 (2024)
    Community: Tuscawilla
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,371 (change assumption)
    Mortgage ($3,118) + Taxes in 2024 ($254)


    Taxes:$3,043

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708

    $640,00023 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


  • 107 GOLDEN CREST CT, WINTER SPRINGS, FL 32708

    $519,00025 Days on yellowkey   MLS ID: O6393850

    For Sale O6393850 - 107 GOLDEN CREST CT, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1978
       Built: 1995
    Monthly Fee: $162
       Tax: $6,261 (2024)
    Community: Eagles Watch Ph 1
    Single Family


    Estimated Monthly Payment: $3,528 (change assumption)
    Mortgage ($2,844) + Fees ($162) + Taxes in 2024 ($522)


    Taxes:$6,261

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 403 MURPHY RD, WINTER SPRINGS, FL 32708

    $408,50076 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

    $265,000207 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




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.