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Winter Springs Single Family Homes For Sale - 106 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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  • 448 MACGREGOR RD, WINTER SPRINGS, FL 32708

    $375,000Listed 04/08/2026 1:20PM   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


  • 655 MURPHY RD, WINTER SPRINGS, FL 32708

    $375,000Listed 04/08/2026 5:06PM   MLS ID: O6396767

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

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1540
       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


  • 214 N ALDERWOOD ST, WINTER SPRINGS, FL 32708

    $349,9009 Days on yellowkey   MLS ID: O6394428

    For Sale O6394428 - 214 N ALDERWOOD ST, WINTER SPRINGS, FL 32708 12 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1053
       Built: 1972   Tax: $657 (2024)
    Community: North Orlando Terrace Unit 1 Sec 3
    Single Family


    Estimated Monthly Payment: $1,972 (change assumption)
    Mortgage ($1,917) + Taxes in 2024 ($55)


    Taxes:$657

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $675,00047 Days on yellowkey   MLS ID: O6372400

    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: $4,202 (change assumption)
    Mortgage ($3,699) + Fees ($42) + Taxes in 2024 ($462)


    Taxes:$5,539

    Elementary School: None

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1113 CITRUS OAKS RUN, WINTER SPRINGS, FL 32708

    $685,000Listed 04/08/2026 1:48PM   MLS ID: O6397034

    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


  • 717 ADIDAS RD, WINTER SPRINGS, FL 32708

    $375,00017 Days on yellowkey   MLS ID: O6391891

    For Sale O6391891 - 717 ADIDAS RD, WINTER SPRINGS, FL 32708 45 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1812
       Built: 1986
    Monthly Fee: $95
       Tax: $5,176 (2024)
    Community: Wedgewood Tennis Villas
    Single Family


    Estimated Monthly Payment: $2,581 (change assumption)
    Mortgage ($2,055) + Fees ($95) + Taxes in 2024 ($431)


    Taxes:$5,176

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 213 HEATHERWOOD CT, WINTER SPRINGS, FL 32708

    $910,0001 Day on yellowkey   MLS ID: O6395861

    For Sale O6395861 - 213 HEATHERWOOD CT, WINTER SPRINGS, FL 32708 59 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3499
       Built: 1998
    Monthly Fee: $123
       Tax: $12,885 (2024)
    Community: Reserve At Tuscawilla Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,183 (change assumption)
    Mortgage ($4,986) + Fees ($123) + Taxes in 2024 ($1,074)


    Taxes:$12,885

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 202 ARROWHEAD CT, WINTER SPRINGS, FL 32708

    $1,250,000230 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


  • 340 INGLENOOK CIR, WINTER SPRINGS, FL 32708

    $425,00020 Days on yellowkey   MLS ID: O6391808

    For Sale O6391808 - 340 INGLENOOK CIR, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1762
       Built: 1991
    Monthly Fee: $22
       Tax: $3,964 (2025)
    Community: Mount Greenwood Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,681 (change assumption)
    Mortgage ($2,329) + Fees ($22) + Taxes in 2025 ($330)


    Taxes:$3,964

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: None


  • 314 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $279,990181 Days on yellowkey   MLS ID: O6350799

    For Sale O6350799 - 314 SAN GABRIEL ST, WINTER SPRINGS, FL 32708 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1091
       Built: 1992
    Monthly Fee: $127
       Tax: $2,209 (2024)
    Community: Deersong
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,845 (change assumption)
    Mortgage ($1,534) + Fees ($127) + Taxes in 2024 ($184)


    Taxes:$2,209

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 126 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $785,0007 Days on yellowkey   MLS ID: O6392873

    For Sale O6392873 - 126 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708 52 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3205
       Built: 2000
    Monthly Fee: $184
       Tax: $9,320 (2024)
    Community: Seville Chase
    Single Family


    Estimated Monthly Payment: $5,262 (change assumption)
    Mortgage ($4,301) + Fees ($184) + Taxes in 2024 ($777)


    Taxes:$9,320

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1003 TROON TRCE, WINTER SPRINGS, FL 32708

    $399,00028 Days on yellowkey   MLS ID: O6387646

    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


  • 689 SEVEN OAKS BLVD, WINTER SPRINGS, FL 32708

    $600,00015 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


  • 31 S EDGEMON AVE, WINTER SPRINGS, FL 32708

    $348,000167 Days on yellowkey   MLS ID: O6355441

    3 Days Off yellowkey (back on 2/9/2026)

    For Sale O6355441 - 31 S EDGEMON AVE, WINTER SPRINGS, FL 32708 28 photos

    Bed: 4   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1270
       Built: 1960   Tax: $2,742 (2023)
    Community: North Orlando 2Nd Add
    Single Family


    Estimated Monthly Payment: $2,135 (change assumption)
    Mortgage ($1,907) + Taxes in 2023 ($228)


    Taxes:$2,742

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 981 TUSKAWILLA TRL, WINTER SPRINGS, FL 32708

    $899,999115 Days on yellowkey   MLS ID: O6367655

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

    For Sale O6367655 - 981 TUSKAWILLA TRL, WINTER SPRINGS, FL 32708 70 photos

    Bed: 4   Bath: 3.0   Gar: 6
    Liv Area Sq Ft: 3284
       Built: 1992   Tax: $5,198 (2025)
    Community: Tuskawilla Trail Subd
    Single Family


    Estimated Monthly Payment: $5,365 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($433)


    Taxes:$5,198

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1825 SENECA BLVD, WINTER SPRINGS, FL 32708

    $735,0001 Day 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


  • 1250 STONE HARBOUR RD, WINTER SPRINGS, FL 32708

    $540,0001 Day on yellowkey   MLS ID: O6394987

    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


  • 1300 SWIFT CREEK WAY, WINTER SPRINGS, FL 32708

    $550,00016 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


  • 710 BRIARWOOD DR, WINTER SPRINGS, FL 32708

    $375,0005 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


  • 4245 LORI LOOP, WINTER SPRINGS, FL 32708

    $629,90085 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




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.