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Winter Garden Single Family Homes For Sale - 458 homes

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

Location: Winter Garden

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  • 915 WESTCLIFFE DR, WINTER GARDEN, FL 34787

    $620,00072 Days on yellowkey   MLS ID: G5107429

    REDUCED by $10,000 (1.6%) on 04/09/2026

    For Sale G5107429 - 915 WESTCLIFFE DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2868
       Built: 2006
    Monthly Fee: $50
       Tax: $4,426 (2024)
    Community: Fullers Lndg B
    Single Family


    Estimated Monthly Payment: $3,816 (change assumption)
    Mortgage ($3,397) + Fees ($50) + Taxes in 2024 ($369)


    Taxes:$4,426

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1966 PANTHEON DR, WINTER GARDEN, FL 34787

    $525,00036 Days on yellowkey   MLS ID: O6386961

    REDUCED by $25,000 (4.5%) on 04/09/2026

    For Sale O6386961 - 1966 PANTHEON DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2076
       Built: 2015
    Monthly Fee: $211
       Tax: $5,734 (2024)
    Community: Alexander Ridge
    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($2,877) + Fees ($211) + Taxes in 2024 ($478)


    Taxes:$5,734

    Elementary School: Hamlin Elementary

    High School: None

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 16167 HAMPTON CROSSING DR, WINTER GARDEN, FL 34787

    $699,50037 Days on yellowkey   MLS ID: O6387577

    2 Days Off yellowkey (back on 4/9/2026)

    For Sale O6387577 - 16167 HAMPTON CROSSING DR, WINTER GARDEN, FL 34787 73 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2840
       Built: 2017
    Monthly Fee: $341
       Tax: $5,669 (2024)
    Community: Waterleigh Ph 1C
    Single Family


    Estimated Monthly Payment: $4,646 (change assumption)
    Mortgage ($3,833) + Fees ($341) + Taxes in 2024 ($472)


    Taxes:$5,669

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1125 LINCOLN TER, WINTER GARDEN, FL 34787

    $242,400200 Days on yellowkey   MLS ID: O6345921

    REDUCED by $2,500 (1.0%) on 04/09/2026

    For Sale O6345921 - 1125 LINCOLN TER, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 814
       Built: 1961   Tax: $2,026 (2024)
    Community: Bay St Park
    Single Family


    Estimated Monthly Payment: $1,497 (change assumption)
    Mortgage ($1,328) + Taxes in 2024 ($169)


    Taxes:$2,026

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 16736 OAKBORO ST, WINTER GARDEN, FL 34787

    $585,00023 Days on yellowkey   MLS ID: O6388784

    For Sale O6388784 - 16736 OAKBORO ST, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2020
    Monthly Fee: $257
       Tax: $6,967 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,043 (change assumption)
    Mortgage ($3,205) + Fees ($257) + Taxes in 2024 ($581)


    Taxes:$6,967

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 242 BLACK SPRINGS LN, WINTER GARDEN, FL 34787

    $509,00011 Days on yellowkey   MLS ID: O6395221

    0 Days Off yellowkey (back on 4/9/2026)

    For Sale O6395221 - 242 BLACK SPRINGS LN, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1909
       Built: 2007
    Monthly Fee: $115
       Tax: $2,748 (2025)
    Community: Cobblestone/Winter Garden
    Single Family


    Estimated Monthly Payment: $3,133 (change assumption)
    Mortgage ($2,789) + Fees ($115) + Taxes in 2025 ($229)


    Taxes:$2,748

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16669 VARONE COVE CT, WINTER GARDEN, FL 34787

    $1,399,90068 Days on yellowkey   MLS ID: O6375749

    3 Days Off yellowkey (back on 4/9/2026)

    For Sale O6375749 - 16669 VARONE COVE CT, WINTER GARDEN, FL 34787 81 photos

    Bed: 7   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 5613
       Built: 2016
    Monthly Fee: $185
       Tax: $15,548 (2024)
    Community: Twinwaters
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,151 (change assumption)
    Mortgage ($7,670) + Fees ($185) + Taxes in 2024 ($1,296)


    Taxes:$15,548

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,745,000160 Days on yellowkey   MLS ID: O6357233

    REDUCED by $4,000 (0.2%) on 04/09/2026

    For Sale O6357233 - 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3728
       Built: 2005
    Monthly Fee: $67
       Tax: $15,019 (2024)
    Community: Lakeview Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,880 (change assumption)
    Mortgage ($9,561) + Fees ($67) + Taxes in 2024 ($1,252)


    Taxes:$15,019

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787

    $850,000205 Days on yellowkey   MLS ID: O6345400

    For Sale O6345400 - 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787 67 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3708
       Built: 2013
    Monthly Fee: $246
       Tax: $7,515 (2024)
    Community: Summerlake Pd Ph 1A
    Single Family


    Estimated Monthly Payment: $5,530 (change assumption)
    Mortgage ($4,657) + Fees ($246) + Taxes in 2024 ($626)


    Taxes:$7,515

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 17993 GOURD NECK LOOP, WINTER GARDEN, FL 34787

    $549,999240 Days on yellowkey   MLS ID: O6335266

    0 Days Off yellowkey (back on 2/23/2026)

    For Sale O6335266 - 17993 GOURD NECK LOOP, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2736
       Built: 2017
    Monthly Fee: $93
       Tax: $4,023 (2024)
    Community: Verde Park Ph 1
    Single Family


    Estimated Monthly Payment: $3,442 (change assumption)
    Mortgage ($3,014) + Fees ($93) + Taxes in 2024 ($335)


    Taxes:$4,023

    Elementary School: Grassy Lake Elementary

    High School: Lake Minneola High

    Tax Year: 2024

    Middle School: East Ridge Middle


  • 2015 SANDY GARDEN LN, WINTER GARDEN, FL 34787

    $765,00099 Days on yellowkey   MLS ID: O6370025

    For Sale O6370025 - 2015 SANDY GARDEN LN, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3871
       Built: 2015
    Monthly Fee: $113
       Tax: $10,989 (2025)
    Community: Reserve At Carriage Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,220 (change assumption)
    Mortgage ($4,192) + Fees ($113) + Taxes in 2025 ($916)


    Taxes:$10,989

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12983 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $750,0003 Days on yellowkey   MLS ID: O6397592

    For Sale O6397592 - 12983 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2858
       Built: 2026
    Monthly Fee: $140

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,249 (change assumption)
    Mortgage ($4,109) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 238 N MAIN ST, WINTER GARDEN, FL 34787

    $600,0003 Days on yellowkey   MLS ID: O6397340

    For Sale O6397340 - 238 N MAIN ST, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1005
       Built: 1950   Tax: $5,389 (2025)
    Community: Orange Grove Sub
    Single Family


    Estimated Monthly Payment: $3,737 (change assumption)
    Mortgage ($3,288) + Taxes in 2025 ($449)


    Taxes:$5,389

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 15120 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $1,745,00043 Days on yellowkey   MLS ID: O6386104

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

    For Sale O6386104 - 15120 SHONAN GOLD DR, WINTER GARDEN, FL 34787 14 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3487
       Built: 2020
    Monthly Fee: $230
       Tax: $16,822 (2025)
    Community: Overlook At Hamlin
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,193 (change assumption)
    Mortgage ($9,561) + Fees ($230) + Taxes in 2025 ($1,402)


    Taxes:$16,822

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 17606 LAKE STAR RD, WINTER GARDEN, FL 34787

    $870,00052 Days on yellowkey   MLS ID: O6382909

    For Sale O6382909 - 17606 LAKE STAR RD, WINTER GARDEN, FL 34787 73 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2605
       Built: 2023
    Monthly Fee: $83
       Tax: $12,316 (2024)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $5,876 (change assumption)
    Mortgage ($4,767) + Fees ($83) + Taxes in 2024 ($1,026)


    Taxes:$12,316

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 743 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,499,99918 Days on yellowkey   MLS ID: O6392705

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

    For Sale O6392705 - 743 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 71 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4283
       Built: 2018
    Monthly Fee: $298
       Tax: $10,715 (2025)
    Community: Canopy Oaks Ph I
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,410 (change assumption)
    Mortgage ($8,219) + Fees ($298) + Taxes in 2025 ($893)


    Taxes:$10,715

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5679 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787

    $649,90030 Days on yellowkey   MLS ID: O6389469

    For Sale O6389469 - 5679 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2021
    Monthly Fee: $117
       Tax: $7,176 (2025)
    Community: Wincey Groves
    Single Family


    Estimated Monthly Payment: $4,276 (change assumption)
    Mortgage ($3,561) + Fees ($117) + Taxes in 2025 ($598)


    Taxes:$7,176

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14282 CREEKBED CIR, WINTER GARDEN, FL 34787

    $924,500119 Days on yellowkey   MLS ID: O6365928

    REDUCED by $5,000 (0.5%) on 04/08/2026

    For Sale O6365928 - 14282 CREEKBED CIR, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3479
       Built: 2015
    Monthly Fee: $180
       Tax: $7,163 (2025)
    Community: Bradford Creek
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,843 (change assumption)
    Mortgage ($5,066) + Fees ($180) + Taxes in 2025 ($597)


    Taxes:$7,163

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15672 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $859,90078 Days on yellowkey   MLS ID: O6375411

    REDUCED by $10,000 (1.1%) on 04/08/2026

    For Sale O6375411 - 15672 SHOREBIRD LN, WINTER GARDEN, FL 34787 79 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2017
    Monthly Fee: $360
       Tax: $6,887 (2025)
    Community: Lakeshore Preserve
    Single Family


    Estimated Monthly Payment: $5,646 (change assumption)
    Mortgage ($4,712) + Fees ($360) + Taxes in 2025 ($574)


    Taxes:$6,887

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16006 GILDEN WAY, WINTER GARDEN, FL 34787

    $1,150,00015 Days on yellowkey   MLS ID: O6392997

    For Sale O6392997 - 16006 GILDEN WAY, WINTER GARDEN, FL 34787 67 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3617
       Built: 2023
    Monthly Fee: $225
       Tax: $12,929 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $7,604 (change assumption)
    Mortgage ($6,301) + Fees ($225) + Taxes in 2025 ($1,077)


    Taxes:$12,929

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle




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

Winter Garden 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 Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden 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 Garden 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.