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Winter Garden Single Family Homes For Sale - 615 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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  • 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787

    $609,90099 Days on yellowkey   MLS ID: O6379203

    REDUCED by $10,100 (1.6%) on 05/09/2026

    For Sale O6379203 - 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787 59 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3474
       Built: 2006
    Monthly Fee: $111
       Tax: $8,378 (2025)
    Community: Grovehurst A-D
    Single Family


    Estimated Monthly Payment: $4,151 (change assumption)
    Mortgage ($3,342) + Fees ($111) + Taxes in 2025 ($698)


    Taxes:$8,378

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14571 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $519,900147 Days on yellowkey   MLS ID: O6368387

    For Sale O6368387 - 14571 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 2012
    Monthly Fee: $251
       Tax: $7,507 (2024)
    Community: Summerlake Pd Ph 01A
    Single Family


    Estimated Monthly Payment: $3,725 (change assumption)
    Mortgage ($2,849) + Fees ($251) + Taxes in 2024 ($626)


    Taxes:$7,507

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 13043 SANDCASTLE DRIVE, WINTER GARDEN, FL 34787

    $899,00029 Days on yellowkey   MLS ID: O6399529

    INCREASED by $23,000 (2.6%) on 05/09/2026

    For Sale O6399529 - 13043 SANDCASTLE DRIVE, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1943
       Built: 2022
    Monthly Fee: $534
       Tax: $10,109 (2025)
    Community: Del Webb Oasis
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,302 (change assumption)
    Mortgage ($4,926) + Fees ($534) + Taxes in 2025 ($842)


    Taxes:$10,109

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 217 W BAY ST, WINTER GARDEN, FL 34787

    $1,495,0005 Days on yellowkey   MLS ID: S5149527

    For Sale S5149527 - 217 W BAY ST, WINTER GARDEN, FL 34787 79 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2800
       Built: 2025   Tax: $5,958 (2025)
    Community: Cooper & Sewell Add
    Single Family


    Estimated Monthly Payment: $8,688 (change assumption)
    Mortgage ($8,192) + Taxes in 2025 ($497)


    Taxes:$5,958

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17828 ADRIFIT, WINTER GARDEN, FL 34787

    $949,0007 Days on yellowkey   MLS ID: O6405778

    For Sale O6405778 - 17828 ADRIFIT, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3299
       Built: 2023
    Monthly Fee: $240
       Tax: $12,244 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $6,460 (change assumption)
    Mortgage ($5,200) + Fees ($240) + Taxes in 2025 ($1,020)


    Taxes:$12,244

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16783 TURTLE HATCH DR, WINTER GARDEN, FL 34787

    $1,200,0006 Days on yellowkey   MLS ID: O6404708

    For Sale O6404708 - 16783 TURTLE HATCH DR, WINTER GARDEN, FL 34787 61 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3513
       Built: 2019
    Monthly Fee: $240
       Tax: $13,161 (2025)
    Community: Waterside/Johns Lk-Ph 1
    Single Family


    Estimated Monthly Payment: $7,912 (change assumption)
    Mortgage ($6,575) + Fees ($240) + Taxes in 2025 ($1,097)


    Taxes:$13,161

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5460 BOWMAN DR, WINTER GARDEN, FL 34787

    $625,0006 Days on yellowkey   MLS ID: O6402308

    For Sale O6402308 - 5460 BOWMAN DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2016
    Monthly Fee: $328
       Tax: $8,917 (2025)
    Community: Overlook At Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,496 (change assumption)
    Mortgage ($3,425) + Fees ($328) + Taxes in 2025 ($743)


    Taxes:$8,917

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12971 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $787,56278 Days on yellowkey   MLS ID: O6385596

    REDUCED by $50,000 (6.0%) on 05/09/2026

    For Sale O6385596 - 12971 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: $4,455 (change assumption)
    Mortgage ($4,315) + 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


  • 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787

    $509,900258 Days on yellowkey   MLS ID: S5133690

    REDUCED by $10,000 (1.9%) on 05/08/2026

    For Sale S5133690 - 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2035
       Built: 2001
    Monthly Fee: $33
       Tax: $6,403 (2024)
    Community: Tuscany Ph 02
    Single Family


    Estimated Monthly Payment: $3,360 (change assumption)
    Mortgage ($2,794) + Fees ($33) + Taxes in 2024 ($534)


    Taxes:$6,403

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 15555 PANTHER LAKE DR, WINTER GARDEN, FL 34787

    $2,100,00027 Days on yellowkey   MLS ID: O6400010

    For Sale O6400010 - 15555 PANTHER LAKE DR, WINTER GARDEN, FL 34787 64 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4342
       Built: 2016
    Monthly Fee: $431
       Tax: $28,576 (2025)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $14,319 (change assumption)
    Mortgage ($11,507) + Fees ($431) + Taxes in 2025 ($2,381)


    Taxes:$28,576

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 117 STEINBECK ST, WINTER GARDEN, FL 34787

    $599,90016 Days on yellowkey   MLS ID: O6402187

    REDUCED by $25,100 (4.0%) on 05/08/2026

    For Sale O6402187 - 117 STEINBECK ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1928
       Built: 2001
    Monthly Fee: $45
       Tax: $2,212 (2025)
    Community: Traditions Sub
    Single Family


    Estimated Monthly Payment: $3,516 (change assumption)
    Mortgage ($3,287) + Fees ($45) + Taxes in 2025 ($184)


    Taxes:$2,212

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11045 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $749,90047 Days on yellowkey   MLS ID: O6394192

    For Sale O6394192 - 11045 HOLLOW BAY DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $295
       Tax: $3,196 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,670 (change assumption)
    Mortgage ($4,109) + Fees ($295) + Taxes in 2025 ($266)


    Taxes:$3,196

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15197 BLUE PEACOCK LN, WINTER GARDEN, FL 34787

    $710,00062 Days on yellowkey   MLS ID: O6390611

    REDUCED by $15,000 (2.1%) on 04/17/2026

    For Sale O6390611 - 15197 BLUE PEACOCK LN, WINTER GARDEN, FL 34787 67 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2440
       Built: 2024
    Monthly Fee: $100
       Tax: $8,695 (2025)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,715 (change assumption)
    Mortgage ($3,890) + Fees ($100) + Taxes in 2025 ($725)


    Taxes:$8,695

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787

    $769,90012 Days on yellowkey   MLS ID: O6400896

    For Sale O6400896 - 15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 2016
    Monthly Fee: $235
       Tax: $5,441 (2025)
    Community: Hickory Hammock Ph 2A
    Single Family


    Estimated Monthly Payment: $4,907 (change assumption)
    Mortgage ($4,219) + Fees ($235) + Taxes in 2025 ($453)


    Taxes:$5,441

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17865 ADRIFT RD, WINTER GARDEN, FL 34787

    $599,000295 Days on yellowkey   MLS ID: O6329586

    For Sale O6329586 - 17865 ADRIFT RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2484
       Built: 2023
    Monthly Fee: $277
       Tax: $9,155 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,322 (change assumption)
    Mortgage ($3,282) + Fees ($277) + Taxes in 2024 ($763)


    Taxes:$9,155

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15686 PANTHER LAKE DR, WINTER GARDEN, FL 34787

    $1,220,00062 Days on yellowkey   MLS ID: O6390015

    REDUCED by $80,000 (6.2%) on 05/08/2026

    For Sale O6390015 - 15686 PANTHER LAKE DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3094
       Built: 2019
    Monthly Fee: $456
       Tax: $11,351 (2025)
    Community: Lakeshore Preserve Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,087 (change assumption)
    Mortgage ($6,685) + Fees ($456) + Taxes in 2025 ($946)


    Taxes:$11,351

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787

    $549,990132 Days on yellowkey   MLS ID: O6370363

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

    REDUCED by $5,000 (0.9%) on 05/04/2026

    For Sale O6370363 - 4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2459
       Built: 2021
    Monthly Fee: $281
       Tax: $8,150 (2024)
    Community: Enclave/Hamlin
    Single Family


    Estimated Monthly Payment: $3,974 (change assumption)
    Mortgage ($3,014) + Fees ($281) + Taxes in 2024 ($679)


    Taxes:$8,150

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 15558 SANDFIELD LOOP, WINTER GARDEN, FL 34787

    $765,00049 Days on yellowkey   MLS ID: O6393987

    REDUCED by $30,000 (3.8%) on 05/08/2026

    For Sale O6393987 - 15558 SANDFIELD LOOP, WINTER GARDEN, FL 34787 20 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4307
       Built: 2014
    Monthly Fee: $114
       Tax: $5,670 (2025)
    Community: Reserve/Carriage Pointe Ph 1
    Single Family


    Estimated Monthly Payment: $4,778 (change assumption)
    Mortgage ($4,192) + Fees ($114) + Taxes in 2025 ($472)


    Taxes:$5,670

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9849 LOST CREEK DR, WINTER GARDEN, FL 34787

    $990,000539 Days on yellowkey   MLS ID: O6258009

    For Sale O6258009 - 9849 LOST CREEK DR, WINTER GARDEN, FL 34787 57 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2021
    Monthly Fee: $250
       Tax: $10,950 (2023)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,587 (change assumption)
    Mortgage ($5,425) + Fees ($250) + Taxes in 2023 ($913)


    Taxes:$10,950

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 18041 CIDER MILL LN, WINTER GARDEN, FL 34787

    $833,19190 Days on yellowkey   MLS ID: O6382386

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

    For Sale O6382386 - 18041 CIDER MILL LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3225
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,981 (change assumption)
    Mortgage ($4,565) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.