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Winter Garden Single Family Homes For Sale - 502 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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  • 156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787

    $1,200,00040 Days on yellowkey   MLS ID: O6384801

    For Sale O6384801 - 156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787 62 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3170
       Built: 2018
    Monthly Fee: $188
       Tax: $7,979 (2024)
    Community: Stanton Estates
    Single Family


    Estimated Monthly Payment: $7,428 (change assumption)
    Mortgage ($6,575) + Fees ($188) + Taxes in 2024 ($665)


    Taxes:$7,979

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 14680 BLACK CHERRY TRL, WINTER GARDEN, FL 34787

    $629,00012 Days on yellowkey   MLS ID: O6394614

    For Sale O6394614 - 14680 BLACK CHERRY TRL, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2233
       Built: 2006
    Monthly Fee: $186
       Tax: $8,692 (2025)
    Community: Signature Lakes Prcl 01C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,357 (change assumption)
    Mortgage ($3,446) + Fees ($186) + Taxes in 2025 ($724)


    Taxes:$8,692

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $1,150,00032 Days on yellowkey   MLS ID: O6390569

    For Sale O6390569 - 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2986
       Built: 2024
    Monthly Fee: $225
       Tax: $2,420 (2024)
    Community: Avalon Ridge
    Single Family


    Estimated Monthly Payment: $6,728 (change assumption)
    Mortgage ($6,301) + Fees ($225) + Taxes in 2024 ($202)


    Taxes:$2,420

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15878 MOONLIGHT BAY ST, WINTER GARDEN, FL 34787

    $565,00050 Days on yellowkey   MLS ID: O6384745

    REDUCED by $10,000 (1.7%) on 04/06/2026

    For Sale O6384745 - 15878 MOONLIGHT BAY ST, WINTER GARDEN, FL 34787 63 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2472
       Built: 2021
    Monthly Fee: $257
       Tax: $7,417 (2025)
    Community: Waterleigh Ph 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $3,971 (change assumption)
    Mortgage ($3,096) + Fees ($257) + Taxes in 2025 ($618)


    Taxes:$7,417

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17222 DANCY ORANGE CT, WINTER GARDEN, FL 34787

    $965,00053 Days on yellowkey   MLS ID: O6383910

    REDUCED by $25,000 (2.5%) on 04/06/2026

    For Sale O6383910 - 17222 DANCY ORANGE CT, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3787
       Built: 2023
    Monthly Fee: $83
       Tax: $11,862 (2024)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $6,359 (change assumption)
    Mortgage ($5,288) + Fees ($83) + Taxes in 2024 ($989)


    Taxes:$11,862

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 6108 LEWIS AND CLARK AVE, WINTER GARDEN, FL 34787

    $460,000158 Days on yellowkey   MLS ID: O6358731

    1 Days Off yellowkey (back on 4/6/2026)

    For Sale O6358731 - 6108 LEWIS AND CLARK AVE, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2013
    Monthly Fee: $180
       Tax: $6,404 (2024)
    Community: Signature Lakes Ph 2
    Single Family


    Estimated Monthly Payment: $3,234 (change assumption)
    Mortgage ($2,520) + Fees ($180) + Taxes in 2024 ($534)


    Taxes:$6,404

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5931 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $829,965208 Days on yellowkey   MLS ID: G5102265

    0 Days Off yellowkey (back on 9/18/2025)

    For Sale G5102265 - 5931 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,698 (change assumption)
    Mortgage ($4,548) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 730 RIVER GRASS LN, WINTER GARDEN, FL 34787

    $649,90079 Days on yellowkey   MLS ID: G5107248

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

    For Sale G5107248 - 730 RIVER GRASS LN, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2647
       Built: 2014
    Monthly Fee: $72
       Tax: $3,572 (2024)
    Community: Covington Chase Ph 2C
    Single Family


    Estimated Monthly Payment: $3,931 (change assumption)
    Mortgage ($3,561) + Fees ($72) + Taxes in 2024 ($298)


    Taxes:$3,572

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13846 FRESH IVY ST, WINTER GARDEN, FL 34787

    $649,900196 Days on yellowkey   MLS ID: O6346706

    For Sale O6346706 - 13846 FRESH IVY ST, WINTER GARDEN, FL 34787 51 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2108
       Built: 2024
    Monthly Fee: $534
       Tax: $2,180 (2024)
    Community: Del Webb Oasis Ph 3
    Single Family


    Estimated Monthly Payment: $4,277 (change assumption)
    Mortgage ($3,561) + Fees ($534) + Taxes in 2024 ($182)


    Taxes:$2,180

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14326 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787

    $511,50045 Days on yellowkey   MLS ID: O6386513

    For Sale O6386513 - 14326 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2018
    Monthly Fee: $249
       Tax: $4,788 (2024)
    Community: Lakeview Pointe/Horizon West P
    Single Family


    Estimated Monthly Payment: $3,451 (change assumption)
    Mortgage ($2,803) + Fees ($249) + Taxes in 2024 ($399)


    Taxes:$4,788

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 12934 CANOPY WOODS WAY WAY, WINTER GARDEN, FL 34787

    $1,370,00030 Days on yellowkey   MLS ID: O6390704

    For Sale O6390704 - 12934 CANOPY WOODS WAY WAY, WINTER GARDEN, FL 34787 88 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3665
       Built: 2018
    Monthly Fee: $299
       Tax: $12,379 (2025)
    Community: Canopy Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $8,837 (change assumption)
    Mortgage ($7,507) + Fees ($299) + Taxes in 2025 ($1,032)


    Taxes:$12,379

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1021 TEMPLE GROVE PL, WINTER GARDEN, FL 34787

    $1,995,00041 Days on yellowkey   MLS ID: O6387876

    For Sale O6387876 - 1021 TEMPLE GROVE PL, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3185
       Built: 2020   Tax: $17,100 (2025)
    Community: Emerald Acres
    Single Family


    Estimated Monthly Payment: $12,356 (change assumption)
    Mortgage ($10,931) + Taxes in 2025 ($1,425)


    Taxes:$17,100

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15050 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $650,00096 Days on yellowkey   MLS ID: O6371639

    For Sale O6371639 - 15050 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 63 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2471
       Built: 2024
    Monthly Fee: $229
       Tax: $1,433 (2024)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $3,910 (change assumption)
    Mortgage ($3,562) + Fees ($229) + Taxes in 2024 ($119)


    Taxes:$1,433

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 3439 BUOY CIR, WINTER GARDEN, FL 34787

    $748,00028 Days on yellowkey   MLS ID: O6386482

    For Sale O6386482 - 3439 BUOY CIR, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 2920
       Built: 2019
    Monthly Fee: $152
       Tax: $7,013 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $4,835 (change assumption)
    Mortgage ($4,099) + Fees ($152) + Taxes in 2025 ($584)


    Taxes:$7,013

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787

    $970,00045 Days on yellowkey   MLS ID: O6386394

    For Sale O6386394 - 9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3087
       Built: 2018
    Monthly Fee: $164
       Tax: $11,801 (2025)
    Community: Watermark Ph 2B
    Single Family


    Estimated Monthly Payment: $6,462 (change assumption)
    Mortgage ($5,315) + Fees ($164) + Taxes in 2025 ($983)


    Taxes:$11,801

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5531 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $610,00075 Days on yellowkey   MLS ID: O6378167

    For Sale O6378167 - 5531 CYPRESS HILL RD, WINTER GARDEN, FL 34787 62 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2204
       Built: 2016
    Monthly Fee: $188
       Tax: $8,644 (2025)
    Community: Orchard Hills Ph 2 Signature Lakes
    Single Family


    Estimated Monthly Payment: $4,251 (change assumption)
    Mortgage ($3,342) + Fees ($188) + Taxes in 2025 ($720)


    Taxes:$8,644

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15518 HONEY MANDARIN WAY, WINTER GARDEN, FL 34787

    $869,90011 Days on yellowkey   MLS ID: O6396204

    For Sale O6396204 - 15518 HONEY MANDARIN WAY, WINTER GARDEN, FL 34787 70 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3640
       Built: 2018
    Monthly Fee: $113
       Tax: $11,489 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $5,837 (change assumption)
    Mortgage ($4,766) + Fees ($113) + Taxes in 2025 ($957)


    Taxes:$11,489

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 4004 REX DR, WINTER GARDEN, FL 34787

    $2,900,00011 Days on yellowkey   MLS ID: O6395737

    For Sale O6395737 - 4004 REX DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1804
       Built: 1971   Tax: $3,688 (2025)
    Community: Lake Avalon Groves Rep
    Single Family


    Estimated Monthly Payment: $16,197 (change assumption)
    Mortgage ($15,890) + Taxes in 2025 ($307)


    Taxes:$3,688

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12025 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $1,325,00011 Days on yellowkey   MLS ID: O6395850

    For Sale O6395850 - 12025 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 98 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4321
       Built: 2020
    Monthly Fee: $192
       Tax: $15,050 (2025)
    Community: Encore/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $8,706 (change assumption)
    Mortgage ($7,260) + Fees ($192) + Taxes in 2025 ($1,254)


    Taxes:$15,050

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17865 ADRIFT RD, WINTER GARDEN, FL 34787

    $599,000265 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




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.