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Winter Garden Single Family Homes For Sale - 596 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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  • 10361 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787

    $550,00012 Days on yellowkey   MLS ID: S5148904

    For Sale S5148904 - 10361 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2204
       Built: 2020
    Monthly Fee: $162
       Tax: $5,953 (2024)
    Community: Watermark Ph 4
    Single Family


    Estimated Monthly Payment: $3,672 (change assumption)
    Mortgage ($3,014) + Fees ($162) + Taxes in 2024 ($496)


    Taxes:$5,953

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 11271 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $869,99612 Days on yellowkey   MLS ID: O6403252

    For Sale O6403252 - 11271 HOLLOW BAY DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2866
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,132 (change assumption)
    Mortgage ($4,767) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14372 SUNBRIDGE CIR, WINTER GARDEN, FL 34787

    $745,000191 Days on yellowkey   MLS ID: O6356579

    REDUCED by $30,000 (3.9%) on 04/29/2026

    For Sale O6356579 - 14372 SUNBRIDGE CIR, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3468
       Built: 2016
    Monthly Fee: $166
       Tax: $5,745 (2023)
    Community: Bradford Crk Ph Ii
    Single Family


    Estimated Monthly Payment: $4,727 (change assumption)
    Mortgage ($4,082) + Fees ($166) + Taxes in 2023 ($479)


    Taxes:$5,745

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2023

    Middle School: SunRidge Middle


  • 723 SUNBURST COVE LN, WINTER GARDEN, FL 34787

    $555,00035 Days on yellowkey   MLS ID: S5145002

    0 Days Off yellowkey (back on 4/28/2026)

    For Sale S5145002 - 723 SUNBURST COVE LN, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2189
       Built: 2000
    Monthly Fee: $44
       Tax: $4,217 (2025)
    Community: Orange Cove
    Single Family


    Estimated Monthly Payment: $3,436 (change assumption)
    Mortgage ($3,041) + Fees ($44) + Taxes in 2025 ($351)


    Taxes:$4,217

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787

    $684,99046 Days on yellowkey   MLS ID: O6393877

    0 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $5,000 (0.7%) on 04/16/2026

    For Sale O6393877 - 12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3460
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $3,849 (change assumption)
    Mortgage ($3,753) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 2202 ROMANUM DR, WINTER GARDEN, FL 34787

    $585,00025 Days on yellowkey   MLS ID: O6398743

    For Sale O6398743 - 2202 ROMANUM DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1889
       Built: 2015
    Monthly Fee: $211
       Tax: $3,839 (2025)
    Community: Alexander Ridge
    Single Family


    Estimated Monthly Payment: $3,736 (change assumption)
    Mortgage ($3,205) + Fees ($211) + Taxes in 2025 ($320)


    Taxes:$3,839

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16331 TALIESIN ST, WINTER GARDEN, FL 34787

    $815,00071 Days on yellowkey   MLS ID: O6385168

    0 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $14,000 (1.7%) on 04/16/2026

    For Sale O6385168 - 16331 TALIESIN ST, WINTER GARDEN, FL 34787 75 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3104
       Built: 2020
    Monthly Fee: $115
       Tax: $7,882 (2025)
    Community: Hawksmoor Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,237 (change assumption)
    Mortgage ($4,466) + Fees ($115) + Taxes in 2025 ($657)


    Taxes:$7,882

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5439 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787

    $620,000185 Days on yellowkey   MLS ID: L4957156

    For Sale L4957156 - 5439 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2240
       Built: 2020
    Monthly Fee: $115
       Tax: $6,145 (2024)
    Community: Wincey Groves
    Single Family


    Estimated Monthly Payment: $4,024 (change assumption)
    Mortgage ($3,397) + Fees ($115) + Taxes in 2024 ($512)


    Taxes:$6,145

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15878 MOONLIGHT BAY ST, WINTER GARDEN, FL 34787

    $540,00077 Days on yellowkey   MLS ID: O6384745

    0 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $19,000 (3.4%) on 04/27/2026

    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
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,834 (change assumption)
    Mortgage ($2,959) + 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


  • 10007 LITTLE ALCOVE LOOP, WINTER GARDEN, FL 34787

    $999,990273 Days on yellowkey   MLS ID: S5132434

    For Sale S5132434 - 10007 LITTLE ALCOVE LOOP, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2921
       Built: 2018
    Monthly Fee: $250
       Tax: $6,381 (2024)
    Community: Waterleigh Ph 2B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,261 (change assumption)
    Mortgage ($5,479) + Fees ($250) + Taxes in 2024 ($532)


    Taxes:$6,381

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 17335 BEACHGRASS ALY, WINTER GARDEN, FL 34787

    $559,990270 Days on yellowkey   MLS ID: O6335800

    0 Days Off yellowkey (back on 4/28/2026)

    For Sale O6335800 - 17335 BEACHGRASS ALY, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2341
       Built: 2025
    Monthly Fee: $172
       Tax: $7,430 (2024)
    Community: Lake Star At Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,860 (change assumption)
    Mortgage ($3,068) + Fees ($172) + Taxes in 2024 ($619)


    Taxes:$7,430

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15196 NEWTONIA ST, WINTER GARDEN, FL 34787

    $615,00068 Days on yellowkey   MLS ID: O6387201

    1 Days Off yellowkey (back on 4/29/2026)

    For Sale O6387201 - 15196 NEWTONIA ST, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2326
       Built: 2018
    Monthly Fee: $328
       Tax: $8,216 (2024)
    Community: Overlook 2/Hamlin Ph 2 & 5
    Single Family


    Estimated Monthly Payment: $4,382 (change assumption)
    Mortgage ($3,370) + Fees ($328) + Taxes in 2024 ($685)


    Taxes:$8,216

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 14843 ELLINGSWORTH LN, WINTER GARDEN, FL 34787

    $799,90079 Days on yellowkey   MLS ID: O6384593

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

    For Sale O6384593 - 14843 ELLINGSWORTH LN, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2583
       Built: 2018
    Monthly Fee: $210
       Tax: $5,772 (2024)
    Community: Oxford Chase
    Single Family


    Estimated Monthly Payment: $5,074 (change assumption)
    Mortgage ($4,383) + Fees ($210) + Taxes in 2024 ($481)


    Taxes:$5,772

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 615 SIGLER DR, WINTER GARDEN, FL 34787

    $899,84069 Days on yellowkey   MLS ID: O6387120

    For Sale O6387120 - 615 SIGLER DR, WINTER GARDEN, FL 34787 13 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2432
       Built: 2026
    Monthly Fee: $155
       Tax: $99,279 (2025)
    Community: Lakeview Village Estates
    Single Family


    Estimated Monthly Payment: $13,359 (change assumption)
    Mortgage ($4,931) + Fees ($155) + Taxes in 2025 ($8,273)


    Taxes:$99,279

    Elementary School: Dillard Street Elem

    High School: None

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $1,100,00015 Days on yellowkey   MLS ID: O6402434

    For Sale O6402434 - 10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2758
       Built: 2020
    Monthly Fee: $250
       Tax: $7,946 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Single Family


    Estimated Monthly Payment: $6,939 (change assumption)
    Mortgage ($6,027) + Fees ($250) + Taxes in 2025 ($662)


    Taxes:$7,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $549,90069 Days on yellowkey   MLS ID: TB8482364

    REDUCED by $50,099 (8.3%) on 04/29/2026

    For Sale TB8482364 - 8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2016
    Monthly Fee: $335
       Tax: $7,983 (2025)
    Community: Waterleigh Ph 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,013 (change assumption)
    Mortgage ($3,013) + Fees ($335) + Taxes in 2025 ($665)


    Taxes:$7,983

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14354 WABASSO LOOP, WINTER GARDEN, FL 34787

    $939,00045 Days on yellowkey   MLS ID: O6392378

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale O6392378 - 14354 WABASSO LOOP, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2022
    Monthly Fee: $200
       Tax: $11,249 (2025)
    Community: Tilden Place/Winter Garden
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,282 (change assumption)
    Mortgage ($5,145) + Fees ($200) + Taxes in 2025 ($937)


    Taxes:$11,249

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14326 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787

    $511,50072 Days on yellowkey   MLS ID: O6386513

    0 Days Off yellowkey (back on 4/21/2026)

    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


  • 16827 SANCTUARY DR, WINTER GARDEN, FL 34787

    $998,00016 Days on yellowkey   MLS ID: S5148416

    For Sale S5148416 - 16827 SANCTUARY DR, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2281
       Built: 2020
    Monthly Fee: $165
       Tax: $6,024 (2025)
    Community: Sanctuary/Twin Waters
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,135 (change assumption)
    Mortgage ($5,468) + Fees ($165) + Taxes in 2025 ($502)


    Taxes:$6,024

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17005 ARROWHEAD BLVD, WINTER GARDEN, FL 34787

    $615,00020 Days on yellowkey   MLS ID: O6401039

    For Sale O6401039 - 17005 ARROWHEAD BLVD, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1655
       Built: 1983   Tax: $5,400 (2025)
    Community: Arrowhead Lakes
    Single Family


    Estimated Monthly Payment: $3,820 (change assumption)
    Mortgage ($3,370) + Taxes in 2025 ($450)


    Taxes:$5,400

    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.