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Winter Garden Single Family Homes For Sale - 564 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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  • 925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787

    $815,0005 Days on yellowkey   MLS ID: O6402075

    For Sale O6402075 - 925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3580
       Built: 2008
    Monthly Fee: $72
       Tax: $4,880 (2025)
    Community: Covington Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,944 (change assumption)
    Mortgage ($4,466) + Fees ($72) + Taxes in 2025 ($407)


    Taxes:$4,880

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 2217 RICKOVER PL, WINTER GARDEN, FL 34787

    $1,059,00050 Days on yellowkey   MLS ID: O6388647

    1 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $16,000 (1.5%) on 04/20/2026

    For Sale O6388647 - 2217 RICKOVER PL, WINTER GARDEN, FL 34787 49 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4324
       Built: 2008
    Monthly Fee: $260
       Tax: $8,547 (2025)
    Community: Bronsons Lndgs F & M
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,775 (change assumption)
    Mortgage ($5,803) + Fees ($260) + Taxes in 2025 ($712)


    Taxes:$8,547

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15373 LAKE KILLARNEY CT, WINTER GARDEN, FL 34787

    $820,00033 Days on yellowkey   MLS ID: O6394209

    2 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $9,000 (1.1%) on 04/11/2026

    For Sale O6394209 - 15373 LAKE KILLARNEY CT, WINTER GARDEN, FL 34787 53 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3623
       Built: 2023
    Monthly Fee: $160
       Tax: $12,032 (2025)
    Community: Lakeside At Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,656 (change assumption)
    Mortgage ($4,493) + Fees ($160) + Taxes in 2025 ($1,003)


    Taxes:$12,032

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $535,00028 Days on yellowkey   MLS ID: O6395079

    REDUCED by $10,000 (1.8%) on 04/17/2026

    For Sale O6395079 - 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2049
       Built: 2014
    Monthly Fee: $252
       Tax: $3,824 (2025)
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


    Estimated Monthly Payment: $3,502 (change assumption)
    Mortgage ($2,931) + Fees ($252) + Taxes in 2025 ($319)


    Taxes:$3,824

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 4878 CORAL BEAN ALY, WINTER GARDEN, FL 34787

    $529,00034 Days on yellowkey   MLS ID: O6394112

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale O6394112 - 4878 CORAL BEAN ALY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 2024
    Monthly Fee: $165
       Tax: $8,244 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $3,751 (change assumption)
    Mortgage ($2,899) + Fees ($165) + Taxes in 2025 ($687)


    Taxes:$8,244

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10625 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $589,000174 Days on yellowkey   MLS ID: O6357589

    For Sale O6357589 - 10625 ATWATER BAY DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2019
    Monthly Fee: $245
       Tax: $5,426 (2024)
    Community: Waterleigh Ph 2D
    Single Family


    Estimated Monthly Payment: $3,924 (change assumption)
    Mortgage ($3,227) + Fees ($245) + Taxes in 2024 ($452)


    Taxes:$5,426

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 4136 WILLOW BAY DR, WINTER GARDEN, FL 34787

    $655,00019 Days on yellowkey   MLS ID: R4911030

    1 Days Off yellowkey (back on 4/27/2026)

    For Sale R4911030 - 4136 WILLOW BAY DR, WINTER GARDEN, FL 34787 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2472
       Built: 2001
    Monthly Fee: $315
       Tax: $8,781 (2025)
    Community: Woodbridge On Green
    Single Family


    Estimated Monthly Payment: $4,636 (change assumption)
    Mortgage ($3,589) + Fees ($315) + Taxes in 2025 ($732)


    Taxes:$8,781

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 869 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $530,000170 Days on yellowkey   MLS ID: O6358341

    REDUCED by $5,000 (0.9%) on 04/27/2026

    For Sale O6358341 - 869 BENDING OAK TRL, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1975
       Built: 2012
    Monthly Fee: $109
       Tax: $5,262 (2024)
    Community: Oaks/Brandy Lake 01 Rep A & B
    Single Family


    Estimated Monthly Payment: $3,451 (change assumption)
    Mortgage ($2,904) + Fees ($109) + Taxes in 2024 ($438)


    Taxes:$5,262

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9355 TYRELLA PINE TRL, WINTER GARDEN, FL 34787

    $475,00035 Days on yellowkey   MLS ID: O6391856

    For Sale O6391856 - 9355 TYRELLA PINE TRL, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1670
       Built: 2016
    Monthly Fee: $148
       Tax: $657 (2025)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $2,805 (change assumption)
    Mortgage ($2,603) + Fees ($148) + Taxes in 2025 ($55)


    Taxes:$657

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15878 MOONLIGHT BAY ST, WINTER GARDEN, FL 34787

    $540,00065 Days on yellowkey   MLS ID: O6384745

    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


  • 10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $1,100,0003 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


  • 16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787

    $1,459,90065 Days on yellowkey   MLS ID: S5144064

    For Sale S5144064 - 16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4263
       Built: 2017
    Monthly Fee: $178
       Tax: $16,938 (2024)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $9,589 (change assumption)
    Mortgage ($7,999) + Fees ($178) + Taxes in 2024 ($1,411)


    Taxes:$16,938

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15162 CANOPY COVER DR, WINTER GARDEN, FL 34787

    $885,000152 Days on yellowkey   MLS ID: S5139203

    For Sale S5139203 - 15162 CANOPY COVER DR, WINTER GARDEN, FL 34787 70 photos

    Bed: 2   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2049
       Built: 2023
    Monthly Fee: $545
       Tax: $1,939 (2023)
    Community: Del Webb Oasis Phase 2
    Single Family


    Estimated Monthly Payment: $5,556 (change assumption)
    Mortgage ($4,849) + Fees ($545) + Taxes in 2023 ($162)


    Taxes:$1,939

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 199 E CREST AVE, WINTER GARDEN, FL 34787

    $525,0006 Days on yellowkey   MLS ID: O6401923

    For Sale O6401923 - 199 E CREST AVE, WINTER GARDEN, FL 34787 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1659
       Built: 1984   Tax: $6,857 (2025)
    Community: Garden Heights Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,448 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($571)


    Taxes:$6,857

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16140 HARBOR MIST ALY, WINTER GARDEN, FL 34787

    $565,000146 Days on yellowkey   MLS ID: O6365057

    For Sale O6365057 - 16140 HARBOR MIST ALY, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2018
    Monthly Fee: $245
       Tax: $8,615 (2025)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $4,059 (change assumption)
    Mortgage ($3,096) + Fees ($245) + Taxes in 2025 ($718)


    Taxes:$8,615

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13212 SOCIAL LN, WINTER GARDEN, FL 34787

    $595,00013 Days on yellowkey   MLS ID: O6398708

    For Sale O6398708 - 13212 SOCIAL LN, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2526
       Built: 2005
    Monthly Fee: $100
       Tax: $4,474 (2025)
    Community: Regency Oaks F
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,733 (change assumption)
    Mortgage ($3,260) + Fees ($100) + Taxes in 2025 ($373)


    Taxes:$4,474

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 8114 SAYINGS DR, WINTER GARDEN, FL 34787

    $780,0006 Days on yellowkey   MLS ID: O6401941

    For Sale O6401941 - 8114 SAYINGS DR, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3284
       Built: 2023
    Monthly Fee: $221
       Tax: $9,107 (2025)
    Community: Storey Grove Ph 4
    Single Family


    Estimated Monthly Payment: $5,254 (change assumption)
    Mortgage ($4,274) + Fees ($221) + Taxes in 2025 ($759)


    Taxes:$9,107

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16749 HARPER COVE DR, WINTER GARDEN, FL 34787

    $515,00010 Days on yellowkey   MLS ID: O6400511

    For Sale O6400511 - 16749 HARPER COVE DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2019
    Monthly Fee: $257
       Tax: $7,287 (2024)
    Community: Waterleigh Ph 2C-1
    Single Family


    Estimated Monthly Payment: $3,686 (change assumption)
    Mortgage ($2,822) + Fees ($257) + Taxes in 2024 ($607)


    Taxes:$7,287

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15555 PANTHER LAKE DR, WINTER GARDEN, FL 34787

    $2,000,00012 Days on yellowkey   MLS ID: O6400010

    For Sale O6400010 - 15555 PANTHER LAKE DR, WINTER GARDEN, FL 34787 45 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: $13,771 (change assumption)
    Mortgage ($10,959) + Fees ($431) + Taxes in 2025 ($2,381)


    Taxes:$28,576

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4863 LACEWING DR, WINTER GARDEN, FL 34787

    $540,00020 Days on yellowkey   MLS ID: O6397857

    For Sale O6397857 - 4863 LACEWING DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1788
       Built: 2023
    Monthly Fee: $171
       Tax: $6,905 (2025)
    Community: Silverleaf Reserve Bungalows
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,705 (change assumption)
    Mortgage ($2,959) + Fees ($171) + Taxes in 2025 ($575)


    Taxes:$6,905

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School




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.