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Winter Garden Homes For Sale & Real Estate - 795 homes

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

Location: Winter Garden

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  • 1966 PANTHEON DR, WINTER GARDEN, FL 34787

    $525,00065 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


  • 849 SHADOWMOSS DR, WINTER GARDEN, FL 34787

    $750,00013 Days on yellowkey   MLS ID: O6402463

    For Sale O6402463 - 849 SHADOWMOSS DR, WINTER GARDEN, FL 34787 11 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2620
       Built: 2003
    Monthly Fee: $64
       Tax: $5,153 (2025)
    Community: Westfield 03 Ph-B A-M
    Single Family


    Estimated Monthly Payment: $4,603 (change assumption)
    Mortgage ($4,109) + Fees ($64) + Taxes in 2025 ($429)


    Taxes:$5,153

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15558 SANDFIELD LOOP, WINTER GARDEN, FL 34787

    $765,00045 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


  • 17029 VOLUME ALY, WINTER GARDEN, FL 34787

    $409,000110 Days on yellowkey   MLS ID: O6375210

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

    For Sale O6375210 - 17029 VOLUME ALY, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1717
       Built: 2020
    Monthly Fee: $268
       Tax: $6,216 (2025)
    Community: Storey Grove Ph 1B-4A
    Townhouse


    Estimated Monthly Payment: $3,027 (change assumption)
    Mortgage ($2,241) + Fees ($268) + Taxes in 2025 ($518)


    Taxes:$6,216

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9849 LOST CREEK DR, WINTER GARDEN, FL 34787

    $990,000535 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


  • 16256 MISTY HILLS AVE, WINTER GARDEN, FL 34787

    $629,000130 Days on yellowkey   MLS ID: O6369818

    REDUCED by $19,000 (2.9%) on 05/08/2026

    For Sale O6369818 - 16256 MISTY HILLS AVE, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2240
       Built: 2020
    Monthly Fee: $115
       Tax: $9,333 (2024)
    Community: Wincey Grvs Ph 1
    Single Family


    Estimated Monthly Payment: $4,339 (change assumption)
    Mortgage ($3,446) + Fees ($115) + Taxes in 2024 ($778)


    Taxes:$9,333

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 18041 CIDER MILL LN, WINTER GARDEN, FL 34787

    $833,19186 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


  • 9231 GRAND ISLAND WAY, WINTER GARDEN, FL 34787

    $495,0003 Days on yellowkey   MLS ID: O6405710

    For Sale O6405710 - 9231 GRAND ISLAND WAY, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2060
       Built: 2017
    Monthly Fee: $154
       Tax: $6,732 (2025)
    Community: Lakeside
    Single Family


    Estimated Monthly Payment: $3,427 (change assumption)
    Mortgage ($2,712) + Fees ($154) + Taxes in 2025 ($561)


    Taxes:$6,732

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9827 BEACH PORT DR, WINTER GARDEN, FL 34787

    $1,374,9903 Days on yellowkey   MLS ID: O6405480

    For Sale O6405480 - 9827 BEACH PORT DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2020
    Monthly Fee: $259
       Tax: $11,122 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,720 (change assumption)
    Mortgage ($7,534) + Fees ($259) + Taxes in 2025 ($927)


    Taxes:$11,122

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5139 LAKE HAMLIN TRL, WINTER GARDEN, FL 34787

    $699,0003 Days on yellowkey   MLS ID: O6404614

    For Sale O6404614 - 5139 LAKE HAMLIN TRL, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2742
       Built: 2023
    Monthly Fee: $271
       Tax: $8,755 (2025)
    Community: Lakeside At Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,831 (change assumption)
    Mortgage ($3,830) + Fees ($271) + Taxes in 2025 ($730)


    Taxes:$8,755

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16754 OAKBORO ST, WINTER GARDEN, FL 34787

    $558,0003 Days on yellowkey   MLS ID: O6404652

    For Sale O6404652 - 16754 OAKBORO ST, WINTER GARDEN, FL 34787 86 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2020
    Monthly Fee: $254
       Tax: $8,808 (2025)
    Community: Waterleigh Ph 3B 3C 3D
    Single Family


    Estimated Monthly Payment: $4,045 (change assumption)
    Mortgage ($3,057) + Fees ($254) + Taxes in 2025 ($734)


    Taxes:$8,808

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 10187 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $689,0003 Days on yellowkey   MLS ID: O6404599

    For Sale O6404599 - 10187 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 83 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2840
       Built: 2020
    Monthly Fee: $250
       Tax: $9,595 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Single Family


    Estimated Monthly Payment: $4,825 (change assumption)
    Mortgage ($3,775) + Fees ($250) + Taxes in 2025 ($800)


    Taxes:$9,595

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 897 LANDRUM DR, WINTER GARDEN, FL 34787

    $899,9003 Days on yellowkey   MLS ID: O6404632

    For Sale O6404632 - 897 LANDRUM DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3012
       Built: 2013
    Monthly Fee: $208
       Tax: $6,263 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $5,661 (change assumption)
    Mortgage ($4,931) + Fees ($208) + Taxes in 2025 ($522)


    Taxes:$6,263

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 15157 AQUA SOL LN, WINTER GARDEN, FL 34787

    $455,9003 Days on yellowkey   MLS ID: S5149095

    For Sale S5149095 - 15157 AQUA SOL LN, WINTER GARDEN, FL 34787 40 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1574
       Built: 2024
    Monthly Fee: $725
       Tax: $6,503 (2025)
    Community: Del Webb Oasis
    Villa


    Estimated Monthly Payment: $3,765 (change assumption)
    Mortgage ($2,498) + Fees ($725) + Taxes in 2025 ($542)


    Taxes:$6,503

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • WINTER GARDEN, FL 34787

    $688,78939 Days on yellowkey   MLS ID: G5110452

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

    For Sale G5110452 - WINTER GARDEN, FL 34787 2 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3117
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,924 (change assumption)
    Mortgage ($3,774) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5931 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $829,965234 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


  • 1286 WINTER GREEN WAY, WINTER GARDEN, FL 34787

    $229,900176 Days on yellowkey   MLS ID: G5104510

    REDUCED by $10,000 (4.2%) on 05/04/2026

    For Sale G5104510 - 1286 WINTER GREEN WAY, WINTER GARDEN, FL 34787 30 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1144
       Built: 1985
    Monthly Fee: $63
       Tax: $1,159 (2024)
    Community: Village Grove Ph 02
    Townhouse


    Estimated Monthly Payment: $1,419 (change assumption)
    Mortgage ($1,260) + Fees ($63) + Taxes in 2024 ($97)


    Taxes:$1,159

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16031 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787

    $560,0007 Days on yellowkey   MLS ID: O6404448

    For Sale O6404448 - 16031 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2487
       Built: 2018
    Monthly Fee: $257
       Tax: $9,371 (2025)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $4,106 (change assumption)
    Mortgage ($3,068) + Fees ($257) + Taxes in 2025 ($781)


    Taxes:$9,371

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787

    $425,00012 Days on yellowkey   MLS ID: O6403033

    0 Days Off yellowkey (back on 5/7/2026)

    For Sale O6403033 - 1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787 5 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1699
       Built: 1995
    Monthly Fee: $50
       Tax: $1,352 (2025)
    Community: Crown Point Springs Ut 2
    Single Family


    Estimated Monthly Payment: $2,491 (change assumption)
    Mortgage ($2,329) + Fees ($50) + Taxes in 2025 ($113)


    Taxes:$1,352

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 13705 GOLDEN RUSSET DR, WINTER GARDEN, FL 34787

    $359,90056 Days on yellowkey   MLS ID: O6390740

    0 Days Off yellowkey (back on 5/7/2026)

    REDUCED by $10,000 (2.7%) on 04/16/2026

    For Sale O6390740 - 13705 GOLDEN RUSSET DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1590
       Built: 2007
    Monthly Fee: $333
       Tax: $4,756 (2025)
    Community: Orchard A1-A26 B1 B2 C D1-D4
    Townhouse


    Estimated Monthly Payment: $2,701 (change assumption)
    Mortgage ($1,972) + Fees ($333) + Taxes in 2025 ($396)


    Taxes:$4,756

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle




Why Bother Searching Elsewhere for Winter Garden Homes for Sale and Other Real Estate?

Winter Garden home, townhome, condo, villa, and other listing sales 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 houses for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden Real Estate. 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 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.