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Winter Garden Homes For Sale & Real Estate - 665 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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  • 15594 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $1,258,0008 Days on yellowkey   MLS ID: S5147208

    For Sale S5147208 - 15594 SHOREBIRD LN, WINTER GARDEN, FL 34787 84 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3022
       Built: 2020
    Monthly Fee: $360
       Tax: $17,905 (2025)
    Community: Lakeshore Preserve Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,745 (change assumption)
    Mortgage ($6,893) + Fees ($360) + Taxes in 2025 ($1,492)


    Taxes:$17,905

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 2015 SANDY GARDEN LN, WINTER GARDEN, FL 34787

    $765,000102 Days on yellowkey   MLS ID: O6370025

    For Sale O6370025 - 2015 SANDY GARDEN LN, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3871
       Built: 2015
    Monthly Fee: $113
       Tax: $10,989 (2025)
    Community: Reserve At Carriage Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,220 (change assumption)
    Mortgage ($4,192) + Fees ($113) + Taxes in 2025 ($916)


    Taxes:$10,989

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12112 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $540,000124 Days on yellowkey   MLS ID: O6366467

    REDUCED by $10,000 (1.8%) on 04/14/2026

    For Sale O6366467 - 12112 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2801
       Built: 2021
    Monthly Fee: $192
       Tax: $9,460 (2025)
    Community: Encore At Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,939 (change assumption)
    Mortgage ($2,959) + Fees ($192) + Taxes in 2025 ($788)


    Taxes:$9,460

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14501 GROVE RESORT #1409, WINTER GARDEN, FL 34787

    $389,900337 Days on yellowkey   MLS ID: O6307387

    For Sale O6307387 - 14501 GROVE RESORT #1409, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2016
    Monthly Fee: $889
       Tax: $6,500 (2024)
    Community: Grove Resort Hotel And Spa Hotel Condo 1
    Condo


    Estimated Monthly Payment: $3,567 (change assumption)
    Mortgage ($2,136) + Fees ($889) + Taxes in 2024 ($542)


    Taxes:$6,500

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16788 MUSKGRASS DR, WINTER GARDEN, FL 34787

    $1,600,00039 Days on yellowkey   MLS ID: O6388174

    For Sale O6388174 - 16788 MUSKGRASS DR, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4733
       Built: 2025
    Monthly Fee: $86

    Community: Lake Star At Ovation Phase 1B
    Single Family


    Estimated Monthly Payment: $8,853 (change assumption)
    Mortgage ($8,767) + Fees ($86) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8768 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $1,025,00071 Days on yellowkey   MLS ID: O6378658

    For Sale O6378658 - 8768 SONOMA COAST DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3416
       Built: 2022
    Monthly Fee: $271
       Tax: $11,513 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,847 (change assumption)
    Mortgage ($5,616) + Fees ($271) + Taxes in 2024 ($959)


    Taxes:$11,513

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 5340 BOWMAN DR, WINTER GARDEN, FL 34787

    $2,195,000Listed 04/14/2026 9:21AM   MLS ID: O6398618

    For Sale O6398618 - 5340 BOWMAN DR, WINTER GARDEN, FL 34787 57 photos

    Bed: 5   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 5749
       Built: 2017
    Monthly Fee: $230
       Tax: $16,854 (2026)
    Community: The Cove At Hamlin
    Single Family


    Estimated Monthly Payment: $13,662 (change assumption)
    Mortgage ($12,027) + Fees ($230) + Taxes in 2026 ($1,405)


    Taxes:$16,854

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2026

    Middle School: Bridgewater Middle


  • 16768 SANCTUARY DR, WINTER GARDEN, FL 34787

    $1,575,00085 Days on yellowkey   MLS ID: O6374904

    REDUCED by $15,000 (0.9%) on 04/14/2026

    For Sale O6374904 - 16768 SANCTUARY DR, WINTER GARDEN, FL 34787 82 photos

    Bed: 5   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 4258
       Built: 2021
    Monthly Fee: $165
       Tax: $13,171 (2024)
    Community: Sanctuary/Twin Waters
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,893 (change assumption)
    Mortgage ($8,630) + Fees ($165) + Taxes in 2024 ($1,098)


    Taxes:$13,171

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15312 GILLIGAN CT, WINTER GARDEN, FL 34787

    $1,150,00082 Days on yellowkey   MLS ID: O6372954

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale O6372954 - 15312 GILLIGAN CT, WINTER GARDEN, FL 34787 69 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3652
       Built: 2020
    Monthly Fee: $102
       Tax: $9,787 (2024)
    Community: Winding Bay Ii Llc
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,219 (change assumption)
    Mortgage ($6,301) + Fees ($102) + Taxes in 2024 ($816)


    Taxes:$9,787

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 17156 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $606,44027 Days on yellowkey   MLS ID: G5109791

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale G5109791 - 17156 INGRAM BLUFF DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,463 (change assumption)
    Mortgage ($3,323) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14241 COLONIAL POINTE DR, WINTER GARDEN, FL 34787

    $1,390,00068 Days on yellowkey   MLS ID: O6379808

    3 Days Off yellowkey (back on 4/14/2026)

    For Sale O6379808 - 14241 COLONIAL POINTE DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 7   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5001
       Built: 2017
    Monthly Fee: $215
       Tax: $9,308 (2024)
    Community: Overlook 2 At Hamlin
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,607 (change assumption)
    Mortgage ($7,616) + Fees ($215) + Taxes in 2024 ($776)


    Taxes:$9,308

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 14788 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $617,5001 Day on yellowkey   MLS ID: O6398754

    For Sale O6398754 - 14788 FIELD DAISY DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1992
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,612 (change assumption)
    Mortgage ($3,383) + Fees ($229) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16563 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787

    $414,99046 Days on yellowkey   MLS ID: O6386283

    2 Days Off yellowkey (back on 4/14/2026)

    For Sale O6386283 - 16563 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787 14 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1567
       Built: 2025
    Monthly Fee: $205
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,598 (change assumption)
    Mortgage ($2,274) + Fees ($205) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5074 BREEZY ACRES ST, WINTER GARDEN, FL 34787

    $1,000,0001 Day on yellowkey   MLS ID: O6398835

    For Sale O6398835 - 5074 BREEZY ACRES ST, WINTER GARDEN, FL 34787 60 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4720
       Built: 2021
    Monthly Fee: $115
       Tax: $13,986 (2025)
    Community: Wincey Groves
    Single Family


    Estimated Monthly Payment: $6,760 (change assumption)
    Mortgage ($5,479) + Fees ($115) + Taxes in 2025 ($1,166)


    Taxes:$13,986

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6158 SUNSET ISLE DR, WINTER GARDEN, FL 34787

    $610,0001 Day on yellowkey   MLS ID: O6398755

    For Sale O6398755 - 6158 SUNSET ISLE DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 4   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 2225
       Built: 2014
    Monthly Fee: $195
       Tax: $5,170 (2025)
    Community: Signature Lakes Ph 3B-1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,968 (change assumption)
    Mortgage ($3,342) + Fees ($195) + Taxes in 2025 ($431)


    Taxes:$5,170

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14006 FRASIER STREET, WINTER GARDEN, FL 34787

    $659,0001 Day on yellowkey   MLS ID: O6398760

    For Sale O6398760 - 14006 FRASIER STREET, WINTER GARDEN, FL 34787 79 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2098
       Built: 2023
    Monthly Fee: $100
       Tax: $8,274 (2025)
    Community: Highland Ridge
    Single Family


    Estimated Monthly Payment: $4,400 (change assumption)
    Mortgage ($3,611) + Fees ($100) + Taxes in 2025 ($689)


    Taxes:$8,274

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • WINTER GARDEN, FL 34787

    $1,695,0001 Day on yellowkey   MLS ID: O6396808

    For Sale O6396808 - WINTER GARDEN, FL 34787 61 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2957
       Built: 2015
    Monthly Fee: $235
       Tax: $11,222 (2025)
    Community: Hlckory Hammock Ph 1D
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,458 (change assumption)
    Mortgage ($9,287) + Fees ($235) + Taxes in 2025 ($935)


    Taxes:$11,222

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 940 MARSH REED DR, WINTER GARDEN, FL 34787

    $799,9901 Day on yellowkey   MLS ID: O6397274

    For Sale O6397274 - 940 MARSH REED DR, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3493
       Built: 2015
    Monthly Fee: $128
       Tax: $10,543 (2025)
    Community: Johns Lake Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,390 (change assumption)
    Mortgage ($4,383) + Fees ($128) + Taxes in 2025 ($879)


    Taxes:$10,543

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 883 TILDEN OAKS TRL, WINTER GARDEN, FL 34787

    $1,075,0001 Day on yellowkey   MLS ID: O6393635

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale O6393635 - 883 TILDEN OAKS TRL, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2811
       Built: 2025
    Monthly Fee: $625
       Tax: $3,649 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $6,819 (change assumption)
    Mortgage ($5,890) + Fees ($625) + Taxes in 2025 ($304)


    Taxes:$3,649

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 15543 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787

    $649,800543 Days on yellowkey   MLS ID: O6250356

    0 Days Off yellowkey (back on 1/12/2026)

    For Sale O6250356 - 15543 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3359
       Built: 2001
    Monthly Fee: $233
       Tax: $8,538 (2023)
    Community: Stoneybrook West
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,505 (change assumption)
    Mortgage ($3,560) + Fees ($233) + Taxes in 2023 ($712)


    Taxes:$8,538

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2023

    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.