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Winter Garden Homes For Sale & Real Estate - 947 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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  • 7078 TWILIGHT BAY DR, WINTER GARDEN, FL 34787

    $462,50097 Days on yellowkey   MLS ID: O6391631

    0 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $6,400 (1.4%) on 05/21/2026

    For Sale O6391631 - 7078 TWILIGHT BAY DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2032
       Built: 2023
    Monthly Fee: $181
       Tax: $6,923 (2025)
    Community: Mezzano
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $3,292 (change assumption)
    Mortgage ($2,534) + Fees ($181) + Taxes in 2025 ($577)


    Taxes:$6,923

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1156 CIVITAS WAY, WINTER GARDEN, FL 34787

    $1,225,000119 Days on yellowkey   MLS ID: O6385496

    REDUCED by $24,000 (1.9%) on 06/23/2026

    For Sale O6385496 - 1156 CIVITAS WAY, WINTER GARDEN, FL 34787 76 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2710
       Built: 2022
    Monthly Fee: $208
       Tax: $11,208 (2024)
    Community: Oakland Parkb-1
    Single Family


    Estimated Monthly Payment: $7,854 (change assumption)
    Mortgage ($6,712) + Fees ($208) + Taxes in 2024 ($934)


    Taxes:$11,208

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6246 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787

    $424,49025 Days on yellowkey   MLS ID: O6412223

    1 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $16,000 (3.6%) on 06/02/2026

    For Sale O6412223 - 6246 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1553
       Built: 2026
    Monthly Fee: $286
       Tax: $1,227 (2025)
    Community: Silverleaf Oaks
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,714 (change assumption)
    Mortgage ($2,326) + Fees ($286) + Taxes in 2025 ($102)


    Taxes:$1,227

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13619 LAKE BLVD, WINTER GARDEN, FL 34787

    $525,000Listed 06/23/2026 8:15PM   MLS ID: G5113480

    For Sale G5113480 - 13619 LAKE BLVD, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1440
       Built: 1961   Tax: $5,352 (2025)
    Community: Edgewater Beach
    Single Family


    Estimated Monthly Payment: $3,323 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($446)


    Taxes:$5,352

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9481 EMERALD BERRY DR, WINTER GARDEN, FL 34787

    $789,99013 Days on yellowkey   MLS ID: O6414779

    For Sale O6414779 - 9481 EMERALD BERRY DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2569
       Built: 2023
    Monthly Fee: $99
       Tax: $9,756 (2025)
    Community: Summerlake Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,241 (change assumption)
    Mortgage ($4,329) + Fees ($99) + Taxes in 2025 ($813)


    Taxes:$9,756

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16006 GILDEN WAY, WINTER GARDEN, FL 34787

    $1,084,99989 Days on yellowkey   MLS ID: O6392997

    REDUCED by $1 (0.0%) on 05/01/2026

    For Sale O6392997 - 16006 GILDEN WAY, WINTER GARDEN, FL 34787 67 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3617
       Built: 2023
    Monthly Fee: $225
       Tax: $12,929 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $7,247 (change assumption)
    Mortgage ($5,945) + Fees ($225) + Taxes in 2025 ($1,077)


    Taxes:$12,929

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1338 UNION CLUB DR, WINTER GARDEN, FL 34787

    $890,00015 Days on yellowkey   MLS ID: O6412710

    REDUCED by $10,000 (1.1%) on 06/10/2026

    For Sale O6412710 - 1338 UNION CLUB DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2637
       Built: 2014
    Monthly Fee: $208
       Tax: $13,895 (2025)
    Community: Oakland Parka
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,243 (change assumption)
    Mortgage ($4,877) + Fees ($208) + Taxes in 2025 ($1,158)


    Taxes:$13,895

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5545 BOWMAN DR, WINTER GARDEN, FL 34787

    $480,00042 Days on yellowkey   MLS ID: O6407484

    REDUCED by $5,000 (1.0%) on 06/04/2026

    For Sale O6407484 - 5545 BOWMAN DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1998
       Built: 2016
    Monthly Fee: $339
       Tax: $7,894 (2025)
    Community: Overlook 2/Hamlin Ph 1 & 6
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,627 (change assumption)
    Mortgage ($2,630) + Fees ($339) + Taxes in 2025 ($658)


    Taxes:$7,894

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7460 JOHN HANCOCK DR, WINTER GARDEN, FL 34787

    $2,445,00064 Days on yellowkey   MLS ID: O6400891

    For Sale O6400891 - 7460 JOHN HANCOCK DR, WINTER GARDEN, FL 34787 89 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4817
       Built: 2020
    Monthly Fee: $210
       Tax: $17,060 (2025)
    Community: Overlook At Hamlin
    Single Family


    Estimated Monthly Payment: $15,029 (change assumption)
    Mortgage ($13,397) + Fees ($210) + Taxes in 2025 ($1,422)


    Taxes:$17,060

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14372 SUNBRIDGE CIR, WINTER GARDEN, FL 34787

    $745,000235 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


  • 638 AUTUMN OAKS LOOP, WINTER GARDEN, FL 34787

    $594,00013 Days on yellowkey   MLS ID: G5113531

    REDUCED by $26,000 (4.2%) on 06/18/2026

    For Sale G5113531 - 638 AUTUMN OAKS LOOP, WINTER GARDEN, FL 34787 55 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2005
    Monthly Fee: $146
       Tax: $3,096 (2025)
    Community: Winter Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,659 (change assumption)
    Mortgage ($3,255) + Fees ($146) + Taxes in 2025 ($258)


    Taxes:$3,096

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17434 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $844,00019 Days on yellowkey   MLS ID: O6414274

    For Sale O6414274 - 17434 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3037
       Built: 2026
    Monthly Fee: $83

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,708 (change assumption)
    Mortgage ($4,625) + Fees ($83) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $775,00035 Days on yellowkey   MLS ID: O6409619

    For Sale O6409619 - 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 39 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2670
       Built: 2026
    Monthly Fee: $82

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,328 (change assumption)
    Mortgage ($4,246) + Fees ($82) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $725,00057 Days on yellowkey   MLS ID: O6402876

    REDUCED by $2,000 (0.3%) on 05/06/2026

    For Sale O6402876 - 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2120
       Built: 2026
    Monthly Fee: $82

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,055 (change assumption)
    Mortgage ($3,973) + Fees ($82) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 17406 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $845,00060 Days on yellowkey   MLS ID: O6402286

    REDUCED by $2,000 (0.2%) on 05/09/2026

    For Sale O6402286 - 17406 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3427
       Built: 2026
    Monthly Fee: $83

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,713 (change assumption)
    Mortgage ($4,630) + Fees ($83) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14711 WINTER STAY DR, WINTER GARDEN, FL 34787

    $850,000Listed 06/23/2026 5:43PM   MLS ID: O6419471

    For Sale O6419471 - 14711 WINTER STAY DR, WINTER GARDEN, FL 34787 89 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2662
       Built: 2019
    Monthly Fee: $137
       Tax: $21,366 (2025)
    Community: Panther View
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,575 (change assumption)
    Mortgage ($4,657) + Fees ($137) + Taxes in 2025 ($1,780)


    Taxes:$21,366

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 121 W MAPLE ST, WINTER GARDEN, FL 34787

    $1,725,0007 Days on yellowkey   MLS ID: O6417649

    For Sale O6417649 - 121 W MAPLE ST, WINTER GARDEN, FL 34787 99 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3243
       Built: 1999   Tax: $10,572 (2025)
    Community: G T Smith Sub 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,333 (change assumption)
    Mortgage ($9,452) + Taxes in 2025 ($881)


    Taxes:$10,572

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14123 FRASIER ST, WINTER GARDEN, FL 34787

    $550,0001 Day on yellowkey   MLS ID: S5151909

    For Sale S5151909 - 14123 FRASIER ST, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 2.5   Gar: 4
    Liv Area Sq Ft: 2082
       Built: 2024
    Monthly Fee: $108
       Tax: $8,152 (2025)
    Community: Highland Rdg Ph 2
    Single Family


    Estimated Monthly Payment: $3,801 (change assumption)
    Mortgage ($3,014) + Fees ($108) + Taxes in 2025 ($679)


    Taxes:$8,152

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15162 CANOPY COVER DR, WINTER GARDEN, FL 34787

    $865,000208 Days on yellowkey   MLS ID: S5139203

    REDUCED by $15,000 (1.7%) on 06/23/2026

    For Sale S5139203 - 15162 CANOPY COVER DR, WINTER GARDEN, FL 34787 69 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: $5,446 (change assumption)
    Mortgage ($4,740) + Fees ($545) + Taxes in 2023 ($162)


    Taxes:$1,939

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 7725 PURPLE FINCH ST, WINTER GARDEN, FL 34787

    $530,00027 Days on yellowkey   MLS ID: O6410286

    For Sale O6410286 - 7725 PURPLE FINCH ST, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2195
       Built: 2016
    Monthly Fee: $252
       Tax: $6,665 (2025)
    Community: Summerlake Pd Ph 3B
    Single Family


    Estimated Monthly Payment: $3,711 (change assumption)
    Mortgage ($2,904) + Fees ($252) + Taxes in 2025 ($555)


    Taxes:$6,665

    Elementary School: Summerlake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater 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.