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Winter Garden Homes For Sale & Real Estate - 938 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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  • 12241 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $1,190,00044 Days on yellowkey   MLS ID: O6403198

    For Sale O6403198 - 12241 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 94 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3693
       Built: 2021
    Monthly Fee: $225
       Tax: $12,882 (2025)
    Community: Encore/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $7,819 (change assumption)
    Mortgage ($6,520) + Fees ($225) + Taxes in 2025 ($1,074)


    Taxes:$12,882

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 940 MARSH REED DR, WINTER GARDEN, FL 34787

    $779,99065 Days on yellowkey   MLS ID: O6397274

    REDUCED by $20,000 (2.5%) on 05/13/2026

    For Sale O6397274 - 940 MARSH REED DR, WINTER GARDEN, FL 34787 60 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: $5,280 (change assumption)
    Mortgage ($4,274) + 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


  • 16149 WIND VIEW LN, WINTER GARDEN, FL 34787

    $495,00096 Days on yellowkey   MLS ID: O6389892

    REDUCED by $3,000 (0.6%) on 05/30/2026

    For Sale O6389892 - 16149 WIND VIEW LN, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2036
       Built: 2016
    Monthly Fee: $332
       Tax: $4,472 (2025)
    Community: Waterleigh Ph 1B
    Single Family


    Estimated Monthly Payment: $3,417 (change assumption)
    Mortgage ($2,712) + Fees ($332) + Taxes in 2025 ($373)


    Taxes:$4,472

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15326 JOHNS LAKE POINTE BLVD, WINTER GARDEN, FL 34787

    $1,385,00019 Days on yellowkey   MLS ID: S5150851

    1 Days Off yellowkey (back on 6/5/2026)

    For Sale S5150851 - 15326 JOHNS LAKE POINTE BLVD, WINTER GARDEN, FL 34787 99 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3495
       Built: 2014
    Monthly Fee: $128
       Tax: $7,670 (2025)
    Community: Johns Lake Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,356 (change assumption)
    Mortgage ($7,589) + Fees ($128) + Taxes in 2025 ($639)


    Taxes:$7,670

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 17738 SEDONA ST, WINTER GARDEN, FL 34787

    $905,93934 Days on yellowkey   MLS ID: O6407986

    INCREASED by $3,275 (0.4%) on 06/06/2026

    For Sale O6407986 - 17738 SEDONA ST, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2573
       Built: 2026
    Monthly Fee: $142

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $5,106 (change assumption)
    Mortgage ($4,964) + Fees ($142) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 15187 HARROWGATE WAY, WINTER GARDEN, FL 34787

    $435,00062 Days on yellowkey   MLS ID: TB8497081

    REDUCED by $10,000 (2.2%) on 06/06/2026

    For Sale TB8497081 - 15187 HARROWGATE WAY, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1296
       Built: 2003
    Monthly Fee: $46
       Tax: $5,808 (2025)
    Community: Stone Crk
    Single Family


    Estimated Monthly Payment: $2,913 (change assumption)
    Mortgage ($2,384) + Fees ($46) + Taxes in 2025 ($484)


    Taxes:$5,808

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 12983 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $750,00070 Days on yellowkey   MLS ID: O6397592

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

    For Sale O6397592 - 12983 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2858
       Built: 2026
    Monthly Fee: $140

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,249 (change assumption)
    Mortgage ($4,109) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16746 TURTLE HATCH DR, WINTER GARDEN, FL 34787

    $1,265,00028 Days on yellowkey   MLS ID: O6406556

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

    For Sale O6406556 - 16746 TURTLE HATCH DR, WINTER GARDEN, FL 34787 65 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4451
       Built: 2018
    Monthly Fee: $215
       Tax: $9,540 (2025)
    Community: Waterside/Johns Lk-Ph 1
    Single Family


    Estimated Monthly Payment: $7,941 (change assumption)
    Mortgage ($6,931) + Fees ($215) + Taxes in 2025 ($795)


    Taxes:$9,540

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14411 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787

    $895,00012 Days on yellowkey   MLS ID: O6413972

    For Sale O6413972 - 14411 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787 72 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4010
       Built: 2005
    Monthly Fee: $182
       Tax: $11,924 (2025)
    Community: Bay Isle 48 17
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,080 (change assumption)
    Mortgage ($4,904) + Fees ($182) + Taxes in 2025 ($994)


    Taxes:$11,924

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 17434 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $844,00012 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


  • 12570 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787

    $962,89212 Days on yellowkey   MLS ID: O6414289

    For Sale O6414289 - 12570 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3636
       Built: 2026
    Monthly Fee: $96
       Tax: $15,480 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $6,662 (change assumption)
    Mortgage ($5,276) + Fees ($96) + Taxes in 2026 ($1,290)


    Taxes:$15,480

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 1651 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787

    $1,080,00012 Days on yellowkey   MLS ID: O6414027

    For Sale O6414027 - 1651 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3881
       Built: 2017
    Monthly Fee: $184
       Tax: $6,540 (2025)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $6,647 (change assumption)
    Mortgage ($5,918) + Fees ($184) + Taxes in 2025 ($545)


    Taxes:$6,540

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 20 E DIVISION ST, WINTER GARDEN, FL 34787

    $1,149,00012 Days on yellowkey   MLS ID: O6413659

    For Sale O6413659 - 20 E DIVISION ST, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2729
       Built: 1959   Tax: $7,197 (2025)
    Community: Winter Garden Shores First Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,895 (change assumption)
    Mortgage ($6,296) + Taxes in 2025 ($600)


    Taxes:$7,197

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1219 SADDLEBACK DR, WINTER GARDEN, FL 34787

    $1,050,00012 Days on yellowkey   MLS ID: O6412381

    For Sale O6412381 - 1219 SADDLEBACK DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2667
       Built: 2022
    Monthly Fee: $215
       Tax: $11,474 (2025)
    Community: Oakland Parkb-1
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,924 (change assumption)
    Mortgage ($5,753) + Fees ($215) + Taxes in 2025 ($956)


    Taxes:$11,474

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12003 HOLYSTONE ST, WINTER GARDEN, FL 34787

    $445,00044 Days on yellowkey   MLS ID: L4961121

    For Sale L4961121 - 12003 HOLYSTONE ST, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1814
       Built: 2023
    Monthly Fee: $269
       Tax: $5,292 (2025)
    Community: Waterleigh Ph 4A
    Townhouse


    Estimated Monthly Payment: $3,148 (change assumption)
    Mortgage ($2,438) + Fees ($269) + Taxes in 2025 ($441)


    Taxes:$5,292

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15070 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $696,00077 Days on yellowkey   MLS ID: S5146881

    REDUCED by $3,000 (0.4%) on 05/22/2026

    For Sale S5146881 - 15070 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 2025
    Monthly Fee: $233
       Tax: $9,545 (2024)
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,842 (change assumption)
    Mortgage ($3,814) + Fees ($233) + Taxes in 2024 ($795)


    Taxes:$9,545

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14755 MASTHEAD LANDING CIR, WINTER GARDEN, FL 34787

    $580,00034 Days on yellowkey   MLS ID: O6408082

    For Sale O6408082 - 14755 MASTHEAD LANDING CIR, WINTER GARDEN, FL 34787 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2258
       Built: 2004
    Monthly Fee: $253
       Tax: $8,397 (2025)
    Community: Stoneybrook West
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,131 (change assumption)
    Mortgage ($3,178) + Fees ($253) + Taxes in 2025 ($700)


    Taxes:$8,397

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 120 BLUE STONE CIR, WINTER GARDEN, FL 34787

    $747,90027 Days on yellowkey   MLS ID: O6409811

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

    For Sale O6409811 - 120 BLUE STONE CIR, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2529
       Built: 1998
    Monthly Fee: $68
       Tax: $4,291 (2025)
    Community: Westfield Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,524 (change assumption)
    Mortgage ($4,098) + Fees ($68) + Taxes in 2025 ($358)


    Taxes:$4,291

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9586 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $1,099,00020 Days on yellowkey   MLS ID: S5150536

    For Sale S5150536 - 9586 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 70 photos

    Bed: 6   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3942
       Built: 2018
    Monthly Fee: $164
       Tax: $9,212 (2025)
    Community: Watermark Ph 2B
    Single Family


    Estimated Monthly Payment: $6,953 (change assumption)
    Mortgage ($6,022) + Fees ($164) + Taxes in 2025 ($768)


    Taxes:$9,212

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14416 TRAVOIS WAY, WINTER GARDEN, FL 34787

    $786,868110 Days on yellowkey   MLS ID: O6382140

    0 Days Off yellowkey (back on 5/17/2026)

    REDUCED by $7,132 (0.9%) on 04/21/2026

    For Sale O6382140 - 14416 TRAVOIS WAY, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3324
       Built: 2022
    Monthly Fee: $70
       Tax: $7,567 (2025)
    Community: Lake Apopka Sound
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,012 (change assumption)
    Mortgage ($4,311) + Fees ($70) + Taxes in 2025 ($631)


    Taxes:$7,567

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.