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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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  • 9929 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787

    $899,9908 Days on yellowkey   MLS ID: O6417889

    For Sale O6417889 - 9929 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 72 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4034
       Built: 2020
    Monthly Fee: $159
       Tax: $8,904 (2025)
    Community: Watermark Ph 4A
    Single Family


    Estimated Monthly Payment: $5,832 (change assumption)
    Mortgage ($4,931) + Fees ($159) + Taxes in 2025 ($742)


    Taxes:$8,904

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13527 DANIELS LANDING CIR, WINTER GARDEN, FL 34787

    $335,00041 Days on yellowkey   MLS ID: O6408480

    For Sale O6408480 - 13527 DANIELS LANDING CIR, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1365
       Built: 2004
    Monthly Fee: $320
       Tax: $3,745 (2025)
    Community: Daniels Lndg A-J
    Townhouse


    Estimated Monthly Payment: $2,468 (change assumption)
    Mortgage ($1,836) + Fees ($320) + Taxes in 2025 ($312)


    Taxes:$3,745

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15419 UGLIS ALY, WINTER GARDEN, FL 34787

    $555,00056 Days on yellowkey   MLS ID: O6403047

    REDUCED by $10,000 (1.8%) on 06/12/2026

    For Sale O6403047 - 15419 UGLIS ALY, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2270
       Built: 2018
    Monthly Fee: $60
       Tax: $8,121 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $3,778 (change assumption)
    Mortgage ($3,041) + Fees ($60) + Taxes in 2025 ($677)


    Taxes:$8,121

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15554 PANTHER LAKE DR, WINTER GARDEN, FL 34787

    $1,350,00042 Days on yellowkey   MLS ID: O6405046

    REDUCED by $49,000 (3.5%) on 06/22/2026

    For Sale O6405046 - 15554 PANTHER LAKE DR, WINTER GARDEN, FL 34787 81 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4345
       Built: 2018
    Monthly Fee: $363
       Tax: $10,439 (2025)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $8,630 (change assumption)
    Mortgage ($7,397) + Fees ($363) + Taxes in 2025 ($870)


    Taxes:$10,439

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 33 TIMBERCREEK PINES CIR, WINTER GARDEN, FL 34787

    $545,00035 Days on yellowkey   MLS ID: O6408941

    REDUCED by $10,000 (1.8%) on 06/22/2026

    For Sale O6408941 - 33 TIMBERCREEK PINES CIR, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2004
    Monthly Fee: $46
       Tax: $7,326 (2025)
    Community: Timbercreek Pines A B C & D
    Single Family


    Estimated Monthly Payment: $3,643 (change assumption)
    Mortgage ($2,986) + Fees ($46) + Taxes in 2025 ($610)


    Taxes:$7,326

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 13536 SUNSET LAKES CIR, WINTER GARDEN, FL 34787

    $1,100,00070 Days on yellowkey   MLS ID: O6399227

    0 Days Off yellowkey (back on 6/22/2026)

    REDUCED by $50,000 (4.3%) on 05/26/2026

    For Sale O6399227 - 13536 SUNSET LAKES CIR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3389
       Built: 1998
    Monthly Fee: $69
       Tax: $10,940 (2025)
    Community: Sunset Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,008 (change assumption)
    Mortgage ($6,027) + Fees ($69) + Taxes in 2025 ($912)


    Taxes:$10,940

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787

    $1,674,99938 Days on yellowkey   MLS ID: O6408835

    REDUCED by $25,000 (1.5%) on 06/22/2026

    For Sale O6408835 - 1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787 62 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4104
       Built: 2023
    Monthly Fee: $203
       Tax: $19,016 (2024)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $10,966 (change assumption)
    Mortgage ($9,178) + Fees ($203) + Taxes in 2024 ($1,585)


    Taxes:$19,016

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 2827 SANCTUARY LN, WINTER GARDEN, FL 34787

    $2,500,000527 Days on yellowkey   MLS ID: O6271646

    For Sale O6271646 - 2827 SANCTUARY LN, WINTER GARDEN, FL 34787 59 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2178
       Built: 1987   Tax: $15,049 (2024)
    Community: Lake Avalon Groves
    Single Family


    Estimated Monthly Payment: $14,952 (change assumption)
    Mortgage ($13,698) + Taxes in 2024 ($1,254)


    Taxes:$15,049

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11170 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $535,00020 Days on yellowkey   MLS ID: O6414335

    REDUCED by $30,000 (5.3%) on 06/17/2026

    For Sale O6414335 - 11170 HOLLOW BAY DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2025
    Monthly Fee: $288
       Tax: $2,389 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,419 (change assumption)
    Mortgage ($2,931) + Fees ($288) + Taxes in 2025 ($199)


    Taxes:$2,389

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 2022 BOSS HEWETT ST, WINTER GARDEN, FL 34787

    $679,0007 Days on yellowkey   MLS ID: O6417697

    For Sale O6417697 - 2022 BOSS HEWETT ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2281
       Built: 2022
    Monthly Fee: $171
       Tax: $7,948 (2025)
    Community: Hull Island/Oakland Ph 2
    Single Family


    Estimated Monthly Payment: $4,554 (change assumption)
    Mortgage ($3,720) + Fees ($171) + Taxes in 2025 ($662)


    Taxes:$7,948

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 461 GERANIUM PARK WAY, WINTER GARDEN, FL 34787

    $890,00055 Days on yellowkey   MLS ID: O6403758

    REDUCED by $10,000 (1.1%) on 06/22/2026

    For Sale O6403758 - 461 GERANIUM PARK WAY, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2432
       Built: 2019
    Monthly Fee: $490
       Tax: $9,812 (2025)
    Community: Park Place At Winter Garden
    Townhouse


    Estimated Monthly Payment: $6,184 (change assumption)
    Mortgage ($4,877) + Fees ($490) + Taxes in 2025 ($818)


    Taxes:$9,812

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • WINTER GARDEN, FL 34787

    $723,2004 Days on yellowkey   MLS ID: G5114108

    0 Days Off yellowkey (back on 6/21/2026)

    For Sale G5114108 - WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,113 (change assumption)
    Mortgage ($3,963) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14501 GROVE RESORT AVE #2534, WINTER GARDEN, FL 34787

    $210,000184 Days on yellowkey   MLS ID: O6369252

    REDUCED by $15,000 (6.7%) on 06/21/2026

    For Sale O6369252 - 14501 GROVE RESORT AVE #2534, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1396
       Built: 2018   Tax: $8,154 (2024)
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $1,830 (change assumption)
    Mortgage ($1,151) + Taxes in 2024 ($680)


    Taxes:$8,154

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8807 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787

    $599,99966 Days on yellowkey   MLS ID: O6400597

    REDUCED by $14,901 (2.4%) on 06/21/2026

    For Sale O6400597 - 8807 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787 27 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2581
       Built: 2018
    Monthly Fee: $600
       Tax: $6,298 (2025)
    Community: Lakeshore Preserve Ph 1
    Townhouse


    Estimated Monthly Payment: $4,412 (change assumption)
    Mortgage ($3,288) + Fees ($600) + Taxes in 2025 ($525)


    Taxes:$6,298

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • WINTER GARDEN, FL 34787

    $599,00070 Days on yellowkey   MLS ID: O6399369

    REDUCED by $20,000 (3.2%) on 05/22/2026

    For Sale O6399369 - WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1827
       Built: 2001
    Monthly Fee: $320
       Tax: $4,811 (2025)
    Community: Woodbridge On Green
    Single Family


    Estimated Monthly Payment: $4,003 (change assumption)
    Mortgage ($3,282) + Fees ($320) + Taxes in 2025 ($401)


    Taxes:$4,811

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 8921 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787

    $559,00013 Days on yellowkey   MLS ID: O6415441

    For Sale O6415441 - 8921 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787 51 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2134
       Built: 2018
    Monthly Fee: $600
       Tax: $5,906 (2025)
    Community: Lakeshore Preserve Ph 1
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $4,155 (change assumption)
    Mortgage ($3,063) + Fees ($600) + Taxes in 2025 ($492)


    Taxes:$5,906

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1015 WESTSIDE DR, WINTER GARDEN, FL 34787

    $224,00044 Days on yellowkey   MLS ID: O6407229

    1 Days Off yellowkey (back on 6/18/2026)

    For Sale O6407229 - 1015 WESTSIDE DR, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 938
       Built: 1986
    Monthly Fee: $61
       Tax: $360 (2025)
    Community: Westside Twnhms
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,318 (change assumption)
    Mortgage ($1,227) + Fees ($61) + Taxes in 2025 ($30)


    Taxes:$360

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15130 OVATION DR, WINTER GARDEN, FL 34787

    $840,00022 Days on yellowkey   MLS ID: O6413647

    For Sale O6413647 - 15130 OVATION DR, WINTER GARDEN, FL 34787 55 photos

    Bed: 7   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4688
       Built: 2009
    Monthly Fee: $167
       Tax: $6,472 (2025)
    Community: Belle Meade Ph 02 H
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,309 (change assumption)
    Mortgage ($4,603) + Fees ($167) + Taxes in 2025 ($539)


    Taxes:$6,472

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14359 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787

    $998,00040 Days on yellowkey   MLS ID: O6408165

    REDUCED by $10,000 (1.0%) on 06/21/2026

    For Sale O6408165 - 14359 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787 19 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3881
       Built: 2015
    Monthly Fee: $188
       Tax: $13,774 (2025)
    Community: Orchard Hills Phase 1
    Single Family


    Estimated Monthly Payment: $6,804 (change assumption)
    Mortgage ($5,468) + Fees ($188) + Taxes in 2025 ($1,148)


    Taxes:$13,774

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5978 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $681,24045 Days on yellowkey   MLS ID: G5112233

    For Sale G5112233 - 5978 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 5 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2802
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,883 (change assumption)
    Mortgage ($3,733) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin 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.