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Winter Garden Homes For Sale & Real Estate - 826 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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  • 940 MARSH REED DR, WINTER GARDEN, FL 34787

    $779,99031 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


  • 7808 WINTER WREN ST, WINTER GARDEN, FL 34787

    $588,00021 Days on yellowkey   MLS ID: O6400269

    REDUCED by $10,000 (1.7%) on 05/13/2026

    For Sale O6400269 - 7808 WINTER WREN ST, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2274
       Built: 2015
    Monthly Fee: $252
       Tax: $8,119 (2025)
    Community: Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,150 (change assumption)
    Mortgage ($3,222) + Fees ($252) + Taxes in 2025 ($677)


    Taxes:$8,119

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6524 PASTURELANDS PL, WINTER GARDEN, FL 34787

    $505,000111 Days on yellowkey   MLS ID: S5141842

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale S5141842 - 6524 PASTURELANDS PL, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2328
       Built: 2005
    Monthly Fee: $285
       Tax: $4,804 (2025)
    Community: Signature Lakes
    Townhouse


    Estimated Monthly Payment: $3,452 (change assumption)
    Mortgage ($2,767) + Fees ($285) + Taxes in 2025 ($400)


    Taxes:$4,804

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1021 TEMPLE GROVE PL, WINTER GARDEN, FL 34787

    $1,895,00071 Days on yellowkey   MLS ID: O6387876

    REDUCED by $100,000 (5.0%) on 04/25/2026

    For Sale O6387876 - 1021 TEMPLE GROVE PL, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3185
       Built: 2020   Tax: $17,100 (2025)
    Community: Emerald Acres
    Single Family


    Estimated Monthly Payment: $11,808 (change assumption)
    Mortgage ($10,383) + Taxes in 2025 ($1,425)


    Taxes:$17,100

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1015 WESTSIDE DR, WINTER GARDEN, FL 34787

    $224,0001 Day on yellowkey   MLS ID: O6407229

    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


  • 199 E CREST AVE, WINTER GARDEN, FL 34787

    $525,00021 Days on yellowkey   MLS ID: O6401923

    For Sale O6401923 - 199 E CREST AVE, WINTER GARDEN, FL 34787 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1659
       Built: 1984   Tax: $6,857 (2025)
    Community: Garden Heights Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,448 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($571)


    Taxes:$6,857

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $785,000176 Days on yellowkey   MLS ID: O6361580

    REDUCED by $14,000 (1.8%) on 05/13/2026

    For Sale O6361580 - 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787 71 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2766
       Built: 2019
    Monthly Fee: $385
       Tax: $10,928 (2024)
    Community: Lakeshore Preserve Ph 5
    Single Family


    Estimated Monthly Payment: $5,597 (change assumption)
    Mortgage ($4,301) + Fees ($385) + Taxes in 2024 ($911)


    Taxes:$10,928

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 837 GRANDE REGAL PT, WINTER GARDEN, FL 34787

    $479,00021 Days on yellowkey   MLS ID: O6400571

    For Sale O6400571 - 837 GRANDE REGAL PT, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1874
       Built: 2002
    Monthly Fee: $60
       Tax: $1,662 (2025)
    Community: Regal Pointe Ph 02 47/133
    Single Family


    Estimated Monthly Payment: $2,823 (change assumption)
    Mortgage ($2,625) + Fees ($60) + Taxes in 2025 ($138)


    Taxes:$1,662

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $725,00016 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

    $845,00019 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


  • 16283 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $670,00027 Days on yellowkey   MLS ID: O6399528

    For Sale O6399528 - 16283 HONEY HARVEST ST, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2927
       Built: 2024
    Monthly Fee: $229
       Tax: $9,705 (2025)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $4,709 (change assumption)
    Mortgage ($3,671) + Fees ($229) + Taxes in 2025 ($809)


    Taxes:$9,705

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $670,00024 Days on yellowkey   MLS ID: O6400235

    For Sale O6400235 - 16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 2024
    Monthly Fee: $229
       Tax: $9,784 (2025)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $4,715 (change assumption)
    Mortgage ($3,671) + Fees ($229) + Taxes in 2025 ($815)


    Taxes:$9,784

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787

    $529,950329 Days on yellowkey   MLS ID: O6318887

    INCREASED by $50 (0.0%) on 05/13/2026

    For Sale O6318887 - 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2020
    Monthly Fee: $91
       Tax: $5,092 (2024)
    Community: Hamilton Gardens Ph 2A & 2B
    Single Family


    Estimated Monthly Payment: $3,419 (change assumption)
    Mortgage ($2,904) + Fees ($91) + Taxes in 2024 ($424)


    Taxes:$5,092

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 16912 TRADEWIND PT, WINTER GARDEN, FL 34787

    $510,000148 Days on yellowkey   MLS ID: O6367439

    2 Days Off yellowkey (back on 3/11/2026)

    For Sale O6367439 - 16912 TRADEWIND PT, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1692
       Built: 2019
    Monthly Fee: $215
       Tax: $5,986 (2024)
    Community: Waterside/Johns Lk-Ph 2A
    Single Family


    Estimated Monthly Payment: $3,508 (change assumption)
    Mortgage ($2,794) + Fees ($215) + Taxes in 2024 ($499)


    Taxes:$5,986

    Elementary School: Sunset Park Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 720 LAKE BRIM DR, WINTER GARDEN, FL 34787

    $1,770,00069 Days on yellowkey   MLS ID: O6387519

    REDUCED by $55,000 (3.0%) on 05/13/2026

    For Sale O6387519 - 720 LAKE BRIM DR, WINTER GARDEN, FL 34787 88 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3781
       Built: 2020
    Monthly Fee: $208
       Tax: $14,831 (2025)
    Community: Oakland Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,142 (change assumption)
    Mortgage ($9,698) + Fees ($208) + Taxes in 2025 ($1,236)


    Taxes:$14,831

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 833 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $425,0006 Days on yellowkey   MLS ID: O6403683

    REDUCED by $10,000 (2.3%) on 05/13/2026

    For Sale O6403683 - 833 BENDING OAK TRL, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1789
       Built: 2009
    Monthly Fee: $447
       Tax: $4,032 (2025)
    Community: Oaks/Brandy Lake O
    Townhouse


    Estimated Monthly Payment: $3,112 (change assumption)
    Mortgage ($2,329) + Fees ($447) + Taxes in 2025 ($336)


    Taxes:$4,032

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 6212 ARALIA IVY LN, WINTER GARDEN, FL 34787

    $434,90048 Days on yellowkey   MLS ID: O6394386

    REDUCED by $5,100 (1.2%) on 05/06/2026

    For Sale O6394386 - 6212 ARALIA IVY LN, WINTER GARDEN, FL 34787 73 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2020
    Monthly Fee: $289
       Tax: $6,732 (2025)
    Community: Hamilton Gardens Ph 2A & 2B
    Townhouse


    Estimated Monthly Payment: $3,233 (change assumption)
    Mortgage ($2,383) + Fees ($289) + Taxes in 2025 ($561)


    Taxes:$6,732

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 921 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $575,0006 Days on yellowkey   MLS ID: O6405328

    For Sale O6405328 - 921 BENDING OAK TRL, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2481
       Built: 2012
    Monthly Fee: $125
       Tax: $3,791 (2025)
    Community: Oaks/Brandy Lake 01 Rep A & B
    Single Family


    Estimated Monthly Payment: $3,591 (change assumption)
    Mortgage ($3,151) + Fees ($125) + Taxes in 2025 ($316)


    Taxes:$3,791

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 15401 PORTER RD, WINTER GARDEN, FL 34787

    $549,900135 Days on yellowkey   MLS ID: S5140743

    For Sale S5140743 - 15401 PORTER RD, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2455
       Built: 2015
    Monthly Fee: $242
       Tax: $8,271 (2024)
    Community: Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,944 (change assumption)
    Mortgage ($3,013) + Fees ($242) + Taxes in 2024 ($689)


    Taxes:$8,271

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 16229 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787

    $479,00014 Days on yellowkey   MLS ID: O6403777

    For Sale O6403777 - 16229 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 2018   Tax: $7,243 (2025)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $3,228 (change assumption)
    Mortgage ($2,625) + Taxes in 2025 ($604)


    Taxes:$7,243

    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.