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Winter Garden Homes For Sale & Real Estate - 945 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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  • 11045 BOSTWICK ALY, WINTER GARDEN, FL 34787

    $590,000293 Days on yellowkey   MLS ID: O6337436

    For Sale O6337436 - 11045 BOSTWICK ALY, WINTER GARDEN, FL 34787 89 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2292
       Built: 2023
    Monthly Fee: $245
       Tax: $9,031 (2024)
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $4,230 (change assumption)
    Mortgage ($3,233) + Fees ($245) + Taxes in 2024 ($753)


    Taxes:$9,031

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787

    $499,900292 Days on yellowkey   MLS ID: S5133690

    REDUCED by $10,000 (2.0%) on 06/15/2026

    For Sale S5133690 - 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2035
       Built: 2001
    Monthly Fee: $33
       Tax: $6,403 (2024)
    Community: Tuscany Ph 02
    Single Family


    Estimated Monthly Payment: $3,306 (change assumption)
    Mortgage ($2,739) + Fees ($33) + Taxes in 2024 ($534)


    Taxes:$6,403

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 14090 AVENUE OF THE GROVES, WINTER GARDEN, FL 34787

    $335,00046 Days on yellowkey   MLS ID: O6404288

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $4,000 (1.2%) on 05/27/2026

    For Sale O6404288 - 14090 AVENUE OF THE GROVES, WINTER GARDEN, FL 34787 48 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1116
       Built: 2011
    Monthly Fee: $415
       Tax: $2,320 (2025)
    Community: Independance
    Townhouse


    Estimated Monthly Payment: $2,444 (change assumption)
    Mortgage ($1,836) + Fees ($415) + Taxes in 2025 ($193)


    Taxes:$2,320

    Elementary School: Independence Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15357 OAK APPLE CT #4C, WINTER GARDEN, FL 34787

    $349,00055 Days on yellowkey   MLS ID: O6401625

    REDUCED by $1,000 (0.3%) on 06/15/2026

    For Sale O6401625 - 15357 OAK APPLE CT #4C, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1699
       Built: 2008
    Monthly Fee: $285
       Tax: $4,779 (2025)
    Community: Tucker Oaks
    Condo


    Estimated Monthly Payment: $2,596 (change assumption)
    Mortgage ($1,912) + Fees ($285) + Taxes in 2025 ($398)


    Taxes:$4,779

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1049 SPRING LANDING DR, WINTER GARDEN, FL 34787

    $547,9006 Days on yellowkey   MLS ID: O6412927

    1 Days Off yellowkey (back on 6/15/2026)

    For Sale O6412927 - 1049 SPRING LANDING DR, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2167
       Built: 1990
    Monthly Fee: $25
       Tax: $5,582 (2025)
    Community: Crown Point Spgs
    Single Family


    Estimated Monthly Payment: $3,492 (change assumption)
    Mortgage ($3,002) + Fees ($25) + Taxes in 2025 ($465)


    Taxes:$5,582

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 405 LONE HERON WAY, WINTER GARDEN, FL 34787

    $875,0005 Days on yellowkey   MLS ID: O6416551

    0 Days Off yellowkey (back on 6/14/2026)

    For Sale O6416551 - 405 LONE HERON WAY, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3848
       Built: 2013
    Monthly Fee: $94
       Tax: $5,763 (2025)
    Community: Lake Cove Pointe
    Single Family


    Estimated Monthly Payment: $5,369 (change assumption)
    Mortgage ($4,794) + Fees ($94) + Taxes in 2025 ($480)


    Taxes:$5,763

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17100 BEACHGRASS, WINTER GARDEN, FL 34787

    $834,99033 Days on yellowkey   MLS ID: O6407707

    3 Days Off yellowkey (back on 6/15/2026)

    For Sale O6407707 - 17100 BEACHGRASS, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2781
       Built: 2025
    Monthly Fee: $172
       Tax: $10,646 (2025)
    Community: Lake Star At Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,634 (change assumption)
    Mortgage ($4,575) + Fees ($172) + Taxes in 2025 ($887)


    Taxes:$10,646

    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

    $880,000201 Days on yellowkey   MLS ID: S5139203

    REDUCED by $5,000 (0.6%) on 04/29/2026

    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: $5,528 (change assumption)
    Mortgage ($4,822) + Fees ($545) + Taxes in 2023 ($162)


    Taxes:$1,939

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 16776 BROADWATER AVE, WINTER GARDEN, FL 34787

    $1,299,90035 Days on yellowkey   MLS ID: O6407043

    REDUCED by $24,100 (1.8%) on 05/27/2026

    For Sale O6407043 - 16776 BROADWATER AVE, WINTER GARDEN, FL 34787 75 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3713
       Built: 2018
    Monthly Fee: $383
       Tax: $9,438 (2025)
    Community: Waterside/Johns Lk-Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,292 (change assumption)
    Mortgage ($7,123) + Fees ($383) + Taxes in 2025 ($787)


    Taxes:$9,438

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 107 TRADITIONS DR, WINTER GARDEN, FL 34787

    $444,97592 Days on yellowkey   MLS ID: S5145650

    REDUCED by $10,000 (2.2%) on 06/15/2026

    For Sale S5145650 - 107 TRADITIONS DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1582
       Built: 1999
    Monthly Fee: $45
       Tax: $1,458 (2024)
    Community: Traditions Sub
    Single Family


    Estimated Monthly Payment: $2,605 (change assumption)
    Mortgage ($2,438) + Fees ($45) + Taxes in 2024 ($121)


    Taxes:$1,458

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 16140 HARBOR MIST ALY, WINTER GARDEN, FL 34787

    $560,000195 Days on yellowkey   MLS ID: O6365057

    0 Days Off yellowkey (back on 5/22/2026)

    REDUCED by $5,000 (0.9%) on 05/12/2026

    For Sale O6365057 - 16140 HARBOR MIST ALY, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2018
    Monthly Fee: $245
       Tax: $8,615 (2025)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $4,031 (change assumption)
    Mortgage ($3,068) + Fees ($245) + Taxes in 2025 ($718)


    Taxes:$8,615

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 3284 WINDBEAM CT, WINTER GARDEN, FL 34787

    $749,00012 Days on yellowkey   MLS ID: O6413889

    5 Days Off yellowkey (back on 6/15/2026)

    For Sale O6413889 - 3284 WINDBEAM CT, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2374
       Built: 2024
    Monthly Fee: $152
       Tax: $9,325 (2025)
    Community: Estates/Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $5,033 (change assumption)
    Mortgage ($4,104) + Fees ($152) + Taxes in 2025 ($777)


    Taxes:$9,325

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12971 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $787,562112 Days on yellowkey   MLS ID: O6385596

    1 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $50,000 (6.0%) on 05/09/2026

    For Sale O6385596 - 12971 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: $4,455 (change assumption)
    Mortgage ($4,315) + 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


  • 15078 CANOPY COVER DR, WINTER GARDEN, FL 34787

    $974,00046 Days on yellowkey   MLS ID: O6404208

    REDUCED by $1,000 (0.1%) on 06/15/2026

    For Sale O6404208 - 15078 CANOPY COVER DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2270
       Built: 2024
    Monthly Fee: $545
       Tax: $10,412 (2025)
    Community: Del Webb Oasis
    Single Family


    Estimated Monthly Payment: $6,750 (change assumption)
    Mortgage ($5,337) + Fees ($545) + Taxes in 2025 ($868)


    Taxes:$10,412

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12475 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $644,99021 Days on yellowkey   MLS ID: O6411217

    For Sale O6411217 - 12475 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2026
    Monthly Fee: $96
       Tax: $5,390 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,079 (change assumption)
    Mortgage ($3,534) + Fees ($96) + Taxes in 2026 ($449)


    Taxes:$5,390

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 12427 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $608,22312 Days on yellowkey   MLS ID: O6413423

    For Sale O6413423 - 12427 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2026
    Monthly Fee: $96
       Tax: $9,123 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,189 (change assumption)
    Mortgage ($3,333) + Fees ($96) + Taxes in 2026 ($760)


    Taxes:$9,123

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 12537 GRAPE CHARDONNAY ALY, WINTER GARDEN, FL 34787

    $647,17220 Days on yellowkey   MLS ID: O6411681

    For Sale O6411681 - 12537 GRAPE CHARDONNAY ALY, WINTER GARDEN, FL 34787 1 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2026
    Monthly Fee: $96
       Tax: $9,708 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,451 (change assumption)
    Mortgage ($3,546) + Fees ($96) + Taxes in 2026 ($809)


    Taxes:$9,708

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 12451 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $623,99021 Days on yellowkey   MLS ID: O6411261

    For Sale O6411261 - 12451 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2026
    Monthly Fee: $96
       Tax: $5,390 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $3,964 (change assumption)
    Mortgage ($3,419) + Fees ($96) + Taxes in 2026 ($449)


    Taxes:$5,390

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 12391 SILK MIMOSA ALY, WINTER GARDEN, FL 34787

    $607,67912 Days on yellowkey   MLS ID: O6414276

    For Sale O6414276 - 12391 SILK MIMOSA ALY, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2026
    Monthly Fee: $96
       Tax: $9,115 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,185 (change assumption)
    Mortgage ($3,330) + Fees ($96) + Taxes in 2026 ($760)


    Taxes:$9,115

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $499,000254 Days on yellowkey   MLS ID: O6348822

    REDUCED by $20,000 (3.9%) on 04/16/2026

    For Sale O6348822 - 16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 2020
    Monthly Fee: $103
       Tax: $4,770 (2024)
    Community: Storey Grove
    Single Family


    Estimated Monthly Payment: $3,235 (change assumption)
    Mortgage ($2,734) + Fees ($103) + Taxes in 2024 ($397)


    Taxes:$4,770

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring 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.