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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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  • 405 LONE HERON WAY, WINTER GARDEN, FL 34787

    $875,00011 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

    $834,99039 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


  • 16140 HARBOR MIST ALY, WINTER GARDEN, FL 34787

    $560,000201 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


  • 12971 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $787,562118 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


  • 12475 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $644,99027 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


  • 12537 GRAPE CHARDONNAY ALY, WINTER GARDEN, FL 34787

    $647,17226 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


  • 12391 SILK MIMOSA ALY, WINTER GARDEN, FL 34787

    $607,67918 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

    $499,000260 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


  • 14501 GROVE RESORT AVE #3429, WINTER GARDEN, FL 34787

    $319,90033 Days on yellowkey   MLS ID: O6401719

    REDUCED by $3,000 (0.9%) on 06/15/2026

    For Sale O6401719 - 14501 GROVE RESORT AVE #3429, WINTER GARDEN, FL 34787 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1396
       Built: 2018
    Monthly Fee: $997
       Tax: $6,729 (2025)
    Community: Grove Residence & Spa Hotel Condo 3
    Condo


    Estimated Monthly Payment: $3,311 (change assumption)
    Mortgage ($1,753) + Fees ($997) + Taxes in 2025 ($561)


    Taxes:$6,729

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $459,90040 Days on yellowkey   MLS ID: O6407798

    REDUCED by $9,000 (1.9%) on 06/15/2026

    For Sale O6407798 - 10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1689
       Built: 2019
    Monthly Fee: $245
       Tax: $7,600 (2025)
    Community: Waterleigh Ph 2C-1
    Single Family


    Estimated Monthly Payment: $3,398 (change assumption)
    Mortgage ($2,520) + Fees ($245) + Taxes in 2025 ($633)


    Taxes:$7,600

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1645 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787

    $450,0009 Days on yellowkey   MLS ID: O6416732

    For Sale O6416732 - 1645 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1219
       Built: 1997
    Monthly Fee: $25
       Tax: $3,719 (2025)
    Community: Crown Point Spgs
    Single Family


    Estimated Monthly Payment: $2,801 (change assumption)
    Mortgage ($2,466) + Fees ($25) + Taxes in 2025 ($310)


    Taxes:$3,719

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6279 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787

    $546,49025 Days on yellowkey   MLS ID: O6412141

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

    REDUCED by $15,500 (2.8%) on 06/06/2026

    For Sale O6412141 - 6279 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1913
       Built: 2026
    Monthly Fee: $152
       Tax: $1,372 (2024)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,261 (change assumption)
    Mortgage ($2,994) + Fees ($152) + Taxes in 2024 ($114)


    Taxes:$1,372

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 11025 SUSPENSE DR, WINTER GARDEN, FL 34787

    $419,90022 Days on yellowkey   MLS ID: G5113196

    REDUCED by $15,100 (3.5%) on 06/14/2026

    For Sale G5113196 - 11025 SUSPENSE DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1636
       Built: 2017
    Monthly Fee: $263
       Tax: $5,322 (2025)
    Community: Storey Grove Ph 1B-1
    Townhouse


    Estimated Monthly Payment: $3,007 (change assumption)
    Mortgage ($2,301) + Fees ($263) + Taxes in 2025 ($444)


    Taxes:$5,322

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787

    $729,90052 Days on yellowkey   MLS ID: O6400896

    REDUCED by $20,000 (2.7%) on 06/14/2026

    For Sale O6400896 - 15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 2016
    Monthly Fee: $235
       Tax: $5,441 (2025)
    Community: Hickory Hammock Ph 2A
    Single Family


    Estimated Monthly Payment: $4,688 (change assumption)
    Mortgage ($3,999) + Fees ($235) + Taxes in 2025 ($453)


    Taxes:$5,441

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5960 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $597,99643 Days on yellowkey   MLS ID: G5112227

    INCREASED by $40,873 (7.3%) on 06/10/2026

    For Sale G5112227 - 5960 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 5 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1772
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,427 (change assumption)
    Mortgage ($3,277) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13307 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $437,99046 Days on yellowkey   MLS ID: G5112135

    0 Days Off yellowkey (back on 6/10/2026)

    For Sale G5112135 - 13307 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2026
    Monthly Fee: $216

    Community: Serenade At Ovation
    Townhouse


    Estimated Monthly Payment: $2,616 (change assumption)
    Mortgage ($2,400) + Fees ($216) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16545 BROADWATER AVE, WINTER GARDEN, FL 34787

    $849,900105 Days on yellowkey   MLS ID: O6389243

    REDUCED by $5,000 (0.6%) on 06/08/2026

    For Sale O6389243 - 16545 BROADWATER AVE, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3036
       Built: 2017
    Monthly Fee: $184
       Tax: $3,668 (2024)
    Community: Twinwaters
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,147 (change assumption)
    Mortgage ($4,657) + Fees ($184) + Taxes in 2024 ($306)


    Taxes:$3,668

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 921 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $549,90046 Days on yellowkey   MLS ID: O6405328

    REDUCED by $20,000 (3.5%) on 06/11/2026

    For Sale O6405328 - 921 BENDING OAK TRL, WINTER GARDEN, FL 34787 79 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2517
       Built: 2012
    Monthly Fee: $125
       Tax: $3,791 (2025)
    Community: Oaks/Brandy Lake 01 Rep A & B
    Single Family


    Estimated Monthly Payment: $3,454 (change assumption)
    Mortgage ($3,013) + 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


  • 15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787

    $799,90088 Days on yellowkey   MLS ID: O6393190

    REDUCED by $10,000 (1.2%) on 06/10/2026

    For Sale O6393190 - 15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787 82 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3902
       Built: 2005
    Monthly Fee: $243
       Tax: $7,653 (2025)
    Community: Stoneybrook West
    Single Family


    Estimated Monthly Payment: $5,264 (change assumption)
    Mortgage ($4,383) + Fees ($243) + Taxes in 2025 ($638)


    Taxes:$7,653

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15073 VALVERSE ALY, WINTER GARDEN, FL 34787

    $515,00012 Days on yellowkey   MLS ID: O6416182

    For Sale O6416182 - 15073 VALVERSE ALY, WINTER GARDEN, FL 34787 38 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1892
       Built: 2017
    Monthly Fee: $339
       Tax: $4,172 (2025)
    Community: Overlook 2/Hamlin Ph 2 & 5
    Single Family


    Estimated Monthly Payment: $3,509 (change assumption)
    Mortgage ($2,822) + Fees ($339) + Taxes in 2025 ($348)


    Taxes:$4,172

    Elementary School: Independence Elementary

    High School: Horizon 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.