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Winter Garden Homes For Sale & Real Estate - 842 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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  • 6159 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $699,74531 Days on yellowkey   MLS ID: G5111054

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale G5111054 - 6159 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,984 (change assumption)
    Mortgage ($3,834) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6050 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $712,63431 Days on yellowkey   MLS ID: G5111051

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale G5111051 - 6050 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,055 (change assumption)
    Mortgage ($3,905) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15142 TEA TREE DR, WINTER GARDEN, FL 34787

    $858,12031 Days on yellowkey   MLS ID: G5111049

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale G5111049 - 15142 TEA TREE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3498
       Built: 2026
    Monthly Fee: $150
       Tax: $298 (2025)
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,877 (change assumption)
    Mortgage ($4,702) + Fees ($150) + Taxes in 2025 ($25)


    Taxes:$298

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15359 MARITIME PINE DR, WINTER GARDEN, FL 34787

    $828,10532 Days on yellowkey   MLS ID: G5110994

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale G5110994 - 15359 MARITIME PINE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,687 (change assumption)
    Mortgage ($4,537) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14050 FAIRWAY WILLOW LN, WINTER GARDEN, FL 34787

    $749,00053 Days on yellowkey   MLS ID: O6392994

    REDUCED by $46,000 (5.8%) on 04/15/2026

    For Sale O6392994 - 14050 FAIRWAY WILLOW LN, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 1989
    Monthly Fee: $322
       Tax: $4,924 (2025)
    Community: Woodbridge On Green
    Single Family


    Estimated Monthly Payment: $4,836 (change assumption)
    Mortgage ($4,104) + Fees ($322) + Taxes in 2025 ($410)


    Taxes:$4,924

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1035 CHASE DR, WINTER GARDEN, FL 34787

    $465,00036 Days on yellowkey   MLS ID: O6396474

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale O6396474 - 1035 CHASE DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1793
       Built: 1995
    Monthly Fee: $44
       Tax: $3,337 (2025)
    Community: Island Pointe Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,870 (change assumption)
    Mortgage ($2,548) + Fees ($44) + Taxes in 2025 ($278)


    Taxes:$3,337

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14423 WABASSO LOOP, WINTER GARDEN, FL 34787

    $899,999129 Days on yellowkey   MLS ID: O6368408

    1 Days Off yellowkey (back on 4/15/2026)

    For Sale O6368408 - 14423 WABASSO LOOP, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3630
       Built: 2023
    Monthly Fee: $217
       Tax: $12,742 (2024)
    Community: Tilden Place/Winter Garden
    Single Family


    Estimated Monthly Payment: $6,210 (change assumption)
    Mortgage ($4,931) + Fees ($217) + Taxes in 2024 ($1,062)


    Taxes:$12,742

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 13881 EASDALE ALY, WINTER GARDEN, FL 34787

    $460,000285 Days on yellowkey   MLS ID: O6332674

    REDUCED by $10,000 (2.1%) on 04/08/2026

    For Sale O6332674 - 13881 EASDALE ALY, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1996
       Built: 2024
    Monthly Fee: $165
       Tax: $1,535 (2024)
    Community: Westhaven/Ovation
    Townhouse


    Estimated Monthly Payment: $2,813 (change assumption)
    Mortgage ($2,520) + Fees ($165) + Taxes in 2024 ($128)


    Taxes:$1,535

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1923 JEAN MARIE DR, WINTER GARDEN, FL 34787

    $580,000119 Days on yellowkey   MLS ID: G5106903

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale G5106903 - 1923 JEAN MARIE DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2916
       Built: 2007
    Monthly Fee: $90
       Tax: $4,275 (2024)
    Community: Carriage Pointe A-I & L
    Single Family


    Estimated Monthly Payment: $3,624 (change assumption)
    Mortgage ($3,178) + Fees ($90) + Taxes in 2024 ($356)


    Taxes:$4,275

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1710 E BAY ST, WINTER GARDEN, FL 34787

    $249,99074 Days on yellowkey   MLS ID: O6376343

    0 Days Off yellowkey (back on 4/15/2026)

    REDUCED by $5,005 (2.0%) on 04/15/2026

    For Sale O6376343 - 1710 E BAY ST, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 972
       Built: 1957   Tax: $958 (2025)
    Community: Joe Louis Park First Add
    Single Family


    Estimated Monthly Payment: $1,450 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($80)


    Taxes:$958

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1261 WINTER GREEN WAY, WINTER GARDEN, FL 34787

    $255,000112 Days on yellowkey   MLS ID: O6372438

    0 Days Off yellowkey (back on 4/11/2026)

    For Sale O6372438 - 1261 WINTER GREEN WAY, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1400
       Built: 1984
    Monthly Fee: $63
       Tax: $2,520 (2024)
    Community: Village Grove Phase 2
    Townhouse


    Estimated Monthly Payment: $1,670 (change assumption)
    Mortgage ($1,397) + Fees ($63) + Taxes in 2024 ($210)


    Taxes:$2,520

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 17222 DANCY ORANGE CT, WINTER GARDEN, FL 34787

    $965,00085 Days on yellowkey   MLS ID: O6383910

    REDUCED by $25,000 (2.5%) on 04/06/2026

    For Sale O6383910 - 17222 DANCY ORANGE CT, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3787
       Built: 2023
    Monthly Fee: $83
       Tax: $11,862 (2024)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $6,359 (change assumption)
    Mortgage ($5,288) + Fees ($83) + Taxes in 2024 ($989)


    Taxes:$11,862

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15161 CANOE PL, WINTER GARDEN, FL 34787

    $1,200,00032 Days on yellowkey   MLS ID: O6398949

    For Sale O6398949 - 15161 CANOE PL, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3816
       Built: 2019
    Monthly Fee: $385
       Tax: $13,235 (2025)
    Community: Lakeshore Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $8,063 (change assumption)
    Mortgage ($6,575) + Fees ($385) + Taxes in 2025 ($1,103)


    Taxes:$13,235

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17162 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $699,97032 Days on yellowkey   MLS ID: G5110993

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale G5110993 - 17162 INGRAM BLUFF DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3122
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,957 (change assumption)
    Mortgage ($3,835) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7550 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $701,34032 Days on yellowkey   MLS ID: G5110990

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale G5110990 - 7550 SPRING VALLEY ST, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,965 (change assumption)
    Mortgage ($3,843) + Fees ($122) + 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 #1310, WINTER GARDEN, FL 34787

    $230,00038 Days on yellowkey   MLS ID: O6397317

    For Sale O6397317 - 14501 GROVE RESORT AVE #1310, WINTER GARDEN, FL 34787 50 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1265
       Built: 2016
    Monthly Fee: $608
       Tax: $6,200 (2025)
    Community: Grove Resort And Spa Hotel Condo
    Condo


    Estimated Monthly Payment: $2,385 (change assumption)
    Mortgage ($1,260) + Fees ($608) + Taxes in 2025 ($517)


    Taxes:$6,200

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1209 CASTLEPORT RD, WINTER GARDEN, FL 34787

    $664,90063 Days on yellowkey   MLS ID: O6390760

    REDUCED by $10,090 (1.5%) on 04/14/2026

    For Sale O6390760 - 1209 CASTLEPORT RD, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2001
    Monthly Fee: $243
       Tax: $4,030 (2025)
    Community: Stoneybrook West
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,222 (change assumption)
    Mortgage ($3,643) + Fees ($243) + Taxes in 2025 ($336)


    Taxes:$4,030

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14168 LARKSPUR LAKE DR, WINTER GARDEN, FL 34787

    $2,999,990234 Days on yellowkey   MLS ID: O6346469

    REDUCED by $333,389 (10.0%) on 04/14/2026

    For Sale O6346469 - 14168 LARKSPUR LAKE DR, WINTER GARDEN, FL 34787 19 photos

    Bed: 6   Bath: 7.0   Gar: 4
    Liv Area Sq Ft: 6442
       Built: 2025
    Monthly Fee: $112
       Tax: $6,673 (2024)
    Community: Shorefront Cove
    Single Family


    Estimated Monthly Payment: $17,106 (change assumption)
    Mortgage ($16,438) + Fees ($112) + Taxes in 2024 ($556)


    Taxes:$6,673

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15312 GILLIGAN CT, WINTER GARDEN, FL 34787

    $1,150,000114 Days on yellowkey   MLS ID: O6372954

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale O6372954 - 15312 GILLIGAN CT, WINTER GARDEN, FL 34787 69 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3652
       Built: 2020
    Monthly Fee: $102
       Tax: $9,787 (2024)
    Community: Winding Bay Ii Llc
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,219 (change assumption)
    Mortgage ($6,301) + Fees ($102) + Taxes in 2024 ($816)


    Taxes:$9,787

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 17156 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $606,44059 Days on yellowkey   MLS ID: G5109791

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale G5109791 - 17156 INGRAM BLUFF DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,463 (change assumption)
    Mortgage ($3,323) + Fees ($140) + 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.