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Winter Garden Homes For Sale & Real Estate - 979 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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  • 13332 SUBURBAN TER, WINTER GARDEN, FL 34787

    $699,50082 Days on yellowkey   MLS ID: O6402778

    REDUCED by $15,400 (2.2%) on 05/29/2026

    For Sale O6402778 - 13332 SUBURBAN TER, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2706
       Built: 1994   Tax: $2,841 (2024)
    Community: Citrus Cove Unit 01
    Single Family


    Estimated Monthly Payment: $4,070 (change assumption)
    Mortgage ($3,833) + Taxes in 2024 ($237)


    Taxes:$2,841

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15111 DRIFTWOOD BEND ST, WINTER GARDEN, FL 34787

    $618,00066 Days on yellowkey   MLS ID: O6408574

    REDUCED by $10,000 (1.6%) on 06/29/2026

    For Sale O6408574 - 15111 DRIFTWOOD BEND ST, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2573
       Built: 2017
    Monthly Fee: $195
       Tax: $9,620 (2025)
    Community: Signature Lakes Ph 3B-4, 3B-5
    Single Family


    Estimated Monthly Payment: $4,383 (change assumption)
    Mortgage ($3,386) + Fees ($195) + Taxes in 2025 ($802)


    Taxes:$9,620

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5686 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $399,00048 Days on yellowkey   MLS ID: O6410760

    REDUCED by $23,000 (5.5%) on 06/29/2026

    For Sale O6410760 - 5686 CYPRESS HILL RD, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1712
       Built: 2019
    Monthly Fee: $330
       Tax: $6,441 (2025)
    Community: Orchard Hills Ph 4
    Townhouse


    Estimated Monthly Payment: $3,053 (change assumption)
    Mortgage ($2,186) + Fees ($330) + Taxes in 2025 ($537)


    Taxes:$6,441

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7187 WILD STRAWBERRY RUN, WINTER GARDEN, FL 34787

    $723,00080 Days on yellowkey   MLS ID: O6403837

    0 Days Off yellowkey (back on 6/29/2026)

    For Sale O6403837 - 7187 WILD STRAWBERRY RUN, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3602
       Built: 2007
    Monthly Fee: $200
       Tax: $11,214 (2025)
    Community: Signature Lks-Pcl 01D Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,096 (change assumption)
    Mortgage ($3,962) + Fees ($200) + Taxes in 2025 ($935)


    Taxes:$11,214

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 131 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787

    $235,000118 Days on yellowkey   MLS ID: O6393946

    REDUCED by $15,000 (6.0%) on 04/14/2026

    For Sale O6393946 - 131 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787 29 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 738
       Built: 2005
    Monthly Fee: $309
       Tax: $2,176 (2025)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $1,778 (change assumption)
    Mortgage ($1,288) + Fees ($309) + Taxes in 2025 ($181)


    Taxes:$2,176

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16893 BROADWATER AVE, WINTER GARDEN, FL 34787

    $2,795,90041 Days on yellowkey   MLS ID: O6415972

    2 Days Off yellowkey (back on 6/29/2026)

    For Sale O6415972 - 16893 BROADWATER AVE, WINTER GARDEN, FL 34787 76 photos

    Bed: 7   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 6289
       Built: 2019
    Monthly Fee: $383
       Tax: $25,448 (2025)
    Community: Waterside 90'S
    Single Family


    Estimated Monthly Payment: $17,823 (change assumption)
    Mortgage ($15,320) + Fees ($383) + Taxes in 2025 ($2,121)


    Taxes:$25,448

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14501 GROVE RESORT AVE #3202, WINTER GARDEN, FL 34787

    $350,000335 Days on yellowkey   MLS ID: O6338004

    For Sale O6338004 - 14501 GROVE RESORT AVE #3202, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2018
    Monthly Fee: $889
       Tax: $6,512 (2024)
    Community: Grove Residence & Spa Hotel Condo 3
    Condo


    Estimated Monthly Payment: $3,349 (change assumption)
    Mortgage ($1,918) + Fees ($889) + Taxes in 2024 ($543)


    Taxes:$6,512

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 17667 LAKE STAR RD, WINTER GARDEN, FL 34787

    $899,74130 Days on yellowkey   MLS ID: TB8521869

    1 Days Off yellowkey (back on 6/29/2026)

    For Sale TB8521869 - 17667 LAKE STAR RD, WINTER GARDEN, FL 34787 9 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3545
       Built: 2026
    Monthly Fee: $84
       Tax: $12,000 (2025)
    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $6,014 (change assumption)
    Mortgage ($4,930) + Fees ($84) + Taxes in 2025 ($1,000)


    Taxes:$12,000

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5978 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $681,24072 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


  • 15511 CAMPDEN ST, WINTER GARDEN, FL 34787

    $395,00049 Days on yellowkey   MLS ID: O6413461

    For Sale O6413461 - 15511 CAMPDEN ST, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1916
       Built: 2011
    Monthly Fee: $369
       Tax: $5,471 (2024)
    Community: Stoneybrook West I
    Townhouse


    Estimated Monthly Payment: $2,989 (change assumption)
    Mortgage ($2,164) + Fees ($369) + Taxes in 2024 ($456)


    Taxes:$5,471

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 402 E MAPLE ST, WINTER GARDEN, FL 34787

    $900,00041 Days on yellowkey   MLS ID: O6412747

    For Sale O6412747 - 402 E MAPLE ST, WINTER GARDEN, FL 34787 28 photos

    Bed: 6   Bath: 5.0   Gar: 4
    Liv Area Sq Ft: 2876
       Built: 2021   Tax: $7,658 (2025)
    Community: East Garden Manor Add 03 Rep
    Single Family


    Estimated Monthly Payment: $5,570 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($638)


    Taxes:$7,658

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17350 WILD DAISY DR, WINTER GARDEN, FL 34787

    $910,51035 Days on yellowkey   MLS ID: G5113976

    For Sale G5113976 - 17350 WILD DAISY DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $5,139 (change assumption)
    Mortgage ($4,989) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14903 DRIFTWATER DR, WINTER GARDEN, FL 34787

    $380,00044 Days on yellowkey   MLS ID: S5151359

    REDUCED by $10,000 (2.6%) on 06/24/2026

    For Sale S5151359 - 14903 DRIFTWATER DR, WINTER GARDEN, FL 34787 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1745
       Built: 2015
    Monthly Fee: $402
       Tax: $6,152 (2025)
    Community: Signature Lakes Ph 3B-6
    Townhouse


    Estimated Monthly Payment: $2,997 (change assumption)
    Mortgage ($2,082) + Fees ($402) + Taxes in 2025 ($513)


    Taxes:$6,152

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6212 ARALIA IVY LN, WINTER GARDEN, FL 34787

    $429,900117 Days on yellowkey   MLS ID: O6394386

    REDUCED by $100 (0.0%) on 06/22/2026

    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: $3,206 (change assumption)
    Mortgage ($2,356) + 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


  • 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787

    $1,093,000167 Days on yellowkey   MLS ID: O6379346

    REDUCED by $12,000 (1.1%) on 06/08/2026

    For Sale O6379346 - 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787 76 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3886
       Built: 2018
    Monthly Fee: $360
       Tax: $9,571 (2024)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $7,146 (change assumption)
    Mortgage ($5,989) + Fees ($360) + Taxes in 2024 ($798)


    Taxes:$9,571

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787

    $1,399,00096 Days on yellowkey   MLS ID: V4948569

    REDUCED by $51,000 (3.5%) on 06/06/2026

    For Sale V4948569 - 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 7   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4700
       Built: 2019
    Monthly Fee: $97
       Tax: $9,199 (2025)
    Community: Mcallister Lndg
    Single Family


    Estimated Monthly Payment: $8,529 (change assumption)
    Mortgage ($7,666) + Fees ($97) + Taxes in 2025 ($767)


    Taxes:$9,199

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15135 GROVESIDE RD, WINTER GARDEN, FL 34787

    $483,93060 Days on yellowkey   MLS ID: O6410287

    INCREASED by $5,000 (1.0%) on 06/17/2026

    For Sale O6410287 - 15135 GROVESIDE RD, WINTER GARDEN, FL 34787 4 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1881
       Built: 2026
    Monthly Fee: $247
       Tax: $1,375 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $3,013 (change assumption)
    Mortgage ($2,652) + Fees ($247) + Taxes in 2025 ($115)


    Taxes:$1,375

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12959 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $750,00036 Days on yellowkey   MLS ID: O6417449

    1 Days Off yellowkey (back on 6/28/2026)

    For Sale O6417449 - 12959 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 13 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2858
       Built: 2026
    Monthly Fee: $140

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,249 (change assumption)
    Mortgage ($4,109) + 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


  • 8019 JEREMY JOSEPH ALY, WINTER GARDEN, FL 34787

    $400,00025 Days on yellowkey   MLS ID: O6415530

    For Sale O6415530 - 8019 JEREMY JOSEPH ALY, WINTER GARDEN, FL 34787 2 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1696
       Built: 2017
    Monthly Fee: $196
       Tax: $6,405 (2025)
    Community: Summerlake Grvs Ph 2
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,921 (change assumption)
    Mortgage ($2,192) + Fees ($196) + Taxes in 2025 ($534)


    Taxes:$6,405

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 3399 BUOY CIR, WINTER GARDEN, FL 34787

    $1,224,90028 Days on yellowkey   MLS ID: O6419829

    For Sale O6419829 - 3399 BUOY CIR, WINTER GARDEN, FL 34787 34 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 5277
       Built: 2020
    Monthly Fee: $128
       Tax: $17,116 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $8,266 (change assumption)
    Mortgage ($6,712) + Fees ($128) + Taxes in 2025 ($1,426)


    Taxes:$17,116

    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.