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Winter Garden Homes For Sale & Real Estate - 951 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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  • 9652 AMBER CHESTNUT WAY, WINTER GARDEN, FL 34787

    $435,00029 Days on yellowkey   MLS ID: O6409704

    REDUCED by $10,000 (2.2%) on 06/04/2026

    For Sale O6409704 - 9652 AMBER CHESTNUT WAY, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1948
       Built: 2019
    Monthly Fee: $245
       Tax: $5,389 (2024)
    Community: Watermark Ph 3
    Townhouse


    Estimated Monthly Payment: $3,078 (change assumption)
    Mortgage ($2,384) + Fees ($245) + Taxes in 2024 ($449)


    Taxes:$5,389

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 14501 GROVE RESORT AVE #3724, WINTER GARDEN, FL 34787

    $189,00043 Days on yellowkey   MLS ID: O6404906

    0 Days Off yellowkey (back on 6/17/2026)

    REDUCED by $10,000 (5.0%) on 06/17/2026

    For Sale O6404906 - 14501 GROVE RESORT AVE #3724, WINTER GARDEN, FL 34787 46 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1375
       Built: 2022
    Monthly Fee: $904
       Tax: $7,428 (2025)
    Community: Grove Resort And Spa Hotel Condominium
    Condo


    Estimated Monthly Payment: $2,559 (change assumption)
    Mortgage ($1,036) + Fees ($904) + Taxes in 2025 ($619)


    Taxes:$7,428

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1646 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787

    $909,00081 Days on yellowkey   MLS ID: O6394506

    REDUCED by $20,000 (2.2%) on 06/17/2026

    For Sale O6394506 - 1646 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3841
       Built: 2017
    Monthly Fee: $184
       Tax: $12,543 (2025)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $6,210 (change assumption)
    Mortgage ($4,981) + Fees ($184) + Taxes in 2025 ($1,045)


    Taxes:$12,543

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16012 MICELLI DR, WINTER GARDEN, FL 34787

    $684,000129 Days on yellowkey   MLS ID: TB8472370

    REDUCED by $15,000 (2.1%) on 06/17/2026

    For Sale TB8472370 - 16012 MICELLI DR, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2428
       Built: 2021
    Monthly Fee: $101
       Tax: $7,755 (2024)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $4,495 (change assumption)
    Mortgage ($3,748) + Fees ($101) + Taxes in 2024 ($646)


    Taxes:$7,755

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14252 CREEKBED CIR, WINTER GARDEN, FL 34787

    $799,9008 Days on yellowkey   MLS ID: O6408908

    INCREASED by $900 (0.1%) on 06/17/2026

    For Sale O6408908 - 14252 CREEKBED CIR, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3572
       Built: 2014
    Monthly Fee: $180

    Community: Bradford Creek
    Single Family


    Estimated Monthly Payment: $4,563 (change assumption)
    Mortgage ($4,383) + Fees ($180) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13299 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $449,99041 Days on yellowkey   MLS ID: G5112134

    0 Days Off yellowkey (back on 6/17/2026)

    For Sale G5112134 - 13299 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1729
       Built: 2026
    Monthly Fee: $216

    Community: Serenade At Ovation
    Townhouse


    Estimated Monthly Payment: $2,682 (change assumption)
    Mortgage ($2,466) + 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


  • 1338 UNION CLUB DR, WINTER GARDEN, FL 34787

    $890,0009 Days on yellowkey   MLS ID: O6412710

    REDUCED by $10,000 (1.1%) on 06/10/2026

    For Sale O6412710 - 1338 UNION CLUB DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2637
       Built: 2014
    Monthly Fee: $208
       Tax: $13,895 (2025)
    Community: Oakland Parka
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,243 (change assumption)
    Mortgage ($4,877) + Fees ($208) + Taxes in 2025 ($1,158)


    Taxes:$13,895

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5545 BOWMAN DR, WINTER GARDEN, FL 34787

    $480,00036 Days on yellowkey   MLS ID: O6407484

    REDUCED by $5,000 (1.0%) on 06/04/2026

    For Sale O6407484 - 5545 BOWMAN DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1998
       Built: 2016
    Monthly Fee: $339
       Tax: $7,894 (2025)
    Community: Overlook 2/Hamlin Ph 1 & 6
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,627 (change assumption)
    Mortgage ($2,630) + Fees ($339) + Taxes in 2025 ($658)


    Taxes:$7,894

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1015 WESTSIDE DR, WINTER GARDEN, FL 34787

    $224,00037 Days 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


  • 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,225,00080 Days on yellowkey   MLS ID: O6394059

    REDUCED by $34,000 (2.7%) on 06/17/2026

    For Sale O6394059 - 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4019
       Built: 2018
    Monthly Fee: $298
       Tax: $17,895 (2025)
    Community: Canopy Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $8,501 (change assumption)
    Mortgage ($6,712) + Fees ($298) + Taxes in 2025 ($1,491)


    Taxes:$17,895

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15174 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $689,000Listed 06/17/2026 2:31PM   MLS ID: O6415990

    For Sale O6415990 - 15174 FIELD DAISY DR, WINTER GARDEN, FL 34787 62 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2686
       Built: 2025
    Monthly Fee: $96
       Tax: $2,290 (2025)
    Community: Osprey Ranch Ph 1
    Single Family


    Estimated Monthly Payment: $4,062 (change assumption)
    Mortgage ($3,775) + Fees ($96) + Taxes in 2025 ($191)


    Taxes:$2,290

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 121 W MAPLE ST, WINTER GARDEN, FL 34787

    $1,725,0001 Day on yellowkey   MLS ID: O6417649

    For Sale O6417649 - 121 W MAPLE ST, WINTER GARDEN, FL 34787 99 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3243
       Built: 1999   Tax: $10,572 (2025)
    Community: G T Smith Sub 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,333 (change assumption)
    Mortgage ($9,452) + Taxes in 2025 ($881)


    Taxes:$10,572

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15592 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787

    $2,350,0001 Day on yellowkey   MLS ID: A4697264

    For Sale A4697264 - 15592 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787 61 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4978
       Built: 2015
    Monthly Fee: $195
       Tax: $21,848 (2026)
    Community: Signature Lks-Pcl 01D Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,892 (change assumption)
    Mortgage ($12,876) + Fees ($195) + Taxes in 2026 ($1,821)


    Taxes:$21,848

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Horizon West Middle School


  • 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $775,00029 Days on yellowkey   MLS ID: O6409619

    For Sale O6409619 - 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 39 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2670
       Built: 2026
    Monthly Fee: $82

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,328 (change assumption)
    Mortgage ($4,246) + 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


  • 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $725,00051 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


  • 14536 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787

    $450,000350 Days on yellowkey   MLS ID: O6320739

    SHORT SALE O6320739 - 14536 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1904
       Built: 2016
    Monthly Fee: $159
       Tax: $7,554 (2024)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $3,254 (change assumption)
    Mortgage ($2,466) + Fees ($159) + Taxes in 2024 ($630)


    Taxes:$7,554

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 1968 PANTHEON DR, WINTER GARDEN, FL 34787

    $529,90042 Days on yellowkey   MLS ID: O6404386

    0 Days Off yellowkey (back on 6/4/2026)

    For Sale O6404386 - 1968 PANTHEON DR, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1971
       Built: 2015
    Monthly Fee: $211
       Tax: $3,832 (2025)
    Community: Alexander Rdg
    Single Family


    Estimated Monthly Payment: $3,434 (change assumption)
    Mortgage ($2,903) + Fees ($211) + Taxes in 2025 ($319)


    Taxes:$3,832

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 205 HORSTFIELD DR, WINTER GARDEN, FL 34787

    $310,00027 Days on yellowkey   MLS ID: O6410222

    3 Days Off yellowkey (back on 6/17/2026)

    REDUCED by $5,000 (1.6%) on 06/12/2026

    For Sale O6410222 - 205 HORSTFIELD DR, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1048
       Built: 1998
    Monthly Fee: $40
       Tax: $1,983 (2025)
    Community: Park Ave Estates
    Single Family


    Estimated Monthly Payment: $1,904 (change assumption)
    Mortgage ($1,699) + Fees ($40) + Taxes in 2025 ($165)


    Taxes:$1,983

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 11243 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787

    $849,00065 Days on yellowkey   MLS ID: O6399101

    For Sale O6399101 - 11243 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2122
       Built: 2023
    Monthly Fee: $85
       Tax: $9,030 (2025)
    Community: Northlake At Ovation Phase 1
    Single Family


    Estimated Monthly Payment: $5,489 (change assumption)
    Mortgage ($4,652) + Fees ($85) + Taxes in 2025 ($753)


    Taxes:$9,030

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 11291 SILVER TRUMPET LOOP, WINTER GARDEN, FL 34787

    $425,00016 Days on yellowkey   MLS ID: O6412965

    For Sale O6412965 - 11291 SILVER TRUMPET LOOP, WINTER GARDEN, FL 34787 11 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1515
       Built: 2026
    Monthly Fee: $143

    Community: Esplanade At Mckinnon Groves
    Villa


    Estimated Monthly Payment: $2,472 (change assumption)
    Mortgage ($2,329) + Fees ($143) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill 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.