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Winter Garden Homes For Sale & Real Estate - 980 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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  • 215 S HIGHLAND AVE, WINTER GARDEN, FL 34787

    $1,099,0002 Days on yellowkey   MLS ID: S5154193

    INCREASED by $1,097,901 (99900.0%) on 07/23/2026

    For Sale S5154193 - 215 S HIGHLAND AVE, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2652
       Built: 2020   Tax: $12,866 (2026)
    Community: Downtown Winter Garden
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,094 (change assumption)
    Mortgage ($6,022) + Taxes in 2026 ($1,072)


    Taxes:$12,866

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2026

    Middle School: Lakeview Middle


  • 8768 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $890,00048 Days on yellowkey   MLS ID: O6414519

    For Sale O6414519 - 8768 SONOMA COAST DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3416
       Built: 2022
    Monthly Fee: $275
       Tax: $11,513 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,111 (change assumption)
    Mortgage ($4,877) + Fees ($275) + Taxes in 2024 ($959)


    Taxes:$11,513

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 5024 PALMETTO PARK DR, WINTER GARDEN, FL 34787

    $805,00046 Days on yellowkey   MLS ID: O6414749

    REDUCED by $14,000 (1.7%) on 07/20/2026

    For Sale O6414749 - 5024 PALMETTO PARK DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3061
       Built: 2017
    Monthly Fee: $187
       Tax: $10,816 (2025)
    Community: Orchard Hills Ph 3
    Single Family


    Estimated Monthly Payment: $5,499 (change assumption)
    Mortgage ($4,411) + Fees ($187) + Taxes in 2025 ($901)


    Taxes:$10,816

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14014 SCARLET ASTER ALY, WINTER GARDEN, FL 34787

    $469,00021 Days on yellowkey   MLS ID: O6418814

    For Sale O6418814 - 14014 SCARLET ASTER ALY, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1808
       Built: 2024
    Monthly Fee: $350
       Tax: $6,350 (2025)
    Community: Harvest/Ovation
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,449 (change assumption)
    Mortgage ($2,570) + Fees ($350) + Taxes in 2025 ($529)


    Taxes:$6,350

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15741 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $1,149,00038 Days on yellowkey   MLS ID: O6417058

    REDUCED by $16,000 (1.4%) on 07/24/2026

    For Sale O6417058 - 15741 SWEET LEMON WAY, WINTER GARDEN, FL 34787 42 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3624
       Built: 2020
    Monthly Fee: $55
       Tax: $12,068 (2025)
    Community: Highlands/Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,356 (change assumption)
    Mortgage ($6,296) + Fees ($55) + Taxes in 2025 ($1,006)


    Taxes:$12,068

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 769 HOME GROVE DR, WINTER GARDEN, FL 34787

    $524,50015 Days on yellowkey   MLS ID: O6420766

    REDUCED by $5,500 (1.0%) on 07/24/2026

    For Sale O6420766 - 769 HOME GROVE DR, WINTER GARDEN, FL 34787 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2305
       Built: 2005
    Monthly Fee: $99
       Tax: $4,372 (2025)
    Community: Regency Oaks Ph 02 A-C
    Single Family


    Estimated Monthly Payment: $3,337 (change assumption)
    Mortgage ($2,874) + Fees ($99) + Taxes in 2025 ($364)


    Taxes:$4,372

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 11341 BOURBON ROSE CIR, WINTER GARDEN, FL 34787

    $936,0632 Days on yellowkey   MLS ID: O6427362

    For Sale O6427362 - 11341 BOURBON ROSE CIR, WINTER GARDEN, FL 34787 15 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 2974
       Built: 2026
    Monthly Fee: $426

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $5,555 (change assumption)
    Mortgage ($5,129) + Fees ($426) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 11279 SILVER TRUMPET LOOP, WINTER GARDEN, FL 34787

    $432,3182 Days on yellowkey   MLS ID: O6427229

    For Sale O6427229 - 11279 SILVER TRUMPET LOOP, WINTER GARDEN, FL 34787 12 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1515
       Built: 2026
    Monthly Fee: $429

    Community: Esplanade At Mckinnon Groves
    Villa


    Estimated Monthly Payment: $2,798 (change assumption)
    Mortgage ($2,369) + Fees ($429) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 17742 SEDONA ST, WINTER GARDEN, FL 34787

    $916,0281 Day on yellowkey   MLS ID: O6427570

    For Sale O6427570 - 17742 SEDONA ST, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2475
       Built: 2026
    Monthly Fee: $426

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $5,445 (change assumption)
    Mortgage ($5,019) + Fees ($426) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 15009 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $775,000Listed 07/23/2026 9:28PM   MLS ID: O6427810

    For Sale O6427810 - 15009 LEBEAU LOOP, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2116
       Built: 2022
    Monthly Fee: $101
       Tax: $8,170 (2025)
    Community: Winding Bay Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,028 (change assumption)
    Mortgage ($4,246) + Fees ($101) + Taxes in 2025 ($681)


    Taxes:$8,170

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15621 SIGNATURE DR, WINTER GARDEN, FL 34787

    $545,000Listed 07/23/2026 4:01PM   MLS ID: O6427731

    For Sale O6427731 - 15621 SIGNATURE DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2492
       Built: 2013
    Monthly Fee: $195
       Tax: $8,266 (2025)
    Community: Signature Lakes Ph 2
    Single Family


    Estimated Monthly Payment: $3,870 (change assumption)
    Mortgage ($2,986) + Fees ($195) + Taxes in 2025 ($689)


    Taxes:$8,266

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6208 ARALIA IVY LN, WINTER GARDEN, FL 34787

    $400,0001 Day on yellowkey   MLS ID: O6427212

    For Sale O6427212 - 6208 ARALIA IVY LN, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2020
    Monthly Fee: $289
       Tax: $6,543 (2025)
    Community: Hamilton Gardens
    Townhouse


    Estimated Monthly Payment: $3,026 (change assumption)
    Mortgage ($2,192) + Fees ($289) + Taxes in 2025 ($545)


    Taxes:$6,543

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15514 CAMPDEN ST, WINTER GARDEN, FL 34787

    $375,000Listed 07/23/2026 6:35PM   MLS ID: O6425709

    For Sale O6425709 - 15514 CAMPDEN ST, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1917
       Built: 2011
    Monthly Fee: $369
       Tax: $3,518 (2025)
    Community: Stoneybrook West I
    Townhouse


    Estimated Monthly Payment: $2,717 (change assumption)
    Mortgage ($2,055) + Fees ($369) + Taxes in 2025 ($293)


    Taxes:$3,518

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14501 GROVE RESORT AVE #3231, WINTER GARDEN, FL 34787

    $190,0001 Day on yellowkey   MLS ID: O6423511

    For Sale O6423511 - 14501 GROVE RESORT AVE #3231, WINTER GARDEN, FL 34787 51 photos

    Bed: 2   Bath: 2.0   Gar: 4
    Liv Area Sq Ft: 1375
       Built: 2018
    Monthly Fee: $983
       Tax: $4,314 (2025)
    Community: Grove Resort
    Condo


    Estimated Monthly Payment: $2,384 (change assumption)
    Mortgage ($1,041) + Fees ($983) + Taxes in 2025 ($360)


    Taxes:$4,314

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #2703, WINTER GARDEN, FL 34787

    $295,000Listed 07/23/2026 4:08PM   MLS ID: O6427717

    For Sale O6427717 - 14501 GROVE RESORT AVE #2703, WINTER GARDEN, FL 34787 54 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1265
       Built: 2018
    Monthly Fee: $904
       Tax: $5,539 (2025)
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $2,982 (change assumption)
    Mortgage ($1,616) + Fees ($904) + Taxes in 2025 ($462)


    Taxes:$5,539

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9225 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787

    $1,150,0001 Day on yellowkey   MLS ID: O6427589

    For Sale O6427589 - 9225 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787 39 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3897
       Built: 2017
    Monthly Fee: $158
       Tax: $15,124 (2025)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $7,720 (change assumption)
    Mortgage ($6,301) + Fees ($158) + Taxes in 2025 ($1,260)


    Taxes:$15,124

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12706 GROVEHURST AVE, WINTER GARDEN, FL 34787

    $634,00015 Days on yellowkey   MLS ID: O6424010

    REDUCED by $11,000 (1.7%) on 07/22/2026

    For Sale O6424010 - 12706 GROVEHURST AVE, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3382
       Built: 2005   Tax: $8,232 (2025)
    Community: Grovehurst A-D
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,160 (change assumption)
    Mortgage ($3,474) + Taxes in 2025 ($686)


    Taxes:$8,232

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1338 UNION CLUB DR, WINTER GARDEN, FL 34787

    $890,00045 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

    $465,00072 Days on yellowkey   MLS ID: O6407484

    REDUCED by $10,000 (2.1%) on 07/16/2026

    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: $3,545 (change assumption)
    Mortgage ($2,548) + Fees ($339) + Taxes in 2025 ($658)


    Taxes:$7,894

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 320 ERON WAY #6, WINTER GARDEN, FL 34787

    $222,0003 Days on yellowkey   MLS ID: O6426182

    INCREASED by $2,000 (0.9%) on 07/23/2026

    For Sale O6426182 - 320 ERON WAY #6, WINTER GARDEN, FL 34787 16 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 930
       Built: 1988
    Monthly Fee: $424
       Tax: $3,224 (2025)
    Community: Townhomes Winter Garden
    Condo


    Estimated Monthly Payment: $1,909 (change assumption)
    Mortgage ($1,216) + Fees ($424) + Taxes in 2025 ($269)


    Taxes:$3,224

    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.