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Winter Garden Homes For Sale & Real Estate - 821 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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  • 12463 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787

    $935,0008 Days on yellowkey   MLS ID: O6403631

    0 Days Off yellowkey (back on 5/7/2026)

    For Sale O6403631 - 12463 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787 62 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3021
       Built: 2004
    Monthly Fee: $85
       Tax: $10,676 (2025)
    Community: Westfield Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,098 (change assumption)
    Mortgage ($5,123) + Fees ($85) + Taxes in 2025 ($890)


    Taxes:$10,676

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $499,000219 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


  • 12003 HOLYSTONE ST, WINTER GARDEN, FL 34787

    $445,0009 Days on yellowkey   MLS ID: L4961121

    For Sale L4961121 - 12003 HOLYSTONE ST, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1814
       Built: 2023
    Monthly Fee: $269
       Tax: $5,292 (2025)
    Community: Waterleigh Ph 4A
    Townhouse


    Estimated Monthly Payment: $3,148 (change assumption)
    Mortgage ($2,438) + Fees ($269) + Taxes in 2025 ($441)


    Taxes:$5,292

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 705 GARDEN WEST TER, WINTER GARDEN, FL 34787

    $1,350,0009 Days on yellowkey   MLS ID: O6403363

    For Sale O6403363 - 705 GARDEN WEST TER, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2698
       Built: 2020
    Monthly Fee: $232
       Tax: $10,345 (2025)
    Community: Garden West
    Single Family


    Estimated Monthly Payment: $8,491 (change assumption)
    Mortgage ($7,397) + Fees ($232) + Taxes in 2025 ($862)


    Taxes:$10,345

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14005 ALDFORD DR, WINTER GARDEN, FL 34787

    $669,00020 Days on yellowkey   MLS ID: O6401397

    For Sale O6401397 - 14005 ALDFORD DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2334
       Built: 2017
    Monthly Fee: $115
       Tax: $9,241 (2025)
    Community: Latham Park North
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,551 (change assumption)
    Mortgage ($3,666) + Fees ($115) + Taxes in 2025 ($770)


    Taxes:$9,241

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 3276 SAILING PIER AVE, WINTER GARDEN, FL 34787

    $525,00021 Days on yellowkey   MLS ID: O6401195

    For Sale O6401195 - 3276 SAILING PIER AVE, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1990
       Built: 2020
    Monthly Fee: $152
       Tax: $7,081 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $3,619 (change assumption)
    Mortgage ($2,877) + Fees ($152) + Taxes in 2025 ($590)


    Taxes:$7,081

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 8807 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787

    $630,00023 Days on yellowkey   MLS ID: O6400597

    For Sale O6400597 - 8807 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787 27 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2581
       Built: 2018
    Monthly Fee: $600
       Tax: $6,298 (2025)
    Community: Lakeshore Preserve Ph 1
    Townhouse


    Estimated Monthly Payment: $4,577 (change assumption)
    Mortgage ($3,452) + Fees ($600) + Taxes in 2025 ($525)


    Taxes:$6,298

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17224 OLD COUNTRY LN, WINTER GARDEN, FL 34787

    $1,999,99977 Days on yellowkey   MLS ID: O6384075

    REDUCED by $200,001 (9.1%) on 04/16/2026

    For Sale O6384075 - 17224 OLD COUNTRY LN, WINTER GARDEN, FL 34787 41 photos

    Bed: 6   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3629
       Built: 1980   Tax: $9,822 (2024)
    Community: Lake Avalon Groves Rep
    Single Family


    Estimated Monthly Payment: $11,777 (change assumption)
    Mortgage ($10,959) + Taxes in 2024 ($819)


    Taxes:$9,822

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787

    $949,99980 Days on yellowkey   MLS ID: O6384645

    REDUCED by $25,001 (2.6%) on 04/20/2026

    For Sale O6384645 - 5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3104
       Built: 2021
    Monthly Fee: $115
       Tax: $8,275 (2024)
    Community: Wincey Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $6,010 (change assumption)
    Mortgage ($5,205) + Fees ($115) + Taxes in 2024 ($690)


    Taxes:$8,275

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15755 SWEET LIMETTA DR, WINTER GARDEN, FL 34787

    $799,999128 Days on yellowkey   MLS ID: O6370049

    REDUCED by $1 (0.0%) on 05/05/2026

    For Sale O6370049 - 15755 SWEET LIMETTA DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3633
       Built: 2018
    Monthly Fee: $110
       Tax: $11,264 (2025)
    Community: Highlands/Summerlake Grove Ph 2
    Single Family


    Estimated Monthly Payment: $5,432 (change assumption)
    Mortgage ($4,383) + Fees ($110) + Taxes in 2025 ($939)


    Taxes:$11,264

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 241 N DILLARD ST, WINTER GARDEN, FL 34787

    $1,499,999205 Days on yellowkey   MLS ID: O6353975

    REDUCED by $100,001 (6.3%) on 04/13/2026

    For Sale O6353975 - 241 N DILLARD ST, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3507
       Built: 1953   Tax: $2,959 (2024)
    Community: J L Dillard Sub 3
    Single Family


    Estimated Monthly Payment: $8,466 (change assumption)
    Mortgage ($8,219) + Taxes in 2024 ($247)


    Taxes:$2,959

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787

    $1,000,000213 Days on yellowkey   MLS ID: O6346377

    0 Days Off yellowkey (back on 5/8/2026)

    For Sale O6346377 - 1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787 70 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3863
       Built: 2017
    Monthly Fee: $180
       Tax: $10,792 (2024)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $6,559 (change assumption)
    Mortgage ($5,479) + Fees ($180) + Taxes in 2024 ($899)


    Taxes:$10,792

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787

    $609,90098 Days on yellowkey   MLS ID: O6379203

    REDUCED by $10,100 (1.6%) on 05/09/2026

    For Sale O6379203 - 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787 59 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3474
       Built: 2006
    Monthly Fee: $111
       Tax: $8,378 (2025)
    Community: Grovehurst A-D
    Single Family


    Estimated Monthly Payment: $4,151 (change assumption)
    Mortgage ($3,342) + Fees ($111) + Taxes in 2025 ($698)


    Taxes:$8,378

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


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

    $229,0007 Days on yellowkey   MLS ID: O6404906

    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: $2,778 (change assumption)
    Mortgage ($1,255) + Fees ($904) + Taxes in 2025 ($619)


    Taxes:$7,428

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6530 PASTURELANDS PL, WINTER GARDEN, FL 34787

    $479,99961 Days on yellowkey   MLS ID: O6390459

    REDUCED by $19,901 (4.0%) on 03/31/2026

    For Sale O6390459 - 6530 PASTURELANDS PL, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2067
       Built: 2006
    Monthly Fee: $285
       Tax: $4,537 (2025)
    Community: Independence
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,293 (change assumption)
    Mortgage ($2,630) + Fees ($285) + Taxes in 2025 ($378)


    Taxes:$4,537

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15334 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787

    $430,00054 Days on yellowkey   MLS ID: O6392207

    REDUCED by $20,000 (4.4%) on 05/01/2026

    For Sale O6392207 - 15334 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1868
       Built: 2017
    Monthly Fee: $353
       Tax: $6,791 (2025)
    Community: Highlands/Summerlake Grvs Ph 1
    Townhouse


    Estimated Monthly Payment: $3,275 (change assumption)
    Mortgage ($2,356) + Fees ($353) + Taxes in 2025 ($566)


    Taxes:$6,791

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14571 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $519,900146 Days on yellowkey   MLS ID: O6368387

    For Sale O6368387 - 14571 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 2012
    Monthly Fee: $251
       Tax: $7,507 (2024)
    Community: Summerlake Pd Ph 01A
    Single Family


    Estimated Monthly Payment: $3,725 (change assumption)
    Mortgage ($2,849) + Fees ($251) + Taxes in 2024 ($626)


    Taxes:$7,507

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 13043 SANDCASTLE DRIVE, WINTER GARDEN, FL 34787

    $899,00028 Days on yellowkey   MLS ID: O6399529

    INCREASED by $23,000 (2.6%) on 05/09/2026

    For Sale O6399529 - 13043 SANDCASTLE DRIVE, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1943
       Built: 2022
    Monthly Fee: $534
       Tax: $10,109 (2025)
    Community: Del Webb Oasis
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,302 (change assumption)
    Mortgage ($4,926) + Fees ($534) + Taxes in 2025 ($842)


    Taxes:$10,109

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 217 W BAY ST, WINTER GARDEN, FL 34787

    $1,495,0004 Days on yellowkey   MLS ID: S5149527

    For Sale S5149527 - 217 W BAY ST, WINTER GARDEN, FL 34787 79 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2800
       Built: 2025   Tax: $5,958 (2025)
    Community: Cooper & Sewell Add
    Single Family


    Estimated Monthly Payment: $8,688 (change assumption)
    Mortgage ($8,192) + Taxes in 2025 ($497)


    Taxes:$5,958

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13295 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $439,9905 Days on yellowkey   MLS ID: G5112136

    For Sale G5112136 - 13295 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1715
       Built: 2026
    Monthly Fee: $216

    Community: Serenade At Ovation
    Townhouse


    Estimated Monthly Payment: $2,627 (change assumption)
    Mortgage ($2,411) + Fees ($216) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring 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.