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Winter Garden Homes For Sale & Real Estate - 688 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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  • 2439 BALFORN TOWER WAY, WINTER GARDEN, FL 34787

    $570,00049 Days on yellowkey   MLS ID: O6386373

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

    For Sale O6386373 - 2439 BALFORN TOWER WAY, WINTER GARDEN, FL 34787 82 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2508
       Built: 2008
    Monthly Fee: $243
       Tax: $3,490 (2025)
    Community: Stoneybrook West D
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,657 (change assumption)
    Mortgage ($3,123) + Fees ($243) + Taxes in 2025 ($291)


    Taxes:$3,490

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5526 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787

    $649,000130 Days on yellowkey   MLS ID: O6365476

    REDUCED by $31,000 (4.6%) on 04/11/2026

    For Sale O6365476 - 5526 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787 59 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2240
       Built: 2013
    Monthly Fee: $184
       Tax: $8,004 (2025)
    Community: Signature Lakes
    Single Family


    Estimated Monthly Payment: $4,407 (change assumption)
    Mortgage ($3,556) + Fees ($184) + Taxes in 2025 ($667)


    Taxes:$8,004

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14501 GROVE RESORT AVE #1721, WINTER GARDEN, FL 34787

    $249,5006 Days on yellowkey   MLS ID: O6397131

    For Sale O6397131 - 14501 GROVE RESORT AVE #1721, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2017
    Monthly Fee: $904
       Tax: $7,146 (2025)
    Community: Grove Resort And Spa Hotel Condominium
    Condo


    Estimated Monthly Payment: $2,867 (change assumption)
    Mortgage ($1,367) + Fees ($904) + Taxes in 2025 ($595)


    Taxes:$7,146

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15285 HAMLIN PARK DR, WINTER GARDEN, FL 34787

    $489,99010 Days on yellowkey   MLS ID: TB8494889

    For Sale TB8494889 - 15285 HAMLIN PARK DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 2026
    Monthly Fee: $248
       Tax: $1,375 (2025)
    Community: Parkview/Hamlin
    Townhouse


    Estimated Monthly Payment: $3,047 (change assumption)
    Mortgage ($2,685) + Fees ($248) + Taxes in 2025 ($115)


    Taxes:$1,375

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15006 PIGEON PLUM LN, WINTER GARDEN, FL 34787

    $499,9008 Days on yellowkey   MLS ID: S5147405

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

    For Sale S5147405 - 15006 PIGEON PLUM LN, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2046
       Built: 2016
    Monthly Fee: $252
       Tax: $7,351 (2025)
    Community: Summerlake
    Single Family


    Estimated Monthly Payment: $3,604 (change assumption)
    Mortgage ($2,739) + Fees ($252) + Taxes in 2025 ($613)


    Taxes:$7,351

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787

    $519,900231 Days on yellowkey   MLS ID: S5133690

    For Sale S5133690 - 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2035
       Built: 2001
    Monthly Fee: $33
       Tax: $6,403 (2024)
    Community: Tuscany Ph 02
    Single Family


    Estimated Monthly Payment: $3,415 (change assumption)
    Mortgage ($2,849) + Fees ($33) + Taxes in 2024 ($534)


    Taxes:$6,403

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 16413 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787

    $490,0007 Days on yellowkey   MLS ID: O6397513

    For Sale O6397513 - 16413 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1626
       Built: 2021
    Monthly Fee: $284
       Tax: $6,711 (2025)
    Community: Hawksmoor
    Townhouse


    Estimated Monthly Payment: $3,528 (change assumption)
    Mortgage ($2,685) + Fees ($284) + Taxes in 2025 ($559)


    Taxes:$6,711

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5943 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $746,650211 Days on yellowkey   MLS ID: G5102277

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

    For Sale G5102277 - 5943 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,241 (change assumption)
    Mortgage ($4,091) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 276 SUMMER PINE ST, WINTER GARDEN, FL 34787

    $880,00055 Days on yellowkey   MLS ID: O6384565

    REDUCED by $5,000 (0.6%) on 04/11/2026

    For Sale O6384565 - 276 SUMMER PINE ST, WINTER GARDEN, FL 34787 25 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3147
       Built: 2025
    Monthly Fee: $240
       Tax: $1,914 (2024)
    Community: Winter Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,221 (change assumption)
    Mortgage ($4,822) + Fees ($240) + Taxes in 2024 ($160)


    Taxes:$1,914

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 744 LAKE BRIM DR, WINTER GARDEN, FL 34787

    $995,00038 Days on yellowkey   MLS ID: O6388775

    For Sale O6388775 - 744 LAKE BRIM DR, WINTER GARDEN, FL 34787 87 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2667
       Built: 2016
    Monthly Fee: $203
       Tax: $9,275 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $6,428 (change assumption)
    Mortgage ($5,452) + Fees ($203) + Taxes in 2025 ($773)


    Taxes:$9,275

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12919 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $674,00065 Days on yellowkey   MLS ID: O6381746

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

    For Sale O6381746 - 12919 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2508
       Built: 2024
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,964 (change assumption)
    Mortgage ($3,693) + Fees ($77) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 6408 FLAT LEMON DR, WINTER GARDEN, FL 34787

    $570,00010 Days on yellowkey   MLS ID: O6396757

    For Sale O6396757 - 6408 FLAT LEMON DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1979
       Built: 2019
    Monthly Fee: $142
       Tax: $8,155 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $3,945 (change assumption)
    Mortgage ($3,123) + Fees ($142) + Taxes in 2025 ($680)


    Taxes:$8,155

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 936 KYLEE ALY, WINTER GARDEN, FL 34787

    $675,00022 Days on yellowkey   MLS ID: O6393910

    For Sale O6393910 - 936 KYLEE ALY, WINTER GARDEN, FL 34787 60 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1772
       Built: 2022
    Monthly Fee: $356
       Tax: $6,058 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $4,559 (change assumption)
    Mortgage ($3,699) + Fees ($356) + Taxes in 2025 ($505)


    Taxes:$6,058

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Legacy Middle


  • 671 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,325,00039 Days on yellowkey   MLS ID: O6383438

    REDUCED by $25,000 (1.9%) on 04/08/2026

    For Sale O6383438 - 671 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 62 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4490
       Built: 2019
    Monthly Fee: $300
       Tax: $12,519 (2024)
    Community: Canopy Oaks Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,603 (change assumption)
    Mortgage ($7,260) + Fees ($300) + Taxes in 2024 ($1,043)


    Taxes:$12,519

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 17422 CHANNEL WAY, WINTER GARDEN, FL 34787

    $795,00052 Days on yellowkey   MLS ID: G5108709

    For Sale G5108709 - 17422 CHANNEL WAY, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3261
       Built: 2019
    Monthly Fee: $215
       Tax: $9,958 (2025)
    Community: Waterside On Johns Lake
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,401 (change assumption)
    Mortgage ($4,356) + Fees ($215) + Taxes in 2025 ($830)


    Taxes:$9,958

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 317 SOUTHERN PECAN CIR #102, WINTER GARDEN, FL 34787

    $232,00052 Days on yellowkey   MLS ID: O6384866

    REDUCED by $8,000 (3.3%) on 04/08/2026

    For Sale O6384866 - 317 SOUTHERN PECAN CIR #102, WINTER GARDEN, FL 34787 42 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 738
       Built: 2005
    Monthly Fee: $309
       Tax: $245 (2025)
    Community: Southern Pines Condominium
    Condo


    Estimated Monthly Payment: $1,601 (change assumption)
    Mortgage ($1,271) + Fees ($309) + Taxes in 2025 ($20)


    Taxes:$245

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15663 KINNOW MANDARIN LN, WINTER GARDEN, FL 34787

    $405,000139 Days on yellowkey   MLS ID: O6363767

    REDUCED by $11,000 (2.6%) on 04/02/2026

    For Sale O6363767 - 15663 KINNOW MANDARIN LN, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1868
       Built: 2017
    Monthly Fee: $347
       Tax: $6,304 (2025)
    Community: Highlands/Summerlake Grvs #1
    Townhouse


    Estimated Monthly Payment: $3,091 (change assumption)
    Mortgage ($2,219) + Fees ($347) + Taxes in 2025 ($525)


    Taxes:$6,304

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15162 CANOPY COVER DR, WINTER GARDEN, FL 34787

    $885,000140 Days on yellowkey   MLS ID: S5139203

    For Sale S5139203 - 15162 CANOPY COVER DR, WINTER GARDEN, FL 34787 70 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2049
       Built: 2023
    Monthly Fee: $545
       Tax: $1,939 (2023)
    Community: Del Webb Oasis Phase 2
    Single Family


    Estimated Monthly Payment: $5,556 (change assumption)
    Mortgage ($4,849) + Fees ($545) + Taxes in 2023 ($162)


    Taxes:$1,939

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 10031 BEDTIME STORY DR, WINTER GARDEN, FL 34787

    $669,000266 Days on yellowkey   MLS ID: O6329801

    REDUCED by $6,000 (0.9%) on 04/08/2026

    For Sale O6329801 - 10031 BEDTIME STORY DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2722
       Built: 2018
    Monthly Fee: $209
       Tax: $912 (2023)
    Community: Storey Grove 50
    Single Family


    Estimated Monthly Payment: $3,951 (change assumption)
    Mortgage ($3,666) + Fees ($209) + Taxes in 2023 ($76)


    Taxes:$912

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 15373 LAKE KILLARNEY CT, WINTER GARDEN, FL 34787

    $820,00021 Days on yellowkey   MLS ID: O6394209

    REDUCED by $9,000 (1.1%) on 04/11/2026

    For Sale O6394209 - 15373 LAKE KILLARNEY CT, WINTER GARDEN, FL 34787 53 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3623
       Built: 2023
    Monthly Fee: $160
       Tax: $12,032 (2025)
    Community: Lakeside At Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,656 (change assumption)
    Mortgage ($4,493) + Fees ($160) + Taxes in 2025 ($1,003)


    Taxes:$12,032

    Elementary School: None

    High School: Horizon High School

    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.