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Winter Garden Homes For Sale & Real Estate - 809 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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  • 306 DANIELS POINTE DR, WINTER GARDEN, FL 34787

    $310,000121 Days on yellowkey   MLS ID: O6371413

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale O6371413 - 306 DANIELS POINTE DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1326
       Built: 1999
    Monthly Fee: $78
       Tax: $4,120 (2024)
    Community: Daniels Crossing
    Single Family


    Estimated Monthly Payment: $2,120 (change assumption)
    Mortgage ($1,699) + Fees ($78) + Taxes in 2024 ($343)


    Taxes:$4,120

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14844 DRIFTWATER DR, WINTER GARDEN, FL 34787

    $429,9909 Days on yellowkey   MLS ID: O6404258

    For Sale O6404258 - 14844 DRIFTWATER DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1990
       Built: 2016
    Monthly Fee: $414
       Tax: $7,051 (2025)
    Community: Signature Lakes Ph 3B-6
    Townhouse


    Estimated Monthly Payment: $3,358 (change assumption)
    Mortgage ($2,356) + Fees ($414) + Taxes in 2025 ($588)


    Taxes:$7,051

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14099 LOCHEND WAY, WINTER GARDEN, FL 34787

    $489,9009 Days on yellowkey   MLS ID: O6404015

    For Sale O6404015 - 14099 LOCHEND WAY, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1720
       Built: 2024
    Monthly Fee: $150
       Tax: $6,752 (2025)
    Community: Westhaven/Ovation
    Townhouse


    Estimated Monthly Payment: $3,397 (change assumption)
    Mortgage ($2,684) + Fees ($150) + Taxes in 2025 ($563)


    Taxes:$6,752

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4896 PALMETTO PARK DR, WINTER GARDEN, FL 34787

    $759,0009 Days on yellowkey   MLS ID: OM723891

    For Sale OM723891 - 4896 PALMETTO PARK DR, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2888
       Built: 2016
    Monthly Fee: $188
       Tax: $8,086 (2025)
    Community: Orchard Hills Ph 2
    Single Family


    Estimated Monthly Payment: $5,021 (change assumption)
    Mortgage ($4,159) + Fees ($188) + Taxes in 2025 ($674)


    Taxes:$8,086

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 461 GERANIUM PARK WAY, WINTER GARDEN, FL 34787

    $950,0009 Days on yellowkey   MLS ID: O6403758

    For Sale O6403758 - 461 GERANIUM PARK WAY, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2432
       Built: 2019
    Monthly Fee: $490
       Tax: $9,812 (2025)
    Community: Park Place At Winter Garden
    Townhouse


    Estimated Monthly Payment: $6,513 (change assumption)
    Mortgage ($5,205) + Fees ($490) + Taxes in 2025 ($818)


    Taxes:$9,812

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 5138 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $745,00016 Days on yellowkey   MLS ID: O6401856

    For Sale O6401856 - 5138 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2468
       Built: 2023
    Monthly Fee: $165
       Tax: $9,407 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,031 (change assumption)
    Mortgage ($4,082) + Fees ($165) + Taxes in 2025 ($784)


    Taxes:$9,407

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7692 GREEN MOUNTAIN WAY, WINTER GARDEN, FL 34787

    $875,00016 Days on yellowkey   MLS ID: O6401130

    0 Days Off yellowkey (back on 5/1/2026)

    For Sale O6401130 - 7692 GREEN MOUNTAIN WAY, WINTER GARDEN, FL 34787 45 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3855
       Built: 2016
    Monthly Fee: $252
       Tax: $7,767 (2025)
    Community: Summerlake Pd Ph 3A
    Single Family


    Estimated Monthly Payment: $5,694 (change assumption)
    Mortgage ($4,794) + Fees ($252) + Taxes in 2025 ($647)


    Taxes:$7,767

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 18386 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $724,90063 Days on yellowkey   MLS ID: O6388830

    0 Days Off yellowkey (back on 5/1/2026)

    For Sale O6388830 - 18386 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2924
       Built: 2024
    Monthly Fee: $280
       Tax: $10,366 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $5,116 (change assumption)
    Mortgage ($3,972) + Fees ($280) + Taxes in 2024 ($864)


    Taxes:$10,366

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: None


  • 15695 GROVE RESORT AVE #4417, WINTER GARDEN, FL 34787

    $150,000227 Days on yellowkey   MLS ID: O6346254

    For Sale O6346254 - 15695 GROVE RESORT AVE #4417, WINTER GARDEN, FL 34787 4 photos

    Bed: 0   Bath: 1.0
    Liv Area Sq Ft: 350
       Built: 2024
    Monthly Fee: $489
       Tax: $2,024 (2024)
    Community: Grove Resort & Spa Hotel Condo Iv
    Condo


    Estimated Monthly Payment: $1,480 (change assumption)
    Mortgage ($822) + Fees ($489) + Taxes in 2024 ($169)


    Taxes:$2,024

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7766 MINUTEMEN LOOP, WINTER GARDEN, FL 34787

    $1,745,000295 Days on yellowkey   MLS ID: O6328707

    2 Days Off yellowkey (back on 5/1/2026)

    REDUCED by $79,888 (4.4%) on 04/22/2026

    For Sale O6328707 - 7766 MINUTEMEN LOOP, WINTER GARDEN, FL 34787 39 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4716
       Built: 2014
    Monthly Fee: $201
       Tax: $14,959 (2024)
    Community: West Lake Hancock Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,009 (change assumption)
    Mortgage ($9,561) + Fees ($201) + Taxes in 2024 ($1,247)


    Taxes:$14,959

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 2478 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787

    $499,90019 Days on yellowkey   MLS ID: O6400594

    For Sale O6400594 - 2478 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2766
       Built: 2002
    Monthly Fee: $90
       Tax: $8,172 (2025)
    Community: Wintermere Pointe Ph 02 46/141
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,510 (change assumption)
    Mortgage ($2,739) + Fees ($90) + Taxes in 2025 ($681)


    Taxes:$8,172

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14494 BREAKWATER WAY, WINTER GARDEN, FL 34787

    $649,000160 Days on yellowkey   MLS ID: S5139023

    4 Days Off yellowkey (back on 3/24/2026)

    For Sale S5139023 - 14494 BREAKWATER WAY, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3638
       Built: 2016
    Monthly Fee: $140
       Tax: $9,261 (2024)
    Community: Black Lake Preserve
    Single Family


    Estimated Monthly Payment: $4,468 (change assumption)
    Mortgage ($3,556) + Fees ($140) + Taxes in 2024 ($772)


    Taxes:$9,261

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13722 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $759,990124 Days on yellowkey   MLS ID: O6371378

    For Sale O6371378 - 13722 FOX GLOVE ST, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3082
       Built: 2004
    Monthly Fee: $247
       Tax: $10,614 (2024)
    Community: Stoneybrook West Ut 04 48 48
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,296 (change assumption)
    Mortgage ($4,164) + Fees ($247) + Taxes in 2024 ($885)


    Taxes:$10,614

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 16271 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $705,99070 Days on yellowkey   MLS ID: O6386199

    REDUCED by $13,910 (1.9%) on 05/01/2026

    For Sale O6386199 - 16271 HONEY HARVEST ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2024
    Monthly Fee: $184
       Tax: $8,425 (2025)
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,754 (change assumption)
    Mortgage ($3,868) + Fees ($184) + Taxes in 2025 ($702)


    Taxes:$8,425

    Elementary School: Whispering Oak Elem

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 131 OAK LAUREL DR, WINTER GARDEN, FL 34787

    $834,000114 Days on yellowkey   MLS ID: O6374501

    REDUCED by $35,000 (4.0%) on 05/01/2026

    For Sale O6374501 - 131 OAK LAUREL DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1906
       Built: 2019
    Monthly Fee: $475
       Tax: $10,586 (2025)
    Community: Park Place/Winter Garden
    Townhouse


    Estimated Monthly Payment: $5,927 (change assumption)
    Mortgage ($4,570) + Fees ($475) + Taxes in 2025 ($882)


    Taxes:$10,586

    Elementary School: Dillard Street Elem

    High School: None

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 5211 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $819,000118 Days on yellowkey   MLS ID: O6373067

    For Sale O6373067 - 5211 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2909
       Built: 2023
    Monthly Fee: $165
       Tax: $9,990 (2024)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $5,485 (change assumption)
    Mortgage ($4,488) + Fees ($165) + Taxes in 2024 ($833)


    Taxes:$9,990

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 4230 REX DR, WINTER GARDEN, FL 34787

    $2,500,000465 Days on yellowkey   MLS ID: O6274608

    0 Days Off yellowkey (back on 3/26/2026)

    For Sale O6274608 - 4230 REX DR, WINTER GARDEN, FL 34787 60 photos

    Bed: 9   Bath: 6.0   Gar: 5
    Liv Area Sq Ft: 7505
       Built: 2003   Tax: $16,471 (2024)
    Community: Lake Avalon Grvs 2Nd Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,071 (change assumption)
    Mortgage ($13,698) + Taxes in 2024 ($1,373)


    Taxes:$16,471

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • WINTER GARDEN, FL 34787

    $619,00024 Days on yellowkey   MLS ID: O6399369

    For Sale O6399369 - WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1827
       Built: 2001
    Monthly Fee: $320
       Tax: $4,811 (2025)
    Community: Woodbridge On Green
    Single Family


    Estimated Monthly Payment: $4,113 (change assumption)
    Mortgage ($3,392) + Fees ($320) + Taxes in 2025 ($401)


    Taxes:$4,811

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 303 SOUTHERN PECAN CIR #107, WINTER GARDEN, FL 34787

    $227,50091 Days on yellowkey   MLS ID: S5143459

    REDUCED by $7,400 (3.2%) on 04/28/2026

    For Sale S5143459 - 303 SOUTHERN PECAN CIR #107, WINTER GARDEN, FL 34787 15 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 838
       Built: 2005
    Monthly Fee: $343
       Tax: $2,540 (2024)
    Community: Southern Pines
    Spa: Yes

    Condo


    Estimated Monthly Payment: $1,801 (change assumption)
    Mortgage ($1,247) + Fees ($343) + Taxes in 2024 ($212)


    Taxes:$2,540

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787

    $635,50012 Days on yellowkey   MLS ID: O6403063

    For Sale O6403063 - 17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2692
       Built: 2017
    Monthly Fee: $215
       Tax: $8,922 (2025)
    Community: Waterside/Johns Lake Ph 2A
    Single Family


    Estimated Monthly Payment: $4,441 (change assumption)
    Mortgage ($3,482) + Fees ($215) + Taxes in 2025 ($744)


    Taxes:$8,922

    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.