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Winter Garden Homes For Sale & Real Estate - 799 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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  • 13722 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $759,990123 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

    $705,99069 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

    $834,000113 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

    $819,000117 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


  • 13043 SANDCASTLE DRIVE, WINTER GARDEN, FL 34787

    $876,00024 Days on yellowkey   MLS ID: O6399529

    INCREASED by $30,000 (3.5%) on 05/01/2026

    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: $6,176 (change assumption)
    Mortgage ($4,800) + Fees ($534) + Taxes in 2025 ($842)


    Taxes:$10,109

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4230 REX DR, WINTER GARDEN, FL 34787

    $2,500,000464 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

    $619,00023 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


  • 615 LAKE COVE POINTE CIR, WINTER GARDEN, FL 34787

    $849,95012 Days on yellowkey   MLS ID: O6402551

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

    For Sale O6402551 - 615 LAKE COVE POINTE CIR, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2465
       Built: 2014
    Monthly Fee: $94
       Tax: $8,422 (2025)
    Community: Lake Cove Pointe Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,453 (change assumption)
    Mortgage ($4,657) + Fees ($94) + Taxes in 2025 ($702)


    Taxes:$8,422

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 8807 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787

    $630,00019 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


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

    $227,50090 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

    $635,50011 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


  • 12025 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $1,275,00036 Days on yellowkey   MLS ID: O6395850

    REDUCED by $50,000 (3.8%) on 05/01/2026

    For Sale O6395850 - 12025 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 98 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4321
       Built: 2020
    Monthly Fee: $192
       Tax: $15,050 (2025)
    Community: Encore/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $8,432 (change assumption)
    Mortgage ($6,986) + Fees ($192) + Taxes in 2025 ($1,254)


    Taxes:$15,050

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15813 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $575,00064 Days on yellowkey   MLS ID: O6386264

    For Sale O6386264 - 15813 SWEET LEMON WAY, WINTER GARDEN, FL 34787 60 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2119
       Built: 2018
    Monthly Fee: $58
       Tax: $8,371 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $3,906 (change assumption)
    Mortgage ($3,151) + Fees ($58) + Taxes in 2025 ($698)


    Taxes:$8,371

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16461 OLIVE HILL DR, WINTER GARDEN, FL 34787

    $588,90096 Days on yellowkey   MLS ID: O6379181

    For Sale O6379181 - 16461 OLIVE HILL DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2008
       Built: 2019
    Monthly Fee: $127
       Tax: $7,241 (2024)
    Community: Hawksmoor
    Single Family


    Estimated Monthly Payment: $3,957 (change assumption)
    Mortgage ($3,227) + Fees ($127) + Taxes in 2024 ($603)


    Taxes:$7,241

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 13526 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $845,00046 Days on yellowkey   MLS ID: O6388630

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

    For Sale O6388630 - 13526 FOX GLOVE ST, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3866
       Built: 2005
    Monthly Fee: $243
       Tax: $11,960 (2025)
    Community: Stoneybrook West
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,870 (change assumption)
    Mortgage ($4,630) + Fees ($243) + Taxes in 2025 ($997)


    Taxes:$11,960

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14039 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787

    $819,900470 Days on yellowkey   MLS ID: O6274785

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

    For Sale O6274785 - 14039 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787 86 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3801
       Built: 2006
    Monthly Fee: $141
       Tax: $11,068 (2024)
    Community: Bay Isle 48 17
    Single Family


    Estimated Monthly Payment: $5,556 (change assumption)
    Mortgage ($4,492) + Fees ($141) + Taxes in 2024 ($922)


    Taxes:$11,068

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787

    $650,00016 Days on yellowkey   MLS ID: O6401040

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

    For Sale O6401040 - 7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2605
       Built: 2018
    Monthly Fee: $64
       Tax: $5,661 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,097 (change assumption)
    Mortgage ($3,562) + Fees ($64) + Taxes in 2025 ($472)


    Taxes:$5,661

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14447 PRUNNINGWOOD PL, WINTER GARDEN, FL 34787

    $340,00072 Days on yellowkey   MLS ID: O6385194

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

    For Sale O6385194 - 14447 PRUNNINGWOOD PL, WINTER GARDEN, FL 34787 26 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1250
       Built: 2005
    Monthly Fee: $411
       Tax: $3,357 (2025)
    Community: Signature Lks-Pcl 01A
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,554 (change assumption)
    Mortgage ($1,863) + Fees ($411) + Taxes in 2025 ($280)


    Taxes:$3,357

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 117 STEINBECK ST, WINTER GARDEN, FL 34787

    $625,00011 Days on yellowkey   MLS ID: O6402187

    For Sale O6402187 - 117 STEINBECK ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1928
       Built: 2001
    Monthly Fee: $45
       Tax: $2,212 (2025)
    Community: Traditions Sub
    Single Family


    Estimated Monthly Payment: $3,654 (change assumption)
    Mortgage ($3,425) + Fees ($45) + Taxes in 2025 ($184)


    Taxes:$2,212

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16828 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $581,19017 Days on yellowkey   MLS ID: O6401359

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

    For Sale O6401359 - 16828 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2026
    Monthly Fee: $190
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,540 (change assumption)
    Mortgage ($3,185) + Fees ($190) + Taxes in 2025 ($166)


    Taxes:$1,989

    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.