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Winter Garden Homes For Sale & Real Estate - 983 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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  • 10534 TRIBUTE DR, WINTER GARDEN, FL 34787

    $419,000306 Days on yellowkey   MLS ID: O6345956

    INCREASED by $4,000 (1.0%) on 07/17/2026

    For Sale O6345956 - 10534 TRIBUTE DR, WINTER GARDEN, FL 34787 6 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1636
       Built: 2023
    Monthly Fee: $225
       Tax: $6,094 (2024)
    Community: Storey Grove Ph 4
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,029 (change assumption)
    Mortgage ($2,296) + Fees ($225) + Taxes in 2024 ($508)


    Taxes:$6,094

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14989 APOLLO BOND DR, WINTER GARDEN, FL 34787

    $399,000159 Days on yellowkey   MLS ID: O6378685

    REDUCED by $6,000 (1.5%) on 07/08/2026

    For Sale O6378685 - 14989 APOLLO BOND DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1789
       Built: 2019
    Monthly Fee: $241
       Tax: $3,914 (2024)
    Community: Watermark Ph 3
    Townhouse


    Estimated Monthly Payment: $2,753 (change assumption)
    Mortgage ($2,186) + Fees ($241) + Taxes in 2024 ($326)


    Taxes:$3,914

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15217 FARM STAND CT, WINTER GARDEN, FL 34787

    $2,325,0008 Days on yellowkey   MLS ID: O6422464

    For Sale O6422464 - 15217 FARM STAND CT, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4219
       Built: 2023
    Monthly Fee: $320
       Tax: $28,641 (2025)
    Community: Oakland Hills
    Single Family


    Estimated Monthly Payment: $15,446 (change assumption)
    Mortgage ($12,739) + Fees ($320) + Taxes in 2025 ($2,387)


    Taxes:$28,641

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16396 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787

    $469,990104 Days on yellowkey   MLS ID: O6396532

    REDUCED by $5,000 (1.1%) on 07/17/2026

    For Sale O6396532 - 16396 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2021
    Monthly Fee: $286
       Tax: $7,102 (2025)
    Community: Hawksmoor Ph 3
    Townhouse


    Estimated Monthly Payment: $3,453 (change assumption)
    Mortgage ($2,575) + Fees ($286) + Taxes in 2025 ($592)


    Taxes:$7,102

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9803 AMBER CHESTNUT WAY, WINTER GARDEN, FL 34787

    $529,000169 Days on yellowkey   MLS ID: S5142809

    REDUCED by $6,000 (1.1%) on 07/17/2026

    For Sale S5142809 - 9803 AMBER CHESTNUT WAY, WINTER GARDEN, FL 34787 15 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2303
       Built: 2018
    Monthly Fee: $245
       Tax: $7,328 (2024)
    Community: Watermark
    Townhouse


    Estimated Monthly Payment: $3,754 (change assumption)
    Mortgage ($2,899) + Fees ($245) + Taxes in 2024 ($611)


    Taxes:$7,328

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 434 SAND LIME RD, WINTER GARDEN, FL 34787

    $247,50029 Days on yellowkey   MLS ID: O6416074

    REDUCED by $2,400 (1.0%) on 07/17/2026

    For Sale O6416074 - 434 SAND LIME RD, WINTER GARDEN, FL 34787 22 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1302
       Built: 1984
    Monthly Fee: $63
       Tax: $401 (2025)
    Community: Village Grove Ph 01
    Townhouse


    Estimated Monthly Payment: $1,453 (change assumption)
    Mortgage ($1,356) + Fees ($63) + Taxes in 2025 ($33)


    Taxes:$401

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15025 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787

    $490,00062 Days on yellowkey   MLS ID: O6410108

    0 Days Off yellowkey (back on 7/17/2026)

    REDUCED by $15,000 (3.0%) on 07/03/2026

    For Sale O6410108 - 15025 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2016
    Monthly Fee: $195
       Tax: $8,019 (2025)
    Community: Signature Lakes Ph 3B-4 3B-5 3B-
    Single Family


    Estimated Monthly Payment: $3,548 (change assumption)
    Mortgage ($2,685) + Fees ($195) + Taxes in 2025 ($668)


    Taxes:$8,019

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14610 SETON CREEK BLVD, WINTER GARDEN, FL 34787

    $488,00057 Days on yellowkey   MLS ID: GC540630

    2 Days Off yellowkey (back on 7/17/2026)

    For Sale GC540630 - 14610 SETON CREEK BLVD, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1916
       Built: 2016
    Monthly Fee: $164
       Tax: $5,965 (2025)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $3,335 (change assumption)
    Mortgage ($2,674) + Fees ($164) + Taxes in 2025 ($497)


    Taxes:$5,965

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 233 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787

    $239,900119 Days on yellowkey   MLS ID: S5144851

    REDUCED by $10,000 (4.0%) on 07/17/2026

    For Sale S5144851 - 233 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787 19 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 966
       Built: 2005
    Monthly Fee: $343
       Tax: $2,537 (2024)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $1,869 (change assumption)
    Mortgage ($1,314) + Fees ($343) + Taxes in 2024 ($211)


    Taxes:$2,537

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 14501 GROVE RESORT AVE #1732, WINTER GARDEN, FL 34787

    $179,950127 Days on yellowkey   MLS ID: O6388585

    REDUCED by $10,000 (5.3%) on 05/21/2026

    For Sale O6388585 - 14501 GROVE RESORT AVE #1732, WINTER GARDEN, FL 34787 31 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1265
       Built: 2009
    Monthly Fee: $677
       Tax: $6,279 (2025)
    Community: Grove Resort & Spa Hotel Condominium
    Condo


    Estimated Monthly Payment: $2,186 (change assumption)
    Mortgage ($986) + Fees ($677) + Taxes in 2025 ($523)


    Taxes:$6,279

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #3621, WINTER GARDEN, FL 34787

    $194,950127 Days on yellowkey   MLS ID: O6388749

    REDUCED by $10,000 (4.9%) on 07/10/2026

    For Sale O6388749 - 14501 GROVE RESORT AVE #3621, WINTER GARDEN, FL 34787 30 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1375
       Built: 2009
    Monthly Fee: $983
       Tax: $7,386 (2025)
    Community: Grove Resort And Spa Hotel Condominium
    Condo


    Estimated Monthly Payment: $2,667 (change assumption)
    Mortgage ($1,068) + Fees ($983) + Taxes in 2025 ($615)


    Taxes:$7,386

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2006 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787

    $750,00023 Days on yellowkey   MLS ID: O6420951

    0 Days Off yellowkey (back on 7/16/2026)

    For Sale O6420951 - 2006 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3011
       Built: 1999
    Monthly Fee: $90
       Tax: $5,441 (2025)
    Community: Wintermere Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,653 (change assumption)
    Mortgage ($4,109) + Fees ($90) + Taxes in 2025 ($453)


    Taxes:$5,441

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14050 FAIRWAY WILLOW LN, WINTER GARDEN, FL 34787

    $714,999121 Days on yellowkey   MLS ID: O6392994

    REDUCED by $34,001 (4.5%) on 07/17/2026

    For Sale O6392994 - 14050 FAIRWAY WILLOW LN, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 1989
    Monthly Fee: $322
       Tax: $4,924 (2025)
    Community: Woodbridge On Green
    Single Family


    Estimated Monthly Payment: $4,650 (change assumption)
    Mortgage ($3,918) + Fees ($322) + Taxes in 2025 ($410)


    Taxes:$4,924

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17070 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $575,00010 Days on yellowkey   MLS ID: O6424329

    For Sale O6424329 - 17070 WATER SPRING BLVD, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2215
       Built: 2022
    Monthly Fee: $291
       Tax: $7,640 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,078 (change assumption)
    Mortgage ($3,151) + Fees ($291) + Taxes in 2025 ($637)


    Taxes:$7,640

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 131 OAK LAUREL DR, WINTER GARDEN, FL 34787

    $834,000188 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


  • 16149 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787

    $1,005,995248 Days on yellowkey   MLS ID: G5104655

    0 Days Off yellowkey (back on 11/17/2025)

    For Sale G5104655 - 16149 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787 2 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3764
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,662 (change assumption)
    Mortgage ($5,512) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13232 DANIELS LANDING CIR, WINTER GARDEN, FL 34787

    $350,00052 Days on yellowkey   MLS ID: G5112999

    For Sale G5112999 - 13232 DANIELS LANDING CIR, WINTER GARDEN, FL 34787 26 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1232
       Built: 2005
    Monthly Fee: $320
       Tax: $4,210 (2025)
    Community: Daniels Lndg A-J
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,589 (change assumption)
    Mortgage ($1,918) + Fees ($320) + Taxes in 2025 ($351)


    Taxes:$4,210

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14501 GROVE RESORT AVE #2233, WINTER GARDEN, FL 34787

    $230,0007 Days on yellowkey   MLS ID: O6425797

    For Sale O6425797 - 14501 GROVE RESORT AVE #2233, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1396
       Built: 2018
    Monthly Fee: $998
       Tax: $8,008 (2025)
    Community: The Grove Resort
    Condo


    Estimated Monthly Payment: $2,926 (change assumption)
    Mortgage ($1,260) + Fees ($998) + Taxes in 2025 ($667)


    Taxes:$8,008

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15512 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787

    $728,0008 Days on yellowkey   MLS ID: O6425554

    For Sale O6425554 - 15512 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787 55 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3227
       Built: 2017
    Monthly Fee: $342
       Tax: $11,367 (2025)
    Community: Waterleigh Ph 1A
    Single Family


    Estimated Monthly Payment: $5,278 (change assumption)
    Mortgage ($3,989) + Fees ($342) + Taxes in 2025 ($947)


    Taxes:$11,367

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 341 E LAFAYETTE ST, WINTER GARDEN, FL 34787

    $179,00015 Days on yellowkey   MLS ID: O6423558

    1 Days Off yellowkey (back on 7/16/2026)

    For Sale O6423558 - 341 E LAFAYETTE ST, WINTER GARDEN, FL 34787 7 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1106
       Built: 1948   Tax: $2,897 (2025)
    Community: Solomon Sub
    Single Family


    Estimated Monthly Payment: $1,222 (change assumption)
    Mortgage ($981) + Taxes in 2025 ($241)


    Taxes:$2,897

    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.