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Winter Garden Homes For Sale & Real Estate - 869 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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  • 303 SOUTHERN PECAN CIR #107, WINTER GARDEN, FL 34787

    $227,500103 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


  • 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,287,00053 Days on yellowkey   MLS ID: O6394059

    REDUCED by $30,000 (2.3%) on 05/09/2026

    For Sale O6394059 - 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4019
       Built: 2018
    Monthly Fee: $298
       Tax: $17,895 (2025)
    Community: Canopy Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $8,841 (change assumption)
    Mortgage ($7,052) + Fees ($298) + Taxes in 2025 ($1,491)


    Taxes:$17,895

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15047 GAULBERRY RUN, WINTER GARDEN, FL 34787

    $1,525,0006 Days on yellowkey   MLS ID: O6408283

    For Sale O6408283 - 15047 GAULBERRY RUN, WINTER GARDEN, FL 34787 78 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4964
       Built: 2013
    Monthly Fee: $198
       Tax: $10,739 (2026)
    Community: Signature Lks-Pcl 01D Ph 02
    Single Family


    Estimated Monthly Payment: $9,449 (change assumption)
    Mortgage ($8,356) + Fees ($198) + Taxes in 2026 ($895)


    Taxes:$10,739

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Bridgewater Middle


  • 16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $670,00032 Days on yellowkey   MLS ID: O6400235

    For Sale O6400235 - 16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 2024
    Monthly Fee: $229
       Tax: $9,784 (2025)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $4,715 (change assumption)
    Mortgage ($3,671) + Fees ($229) + Taxes in 2025 ($815)


    Taxes:$9,784

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15098 WINDFLOWER ALY, WINTER GARDEN, FL 34787

    $360,00078 Days on yellowkey   MLS ID: O6386823

    REDUCED by $5,000 (1.4%) on 05/18/2026

    For Sale O6386823 - 15098 WINDFLOWER ALY, WINTER GARDEN, FL 34787 31 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1276
       Built: 2024
    Monthly Fee: $200
       Tax: $5,492 (2025)
    Community: Osprey Ranch - Phase 1
    Townhouse


    Estimated Monthly Payment: $2,630 (change assumption)
    Mortgage ($1,973) + Fees ($200) + Taxes in 2025 ($458)


    Taxes:$5,492

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17100 BEACHGRASS, WINTER GARDEN, FL 34787

    $834,9907 Days on yellowkey   MLS ID: O6407707

    For Sale O6407707 - 17100 BEACHGRASS, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2781
       Built: 2025
    Monthly Fee: $172
       Tax: $10,646 (2025)
    Community: Lake Star At Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,634 (change assumption)
    Mortgage ($4,575) + Fees ($172) + Taxes in 2025 ($887)


    Taxes:$10,646

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16385 ADMIRALS COVE LN, WINTER GARDEN, FL 34787

    $469,90058 Days on yellowkey   MLS ID: O6393056

    0 Days Off yellowkey (back on 5/18/2026)

    REDUCED by $100 (0.0%) on 04/27/2026

    For Sale O6393056 - 16385 ADMIRALS COVE LN, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2020
    Monthly Fee: $257
       Tax: $4,805 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,232 (change assumption)
    Mortgage ($2,575) + Fees ($257) + Taxes in 2025 ($400)


    Taxes:$4,805

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1335 DANIELS COVE DR, WINTER GARDEN, FL 34787

    $325,0007 Days on yellowkey   MLS ID: O6402285

    0 Days Off yellowkey (back on 5/18/2026)

    For Sale O6402285 - 1335 DANIELS COVE DR, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1371
       Built: 1998
    Monthly Fee: $54
       Tax: $1,024 (2025)
    Community: Daniels Crossing Rep
    Single Family


    Estimated Monthly Payment: $1,920 (change assumption)
    Mortgage ($1,781) + Fees ($54) + Taxes in 2025 ($85)


    Taxes:$1,024

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787

    $840,000246 Days on yellowkey   MLS ID: O6345400

    REDUCED by $10,000 (1.2%) on 04/21/2026

    For Sale O6345400 - 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787 67 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3708
       Built: 2013
    Monthly Fee: $246
       Tax: $7,515 (2024)
    Community: Summerlake Pd Ph 1A
    Single Family


    Estimated Monthly Payment: $5,475 (change assumption)
    Mortgage ($4,603) + Fees ($246) + Taxes in 2024 ($626)


    Taxes:$7,515

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 168 WINDTREE LN #203, WINTER GARDEN, FL 34787

    $209,400221 Days on yellowkey   MLS ID: O6351954

    REDUCED by $100 (0.0%) on 05/18/2026

    For Sale O6351954 - 168 WINDTREE LN #203, WINTER GARDEN, FL 34787 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 918
       Built: 1985
    Monthly Fee: $260
       Tax: $2,004 (2024)
    Community: Windtree Gardens Ph 6
    Condo


    Estimated Monthly Payment: $1,574 (change assumption)
    Mortgage ($1,147) + Fees ($260) + Taxes in 2024 ($167)


    Taxes:$2,004

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #1443, WINTER GARDEN, FL 34787

    $300,00086 Days on yellowkey   MLS ID: S5144504

    For Sale S5144504 - 14501 GROVE RESORT AVE #1443, WINTER GARDEN, FL 34787 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1375
       Built: 2016
    Monthly Fee: $983
       Tax: $6,434 (2024)
    Community: Grove Resort & Spa Hotel Condo I
    Spa: No

    Condo


    Estimated Monthly Payment: $3,163 (change assumption)
    Mortgage ($1,644) + Fees ($983) + Taxes in 2024 ($536)


    Taxes:$6,434

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #1203, WINTER GARDEN, FL 34787

    $350,00086 Days on yellowkey   MLS ID: S5144506

    For Sale S5144506 - 14501 GROVE RESORT AVE #1203, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2016
    Monthly Fee: $998
       Tax: $6,233 (2024)
    Community: Grove Resort And Spa Hotel Condominium
    Spa: No

    Condo


    Estimated Monthly Payment: $3,435 (change assumption)
    Mortgage ($1,918) + Fees ($998) + Taxes in 2024 ($519)


    Taxes:$6,233

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #2223, WINTER GARDEN, FL 34787

    $287,99088 Days on yellowkey   MLS ID: S5144425

    For Sale S5144425 - 14501 GROVE RESORT AVE #2223, WINTER GARDEN, FL 34787 28 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2018
    Monthly Fee: $904
       Tax: $7,508 (2025)
    Community: Grove Resort And Spa Condominium 2
    Spa: No

    Condo


    Estimated Monthly Payment: $3,108 (change assumption)
    Mortgage ($1,578) + Fees ($904) + Taxes in 2025 ($626)


    Taxes:$7,508

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #3535, WINTER GARDEN, FL 34787

    $369,990188 Days on yellowkey   MLS ID: S5138632

    For Sale S5138632 - 14501 GROVE RESORT AVE #3535, WINTER GARDEN, FL 34787 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1434
       Built: 2018
    Monthly Fee: $1,025
       Tax: $7,024 (2024)
    Community: Grove Resort And Spa Hotel Condominium 3
    Condo


    Estimated Monthly Payment: $3,638 (change assumption)
    Mortgage ($2,027) + Fees ($1,025) + Taxes in 2024 ($585)


    Taxes:$7,024

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #1637, WINTER GARDEN, FL 34787

    $248,100915 Days on yellowkey   MLS ID: S5095151

    For Sale S5095151 - 14501 GROVE RESORT AVE #1637, WINTER GARDEN, FL 34787 24 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1375
       Built: 2016
    Monthly Fee: $983
       Tax: $6,784 (2024)
    Community: Grove Resort And Spa Hotel Condominium 1
    Condo


    Estimated Monthly Payment: $2,908 (change assumption)
    Mortgage ($1,359) + Fees ($983) + Taxes in 2024 ($565)


    Taxes:$6,784

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6102 WHISPERING GLEN, WINTER GARDEN, FL 34787

    $576,8909 Days on yellowkey   MLS ID: O6407803

    3 Days Off yellowkey (back on 5/18/2026)

    For Sale O6407803 - 6102 WHISPERING GLEN, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1913
       Built: 2024
    Monthly Fee: $152
       Tax: $1,372 (2024)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,427 (change assumption)
    Mortgage ($3,161) + Fees ($152) + Taxes in 2024 ($114)


    Taxes:$1,372

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 2640 GROVE VIEW DR, WINTER GARDEN, FL 34787

    $789,90028 Days on yellowkey   MLS ID: O6401215

    REDUCED by $5,100 (0.6%) on 05/18/2026

    For Sale O6401215 - 2640 GROVE VIEW DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3738
       Built: 2001
    Monthly Fee: $90
       Tax: $10,261 (2025)
    Community: Wintermere Pointe Ph 02 46/141
    Single Family


    Estimated Monthly Payment: $5,273 (change assumption)
    Mortgage ($4,328) + Fees ($90) + Taxes in 2025 ($855)


    Taxes:$10,261

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15197 BLUE PEACOCK LN, WINTER GARDEN, FL 34787

    $704,90070 Days on yellowkey   MLS ID: O6390611

    REDUCED by $5,100 (0.7%) on 05/18/2026

    For Sale O6390611 - 15197 BLUE PEACOCK LN, WINTER GARDEN, FL 34787 67 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2440
       Built: 2024
    Monthly Fee: $100
       Tax: $8,695 (2025)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,687 (change assumption)
    Mortgage ($3,862) + Fees ($100) + Taxes in 2025 ($725)


    Taxes:$8,695

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 833 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $399,00014 Days on yellowkey   MLS ID: O6403683

    REDUCED by $26,000 (6.1%) on 05/18/2026

    For Sale O6403683 - 833 BENDING OAK TRL, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1789
       Built: 2009
    Monthly Fee: $447
       Tax: $4,032 (2025)
    Community: Oaks/Brandy Lake O
    Townhouse


    Estimated Monthly Payment: $2,969 (change assumption)
    Mortgage ($2,186) + Fees ($447) + Taxes in 2025 ($336)


    Taxes:$4,032

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14002 AVENUE OF THE GRVS, WINTER GARDEN, FL 34787

    $345,0009 Days on yellowkey   MLS ID: S5149866

    For Sale S5149866 - 14002 AVENUE OF THE GRVS, WINTER GARDEN, FL 34787 38 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1271
       Built: 2012
    Monthly Fee: $429
       Tax: $5,146 (2025)
    Community: Signature Lks-Pcl 01D Ph 01
    Townhouse


    Estimated Monthly Payment: $2,748 (change assumption)
    Mortgage ($1,890) + Fees ($429) + Taxes in 2025 ($429)


    Taxes:$5,146

    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.