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Winter Garden Homes For Sale & Real Estate - 825 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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  • 6174 WHISPERING GLEN, WINTER GARDEN, FL 34787

    $546,290Listed 05/13/2026 11:53PM   MLS ID: O6407807

    For Sale O6407807 - 6174 WHISPERING GLEN, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2026
    Monthly Fee: $147
       Tax: $1,373 (2024)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,255 (change assumption)
    Mortgage ($2,993) + Fees ($147) + Taxes in 2024 ($114)


    Taxes:$1,373

    Elementary School: Vista Lakes Elem

    High School: Colonial High

    Tax Year: 2024

    Middle School: Odyssey Middle


  • 6102 WHISPERING GLEN, WINTER GARDEN, FL 34787

    $576,890Listed 05/13/2026 10:42PM   MLS ID: O6407803

    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: $147
       Tax: $1,372 (2024)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,422 (change assumption)
    Mortgage ($3,161) + Fees ($147) + Taxes in 2024 ($114)


    Taxes:$1,372

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 1431 VISCAYA COVE BLVD, WINTER GARDEN, FL 34787

    $535,000Listed 05/13/2026 11:30PM   MLS ID: O6407306

    For Sale O6407306 - 1431 VISCAYA COVE BLVD, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2022
    Monthly Fee: $215
       Tax: $7,429 (2025)
    Community: Waterside/Johns Lake Ph 2C
    Single Family


    Estimated Monthly Payment: $3,766 (change assumption)
    Mortgage ($2,931) + Fees ($215) + Taxes in 2025 ($619)


    Taxes:$7,429

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16425 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787

    $460,00078 Days on yellowkey   MLS ID: O6383709

    INCREASED by $25,000 (5.7%) on 05/14/2026

    For Sale O6383709 - 16425 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1662
       Built: 2021
    Monthly Fee: $284
       Tax: $6,683 (2024)
    Community: Hawksmoor-Ph 3
    Townhouse


    Estimated Monthly Payment: $3,361 (change assumption)
    Mortgage ($2,520) + Fees ($284) + Taxes in 2024 ($557)


    Taxes:$6,683

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $345,000Listed 05/13/2026 6:43PM   MLS ID: S5149866

    For Sale S5149866 - 14002 AVENUE OF THE GRVS, WINTER GARDEN, FL 34787 32 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


  • 15136 TEA TREE DR, WINTER GARDEN, FL 34787

    $959,6473 Days on yellowkey   MLS ID: G5112230

    For Sale G5112230 - 15136 TEA TREE DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3543
       Built: 2026
    Monthly Fee: $150
       Tax: $298 (2025)
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,433 (change assumption)
    Mortgage ($5,258) + Fees ($150) + Taxes in 2025 ($25)


    Taxes:$298

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15532 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787

    $1,999,950Listed 05/13/2026 8:28PM   MLS ID: O6405850

    For Sale O6405850 - 15532 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787 84 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3837
       Built: 2016
    Monthly Fee: $195
       Tax: $17,089 (2025)
    Community: Signature Lakes Ph 02 A B H I J
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,577 (change assumption)
    Mortgage ($10,958) + Fees ($195) + Taxes in 2025 ($1,424)


    Taxes:$17,089

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 15081 TEA TREE DR, WINTER GARDEN, FL 34787

    $797,3987 Days on yellowkey   MLS ID: G5112081

    0 Days Off yellowkey (back on 5/7/2026)

    For Sale G5112081 - 15081 TEA TREE DR, WINTER GARDEN, FL 34787 47 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: $4,519 (change assumption)
    Mortgage ($4,369) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6327 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $557,58933 Days on yellowkey   MLS ID: G5110909

    For Sale G5110909 - 6327 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1772
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,205 (change assumption)
    Mortgage ($3,055) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 342 WINDFORD CT, WINTER GARDEN, FL 34787

    $349,900Listed 05/13/2026 4:01PM   MLS ID: O6407632

    For Sale O6407632 - 342 WINDFORD CT, WINTER GARDEN, FL 34787 17 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1194
       Built: 1996
    Monthly Fee: $40
       Tax: $4,266 (2025)
    Community: Park Ave Estates
    Single Family


    Estimated Monthly Payment: $2,313 (change assumption)
    Mortgage ($1,917) + Fees ($40) + Taxes in 2025 ($356)


    Taxes:$4,266

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5545 BOWMAN DR, WINTER GARDEN, FL 34787

    $485,000Listed 05/13/2026 10:58AM   MLS ID: O6407484

    For Sale O6407484 - 5545 BOWMAN DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1998
       Built: 2016
    Monthly Fee: $339
       Tax: $7,894 (2025)
    Community: Overlook 2/Hamlin Ph 1 & 6
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,654 (change assumption)
    Mortgage ($2,657) + Fees ($339) + Taxes in 2025 ($658)


    Taxes:$7,894

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #1440, WINTER GARDEN, FL 34787

    $245,000226 Days on yellowkey   MLS ID: O6348465

    For Sale O6348465 - 14501 GROVE RESORT AVE #1440, WINTER GARDEN, FL 34787 45 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1375
       Built: 2016
    Monthly Fee: $875
       Tax: $6,682 (2025)
    Community: Grove Resort
    Condo


    Estimated Monthly Payment: $2,774 (change assumption)
    Mortgage ($1,342) + Fees ($875) + Taxes in 2025 ($557)


    Taxes:$6,682

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 940 MARSH REED DR, WINTER GARDEN, FL 34787

    $779,99031 Days on yellowkey   MLS ID: O6397274

    REDUCED by $20,000 (2.5%) on 05/13/2026

    For Sale O6397274 - 940 MARSH REED DR, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3493
       Built: 2015
    Monthly Fee: $128
       Tax: $10,543 (2025)
    Community: Johns Lake Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,280 (change assumption)
    Mortgage ($4,274) + Fees ($128) + Taxes in 2025 ($879)


    Taxes:$10,543

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 7808 WINTER WREN ST, WINTER GARDEN, FL 34787

    $588,00021 Days on yellowkey   MLS ID: O6400269

    REDUCED by $10,000 (1.7%) on 05/13/2026

    For Sale O6400269 - 7808 WINTER WREN ST, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2274
       Built: 2015
    Monthly Fee: $252
       Tax: $8,119 (2025)
    Community: Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,150 (change assumption)
    Mortgage ($3,222) + Fees ($252) + Taxes in 2025 ($677)


    Taxes:$8,119

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6524 PASTURELANDS PL, WINTER GARDEN, FL 34787

    $505,000111 Days on yellowkey   MLS ID: S5141842

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale S5141842 - 6524 PASTURELANDS PL, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2328
       Built: 2005
    Monthly Fee: $285
       Tax: $4,804 (2025)
    Community: Signature Lakes
    Townhouse


    Estimated Monthly Payment: $3,452 (change assumption)
    Mortgage ($2,767) + Fees ($285) + Taxes in 2025 ($400)


    Taxes:$4,804

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1021 TEMPLE GROVE PL, WINTER GARDEN, FL 34787

    $1,895,00071 Days on yellowkey   MLS ID: O6387876

    REDUCED by $100,000 (5.0%) on 04/25/2026

    For Sale O6387876 - 1021 TEMPLE GROVE PL, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3185
       Built: 2020   Tax: $17,100 (2025)
    Community: Emerald Acres
    Single Family


    Estimated Monthly Payment: $11,808 (change assumption)
    Mortgage ($10,383) + Taxes in 2025 ($1,425)


    Taxes:$17,100

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1015 WESTSIDE DR, WINTER GARDEN, FL 34787

    $224,0001 Day on yellowkey   MLS ID: O6407229

    For Sale O6407229 - 1015 WESTSIDE DR, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 938
       Built: 1986
    Monthly Fee: $61
       Tax: $360 (2025)
    Community: Westside Twnhms
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,318 (change assumption)
    Mortgage ($1,227) + Fees ($61) + Taxes in 2025 ($30)


    Taxes:$360

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 199 E CREST AVE, WINTER GARDEN, FL 34787

    $525,00021 Days on yellowkey   MLS ID: O6401923

    For Sale O6401923 - 199 E CREST AVE, WINTER GARDEN, FL 34787 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1659
       Built: 1984   Tax: $6,857 (2025)
    Community: Garden Heights Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,448 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($571)


    Taxes:$6,857

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $785,000176 Days on yellowkey   MLS ID: O6361580

    REDUCED by $14,000 (1.8%) on 05/13/2026

    For Sale O6361580 - 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787 71 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2766
       Built: 2019
    Monthly Fee: $385
       Tax: $10,928 (2024)
    Community: Lakeshore Preserve Ph 5
    Single Family


    Estimated Monthly Payment: $5,597 (change assumption)
    Mortgage ($4,301) + Fees ($385) + Taxes in 2024 ($911)


    Taxes:$10,928

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 837 GRANDE REGAL PT, WINTER GARDEN, FL 34787

    $479,00021 Days on yellowkey   MLS ID: O6400571

    For Sale O6400571 - 837 GRANDE REGAL PT, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1874
       Built: 2002
    Monthly Fee: $60
       Tax: $1,662 (2025)
    Community: Regal Pointe Ph 02 47/133
    Single Family


    Estimated Monthly Payment: $2,823 (change assumption)
    Mortgage ($2,625) + Fees ($60) + Taxes in 2025 ($138)


    Taxes:$1,662

    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.