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Winter Garden Homes For Sale & Real Estate - 947 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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  • 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $525,00085 Days on yellowkey   MLS ID: O6395079

    0 Days Off yellowkey (back on 5/11/2026)

    REDUCED by $10,000 (1.9%) on 05/01/2026

    For Sale O6395079 - 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2049
       Built: 2014
    Monthly Fee: $252
       Tax: $3,824 (2025)
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


    Estimated Monthly Payment: $3,447 (change assumption)
    Mortgage ($2,877) + Fees ($252) + Taxes in 2025 ($319)


    Taxes:$3,824

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 11253 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $819,10651 Days on yellowkey   MLS ID: O6405126

    REDUCED by $175 (0.0%) on 05/11/2026

    For Sale O6405126 - 11253 HOLLOW BAY DR, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,853 (change assumption)
    Mortgage ($4,488) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15200 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787

    $1,325,00064 Days on yellowkey   MLS ID: O6401205

    1 Days Off yellowkey (back on 5/10/2026)

    For Sale O6401205 - 15200 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787 70 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3904
       Built: 2016
    Monthly Fee: $235
       Tax: $8,218 (2025)
    Community: Hickory Hammock
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,180 (change assumption)
    Mortgage ($7,260) + Fees ($235) + Taxes in 2025 ($685)


    Taxes:$8,218

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1032 BURLAND CIR, WINTER GARDEN, FL 34787

    $529,99058 Days on yellowkey   MLS ID: O6401764

    1 Days Off yellowkey (back on 5/10/2026)

    INCREASED by $10,000 (1.9%) on 05/10/2026

    For Sale O6401764 - 1032 BURLAND CIR, WINTER GARDEN, FL 34787 58 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2487
       Built: 2005
    Monthly Fee: $64
       Tax: $6,728 (2025)
    Community: Fullers Xing Ph 03 A-G
    Single Family


    Estimated Monthly Payment: $3,529 (change assumption)
    Mortgage ($2,904) + Fees ($64) + Taxes in 2025 ($561)


    Taxes:$6,728

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8156 WOOD SAGE DRIVE, WINTER GARDEN, FL 34787

    $449,000105 Days on yellowkey   MLS ID: V4947783

    REDUCED by $10,000 (2.2%) on 04/30/2026

    For Sale V4947783 - 8156 WOOD SAGE DRIVE, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1853
       Built: 2018
    Monthly Fee: $315
       Tax: $3,792 (2025)
    Community: Summerlake
    Townhouse


    Estimated Monthly Payment: $3,091 (change assumption)
    Mortgage ($2,460) + Fees ($315) + Taxes in 2025 ($316)


    Taxes:$3,792

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15686 PANTHER LAKE DR, WINTER GARDEN, FL 34787

    $1,220,000104 Days on yellowkey   MLS ID: O6390015

    REDUCED by $80,000 (6.2%) on 05/08/2026

    For Sale O6390015 - 15686 PANTHER LAKE DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3094
       Built: 2019
    Monthly Fee: $456
       Tax: $11,351 (2025)
    Community: Lakeshore Preserve Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,087 (change assumption)
    Mortgage ($6,685) + Fees ($456) + Taxes in 2025 ($946)


    Taxes:$11,351

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15558 SANDFIELD LOOP, WINTER GARDEN, FL 34787

    $765,00091 Days on yellowkey   MLS ID: O6393987

    REDUCED by $30,000 (3.8%) on 05/08/2026

    For Sale O6393987 - 15558 SANDFIELD LOOP, WINTER GARDEN, FL 34787 20 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4307
       Built: 2014
    Monthly Fee: $114
       Tax: $5,670 (2025)
    Community: Reserve/Carriage Pointe Ph 1
    Single Family


    Estimated Monthly Payment: $4,778 (change assumption)
    Mortgage ($4,192) + Fees ($114) + Taxes in 2025 ($472)


    Taxes:$5,670

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 18041 CIDER MILL LN, WINTER GARDEN, FL 34787

    $833,191132 Days on yellowkey   MLS ID: O6382386

    1 Days Off yellowkey (back on 5/8/2026)

    For Sale O6382386 - 18041 CIDER MILL LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3225
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,981 (change assumption)
    Mortgage ($4,565) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • WINTER GARDEN, FL 34787

    $688,78985 Days on yellowkey   MLS ID: G5110452

    0 Days Off yellowkey (back on 4/1/2026)

    For Sale G5110452 - WINTER GARDEN, FL 34787 2 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3117
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,924 (change assumption)
    Mortgage ($3,774) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1286 WINTER GREEN WAY, WINTER GARDEN, FL 34787

    $229,900222 Days on yellowkey   MLS ID: G5104510

    REDUCED by $10,000 (4.2%) on 05/04/2026

    For Sale G5104510 - 1286 WINTER GREEN WAY, WINTER GARDEN, FL 34787 30 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1144
       Built: 1985
    Monthly Fee: $63
       Tax: $1,159 (2024)
    Community: Village Grove Ph 02
    Townhouse


    Estimated Monthly Payment: $1,419 (change assumption)
    Mortgage ($1,260) + Fees ($63) + Taxes in 2024 ($97)


    Taxes:$1,159

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13705 GOLDEN RUSSET DR, WINTER GARDEN, FL 34787

    $359,900102 Days on yellowkey   MLS ID: O6390740

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

    REDUCED by $10,000 (2.7%) on 04/16/2026

    For Sale O6390740 - 13705 GOLDEN RUSSET DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1590
       Built: 2007
    Monthly Fee: $333
       Tax: $4,756 (2025)
    Community: Orchard A1-A26 B1 B2 C D1-D4
    Townhouse


    Estimated Monthly Payment: $2,701 (change assumption)
    Mortgage ($1,972) + Fees ($333) + Taxes in 2025 ($396)


    Taxes:$4,756

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1550 COLUSO DR, WINTER GARDEN, FL 34787

    $524,99951 Days on yellowkey   MLS ID: O6404758

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

    For Sale O6404758 - 1550 COLUSO DR, WINTER GARDEN, FL 34787 65 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1997
       Built: 1985   Tax: $4,622 (2025)
    Community: Magnolia Wood Fifth Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,262 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($385)


    Taxes:$4,622

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17736 PORTER RD, WINTER GARDEN, FL 34787

    $451,54250 Days on yellowkey   MLS ID: G5112009

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale G5112009 - 17736 PORTER RD, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1715
       Built: 2026
    Monthly Fee: $230

    Community: Serenade At Ovation
    Townhouse


    Estimated Monthly Payment: $2,704 (change assumption)
    Mortgage ($2,474) + Fees ($230) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 17025 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $456,55450 Days on yellowkey   MLS ID: G5112007

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale G5112007 - 17025 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1697
       Built: 2026
    Monthly Fee: $225

    Community: Hamlin Meadows
    Townhouse


    Estimated Monthly Payment: $2,727 (change assumption)
    Mortgage ($2,502) + Fees ($225) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7649 SILVER MEADOW ST, WINTER GARDEN, FL 34787

    $642,74550 Days on yellowkey   MLS ID: G5112006

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale G5112006 - 7649 SILVER MEADOW ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2705
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,662 (change assumption)
    Mortgage ($3,522) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1164 PRADO LN, WINTER GARDEN, FL 34787

    $2,210,00050 Days on yellowkey   MLS ID: O6403024

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale O6403024 - 1164 PRADO LN, WINTER GARDEN, FL 34787 6 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 4204
       Built: 2026
    Monthly Fee: $150
       Tax: $399 (2025)
    Community: Grove/Oakland
    Single Family


    Estimated Monthly Payment: $12,293 (change assumption)
    Mortgage ($12,109) + Fees ($150) + Taxes in 2025 ($33)


    Taxes:$399

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 7519 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $640,05050 Days on yellowkey   MLS ID: G5111997

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale G5111997 - 7519 SPRING VALLEY ST, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,629 (change assumption)
    Mortgage ($3,507) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7538 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $554,41550 Days on yellowkey   MLS ID: G5111993

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale G5111993 - 7538 SPRING VALLEY ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,188 (change assumption)
    Mortgage ($3,038) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8325 TOPSAIL PL, WINTER GARDEN, FL 34787

    $780,00052 Days on yellowkey   MLS ID: O6404553

    For Sale O6404553 - 8325 TOPSAIL PL, WINTER GARDEN, FL 34787 74 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2019
    Monthly Fee: $360
       Tax: $8,441 (2025)
    Community: Lakeshore Preserve Ph 5
    Single Family


    Estimated Monthly Payment: $5,337 (change assumption)
    Mortgage ($4,274) + Fees ($360) + Taxes in 2025 ($703)


    Taxes:$8,441

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5755 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $455,00053 Days on yellowkey   MLS ID: O6404161

    For Sale O6404161 - 5755 CYPRESS HILL RD, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1797
       Built: 2019
    Monthly Fee: $338
       Tax: $4,506 (2025)
    Community: Orchard Hills Ph 4
    Townhouse


    Estimated Monthly Payment: $3,207 (change assumption)
    Mortgage ($2,493) + Fees ($338) + Taxes in 2025 ($376)


    Taxes:$4,506

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle




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.