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Winter Garden Homes For Sale & Real Estate - 984 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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  • 14327 WABASSO LOOP, WINTER GARDEN, FL 34787

    $869,990302 Days on yellowkey   MLS ID: O6347454

    REDUCED by $30,000 (3.3%) on 07/24/2026

    For Sale O6347454 - 14327 WABASSO LOOP, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3710
       Built: 2022
    Monthly Fee: $200
       Tax: $12,141 (2024)
    Community: Tilden Place/Winter Garden
    Single Family


    Estimated Monthly Payment: $5,979 (change assumption)
    Mortgage ($4,767) + Fees ($200) + Taxes in 2024 ($1,012)


    Taxes:$12,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787

    $1,160,000247 Days on yellowkey   MLS ID: O6361968

    REDUCED by $10,000 (0.9%) on 07/21/2026

    For Sale O6361968 - 10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787 97 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2020
    Monthly Fee: $159
       Tax: $13,997 (2024)
    Community: Watermark Ph 4
    Single Family


    Estimated Monthly Payment: $7,681 (change assumption)
    Mortgage ($6,356) + Fees ($159) + Taxes in 2024 ($1,166)


    Taxes:$13,997

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 2200 ROMANUM DR, WINTER GARDEN, FL 34787

    $550,00071 Days on yellowkey   MLS ID: O6408190

    0 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $10,000 (1.8%) on 06/24/2026

    For Sale O6408190 - 2200 ROMANUM DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2561
       Built: 2015
    Monthly Fee: $211
       Tax: $8,843 (2025)
    Community: Alexander Rdg
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,962 (change assumption)
    Mortgage ($3,014) + Fees ($211) + Taxes in 2025 ($737)


    Taxes:$8,843

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14099 LOCHEND WAY, WINTER GARDEN, FL 34787

    $468,00085 Days on yellowkey   MLS ID: O6404015

    REDUCED by $11,900 (2.5%) on 07/24/2026

    For Sale O6404015 - 14099 LOCHEND WAY, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1720
       Built: 2024
    Monthly Fee: $150
       Tax: $6,752 (2025)
    Community: Westhaven/Ovation
    Townhouse


    Estimated Monthly Payment: $3,277 (change assumption)
    Mortgage ($2,564) + Fees ($150) + Taxes in 2025 ($563)


    Taxes:$6,752

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787

    $535,00079 Days on yellowkey   MLS ID: O6402423

    REDUCED by $10,000 (1.8%) on 06/25/2026

    For Sale O6402423 - 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787 17 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2016
    Monthly Fee: $253
       Tax: $5,148 (2025)
    Community: Lakeview Pointe/Horizon West P
    Single Family


    Estimated Monthly Payment: $3,613 (change assumption)
    Mortgage ($2,931) + Fees ($253) + Taxes in 2025 ($429)


    Taxes:$5,148

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7052 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787

    $775,0002 Days on yellowkey   MLS ID: S5154077

    For Sale S5154077 - 7052 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787 65 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3264
       Built: 2016
    Monthly Fee: $270
       Tax: $6,080 (2025)
    Community: Lakeview Pointe At Horizon West
    Single Family


    Estimated Monthly Payment: $5,023 (change assumption)
    Mortgage ($4,246) + Fees ($270) + Taxes in 2025 ($507)


    Taxes:$6,080

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13852 JOMATT LOOP, WINTER GARDEN, FL 34787

    $1,030,0001 Day on yellowkey   MLS ID: O6427925

    For Sale O6427925 - 13852 JOMATT LOOP, WINTER GARDEN, FL 34787 39 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4000
       Built: 2016
    Monthly Fee: $75
       Tax: $7,387 (2025)
    Community: Cypress Reserve Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,334 (change assumption)
    Mortgage ($5,644) + Fees ($75) + Taxes in 2025 ($616)


    Taxes:$7,387

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8150 RED STOPPER LN, WINTER GARDEN, FL 34787

    $429,90018 Days on yellowkey   MLS ID: O6416867

    REDUCED by $10,000 (2.3%) on 07/24/2026

    For Sale O6416867 - 8150 RED STOPPER LN, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1738
       Built: 2018
    Monthly Fee: $315
       Tax: $7,091 (2025)
    Community: Summerlake
    Townhouse


    Estimated Monthly Payment: $3,261 (change assumption)
    Mortgage ($2,356) + Fees ($315) + Taxes in 2025 ($591)


    Taxes:$7,091

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15717 E OAKLAND AVE, WINTER GARDEN, FL 34787

    $1,795,00018 Days on yellowkey   MLS ID: O6419032

    For Sale O6419032 - 15717 E OAKLAND AVE, WINTER GARDEN, FL 34787 82 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3515
       Built: 1997   Tax: $6,623 (2025)
    Community: Oakland
    Single Family


    Estimated Monthly Payment: $10,387 (change assumption)
    Mortgage ($9,835) + Taxes in 2025 ($552)


    Taxes:$6,623

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 15558 SANDFIELD LOOP, WINTER GARDEN, FL 34787

    $765,000121 Days on yellowkey   MLS ID: O6393987

    1 Days Off yellowkey (back on 7/24/2026)

    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


  • 16936 TRADEWIND PT, WINTER GARDEN, FL 34787

    $645,00011 Days on yellowkey   MLS ID: O6424578

    For Sale O6424578 - 16936 TRADEWIND PT, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 2019
    Monthly Fee: $215
       Tax: $7,616 (2025)
    Community: Waterside/Johns Lake Ph 2A
    Single Family


    Estimated Monthly Payment: $4,384 (change assumption)
    Mortgage ($3,534) + Fees ($215) + Taxes in 2025 ($635)


    Taxes:$7,616

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14140 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787

    $996,975105 Days on yellowkey   MLS ID: O6397262

    REDUCED by $25 (0.0%) on 05/28/2026

    For Sale O6397262 - 14140 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787 71 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2346
       Built: 1984
    Monthly Fee: $71
       Tax: $10,303 (2025)
    Community: Country Lakes
    Single Family


    Estimated Monthly Payment: $6,392 (change assumption)
    Mortgage ($5,463) + Fees ($71) + Taxes in 2025 ($859)


    Taxes:$10,303

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $669,99022 Days on yellowkey   MLS ID: S5153036

    INCREASED by $20,100 (3.1%) on 07/14/2026

    For Sale S5153036 - 15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 41 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 2024
    Monthly Fee: $202
       Tax: $9,669 (2025)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $4,679 (change assumption)
    Mortgage ($3,671) + Fees ($202) + Taxes in 2025 ($806)


    Taxes:$9,669

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 2010 BOSS HEWETT ST, WINTER GARDEN, FL 34787

    $1,500,00017 Days on yellowkey   MLS ID: O6423216

    For Sale O6423216 - 2010 BOSS HEWETT ST, WINTER GARDEN, FL 34787 94 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3781
       Built: 2022
    Monthly Fee: $165
       Tax: $11,186 (2025)
    Community: Hull Island/Oakland Ph 2
    Single Family


    Estimated Monthly Payment: $9,316 (change assumption)
    Mortgage ($8,219) + Fees ($165) + Taxes in 2025 ($932)


    Taxes:$11,186

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 9240 BRADLEIGH DR, WINTER GARDEN, FL 34787

    $1,050,00019 Days on yellowkey   MLS ID: O6421967

    For Sale O6421967 - 9240 BRADLEIGH DR, WINTER GARDEN, FL 34787 66 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4124
       Built: 2018
    Monthly Fee: $116
       Tax: $13,272 (2025)
    Community: Latham Park South
    Single Family


    Estimated Monthly Payment: $6,975 (change assumption)
    Mortgage ($5,753) + Fees ($116) + Taxes in 2025 ($1,106)


    Taxes:$13,272

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16130 WIND VIEW LN, WINTER GARDEN, FL 34787

    $550,0001 Day on yellowkey   MLS ID: O6412051

    For Sale O6412051 - 16130 WIND VIEW LN, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2031
       Built: 2016
    Monthly Fee: $344
       Tax: $9,012 (2025)
    Community: Waterleigh Ph 1B
    Single Family


    Estimated Monthly Payment: $4,109 (change assumption)
    Mortgage ($3,014) + Fees ($344) + Taxes in 2025 ($751)


    Taxes:$9,012

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 3447 CURRENT, WINTER GARDEN, FL 34787

    $725,00033 Days on yellowkey   MLS ID: O6417823

    For Sale O6417823 - 3447 CURRENT, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2741
       Built: 2020
    Monthly Fee: $152
       Tax: $5,616 (2025)
    Community: Lakeview Preserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,593 (change assumption)
    Mortgage ($3,973) + Fees ($152) + Taxes in 2025 ($468)


    Taxes:$5,616

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $449,90072 Days on yellowkey   MLS ID: O6407798

    REDUCED by $10,000 (2.2%) on 07/16/2026

    For Sale O6407798 - 10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1689
       Built: 2019
    Monthly Fee: $245
       Tax: $7,600 (2025)
    Community: Waterleigh Ph 2C-1
    Single Family


    Estimated Monthly Payment: $3,343 (change assumption)
    Mortgage ($2,465) + Fees ($245) + Taxes in 2025 ($633)


    Taxes:$7,600

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15143 BLUE PEACOCK LN, WINTER GARDEN, FL 34787

    $589,00047 Days on yellowkey   MLS ID: O6414996

    REDUCED by $6,000 (1.0%) on 07/16/2026

    For Sale O6414996 - 15143 BLUE PEACOCK LN, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2420
       Built: 2024
    Monthly Fee: $96
       Tax: $8,683 (2025)
    Community: Osprey Ranch Ph 1
    Single Family


    Estimated Monthly Payment: $4,047 (change assumption)
    Mortgage ($3,227) + Fees ($96) + Taxes in 2025 ($724)


    Taxes:$8,683

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1142 DUNBROOKE ST, WINTER GARDEN, FL 34787

    $515,00037 Days on yellowkey   MLS ID: O6417527

    1 Days Off yellowkey (back on 6/26/2026)

    For Sale O6417527 - 1142 DUNBROOKE ST, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2068
       Built: 2005
    Monthly Fee: $53
       Tax: $4,251 (2025)
    Community: Chapin Station
    Single Family


    Estimated Monthly Payment: $3,229 (change assumption)
    Mortgage ($2,822) + Fees ($53) + Taxes in 2025 ($354)


    Taxes:$4,251

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview 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.