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Winter Garden Homes For Sale & Real Estate - 980 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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  • 5755 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $455,00082 Days on yellowkey   MLS ID: O6404161

    0 Days Off yellowkey (back on 7/9/2026)

    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


  • 14075 LOCHEND WAY, WINTER GARDEN, FL 34787

    $515,000165 Days on yellowkey   MLS ID: O6380897

    REDUCED by $10,000 (1.9%) on 06/19/2026

    For Sale O6380897 - 14075 LOCHEND WAY, WINTER GARDEN, FL 34787 15 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2197
       Built: 2024
    Monthly Fee: $133
       Tax: $1,835 (2024)
    Community: Ovation/Westhaven
    Townhouse


    Estimated Monthly Payment: $3,108 (change assumption)
    Mortgage ($2,822) + Fees ($133) + Taxes in 2024 ($153)


    Taxes:$1,835

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 9207 BUSACO PARK WAY, WINTER GARDEN, FL 34787

    $1,000,000224 Days on yellowkey   MLS ID: O6366636

    For Sale O6366636 - 9207 BUSACO PARK WAY, WINTER GARDEN, FL 34787 92 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3291
       Built: 2015
    Monthly Fee: $164
       Tax: $11,197 (2024)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $6,576 (change assumption)
    Mortgage ($5,479) + Fees ($164) + Taxes in 2024 ($933)


    Taxes:$11,197

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 14501 GROVE RESORT AVE #2315, WINTER GARDEN, FL 34787

    $180,00069 Days on yellowkey   MLS ID: O6408406

    1 Days Off yellowkey (back on 7/9/2026)

    For Sale O6408406 - 14501 GROVE RESORT AVE #2315, WINTER GARDEN, FL 34787 35 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2018
    Monthly Fee: $904
       Tax: $7,614 (2025)
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $2,525 (change assumption)
    Mortgage ($986) + Fees ($904) + Taxes in 2025 ($634)


    Taxes:$7,614

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 720 LAKE BRIM DR, WINTER GARDEN, FL 34787

    $1,699,000140 Days on yellowkey   MLS ID: O6387519

    1 Days Off yellowkey (back on 7/9/2026)

    REDUCED by $26,000 (1.5%) on 06/14/2026

    For Sale O6387519 - 720 LAKE BRIM DR, WINTER GARDEN, FL 34787 88 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3781
       Built: 2020
    Monthly Fee: $208
       Tax: $14,831 (2025)
    Community: Oakland Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,753 (change assumption)
    Mortgage ($9,309) + Fees ($208) + Taxes in 2025 ($1,236)


    Taxes:$14,831

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12362 BRACCO ST, WINTER GARDEN, FL 34787

    $495,00084 Days on yellowkey   MLS ID: O6404125

    REDUCED by $20,000 (3.9%) on 07/09/2026

    For Sale O6404125 - 12362 BRACCO ST, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2094
       Built: 2023
    Monthly Fee: $105
       Tax: $8,231 (2025)
    Community: Highland Rdg Ph 2
    Single Family


    Estimated Monthly Payment: $3,503 (change assumption)
    Mortgage ($2,712) + Fees ($105) + Taxes in 2025 ($686)


    Taxes:$8,231

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13147 SUBURBAN TER, WINTER GARDEN, FL 34787

    $245,000114 Days on yellowkey   MLS ID: G5110298

    0 Days Off yellowkey (back on 4/9/2026)

    For Sale G5110298 - 13147 SUBURBAN TER, WINTER GARDEN, FL 34787 41 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1479
       Built: 1971
    Monthly Fee: $15
       Tax: $4,142 (2025)
    Community: Suburban Shores
    Single Family


    Estimated Monthly Payment: $1,703 (change assumption)
    Mortgage ($1,342) + Fees ($15) + Taxes in 2025 ($345)


    Taxes:$4,142

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #3228, WINTER GARDEN, FL 34787

    $240,000201 Days on yellowkey   MLS ID: O6370847

    For Sale O6370847 - 14501 GROVE RESORT AVE #3228, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1544
       Built: 2018
    Monthly Fee: $1,103
       Tax: $6,985 (2024)
    Community: Grove Residence & Spa Hotel Condo Il
    Condo


    Estimated Monthly Payment: $3,000 (change assumption)
    Mortgage ($1,315) + Fees ($1,103) + Taxes in 2024 ($582)


    Taxes:$6,985

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2202 ROMANUM DR, WINTER GARDEN, FL 34787

    $554,90099 Days on yellowkey   MLS ID: O6398743

    REDUCED by $25,000 (4.3%) on 06/07/2026

    For Sale O6398743 - 2202 ROMANUM DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1889
       Built: 2015
    Monthly Fee: $211
       Tax: $3,839 (2025)
    Community: Alexander Ridge
    Single Family


    Estimated Monthly Payment: $3,571 (change assumption)
    Mortgage ($3,040) + Fees ($211) + Taxes in 2025 ($320)


    Taxes:$3,839

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15264 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $1,399,99924 Days on yellowkey   MLS ID: O6418870

    For Sale O6418870 - 15264 SHONAN GOLD DR, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4000
       Built: 2017
    Monthly Fee: $210
       Tax: $8,796 (2025)
    Community: Overlook 2/Hamlin Ph 2 & 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,614 (change assumption)
    Mortgage ($7,671) + Fees ($210) + Taxes in 2025 ($733)


    Taxes:$8,796

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13181 TOOLCROSS WAY, WINTER GARDEN, FL 34787

    $1,049,00056 Days on yellowkey   MLS ID: O6410984

    REDUCED by $51,000 (4.6%) on 07/09/2026

    For Sale O6410984 - 13181 TOOLCROSS WAY, WINTER GARDEN, FL 34787 87 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3894
       Built: 2024
    Monthly Fee: $83
       Tax: $11,946 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $6,826 (change assumption)
    Mortgage ($5,748) + Fees ($83) + Taxes in 2025 ($996)


    Taxes:$11,946

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 6587 OLD CARRIAGE RD, WINTER GARDEN, FL 34787

    $645,00022 Days on yellowkey   MLS ID: O6421933

    0 Days Off yellowkey (back on 7/8/2026)

    For Sale O6421933 - 6587 OLD CARRIAGE RD, WINTER GARDEN, FL 34787 87 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 2005
    Monthly Fee: $195
       Tax: $5,364 (2025)
    Community: Independence
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,176 (change assumption)
    Mortgage ($3,534) + Fees ($195) + Taxes in 2025 ($447)


    Taxes:$5,364

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11259 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $889,99029 Days on yellowkey   MLS ID: O6419946

    REDUCED by $6,301 (0.7%) on 07/09/2026

    For Sale O6419946 - 11259 HOLLOW BAY DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $208
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,250 (change assumption)
    Mortgage ($4,877) + Fees ($208) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #2623, WINTER GARDEN, FL 34787

    $390,000364 Days on yellowkey   MLS ID: O6329943

    For Sale O6329943 - 14501 GROVE RESORT AVE #2623, WINTER GARDEN, FL 34787 51 photos

    Bed: 2   Bath: 2.0   Gar: 4
    Liv Area Sq Ft: 1265
       Built: 2009
    Monthly Fee: $904
       Tax: $4,910 (2024)
    Community: Grove Resort
    Condo


    Estimated Monthly Payment: $3,450 (change assumption)
    Mortgage ($2,137) + Fees ($904) + Taxes in 2024 ($409)


    Taxes:$4,910

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #3712, WINTER GARDEN, FL 34787

    $325,000256 Days on yellowkey   MLS ID: O6359458

    For Sale O6359458 - 14501 GROVE RESORT AVE #3712, WINTER GARDEN, FL 34787 57 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1396
       Built: 2018
    Monthly Fee: $998
       Tax: $4,558 (2025)
    Community: Grove Resort And Spa Hotel Condominium 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,159 (change assumption)
    Mortgage ($1,781) + Fees ($998) + Taxes in 2025 ($380)


    Taxes:$4,558

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #2536, WINTER GARDEN, FL 34787

    $314,900235 Days on yellowkey   MLS ID: O6364192

    For Sale O6364192 - 14501 GROVE RESORT AVE #2536, WINTER GARDEN, FL 34787 56 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1434
       Built: 2018
    Monthly Fee: $1,025
       Tax: $6,192 (2024)
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $3,266 (change assumption)
    Mortgage ($1,725) + Fees ($1,025) + Taxes in 2024 ($516)


    Taxes:$6,192

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #1407, WINTER GARDEN, FL 34787

    $248,000242 Days on yellowkey   MLS ID: O6362982

    REDUCED by $51,900 (17.3%) on 06/24/2026

    For Sale O6362982 - 14501 GROVE RESORT AVE #1407, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1544
       Built: 2009
    Monthly Fee: $1,104
       Tax: $4,972 (2024)
    Community: The Grove Resort
    Condo


    Estimated Monthly Payment: $2,877 (change assumption)
    Mortgage ($1,359) + Fees ($1,104) + Taxes in 2024 ($414)


    Taxes:$4,972

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #1622, WINTER GARDEN, FL 34787

    $449,000220 Days on yellowkey   MLS ID: O6367905

    For Sale O6367905 - 14501 GROVE RESORT AVE #1622, WINTER GARDEN, FL 34787 65 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1544
       Built: 2016
    Monthly Fee: $1,103
       Tax: $5,502 (2024)
    Community: The Grove Resort
    Spa: No

    Condo


    Estimated Monthly Payment: $4,022 (change assumption)
    Mortgage ($2,460) + Fees ($1,103) + Taxes in 2024 ($459)


    Taxes:$5,502

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #1105, WINTER GARDEN, FL 34787

    $304,000231 Days on yellowkey   MLS ID: O6365470

    For Sale O6365470 - 14501 GROVE RESORT AVE #1105, WINTER GARDEN, FL 34787 48 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1265
       Built: 2018
    Monthly Fee: $904
       Tax: $3,954 (2025)
    Community: Grove Resort And Water Park
    Condo


    Estimated Monthly Payment: $2,899 (change assumption)
    Mortgage ($1,666) + Fees ($904) + Taxes in 2025 ($330)


    Taxes:$3,954

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #1220, WINTER GARDEN, FL 34787

    $325,890526 Days on yellowkey   MLS ID: O6279431

    For Sale O6279431 - 14501 GROVE RESORT AVE #1220, WINTER GARDEN, FL 34787 47 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1375
       Built: 2016
    Monthly Fee: $723
       Tax: $6,609 (2024)
    Community: Grove Resort
    Condo


    Estimated Monthly Payment: $3,059 (change assumption)
    Mortgage ($1,786) + Fees ($723) + Taxes in 2024 ($551)


    Taxes:$6,609

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.