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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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  • 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


  • 14501 GROVE RESORT AVE #3538, WINTER GARDEN, FL 34787

    $351,450526 Days on yellowkey   MLS ID: O6280623

    For Sale O6280623 - 14501 GROVE RESORT AVE #3538, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1396
       Built: 2017
    Monthly Fee: $998
       Tax: $4,842 (2024)
    Community: Grove Resort
    Condo


    Estimated Monthly Payment: $3,327 (change assumption)
    Mortgage ($1,926) + Fees ($998) + Taxes in 2024 ($404)


    Taxes:$4,842

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #2423, WINTER GARDEN, FL 34787

    $250,00099 Days on yellowkey   MLS ID: O6399916

    For Sale O6399916 - 14501 GROVE RESORT AVE #2423, WINTER GARDEN, FL 34787 29 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1265
       Built: 2018
    Monthly Fee: $904
       Tax: $5,644 (2025)
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $2,744 (change assumption)
    Mortgage ($1,370) + Fees ($904) + Taxes in 2025 ($470)


    Taxes:$5,644

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 346 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787

    $899,00015 Days on yellowkey   MLS ID: O6423640

    For Sale O6423640 - 346 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3147
       Built: 2026
    Monthly Fee: $240
       Tax: $1,955 (2025)
    Community: Winter Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,329 (change assumption)
    Mortgage ($4,926) + Fees ($240) + Taxes in 2025 ($163)


    Taxes:$1,955

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14067 JOMATT LOOP, WINTER GARDEN, FL 34787

    $1,099,00016 Days on yellowkey   MLS ID: O6422734

    For Sale O6422734 - 14067 JOMATT LOOP, WINTER GARDEN, FL 34787 55 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4741
       Built: 2018
    Monthly Fee: $75
       Tax: $7,802 (2026)
    Community: Cypress Reserve Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,747 (change assumption)
    Mortgage ($6,022) + Fees ($75) + Taxes in 2026 ($650)


    Taxes:$7,802

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2026

    Middle School: SunRidge Middle


  • 9991 SCHROEDER ALY, WINTER GARDEN, FL 34787

    $385,00016 Days on yellowkey   MLS ID: O6422573

    For Sale O6422573 - 9991 SCHROEDER ALY, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1568
       Built: 2019
    Monthly Fee: $290
       Tax: $4,066 (2025)
    Community: Waterleigh Ph 2D
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,738 (change assumption)
    Mortgage ($2,110) + Fees ($290) + Taxes in 2025 ($339)


    Taxes:$4,066

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15111 GROVESIDE RD, WINTER GARDEN, FL 34787

    $495,93516 Days on yellowkey   MLS ID: O6423268

    For Sale O6423268 - 15111 GROVESIDE RD, WINTER GARDEN, FL 34787 5 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2026
    Monthly Fee: $247
       Tax: $1,320 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $3,074 (change assumption)
    Mortgage ($2,717) + Fees ($247) + Taxes in 2025 ($110)


    Taxes:$1,320

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13129 FARO CT, WINTER GARDEN, FL 34787

    $828,50038 Days on yellowkey   MLS ID: O6415958

    REDUCED by $16,500 (2.0%) on 07/09/2026

    For Sale O6415958 - 13129 FARO CT, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3664
       Built: 2025
    Monthly Fee: $139
       Tax: $2,788 (2025)
    Community: Horizon Isle
    Single Family


    Estimated Monthly Payment: $4,911 (change assumption)
    Mortgage ($4,540) + Fees ($139) + Taxes in 2025 ($232)


    Taxes:$2,788

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 6207 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787

    $547,19024 Days on yellowkey   MLS ID: O6421162

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

    For Sale O6421162 - 6207 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2026
    Monthly Fee: $286
       Tax: $1,373 (2024)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,399 (change assumption)
    Mortgage ($2,998) + Fees ($286) + Taxes in 2024 ($114)


    Taxes:$1,373

    Elementary School: Vista Lakes Elem

    High School: Colonial High

    Tax Year: 2024

    Middle School: Odyssey Middle


  • 11072 SILVER SURFER ALY, WINTER GARDEN, FL 34787

    $440,00075 Days on yellowkey   MLS ID: O6406656

    REDUCED by $10,000 (2.2%) on 07/08/2026

    For Sale O6406656 - 11072 SILVER SURFER ALY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2018
    Monthly Fee: $108
       Tax: $3,977 (2025)
    Community: Storey Grove Ph 1B-2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,850 (change assumption)
    Mortgage ($2,411) + Fees ($108) + Taxes in 2025 ($331)


    Taxes:$3,977

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 547 SEASIDE COVE ST, WINTER GARDEN, FL 34787

    $715,00023 Days on yellowkey   MLS ID: G5114554

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

    For Sale G5114554 - 547 SEASIDE COVE ST, WINTER GARDEN, FL 34787 76 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3290
       Built: 2007
    Monthly Fee: $125
       Tax: $3,748 (2025)
    Community: Black Lake Park Ph 02
    Single Family


    Estimated Monthly Payment: $4,355 (change assumption)
    Mortgage ($3,918) + Fees ($125) + Taxes in 2025 ($312)


    Taxes:$3,748

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17049 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $568,19137 Days on yellowkey   MLS ID: G5113971

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

    For Sale G5113971 - 17049 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 2 photos

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

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,263 (change assumption)
    Mortgage ($3,113) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 225 SOUTHERN PECAN CIR #208, WINTER GARDEN, FL 34787

    $279,900142 Days on yellowkey   MLS ID: O6383422

    REDUCED by $9,000 (3.1%) on 07/08/2026

    For Sale O6383422 - 225 SOUTHERN PECAN CIR #208, WINTER GARDEN, FL 34787 30 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1264
       Built: 2005   Tax: $3,728 (2025)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $1,844 (change assumption)
    Mortgage ($1,534) + Taxes in 2025 ($311)


    Taxes:$3,728

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge 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.