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Winter Garden Homes For Sale & Real Estate - 708 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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  • 651 J W JONES RD, WINTER GARDEN, FL 34787

    $260,000191 Days on yellowkey   MLS ID: G5103151

    For Sale G5103151 - 651 J W JONES RD, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1747
       Built: 1994   Tax: $3,483 (2024)
    Community: Troynelle By Lake Apopka
    Manufactured Home


    Estimated Monthly Payment: $1,715 (change assumption)
    Mortgage ($1,425) + Taxes in 2024 ($290)


    Taxes:$3,483

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #3621, WINTER GARDEN, FL 34787

    $214,95032 Days on yellowkey   MLS ID: O6388749

    REDUCED by $9,950 (4.4%) on 04/18/2026

    For Sale O6388749 - 14501 GROVE RESORT AVE #3621, WINTER GARDEN, FL 34787 30 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1375
       Built: 2009
    Monthly Fee: $983
       Tax: $7,386 (2025)
    Community: Grove Resort And Spa Hotel Condominium
    Condo


    Estimated Monthly Payment: $2,776 (change assumption)
    Mortgage ($1,178) + Fees ($983) + Taxes in 2025 ($615)


    Taxes:$7,386

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #1732, WINTER GARDEN, FL 34787

    $189,95032 Days on yellowkey   MLS ID: O6388585

    REDUCED by $9,950 (5.0%) on 04/18/2026

    For Sale O6388585 - 14501 GROVE RESORT AVE #1732, WINTER GARDEN, FL 34787 31 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1265
       Built: 2009
    Monthly Fee: $677
       Tax: $6,279 (2025)
    Community: Grove Resort & Spa Hotel Condominium
    Condo


    Estimated Monthly Payment: $2,241 (change assumption)
    Mortgage ($1,041) + Fees ($677) + Taxes in 2025 ($523)


    Taxes:$6,279

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 431 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787

    $319,9009 Days on yellowkey   MLS ID: O6397663

    For Sale O6397663 - 431 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1499
       Built: 2005
    Monthly Fee: $576
       Tax: $4,273 (2025)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $2,685 (change assumption)
    Mortgage ($1,753) + Fees ($576) + Taxes in 2025 ($356)


    Taxes:$4,273

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1325 FETTLER WAY, WINTER GARDEN, FL 34787

    $289,9009 Days on yellowkey   MLS ID: O6393936

    For Sale O6393936 - 1325 FETTLER WAY, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1440
       Built: 2004
    Monthly Fee: $61
       Tax: $3,653 (2025)
    Community: Westside Twnhms-Ph 05 A B & C
    Townhouse


    Estimated Monthly Payment: $1,954 (change assumption)
    Mortgage ($1,588) + Fees ($61) + Taxes in 2025 ($304)


    Taxes:$3,653

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15226 SUNSET OVERLOOK CIR, WINTER GARDEN, FL 34787

    $1,100,00031 Days on yellowkey   MLS ID: O6390971

    REDUCED by $50,000 (4.3%) on 03/31/2026

    For Sale O6390971 - 15226 SUNSET OVERLOOK CIR, WINTER GARDEN, FL 34787 80 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3556
       Built: 2023
    Monthly Fee: $128
       Tax: $10,299 (2025)
    Community: Johns Lake Pointe
    Single Family


    Estimated Monthly Payment: $7,013 (change assumption)
    Mortgage ($6,027) + Fees ($128) + Taxes in 2025 ($858)


    Taxes:$10,299

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 813 MARSH REED DR, WINTER GARDEN, FL 34787

    $609,000299 Days on yellowkey   MLS ID: O6321149

    0 Days Off yellowkey (back on 4/18/2026)

    For Sale O6321149 - 813 MARSH REED DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3148
       Built: 2015
    Monthly Fee: $128
       Tax: $8,220 (2024)
    Community: Johns Lake Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,150 (change assumption)
    Mortgage ($3,337) + Fees ($128) + Taxes in 2024 ($685)


    Taxes:$8,220

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 16149 WIND VIEW LN, WINTER GARDEN, FL 34787

    $498,00037 Days on yellowkey   MLS ID: O6389892

    REDUCED by $7,000 (1.4%) on 04/15/2026

    For Sale O6389892 - 16149 WIND VIEW LN, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2036
       Built: 2016
    Monthly Fee: $332
       Tax: $4,472 (2025)
    Community: Waterleigh Ph 1B
    Single Family


    Estimated Monthly Payment: $3,433 (change assumption)
    Mortgage ($2,729) + Fees ($332) + Taxes in 2025 ($373)


    Taxes:$4,472

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 441 COURTLEA OAKS BLVD, WINTER GARDEN, FL 34787

    $1,199,90045 Days on yellowkey   MLS ID: O6385964

    INCREASED by $80,900 (7.2%) on 04/02/2026

    For Sale O6385964 - 441 COURTLEA OAKS BLVD, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4001
       Built: 2000
    Monthly Fee: $83
       Tax: $5,551 (2024)
    Community: Courtlea Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,120 (change assumption)
    Mortgage ($6,575) + Fees ($83) + Taxes in 2024 ($463)


    Taxes:$5,551

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 720 LAKE BRIM DR, WINTER GARDEN, FL 34787

    $1,850,00044 Days on yellowkey   MLS ID: O6387519

    REDUCED by $49,000 (2.6%) on 04/01/2026

    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: $203
       Tax: $14,831 (2025)
    Community: Oakland Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,576 (change assumption)
    Mortgage ($10,137) + Fees ($203) + Taxes in 2025 ($1,236)


    Taxes:$14,831

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16975 WINGSPREAD LOOP, WINTER GARDEN, FL 34787

    $975,00086 Days on yellowkey   MLS ID: O6376353

    1 Days Off yellowkey (back on 4/5/2026)

    For Sale O6376353 - 16975 WINGSPREAD LOOP, WINTER GARDEN, FL 34787 80 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3557
       Built: 2021
    Monthly Fee: $127
       Tax: $9,898 (2024)
    Community: Hawksmoor Ph 4
    Single Family


    Estimated Monthly Payment: $6,294 (change assumption)
    Mortgage ($5,342) + Fees ($127) + Taxes in 2024 ($825)


    Taxes:$9,898

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 161 SUNSET WALK DR, WINTER GARDEN, FL 34787

    $529,0252 Days on yellowkey   MLS ID: O6400288

    For Sale O6400288 - 161 SUNSET WALK DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2031
       Built: 2026
    Monthly Fee: $149
       Tax: $400 (2025)
    Community: Westhaven At Ovation
    Townhouse


    Estimated Monthly Payment: $3,081 (change assumption)
    Mortgage ($2,899) + Fees ($149) + Taxes in 2025 ($33)


    Taxes:$400

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 198 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $544,1602 Days on yellowkey   MLS ID: O6400188

    For Sale O6400188 - 198 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 3 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1908
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,252 (change assumption)
    Mortgage ($2,982) + Fees ($77) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 3407 CURRENT AVE, WINTER GARDEN, FL 34787

    $699,0002 Days on yellowkey   MLS ID: O6400102

    For Sale O6400102 - 3407 CURRENT AVE, WINTER GARDEN, FL 34787 43 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3747
       Built: 2020
    Monthly Fee: $152
       Tax: $10,520 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $4,859 (change assumption)
    Mortgage ($3,830) + Fees ($152) + Taxes in 2025 ($877)


    Taxes:$10,520

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 68 N PARK AVE, WINTER GARDEN, FL 34787

    $1,899,0002 Days on yellowkey   MLS ID: O6400066

    For Sale O6400066 - 68 N PARK AVE, WINTER GARDEN, FL 34787 61 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3555
       Built: 2021
    Monthly Fee: $325
       Tax: $15,594 (2025)
    Community: 30 North Park
    Townhouse


    Estimated Monthly Payment: $12,030 (change assumption)
    Mortgage ($10,405) + Fees ($325) + Taxes in 2025 ($1,300)


    Taxes:$15,594

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15306 GILLIGAN CT, WINTER GARDEN, FL 34787

    $925,0002 Days on yellowkey   MLS ID: O6399653

    For Sale O6399653 - 15306 GILLIGAN CT, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3127
       Built: 2020
    Monthly Fee: $102
       Tax: $8,308 (2025)
    Community: Winding Bay Ph 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,863 (change assumption)
    Mortgage ($5,068) + Fees ($102) + Taxes in 2025 ($692)


    Taxes:$8,308

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 328 BAYSIDE AVE, WINTER GARDEN, FL 34787

    $445,0002 Days on yellowkey   MLS ID: O6396654

    For Sale O6396654 - 328 BAYSIDE AVE, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1235
       Built: 1986
    Monthly Fee: $7
       Tax: $5,354 (2025)
    Community: Kings Bay
    Single Family


    Estimated Monthly Payment: $2,891 (change assumption)
    Mortgage ($2,438) + Fees ($7) + Taxes in 2025 ($446)


    Taxes:$5,354

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 13158 BOUNTY AVE, WINTER GARDEN, FL 34787

    $395,000254 Days on yellowkey   MLS ID: O6334532

    For Sale O6334532 - 13158 BOUNTY AVE, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1567
       Built: 2022
    Monthly Fee: $257
       Tax: $6,198 (2024)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,938 (change assumption)
    Mortgage ($2,164) + Fees ($257) + Taxes in 2024 ($516)


    Taxes:$6,198

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 17231 MELOGOLD WAY, WINTER GARDEN, FL 34787

    $969,00081 Days on yellowkey   MLS ID: O6377688

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

    For Sale O6377688 - 17231 MELOGOLD WAY, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3787
       Built: 2024
    Monthly Fee: $85
       Tax: $2,836 (2024)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $5,631 (change assumption)
    Mortgage ($5,309) + Fees ($85) + Taxes in 2024 ($236)


    Taxes:$2,836

    Elementary School: Bay Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 375 REGAL DOWNS CIR, WINTER GARDEN, FL 34787

    $334,90053 Days on yellowkey   MLS ID: O6377205

    0 Days Off yellowkey (back on 3/20/2026)

    For Sale O6377205 - 375 REGAL DOWNS CIR, WINTER GARDEN, FL 34787 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1464
       Built: 2001   Tax: $4,413 (2024)
    Community: Regal Pointe Ph 01 43/129
    Single Family


    Estimated Monthly Payment: $2,203 (change assumption)
    Mortgage ($1,835) + Taxes in 2024 ($368)


    Taxes:$4,413

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2024

    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.