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Winter Garden Homes For Sale & Real Estate - 719 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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  • 10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787

    $1,170,000152 Days on yellowkey   MLS ID: O6361968

    5 Days Off yellowkey (back on 4/2/2026)

    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: $7,736 (change assumption)
    Mortgage ($6,411) + 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


  • 869 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $535,000162 Days on yellowkey   MLS ID: O6358341

    For Sale O6358341 - 869 BENDING OAK TRL, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1975
       Built: 2012
    Monthly Fee: $109
       Tax: $5,262 (2024)
    Community: Oaks/Brandy Lake 01 Rep A & B
    Single Family


    Estimated Monthly Payment: $3,479 (change assumption)
    Mortgage ($2,931) + Fees ($109) + Taxes in 2024 ($438)


    Taxes:$5,262

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15755 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $425,0003 Days on yellowkey   MLS ID: O6400420

    For Sale O6400420 - 15755 WATER SPRING BLVD, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1636
       Built: 2023
    Monthly Fee: $268
       Tax: $5,406 (2025)
    Community: Storey Grove
    Townhouse


    Estimated Monthly Payment: $3,047 (change assumption)
    Mortgage ($2,329) + Fees ($268) + Taxes in 2025 ($450)


    Taxes:$5,406

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14501 GROVE RESORT AVE #1721, WINTER GARDEN, FL 34787

    $249,50010 Days on yellowkey   MLS ID: O6397131

    For Sale O6397131 - 14501 GROVE RESORT AVE #1721, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2017
    Monthly Fee: $904
       Tax: $7,146 (2025)
    Community: Grove Resort And Spa Hotel Condominium
    Condo


    Estimated Monthly Payment: $2,867 (change assumption)
    Mortgage ($1,367) + Fees ($904) + Taxes in 2025 ($595)


    Taxes:$7,146

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13259 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $778,5313 Days on yellowkey   MLS ID: G5111211

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

    For Sale G5111211 - 13259 SERENE GLADE RD, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2689
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $4,426 (change assumption)
    Mortgage ($4,266) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 636 S PARK AVE, WINTER GARDEN, FL 34787

    $298,9003 Days on yellowkey   MLS ID: O6400433

    For Sale O6400433 - 636 S PARK AVE, WINTER GARDEN, FL 34787 14 photos

    Bed: 4   Bath: 1.5   Gar: 2
    Liv Area Sq Ft: 1272
       Built: 1953   Tax: $3,751 (2025)
    Community: Burchshire
    Single Family


    Estimated Monthly Payment: $1,950 (change assumption)
    Mortgage ($1,638) + Taxes in 2025 ($313)


    Taxes:$3,751

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12050 BRACCO ST, WINTER GARDEN, FL 34787

    $489,9003 Days on yellowkey   MLS ID: O6398494

    For Sale O6398494 - 12050 BRACCO ST, WINTER GARDEN, FL 34787 73 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2023
    Monthly Fee: $110
       Tax: $7,195 (2025)
    Community: Highland Ridge
    Single Family


    Estimated Monthly Payment: $3,394 (change assumption)
    Mortgage ($2,684) + Fees ($110) + Taxes in 2025 ($600)


    Taxes:$7,195

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8170 BLUEJACK OAK DR, WINTER GARDEN, FL 34787

    $465,0005 Days on yellowkey   MLS ID: O6399484

    For Sale O6399484 - 8170 BLUEJACK OAK DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1853
       Built: 2016
    Monthly Fee: $315
       Tax: $4,738 (2025)
    Community: Summerlake Pd Ph 2C 2D 2E
    Townhouse


    Estimated Monthly Payment: $3,258 (change assumption)
    Mortgage ($2,548) + Fees ($315) + Taxes in 2025 ($395)


    Taxes:$4,738

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $916,0003 Days on yellowkey   MLS ID: O6400451

    For Sale O6400451 - 12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3626
       Built: 2026
    Monthly Fee: $80
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $5,293 (change assumption)
    Mortgage ($5,019) + Fees ($80) + 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


  • 204 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $690,2703 Days on yellowkey   MLS ID: O6400441

    For Sale O6400441 - 204 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 3 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2686
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $4,053 (change assumption)
    Mortgage ($3,782) + 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


  • 13617 SALAMANDER ST, WINTER GARDEN, FL 34787

    $549,90033 Days on yellowkey   MLS ID: O6391534

    For Sale O6391534 - 13617 SALAMANDER ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2022
    Monthly Fee: $291
       Tax: $7,653 (2025)
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $3,942 (change assumption)
    Mortgage ($3,013) + Fees ($291) + Taxes in 2025 ($638)


    Taxes:$7,653

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12626 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $607,000131 Days on yellowkey   MLS ID: O6365821

    For Sale O6365821 - 12626 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2025
    Monthly Fee: $96
       Tax: $2,290 (2025)
    Community: Osprey Ranch Ph 1
    Single Family


    Estimated Monthly Payment: $3,613 (change assumption)
    Mortgage ($3,326) + Fees ($96) + Taxes in 2025 ($191)


    Taxes:$2,290

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16848 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787

    $550,00047 Days on yellowkey   MLS ID: O6387459

    REDUCED by $15,000 (2.7%) on 03/31/2026

    For Sale O6387459 - 16848 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2088
       Built: 2024
    Monthly Fee: $200
       Tax: $8,210 (2025)
    Community: Hamlin Pointe
    Single Family


    Estimated Monthly Payment: $3,898 (change assumption)
    Mortgage ($3,014) + Fees ($200) + Taxes in 2025 ($684)


    Taxes:$8,210

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8216 TOPSAIL PL, WINTER GARDEN, FL 34787

    $974,90035 Days on yellowkey   MLS ID: O6391155

    REDUCED by $14,100 (1.4%) on 04/13/2026

    For Sale O6391155 - 8216 TOPSAIL PL, WINTER GARDEN, FL 34787 67 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3055
       Built: 2022
    Monthly Fee: $360
       Tax: $12,728 (2025)
    Community: Lakeshore Preserve Ph 5
    Single Family


    Estimated Monthly Payment: $6,762 (change assumption)
    Mortgage ($5,342) + Fees ($360) + Taxes in 2025 ($1,061)


    Taxes:$12,728

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17549 SEIDNER RD, WINTER GARDEN, FL 34787

    $950,00024 Days on yellowkey   MLS ID: O6392430

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

    For Sale O6392430 - 17549 SEIDNER RD, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2130
       Built: 1985
    Monthly Fee: $3
       Tax: $3,947 (2025)
    Community: Lake Avalon Heights
    Single Family


    Estimated Monthly Payment: $5,537 (change assumption)
    Mortgage ($5,205) + Fees ($3) + Taxes in 2025 ($329)


    Taxes:$3,947

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16933 OAKBORO ST, WINTER GARDEN, FL 34787

    $560,00030 Days on yellowkey   MLS ID: R4910916

    For Sale R4910916 - 16933 OAKBORO ST, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2020
    Monthly Fee: $257
       Tax: $3,651 (2025)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $3,630 (change assumption)
    Mortgage ($3,068) + Fees ($257) + Taxes in 2025 ($304)


    Taxes:$3,651

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2015 SANDY GARDEN LN, WINTER GARDEN, FL 34787

    $765,000109 Days on yellowkey   MLS ID: O6370025

    For Sale O6370025 - 2015 SANDY GARDEN LN, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3871
       Built: 2015
    Monthly Fee: $113
       Tax: $10,989 (2025)
    Community: Reserve At Carriage Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,220 (change assumption)
    Mortgage ($4,192) + Fees ($113) + Taxes in 2025 ($916)


    Taxes:$10,989

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787

    $850,00014 Days on yellowkey   MLS ID: O6392351

    For Sale O6392351 - 13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3793
       Built: 2018
    Monthly Fee: $190
       Tax: $7,249 (2025)
    Community: Orchard Pk/Stillwater Xing Ph
    Single Family


    Estimated Monthly Payment: $5,452 (change assumption)
    Mortgage ($4,657) + Fees ($190) + Taxes in 2025 ($604)


    Taxes:$7,249

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15393 SANDFIELD LOOP, WINTER GARDEN, FL 34787

    $935,00022 Days on yellowkey   MLS ID: O6391325

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

    REDUCED by $50,000 (5.1%) on 04/15/2026

    For Sale O6391325 - 15393 SANDFIELD LOOP, WINTER GARDEN, FL 34787 60 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4303
       Built: 2014
    Monthly Fee: $114
       Tax: $7,809 (2025)
    Community: Reserve At Carriage Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,888 (change assumption)
    Mortgage ($5,123) + Fees ($114) + Taxes in 2025 ($651)


    Taxes:$7,809

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16736 OAKBORO ST, WINTER GARDEN, FL 34787

    $575,00033 Days on yellowkey   MLS ID: O6388784

    REDUCED by $10,000 (1.7%) on 04/15/2026

    For Sale O6388784 - 16736 OAKBORO ST, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2020
    Monthly Fee: $257
       Tax: $6,967 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,988 (change assumption)
    Mortgage ($3,151) + Fees ($257) + Taxes in 2024 ($581)


    Taxes:$6,967

    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.