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Winter Garden Homes For Sale & Real Estate - 709 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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  • 12410 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $639,90026 Days on yellowkey   MLS ID: O6393606

    For Sale O6393606 - 12410 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 54 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1860
       Built: 2022
    Monthly Fee: $192
       Tax: $7,965 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $4,362 (change assumption)
    Mortgage ($3,506) + Fees ($192) + Taxes in 2025 ($664)


    Taxes:$7,965

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15713 SWEET LIMETTA DR, WINTER GARDEN, FL 34787

    $825,000102 Days on yellowkey   MLS ID: O6372157

    For Sale O6372157 - 15713 SWEET LIMETTA DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 3377
       Built: 2018
    Monthly Fee: $110
       Tax: $7,468 (2025)
    Community: Highlands/Summerlake Grove
    Single Family


    Estimated Monthly Payment: $5,253 (change assumption)
    Mortgage ($4,520) + Fees ($110) + Taxes in 2025 ($622)


    Taxes:$7,468

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13037 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $569,990143 Days on yellowkey   MLS ID: G5104988

    For Sale G5104988 - 13037 SERENE GLADE RD, WINTER GARDEN, FL 34787 62 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1836
       Built: 2025
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,283 (change assumption)
    Mortgage ($3,123) + Fees ($160) + Taxes in 2023 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 8807 EDEN COVE DR, WINTER GARDEN, FL 34787

    $734,50077 Days on yellowkey   MLS ID: G5107610

    For Sale G5107610 - 8807 EDEN COVE DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3278
       Built: 2015
    Community: Waterleigh Ph 1A
    Single Family


    Estimated Monthly Payment: $4,025 (change assumption)
    Mortgage ($4,025)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 16286 BRIGHT LEAF ROAD, WINTER GARDEN, FL 34787

    $474,79027 Days on yellowkey   MLS ID: O6393167

    0 Days Off yellowkey (back on 3/26/2026)

    For Sale O6393167 - 16286 BRIGHT LEAF ROAD, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1770
       Built: 2026
    Community: Silverleaf Oaks
    Townhouse


    Estimated Monthly Payment: $2,602 (change assumption)
    Mortgage ($2,602)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15182 SUNRISE GROVE CT, WINTER GARDEN, FL 34787

    $399,00045 Days on yellowkey   MLS ID: O6382211

    For Sale O6382211 - 15182 SUNRISE GROVE CT, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1844
       Built: 2018
    Community: Hickory Hammock Ph 2B
    Townhouse


    Estimated Monthly Payment: $2,186 (change assumption)
    Mortgage ($2,186)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6155 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787

    $975,00026 Days on yellowkey   MLS ID: O6393297

    0 Days Off yellowkey (back on 3/26/2026)

    For Sale O6393297 - 6155 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3778
       Built: 2019
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $5,342 (change assumption)
    Mortgage ($5,342)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15528 BLACKBEAD ST, WINTER GARDEN, FL 34787

    $465,00034 Days on yellowkey   MLS ID: O6390461

    0 Days Off yellowkey (back on 3/26/2026)

    For Sale O6390461 - 15528 BLACKBEAD ST, WINTER GARDEN, FL 34787 63 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1861
       Built: 2016
    Community: Summerlake
    Townhouse


    Estimated Monthly Payment: $2,548 (change assumption)
    Mortgage ($2,548)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13665 KILLEBREW WAY, WINTER GARDEN, FL 34787

    $939,00084 Days on yellowkey   MLS ID: O6376754

    For Sale O6376754 - 13665 KILLEBREW WAY, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3909
       Built: 2017
    Community: Cypress Reserve Ph 1
    Single Family


    Estimated Monthly Payment: $5,145 (change assumption)
    Mortgage ($5,145)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15693 SIGNATURE DR, WINTER GARDEN, FL 34787

    $438,00074 Days on yellowkey   MLS ID: S5143250

    1 Days Off yellowkey (back on 3/26/2026)

    For Sale S5143250 - 15693 SIGNATURE DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1720
       Built: 2013
    Community: Signature Lakes Ph 2
    Single Family


    Estimated Monthly Payment: $2,400 (change assumption)
    Mortgage ($2,400)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 303 SOUTHERN P CIR #102, WINTER GARDEN, FL 34787

    $228,00060 Days on yellowkey   MLS ID: O6383580

    For Sale O6383580 - 303 SOUTHERN P CIR #102, WINTER GARDEN, FL 34787 20 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 838
       Built: 2005
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $1,249 (change assumption)
    Mortgage ($1,249)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14187 JOMATT LOOP, WINTER GARDEN, FL 34787

    $949,90026 Days on yellowkey   MLS ID: O6393373

    For Sale O6393373 - 14187 JOMATT LOOP, WINTER GARDEN, FL 34787 28 photos

    Bed: 6   Bath: 3.5
    Liv Area Sq Ft: 4181
       Built: 2019
    Community: Cypress Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,205 (change assumption)
    Mortgage ($5,205)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787

    $1,490,00047 Days on yellowkey   MLS ID: O6386648

    0 Days Off yellowkey (back on 3/16/2026)

    For Sale O6386648 - 14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 5.0
    Liv Area Sq Ft: 3517
       Built: 1995
    Community: Country Lakes
    Single Family


    Estimated Monthly Payment: $8,164 (change assumption)
    Mortgage ($8,164)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 515 9TH ST, WINTER GARDEN, FL 34787

    $279,90062 Days on yellowkey   MLS ID: O6383185

    For Sale O6383185 - 515 9TH ST, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 770
       Built: 1951
    Community: Merchants Sub
    Single Family


    Estimated Monthly Payment: $1,534 (change assumption)
    Mortgage ($1,534)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15837 GEM VIEW ST, WINTER GARDEN, FL 34787

    $404,010159 Days on yellowkey   MLS ID: O6360254

    0 Days Off yellowkey (back on 3/26/2026)

    For Sale O6360254 - 15837 GEM VIEW ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1579
       Built: 2026
    Community: Del Webb Oasis
    Villa


    Estimated Monthly Payment: $2,214 (change assumption)
    Mortgage ($2,214)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13037 SANDCASTLE DR, WINTER GARDEN, FL 34787

    $994,29546 Days on yellowkey   MLS ID: O6387932

    2 Days Off yellowkey (back on 3/26/2026)

    For Sale O6387932 - 13037 SANDCASTLE DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2902
       Built: 2022
    Community: Del Webb Oasis
    Single Family


    Estimated Monthly Payment: $5,448 (change assumption)
    Mortgage ($5,448)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 707 GRASSY STONE DR, WINTER GARDEN, FL 34787

    $550,00087 Days on yellowkey   MLS ID: O6376356

    0 Days Off yellowkey (back on 3/23/2026)

    For Sale O6376356 - 707 GRASSY STONE DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2398
       Built: 2014
    Community: Covington Chase
    Single Family


    Estimated Monthly Payment: $3,014 (change assumption)
    Mortgage ($3,014)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4230 REX DR, WINTER GARDEN, FL 34787

    $2,500,000445 Days on yellowkey   MLS ID: O6274608

    0 Days Off yellowkey (back on 3/26/2026)

    For Sale O6274608 - 4230 REX DR, WINTER GARDEN, FL 34787 60 photos

    Bed: 9   Bath: 6.0
    Liv Area Sq Ft: 7505
       Built: 2003
    Community: Lake Avalon Grvs 2Nd Rep
    Single Family


    Estimated Monthly Payment: $13,698 (change assumption)
    Mortgage ($13,698)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 22 WINDTREE LN #203, WINTER GARDEN, FL 34787

    $191,900132 Days on yellowkey   MLS ID: S5139914

    For Sale S5139914 - 22 WINDTREE LN #203, WINTER GARDEN, FL 34787 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 918
       Built: 1983
    Community: Windtree Gardens Condo Ph 01
    Condo


    Estimated Monthly Payment: $1,051 (change assumption)
    Mortgage ($1,051)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17361 CHANNEL WAY, WINTER GARDEN, FL 34787

    $850,00034 Days on yellowkey   MLS ID: O6390988

    0 Days Off yellowkey (back on 3/26/2026)

    For Sale O6390988 - 17361 CHANNEL WAY, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2782
       Built: 2019
    Community: Waterside/Johns Lk-Ph 2B
    Single Family


    Estimated Monthly Payment: $4,657 (change assumption)
    Mortgage ($4,657)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    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.