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Winter Garden Homes For Sale & Real Estate - 586 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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  • 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $1,150,00024 Days on yellowkey   MLS ID: O6390569

    For Sale O6390569 - 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2986
       Built: 2024
    Monthly Fee: $225
       Tax: $2,420 (2024)
    Community: Avalon Ridge
    Single Family


    Estimated Monthly Payment: $6,728 (change assumption)
    Mortgage ($6,301) + Fees ($225) + Taxes in 2024 ($202)


    Taxes:$2,420

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15878 MOONLIGHT BAY ST, WINTER GARDEN, FL 34787

    $565,00042 Days on yellowkey   MLS ID: O6384745

    REDUCED by $10,000 (1.7%) on 04/06/2026

    For Sale O6384745 - 15878 MOONLIGHT BAY ST, WINTER GARDEN, FL 34787 63 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2472
       Built: 2021
    Monthly Fee: $257
       Tax: $7,417 (2025)
    Community: Waterleigh Ph 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $3,971 (change assumption)
    Mortgage ($3,096) + Fees ($257) + Taxes in 2025 ($618)


    Taxes:$7,417

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17222 DANCY ORANGE CT, WINTER GARDEN, FL 34787

    $965,00045 Days on yellowkey   MLS ID: O6383910

    REDUCED by $25,000 (2.5%) on 04/06/2026

    For Sale O6383910 - 17222 DANCY ORANGE CT, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3787
       Built: 2023
    Monthly Fee: $83
       Tax: $11,862 (2024)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $6,359 (change assumption)
    Mortgage ($5,288) + Fees ($83) + Taxes in 2024 ($989)


    Taxes:$11,862

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787

    $594,00057 Days on yellowkey   MLS ID: S5143009

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

    For Sale S5143009 - 15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2695
       Built: 2016
    Monthly Fee: $241
       Tax: $8,470 (2024)
    Community: Summerlake Pd Ph 2C 2D 2E
    Single Family


    Estimated Monthly Payment: $4,202 (change assumption)
    Mortgage ($3,255) + Fees ($241) + Taxes in 2024 ($706)


    Taxes:$8,470

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15351 HAMLIN PARK DRIVE, WINTER GARDEN, FL 34787

    $489,99087 Days on yellowkey   MLS ID: TB8462966

    3 Days Off yellowkey (back on 4/6/2026)

    For Sale TB8462966 - 15351 HAMLIN PARK DRIVE, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 2025
    Monthly Fee: $248
       Tax: $1,371 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $3,047 (change assumption)
    Mortgage ($2,685) + Fees ($248) + Taxes in 2025 ($114)


    Taxes:$1,371

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15333 HAMLIN PARK DR, WINTER GARDEN, FL 34787

    $489,99031 Days on yellowkey   MLS ID: TB8483746

    5 Days Off yellowkey (back on 4/6/2026)

    For Sale TB8483746 - 15333 HAMLIN PARK DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 2025
    Monthly Fee: $248
       Tax: $1,371 (2025)
    Community: Parkview/Hamlin
    Townhouse


    Estimated Monthly Payment: $3,047 (change assumption)
    Mortgage ($2,685) + Fees ($248) + Taxes in 2025 ($114)


    Taxes:$1,371

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6108 LEWIS AND CLARK AVE, WINTER GARDEN, FL 34787

    $460,000150 Days on yellowkey   MLS ID: O6358731

    1 Days Off yellowkey (back on 4/6/2026)

    For Sale O6358731 - 6108 LEWIS AND CLARK AVE, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2013
    Monthly Fee: $180
       Tax: $6,404 (2024)
    Community: Signature Lakes Ph 2
    Single Family


    Estimated Monthly Payment: $3,234 (change assumption)
    Mortgage ($2,520) + Fees ($180) + Taxes in 2024 ($534)


    Taxes:$6,404

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14038 JOMATT LOOP, WINTER GARDEN, FL 34787

    $1,059,000Listed 04/06/2026 7:38AM   MLS ID: O6394977

    For Sale O6394977 - 14038 JOMATT LOOP, WINTER GARDEN, FL 34787 67 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4105
       Built: 2018
    Monthly Fee: $70
       Tax: $7,306 (2025)
    Community: Cypress Reserve
    Single Family


    Estimated Monthly Payment: $6,481 (change assumption)
    Mortgage ($5,803) + Fees ($70) + Taxes in 2025 ($609)


    Taxes:$7,306

    Elementary School: Sunrise Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 10768 RHETT BUTLER ALY, WINTER GARDEN, FL 34787

    $424,0001 Day on yellowkey   MLS ID: O6396023

    For Sale O6396023 - 10768 RHETT BUTLER ALY, WINTER GARDEN, FL 34787 48 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1636
       Built: 2023
    Monthly Fee: $268
       Tax: $5,866 (2025)
    Community: Storey Grove
    Townhouse


    Estimated Monthly Payment: $3,080 (change assumption)
    Mortgage ($2,323) + Fees ($268) + Taxes in 2025 ($489)


    Taxes:$5,866

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8685 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $555,000Listed 04/05/2026 4:46PM   MLS ID: O6394975

    For Sale O6394975 - 8685 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2015
    Monthly Fee: $332
       Tax: $8,849 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,110 (change assumption)
    Mortgage ($3,041) + Fees ($332) + Taxes in 2025 ($737)


    Taxes:$8,849

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787

    $825,00010 Days on yellowkey   MLS ID: O6393190

    REDUCED by $25,000 (2.9%) on 04/05/2026

    For Sale O6393190 - 15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787 89 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3902
       Built: 2005
    Monthly Fee: $243
       Tax: $7,653 (2025)
    Community: Stoneybrook West
    Single Family


    Estimated Monthly Payment: $5,401 (change assumption)
    Mortgage ($4,520) + Fees ($243) + Taxes in 2025 ($638)


    Taxes:$7,653

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14501 GROVE RESORT AVE #1332, WINTER GARDEN, FL 34787

    $249,000243 Days on yellowkey   MLS ID: S5132222

    For Sale S5132222 - 14501 GROVE RESORT AVE #1332, WINTER GARDEN, FL 34787 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2016
    Monthly Fee: $904
       Tax: $5,882 (2024)
    Community: Grove Resort And Spa Hotel Condominium
    Condo


    Estimated Monthly Payment: $2,758 (change assumption)
    Mortgage ($1,364) + Fees ($904) + Taxes in 2024 ($490)


    Taxes:$5,882

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16975 WINGSPREAD LOOP, WINTER GARDEN, FL 34787

    $975,00073 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


  • 1005 CHASE DR, WINTER GARDEN, FL 34787

    $649,000122 Days on yellowkey   MLS ID: A4674195

    For Sale A4674195 - 1005 CHASE DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2319
       Built: 2005
    Monthly Fee: $68
       Tax: $7,086 (2024)
    Community: Island Pointe Sub
    Single Family


    Estimated Monthly Payment: $4,215 (change assumption)
    Mortgage ($3,556) + Fees ($68) + Taxes in 2024 ($591)


    Taxes:$7,086

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15831 GEM VIEW ST, WINTER GARDEN, FL 34787

    $399,590145 Days on yellowkey   MLS ID: O6360251

    For Sale O6360251 - 15831 GEM VIEW ST, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1579
       Built: 2026
    Monthly Fee: $596
       Tax: $1,614 (2025)
    Community: Del Webb Oasis
    Villa


    Estimated Monthly Payment: $2,920 (change assumption)
    Mortgage ($2,189) + Fees ($596) + Taxes in 2025 ($134)


    Taxes:$1,614

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787

    $519,900220 Days on yellowkey   MLS ID: S5133690

    For Sale S5133690 - 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2035
       Built: 2001
    Monthly Fee: $33
       Tax: $6,403 (2024)
    Community: Tuscany Ph 02
    Single Family


    Estimated Monthly Payment: $3,415 (change assumption)
    Mortgage ($2,849) + Fees ($33) + Taxes in 2024 ($534)


    Taxes:$6,403

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 838 BETHUNE AVE, WINTER GARDEN, FL 34787

    $275,00030 Days on yellowkey   MLS ID: O6388596

    REDUCED by $2,000 (0.7%) on 04/02/2026

    For Sale O6388596 - 838 BETHUNE AVE, WINTER GARDEN, FL 34787 8 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 985
       Built: 1961   Tax: $1,340 (2025)
    Community: Overstreet Crate
    Single Family


    Estimated Monthly Payment: $1,618 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($112)


    Taxes:$1,340

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 15663 KINNOW MANDARIN LN, WINTER GARDEN, FL 34787

    $405,000128 Days on yellowkey   MLS ID: O6363767

    REDUCED by $11,000 (2.6%) on 04/02/2026

    For Sale O6363767 - 15663 KINNOW MANDARIN LN, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1868
       Built: 2017
    Monthly Fee: $347
       Tax: $6,304 (2025)
    Community: Highlands/Summerlake Grvs #1
    Townhouse


    Estimated Monthly Payment: $3,091 (change assumption)
    Mortgage ($2,219) + Fees ($347) + Taxes in 2025 ($525)


    Taxes:$6,304

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13332 SUBURBAN TER, WINTER GARDEN, FL 34787

    $749,900171 Days on yellowkey   MLS ID: O6352569

    For Sale O6352569 - 13332 SUBURBAN TER, WINTER GARDEN, FL 34787 80 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2706
       Built: 1994   Tax: $2,841 (2024)
    Community: Citrus Cove Unit 01
    Single Family


    Estimated Monthly Payment: $4,346 (change assumption)
    Mortgage ($4,109) + Taxes in 2024 ($237)


    Taxes:$2,841

    Elementary School: Grassy Lake Elementary

    High School: East Ridge High

    Tax Year: 2024

    Middle School: Windy Hill Middle


  • 17723 JAPONICA BLOOM DR, WINTER GARDEN, FL 34787

    $449,50046 Days on yellowkey   MLS ID: O6383994

    For Sale O6383994 - 17723 JAPONICA BLOOM DR, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2024
    Monthly Fee: $266
       Tax: $6,064 (2025)
    Community: Northlake At Ovation
    Townhouse


    Estimated Monthly Payment: $3,234 (change assumption)
    Mortgage ($2,463) + Fees ($266) + Taxes in 2025 ($505)


    Taxes:$6,064

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring 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.