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Winter Garden Homes For Sale & Real Estate - 799 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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  • 16809 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $569,990121 Days on yellowkey   MLS ID: O6372242

    REDUCED by $5,000 (0.9%) on 04/30/2026

    For Sale O6372242 - 16809 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2025
    Monthly Fee: $248
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,537 (change assumption)
    Mortgage ($3,123) + Fees ($248) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $235,00044 Days on yellowkey   MLS ID: O6393946

    REDUCED by $15,000 (6.0%) on 04/14/2026

    For Sale O6393946 - 131 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787 29 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 738
       Built: 2005
    Monthly Fee: $309
       Tax: $2,176 (2025)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $1,778 (change assumption)
    Mortgage ($1,288) + Fees ($309) + Taxes in 2025 ($181)


    Taxes:$2,176

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16570 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787

    $439,99010 Days on yellowkey   MLS ID: O6403257

    For Sale O6403257 - 16570 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1567
       Built: 2025
    Monthly Fee: $204
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,734 (change assumption)
    Mortgage ($2,411) + Fees ($204) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 521 COPPERDALE AVE, WINTER GARDEN, FL 34787

    $525,00011 Days on yellowkey   MLS ID: O6402408

    1 Days Off yellowkey (back on 4/30/2026)

    For Sale O6402408 - 521 COPPERDALE AVE, WINTER GARDEN, FL 34787 67 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2328
       Built: 2013
    Monthly Fee: $72
       Tax: $4,040 (2025)
    Community: Covington Chase
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,285 (change assumption)
    Mortgage ($2,877) + Fees ($72) + Taxes in 2025 ($337)


    Taxes:$4,040

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 18191 CIDER MILL LN, WINTER GARDEN, FL 34787

    $464,99024 Days on yellowkey   MLS ID: O6399312

    REDUCED by $5,510 (1.2%) on 04/30/2026

    For Sale O6399312 - 18191 CIDER MILL LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1817
       Built: 2025
    Monthly Fee: $190
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,856 (change assumption)
    Mortgage ($2,548) + Fees ($190) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $629,990103 Days on yellowkey   MLS ID: O6376919

    REDUCED by $5,000 (0.8%) on 04/30/2026

    For Sale O6376919 - 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $248
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,866 (change assumption)
    Mortgage ($3,452) + Fees ($248) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11079 HANLON TERRACE ALY, WINTER GARDEN, FL 34787

    $389,990184 Days on yellowkey   MLS ID: O6358387

    3 Days Off yellowkey (back on 4/30/2026)

    REDUCED by $4,000 (1.0%) on 04/20/2026

    For Sale O6358387 - 11079 HANLON TERRACE ALY, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1868
       Built: 2021
    Monthly Fee: $339
       Tax: $6,256 (2024)
    Community: Winding Bay Preserve
    Townhouse


    Estimated Monthly Payment: $2,997 (change assumption)
    Mortgage ($2,137) + Fees ($339) + Taxes in 2024 ($521)


    Taxes:$6,256

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 3467 BUOY CIR, WINTER GARDEN, FL 34787

    $629,000125 Days on yellowkey   MLS ID: G5106141

    For Sale G5106141 - 3467 BUOY CIR, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2610
       Built: 2020
    Monthly Fee: $152
       Tax: $5,995 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $4,098 (change assumption)
    Mortgage ($3,446) + Fees ($152) + Taxes in 2025 ($500)


    Taxes:$5,995

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17085 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $939,88010 Days on yellowkey   MLS ID: G5111738

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale G5111738 - 17085 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3409
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $5,272 (change assumption)
    Mortgage ($5,150) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 10361 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787

    $550,00010 Days on yellowkey   MLS ID: S5148904

    For Sale S5148904 - 10361 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2204
       Built: 2020
    Monthly Fee: $162
       Tax: $5,953 (2024)
    Community: Watermark Ph 4
    Single Family


    Estimated Monthly Payment: $3,672 (change assumption)
    Mortgage ($3,014) + Fees ($162) + Taxes in 2024 ($496)


    Taxes:$5,953

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 11271 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $869,99610 Days on yellowkey   MLS ID: O6403252

    For Sale O6403252 - 11271 HOLLOW BAY DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2866
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,132 (change assumption)
    Mortgage ($4,767) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13603 SUNSET LAKES CIR, WINTER GARDEN, FL 34787

    $787,00010 Days on yellowkey   MLS ID: G5111474

    For Sale G5111474 - 13603 SUNSET LAKES CIR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2425
       Built: 1995
    Monthly Fee: $69
       Tax: $5,322 (2025)
    Community: Sunset Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,825 (change assumption)
    Mortgage ($4,312) + Fees ($69) + Taxes in 2025 ($444)


    Taxes:$5,322

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14372 SUNBRIDGE CIR, WINTER GARDEN, FL 34787

    $745,000189 Days on yellowkey   MLS ID: O6356579

    REDUCED by $30,000 (3.9%) on 04/29/2026

    For Sale O6356579 - 14372 SUNBRIDGE CIR, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3468
       Built: 2016
    Monthly Fee: $166
       Tax: $5,745 (2023)
    Community: Bradford Crk Ph Ii
    Single Family


    Estimated Monthly Payment: $4,727 (change assumption)
    Mortgage ($4,082) + Fees ($166) + Taxes in 2023 ($479)


    Taxes:$5,745

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2023

    Middle School: SunRidge Middle


  • 723 SUNBURST COVE LN, WINTER GARDEN, FL 34787

    $555,00033 Days on yellowkey   MLS ID: S5145002

    0 Days Off yellowkey (back on 4/28/2026)

    For Sale S5145002 - 723 SUNBURST COVE LN, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2189
       Built: 2000
    Monthly Fee: $44
       Tax: $4,217 (2025)
    Community: Orange Cove
    Single Family


    Estimated Monthly Payment: $3,436 (change assumption)
    Mortgage ($3,041) + Fees ($44) + Taxes in 2025 ($351)


    Taxes:$4,217

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787

    $684,99044 Days on yellowkey   MLS ID: O6393877

    0 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $5,000 (0.7%) on 04/16/2026

    For Sale O6393877 - 12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3460
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $3,849 (change assumption)
    Mortgage ($3,753) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 2202 ROMANUM DR, WINTER GARDEN, FL 34787

    $585,00023 Days on yellowkey   MLS ID: O6398743

    For Sale O6398743 - 2202 ROMANUM DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1889
       Built: 2015
    Monthly Fee: $211
       Tax: $3,839 (2025)
    Community: Alexander Ridge
    Single Family


    Estimated Monthly Payment: $3,736 (change assumption)
    Mortgage ($3,205) + Fees ($211) + Taxes in 2025 ($320)


    Taxes:$3,839

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16331 TALIESIN ST, WINTER GARDEN, FL 34787

    $815,00069 Days on yellowkey   MLS ID: O6385168

    0 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $14,000 (1.7%) on 04/16/2026

    For Sale O6385168 - 16331 TALIESIN ST, WINTER GARDEN, FL 34787 75 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3104
       Built: 2020
    Monthly Fee: $115
       Tax: $7,882 (2025)
    Community: Hawksmoor Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,237 (change assumption)
    Mortgage ($4,466) + Fees ($115) + Taxes in 2025 ($657)


    Taxes:$7,882

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5439 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787

    $620,000183 Days on yellowkey   MLS ID: L4957156

    For Sale L4957156 - 5439 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2240
       Built: 2020
    Monthly Fee: $115
       Tax: $6,145 (2024)
    Community: Wincey Groves
    Single Family


    Estimated Monthly Payment: $4,024 (change assumption)
    Mortgage ($3,397) + Fees ($115) + Taxes in 2024 ($512)


    Taxes:$6,145

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15878 MOONLIGHT BAY ST, WINTER GARDEN, FL 34787

    $540,00075 Days on yellowkey   MLS ID: O6384745

    0 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $19,000 (3.4%) on 04/27/2026

    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
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,834 (change assumption)
    Mortgage ($2,959) + 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


  • 10007 LITTLE ALCOVE LOOP, WINTER GARDEN, FL 34787

    $999,990271 Days on yellowkey   MLS ID: S5132434

    For Sale S5132434 - 10007 LITTLE ALCOVE LOOP, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2921
       Built: 2018
    Monthly Fee: $250
       Tax: $6,381 (2024)
    Community: Waterleigh Ph 2B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,261 (change assumption)
    Mortgage ($5,479) + Fees ($250) + Taxes in 2024 ($532)


    Taxes:$6,381

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    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.