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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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  • 16933 OAKBORO ST, WINTER GARDEN, FL 34787

    $560,00028 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


  • 14326 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787

    $511,50050 Days on yellowkey   MLS ID: O6386513

    For Sale O6386513 - 14326 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2018
    Monthly Fee: $249
       Tax: $4,788 (2024)
    Community: Lakeview Pointe/Horizon West P
    Single Family


    Estimated Monthly Payment: $3,451 (change assumption)
    Mortgage ($2,803) + Fees ($249) + Taxes in 2024 ($399)


    Taxes:$4,788

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 2015 SANDY GARDEN LN, WINTER GARDEN, FL 34787

    $765,000107 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


  • 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,337,00020 Days on yellowkey   MLS ID: O6394059

    For Sale O6394059 - 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4019
       Built: 2018
    Monthly Fee: $188
       Tax: $17,895 (2025)
    Community: Canopy Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $9,005 (change assumption)
    Mortgage ($7,326) + Fees ($188) + Taxes in 2025 ($1,491)


    Taxes:$17,895

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787

    $850,00012 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


  • 15285 HAMLIN PARK DR, WINTER GARDEN, FL 34787

    $489,99012 Days on yellowkey   MLS ID: TB8494889

    For Sale TB8494889 - 15285 HAMLIN PARK DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 2026
    Monthly Fee: $248
       Tax: $1,375 (2025)
    Community: Parkview/Hamlin
    Townhouse


    Estimated Monthly Payment: $3,047 (change assumption)
    Mortgage ($2,685) + Fees ($248) + Taxes in 2025 ($115)


    Taxes:$1,375

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15393 SANDFIELD LOOP, WINTER GARDEN, FL 34787

    $935,00020 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

    $575,00031 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


  • 18309 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $725,00052 Days on yellowkey   MLS ID: O6386008

    For Sale O6386008 - 18309 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2832
       Built: 2023
    Monthly Fee: $281
       Tax: $497 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,295 (change assumption)
    Mortgage ($3,973) + Fees ($281) + Taxes in 2024 ($41)


    Taxes:$497

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 10472 PETRILLO WAY, WINTER GARDEN, FL 34787

    $1,065,00065 Days on yellowkey   MLS ID: O6382263

    For Sale O6382263 - 10472 PETRILLO WAY, WINTER GARDEN, FL 34787 53 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4025
       Built: 2022
    Monthly Fee: $102
       Tax: $12,049 (2025)
    Community: Winding Bay Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,942 (change assumption)
    Mortgage ($5,835) + Fees ($102) + Taxes in 2025 ($1,004)


    Taxes:$12,049

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16768 SANCTUARY DR, WINTER GARDEN, FL 34787

    $1,575,00090 Days on yellowkey   MLS ID: O6374904

    REDUCED by $15,000 (0.9%) on 04/14/2026

    For Sale O6374904 - 16768 SANCTUARY DR, WINTER GARDEN, FL 34787 82 photos

    Bed: 5   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 4258
       Built: 2021
    Monthly Fee: $165
       Tax: $13,171 (2024)
    Community: Sanctuary/Twin Waters
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,893 (change assumption)
    Mortgage ($8,630) + Fees ($165) + Taxes in 2024 ($1,098)


    Taxes:$13,171

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15456 GILLIGAN CT, WINTER GARDEN, FL 34787

    $620,000262 Days on yellowkey   MLS ID: A4660262

    REDUCED by $5,000 (0.8%) on 04/15/2026

    For Sale A4660262 - 15456 GILLIGAN CT, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2571
       Built: 2020
    Monthly Fee: $102
       Tax: $8,702 (2024)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $4,224 (change assumption)
    Mortgage ($3,397) + Fees ($102) + Taxes in 2024 ($725)


    Taxes:$8,702

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16232 ROCK COAST DR, WINTER GARDEN, FL 34787

    $925,00046 Days on yellowkey   MLS ID: O6385935

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

    REDUCED by $15,000 (1.6%) on 04/12/2026

    For Sale O6385935 - 16232 ROCK COAST DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3491
       Built: 2017
    Monthly Fee: $270
       Tax: $7,627 (2024)
    Community: Waterleigh Ph 1C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,974 (change assumption)
    Mortgage ($5,068) + Fees ($270) + Taxes in 2024 ($636)


    Taxes:$7,627

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16029 TOLLINGTON ALY, WINTER GARDEN, FL 34787

    $619,5002 Days on yellowkey   MLS ID: P4938378

    For Sale P4938378 - 16029 TOLLINGTON ALY, WINTER GARDEN, FL 34787 55 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2341
       Built: 2020
    Monthly Fee: $225
       Tax: $8,643 (2025)
    Community: Encore/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $4,340 (change assumption)
    Mortgage ($3,394) + Fees ($225) + Taxes in 2025 ($720)


    Taxes:$8,643

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787

    $689,99918 Days on yellowkey   MLS ID: O6395287

    REDUCED by $10,000 (1.4%) on 04/16/2026

    For Sale O6395287 - 14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3410
       Built: 2005
    Monthly Fee: $100
       Tax: $3,503 (2025)
    Community: Emerald Ridge
    Single Family


    Estimated Monthly Payment: $4,173 (change assumption)
    Mortgage ($3,781) + Fees ($100) + Taxes in 2025 ($292)


    Taxes:$3,503

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787

    $1,459,90055 Days on yellowkey   MLS ID: S5144064

    For Sale S5144064 - 16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4263
       Built: 2017
    Monthly Fee: $178
       Tax: $16,938 (2024)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $9,589 (change assumption)
    Mortgage ($7,999) + Fees ($178) + Taxes in 2024 ($1,411)


    Taxes:$16,938

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11187 HANLON TERRACE ALY, WINTER GARDEN, FL 34787

    $429,90069 Days on yellowkey   MLS ID: O6380981

    REDUCED by $10,000 (2.3%) on 04/15/2026

    For Sale O6380981 - 11187 HANLON TERRACE ALY, WINTER GARDEN, FL 34787 68 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2020
    Monthly Fee: $338
       Tax: $6,703 (2024)
    Community: Winding Bay Preserve
    Townhouse


    Estimated Monthly Payment: $3,252 (change assumption)
    Mortgage ($2,356) + Fees ($338) + Taxes in 2024 ($559)


    Taxes:$6,703

    Elementary School: Bay Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 8768 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $1,025,00076 Days on yellowkey   MLS ID: O6378658

    For Sale O6378658 - 8768 SONOMA COAST DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3416
       Built: 2022
    Monthly Fee: $271
       Tax: $11,513 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,847 (change assumption)
    Mortgage ($5,616) + Fees ($271) + Taxes in 2024 ($959)


    Taxes:$11,513

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $745,000118 Days on yellowkey   MLS ID: S5140531

    For Sale S5140531 - 18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2924
       Built: 2023
    Monthly Fee: $300
       Tax: $1,706 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,524 (change assumption)
    Mortgage ($4,082) + Fees ($300) + Taxes in 2024 ($142)


    Taxes:$1,706

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16140 HARBOR MIST ALY, WINTER GARDEN, FL 34787

    $565,000136 Days on yellowkey   MLS ID: O6365057

    For Sale O6365057 - 16140 HARBOR MIST ALY, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2018
    Monthly Fee: $245
       Tax: $8,615 (2025)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $4,059 (change assumption)
    Mortgage ($3,096) + Fees ($245) + Taxes in 2025 ($718)


    Taxes:$8,615

    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.