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Winter Garden Single Family Homes For Sale - 713 homes

Winter Garden Single Family Homes for Sale are located in Orange County, Florida. Find single family homes for sale in Winter Garden with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden single family houses.

Location: Winter Garden

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  • 8216 TOPSAIL PL, WINTER GARDEN, FL 34787

    $949,900101 Days on yellowkey   MLS ID: O6391155

    REDUCED by $25,000 (2.6%) on 06/24/2026

    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: $6,625 (change assumption)
    Mortgage ($5,205) + 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


  • 2200 ROMANUM DR, WINTER GARDEN, FL 34787

    $550,00042 Days on yellowkey   MLS ID: O6408190

    REDUCED by $10,000 (1.8%) on 06/24/2026

    For Sale O6408190 - 2200 ROMANUM DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2561
       Built: 2015
    Monthly Fee: $211
       Tax: $8,843 (2025)
    Community: Alexander Rdg
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,962 (change assumption)
    Mortgage ($3,014) + Fees ($211) + Taxes in 2025 ($737)


    Taxes:$8,843

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5545 BOWMAN DR, WINTER GARDEN, FL 34787

    $475,00044 Days on yellowkey   MLS ID: O6407484

    REDUCED by $5,000 (1.0%) on 06/24/2026

    For Sale O6407484 - 5545 BOWMAN DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1998
       Built: 2016
    Monthly Fee: $339
       Tax: $7,894 (2025)
    Community: Overlook 2/Hamlin Ph 1 & 6
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,600 (change assumption)
    Mortgage ($2,603) + Fees ($339) + Taxes in 2025 ($658)


    Taxes:$7,894

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11170 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $535,00021 Days on yellowkey   MLS ID: O6414335

    0 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $30,000 (5.3%) on 06/17/2026

    For Sale O6414335 - 11170 HOLLOW BAY DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2025
    Monthly Fee: $288
       Tax: $2,389 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,419 (change assumption)
    Mortgage ($2,931) + Fees ($288) + Taxes in 2025 ($199)


    Taxes:$2,389

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14187 JOMATT LOOP, WINTER GARDEN, FL 34787

    $949,90093 Days on yellowkey   MLS ID: O6393373

    0 Days Off yellowkey (back on 6/24/2026)

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

    Bed: 6   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4181
       Built: 2019
    Monthly Fee: $70
       Tax: $7,632 (2025)
    Community: Cypress Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,911 (change assumption)
    Mortgage ($5,205) + Fees ($70) + Taxes in 2025 ($636)


    Taxes:$7,632

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 121 W MAPLE ST, WINTER GARDEN, FL 34787

    $1,725,0009 Days on yellowkey   MLS ID: O6417649

    1 Days Off yellowkey (back on 6/24/2026)

    For Sale O6417649 - 121 W MAPLE ST, WINTER GARDEN, FL 34787 99 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3243
       Built: 1999   Tax: $10,572 (2025)
    Community: G T Smith Sub 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,333 (change assumption)
    Mortgage ($9,452) + Taxes in 2025 ($881)


    Taxes:$10,572

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1338 UNION CLUB DR, WINTER GARDEN, FL 34787

    $890,00017 Days on yellowkey   MLS ID: O6412710

    REDUCED by $10,000 (1.1%) on 06/10/2026

    For Sale O6412710 - 1338 UNION CLUB DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2637
       Built: 2014
    Monthly Fee: $208
       Tax: $13,895 (2025)
    Community: Oakland Parka
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,243 (change assumption)
    Mortgage ($4,877) + Fees ($208) + Taxes in 2025 ($1,158)


    Taxes:$13,895

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17434 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $844,00021 Days on yellowkey   MLS ID: O6414274

    For Sale O6414274 - 17434 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3037
       Built: 2026
    Monthly Fee: $83

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,708 (change assumption)
    Mortgage ($4,625) + Fees ($83) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 3286 MAINSAIL CT, WINTER GARDEN, FL 34787

    $889,00031 Days on yellowkey   MLS ID: O6411073

    For Sale O6411073 - 3286 MAINSAIL CT, WINTER GARDEN, FL 34787 65 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4293
       Built: 2023
    Monthly Fee: $208
       Tax: $12,028 (2024)
    Community: Ests/Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $6,081 (change assumption)
    Mortgage ($4,871) + Fees ($208) + Taxes in 2024 ($1,002)


    Taxes:$12,028

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2024

    Middle School: Windy Hill Middle


  • 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $775,00037 Days on yellowkey   MLS ID: O6409619

    For Sale O6409619 - 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 39 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2670
       Built: 2026
    Monthly Fee: $82

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,328 (change assumption)
    Mortgage ($4,246) + Fees ($82) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $725,00059 Days on yellowkey   MLS ID: O6402876

    REDUCED by $2,000 (0.3%) on 05/06/2026

    For Sale O6402876 - 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2120
       Built: 2026
    Monthly Fee: $82

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,055 (change assumption)
    Mortgage ($3,973) + Fees ($82) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 17406 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $845,00062 Days on yellowkey   MLS ID: O6402286

    REDUCED by $2,000 (0.2%) on 05/09/2026

    For Sale O6402286 - 17406 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3427
       Built: 2026
    Monthly Fee: $83

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,713 (change assumption)
    Mortgage ($4,630) + Fees ($83) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 914 TROWMAN ALY, WINTER GARDEN, FL 34787

    $649,00031 Days on yellowkey   MLS ID: O6410871

    REDUCED by $26,000 (3.9%) on 06/02/2026

    For Sale O6410871 - 914 TROWMAN ALY, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1642
       Built: 2022
    Monthly Fee: $356
       Tax: $6,421 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $4,447 (change assumption)
    Mortgage ($3,556) + Fees ($356) + Taxes in 2025 ($535)


    Taxes:$6,421

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 13617 SALAMANDER ST, WINTER GARDEN, FL 34787

    $530,00099 Days on yellowkey   MLS ID: O6391534

    REDUCED by $19,900 (3.6%) on 05/03/2026

    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: $3,833 (change assumption)
    Mortgage ($2,904) + 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


  • 15183 BRIDGEWATER CROSSINGS BLVD, WINTER GARDEN, FL 34787

    $520,0004 Days on yellowkey   MLS ID: O6416462

    For Sale O6416462 - 15183 BRIDGEWATER CROSSINGS BLVD, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1998
       Built: 2017
    Monthly Fee: $195
       Tax: $6,636 (2025)
    Community: Signature Lakes Ph 3B-4, 3B-5 &
    Single Family


    Estimated Monthly Payment: $3,597 (change assumption)
    Mortgage ($2,849) + Fees ($195) + Taxes in 2025 ($553)


    Taxes:$6,636

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13380 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $699,99013 Days on yellowkey   MLS ID: G5113738

    For Sale G5113738 - 13380 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,995 (change assumption)
    Mortgage ($3,835) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13019 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $549,99014 Days on yellowkey   MLS ID: G5113698

    REDUCED by $20,000 (3.5%) on 06/17/2026

    For Sale G5113698 - 13019 SERENE GLADE RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2026
    Monthly Fee: $121

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,135 (change assumption)
    Mortgage ($3,014) + Fees ($121) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5754 SURPRISE LILY DR, WINTER GARDEN, FL 34787

    $499,00014 Days on yellowkey   MLS ID: S5151845

    REDUCED by $16,000 (3.1%) on 06/24/2026

    For Sale S5151845 - 5754 SURPRISE LILY DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2021
    Monthly Fee: $91
       Tax: $8,266 (2025)
    Community: Hamilton Gardens Ph 2A 2B
    Single Family


    Estimated Monthly Payment: $3,514 (change assumption)
    Mortgage ($2,734) + Fees ($91) + Taxes in 2025 ($689)


    Taxes:$8,266

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6051 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $737,11013 Days on yellowkey   MLS ID: G5113741

    For Sale G5113741 - 6051 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,189 (change assumption)
    Mortgage ($4,039) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17798 ADRIFT RD, WINTER GARDEN, FL 34787

    $807,00029 Days on yellowkey   MLS ID: O6409173

    REDUCED by $28,000 (3.4%) on 06/17/2026

    For Sale O6409173 - 17798 ADRIFT RD, WINTER GARDEN, FL 34787 81 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3334
       Built: 2023
    Monthly Fee: $214
       Tax: $11,089 (2025)
    Community: Waterleigh Ph 4B & 4C
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,560 (change assumption)
    Mortgage ($4,422) + Fees ($214) + Taxes in 2025 ($924)


    Taxes:$11,089

    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 Single Family Homes for Sale?

Winter Garden home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden single family homes. 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 single family home 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.