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Winter Garden Single Family Homes For Sale - 609 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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  • 342 WINDFORD CT, WINTER GARDEN, FL 34787

    $349,900Listed 05/13/2026 4:01PM   MLS ID: O6407632

    For Sale O6407632 - 342 WINDFORD CT, WINTER GARDEN, FL 34787 17 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1194
       Built: 1996
    Monthly Fee: $40
       Tax: $4,266 (2025)
    Community: Park Ave Estates
    Single Family


    Estimated Monthly Payment: $2,313 (change assumption)
    Mortgage ($1,917) + Fees ($40) + Taxes in 2025 ($356)


    Taxes:$4,266

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5545 BOWMAN DR, WINTER GARDEN, FL 34787

    $485,000Listed 05/13/2026 10:58AM   MLS ID: O6407484

    For Sale O6407484 - 5545 BOWMAN DR, WINTER GARDEN, FL 34787 28 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: $3,654 (change assumption)
    Mortgage ($2,657) + Fees ($339) + Taxes in 2025 ($658)


    Taxes:$7,894

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 720 LAKE BRIM DR, WINTER GARDEN, FL 34787

    $1,770,00068 Days on yellowkey   MLS ID: O6387519

    REDUCED by $55,000 (3.0%) on 05/13/2026

    For Sale O6387519 - 720 LAKE BRIM DR, WINTER GARDEN, FL 34787 88 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3781
       Built: 2020
    Monthly Fee: $208
       Tax: $14,831 (2025)
    Community: Oakland Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,142 (change assumption)
    Mortgage ($9,698) + Fees ($208) + Taxes in 2025 ($1,236)


    Taxes:$14,831

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $725,00015 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


  • 921 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $575,0005 Days on yellowkey   MLS ID: O6405328

    For Sale O6405328 - 921 BENDING OAK TRL, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2481
       Built: 2012
    Monthly Fee: $125
       Tax: $3,791 (2025)
    Community: Oaks/Brandy Lake 01 Rep A & B
    Single Family


    Estimated Monthly Payment: $3,591 (change assumption)
    Mortgage ($3,151) + Fees ($125) + Taxes in 2025 ($316)


    Taxes:$3,791

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 6044 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $579,820Listed 05/13/2026 2:42PM   MLS ID: G5112346

    0 Days Off yellowkey (back on 5/13/2026)

    For Sale G5112346 - 6044 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,327 (change assumption)
    Mortgage ($3,177) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15401 PORTER RD, WINTER GARDEN, FL 34787

    $549,900134 Days on yellowkey   MLS ID: S5140743

    For Sale S5140743 - 15401 PORTER RD, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2455
       Built: 2015
    Monthly Fee: $242
       Tax: $8,271 (2024)
    Community: Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,944 (change assumption)
    Mortgage ($3,013) + Fees ($242) + Taxes in 2024 ($689)


    Taxes:$8,271

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 16229 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787

    $479,00013 Days on yellowkey   MLS ID: O6403777

    For Sale O6403777 - 16229 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 2018   Tax: $7,243 (2025)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $3,228 (change assumption)
    Mortgage ($2,625) + Taxes in 2025 ($604)


    Taxes:$7,243

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16776 BROADWATER AVE, WINTER GARDEN, FL 34787

    $1,324,000Listed 05/13/2026 7:59AM   MLS ID: O6407043

    For Sale O6407043 - 16776 BROADWATER AVE, WINTER GARDEN, FL 34787 71 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3713
       Built: 2018
    Monthly Fee: $383
       Tax: $9,438 (2025)
    Community: Waterside/Johns Lk-Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,424 (change assumption)
    Mortgage ($7,255) + Fees ($383) + Taxes in 2025 ($787)


    Taxes:$9,438

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787

    $545,0006 Days on yellowkey   MLS ID: O6402423

    For Sale O6402423 - 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2016
    Monthly Fee: $253
       Tax: $5,148 (2025)
    Community: Lakeview Pointe/Horizon West P
    Single Family


    Estimated Monthly Payment: $3,668 (change assumption)
    Mortgage ($2,986) + Fees ($253) + Taxes in 2025 ($429)


    Taxes:$5,148

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15976 CITRUS KNOLL DR, WINTER GARDEN, FL 34787

    $909,00021 Days on yellowkey   MLS ID: O6399342

    1 Days Off yellowkey (back on 5/13/2026)

    For Sale O6399342 - 15976 CITRUS KNOLL DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2953
       Built: 2015
    Monthly Fee: $235
       Tax: $11,413 (2025)
    Community: Hickory Hammock Ph 1D
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,167 (change assumption)
    Mortgage ($4,981) + Fees ($235) + Taxes in 2025 ($951)


    Taxes:$11,413

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 617 MARSH REED DR, WINTER GARDEN, FL 34787

    $759,00014 Days on yellowkey   MLS ID: O6402724

    For Sale O6402724 - 617 MARSH REED DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2828
       Built: 2016
    Monthly Fee: $128
       Tax: $5,746 (2025)
    Community: Johns Lake Pointe
    Single Family


    Estimated Monthly Payment: $4,766 (change assumption)
    Mortgage ($4,159) + Fees ($128) + Taxes in 2025 ($479)


    Taxes:$5,746

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 634 FOSTER AVE, WINTER GARDEN, FL 34787

    $285,000163 Days on yellowkey   MLS ID: TB8451057

    For Sale TB8451057 - 634 FOSTER AVE, WINTER GARDEN, FL 34787 9 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 696
       Built: 1951   Tax: $3,778 (2024)
    Community: Westchester Place
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,876 (change assumption)
    Mortgage ($1,562) + Taxes in 2024 ($315)


    Taxes:$3,778

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787

    $920,00074 Days on yellowkey   MLS ID: O6386394

    REDUCED by $7,900 (0.9%) on 05/13/2026

    For Sale O6386394 - 9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3087
       Built: 2018
    Monthly Fee: $164
       Tax: $11,801 (2025)
    Community: Watermark Ph 2B
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,188 (change assumption)
    Mortgage ($5,041) + Fees ($164) + Taxes in 2025 ($983)


    Taxes:$11,801

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1966 PANTHEON DR, WINTER GARDEN, FL 34787

    $525,00068 Days on yellowkey   MLS ID: O6386961

    1 Days Off yellowkey (back on 5/13/2026)

    REDUCED by $25,000 (4.5%) on 04/09/2026

    For Sale O6386961 - 1966 PANTHEON DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2076
       Built: 2015
    Monthly Fee: $211
       Tax: $5,734 (2024)
    Community: Alexander Ridge
    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($2,877) + Fees ($211) + Taxes in 2024 ($478)


    Taxes:$5,734

    Elementary School: Hamlin Elementary

    High School: None

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787

    $1,450,00026 Days on yellowkey   MLS ID: V4948569

    For Sale V4948569 - 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787 78 photos

    Bed: 7   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4700
       Built: 2019
    Monthly Fee: $97
       Tax: $9,199 (2025)
    Community: Mcallister Lndg
    Single Family


    Estimated Monthly Payment: $8,809 (change assumption)
    Mortgage ($7,945) + Fees ($97) + Taxes in 2025 ($767)


    Taxes:$9,199

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10291 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $1,274,500303 Days on yellowkey   MLS ID: O6326819

    REDUCED by $25,000 (1.9%) on 04/01/2026

    For Sale O6326819 - 10291 ATWATER BAY DR, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2019
    Monthly Fee: $250
       Tax: $15,141 (2024)
    Community: Waterleigh Ph 2B
    Single Family


    Estimated Monthly Payment: $8,495 (change assumption)
    Mortgage ($6,983) + Fees ($250) + Taxes in 2024 ($1,262)


    Taxes:$15,141

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 9940 BLACK BEAR LN, WINTER GARDEN, FL 34787

    $2,050,000362 Days on yellowkey   MLS ID: O6309917

    For Sale O6309917 - 9940 BLACK BEAR LN, WINTER GARDEN, FL 34787 8 photos

    Bed: 4   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 3110
       Built: 2027   Tax: $4,423 (2024)
    Community: Acreage & Unrec
    Single Family


    Estimated Monthly Payment: $11,601 (change assumption)
    Mortgage ($11,233) + Taxes in 2024 ($369)


    Taxes:$4,423

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8114 SAYINGS DR, WINTER GARDEN, FL 34787

    $749,00020 Days on yellowkey   MLS ID: O6401941

    REDUCED by $10,000 (1.3%) on 05/13/2026

    For Sale O6401941 - 8114 SAYINGS DR, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3284
       Built: 2023
    Monthly Fee: $221
       Tax: $9,107 (2025)
    Community: Storey Grove Ph 4
    Single Family


    Estimated Monthly Payment: $5,084 (change assumption)
    Mortgage ($4,104) + Fees ($221) + Taxes in 2025 ($759)


    Taxes:$9,107

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3467 BUOY CIR, WINTER GARDEN, FL 34787

    $629,000129 Days on yellowkey   MLS ID: G5106141

    0 Days Off yellowkey (back on 5/13/2026)

    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




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.