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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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  • 16006 GILDEN WAY, WINTER GARDEN, FL 34787

    $1,084,99986 Days on yellowkey   MLS ID: O6392997

    REDUCED by $1 (0.0%) on 05/01/2026

    For Sale O6392997 - 16006 GILDEN WAY, WINTER GARDEN, FL 34787 67 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3617
       Built: 2023
    Monthly Fee: $225
       Tax: $12,929 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $7,247 (change assumption)
    Mortgage ($5,945) + Fees ($225) + Taxes in 2025 ($1,077)


    Taxes:$12,929

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • WINTER GARDEN, FL 34787

    $599,00066 Days on yellowkey   MLS ID: O6399369

    REDUCED by $20,000 (3.2%) on 05/22/2026

    For Sale O6399369 - WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1827
       Built: 2001
    Monthly Fee: $320
       Tax: $4,811 (2025)
    Community: Woodbridge On Green
    Single Family


    Estimated Monthly Payment: $4,003 (change assumption)
    Mortgage ($3,282) + Fees ($320) + Taxes in 2025 ($401)


    Taxes:$4,811

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9717 WATERWAY PASSAGE DR, WINTER GARDEN, FL 34787

    $669,50017 Days on yellowkey   MLS ID: O6413773

    For Sale O6413773 - 9717 WATERWAY PASSAGE DR, WINTER GARDEN, FL 34787 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2018
    Monthly Fee: $250
       Tax: $614 (2025)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $3,970 (change assumption)
    Mortgage ($3,668) + Fees ($250) + Taxes in 2025 ($51)


    Taxes:$614

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1338 UNION CLUB DR, WINTER GARDEN, FL 34787

    $890,00012 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


  • 5545 BOWMAN DR, WINTER GARDEN, FL 34787

    $480,00039 Days on yellowkey   MLS ID: O6407484

    REDUCED by $5,000 (1.0%) on 06/04/2026

    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: $3,627 (change assumption)
    Mortgage ($2,630) + Fees ($339) + Taxes in 2025 ($658)


    Taxes:$7,894

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6323 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787

    $560,00011 Days on yellowkey   MLS ID: O6415343

    REDUCED by $10,000 (1.8%) on 06/19/2026

    For Sale O6415343 - 6323 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2177
       Built: 2018
    Monthly Fee: $425
       Tax: $8,526 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $4,204 (change assumption)
    Mortgage ($3,068) + Fees ($425) + Taxes in 2025 ($710)


    Taxes:$8,526

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 57 LAKEVIEW RESERVE BLVD, WINTER GARDEN, FL 34787

    $550,00012 Days on yellowkey   MLS ID: V4949553

    For Sale V4949553 - 57 LAKEVIEW RESERVE BLVD, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1618
       Built: 2001
    Monthly Fee: $67
       Tax: $4,333 (2025)
    Community: Lakeview Reserve 46/149
    Single Family


    Estimated Monthly Payment: $3,442 (change assumption)
    Mortgage ($3,014) + Fees ($67) + Taxes in 2025 ($361)


    Taxes:$4,333

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14240 COLONIAL POINTE DR, WINTER GARDEN, FL 34787

    $1,250,00020 Days on yellowkey   MLS ID: O6412255

    REDUCED by $25,000 (2.0%) on 06/06/2026

    For Sale O6412255 - 14240 COLONIAL POINTE DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4816
       Built: 2018
    Monthly Fee: $209
       Tax: $10,516 (2025)
    Community: West Lake Hancock Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,934 (change assumption)
    Mortgage ($6,849) + Fees ($209) + Taxes in 2025 ($876)


    Taxes:$10,516

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9362 WOODCRANE DR, WINTER GARDEN, FL 34787

    $459,3005 Days on yellowkey   MLS ID: O6417277

    SHORT SALE O6417277 - 9362 WOODCRANE DR, WINTER GARDEN, FL 34787 8 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2058
       Built: 2015
    Monthly Fee: $151
       Tax: $7,210 (2025)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $3,268 (change assumption)
    Mortgage ($2,517) + Fees ($151) + Taxes in 2025 ($601)


    Taxes:$7,210

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16330 BRISK BREEZE ALY, WINTER GARDEN, FL 34787

    $525,000171 Days on yellowkey   MLS ID: G5106012

    REDUCED by $15,000 (2.8%) on 06/19/2026

    For Sale G5106012 - 16330 BRISK BREEZE ALY, WINTER GARDEN, FL 34787 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2018
    Monthly Fee: $245
       Tax: $7,556 (2024)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $3,751 (change assumption)
    Mortgage ($2,877) + Fees ($245) + Taxes in 2024 ($630)


    Taxes:$7,556

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15403 MURCOTT HARVEST LOOP, WINTER GARDEN, FL 34787

    $659,000109 Days on yellowkey   MLS ID: O6386748

    REDUCED by $10,000 (1.5%) on 06/19/2026

    For Sale O6386748 - 15403 MURCOTT HARVEST LOOP, WINTER GARDEN, FL 34787 26 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2018
    Monthly Fee: $90
       Tax: $6,526 (2025)
    Community: Summerlake Grvs
    Single Family


    Estimated Monthly Payment: $4,245 (change assumption)
    Mortgage ($3,611) + Fees ($90) + Taxes in 2025 ($544)


    Taxes:$6,526

    Elementary School: Summerlake Elementary

    High School: None

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13780 FRESH IVY ST, WINTER GARDEN, FL 34787

    $865,00046 Days on yellowkey   MLS ID: O6403387

    REDUCED by $30,000 (3.4%) on 06/06/2026

    For Sale O6403387 - 13780 FRESH IVY ST, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2862
       Built: 2025
    Monthly Fee: $642
       Tax: $2,578 (2025)
    Community: Del Webb Oasis Ph 3
    Single Family


    Estimated Monthly Payment: $5,596 (change assumption)
    Mortgage ($4,740) + Fees ($642) + Taxes in 2025 ($215)


    Taxes:$2,578

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14001 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787

    $1,175,00053 Days on yellowkey   MLS ID: O6403044

    For Sale O6403044 - 14001 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787 75 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3698
       Built: 1988
    Monthly Fee: $71
       Tax: $6,208 (2025)
    Community: Country Lakes
    Single Family


    Estimated Monthly Payment: $7,027 (change assumption)
    Mortgage ($6,438) + Fees ($71) + Taxes in 2025 ($517)


    Taxes:$6,208

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $669,990144 Days on yellowkey   MLS ID: S5142710

    REDUCED by $22,000 (3.2%) on 06/19/2026

    For Sale S5142710 - 15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2908
       Built: 2024
    Monthly Fee: $202
       Tax: $9,669 (2025)
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,679 (change assumption)
    Mortgage ($3,671) + Fees ($202) + Taxes in 2025 ($806)


    Taxes:$9,669

    Elementary School: Whispering Oak Elem

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 9103 MORGANA CT, WINTER GARDEN, FL 34787

    $1,630,90032 Days on yellowkey   MLS ID: O6409652

    For Sale O6409652 - 9103 MORGANA CT, WINTER GARDEN, FL 34787 74 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4376
       Built: 2022
    Monthly Fee: $423
       Tax: $15,919 (2025)
    Community: Avalon Cove
    Single Family


    Estimated Monthly Payment: $10,686 (change assumption)
    Mortgage ($8,936) + Fees ($423) + Taxes in 2025 ($1,327)


    Taxes:$15,919

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17406 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $845,00057 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


  • 17434 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $844,00016 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


  • 14610 SETON CREEK BLVD, WINTER GARDEN, FL 34787

    $488,00025 Days on yellowkey   MLS ID: GC540630

    For Sale GC540630 - 14610 SETON CREEK BLVD, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1916
       Built: 2016
    Monthly Fee: $164
       Tax: $5,965 (2025)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $3,335 (change assumption)
    Mortgage ($2,674) + Fees ($164) + Taxes in 2025 ($497)


    Taxes:$5,965

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9107 GRAND ISLAND WAY, WINTER GARDEN, FL 34787

    $499,90097 Days on yellowkey   MLS ID: O6391117

    4 Days Off yellowkey (back on 6/19/2026)

    REDUCED by $5,100 (1.0%) on 05/04/2026

    For Sale O6391117 - 9107 GRAND ISLAND WAY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2082
       Built: 2017
    Monthly Fee: $159
       Tax: $7,996 (2025)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $3,564 (change assumption)
    Mortgage ($2,739) + Fees ($159) + Taxes in 2025 ($666)


    Taxes:$7,996

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16043 SILVER BROOK WAY, WINTER GARDEN, FL 34787

    $950,0005 Days on yellowkey   MLS ID: O6417421

    For Sale O6417421 - 16043 SILVER BROOK WAY, WINTER GARDEN, FL 34787 84 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3899
       Built: 2024
    Monthly Fee: $168
       Tax: $13,827 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $6,526 (change assumption)
    Mortgage ($5,205) + Fees ($168) + Taxes in 2025 ($1,152)


    Taxes:$13,827

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin 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.