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Winter Garden Single Family Homes For Sale - 709 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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  • 14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787

    $675,00084 Days on yellowkey   MLS ID: O6395287

    REDUCED by $14,999 (2.2%) on 06/13/2026

    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: $4,090 (change assumption)
    Mortgage ($3,699) + 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


  • 617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,139,000104 Days on yellowkey   MLS ID: O6389100

    REDUCED by $11,000 (1.0%) on 06/01/2026

    For Sale O6389100 - 617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3624
       Built: 2019
    Monthly Fee: $255
       Tax: $16,181 (2025)
    Community: Canopy Oaks Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,844 (change assumption)
    Mortgage ($6,241) + Fees ($255) + Taxes in 2025 ($1,348)


    Taxes:$16,181

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 10043 SEQUEL ALY, WINTER GARDEN, FL 34787

    $535,000121 Days on yellowkey   MLS ID: O6384246

    REDUCED by $25,000 (4.5%) on 06/10/2026

    For Sale O6384246 - 10043 SEQUEL ALY, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 2018
    Monthly Fee: $100
       Tax: $8,237 (2024)
    Community: Storey Grove Ph 1B-2
    Single Family


    Estimated Monthly Payment: $3,718 (change assumption)
    Mortgage ($2,931) + Fees ($100) + Taxes in 2024 ($686)


    Taxes:$8,237

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787

    $580,000140 Days on yellowkey   MLS ID: O6379203

    REDUCED by $19,900 (3.3%) on 06/18/2026

    For Sale O6379203 - 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787 59 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3474
       Built: 2006
    Monthly Fee: $111
       Tax: $8,378 (2025)
    Community: Grovehurst A-D
    Single Family


    Estimated Monthly Payment: $3,987 (change assumption)
    Mortgage ($3,178) + Fees ($111) + Taxes in 2025 ($698)


    Taxes:$8,378

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 9459 JAYWOOD RD, WINTER GARDEN, FL 34787

    $749,500114 Days on yellowkey   MLS ID: O6386488

    0 Days Off yellowkey (back on 6/20/2026)

    REDUCED by $5,500 (0.7%) on 05/28/2026

    For Sale O6386488 - 9459 JAYWOOD RD, WINTER GARDEN, FL 34787 55 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2840
       Built: 2020
    Monthly Fee: $261
       Tax: $6,669 (2025)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $4,923 (change assumption)
    Mortgage ($4,107) + Fees ($261) + Taxes in 2025 ($556)


    Taxes:$6,669

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16131 HAMPTON CROSSING DR, WINTER GARDEN, FL 34787

    $649,9006 Days on yellowkey   MLS ID: O6417701

    For Sale O6417701 - 16131 HAMPTON CROSSING DR, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2017
    Monthly Fee: $342
       Tax: $6,366 (2025)
    Community: Waterleigh Ph 1C
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,433 (change assumption)
    Mortgage ($3,561) + Fees ($342) + Taxes in 2025 ($530)


    Taxes:$6,366

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14542 BLACK CHERRY TRL, WINTER GARDEN, FL 34787

    $589,90029 Days on yellowkey   MLS ID: O6410574

    REDUCED by $10,100 (1.7%) on 06/16/2026

    For Sale O6410574 - 14542 BLACK CHERRY TRL, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2234
       Built: 2008
    Monthly Fee: $184
       Tax: $5,498 (2025)
    Community: Signature Lks-Pcl 01D Ph 01
    Single Family


    Estimated Monthly Payment: $3,874 (change assumption)
    Mortgage ($3,232) + Fees ($184) + Taxes in 2025 ($458)


    Taxes:$5,498

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17738 SEDONA ST, WINTER GARDEN, FL 34787

    $905,93941 Days on yellowkey   MLS ID: O6407986

    1 Days Off yellowkey (back on 6/20/2026)

    INCREASED by $3,275 (0.4%) on 06/06/2026

    For Sale O6407986 - 17738 SEDONA ST, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2573
       Built: 2026
    Monthly Fee: $142

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $5,106 (change assumption)
    Mortgage ($4,964) + Fees ($142) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 14312 SUNBRIDGE CIR, WINTER GARDEN, FL 34787

    $1,200,0005 Days on yellowkey   MLS ID: O6414430

    For Sale O6414430 - 14312 SUNBRIDGE CIR, WINTER GARDEN, FL 34787 51 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4225
       Built: 2019
    Monthly Fee: $166
       Tax: $13,616 (2024)
    Community: Bradford Creek Ii
    Single Family


    Estimated Monthly Payment: $7,876 (change assumption)
    Mortgage ($6,575) + Fees ($166) + Taxes in 2024 ($1,135)


    Taxes:$13,616

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 9738 TOWER PINE DR, WINTER GARDEN, FL 34787

    $950,0005 Days on yellowkey   MLS ID: O6417627

    For Sale O6417627 - 9738 TOWER PINE DR, WINTER GARDEN, FL 34787 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2526
       Built: 1993   Tax: $7,549 (2025)
    Community: Lake Avalon Rural Settlement
    Single Family


    Estimated Monthly Payment: $5,834 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($629)


    Taxes:$7,549

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1085 CHASE DR, WINTER GARDEN, FL 34787

    $600,0005 Days on yellowkey   MLS ID: O6417827

    For Sale O6417827 - 1085 CHASE DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2967
       Built: 2002
    Monthly Fee: $41
       Tax: $3,262 (2025)
    Community: Island Pointe Sub
    Single Family


    Estimated Monthly Payment: $3,600 (change assumption)
    Mortgage ($3,288) + Fees ($41) + Taxes in 2025 ($272)


    Taxes:$3,262

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 11165 GREEN CITRON ALY, WINTER GARDEN, FL 34787

    $648,00021 Days on yellowkey   MLS ID: O6413226

    REDUCED by $1,000 (0.2%) on 06/20/2026

    For Sale O6413226 - 11165 GREEN CITRON ALY, WINTER GARDEN, FL 34787 61 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2043
       Built: 2024
    Monthly Fee: $89
       Tax: $8,682 (2025)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $4,363 (change assumption)
    Mortgage ($3,551) + Fees ($89) + Taxes in 2025 ($724)


    Taxes:$8,682

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 205 HORSTFIELD DR, WINTER GARDEN, FL 34787

    $310,00033 Days on yellowkey   MLS ID: O6410222

    3 Days Off yellowkey (back on 6/17/2026)

    REDUCED by $5,000 (1.6%) on 06/12/2026

    For Sale O6410222 - 205 HORSTFIELD DR, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1048
       Built: 1998
    Monthly Fee: $40
       Tax: $1,983 (2025)
    Community: Park Ave Estates
    Single Family


    Estimated Monthly Payment: $1,904 (change assumption)
    Mortgage ($1,699) + Fees ($40) + Taxes in 2025 ($165)


    Taxes:$1,983

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 9717 WATERWAY PASSAGE DR, WINTER GARDEN, FL 34787

    $669,50020 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


  • 57 LAKEVIEW RESERVE BLVD, WINTER GARDEN, FL 34787

    $550,00015 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

    $1,250,00023 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

    $459,3008 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

    $525,000174 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

    $659,000112 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

    $865,00049 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




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.