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Winter Garden Single Family Homes For Sale - 719 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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  • 16754 OAKBORO ST, WINTER GARDEN, FL 34787

    $520,00082 Days on yellowkey   MLS ID: O6404652

    1 Days Off yellowkey (back on 7/27/2026)

    REDUCED by $9,000 (1.7%) on 07/19/2026

    For Sale O6404652 - 16754 OAKBORO ST, WINTER GARDEN, FL 34787 85 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2020
    Monthly Fee: $254
       Tax: $8,808 (2025)
    Community: Waterleigh Ph 3B 3C 3D
    Single Family


    Estimated Monthly Payment: $3,837 (change assumption)
    Mortgage ($2,849) + Fees ($254) + Taxes in 2025 ($734)


    Taxes:$8,808

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 2766 BOBCAT CHASE BLVD, WINTER GARDEN, FL 34787

    $520,0004 Days on yellowkey   MLS ID: O6427751

    For Sale O6427751 - 2766 BOBCAT CHASE BLVD, WINTER GARDEN, FL 34787 57 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1811
       Built: 2020
    Monthly Fee: $286
       Tax: $5,482 (2025)
    Community: Longleaf At Oakland
    Single Family


    Estimated Monthly Payment: $3,592 (change assumption)
    Mortgage ($2,849) + Fees ($286) + Taxes in 2025 ($457)


    Taxes:$5,482

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16936 TRADEWIND PT, WINTER GARDEN, FL 34787

    $645,00014 Days on yellowkey   MLS ID: O6424578

    For Sale O6424578 - 16936 TRADEWIND PT, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 2019
    Monthly Fee: $215
       Tax: $7,616 (2025)
    Community: Waterside/Johns Lake Ph 2A
    Single Family


    Estimated Monthly Payment: $4,384 (change assumption)
    Mortgage ($3,534) + Fees ($215) + Taxes in 2025 ($635)


    Taxes:$7,616

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1815 AMERICUS MINOR DR, WINTER GARDEN, FL 34787

    $499,99013 Days on yellowkey   MLS ID: O6425157

    For Sale O6425157 - 1815 AMERICUS MINOR DR, WINTER GARDEN, FL 34787 9 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2199
       Built: 2002
    Monthly Fee: $44
       Tax: $6,178 (2025)
    Community: Fullers Crossing Ph 02 49 31
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,298 (change assumption)
    Mortgage ($2,740) + Fees ($44) + Taxes in 2025 ($515)


    Taxes:$6,178

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16707 SANCTUARY DR, WINTER GARDEN, FL 34787

    $707,00033 Days on yellowkey   MLS ID: O6419784

    REDUCED by $5,000 (0.7%) on 07/27/2026

    For Sale O6419784 - 16707 SANCTUARY DR, WINTER GARDEN, FL 34787 22 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2516
       Built: 2020
    Monthly Fee: $165

    Community: Sanctuary/Twin Waters
    Single Family


    Estimated Monthly Payment: $4,039 (change assumption)
    Mortgage ($3,874) + Fees ($165) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1431 VISCAYA COVE BLVD, WINTER GARDEN, FL 34787

    $499,90076 Days on yellowkey   MLS ID: O6407306

    REDUCED by $15,100 (2.9%) on 07/21/2026

    For Sale O6407306 - 1431 VISCAYA COVE BLVD, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2022
    Monthly Fee: $215
       Tax: $7,429 (2025)
    Community: Waterside/Johns Lake Ph 2C
    Single Family


    Estimated Monthly Payment: $3,573 (change assumption)
    Mortgage ($2,739) + Fees ($215) + Taxes in 2025 ($619)


    Taxes:$7,429

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17854 HITHER HILLS CIR, WINTER GARDEN, FL 34787

    $1,100,000Listed 07/27/2026 5:42AM   MLS ID: O6428247

    For Sale O6428247 - 17854 HITHER HILLS CIR, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2929
       Built: 2023
    Monthly Fee: $72
       Tax: $10,805 (2025)
    Community: Lake Apopka Sound Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,000 (change assumption)
    Mortgage ($6,027) + Fees ($72) + Taxes in 2025 ($900)


    Taxes:$10,805

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3447 CURRENT, WINTER GARDEN, FL 34787

    $725,00036 Days on yellowkey   MLS ID: O6417823

    For Sale O6417823 - 3447 CURRENT, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2741
       Built: 2020
    Monthly Fee: $152
       Tax: $5,616 (2025)
    Community: Lakeview Preserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,593 (change assumption)
    Mortgage ($3,973) + Fees ($152) + Taxes in 2025 ($468)


    Taxes:$5,616

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14257 LAGOON COVE LN, WINTER GARDEN, FL 34787

    $499,000189 Days on yellowkey   MLS ID: O6375296

    2 Days Off yellowkey (back on 7/27/2026)

    REDUCED by $11,000 (2.2%) on 07/23/2026

    For Sale O6375296 - 14257 LAGOON COVE LN, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2365
       Built: 2007
    Monthly Fee: $123
       Tax: $8,178 (2025)
    Community: Black Lake Park Ph 02
    Single Family


    Estimated Monthly Payment: $3,539 (change assumption)
    Mortgage ($2,734) + Fees ($123) + Taxes in 2025 ($682)


    Taxes:$8,178

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13092 SUNRISE HARVEST DR, WINTER GARDEN, FL 34787

    $850,00040 Days on yellowkey   MLS ID: O6417386

    2 Days Off yellowkey (back on 7/27/2026)

    For Sale O6417386 - 13092 SUNRISE HARVEST DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2993
       Built: 2024
    Monthly Fee: $140
       Tax: $9,934 (2025)
    Community: Harvest/Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,625 (change assumption)
    Mortgage ($4,657) + Fees ($140) + Taxes in 2025 ($828)


    Taxes:$9,934

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,225,000120 Days on yellowkey   MLS ID: O6394059

    REDUCED by $34,000 (2.7%) on 06/17/2026

    For Sale O6394059 - 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 65 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4019
       Built: 2018
    Monthly Fee: $298
       Tax: $17,895 (2025)
    Community: Canopy Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $8,501 (change assumption)
    Mortgage ($6,712) + Fees ($298) + 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


  • 16379 SILVER GROVE BLVD, WINTER GARDEN, FL 34787

    $924,90061 Days on yellowkey   MLS ID: O6411552

    0 Days Off yellowkey (back on 7/26/2026)

    REDUCED by $25,100 (2.6%) on 07/23/2026

    For Sale O6411552 - 16379 SILVER GROVE BLVD, WINTER GARDEN, FL 34787 62 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3823
       Built: 2025
    Monthly Fee: $168
       Tax: $1,938 (2024)
    Community: Silverleaf Reserve At Hamlin Phase
    Single Family


    Estimated Monthly Payment: $5,397 (change assumption)
    Mortgage ($5,068) + Fees ($168) + Taxes in 2024 ($162)


    Taxes:$1,938

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 11072 SILVER SURFER ALY, WINTER GARDEN, FL 34787

    $440,00079 Days on yellowkey   MLS ID: O6406656

    REDUCED by $10,000 (2.2%) on 07/08/2026

    For Sale O6406656 - 11072 SILVER SURFER ALY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2018
    Monthly Fee: $108
       Tax: $3,977 (2025)
    Community: Storey Grove Ph 1B-2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,850 (change assumption)
    Mortgage ($2,411) + Fees ($108) + Taxes in 2025 ($331)


    Taxes:$3,977

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787

    $1,150,000250 Days on yellowkey   MLS ID: O6361968

    REDUCED by $10,000 (0.9%) on 07/26/2026

    For Sale O6361968 - 10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787 98 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2020
    Monthly Fee: $159
       Tax: $13,997 (2024)
    Community: Watermark Ph 4
    Single Family


    Estimated Monthly Payment: $7,627 (change assumption)
    Mortgage ($6,301) + Fees ($159) + Taxes in 2024 ($1,166)


    Taxes:$13,997

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 14816 PORTER RD, WINTER GARDEN, FL 34787

    $545,00021 Days on yellowkey   MLS ID: O6423001

    REDUCED by $25,000 (4.4%) on 07/14/2026

    For Sale O6423001 - 14816 PORTER RD, WINTER GARDEN, FL 34787 61 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2790
       Built: 2014
    Monthly Fee: $188
       Tax: $8,946 (2025)
    Community: Summerlake
    Single Family


    Estimated Monthly Payment: $3,920 (change assumption)
    Mortgage ($2,986) + Fees ($188) + Taxes in 2025 ($746)


    Taxes:$8,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14543 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787

    $515,00029 Days on yellowkey   MLS ID: O6420711

    REDUCED by $10,000 (1.9%) on 07/26/2026

    For Sale O6420711 - 14543 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2039
       Built: 2017
    Monthly Fee: $164
       Tax: $7,337 (2025)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $3,597 (change assumption)
    Mortgage ($2,822) + Fees ($164) + Taxes in 2025 ($611)


    Taxes:$7,337

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12706 GROVEHURST AVE, WINTER GARDEN, FL 34787

    $634,00019 Days on yellowkey   MLS ID: O6424010

    REDUCED by $11,000 (1.7%) on 07/22/2026

    For Sale O6424010 - 12706 GROVEHURST AVE, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3382
       Built: 2005   Tax: $8,232 (2025)
    Community: Grovehurst A-D
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,160 (change assumption)
    Mortgage ($3,474) + Taxes in 2025 ($686)


    Taxes:$8,232

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1338 UNION CLUB DR, WINTER GARDEN, FL 34787

    $890,00049 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

    $465,00076 Days on yellowkey   MLS ID: O6407484

    REDUCED by $10,000 (2.1%) on 07/16/2026

    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: $3,545 (change assumption)
    Mortgage ($2,548) + Fees ($339) + Taxes in 2025 ($658)


    Taxes:$7,894

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9611 LOST CREEK DR, WINTER GARDEN, FL 34787

    $725,000195 Days on yellowkey   MLS ID: O6373845

    REDUCED by $20,000 (2.7%) on 07/26/2026

    For Sale O6373845 - 9611 LOST CREEK DR, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2909
       Built: 2021
    Monthly Fee: $260
       Tax: $11,300 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $5,174 (change assumption)
    Mortgage ($3,973) + Fees ($260) + Taxes in 2025 ($942)


    Taxes:$11,300

    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.