Home in 5743 Thomas Square Dr Winter Garden for sale with MLS# O6433669

Welcome to 5743 Thomas Square Drive, an exceptional single story pool home located in the lakefront community of The Cove at Hamlin in Winter Garden. Built in 2018, this beautifully upgraded Jamestown model offers 4 bedrooms, 2.5 bathrooms, 2,917 square feet, and a thoughtfully designed split floor plan that combines comfort, style, and effortless Florida living. Inside, engineered hardwood floors, custom archways, high ceilings, and abundant natural light lead into an expansive open concept living space. The kitchen serves as the heart of the home with quartz countertops, stainless steel appliances, generous cabinetry, and seamless flow into the dining and living areas. One of the home's most impressive features is the massive primary suite. Offering an exceptional amount of space rarely found in homes of this size, the suite easily accommodates a full bedroom setup with room for a sitting area, additional furnishings, or a private retreat within the room. A spacious primary bath and generous storage complete the suite, while three additional bedrooms provide flexibility for family, guests, or a home office. Step outside to an extended screened lanai overlooking the private saltwater pool and beautifully landscaped fenced backyard. Solar and natural gas pool heating, built in lighting, a fire pit, and a gas connection for an outdoor grill create a backyard designed for entertaining and enjoying the Florida lifestyle year round. Lake views complete the setting, along with the opportunity to enjoy nightly Disney fireworks from home. Beyond the home, one of the biggest draws is the incredible Hamlin lifestyle just minutes from your front door. Spend an evening putting at PopStroke, catch a movie from a luxury recliner at Cinépolis, grab dinner at Ford's Garage or Agave Bandido, meet friends at Home State Brewing Co., or start the morning with coffee and breakfast at Toastique. Hamlin continues to offer an exciting mix of restaurants, entertainment, shopping, fitness, community events, and everyday conveniences, making it easy to enjoy a night out without traveling far from home. The Cove at Hamlin offers its own impressive collection of amenities including a resort style community pool, clubhouse, fitness center, splash pad, playgrounds, dog park, walking trails, outdoor gathering spaces, and private access to Lake Hancock with a community boat ramp and dock. With easy access to SR 429, Walt Disney World, Hamlin Town Center, and everything Horizon West has to offer, 5743 Thomas Square Drive is more than a beautiful pool home. It offers the opportunity to live in the heart of one of Central Florida's most exciting and rapidly growing communities.

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5743 Thomas Square Dr, Winter Garden, FL 34787

Price
Price:
$825,000.00
Original List Price:
$825,000.00
List Price per Sq Ft (Calculated, Approx.):
$282.82
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6433669
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
3
Full Bath:
2
Half Bath:
1
Measures
Living Area:
2,917 Sqft
Built-Up Area:
3,742 Sqft
Lot Area:
7,984 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Size Acres:
0.18
Property Features
View from the Property:
Water
Waterfront:
No
Private Pool
Swimming Pool Features:
Gunite, In Ground, Salt Water, Solar Heat, Lighting
Spa Features:
Heated
Furnished:
Unfurnished
Appliances:
Dishwasher, Disposal, Microwave, Refrigerator, Range
Interior:
Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Ceiling Fans(s), Kitchen/family Room Combo, Open Floorplan, Split Bedroom, Stone Counters, Thermostat
Exterior:
Lighting, Sliding Doors
Patio and Porch:
Patio, Screened, Enclosed
Windows:
Blinds, Window Treatments
Laundry:
Inside, Laundry Room
Air Conditioning System:
Central Air
Heating System:
Central, Electric
Fence:
Fenced
Vegetation and Trees:
Trees/landscaped
Property Entrance Faces:
West
Other Equipment:
Irrigation Equipment
Water View
Water View Details:
Lake
Construction
Year Built:
2018
Roof:
Shingle
Levels:
One
Construction Materials:
Block, Stucco, Concrete
Flooring:
Carpet, Tile, Hardwood
Number of stories:
1
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$10,730.6
Tax Year:
2025
Association Fee:
$214.68
Association Fee Frequency:
Monthly
Total Annual Fees:
$2,576.16
Total Monthly Fees:
$214.68
Parking
Garage
Garage Spaces:
2
Attached Garage
Utilities
Sewer:
Public Sewer
Utilities Available:
Cable Available, Natural Gas Connected, Cable Connected, Broadband/High Speed Internet Available
Water Source:
Public
Community
Association
Minimum Lease Term:
7 Months
Pets Allowed?
Amenities Provided by the Homeowner's Association (HOA):
Pool, Playground, Fitness Center
Subdivision Name:
OVERLOOK AT HAMLIN
Community Features:
Sidewalks, Fitness Center, Pool, Playground, Deed Restrictions
Association Fee Includes:
Pool, Management
Senior Community:
No
Association Fee Required:
Required
Association Management:
Castle Management, LLC
Association Phone:
(407) 654-2899
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
OVERLOOK 2 AT HAMLIN PHASE 2 AND 5 89/107 LOT 213
Real Estate Folio Number (Parcel Number):
20-23-27-5853-02-130
Zoning:
P-D
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Independence Elementary
High School:
Windermere High School
Middle Or Junior School:
Bridgewater Middle
Listing History
Originally published on:
August 14, 2026 6:10 pm
Active on the market since:
August 14, 2026
Listing Agreement executed on:
August 14, 2026
Listing Status Last Changed On:
August 14, 2026 6:10 pm
Photos updated on:
August 14, 2026 7:50 pm
Last Modified:
August 14, 2026 7:50 pm
Additional Information
Courtesy of:
COMPASS FLORIDA LLC
Attribution:
407-203-9441
Road Surface Type:
Concrete
Location
Street Name:
THOMAS SQUARE
Street Number:
5743
City:
WINTER GARDEN
State:
Florida
Zip Code:
34787
County:
Orange
Latitude:
N28° 27' 53.8''
Longitude:
W82° 22' 32.9''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $114,988
Median Home Value $475,000
Median Rent $1,994/mo
Median Age 37
Population 93,064
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of August 14, 2026, 7:50 PM.