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Active · Single Family

5743 THOMAS SQUARE DRIVE

WINTER GARDEN, FL 34787

Beds
4 beds
Baths
3 baths
Area
2,917 sqft
Single FamilyBuilt 20187,984 sqft lot2-car garageCentral, ElectricCentral AirPool$283/sqft1 day on market

About this home

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 owner's 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 owner's bath and generous custom closet 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.

Facts & features

Interior

Bedrooms
4
Bathrooms
3
Living area
2,917 sqft
Heating
Central, Electric
Cooling
Central Air
Flooring
Carpet, Hardwood, Tile
Stories
1
Features
Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Split Bedroom…
Appliances
Dishwasher, Disposal, Microwave, Range, Refrigerator

Exterior & lot

Lot size
7,984 sqft (0.18 ac)
Pool
Yes
Roof
Shingle
Construction
Block, Concrete, Stucco
Exterior
Lighting, Sliding Doors

Parking

Garage
2 spaces

Financial

HOA dues
$215 / monthly
Annual tax
$10,731 (2025)
Price / sqft
$283/sqft

Utilities

Water
Public
Sewer
Public Sewer
Utilities
BB/HS Internet Available, Cable Available, Cable Connected, Natural Gas Connected

Property

Property type
Single Family
Year built
2018
Subdivision
OVERLOOK AT HAMLIN
County
Orange

Assigned schools

Elementary
Independence Elementary
Middle
Bridgewater Middle
High
Horizon High School

Listing

Status
Active
Days on market
1 day
MLS #
MFR802813101
Source
Stellar MLS

Listed by Matthew McKee · COMPASS FLORIDA LLC

Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.

RRENA ValiQRENA ValiQ is an estimated value, blended from public sale comps, neighbourhood trend and this listing’s own metrics. It is a reference, not a guaranteed or asking price. The final number moves on diligence, terms and timing.Estimate

Sample estimate — not an appraisal

$762k
−7.6% vs asking
$713k low$812k high

Based on 27 comparable sales within 1 mile of WINTER GARDEN, FL, this home is priced over RENA ValiQ.

Reference only. Estimates blend public sale comps, neighbourhood trend and the listing’s own metrics. Final price moves on diligence, terms and timing — RENA is your second read, not your agent.

Estimate your monthly cost

PITI + HOA
Estimated monthly payment$5,700/mo
Principal & interest
$4,391/mo
Property tax
$894/mo
Home insurance
$200/mo
HOA dues
$215/mo

Tax, insurance and HOA are editable estimates with Florida-typical defaults — Florida homeowners insurance in particular varies widely by location and elevation. Confirm exact figures with a lender and insurer.

Ask about this property

Answered from this listing’s own figures and the sales around it.

Price history

From the property’s MLS record.

DateEventPriceChange
Aug 14, 2026Listed$825,000

NeighbourhoodSample data

Reference scores for WINTER GARDEN, FL. Schools, mobility and amenities feed live data once the dedicated provider connection lands.

Walk Score
76/ 100
Very walkable
Transit Score
51/ 100
Good transit
Bike Score
46/ 100
Somewhat bikeable
Elementary school
Independence Elementary
Assigned school from the MLS record
Middle school
Bridgewater Middle
Assigned school from the MLS record
High school
Horizon High School
Assigned school from the MLS record

Location

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