14411 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787

Description of 14411 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787

Nestled within the prestigious gated enclave of Bay Isle, this distinguished Toll Brothers home offers a rare combination of sophisticated design, thoughtful craftsmanship, and resort-caliber amenities — all within walking distance of Winter Garden Village and AdventHealth. A soaring two-story foyer and grand living room welcome you with an abundance of natural light streaming through an exceptional array of windows — a hallmark of the home's open, airy character. At the heart of the home lies a commanding gourmet kitchen, completely updated in 2021 with quartz countertops, a handsome marble backsplash, and a professional-grade induction cooktop with custom hood vent. Rich cherry cabinetry, a wall oven, built-in microwave, generous center island, and extensive counter space are all finished with elegant crown molding — flowing seamlessly into the expansive family room with French doors opening to the outdoor living area. The main-level primary suite is a true sanctuary, featuring rich laminate flooring, serene pool and spa views, and architectural transom windows that elevate the abundant natural light. Two oversized walk-in closets with custom built-in organization systems flank a luxurious en-suite bath complete with a dual-sink vanity, deep soaking tub, and a spa-inspired walk-in shower. Upstairs, three additional bedrooms offer both privacy and connection. A private en-suite bedroom with generous walk-in closet is discreetly separated via a catwalk, while two additional bedrooms share a well-appointed Jack-and-Jill bath with individual vanity areas and a shared water closet and tub/shower. Your private home theater is fully equipped for the ultimate cinematic experience — theater seating, a 4K HD projector, Dolby surround sound, all convey with the home. The space also offers flexibility as a fifth bedroom. A loft game area and additional half bath complete the upper level's entertainment suite. Step outside to your private oasis: a sparkling pool and spa enclosed within an oversized screened lanai, complete with an outdoor shower and multiple seating areas ideal for effortless outdoor entertaining. An additional state of the art Clearlight 2 person infrared sauna provides relaxation, and rejuvenation. A three-car split garage — two bays connected to the main home, a third independently accessed — provides exceptional versatility for a workshop, boat storage, collector vehicles, or extra storage. A dedicated EV charging station is already in place. Eight-foot interior doors and extensive crown molding throughout reinforce the home's refined aesthetic. New roof (2019) · Pool pump (2018) · Full kitchen renovation (2021) Bay Isle's gated grounds feature a park, playground, walking trail, and a fishing pier on Black Lake — offering a tranquil, connected lifestyle just minutes from major roadways and every amenity Winter Garden has to offer.

Property Details for 14411 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787

Bathrooms Full

3

Bathrooms Half

2

Interior Features

Ceiling Fan(s), Crown Molding, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)

Appliances

Built-In Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave, Range Hood, Refrigerator

Flooring

Carpet, Laminate, Tile

Heating

Central, Electric, Heat Pump

Cooling

Central Air

Furnished

Unfurnished

Garage Spaces

3

Attached Garage

Yes

Parking Features

Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side

Pool Features

Gunite, In Ground, Salt Water, Screen Enclosure, Tile

Pool Private

Yes

Direction Faces

North

Building Information for 14411 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787

Building Area Total

5049

Building Area Units

Square Feet

Stories Total

2

Association

Yes

Association Amenities

Gated, Park, Playground

Pets Allowed

Yes

Security Features

Smoke Detector(s)

Property Information for 14411 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787

Lot Features

City Lot, Level, Sidewalk

Lot Size Square Feet

13,000

Waterfront

No

View

No

Exterior Features

French Doors, Irrigation System, Outdoor Shower, Sidewalk

Sewer

Public Sewer

Water Source

Public

New Construction

No

Public Records for 14411 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787

Parcel Number

342227016200050

County Or Parish

Orange

Schools Near 14411 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787

Elementary School

SunRidge Elementary

Middle School

SunRidge Middle

High School

West Orange High

School assignments are provided by the listing and should be independently verified.

Location