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$895,000
Active
14411 HAMPSHIRE BAY CIRCLE
WINTER GARDEN, FL 34787 — BAY ISLE 48 17
4 Beds
5 Baths
4,010 sqft
0.30 acres
Built 2005
3-Car Garage
About This Property
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
Basics
- Property Type
- Residential
- Property Subtype
- Single Family Residence
- MLS Number
- O6413972
- Days on Market
- 1
- Year Built
- 2005
- Levels
- Two
- Additional Rooms
- Breakfast Room Separate,Den/Library/Office,Family Room,Formal Dining Room Separate,Formal Living Room Separate,Inside Utility,Loft,Media Room
- Direction Faces
- North
- Occupant Type
- Owner
Size & Structure
- Living Area
- 4,010 sqft
- Total Area
- 5,049 sqft
- Lot Size
- 0.30 acres
- Lot Sq Ft
- 13,000 sqft
- Bedrooms
- 4
- Full Baths
- 3
- Half Baths
- 2
- Garage Spaces
- 3
- Stories
- 2
Interior
- Flooring
- Carpet, Laminate, Tile
- Appliances
- Built-In Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave, Range Hood, Refrigerator
- Interior Features
- Ceiling Fans(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)
- Laundry
- Inside, Laundry Room
- Windows
- Blinds
- Furnished
- Unfurnished
- A/C
- Central Air
- Heating
- Central, Electric, Heat Pump
Exterior & Lot
- Exterior Features
- French Doors, Outdoor Shower, Sidewalk
- Construction
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Patio/Porch
- Covered, Patio, Rear Porch, Screened
- Lot Features
- City Limits, Level, Sidewalk, Paved, Private
Water & Pool
- Water Body
- BLACK LAKE
- Pool
- Yes — Gunite, In Ground, Salt Water, Screen Enclosure, Tile
- Spa
- Yes — In Ground
Community & HOA
- HOA
- Yes
- HOA Fee
- $546/Quarterly
- HOA Amenities
- Gated, Park, Playground
- Community Features
- Association Recreation - Owned, Deed Restrictions, Irrigation-Reclaimed Water, Park, Playground, Sidewalks, Street Lights
- Pets Allowed
- Yes
- Homestead
- Yes
- Security
- Smoke Detector(s)
Utilities & Systems
- Water
- Public
- Sewer
- Public Sewer
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Underground Utilities, Water Connected
- Cooling
- Central Air
- Heating
- Central, Electric, Heat Pump
- Flood Zone
- X
- Parking
- Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side, Garage
Financial
- List Price
- $895,000
- Annual Taxes
- $11,924
- Tax Year
- 2025
- Listing Terms
- Cash, Conventional, VA Loan
- Special Conditions
- None
- Possession
- Close Of Escrow
Schools
- Elementary
- SunRidge Elementary
- Middle School
- SunRidge Middle
- High School
- West Orange High