Winter Garden, FL · Single Family Residence
14411 Hampshire Bay Cir
Active · MLS MFRO6413972 · Listed by STOCKWORTH REALTY GROUP · 407-909-5900.
THE SETTING, AND THE DETAILS
A closer look.
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.
The details that help you decide.
Details supplied with the listing. Information that was not provided is marked below.
Home essentials
- Price per square foot
- $217
- Full bathrooms
- 3
- Half bathrooms
- 2
- Heated living area
- 4010
- Lot size (acres)
- 0.3
- Lot size (sq ft)
- 13000
- Year built
- 2005
- Property type
- Residential
- Property style
- Not provided
Interior & rooms
- 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)
- Appliances
- Built-In Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave, Range Hood, Refrigerator
- Flooring
- Carpet, Laminate, Tile
- Additional rooms
- Breakfast Room Separate,Den/Library/Office,Family Room,Formal Dining Room Separate,Formal Living Room Separate,Inside Utility,Loft,Media Room
Land, water & community
- Waterfront
- No
- Waterfront type
- Not provided
- Water body / lake name
- BLACK LAKE
- Water view
- Not provided
- Dock
- No
- Dock features
- Dock - Open
- Other views
- Not provided
- Lot features
- City Limits, Level, Sidewalk, Paved, Private
- Exterior features
- Outdoor Shower, Sidewalk
- Community amenities
- Association Recreation - Owned, Deed Restrictions, Irrigation-Reclaimed Water, Park, Playground, Sidewalks, Street Lights
- Zoning
- R-1
- Current use
- Not provided
- Horse amenities
- Not provided
- Fencing
- Not provided
- Other structures
- Not provided
Pool, parking & systems
- Private pool
- Yes
- Pool features
- Gunite, In Ground, Salt Water, Screen Enclosure, Tile
- Garage
- Yes
- Garage spaces
- 3
- Carport
- No
- Carport spaces
- Not provided
- Parking features
- Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side, Garage
- Fireplace
- No
- Fireplace features
- Not provided
- Heating
- Central, Electric, Heat Pump
- Cooling
- Central Air
- Water supply
- Public
- Sewer
- Public Sewer
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Underground Utilities, Water Connected
Construction
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Stories
- 2
- Levels
- Two
Location & schools
- City
- WINTER GARDEN
- Subdivision
- BAY ISLE 48 17
- County
- Orange
- ZIP code
- 34787
- Elementary school
- SunRidge Elementary
- Middle school
- SunRidge Middle
- High school
- West Orange High
Association, taxes & listing
- HOA / association
- Yes
- Association fee
- $546.25
- Fee frequency
- Quarterly
- Included services
- Private Road, Recreational Facilities
- Association amenities
- Gated, Park, Playground
- Additional association fee
- Not provided
- Additional fee frequency
- Not provided
- Condo fee
- Not provided
- Condo fee frequency
- Not provided
- Annual property taxes
- $11,923.59
- Tax year
- 2025
- Other annual assessments
- Not provided
- CDD
- No
- Listing status
- Active
- Days on market
- 113
- Listing broker
- STOCKWORTH REALTY GROUP
- MLS number
- MFRO6413972
Explore the area
Location supplied with the listing. Confirm boundaries and access for the property.
Listed by STOCKWORTH REALTY GROUP · MLS MFRO6413972
Source: mfrmls · Listing updated 2026-09-26 19:05:19 UTC.
Information is deemed reliable but is not guaranteed. Availability and details may change.
A GOOD CONVERSATION IS A GOOD START
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Call Scott: (407) 760-0382Your inquiry goes directly to Scott.