14411 HAMPSHIRE BAY CIR, Winter Garden, FL 34787
14411 HAMPSHIRE BAY CIR, Winter Garden, FL 34787
14411 HAMPSHIRE BAY CIR, Winter Garden, FL 34787
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$895,000
Est. payment /mo
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4 Beds
5 Baths
4,010 SqFt
New

14411 HAMPSHIRE BAY CIR Winter Garden, FL 34787

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Bent Danholm

Bent Danholm

+1(407) 288-0704

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Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 4,010 sqft

Price per Sqft $223

Subdivision Bay Isle 48 17

MLS Listing ID O6413972

Bedrooms 4

Full Baths 3

Half Baths 2

HOA Fees $546/qua

HOA Y/N Yes

Annual Recurring Fee 2185.0

Year Built 2005

Annual Tax Amount $11,923

Lot Size 0.300 Acres

Acres 0.3

Lot Dimensions 100x130

Property Sub-Type Single Family Residence

Source Stellar MLS

Property Description

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.

Location

State FL

County Orange

Community Bay Isle 48 17

Area 34787 - Winter Garden/Oakland

Zoning R-1

Rooms

Other Rooms Breakfast Room Separate, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility, Loft, Media Room

Interior

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)

Heating Central, Electric, Heat Pump

Cooling Central Air

Flooring Carpet, Laminate, Tile

Furnishings Unfurnished

Fireplace false

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

Laundry Inside, Laundry Room

Exterior

Exterior Feature French Doors, Outdoor Shower, Sidewalk

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

Garage Spaces 3.0

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

Community Features Association Recreation - Owned, Deed Restrictions, Irrigation-Reclaimed Water, Park, Playground, Sidewalks, Street Lights

Utilities Available BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Underground Utilities, Water Connected

Amenities Available Gated, Park, Playground

Water Access Yes

Water Access Desc Lake

Roof Type Shingle

Porch Covered, Patio, Rear Porch, Screened

Attached Garage true

Garage true

Private Pool Yes

Building

Lot Description City Limits, Level, Sidewalk, Paved, Private

Story 2

Entry Level Two

Foundation Slab

Lot Size Range 1/4 to less than 1/2

Builder Name Toll Orlando LP

Sewer Public Sewer

Water Public

Structure Type Block,Stucco

New Construction false

Schools

Elementary Schools Sunridge Elementary

Middle Schools Sunridge Middle

High Schools West Orange High

Others

Pets Allowed Yes

HOA Fee Include Private Road,Recreational Facilities

Senior Community No

Ownership Fee Simple

Monthly Total Fees $182

Acceptable Financing Cash, Conventional, VA Loan

Membership Fee Required Required

Listing Terms Cash, Conventional, VA Loan

Special Listing Condition None

Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6413972

Stellar MLS
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Julie Bettosini, PA STOCKWORTH REALTY GROUP

NEARBY SCHOOL & BUSINESS

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Bent Danholm

Bent Danholm

Broker | License ID: BK3590420

+1(407) 288-0704

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14411 HAMPSHIRE BAY CIR

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