LKV Realty
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$885,000
$4,400Reward *
14411 HAMPSHIRE BAY Circle, Winter Garden, FL 34787Listing ID O6413972

14411 HAMPSHIRE BAY Circle, Winter Garden, FL 34787

Active
BAY ISLE 48 17
Time on site: 74 daysLast updated: 2 days ago
Property Type
Property Type
Residential
Property Sub Type
Property Sub Type
Single Family Residence
Bedrooms
Bedrooms
4
Bathrooms
Bathrooms
5
Square Feet
Square Feet
5,049
Acres
Acres
0.3
Days on Site
Days on Site
74
Cooling
Cooling
Central Air, Ceiling Fan(s)
Heating
Heating
Central, Electric, Heat Pump
Year Built
Year Built
2005
Stories
Stories
2
Garages
Garages
3
Parking
Parking
Driveway, Electric Vehicle Charging Station(s), Garage, Garage Door Opener, Garage Faces Side

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 Information

Property Details

Location

Address
14411 HAMPSHIRE BAY Circle
County
Orange
City
Winter Garden
Zip Code
34787
Subdivision
BAY ISLE 48 17
High School
West Orange High
Elementary School
SunRidge Elementary
MLS Area
34787 - Winter Garden/Oakland

Interior Features

Beds and Baths

Bedrooms
4
Full Bathrooms
3
Half Bathrooms
2

Building

Building Information

Square Feet
5,049
Year Built
2005
Stories
2
Construction
Block, Stucco
Foundation
Slab
Roof
Shingle
Builder Name
Toll Orlando LP

Financial

Special Conditions
None

Property Taxes

Tax Annual Amount
$11,924
Tax Year
2025

Homeowner Association

HOA Fee
$546
HOA Fee Frequency
Quarterly
STOCKWORTH REALTY GROUP, (407) 909-5900

Market Report for 34787

* The market data shown is based on available information from Multiple Listing Service (MLS) and/or public records. Data provided is for informational and educational purposes only and may not represent the full housing market. For more accurate information, consumers should consult a certified appraiser or licensed real estate agent.

*Average of $2,150 in rewards is calculated based on the purchase or sale of a home between $400,000 to $449,000. The median home price for all housing types is in the United States is $405,400 as of 2025 as reported by the National Association of Realtors® (NAR). The actual reward amount may vary depending on the purchase or sales price of the home. Please see the Lakeview Home Rewards program terms and conditions for more details. The National Association of Realtors® is a registered trademark of the National Association of Realtors®.

Source: Stellar MLS
Stellar MLS logo

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

For corrections to this data please contact Brytecore MLS Support.

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