FL
Orange
WINTER GARDEN
34787
14411 HAMPSHIRE BAY CIRCLE
14411 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787
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Listing Type
Single Family
Listing Status
Active
0
$895,000

Home Details for 14411 HAMPSHIRE BAY CIRCLE

Price
$895,000
Type
Residential
Bedrooms
4
Total Bathrooms
5
Full Bathrooms
3
Half Bathrooms
2
Square feet
4010
Year built
2005
Lot size acres
0.3
County
Orange
Total rooms
15
Garage
3
MLS Listing#
O6413972
Hoa
546.25
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.

Property Features
  • Parking
    • Driveway
    • Electric Vehicle Charging Station(s)
    • Garage Door Opener
    • Garage Faces Side
    • Garage
    • Attached
  • House Interior
    • Crown Molding
    • High Ceilings
    • Open Floorplan
    • Stone Counters
    • Walk-In Closet(s)
  • Utilities
    • Cable Available
    • Electricity Connected
    • Sewer Connected
    • Underground Utilities
    • Water Connected
  • Heating Information
    • Central
    • Electric
    • Heat Pump
  • Waterfront and Water Access
    • Lake Privileges
  • Cooling Information
    • Central Air
  • Water Features
    • Public
  • Garage
    • 1
School Information
School Information for 14411 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787
Elementary School
SunRidge Elementary
Middle School
SunRidge Middle
High School
West Orange High
Listing Courtesy: STOCKWORTH REALTY GROUP - 407-909-5900
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.
Last Updated: 2026-06-06 05:10:24
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EXIT REALTY 4CORNERS
49503 Hwy 27 Unit B, Davenport, FL 33897
Kregg Smith
License #: BK3302418
License #: 10301223973
Associate Broker
Office
863 344 3948
Agent
607 235 6515
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