14411 Hampshire Bay CircleWinter Garden, FL 34787Price: $895,000

  • Price: $895,000
  • Est. Mortgage of $/month
  • 1 Day on Market
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Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
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14411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 3478714411 Hampshire Bay Circle Winter Garden FL 34787
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  • 4Bedrooms
  • 0.3Acreage
  • 5Bathrooms
  • 2005Year Built
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.
Listing Courtesy of STOCKWORTH REALTY GROUP

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More Info

Location Information

  • Road Frontage DescriptionAsphalt

School Information

  • Elementary SchoolSunRidge Elementary
  • High SchoolWest Orange High
  • Junior HighSunRidge Middle

Parking

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

Location

  • Address14411 Hampshire Bay Circle
  • AreaWinter Garden/Oakland
  • CountyOrange
  • Exterior Features French Doors, Outdoor Shower, Sidewalk
  • StateFL
  • SubdivisionBay Isle 48 17
  • TownWinter Garden
  • Township 22
  • Zip34787

Utilities

  • Cooling Central Air
  • Heating Central, Electric, Heat Pump
  • Laundry Features Inside, Laundry Room
  • Sewer Public Sewer
  • Utilities
    • BB/HS Internet Available
    • Cable Available
    • Electricity Connected
    • Sewer Connected
    • Underground Utilities
    • Water Connected
  • Water Source Public

Water Body

  • MFR Water Access YN Yes
  • Pool Private YN Yes
  • Water AccessLake
  • Water Body Name BLACK LAKE
  • Water ViewNo

Basic Information

  • List Price$895,000
  • ListingContractDate2026-06-05
  • MLS NumberO6413972
  • Mls Status Active
  • OriginalListPrice895000
  • PostalCodePlus45902
  • PublicSurveyRange27
  • StatusACT

Rooms

  • Bedrooms4
  • Full Bath3
  • Half Baths2
  • MFR Additional Rooms Breakfast Room Separate, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility, Loft, Media Room

Property

  • Builder Name Toll Orlando LP
  • ZoningR-1

Interior

  • Flooring Carpet, Laminate, Tile
  • Furnished Unfurnished

Property Information

  • Acreage0.3
  • Attached Garage YN Yes
  • Building Area Total 5,049
  • BuildingAreaUnitsSquare Feet
  • LivingAreaUnitsSquare Feet
  • Lot DescriptionCity Limits, Level, Sidewalk, Paved, Private
  • Lot Size Dimensions 100x130
  • Lot Size Square Feet 13,000
  • MFR Living Area Meters 372
  • MFR Lot Size Square Meters 1208
  • MFR Total Acreage 1/4 to less than 1/2
  • MFR Water Extras Fishing Pier
  • Square Feet4,010

Other

  • Building Area Source Public Records
  • Date Listed06/05/2026
  • MFR Additional Lease Restrictions No short term rentals allowed. Buyer to confirm any lease restrictions through HOA and City
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code X
  • MFR Minimum Lease 1-2 Years
  • Status Change Timestamp2026-06-06T02:41:15
  • Vegetation Mature Landscaping, Trees/Landscaped

Tax Information

  • Association Fee $546
  • Association Fee Frequency Quarterly
  • Fees$2,185
  • MFR Association Fee Requirement Required
  • Monthly HOA Amount $182
  • Tax Year 2025
  • Taxes$11,923
  • Total Monthly Fees $182

Basic Information

  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • Virtual TourView Tour

Building

  • Bathroom5
  • Construction Materials Block, Stucco
  • Foundation Details Slab
  • GarageYes
  • Garage Spaces3
  • Levels Two
  • Patio And Porch Features Covered, Patio, Rear Porch, Screened
  • RoofShingle
  • Rooms15
  • Stories2
  • Window Features Blinds
  • Year Built2005

Amenities

  • Appliances IncludedBuilt-In Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave, Range Hood, Refrigerator
  • Association Amenities Gated, Park, Playground
  • Association Fee Includes Private Road, Recreational Facilities
  • Association YN Yes
  • Community Features
    • Association Recreation - Owned
    • Deed Restrictions
    • Irrigation-Reclaimed Water
    • Park
    • Playground
    • Sidewalks
    • Street Lights
  • MFR Pet Restrictions Buyer to confirm any pet restrictions through HOA and City
  • Other AmenitiesGarden, Pool
  • Other Equipment Irrigation Equipment
  • PetsYes
  • Pool Features Gunite, In Ground, Salt Water, Screen Enclosure, Tile
  • Security Features Smoke Detector(s)
  • Spa Features In Ground
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 6, 2026 7:33 AM EDT. 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. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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