14411 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, Orange, Residential Lease
- $6,000
- $6,000
Overview
- Single Family Residence
- 4
- 4
- 3
- 4010 Square Feet
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.
Address
Open on Google Maps-
Address: HAMPSHIRE BAY
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City: WINTER GARDEN
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State/county: Orange
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Zip/Postal Code: 34787
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Area: BAY ISLE 48 17
Details
Updated on August 5, 2026 at 9:56 am-
Property ID O6430003
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Price $6,000
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Property Size 4010 Square Feet
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Land Area 0.3 Square Feet
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Bedrooms 4
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Bathrooms 4
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Garages 3
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Year Built 2005
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Type Single Family Residence
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Property Status Residential Lease, Active
Additional details
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AssociationAmenities Gated, Park, Playground
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BathroomsFull 3
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BathroomsHalf 2
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BuilderName Toll Orlando LP
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BuildingAreaTotal 5049
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CommunityFeatures Dock, Water Access, Association Recreation - Owned, Irrigation-Reclaimed Water, Park, Playground, Sidewalks
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ContractStatusChangeDate 2026-08-04
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Cooling Central Air
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CoveredSpaces 3
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CumulativeDaysOnMarket 1
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DaysOnMarket 1
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DirectionFaces North
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Directions 429 to exit for 535/Stoneybrook Parkway head north and first Left onto Winter Garden/Vineland Road, through roundabout to first left at Bay Isle. Through gate turn left and home around curve on left.
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ElementarySchool SunRidge Elementary
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Flooring Carpet, Laminate, Tile
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Furnished Unfurnished
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Heating Central, Electric, Heat Pump
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HighSchool West Orange High
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InternetAddressDisplayYN 1
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InternetEntireListingDisplayYN 1
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LaundryFeatures Inside, Laundry Room
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LeaseTerm 12 Months
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Levels Two
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ListAOR Orlando Regional
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ListAgentAOR Orlando Regional
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ListAgentEmail jbettosini@stockworth.com
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ListAgentFullName Julie Bettosini, PA
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ListAgentKey 7608f19aa5ee80304899b28fdebe1638
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ListAgentMlsId 261069744
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ListAgentPreferredPhone 321-689-9594
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ListOfficeKey aea803d1d1b30a69bf95149f12fd0711
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ListOfficeMlsId 50198
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ListOfficeName STOCKWORTH REALTY GROUP
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ListOfficePhone 407-909-5900
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ListingContractDate 2026-08-04
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ListingKey f27db39174476d9b946e022b6fa41498
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LivingAreaSource Public Records
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LotFeatures City Lot, Level, Sidewalk
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LotSizeArea 13000
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LotSizeDimensions 100 x 130
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LotSizeSquareFeet 13000
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MLSAreaMajor 34787 - Winter Garden/Oakland
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MiddleOrJuniorSchool SunRidge Middle
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MlsStatus Active
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ModificationTimestamp August 5, 2026 at 07:51am
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OnMarketDate 2026-08-04
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OriginalEntryTimestamp August 5, 2026 at 01:49am
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OriginalListPrice 6000
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OriginatingSystemKey stellar
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OriginatingSystemName Stellar MLS
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ParcelNumber 342227016200050
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ParkingFeatures Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side
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PatioAndPorchFeatures Covered, Patio, Rear Porch, Screened
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PetsAllowed Yes
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PhotosChangeTimestamp August 5, 2026 at 01:56am
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PhotosCount 72
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PoolFeatures Gunite, In Ground, Salt Water, Screen Enclosure, Tile
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PostalCode 34787
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PostalCodePlus4 5902
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RoadFrontageType Street Paved, Private Road
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RoadSurfaceType Paved, Asphalt
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RoomsTotal 15
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SecurityFeatures Smoke Detector(s)
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Sewer Public Sewer
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SourceSystemKey 801648507
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SpaFeatures In Ground
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StateOrProvince FL
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StatusChangeTimestamp August 5, 2026 at 01:49am
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StoriesTotal 2
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StreetName HAMPSHIRE BAY
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StreetNumber 14411
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StreetNumberNumeric 14411
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StreetSuffix CIRCLE
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Utilities BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Street Lights, Underground Utilities, Water Connected
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WaterBodyName BLACK LAKE
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WaterSource Public
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WindowFeatures Blinds
Features
- Built-In Oven
- Ceiling Fan(s)
- Cooktop
- Crown Molding
- Dishwasher
- Disposal
- Electric Water Heater
- French Doors
- Garage Attached
- Has Cooling System
- Has Garage
- Has Heating System
- Has Pool
- High Ceilings
- Home Owners Association
- Irrigation System
- Kitchen/Family Room Combo
- Microwave
- Open Floorplan
- Open Parking
- Outdoor Shower
- Primary Bedroom Main Floor
- Range Hood
- Refrigerator
- Sidewalk
- Solid Wood Cabinets
- Spa
- Split Bedroom
- Stone Counters
- Thermostat
- Walk-In Closet(s)
360° Virtual Tour
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