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14411 HAMPSHIRE BAY CIRCLE WINTER GARDEN FL 34787

$895,000
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14411 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787 - MLS#MFRO6413972 14411 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787 - MLS#MFRO6413972 14411 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787 - MLS#MFRO6413972 14411 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787 - MLS#MFRO6413972

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 14411 Hampshire Bay Cir

4 Bedrooms
3/2 Bathrooms
3 Car Garage
5,049 Square Feet
4,010SF Living Area
Pool:
Yes
Water: None
Year Built 2005
Listed For 1 Days

Don't miss this home for sale in Bay Isle! 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.

This lovely single family home was built in 2005 and features 4 bedrooms, and 3 full bathrooms plus 2 half baths. This home for sale is 5,049 square feet, with 4,010 sq ft being air conditioned living space. The home has a 3 car garage and has a private swimming pool.

Directions to this property are as follows: 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.

Please contact your BEX agent for more information about MLS# MFRO6413972 or any other homes for sale in Winter Garden or elsewhere in the Orange County area.

Features & Amenities

Appliances

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

Other Equipment

Irrigation Equipment

Cooling

Central Air

Heating

Central, Electric, Heat Pump

Flooring

Carpet, Laminate, Tile

Parking

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

Lot Dimensions

100x130

Lot Size

13000

View

view

Construction Materials

Block, Stucco

Security Features

Smoke Detector(s)

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)

Furnished

Unfurnished

Exterior Features

French Doors, Outdoor Shower, Sidewalk

Lot Features

City Limits, Level, Sidewalk, Paved, Private

Builder Name

Toll Orlando LP

Patio And Porch Features

Covered, Patio, Rear Porch, Screened

Pool Features

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

Roof

Shingle

Window Features

Blinds

Utilities

B B/H S Internet Available, Cable Available, Electricity Connected, Sewer Connected, Underground Utilities, Water Connected

Water Body Name

B L A C K L A K E

Laundry

Inside, Laundry Room

Spa Features

In Ground

Zoning

R-1

Year Built

2005

Pets Allowed

Yes

Annual Real Estate Taxes

$11,924 (2025)

Legal Description

Bay Isle 48/16 Lot 5

Property Type

Single Family Home

HOA Fees

$546 /Quarterly

Association Fee Includes

Private Road, Recreational Facilities

Association Amenities

Gated, Park, Playground

Community Features

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

Direction Faces

North

MLS Number

MFRO6413972

Universal Property Id

U S-12095-N-342227016200050-R-N

Days On Market

1

Community Name

Bay Isle 48 17

Property Manager

Bay Isle at Black Lake Homeowners Assn: c/o H M I 407-392-1533

14411 Hampshire Bay Circle Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 14411 Hampshire Bay Cir should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2025 which are $11,924 but will likely change when this home sells. These estimations are calculated from a list price of $895,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 14411 Hampshire Bay Circle

Address Sale Price Bed Bth Size Location Sale Date
5210 Citrus Leaf Boulevard, Winter Garden, FL 34787 $Log in to view 3 3/0 3,932SF Silverleaf Reserve At Hamlin Phase 2a 05/08/2026

MLS# MFRO6413972 Listing History

06/05/2026 Listed for sale by STOCKWORTH REALTY GROUP with MLS# MFRO6413972 with a list price of $895,000.

Orange County Schools

Elementary School

Middle School

This listing of 14411 Hampshire Bay Circle Winter Garden FL 34787 was last updated on 2026-06-06 08:12:04. Listing courtesy of STOCKWORTH REALTY GROUP.
MLS

Map of 14411 Hampshire Bay Circle Winter Garden FL 34787

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

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