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59 Hagerty Drive

$6,150,000

West Chop, Vineyard Haven, MA 02568

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Single Family Residence in West Chop, Vineyard Haven

6 bedrooms

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6 bathrooms

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5034 SqFt

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1.15 acres

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MLS #44845

Tucked away on a quiet street in coveted West Chop, this pristine property offers exceptional privacy, stunning scenery, and easy access to downtown Vineyard Haven. Designed for effortless indoor-outdoor living, this sophisticated compound combines timeless charm with every modern amenity. The first floor features an inviting open-concept layout ideal for both relaxed family living and entertaining. The kitchen overlooks the dining area, an intimate sitting area, and a versatile game and reading area beyond. The spacious TV and family room features custom built-in bookcases and French doors that open onto a bluestone patio and the pool area beyond. A generous screened porch provides additional living space. Completing the first floor is a large guest bedroom with an ensuite bath, along with a powder room, pantry, mudroom, and laundry room. Upstairs, the gracious primary suite features vaulted ceilings, a sitting area, and a luxurious bath with a soaking tub. There are two additional guest bedrooms, each with an ensuite bath. A private sun deck overlooks the pool and beautifully landscaped grounds, offering a wonderful spot to relax and enjoy distant water views. A dedicated office with water views toward Woods Hole and the Elizabeth Islands provides an inspiring setting for work or quiet retreat. Above the garage, a separate one-bedroom apartment offers a full kitchen, bath, and laundry, with convenient interior and exterior access. The living space in the apartment is currently being used as the sixth bedroom. Outside, the property transforms into a private oasis. The upper garden patio features an inviting sofa seating, while a stone staircase leads down to the heated 20' x 40' pool with spa. The expansive pool terrace is furnished with comfortable loungers and the pool cabana provides additional seating and a welcome retreat from the sun, all surrounded by lush, mature plantings. Other amenities include a gym, two enclosed outside showers and a pool powder room. With its exceptional privacy, generous living spaces, water views, pool and cabana, guest accommodations, this stunning property is truly one of the Grand Dames of West Chop.

Property highlights

Unfurnished

Water Views

Deck

Garden

Patio

Porch

Screen Porch

Private Pool

Gym

Public Beach

Property Details

Association Fee:
Association Fee Includes:
Basement:
Full - Unfinished
Fireplace Features:
Flooring:
Hardwood, Tile and Carpet
Foundation Types:
Poured Concrete
Frontage Type:
None
Heating:
GFHA
Interior Features:
A,AC,Ins,Irr,OShFloor 1: The first floor features a spacious living room, dining area, sitting area, versatile game/reading area and kitchen. The screened porch provides additional living space. Completing the first floor is a large guest bedroom with an ensuite bath, along with a powder room, pantry, mudroom, and laundry room.Floor 2: The second floor is comprised of the primary suite with luxurious bath and two additional guest bedrooms, each with an ensuite bath. A large sun deck overlooks the pool as well as an office all with distant water views. Above the garage is a separate one-bedroom apartment with full kitchen, bath, laundry and convenient interior and exterior access. The living space in the apartment is currently being used as the sixth bedroom.
Link MLS Comments:
Franklin Street to Hagerty Drive. Property is 4th on the right.
Lot Features:
Manicured, sloped
Parking Features:
Yes
Possible Use:
Assessed Building Value:
3436100.00
Assessed Land Value:
956600.00

Price History

August 18, 2026
$6,150,000

Tax Information

This property was most recently assessed in 2026. It has been assessed at a value of $4,392,700. The annual tax responsibility for this property is $32,594.

Contact an Agent
Phone number
(508) 696-7777

Property Location

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