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150 East Chop Drive

$8,900,000

East Chop, Oak Bluffs, MA 02575

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8 beds

8 baths

16 rooms

8,170 SqFt

MLS #44397

BIG BLUFF- Recognized for its architectural significance and featured in leading design publications, this home stands as one of the Vineyard’s most notable coastal residences. Set along the prestigious shoreline of East Chop, this estate represents a rare convergence of architectural pedigree, craftsmanship, and irreplaceable setting. Designed by Hutker Architects, built by J.G. Early, and landscape designed by Dan Gordon Landscape Architects, the home reflects a level of design and craftsmanship virtually impossible to replicate today. Originally conceived as a generational estate, the residence pairs exceptional craftsmanship with modern construction designed to withstand decades of coastal exposure. From artisan millwork to landscapes seamlessly integrated into the natural surroundings, every element was purposefully considered. Spanning over 8,000+ square feet with eight bedrooms, the property offers expansive, light-filled living spaces oriented toward sweeping ocean views and effortless indoor-outdoor living. Ideally located just moments from the East Chop Beach Club, East Chop Tennis Club, and East Chop Yacht Club, this home places you at the center of one of the island’s most established and desirable enclaves.

Property highlights

Unfurnished

Screen Porch

Porch

Patio

Water Views

Gym

Septic Tank

Cable

Town Water

Property Details

Association Fee:
Association Fee Includes:
Basement:
A thoughtfully designed 1498 sq. ft. finished basement offers exceptional additional living spacefeaturing a dedicated media rooma fully equipped gym areaand a convenient half bath. This level also includes an oversized pantry for ample storageas well as well-organized utility spaces.
Fireplace Features:
5
Flooring:
3
Foundation Types:
Poured concrete
Frontage Type:
None
Heating:
Heat Pump
Interior Features:
A,AC,Ins,Irr,Media,OSh,WdStoveFloor 1: An open-concept living room, dining area, and kitchen are framed by abundant windows that flood the space with natural light and showcase picturesque views, connecting you to the expansive front deck and screened porch, ideal for indoor-outdoor living. The first floor also features a well-appointed bedroom with an ensuite bath, a dedicated laundry room, and a versatile sitting room perfect for relaxing or additional entertaining space.Floor 2: The second floor features six well-thought-out bedrooms, offering ample accommodations for family and guests. This level is further enhanced by a dedicated office ideal for working remotely, and a comfortable sitting room that provides a quiet retreat for reading, relaxation, or additional living space.
Link MLS Comments:
From Oak Bluffs Harbor, take your first right onto East Chop Drive. Continue along East Chop Drive, and when you reach the barrier, take a left onto Brewster Road. Then take a right onto Harrison Avenue, and the house will be on your right.
Lot Features:
Professionally landscaped. Designed by Dan Gordon
Parking Features:
Private parking court
Possible Use:
Assessed Building Value:
8140600.00
Assessed Land Value:
4047900.00

Price History

May 07, 2026
$8,900,000

Tax Information

This property was most recently assessed in 2026. It has been assessed at a value of $12,188,500. The annual tax responsibility for this property is $60,821.

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©2026 LINK, All Rights Reserved. Not responsible for misinformation or typographical errors. Prices are subject to change without notice. Listed by Compass LLC.