150 East Chop Drive, Oak Bluffs MA 02575

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.

Listing Courtesy of Compass LLC

DETAILS

Mls Id
44397
Status
Active
Bedrooms
8
Full Baths
7
Half Baths
2
Appliances
Stove: THERMADOR, Washer: LG
Water Source
Town
Flooring
3
Foundation
Poured concrete
Year Built
2018
Exterior Features
Porch - Screened, Porch, Patio, Water Views, Gym
Other Structures
A 576 sq. ft. attached garage offers generous space for vehicles, storage, and seasonal equipment, with convenient direct access to the home for added ease and functionality.
Parking Features
Private parking court
Sewer
Septic Tank
Heating
Heat Pump
Basement
A thoughtfully designed 1, 498 sq. ft. finished basement offers exceptional additional living space, featuring a dedicated media room, a fully equipped gym area, and a convenient half bath. This level also includes an oversized pantry for ample storage, as well as well-organized utility spaces.
Utilities
Cable
Lot Features
Professionally landscaped. Designed by Dan Gordon
View
Ocean
Interior Features
A,AC,Ins,Irr,Media,OSh,WdStove, Floor 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.
Furnished
Unfurnished
Zoning
RES
Listing Updated
Tuesday, May 19, 2026 at 4:12 PM