233 East Chop Drive, Oak Bluffs

Perched high above the East Chop bluffs beside the historic lighthouse, this exceptional waterfront estate offers timeless character, breathtaking views, and an unmatched coastal setting. The main residence has beautifully preserved much of its original charm and features a gracious living room with a fireplace, a sun-filled sunroom, and a wraparound covered porch designed to take in the spectacular surroundings. The main house offers five bedrooms and three-and-a-half baths, while a detached two-car garage includes a private one-bedroom apartment above, ideal for guests or extended family. Nearly every room captures sweeping views of Vineyard Sound, where passing boats, ever-changing seascapes, and unforgettable sunsets create a remarkable backdrop. The beautifully landscaped grounds feature expansive lawns stretching to the edge of the bluffs, providing both privacy and dramatic scenery. Completing this rare offering are private steps to the shoreline, a deep-water pier, and a private mooring, an extraordinary opportunity to enjoy one of Martha’s Vineyard’s most coveted waterfront locations.

First Floor

Living room with fireplace, kitchen, sunroom, office, access to wrap around porch facing water. 1-bedroom / 1-bath

Second Floor

4 guest bedrooms and 2 hallway baths

Parking

Yes, driveway parking

Other Buildings

2-car garage with a bedroom, sitting area, full bath and kitchenette above

Second Dwelling

2-car garage with 1-bedroom, 1-bath and kitchenette above