Summer is well underway, but the window to own a spectacular oceanside haven on Martha’s Vineyard is still wide open. A newly listed blufftop property overlooking the Atlantic is now available for $12.4 million, offering a rare opportunity to secure a private retreat in one of the East Coast’s most cherished summer destinations.
This eight-bedroom, nine-bath Colonial-style estate, perched at the end of a quiet private road, was designed by architect Mark Hutker and constructed in 2017 by J.G. Early. The current owner, Paul Massey—known for his brief run in the 2017 New York City mayoral race—acquired the home from its longtime owners and reimagined it while preserving charming original touches, such as the farmhouse sink that still anchors the soft blue-toned kitchen.
Dubbed Big Bluff, the residence blends upscale amenities with a relaxed, beachside sensibility. The expansive great room features a casual breakfast nook with a built-in banquette, a cozy river-rock fireplace, and a wet bar that invites seamless entertaining. Sliding from the living area, a screened-in porch catches ocean breezes and connects the home to the outdoors.
The primary suite mirrors the home’s easygoing elegance, with another stone fireplace, a spa-like bathroom with dual vanities, and a raised soaking tub that frames the Atlantic beyond. A private balcony and open-air shower enhance the suite’s tranquility. The remaining seven bedrooms offer generous accommodations for guests, and the lower level rounds out the floorplan with a game room and gym. Adirondack chairs line the wraparound porches, where views stretch across manicured lawns to the sea. Though the property doesn’t include a pool, the exclusive East Chop Beach Club is just minutes away.
Martha’s Vineyard has long held its reputation as a magnet for creatives and public figures. Notables like Larry David, Spike Lee, and Carly Simon all maintain ties to the island. In recent years, Diane Sawyer parted with her 20-acre estate for just under $24 million, while a 30-acre compound once frequented by Barack and Michelle Obama hit the market at $39 million. That particular property was purchased by renowned architect Norman Foster in 2011 and thoroughly revamped to stand apart from the island’s classic clapboard cottages.
