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385 Barnes Road, Oak Bluffs

$5,495,000

SPECTACULAR WATERFRONT ESCAPE WITH POOL AND UNFORGETTABLE SUNSETS. Set along a coveted stretch of Lagoon frontage, this beautifully designed waterfront home captures the essence of relaxed luxury on Martha’s Vineyard. With 125 feet of private sandy beachfront and over 5,400 square feet of living space across three levels, the property is thoughtfully oriented to maximize light, views, and connection to the outdoors.

The main living spaces are both dramatic and inviting, with high ceilings, skylights, and walls of glass that frame the ever-changing water views. A central staircase and classic columns define the space, with a decorative stone fireplace providing a natural focal point and warmth.

A true chef’s kitchen is equipped with stainless steel appliances, expansive stone counter space, custom cabinetry and an oversized island. A wet bar featuring a beverage refrigerator and ice maker enhances the entertaining flow, while a more casual dining area provides a comfortable setting for hosting.

The home includes three spacious ensuite bedrooms. The primary suite is privately situated and enjoys water views, direct access to the pool terrace, and a luxurious bath with soaking tub, double vanity, and glass-enclosed shower. Two additional en suite bedrooms are located on the second level, along with an open sitting area that overlooks the main living room below. Designed with entertaining in mind, the lower level features a billiards/game room, den, bonus room, kitchenette, wine storage, and flexible room for a gym or additional use.

Outdoor living is a highlight of this fabulous property, with a heated pool and spa set within a bluestone terrace, and an outdoor kitchen area ready for your custom design and choice of appliances. This space is perfect under the open sky with multiple areas for lounging. The calm Lagoon waters are just steps away and offer ideal conditions for swimming, paddling, boating, and clamming, with the ability to secure a mooring. The Lagoon is known for some of the best steamers, littlenecks, and cherry stones on the Island. In fact, there is a huge clam bed in the Lagoon right behind the house off the private beach.

Offered furnished, with a proven strong rental history, this property also enjoys a 2-car garage and is a rare offering combining privacy, comfort, and exceptional waterfront living.

HIGHLIGHTS

Link ID 42465
Bedrooms 3
Baths 4
Half Baths 3
Rooms 11
Living Space 3608
Acreage 0.98
Water Frontage Waterfront
Waterview
Yes
Private|Assoc Beach
Yes

FEATURES AND AMENITIES

Link ID
42465
Price
$5,495,000
Bedrooms
3
Baths
4
Half Baths
3
Rooms
11
Living Space
3608
Acreage
0.98
Zoning
R3
Water Frontage
Waterfront
Water
Town
Sewer
Septic Tank
Heat
GFHA
2026 Tax Assessment
$4,867,200
Building Assessment
$2,455,400
Land Assessment
$2,411,800
Estimated Taxes
$24,287
Outdoor Spaces
Water Views
Porch
Patio
Private Pool
Hot Tub
Beach Access - Private
Year Built
2004
Fireplaces
None
Listing Broker
Donnelly + Co

385 Barnes Road, Oak Bluffs

Copyright 2026 LINK MV. All rights reserved. Information deemed reliable but is not guaranteed.
Buyer note, 2% Land Bank fee.
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