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385 Barnes Road

$5,495,000

Lagoon/Harbor, Oak Bluffs, MA 02557

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Single Family Residence in Lagoon/Harbor, Oak Bluffs

3 bedrooms

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5 bathrooms

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3608 SqFt

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0.98 acres

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MLS #42465

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.

Property highlights

Furnished

Water Views

Porch

Patio

Private Pool

Hot Tub

Private Beach

Septic Tank

Cable

Town Water

Property Details

Association Fee:
Association Fee Includes:
Basement:
Designed for entertainingthe walk-out lower level features a denkitchenetteand wine cellarcomplemented by a billiards/game roombonus roomand direct outdoor access.
Fireplace Features:
Flooring:
Foundation Types:
Poured Concrete
Frontage Type:
Waterfront
Heating:
GFHA
Interior Features:
A,AC,Ins,Irr,OShFloor 1: Designed for both comfort and function, the main level includes a spacious vaulted living room with direct access to the pool terrace, a formal dining area, an open kitchen and more casual dining space with custom a wet bar, and a luxurious primary suite with a sitting area, a private bath with double vanity, soaking tub, and walk-in glass shower. There is a half bath in the front foyer entrance and another half bath as you enter the side entrance near the laundry room.Floor 2: From the foyer, an impressive open staircase leads to the second floor, featuring a cozy sitting area with built-in bookshelves, and lovely water views ~ an ideal lounging space. Two spacious bedrooms, each with a private en suite bath, complete this floor.
Link MLS Comments:
Coming from the rotary, 385 Barnes Road is on the left just after Tiffany Drive
Lot Features:
Professionally landscaped yard with pool and direct access to private beach
Parking Features:
Pea stone driveway
Possible Use:
Assessed Building Value:
2455400.00
Assessed Land Value:
2411800.00

Price History

April 07, 2026
$5,495,000

Tax Information

This property was most recently assessed in 2026. It has been assessed at a value of $4,867,200. The annual tax responsibility for this property is $24,287.

Contact an Agent
Phone number
(508) 696-7777

Property Location

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