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111 Eastville Avenue, Oak Bluffs

$2,499,000

LARGE PRICE DROP.
THIS IS A PERFECT LOCATION FOR WEDDING PARTIES.
Just steps from the beach and minutes to both Oak Bluffs and Vineyard Haven, this fully furnished, turnkey coastal retreat offers an exceptional location paired with a strong, proven rental history.

Set on an oversized lot just two parcels from the shoreline, the home features six bedrooms and four bathrooms, providing generous accommodations for family, friends, and guests.
From the EXPANSIVE ROOFTOP entertainment deck, enjoy sweeping 180-degree water views of Vineyard Haven Harbor — a spectacular vantage point for watching ferries and sailboats glide by at sunset.

Originally built in 1859 by noted whaling captain Shaw Norris, this classic Greek Revival residence seamlessly blends historic character with modern luxury. Extensive renovations — including a new roof, siding, trim, and all-new mechanical systems — have transformed the property into a home that lives like new construction while preserving its architectural integrity, ensuring peace of mind for years to come.

The open-concept first floor is thoughtfully designed for effortless entertaining, anchored by a gourmet kitchen that flows seamlessly to a private outdoor dining area. Two first-floor ensuite bedrooms provide exceptional flexibility: one showcasing original architectural details and a historic hearth, the other offering a private entrance and a secluded patio porch.

Upstairs, a comfortable lounge opens to a spacious recreation area, creating the ideal setting for gathering and relaxation. Land Bank–protected parcels on two sides of the property enhance privacy and preserve the serene coastal setting.

Whether you’re seeking a high-performing investment property or a generational family compound, this one-of-a-kind residence offers timeless charm, breathtaking water views, and modern comfort in a premier Martha's Vineyard location.

Broker has an ownership interest in the property.

HIGHLIGHTS

Link ID 36870
Bedrooms 6
Baths 4
Rooms 10
Living Space 2400
Acreage 0.43
Waterview
Yes

FEATURES AND AMENITIES

Link ID
36870
Price
$2,499,000
Baths
4
Rooms
10
Living Space
2400
Acreage
0.43
Zoning
R1
Water
Town
Sewer
Septic Tank
Heat
Heat Pump
2025 Tax Assessment
$2,285,300
Building Assessment
$1,513,700
Land Assessment
$771,600
Estimated Taxes
$4,144
Outdoor Spaces
Water Views
Deck
Beach Access - Public
Porch
Year Built
1859
Fireplaces
1
Flooring
2
Listing Broker
Arrowhead Homes

111 Eastville Avenue, 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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