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About This Home
This 6-bedroom, 4-bathroom single family at 111 Eastville Avenue in Oak Bluffs, MA is listed for $2,499,000 ($1,041 per sqft). Built in 1859, the home offers 2,400 sqft of living space on a 0.43 acres lot.
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.
Key Features
- Built in 1859
- 0.43 acre lot
- Fireplace
Property Details
Amenities
Monthly Cost Estimate
$13,365/mo
20% down · 6.5% · 30 years
Estimates only. Actual payments may vary.
Location
111 Eastville Avenue
Oak Bluffs, MA 02557
Features & Amenities
Interior Features
Exterior Features
Property Details
Flooring
Pool Features
Heating
Appliances
Questions & Answers
This 6-bedroom, 4-bathroom single family at 111 Eastville Avenue is listed at $2,499,000 ($1,041/sqft). The estimated monthly payment is $10,829 based on 20% down at 6.5% interest.
Key features include: Built in 1859, 0.43 acre lot, Fireplace. Interior Features: AC, Ins, MiniSplit. Exterior Features: WViews, Deck, PubBch.
This property is listed by Ed Charter and can be reached at 5086931111 or arrowheadhomes@gmail.com.


