111 Eastville Avenue
$2,600,000
Lagoon/Harbor, Oak Bluffs, MA 02557
1 / 44
Single Family Residence in Lagoon/Harbor, Oak Bluffs
6 bedrooms
·
4 bathrooms
·
2400 SqFt
·
0.43 acres
·
MLS #36870
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.
Property highlights
Furnished
Water Views
Deck
Public Beach
Porch
Harbor View
Sand
Septic Tank
Cable
Town Water
Property Details
- Association Fee:
- Association Fee Includes:
- Basement:
- Fireplace Features:
- Flooring:
- Foundation Types:
- Frontage Type:
- Heating:
- Interior Features:
- Link MLS Comments:
- Lot Features:
- Parking Features:
- Possible Use:
- Assessed Building Value:
- Assessed Land Value:
- 0
- insulated Crawl Space
- 1
- 2
- Crawl space
- None
- Heat Pump
- AC,Ins,MiniSplit,OShFloor 1: This home radiates timeless charm and effortless comfort. The open-concept living room, dining area, and kitchen flow beautifully together, creating a warm and inviting gathering space. A generous window seat draws in natural light and offers the perfect spot to relax and unwind.
Just off the kitchen, step onto a private outdoor dining patio overlooking the Land Bank’s serene wooded landscape — an ideal setting for quiet mornings or evening entertaining.
On the first floor, one bedroom suite captures historic character with original wide-plank flooring, an authentic brick fireplace, and a spacious bath featuring a striking Italian marble shower. The second suite blends luxury and privacy, showcasing distinctive Canary wood floors, a private entrance, and an elegant Carrara marble bathroom.
Thoughtfully designed and rich in detail, this home seamlessly combines historic beauty with refined modern comfort.Floor 2: The second floor offers four comfortable bedrooms and two charming bathrooms, providing plenty of space for family and guests. A highlight of this level is the inviting lounge area, complete with comfortable seating, a flat-screen TV, and a refrigerator—perfect for relaxing or casual entertaining. One of the bedrooms opens to a private, shaded outdoor lounge, ideal for morning coffee or quiet reflection. An additional adjacent lounge area provides extra outdoor seating, perfect for enjoying gentle breezes and tranquil tree views.Floor 3: One of the home’s most impressive features is its expansive rooftop deck, complete with a gas firepit and a gas barbecue. This spectacular space is perfect for entertaining guests, hosting gatherings, or simply unwinding in style. Enjoy sunrise breakfasts or epic sunsets from this elevated entertainment area, where panoramic views create an unforgettable experience.
- Yes
- Plentiful Parking
- 1513700.00
- 771600.00
Price History
July 15, 2026
$2,600,000
July 01, 2020
$2,798,000
Tax Information
This property was most recently assessed in 2025. It has been assessed at a value of $2,285,300. The annual tax responsibility for this property is $4,144.
Contact an Agent
- Phone number
- (508) 696-7777
Property Location
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