Address
2 Winemack Street, Oak Bluffs, MA
Price
$ 1,095,000
Property Attributes
  • MLS#44805
  • TypeSingle Family
  • Listing Status A
  • CountyDUKES
  • CityOak Bluffs
  • Area3
  • NeighborhoodEast Chop
  • Zip02557
  • Style
  • Year Built1988
  • Taxes$ 4092
  • Price$ 1,095,000
  • Bedrooms3
  • Full Bathrooms2
  • Half Bathrooms0
  • Sqr Footage1456
  • Lot Size0.1147 Acres
Data Source:
LINK Marthas Vineyard
Property Description

Located at the southern end of Winemack Street, this inviting 3-bedroom, 2-bath Oak Bluffs home offers a quiet residential setting in a neighborhood of both year-round and seasonal homes, while remaining remarkably close to everything Oak Bluffs has to offer. Just approximately 1.2 miles from downtown, you’ll enjoy convenient access to the ferries, Oak Bluffs Harbor, beaches, shopping, restaurants, and all the attractions that make this area of Martha’s Vineyard so special. Martha’s Vineyard Hospital is also just a short two-minute drive away. Built in 1988, the home offers approximately 1,456 square feet of living area, with prefinished wood flooring in the living room and bedrooms. The roof is approximately 10 years old, and recent improvements have focused primarily on the basement, where the space has been transformed to expand the home’s usable living and recreational area. Whether you envision a TV room, game room, home office, exercise area, or a combination of uses, there are plenty of possibilities. A newly completed “doghouse”-style exterior basement entry provides convenient direct access to the lower level. The first and second floors would benefit from a little TLC and personal touches to brighten and refresh the space, providing a great opportunity for the next owner to make the home their own. Outside, the property offers a small, manageable yard with off-street parking, along with a classic Vineyard outdoor shower—a favorite feature after a day at the beach and something many consider a must-have for Island living. Set on a 5,000-square-foot lot, the property offers the best of both worlds—a quieter location at the Eastville side of Winemack Street while still being just minutes from downtown Oak Bluffs. Title 5 System failed, Seller is offering a credit at closing to help with costs(to be determined). Prequalification letter from your lending source or proof of funds required. Owner and tenants currently occupy the home; 24-hour notice for showings is preferred.

Price History
8/12/2026 Listed $1,195,000
8/22/2026 8$1,095,000

General Features

Sewer Septic Tank
Heating GFHW
Utilities Cbl
Appliances Stove: yes , gas,Washer: yes
Zoning R1
Year Built 1988
View None
Property Subtype Single Family Residence
Tax Year 2026
Property Type 1 Family
Total Rooms 4
Full Baths 2
Status A
City Oak Bluffs
MLS Area 3
Lot Size Square Feet 5000
Tax Annual Amount 4092.34
Building Area Units Square Feet
Standard Status Active
Tax Assessed Value 471400
TaxOtherAnnualAssessmentAmount 527300
Tax Lot 126
Year Built Effective 2025

Interior Features

Interior Amenities Ins,OSh,Floor 1: Open concept, living room, dining room , kitchen, a full bath, and bedroom.,Floor 2: 2 more bedrooms with a shared full bathroom
Basement Full Basement recently renovated to add more living space
Flooring 2
Furnished Y/N Furnished
Fireplace Features no
Fireplace Y/N false
Total Bedrooms 3
Main Level Bedrooms 1

Exterior Features

Exterior Amenities PubBch,Deck
Parking Features yes offstreet parking 2-3 cars
Lot Features yes
Water Source Town
Lot Size Area 0.1147
Foundation Details Pour cement,Partially finished with interior and exterior access
Building Area Total 1456
Lot Size Acres 0.1147
Frontage Type None

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Single Family Average in 02557

Price
AVG $2.72M
$1.1M
Taxes
AVG $10,526
$4,092
Year Built
AVG 1953
1988

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