2 Winemack StreetOak Bluffs, MA 02557MLS Number 22603994

  • Price: $1,195,000
  • Est. Mortgage of $/month
  • 5 Days on Market
$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Aug 13, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • 3Bedrooms
  • 0.11Acreage
  • 2Bathrooms
  • 1988Year Built
Open House
2 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 025572 Winemack Street Oak Bluffs MA 02557
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Cape Coastal Sotheby's International Realty
Cape Coastal Sotheby's International Realty
Office: 508-477-6688
540 Falmouth Road (Mashpee Rotary)
Mashpee, MA 02649
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 cover 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.

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Open Houses

August 18th
Starts: 10:00am
Ends: 11:00am

More Info

Location Information

  • Directions Off New York Ave, Winemack Street, turn at the yellow stucco house, see Ocean Park sign

Parking

  • Parking Features Driveway, Unpaved
  • Parking Spaces3

Location

  • Address2 Winemack Street
  • Building Number2
  • CountyDukes
  • StateMA
  • StreetWinemack Street
  • TownOak Bluffs
  • Zip02557

Exterior

  • Exterior Features Outdoor Shower
  • RoofAsphalt, Pitched

Property Information

  • Lot Size Square Feet 5,000
  • Lot Size Units Acres
  • Square Feet2,173

Basic Information

  • Mls Area Major Oak Bluffs
  • Mls Status Active
  • Parcel Number OAKB M:0004 B:0126 L:000

Basic Information

  • List Price$1,195,000
  • Cape Cod22603994
  • Modification Date08/16/2026
  • Property SubTypeSingle Family Residence

Property

  • Acreage0.11

Interior

  • Flooring Other, Laminate, Tile
  • Interior Features Attic Storage

Utilities

  • Heating Propane
  • Heating YN Yes
  • Water Source Public

Other

  • Date Listed08/12/2026
  • Special Listing Conditions Standard

Tax Information

  • Tax Assessed Value $998,700
  • Tax Year 2026
  • Taxes$4,092

Rooms

  • Bathroom2
  • Bathrooms Total Decimal 2
  • Bedrooms3
  • Full Bath2
  • Laundry Features Electric Dryer

Building

  • BasementFinished
  • Building Area Units Square Feet
  • Construction Materials Shingle Siding
  • Patio And Porch Features Deck
  • Rooms4
  • Year Built1988

Amenities

  • Appliances IncludedDishwasher, Microwave, Gas Range, Refrigerator, Range Hood, Washer, Propane Gas, Tankless Water Heater
  • Other AmenitiesBasement

Driving Directions

Listed by Rene A Ben David of Ocean Park Realty,Inc.

Oak Bluffs, MA Demographics

There is no data available

Oak Bluffs, MA Real Estate Market Data

There is no data available

Oak Bluffs, MA Schools

School NameDistanceTypeGrades

broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Cape Coastal Sotheby's International Realty are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Cape Coastal Sotheby's International Realty shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated August 16, 2026 8:25 AM UTC. All properties are subject to prior sale, changes, or withdrawal.

Cape Coastal Sotheby's International Realty has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.

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