$839,000
26 Winthrop Ave
Oak Bluffs, MA, 02557
This little gem is waiting to be polished. Hidden behind a wall of vegetation on Winthrop Avenue, an ‘oasis’, with lots of potential. Existing one bedroom, two story house situated on a 1/3 Acre of land, a 14,810 sq.ft. level lot. Land is large enough for a house and guest house when meeting ZBA requirements, or build a new house and leave existing structure as an Accessory Dwelling Unit when in compliance Massachusetts ADU regulation – 760 CMR 71.00. Only .6 of a mile to Oak Bluffs Harbor and .5 mile to the top of Circuit Avenue! Title 5 Certification in place. Lot is in Zone II and will allow a total of two bedrooms with upgrade to an advanced treatment system. Just one house from Wesleyan Park or stroll to Harbor and Town. Empty and easy to show.
Property Details
Price:
$839,000
MLS #:
73548644
Status:
Active
Beds:
1
Baths:
1
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Jul 8, 2026
Finished Sq Ft:
804
Total Sq Ft:
804
Lot Size:
14,810 sqft / 0.34 acres (approx)
Year Built:
1950
Schools
Interior
Above Grade Finished Area
803
Appliances
Electric Water Heater
Bathrooms
1 Full Bathroom
Cooling
None
Heating
Forced Air, Oil
Exterior
Architectural Style
Cape
Construction Materials
Frame
Lot Features
Wooded, Cleared
Open Parking Spaces
4
Parking Features
Off Street
Parking Spots
4
Parking Total
4
Roof
Shingle
Financial
Tax Year
2025
Taxes
$3,598
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Oak Bluffs as of Jul 17, 2026
25
Single Family Listed
173
Avg DOM
1,100
Avg $ / SqFt
$2,248,080
Avg List Price
Community
- Address26 Winthrop Ave Oak Bluffs MA
- CityOak Bluffs
- CountyDukes
- Zip Code02557
Subdivisions in Oak Bluffs
Similar Listings Nearby
Property Summary
- 26 Winthrop Ave Oak Bluffs MA is a Single Family for sale in Oak Bluffs, MA, 02557. It is listed for $839,000 and features 1 beds, 1 baths, and has approximately 804 square feet of living space, and was originally constructed in 1950. The current price per square foot is $1,044. The average price per square foot for Single Family listings in Oak Bluffs is $1,100. The average listing price for Single Family in Oak Bluffs is $2,248,080. To schedule a showing of MLS#73548644 at 26 Winthrop Ave in Oak Bluffs, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Alisan Lohan – Conway Properties. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
26 Winthrop Ave
Oak Bluffs, MA































