Active

63 Days on market

26 Winthrop Ave Oak Bluffs — Photo 1 of 28

$839,000

26 Winthrop Ave, Oak Bluffs, MA 02557

Oak Bluffs, MA 02557

Beds

Baths

SqFt

804

Style

Single Family

Built

1950

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.

Market Value Analysis

This Property

Size (SqFt) →Price →

This Property$1044/sqft

Local Avg (Oak Bluffs)$1207/sqft

14% BelowMarket Average

* Analysis is based on 9 actively listed and recently sold comparable properties strictly within Oak Bluffs, MA.

Financials

Original Price$839,000

Annual Taxes$3,598

Parking

Garage0

Off-Street4

Interior Specifications

Total Rooms4

FireplacesNone

Flooring--

BasementPartial, Bulkhead

Climate & Utilities

HeatingForced Air, Oil

CoolingNone

WaterPublic

SewerPrivate Sewer

Building & Exterior

ConstructionFrame

RoofShingle

FoundationStone, Irregular, Other

ZoningR1

Property & Lot

Acres0.34

SqFt Lot14,810

Lot FeaturesWooded, Cleared

Amenities & Appliances

Electric Water Heater

Geography

Population

1,250

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$95K

U.S. Census Bureau, ACS 2023 5-Year Estimates (B19013)

Renter-Occupied Homes

31.1%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Dukes County

164 housing units permitted in the last 12 months (+80% vs the prior 12 months) — 35 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 402 sq ft (the lesser of 900 sq ft or half the 804 sq ft principal dwelling). Lot size: 14,810 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Full Oak Bluffs, MA market report ZIP 02557 market data

Listing Provided By

Listing Agent: Alisan Lohan Conway

Listing Office: Alisan Lohan - Conway Properties

MLS® Number: 73548644