
59 Tuckernuck Ave Oak Bluffs — Photo 1 of 41
$2,650,000
59 Tuckernuck Ave, Oak Bluffs, MA 02557
Oak Bluffs, MA 02557
Beds
4
Baths
2.5
SqFt
1,858
Style
Single Family
Built
1900
Located in the heart of downtown Oak Bluffs, this charming updated home seamlessly blends classic Vineyard character with bright, modern comfort. Greeting you from the street is an expansive wraparound porch framed by vibrant hydrangeas and a cozy second-floor balcony. Step inside to an inviting open layout featuring crisp white paneled walls, exposed painted ceiling beams, and warm hardwood floors that create an airy, light-filled atmosphere. Designed for relaxed coastal living, this partially insulated retreat offers effortless indoor-outdoor flow and functional updates throughout. Enjoy an unbeatable location directly across the street from the neighborhood playgroud and just a short, scenic walk to pristine beaches, local dining, and the ferry terminal. Whether you are seeking a summer sanctuary or an investment property, this home delivers classic island living at its best! Showings on Saturdays 1-3pm only beginning August 1.
Market Value Analysis
* Analysis is based on 9 actively listed and recently sold comparable properties strictly within Oak Bluffs, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
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: 900 sq ft (the lesser of 900 sq ft or half the 1,858 sq ft principal dwelling). Lot size: 2,614 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.
Listing Agent: Jennifer Dasilva
Listing Office: Compass
MLS® Number: 73553801
Browse More Homes in Oak Bluffs
Explore other active listings in the area.
$3,100,0006 Brewster AveOak Bluffs, MA4 bd3 ba1,728 sqft
$1,750,00028 Grovedale RoadOak Bluffs, MA3 bd4 ba2,376 sqft
$789,00024 Towanticut StOak Bluffs, MA
$1,295,0003 Troy StreetOak Bluffs, MA3 bd2 ba1,863 sqft
$2,195,000312 East Chop DriveOak Bluffs, MA3 bd4 ba1,425 sqft
$1,875,00033 Vineyard AveOak Bluffs, MA3 bd3 ba1,431 sqft