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Maggie Li

I'm Maggie Li, a Newton, MA real estate agent serving first-time buyers, luxury clients and sellers across Greater Boston in English & Mandarin. Let's find your home.

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  • 1229 Centre Street, Newton Centre, MA, USA
  • (774) 222-0952
  • lyx0402@gmail.com

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© 2026 Maggie Li. All rights reserved.
Equal Housing Opportunity. Information deemed reliable but not guaranteed.

  1. Home
  2. Listings
  3. 59 Tuckernuck Ave, Oak Bluffs, MA 02557
Active
29 Days on market
59 Tuckernuck Ave Oak Bluffs — Photo 1 of 41

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

This Property
Size (SqFt) →Price →
This Property$1426/sqft
Local Avg (Oak Bluffs)$1264/sqft
13% AboveMarket Average

* Analysis is based on 12 actively listed and recently sold comparable properties strictly within Oak Bluffs, MA.

Property Details

Financials

Original Price$2,650,000
Annual Taxes$7,693

Parking

Garage0
Off-Street0

Interior Specifications

Total Rooms7
FireplacesNone
Flooring--
BasementUnfinished

Climate & Utilities

HeatingNone
CoolingNone
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionConventional (2x4-2x6)
RoofAsphalt/Composition Shingles
FoundationOther
ZoningR1

Property & Lot

Acres0.06
SqFt Lot2,614
Lot FeaturesLevel

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.

Full Oak Bluffs, MA market report ZIP 02557 market data
Listing Provided By

Listing Agent: Jennifer Dasilva

Listing Office: Compass

MLS® Number: 73553801

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