Active Under Contract
98 Days on market
312 East Chop Drive Oak Bluffs — Photo 1 of 37

312 East Chop Drive Oak Bluffs — Photo 1 of 37

Recent Drop: $100,000

$2,295,000
$2,195,000

$2,195,000

312 East Chop Drive, Oak Bluffs, MA 02557

Oak Bluffs, MA 02557 — East Chop

Beds

3

Baths

3

SqFt

1,425

Style

Single Family

Built

1900

“The Doll House” is a landmark East Chop waterfront retreat overlooking Crystal Lake with sweeping views of Vineyard Sound. Originally a charming fishing cottage, this iconic property has been thoughtfully renovated and meticulously maintained, blending timeless Vineyard character with modern comfort. Surrounded by lush hydrangea and perennial gardens, the property boasts nearly 150 feet of Crystal Lake frontage, offering swimming, kayaking, and paddleboarding from your backyard. The main house features a welcoming sun porch, living room with a stone fireplace, light-filled primary bedroom with water views, and an updated kitchen and dining area with brick floors and a built-in window seat. French doors open to a spacious lawn and a charming former boathouse converted into a unique dining pavilion. Additional highlights include a rooftop deck with panoramic water views, guest cottage, outdoor shower, garage with office, and garden shed. A quintessential Martha’s Vineyard waterfront esc

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$1540/sqft
Local Avg (Oak Bluffs)$1152/sqft
34% AboveMarket Average

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

Property Details

Financials

Original Price$2,295,000
Annual Taxes$9,227.51

Parking

Garage1
Off-Street4

Interior Specifications

Total Rooms10
Fireplaces1
FlooringWood, Brick
BasementNone

Climate & Utilities

HeatingPropane
CoolingNone
WaterPublic
SewerPrivate Sewer

Building & Exterior

Construction--
RoofShingle
FoundationSlab
ZoningR2

Property & Lot

Acres0.25
SqFt Lot10,899
Lot FeaturesLevel

Amenities & Appliances

Tankless Water Heater • Range • Dishwasher • Refrigerator

Geography

Property History

Price Drop
$2,195,000

Was $2,295,000

Aug 23, 2026

MLS® 73529130

Listed
$2,295,000

Jun 3, 2026

MLS® 73529130

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: 713 sq ft (the lesser of 900 sq ft or half the 1,425 sq ft principal dwelling). Lot size: 10,899 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 Provided By

Listing Agent: Alyssa Halisky

Listing Office: Wallace & Co. Sotheby's International Realty

MLS® Number: 73529130

Browse More Homes in Oak Bluffs

Explore other active listings in the area.