102 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

Investment Analysis — 312 East Chop Drive

Oak Bluffs, MA 02557 — East Chop

Based on HUD Small Area Fair Market Rent for Dukes County, MA, a 3-bedroom in 02557 carries an estimated $3,210/mo in gross rent — about a 0.91% cap rate and $20,047/yr in estimated NOI at the $2,195,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

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

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.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

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

Listing Provided By

Listing Agent: Alyssa Halisky

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

MLS® Number: 73529130