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312 E Chop Dr, Oak Bluffs, MA, 02557

3beds
2baths
1,425sqft
$2,295,000
$1,611price/sqft
$14,550/moest. monthly cost
$582,000/yrincome needed

About This Home

“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 impeccably maintained, blending timeless Vineyard character with modern comfort. Surrounded by lush landscaping and beautiful hydrangea and perennial gardens, the property boasts nearly 150 feet of Crystal Lake frontage, offering exceptional opportunities for swimming, kayaking, and paddleboarding directly from your backyard. The main residence features a welcoming sun porch, an inviting living room anchored by a stone fireplace, and a light-filled primary bedroom with tranquil water views. The updated kitchen and adjoining dining area showcase beautiful brick floors and a built-in window seat. French doors open from the kitchen to a spacious lawn designed for outdoor entertaining, complete with a charming former boathouse reimagined as a unique dining pavilion. A striking spiral staircase leads to an expansive rooftop deck, ideal for sunbathing, entertaining, and enjoying panoramic views of passing ferries and Vineyard sunsets. A separate guest cottage offers two additional bedrooms and a full bath. Additional amenities include a private outdoor shower, a one-car garage with attached office space, and a newly built garden shed. This iconic Oak Bluffs property is just a short bike ride to island beaches and the vibrant shops and restaurants of both Oak Bluffs and Vineyard Haven. A truly magical waterfront property offering the quintessential Martha’s Vineyard lifestyle.

Getting Around

13
WalkingCar-Dependent
0
TransitVery Limited Transit
24
BikeSomewhat Bikeable

Schools

Construction

Condition

  • Year built: 1900

Materials

  • Foundation: Slab

Notable Dates

  • Major remodel year: 2023

Type & Style

  • Home type: SingleFamily
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Stove: Gas Stove,Washer: Yes

Bedrooms & Bathrooms

  • Bedrooms: 3
  • Bathrooms: 2
  • Full bathrooms: 2
  • Main level bedrooms: 1

Features

  • Irr,OSh
  • Flooring: 1
  • Fireplace features: 1

Heating

  • Heating features: PMonitor

Interior Area

  • Total structure area: 1,425
  • Total interior livable area: 1,425 sqft

Property

Details

  • Parcel number: OAKBM0001B0059L000
  • Zoning: R2

Features

  • Exterior features: WViews,Deck,Garden,Porch,PvtBch,PubBch
  • Has view: Yes
  • View description: Ocean
  • Has water view: Yes
  • Water view: Ocean
  • On waterfront: Yes
  • Waterfront features: Waterfront
  • Frontage type: Waterfront

Lot

  • Lot size: 0.25 Acres
  • Features: Professionally landscaped yard. Waterfront on Crystal Lake

Parking

  • Parking features: Private driveway with 1 car garage
  • Has garage: Yes

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Hurricane
    HurricaneRelatively High
  • Inland Flooding
    Inland FloodingRelatively High
  • Coastal Flooding
    Coastal FloodingModerate
  • Lightning
    LightningModerate
  • Tsunami
    TsunamiInsufficient Data

How This Home’s Risks Compare

Hurricane
Inland Flooding
Coastal Flooding
Lightning
Tsunami

FEMA Declared Disasters Across Massachusetts Counties

Hurricane

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $11,604$139,248
Home Insurance *$1,663$19,956
Property Taxes $929$11,148
Electricity $354$4,259
Total$14,550$174,600
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$498,857/yr
40% on housing$436,500/yr
45% on housing$388,000/yr

Massachusetts FAIR Plan Programs

Massachusetts Property Insurance Underwriting Association

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 213,928Commercial: 230
Total Premiums$400.85M
Total Exposure$115.57B

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 8.7%
8.7%
0%30.0%
Electricity Growth Rate10-year average: 7.9%
7.9%
0%15.0%
Property Taxes Growth Rate2-year average: 2.7%
2.7%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$1,611This listing

vs Other Active Listings

Avg $/sqft

ZIP 02557$707
Dukes County$1,023

vs Homes Sold Last Month

Median $/sqft

ZIP 02557$765
Dukes County$616

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-06-03Listed for sale$2,295,000
2021-08-31Sold$1,715,000
2008-06-06Sold$830,000
2008-04-17Listed for sale$899,000
2008-04-10Listing removed$899,000
2008-01-30Listed for sale$899,000
2005-10-14Sold$788,000

For Sale by Agent

AgentAlyssa Halisky
BrokerageWallace & Co. Sotheby's

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