312 E  Chop Dr, Oak Bluffs, MA 02557
Property image
Property image
FOR SALE
0.25 ACRES

312 E Chop Dr
Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 1,425 sqft (on 0.25 acres)

$2,295,000

Est. Mortgage $12,491/mo*

$2,295,000

Est. Mortgage $12,491/mo*
3 Beds
2 Baths
1,425 sqft
(on 0.25 acres)
We estimate this home will sell faster than 100% nearby.

Local Information

  • Map ViewExplore the area around 312 E Chop Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

“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.
We estimate this home will sell faster than 100% nearby.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
$1,611
Listed
42 days ago

Home Details for 312 E Chop Dr

Interior Features

Interior Details
Number of Rooms: 10
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 1Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1425 Square Feet
Appliances & Utilities
Utilities: CblAppliances: Stove: Gas Stove, Washer: Yes
Heating & Cooling
Heating: PMonitorNo CoolingHas HeatingHeating Fuel: P Monitor
Fireplace & Spa
Fireplace: 1
Windows, Doors, Floors & Walls
Flooring: 1
Levels, Entrance, & Accessibility
Floors: 1
View
Has a ViewView: Ocean

Exterior Features

Exterior Home Features
Exterior: WViews, Deck, Garden, Porch, PvtBch, PubBchFoundation: SlabGarden
Parking & Garage
No CarportHas a GarageNo Attached GarageParking: Private driveway with 1 car garage
Frontage
WaterfrontWaterfront: WaterfrontFrontage Type: WaterfrontOn Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Days on Market: 42

Property Information

Year Built
Year Built: 1900Year Renovated: 2023
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence

Price & Status

Price
List Price: $2,295,000Price Per Sqft: $1,611

Active Status

MLS Status: A

Location

Direction & Address
City: Oak Bluffs

Agent Information

Listing Agent
Listing ID: 43898

Building

Building Area
Building Area: 1425 Square Feet

Lot Information

Lot Area: 0.25 acres

Offer

Listing Agreement Type: E

Miscellaneous

Mls Number: 43898Water ViewWater View: Ocean
Last check for updates: about 2 hours ago
Listing courtesy of Alyssa Halisky
Wallace & Co. Sotheby's
Source: LINK, MLS#43898
Also Listed on MLS PIN, MLS PIN, LINK.

Market trends in Oak Bluffs

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
54

Price History for 312 E Chop Dr

DatePriceEventSource
06/03/2026$2,295,000Listed For SaleLINK #43898
08/31/2021$1,715,000Sold
LINK #37959
06/06/2008$830,000Sold
LINK #16996
04/17/2008$899,000Listed For SaleAgent Provided
04/10/2008$899,000ListingRemovedAgent Provided
01/30/2008$899,000Listed For SaleAgent Provided
10/14/2005$788,000Sold
LINK #9243

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Property Tax and Assessment

Year2025
Tax$8,995
Assessment$1,781,100
Home facts updated by county records

Comparable Sales for 312 E Chop Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.02
Single-Family Home
$2,850,000
12/16/25
4
2.5
1,800
0.41
Single-Family Home
$1,875,000
05/13/26
3
2
2,215
0.20
Single-Family Home
$3,067,050
10/22/25
4
3.5
1,872
0.20
Single-Family Home
$2,899,000
10/01/25
4
2
1,889
0.37
Single-Family Home
$1,865,000
12/04/25
4
4
2,820
0.66
Single-Family Home
$1,475,000
10/10/25
4
1.5
1,304
0.66
Single-Family Home
$1,400,000
01/30/26
3
2
1,629
0.94
Single-Family Home
$1,530,000
01/13/26
3
2
2,015
0.94
Single-Family Home
$1,530,000
01/13/26
3
2
2,015
0.91
Single-Family Home
$1,350,000
08/15/25
3
2
1,864

Nearby homes

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Assigned Schools

These are the assigned schools for 312 E Chop Dr.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Oak Bluffs

At least 18 Trulia users voted on each feature.
  • 96 % Say it's dog friendly

  • 86 % Say kids play outside

  • 83 % Say yards are well-kept

  • 79 % Say it's walkable to restaurants

  • 79 % Say car is needed

  • 78 % Say people would walk alone at night

  • 78 % Say it's walkable to grocery stores

  • 73 % Say there's wildlife

  • 73 % Say they plan to stay for at least 5 years

  • 70 % Say there's holiday spirit

  • 67 % Say it's quiet

  • 62 % Say parking is easy

  • 59 % Say neighbors are friendly

  • 47 % Say there are community events

  • 44 % Say there are sidewalks

  • 36 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • P5j4f84ncw
    "Local people, well known community,quite,hard working people,solid business,good schools,hospitality,new opportunities,security and safety place to leave. "
  • Adrianalleyne
    "Oak Bluffs has a vibrant history and continues to be a bastion of African American culture. It’s worth checking out some of the many cultural sites in Oak Bluffs and throughout the island "
  • Trulia User
    "Oak Bluffs is a charming town with a bustling summer harbor and lovely shopping district. It’s a beautiful place to live. "
  • Jrheneeb
    "I love it here. It’s beautiful and the people are amazing. It’s a great place To come relax and unwind. "
  • Kayceesmith27
    "I take the bus to and from work . Car for longer distances. Boat to get to the main land which is 45min ride."
  • Andrea H.
    "This is fantasy island. It is not like the real world it's not fast paced. we say we're on island time. there's hardly any crime it's safe for kids. and it's a good community."
  • tkurian
    "I own a property in Oak Bluffs"
  • Kristin Z.
    "We live here year round in what most people think is a vacation paradise for the rich and famous. But in actuality it is one of the best communities to live in terms of caring wonderful neighbors and exciting intellectual stimulation throughout the winter in the form of performances, music groups, communities by interests. "
  • Island R. E.
    "This is a lovely and desirable area close to town and everything the island has to offer."

LGBTQ Local Legal Protections

Alyssa Halisky, Wallace & Co. Sotheby's
© 2026 LINK, All Rights Reserved. Data last updated: 2026-07-15 02:17:46 PDT. Some properties may no longer be for sale if they have gone under contract, have sold, or are no longer being offered for sale since the last update.
312 E Chop Dr, Oak Bluffs, MA 02557 is a 3 bedroom, 2 bathroom, 1,425 sqft single-family home built in 1900. This property is currently available for sale and was listed by LINK on Jun 3, 2026. The MLS # for this home is MLS# 43898.