312 E Chop Drive, Vineyard Haven, MA 02568
Property image
Property image
FOR SALE
0.25 ACRES

$2,195,000

Original price: $2,295,000
  • 3 Beds
  • 2 Baths
  • 1,425 sqft (on 0.25 acres)

312 E Chop Drive, Vineyard Haven, MA 02568

Est. Mortgage $12,089/mo*
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Home Highlights

Property Type
Single-Family Home
Year Built
1900
Lot Size
0.25 acres
Price/Sqft
$1,540
Parking
Garage

Local Information

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

About this House

''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 escape.
Last check for updates: about 2 hours ago
Listing courtesy of Alyssa M Halisky, (508) 525-2584
Wallace & Co. Sotheby's International Realty
Source: CCIMLS, MLS#22602660
Also Listed on CCIMLS.

Home Details for 312 E Chop Drive

Interior Features

Interior Details
Number of Rooms: 10
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Appliances & Utilities
Appliances: Dishwasher, Gas Range, Refrigerator, Washer, Electric, Tankless Water HeaterDishwasherLaundry: Electric DryerRefrigeratorWasher
Heating & Cooling
Heating: Propane,OtherNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Propane
Fireplace & Spa
Number of Fireplaces: 1
Windows, Doors, Floors & Walls
Flooring: Other, Wood
Levels, Entrance, & Accessibility
Stories: 1Floors: Other, Wood

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, PorchFencing: PartialOther Structures: Guest House, OutbuildingExterior: Outdoor Shower, Garden, Underground Sprinkler SystemGarden
Parking & Garage
Number of Garage Spaces: 1Has a GarageNo Attached GarageHas Open ParkingParking Spaces: 3Parking: Detached,Driveway,Off Street
Frontage
WaterfrontWaterfront: Waterview, Waterfront, OtherOn Waterfront
Water & Sewer
Water Body: Other, See Remarks

Days on Market

Cumulative Days on Market: 81Days on Market: 90

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Shingle SidingDoes Not Include Home Warranty
Property Information
Parcel Number: OAKB M:0001 B:0059 L:000

Price & Status

Price
List Price: $2,195,000Price Per Sqft: $1,540

Active Status

MLS Status: Active

Location

Direction & Address
City: Vineyard Haven

Agent Information

Listing Agent
Listing ID: 22602660

Building

Building Area
Building Area: 1425 Square Feet

HOA

No HOA

Lot Information

Lot Area: 10890 sqft

Listing Info

Special Conditions: None

Miscellaneous

Mls Number: 22602660Showing Requirements: Appointment Required, Call Listing Agent

Around this home

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.
  • Trulia User
    "Easy to walk dogs"
    0
    Flag
  • P5j4f84ncw
    "Local people, well known community,quite,hard working people,solid business,good schools,hospitality,new opportunities,security and safety place to leave. "
    0
    Flag
  • 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 "
    0
    Flag
  • Trulia User
    "Oak Bluffs is a charming town with a bustling summer harbor and lovely shopping district. It’s a beautiful place to live. "
    0
    Flag
  • Jrheneeb
    "I love it here. It’s beautiful and the people are amazing. It’s a great place To come relax and unwind. "
    0
    Flag
  • Kayceesmith27
    "I take the bus to and from work . Car for longer distances. Boat to get to the main land which is 45min ride."
    0
    Flag
  • 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."
    0
    Flag
  • tkurian
    "I own a property in Oak Bluffs"
    0
    Flag
  • 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. "
    0
    Flag
  • Island R. E.
    "This is a lovely and desirable area close to town and everything the island has to offer."
    1
    Flag

Market trends in Oak Bluffs

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
58
4MoM

Home Value

Trulia Estimate
$2.09M
Since last month
Decreased$46K (-2.2%)
Since last year
Decreased$88K (-4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value decreased by -4% in the last 10 years
MonthEstimated value
2026
September 2026$2.09M
August 2026$2.05M
July 2026$2.13M
June 2026$2.18M

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
311 E Chop Dr, Oak Bluffs, MA
0.02
Single-Family Home
$2,850,000
12/16/25
4
2.5
1,800
114 Park St, Oak Bluffs, MA
0.20
Single-Family Home
$3,067,050
10/22/25
4
3.5
1,872
78 Winemack St, Oak Bluffs, MA
0.20
Single-Family Home
$2,899,000
10/01/25
4
2
1,889
58 Munroe Ave, Oak Bluffs, MA
0.40
Single-Family Home
$1,875,000
05/13/26
3
2
2,215
67 New York Ave, Oak Bluffs, MA
0.66
Single-Family Home
$1,400,000
01/30/26
3
2
1,629
11 John Wesley Ave, Oak Bluffs, MA
0.66
Single-Family Home
$1,475,000
10/10/25
4
1.5
1,304
71 Netock Ave, Oak Bluffs, MA
0.38
Single-Family Home
$1,865,000
12/04/25
4
4
2,820
32 Beach Rd, Oak Bluffs, MA
0.71
Single-Family Home
$975,000
09/30/25
3
2
836
48 Vineyard Ave, Vineyard Haven, MA
0.95
Single-Family Home
$1,530,000
01/13/26
3
2
2,015
48 Vineyard Avenue Ext, Oak Bluffs, MA
0.95
Single-Family Home
$1,530,000
01/13/26
3
2
2,015

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
311 E Chop Dr, Oak Bluffs, MA 02557
0.02
$2,850,000
4
2.5
1,800
Recently Sold
283 East Chop Drive, Oak Bluffs, MA 02557
0.14
$3,189,000
4
2.5
2,456
Off Market
283 E Chop Dr, Oak Bluffs, MA 02557
0.14
$3,620,500
4
2.5
2,456
Off Market
78 Winemack St, Oak Bluffs, MA 02557
0.20
$2,974,000
4
2
1,889
Off Market
4 Pall Mall, Oak Bluffs, MA 02557
0.19
$3,163,800
4
3.5
1,900
Off Market
114 Park St, Oak Bluffs, MA 02557
0.20
$3,139,100
4
3.5
1,872
Off Market
51 Winemack St #&-0, Oak Bluffs, MA 02557
0.26
$2,045,000
2
2
1,048
For Sale
3 Troy Street, Oak Bluffs, MA 02557
0.28
$1,295,000
3
2
1,863
For Sale
47 Winemack Street, Oak Bluffs, MA 02557
0.28
$1,199,000
3
2
1,302
For Sale
33 Clay Ave, Oak Bluffs, MA 02557
0.28
$1,717,400
3
3
2,408
Off Market
5 & 7 Lyme St, Vineyard Haven, MA 02568
0.36
$1,655,000
5
3
1,999
Off Market

Price and Tax history

DateEventPrice
Aug 23, 2026
Source: CCIMLS #22602660
PriceChange
$2,195,000
Price decreased by 4%
Jun 4, 2026
Source: CCIMLS #22602660
Listed For Sale
$2,295,000

LGBTQ Local Legal Protections

Alyssa M Halisky, Wallace & Co. Sotheby's International Realty
Agent Phone: (508) 525-2584
All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS®, Inc. includes the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS®, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. This site was last updated 2026-09-03 00:53:20 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2026© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

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Frequently asked questions about 312 E Chop Drive

  • What is the estimated monthly payment for 312 E Chop Drive?
    Based on a $2,195,000 list price with 20% down at today's rates, the estimated monthly payment for 312 E Chop Drive in Vineyard Haven, MA is approximately $12,590 (about $11,600 principal & interest, $915 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Vineyard Haven?
    Residents describe Vineyard Haven, MA as dog-friendly, well-kept, and walkable to restaurants. See homes for sale in Vineyard Haven, MA.
  • What are the closest schools to 312 E Chop Drive?
    The closest schools to 312 E Chop Drive in Vineyard Haven, MA are Martha's Vineyard Regional High School (rated 6/10), Oak Bluffs Elementary School (Pre-K/Middle, rated 7/10).
  • What is 312 E Chop Drive estimated to be worth?
    Trulia's estimated value for 312 E Chop Drive in Vineyard Haven, MA is $2,088,000.
  • Does 312 E Chop Drive have laundry facilities?
    Yes, 312 E Chop Drive in Vineyard Haven, MA has laundry facilities.
  • How big is the lot at 312 E Chop Drive?
    The lot at 312 E Chop Drive in Vineyard Haven, MA is about 0.25 acres (10,899 sq ft).
312 E Chop Drive, Vineyard Haven, MA 02568 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 CCIMLS on Jun 4, 2026. The MLS # for this home is MLS# 22602660.