222 E  Chop Dr, Oak Bluffs, MA 02557
OFF MARKET

222 E Chop Dr
Oak Bluffs, MA 02557

  • 6 Beds
  • 7 Baths
  • 4,500 sqft (on 0.71 acres)

$4,883,300

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $26,367/mo*

$4,883,300

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $26,367/mo*
6 Beds
7 Baths
4,500 sqft
(on 0.71 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

If you are looking for an intriguing project with ample opportunity to create something stunning in one of the most desirable areas on the Island, this could be it! Commanding attention from the highest point on East Chop Drive with dramatic ocean views of Nantucket sound and the historic lighthouse on Telegraph Hill, this architecturally designed home with six en-suite bedrooms is just in time for your imagination and custom finish work to create something incredibly special. Excellent location, high market values in neighborhood and motivated sellers make this an ideal combination for a savvy investor.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from May 31, 2023

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 222 E Chop Dr

Interior Features

Interior Details
Number of Rooms: 10
Beds & Baths
Number of Bedrooms: 6Main Level Bedrooms: 2Number of Bathrooms: 8Number of Bathrooms (full): 6Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 4500 Square Feet
Appliances & Utilities
Utilities: CblAppliances: Stove: yes
Heating & Cooling
Heating: GFHWNo CoolingHas HeatingHeating Fuel: GFHW
Windows, Doors, Floors & Walls
Flooring: Subflooring
Levels, Entrance, & Accessibility
Floors: Subflooring
View
Has a ViewView: Sound

Exterior Features

Exterior Home Features
Exterior: WViews, Garden, Porch, H/TubFoundation: PouredGarden
Parking & Garage
No CarportNo GarageNo Attached GarageParking: Yes
Frontage
Frontage Type: NoneNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Property Information
Usage of Home: 171

Price & Status

Price
List Price: $1,950,000

Active Status

MLS Status: S

Location

Direction & Address
City: Oak Bluffs

Building

Building Area
Building Area: 4500 Square Feet

Lot Information

Lot Area: 0.71 acres

Offer

Listing Agreement Type: E

Miscellaneous

Mls Number: 21590Water ViewWater View: Sound
Last check for updates: about 17 hours ago
Listed by Christine Rose
Martha's Vineyard Island-Wide Realty
Bought with: * buyer final price included paying 200k in taxes
Source: LINK, MLS#21590

Price History for 222 E Chop Dr

DatePriceEventSource
12/15/2015$1,200,000Sold
LINK #21590
10/24/2011$2,000,000Sold
LINK #22273
Skip to last item
  • Results are loading
Skip to first item

Comparable Sales for 222 E Chop Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.29
Single-Family Home
$1,450,000
09/12/25
5
3
3,352
0.16
Single-Family Home
$3,067,050
10/22/25
4
3.5
1,872
0.36
Single-Family Home
$2,899,000
10/01/25
4
2
1,889
0.58
Single-Family Home
$1,865,000
12/04/25
4
4
2,820
0.38
Single-Family Home
$1,875,000
05/13/26
3
2
2,215
0.35
Single-Family Home
$2,850,000
12/16/25
4
2.5
1,800
0.86
Single-Family Home
$2,025,000
09/30/25
6
3
3,009
0.56
Single-Family Home
$1,475,000
10/10/25
4
1.5
1,304
0.70
Single-Family Home
$1,300,000
12/18/25
4
2
1,248
0.75
Single-Family Home
$1,775,000
03/02/26
5
2
1,469

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 222 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

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 222 E Chop Dr

Skip to last item
Skip to first item

Off Market Homes Near 222 E Chop Dr

Skip to last item
Skip to first item
© 2026 LINK, All Rights Reserved. Data last updated: 2026-05-24 04:18:33 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.

Homes for rent near 222 E Chop Dr

Skip to last item
  • Results are loading
Skip to first item
222 E Chop Dr, Oak Bluffs, MA 02557 is a 6 bedroom, 8 bathroom, 4,500 sqft single-family home built in 2006. This property is not currently available for sale. 222 E Chop Dr was last sold on Dec 15, 2015 for $1,200,000 (38% lower than the asking price of $1,950,000). The current Trulia Estimate for 222 E Chop Dr is $4,883,300.