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

$4,883,000

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

222 E Chop Dr, Oak Bluffs, MA 02557

Est. Refi. Payment $26,801/mo*
Refinance Your Home
Currently Off Market - Sold Dec 15, 2015 for $1,200,000

Home Value

Trulia Estimate
$4.88M
Since last month
Decreased$405K (-7.7%)
Since last year
Increased$1M (+34.4%)
Since last sale
Increased$4M (+306.9%)
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 increased by +35% in the last 10 years
MonthEstimated value
2026
August 2026$4.88M
July 2026$5.29M
June 2026$5.26M
May 2026$5.43M
April 2026$5.75M
March 2026$5.48M
February 2026$6.68M
January 2026$4.74M
2025

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
16 Atlantic Ave, Oak Bluffs, MA
0.19
Single-Family Home
$2,450,000
06/02/26
6
2.5
2,577
48 Brewster Ave, Oak Bluffs, MA
0.29
Single-Family Home
$1,450,000
09/12/25
5
3
3,352
114 Park St, Oak Bluffs, MA
0.16
Single-Family Home
$3,067,050
10/22/25
4
3.5
1,872
78 Winemack St, Oak Bluffs, MA
0.36
Single-Family Home
$2,899,000
10/01/25
4
2
1,889
71 Netock Ave, Oak Bluffs, MA
0.58
Single-Family Home
$1,865,000
12/04/25
4
4
2,820
58 Munroe Ave, Oak Bluffs, MA
0.38
Single-Family Home
$1,875,000
05/13/26
3
2
2,215
311 E Chop Dr, Oak Bluffs, MA
0.35
Single-Family Home
$2,850,000
12/16/25
4
2.5
1,800
1 Rowland Ave, Oak Bluffs, MA
0.86
Single-Family Home
$2,025,000
09/30/25
6
3
3,009
11 John Wesley Ave, Oak Bluffs, MA
0.56
Single-Family Home
$1,475,000
10/10/25
4
1.5
1,304
23 Laurel Ave, Oak Bluffs, MA
0.70
Single-Family Home
$1,300,000
12/18/25
4
2
1,248

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
233 E Chop Dr, Oak Bluffs, MA 02557
0.05
$7,550,000
6
4
2,522
For Sale
67 Madison Ave, Oak Bluffs, MA 02557
0.16
$1,920,200
4
2
1,693
Off Market
114 Park St, Oak Bluffs, MA 02557
0.16
$3,139,100
4
3.5
1,872
Off Market
4 Pall Mall, Oak Bluffs, MA 02557
0.16
$3,131,300
4
3.5
1,900
Off Market
16 Atlantic Ave, Oak Bluffs, MA 02557
0.19
$2,450,000
6
2.5
2,577
Recently Sold
283 E Chop Dr, Oak Bluffs, MA 02557
0.23
$3,626,600
4
2.5
2,456
Off Market
33 Clay Ave, Oak Bluffs, MA 02557
0.24
$1,717,400
3
3
2,408
Off Market
90 Munroe Ave, Vineyard Haven, MA 02568
0.24
$4,603,500
7
6.5
3,698
Off Market
24 Harrison Ave, Oak Bluffs, MA 02557
0.28
$2,595,000
2
2
1,586
For Sale
9 Weston Ave, Oak Bluffs, MA 02557
0.28
$3,750,000
4
3
2,204
For Sale
150 E Chop Dr, Vineyard Haven, MA 02568
0.29
$6,712,000
8
5.5
4,170
Off Market

Local Information

  • Map ViewExplore the area around 222 E Chop Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2006
Lot Size
0.71 acres
Living Area
4,500 sqft
Price/Sqft
$1,085
HOA
None

About this House

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.
222 E Chop Dr, Oak Bluffs, MA 02557 is a 6 bedroom, 8 bathroom, 4,500 sqft single-family home built in 2006. It last sold for $1,200,000 on Dec 15, 2015 (38% below the $1,950,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,883,000, with a rent estimate of $6,279/month.
Last check for updates: about 7 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

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

Price and Tax history

DateEventPrice
Dec 15, 2015
Source: LINK #21590
Sold
$1,200,000
Oct 24, 2011
Source: LINK #22273
Sold
$2,000,000

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

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

LGBTQ Local Legal Protections

© 2026 LINK, All Rights Reserved. Data last updated: 2026-08-26 04:37:31 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.

Frequently asked questions about 222 E Chop Dr

  • What is 222 E Chop Dr estimated to be worth?
    Trulia's estimated value for 222 E Chop Dr in Oak Bluffs, MA is $4,883,000.
  • What is the price history for 222 E Chop Dr?
    222 E Chop Dr in Oak Bluffs, MA last sold for $1,200,000 in December 2015.
  • Is Oak Bluffs a buyer's or seller's market?
    Oak Bluffs is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Oak Bluffs?
    Residents describe Oak Bluffs, MA as dog-friendly, well-kept, and walkable to restaurants. See recently sold homes in Oak Bluffs, MA.
  • How big is the lot at 222 E Chop Dr?
    The lot at 222 E Chop Dr in Oak Bluffs, MA is about 0.71 acres (30,927 sq ft).
  • Does 222 E Chop Dr have parking?
    Yes, 222 E Chop Dr in Oak Bluffs, MA has on-site parking.

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