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

$2,650,200

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 941 sqft

168 E Chop Dr, Oak Bluffs, MA 02557

Est. Refi. Payment $14,664/mo*
Refinance Your Home
Currently Off Market - Sold May 1, 2023 for $2,100,000

Home Value

Trulia Estimate
$2.65M
Since last month
Decreased$30K (-1.1%)
Since last year
Increased$47K (+1.8%)
Since last sale
Increased$542K (+25.8%)
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 +85% in the last 10 years
MonthEstimated value
2026
August 2026$2.64M
July 2026$2.67M
June 2026$2.62M
May 2026$2.66M
April 2026$2.63M
March 2026$2.63M
February 2026$2.52M
January 2026$2.53M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
13 Wayland Ave, Oak Bluffs, MA
0.59
Single-Family Home
$1,600,000
02/20/26
3
1
1,025
58 Munroe Ave, Oak Bluffs, MA
0.37
Single-Family Home
$1,875,000
05/13/26
3
2
2,215
16 Atlantic Ave, Oak Bluffs, MA
0.05
Single-Family Home
$2,450,000
06/02/26
6
2.5
2,577
26 Hampson Ave, Oak Bluffs, MA
0.78
Single-Family Home
$999,000
01/13/26
2
1
1,078
11 John Wesley Ave, Oak Bluffs, MA
0.45
Single-Family Home
$1,475,000
10/10/25
4
1.5
1,304
9 Brunswick Ave, Oak Bluffs, MA
0.81
Single-Family Home
$1,275,000
07/31/26
3
1
1,033
25 Oak Ave, Oak Bluffs, MA
0.75
Single-Family Home
$650,000
09/10/25
2
0.5
759
78 Winemack St, Oak Bluffs, MA
0.45
Single-Family Home
$2,899,000
10/01/25
4
2
1,889
13 County Rd, Oak Bluffs, MA
0.91
Single-Family Home
$1,000,000
10/02/25
2
1
1,176
114 Park St, Oak Bluffs, MA
0.31
Single-Family Home
$3,067,050
10/22/25
4
3.5
1,872

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
16 Atlantic Ave, Oak Bluffs, MA 02557
0.05
$2,450,000
6
2.5
2,577
Recently Sold
9 Weston Ave, Oak Bluffs, MA 02557
0.11
$3,750,000
4
3
2,204
For Sale
150 E Chop Dr, Vineyard Haven, MA 02568
0.11
$6,766,800
8
5.5
4,170
Off Market
24 Harrison Ave, Oak Bluffs, MA 02557
0.11
$2,595,000
2
2
1,586
For Sale
222 E Chop Dr, Oak Bluffs, MA 02557
0.19
$4,837,400
6
7
4,500
Off Market
67 Madison Ave, Oak Bluffs, MA 02557
0.19
$1,920,200
4
2
1,693
Off Market
48 Brewster Ave, Oak Bluffs, MA 02557
0.19
$2,186,700
5
3
3,352
Off Market
233 E Chop Dr, Oak Bluffs, MA 02557
0.24
$7,550,000
6
4
2,522
For Sale
10 Prospect Park, Oak Bluffs, MA 02557
0.20
$1,655,600
4
1.5
1,691
Off Market
90 Munroe Ave, Vineyard Haven, MA 02568
0.25
$4,603,500
7
6.5
3,698
Off Market
6 Brewster Ave, Oak Bluffs, MA 02557
0.25
$3,250,000
4
3
1,728
For Sale
33 Clay Ave, Oak Bluffs, MA 02557
0.30
$1,717,400
3
3
2,408
Off Market

Local Information

  • Map ViewExplore the area around 168 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
1960
Living Area
941 sqft
Price/Sqft
$2,816

About this House

Dramatic Vineyard Sound Views on East Chop Drive - Charming cottage on desirable East Chop Drive - Enjoy spectacular views of Vineyard Sound & boats passing by from your front deck of this cozy Martha's Vineyard retreat. The cottage is just under 1,000 Sf and sits on 12,256 SF of land, and currently features 2 bedrooms and 1 bath. Permits are being prepared for the potential of a new 4 bedroom septic system. This setting offers unbelievable views from a remarkable location in Oak Bluffs.
168 E Chop Dr, Oak Bluffs, MA 02557 is a 2 bedroom, 1 bathroom, 941 sqft single-family home built in 1960. It last sold for $2,100,000 on May 1, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,650,200, with a rent estimate of $4,122/month.

Home Details for 168 E Chop Dr

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 4

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodFoundation Type: Crawl RaisedPatioPorch

Property Information

Year Built
Year Built: 1960Year Updated: 1975
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 8 sqft

Price and Tax history

DateEventPrice
May 1, 2023
Source: LINK #38342
Sold
$2,100,000
Apr 17, 2023
Source: LINK #38342
Pending
$2,450,000
Apr 13, 2023
Source: LINK #38342
Contingent
$2,450,000
Apr 13, 2023
Source: Martha's Vineyard MLS #32100225
Pending
$2,450,000
May 29, 2022
Source: LINK #38342
PriceChange
$2,450,000
Price decreased by 8%

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

Frequently asked questions about 168 E Chop Dr

  • What is 168 E Chop Dr estimated to be worth?
    Trulia's estimated value for 168 E Chop Dr in Oak Bluffs, MA is $2,650,200.
  • What is the price history for 168 E Chop Dr?
    168 E Chop Dr in Oak Bluffs, MA last sold for $2,100,000 in May 2023.
  • 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 168 E Chop Dr?
    The lot at 168 E Chop Dr in Oak Bluffs, MA is about 0 acres (9 sq ft).

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