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

180 E Chop Dr
Oak Bluffs, MA 02557

  • 4 Beds
  • 3.5 Baths
  • 2,207 sqft

$3,828,600

Trulia Estimate
as of Aug 25, 2026

$3,828,600

Trulia Estimate
as of Aug 25, 2026
4 Beds
3.5 Baths
2,207 sqft

Home Value

Trulia Estimate
$3.83M
Since last month
Decreased$52K (-1.3%)
Since last year
Increased$196K (+5.4%)
Since last sale
Increased$2M (+123.9%)
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 +95% in the last 10 years
MonthEstimated value
2026
August 2026$3.83M
July 2026$3.88M
June 2026$3.91M
May 2026$3.87M
April 2026$3.85M
March 2026$3.85M
February 2026$3.72M
January 2026$3.63M
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
48 Brewster Ave, Oak Bluffs, MA
0.22
Single-Family Home
$1,450,000
09/12/25
5
3
3,352
114 Park St, Oak Bluffs, MA
0.29
Single-Family Home
$3,067,050
10/22/25
4
3.5
1,872
16 Atlantic Ave, Oak Bluffs, MA
0.07
Single-Family Home
$2,450,000
06/02/26
6
2.5
2,577
311 E Chop Dr, Oak Bluffs, MA
0.50
Single-Family Home
$2,850,000
12/16/25
4
2.5
1,800
58 Munroe Ave, Oak Bluffs, MA
0.39
Single-Family Home
$1,875,000
05/13/26
3
2
2,215
71 Netock Ave, Oak Bluffs, MA
0.65
Single-Family Home
$1,865,000
12/04/25
4
4
2,820
11 John Wesley Ave, Oak Bluffs, MA
0.49
Single-Family Home
$1,475,000
10/10/25
4
1.5
1,304
14 Chapman Ave, Oak Bluffs, MA
0.68
Single-Family Home
$1,775,000
03/02/26
5
2
1,469
23 Laurel Ave, Oak Bluffs, MA
0.65
Single-Family Home
$1,300,000
12/18/25
4
2
1,248
1 Rowland Ave, Oak Bluffs, MA
0.81
Single-Family Home
$2,025,000
09/30/25
6
3
3,009

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
0.07
$2,450,000
6
2.5
2,577
Recently Sold
9 Weston Ave, Oak Bluffs, MA 02557
0.14
$3,750,000
4
3
2,204
For Sale
150 E Chop Dr, Vineyard Haven, MA 02568
0.15
$6,619,800
8
5.5
4,170
Off Market
24 Harrison Ave, Oak Bluffs, MA 02557
0.15
$2,595,000
2
2
1,586
For Sale
222 E Chop Dr, Oak Bluffs, MA 02557
0.16
$4,709,800
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
0.22
$2,168,600
5
3
3,352
Off Market
233 E Chop Dr, Oak Bluffs, MA 02557
0.21
$7,550,000
6
4
2,522
For Sale
10 Prospect Park, Oak Bluffs, MA 02557
0.24
$1,676,400
4
1.5
1,691
Off Market
90 Munroe Ave, Vineyard Haven, MA 02568
0.26
$4,603,500
7
6.5
3,698
Off Market
6 Brewster Ave, Oak Bluffs, MA 02557
0.29
$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 180 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
1872
Living Area
2,207 sqft
Price/Sqft
$1,735

About this House

A classic Victorian, updated and fully modernized, this breathtaking waterview home on East Chop is truly a rare and special offering. Prominently positioned within 300 yards of the East Chop Lighthouse and nestled privately among some of the most spectacular homes in Oak Bluffs, the quintessential Martha's Vineyard experience awaits.
Pure relaxation abounds on the property's sprawling outdoor spaces, beginning with the home's beautiful and expansive wraparound front porch that overlooks the Sound, ferries, and more. Inside the home, the water remains readily in view, through ample front-facing windows that make the interiors bright and inviting. The primary focal points of the interior are the gorgeous front living room, dining room and kitchen, which are ideally laid out to be open and accented with exceptional finishes, including elegant hardwood floors that flow throughout the home. The kitchen is exceptionally spacious, with high-ceilings, two Sub-Zero stainless steel refrigerators, large central island, and granite counters. The dining room is set aside a commanding beach stone fireplace. Completing the first level are a huge tv/media room with sleeping loft and a private guest bedroom suite with luxurious full bath. Upstairs the master is extraordinary, with oversized proportions, two closets, and massive private bathroom, replete with scintillating hardware and fixtures. Also on the 2nd level, are two additional bedrooms, playroom/office and another full bath - a front bedroom faces the water and offers broad views of the Sound. Lastly, two large storage areas - a partial/unfinished basement and the attached one car garage - allow plenty of room for recreational equipment and more.
Fully renovated and expanded in 2006, this ca. 1872 Victorian-style home features fully modern systems and appliances. It has central forced air AC and heating, expansive and well-appointed living areas, and stands as the perfect mix of original character and state of the art comforts. Truly a must see in an ideal location, just moments from all that Oak Bluffs has to offer.
180 E Chop Dr, Oak Bluffs, MA 02557 is a 4 bedroom, 4 bathroom, 2,207 sqft single-family home built in 1872. It last sold for $1,710,000 on Nov 21, 2017. It is currently off market. The Trulia Estimate is $3,828,600, with a rent estimate of $7,936/month.

Home Details for 180 E Chop Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Wood

Property Information

Year Built
Year Built: 1872Year Updated: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 7840 sqft

Price and Tax history

DateEventPrice
Nov 21, 2017
Source: LINK #32418
Sold
$1,710,000
Sep 8, 2017
Source: Agent Provided
Listed For Sale
$1,700,000
Apr 5, 2002
Source: N/A
Sold
$1,450,000

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

Frequently asked questions about 180 E Chop Dr

  • What is 180 E Chop Dr estimated to be worth?
    Trulia's estimated value for 180 E Chop Dr in Oak Bluffs, MA is $3,828,600.
  • What is the price history for 180 E Chop Dr?
    180 E Chop Dr in Oak Bluffs, MA last sold for $1,710,000 in November 2017.
  • 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 180 E Chop Dr?
    The lot at 180 E Chop Dr in Oak Bluffs, MA is about 0.18 acres (7,841 sq ft).

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