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

154 E Chop Dr
Oak Bluffs, MA 02557

  • 6 Beds
  • 4.5 Baths
  • 3,696 sqft (on 0.44 acres)

$5,125,800

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $28,157/mo*
Refinance Your Home

$5,125,800

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $28,157/mo*
Refinance Your Home
6 Beds
4.5 Baths
3,696 sqft
(on 0.44 acres)

Home Value

Trulia Estimate
$5.13M
Since last month
$2K (0%)
Since last year
Increased$152K (+3.1%)
Since last sale
Increased$3M (+118.4%)
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 increased by +126% in the last 10 years
MonthEstimated value
2026
August 2026$5.08M
July 2026$5.08M
June 2026$4.96M
May 2026$5.02M
April 2026$4.98M
March 2026$5.24M
February 2026$5.08M
January 2026$5.04M
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
16 Atlantic Ave, Oak Bluffs, MA
0.07
Single-Family Home
$2,450,000
06/02/26
6
2.5
2,577
48 Brewster Ave, Oak Bluffs, MA
0.16
Single-Family Home
$1,450,000
09/12/25
5
3
3,352
114 Park St, Oak Bluffs, MA
0.35
Single-Family Home
$3,067,050
10/22/25
4
3.5
1,872
58 Munroe Ave, Oak Bluffs, MA
0.36
Single-Family Home
$1,875,000
05/13/26
3
2
2,215
1 Rowland Ave, Oak Bluffs, MA
0.73
Single-Family Home
$2,025,000
09/30/25
6
3
3,009
71 Netock Ave, Oak Bluffs, MA
0.65
Single-Family Home
$1,865,000
12/04/25
4
4
2,820
311 E Chop Dr, Oak Bluffs, MA
0.56
Single-Family Home
$2,850,000
12/16/25
4
2.5
1,800
78 Winemack St, Oak Bluffs, MA
0.47
Single-Family Home
$2,899,000
10/01/25
4
2
1,889
11 John Wesley Ave, Oak Bluffs, MA
0.40
Single-Family Home
$1,475,000
10/10/25
4
1.5
1,304
14 Chapman Ave, Oak Bluffs, MA
0.59
Single-Family Home
$1,775,000
03/02/26
5
2
1,469

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
150 E Chop Dr, Vineyard Haven, MA 02568
0.04
$6,545,900
8
5.5
4,170
Off Market
9 Weston Ave, Oak Bluffs, MA 02557
0.04
$3,750,000
4
3
2,204
For Sale
24 Harrison Ave, Oak Bluffs, MA 02557
0.05
$2,595,000
2
2
1,586
For Sale
16 Atlantic Ave, Oak Bluffs, MA 02557
0.07
$2,450,000
6
2.5
2,577
Recently Sold
10 Prospect Park, Oak Bluffs, MA 02557
0.13
$1,676,400
4
1.5
1,691
Off Market
48 Brewster Ave, Oak Bluffs, MA 02557
0.16
$2,168,600
5
3
3,352
Off Market
6 Brewster Ave, Oak Bluffs, MA 02557
0.19
$3,250,000
4
3
1,728
For Sale
67 Madison Ave, Oak Bluffs, MA 02557
0.22
$1,920,200
4
2
1,693
Off Market
222 E Chop Dr, Oak Bluffs, MA 02557
0.25
$4,709,800
6
7
4,500
Off Market
90 Munroe Ave, Vineyard Haven, MA 02568
0.25
$4,603,500
7
6.5
3,698
Off Market
6 Arlington Ave, Oak Bluffs, MA 02557
0.28
$1,832,000
4
1.5
1,400
Off Market
233 E Chop Dr, Oak Bluffs, MA 02557
0.30
$7,550,000
6
4
2,522
For Sale

Local Information

  • Map ViewExplore the area around 154 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
1890
Lot Size
0.44 acres
Living Area
3,696 sqft
Price/Sqft
$1,387

About this House

This single-family home is located at 154 E Chop Dr, Oak Bluffs, MA. 154 E Chop Dr is in Oak Bluffs, MA and in ZIP code 02557. This property has 6 bedrooms, 5 bathrooms and approximately 3,696 sqft of floor space. This property has a lot size of 0.44 acres and was built in 1890.
154 E Chop Dr, Oak Bluffs, MA 02557 is a 6 bedroom, 5 bathroom, 3,696 sqft single-family home built in 1890. It last sold for $2,325,000 on Oct 29, 2004. It is currently off market. The Trulia Estimate is $5,125,800, with a rent estimate of $7,408/month.

Home Details for 154 E Chop Dr

Interior Features

Heating & Cooling
Heating: ElectricAir ConditioningHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Shingle, WoodGardenLawnPatioPorchSprinkler System
Parking & Garage
Parking Spaces: 6Parking: Off Street

Property Information

Year Built
Year Built: 1890Year Updated: 1992
Property Type / Style
Property Type: Single Family HomeArchitecture: Queen Anne / Victorian

Community

Units in Building: 1

Lot Information

Lot Area: 0.44 acres

Price and Tax history

DateEventPrice
Oct 29, 2004
Source: N/A
Sold
$2,325,000

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 154 E Chop Dr

  • What is 154 E Chop Dr estimated to be worth?
    Trulia's estimated value for 154 E Chop Dr in Oak Bluffs, MA is $5,125,800.
  • What is the price history for 154 E Chop Dr?
    154 E Chop Dr in Oak Bluffs, MA last sold for $2,325,000 in October 2004.
  • 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 154 E Chop Dr?
    The lot at 154 E Chop Dr in Oak Bluffs, MA is about 0.44 acres (19,166 sq ft).
  • Does 154 E Chop Dr have parking?
    Yes, 154 E Chop Dr in Oak Bluffs, MA has on-site parking.

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