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

$6,450,800

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 2,702 sqft (on 0.54 acres)

23 E Chop Dr, Oak Bluffs, MA 02557

Est. Refi. Payment $35,586/mo*
Refinance Your Home
Currently Off Market - Sold Sep 11, 2018 for $2,800,000

Home Value

Trulia Estimate
$6.45M
Since last month
Increased$14K (+0.2%)
Since last year
Increased$841K (+14.8%)
Since last sale
Increased$4M (+132.3%)
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 +133% in the last 10 years
MonthEstimated value
2026
August 2026$6.51M
July 2026$6.49M
June 2026$6.52M
May 2026$6.35M
April 2026$6.29M
March 2026$6.29M
February 2026$5.97M
January 2026$5.82M
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
1 Rowland Ave, Oak Bluffs, MA
0.23
Single-Family Home
$2,025,000
09/30/25
6
3
3,009
16 Atlantic Ave, Oak Bluffs, MA
0.61
Single-Family Home
$2,450,000
06/02/26
6
2.5
2,577
14 Chapman Ave, Oak Bluffs, MA
0.09
Single-Family Home
$1,775,000
03/02/26
5
2
1,469
58 Munroe Ave, Oak Bluffs, MA
0.46
Single-Family Home
$1,875,000
05/13/26
3
2
2,215
48 Brewster Ave, Oak Bluffs, MA
0.47
Single-Family Home
$1,450,000
09/12/25
5
3
3,352
78 Winemack St, Oak Bluffs, MA
0.67
Single-Family Home
$2,899,000
10/01/25
4
2
1,889
22 Greenleaf Ave, Oak Bluffs, MA
0.26
Single-Family Home
$2,100,000
11/07/25
3
2
1,608
33 Ocean Ave, Oak Bluffs, MA
0.33
Single-Family Home
$2,775,000
06/29/26
3
2.5
1,845
34 Massasoit Ave, Oak Bluffs, MA
0.41
Single-Family Home
$2,000,000
02/11/26
6
3.5
1,616
11 John Wesley Ave, Oak Bluffs, MA
0.21
Single-Family Home
$1,475,000
10/10/25
4
1.5
1,304

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
13 Wayland Ave, Oak Bluffs, MA 02557
0.08
$1,600,000
3
1
1,025
Recently Sold
14 Chapman Ave, Oak Bluffs, MA 02557
0.09
$1,775,000
5
2
1,469
Recently Sold
9 E Chop Drive, Oak Bluffs, MA 02557
0.07
$2,234,200
3
2
1,304
Off Market
23 Laurel Ave, Oak Bluffs, MA 02557
0.17
$1,300,000
4
2
1,248
Recently Sold
11 John Wesley Ave, Oak Bluffs, MA 02557
0.21
$1,510,400
4
1.5
1,304
Off Market
17 John Wesley Ave, Oak Bluffs, MA 02557
0.22
$1,650,000
3
2.5
1,406
For Sale
35 New York Ave, Oak Bluffs, MA 02557
0.20
$3,050,000
7
5
3,880
Recently Sold
91 Dukes County Avenue, Oak Bluffs, MA 02557
0.18
$1,028,400
1
1.5
1,107
Off Market
9 Wendall Ave, Oak Bluffs, MA 02557
0.24
$1,143,700
2
1
1,040
Off Market
23 Circuit Avenue Extension, Oak Bluffs, MA 02557
0.20
$2,450,000
3
1
-
Recently Sold
25 Simpson Ave, Oak Bluffs, MA 02557
0.22
$1,359,900
3
2
1,151
Off Market
8 Circuit Avenue Ext #14, Oak Bluffs, MA 02557
0.21
$523,900
Studio
1
366
Off Market

Local Information

  • Map ViewExplore the area around 23 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
1916
Lot Size
0.54 acres
Living Area
2,702 sqft
Price/Sqft
$2,387
Parking
Garage

About this House

This single-family home is located at 23 E Chop Dr, Oak Bluffs, MA. 23 E Chop Dr is in Oak Bluffs, MA and in ZIP code 02557. This property has 5 bedrooms, 3 bathrooms and approximately 2,702 sqft of floor space. This property has a lot size of 0.54 acres and was built in 1916.
23 E Chop Dr, Oak Bluffs, MA 02557 is a 5 bedroom, 3 bathroom, 2,702 sqft single-family home built in 1916. It last sold for $2,800,000 on Sep 11, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $6,450,800, with a rent estimate of $7,745/month.

Home Details for 23 E Chop Dr

Interior Features

Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Interior Details
Number of Rooms: 9

Exterior Features

Exterior Home Features
Roof: OtherExterior: Wood
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1916Year Updated: 2010
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.54 acres

Price and Tax history

DateEventPrice
Sep 11, 2018
Source: LINK #34361
Sold
$2,800,000
Jan 17, 2018
Source: Agent Provided
ListingRemoved
$2,995,000
Sep 18, 2017
Source: Agent Provided
PriceChange
$2,995,000
Price decreased by 12%
Jul 3, 2017
Source: Agent Provided
PriceChange
$3,399,000
Price increased by 3%
Jan 3, 2017
Source: Agent Provided
PriceChange
$3,299,000
Price increased by 10%

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 23 E Chop Dr

  • What is 23 E Chop Dr estimated to be worth?
    Trulia's estimated value for 23 E Chop Dr in Oak Bluffs, MA is $6,450,800.
  • What is the price history for 23 E Chop Dr?
    23 E Chop Dr in Oak Bluffs, MA last sold for $2,800,000 in September 2018.
  • 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 23 E Chop Dr?
    The lot at 23 E Chop Dr in Oak Bluffs, MA is about 0.54 acres (23,522 sq ft).
  • Does 23 E Chop Dr have a garage?
    Yes, 23 E Chop Dr in Oak Bluffs, MA has a garage.

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