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

97 E Chop Dr
Oak Bluffs, MA 02557

  • 5 Beds
  • 4 Baths
  • 2,045 sqft (on 0.66 acres)

$7,296,900

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $40,320/mo*
Refinance Your Home

$7,296,900

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $40,320/mo*
Refinance Your Home
5 Beds
4 Baths
2,045 sqft
(on 0.66 acres)

Home Value

Trulia Estimate
$7.3M
Since last month
Increased$100K (+1.4%)
Since last year
Increased$863K (+13.5%)
Since last sale
Increased$5M (+215%)
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 +178% in the last 10 years
MonthEstimated value
2026
August 2026$7.24M
July 2026$7.14M
June 2026$7.2M
May 2026$6.86M
April 2026$6.92M
March 2026$7M
February 2026$6.6M
January 2026$6.41M
2025
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
35 New York Ave, Oak Bluffs, MA
0.47
Multi-Family Home
$3,050,000
04/15/26
7
5
3,880
140 Midland Ave, Vineyard Haven, MA
2.77
Multi-Family Home
$1,000,000
05/13/26
4
4
1,999
214 State Rd, Tisbury, MA
3.06
Multi-Family Home
$3,500,000
09/12/25
8
3
3,656
36 Smith Hollow Dr, Edgartown, MA
4.18
Multi-Family Home
$1,900,000
05/01/26
5
2.5
2,836
39 Iron Hill Rd, Oak Bluffs, MA
4.05
Multi-Family Home
$1,650,000
04/28/26
5
5.5
4,334
10 Dory Cir, Edgartown, MA
5.08
Multi-Family Home
$1,510,000
02/25/26
4
3
1,738
16 Hye Rd, Edgartown, MA
5.52
Multi-Family Home
$1,595,000
10/01/25
5
3
2,020
51 Skiffs Ln, West Tisbury, MA
5.61
Multi-Family Home
$1,700,000
10/08/25
7
4.5
3,213
48 W Tisbury Rd, Edgartown, MA
5.48
Multi-Family Home
$1,000,000
01/13/26
3
3
1,959
20 Nye Road #20-26, Falmouth, MA
6.49
Multi-Family Home
$1,950,000
05/22/26
9
5.5
2,525

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
15 Mill Square Rd, Vineyard Haven, MA 02568
0.07
$4,561,600
5
3
2,800
Off Market
6 Arlington Ave, Oak Bluffs, MA 02557
0.04
$1,832,000
4
1.5
1,400
Off Market
6 Brewster Ave, Oak Bluffs, MA 02557
0.09
$3,250,000
4
3
1,728
For Sale
10 Prospect Park, Oak Bluffs, MA 02557
0.15
$1,652,600
4
1.5
1,691
Off Market
19 Wendall Ave, Vineyard Haven, MA 02568
0.23
$1,981,700
4
1.5
1,752
Off Market
17 John Wesley Ave, Oak Bluffs, MA 02557
0.24
$1,650,000
3
2.5
1,406
For Sale
11 John Wesley Ave, Oak Bluffs, MA 02557
0.26
$1,510,400
4
1.5
1,304
Off Market
24 Harrison Ave, Oak Bluffs, MA 02557
0.24
$1,564,400
2
2.5
1,586
Off Market
150 E Chop Dr, Vineyard Haven, MA 02568
0.24
$6,686,500
8
5.5
4,170
Off Market
9 Weston Ave, Oak Bluffs, MA 02557
0.24
$3,750,000
4
3
2,204
For Sale
9 Wendall Ave, Oak Bluffs, MA 02557
0.29
$1,136,900
2
1
1,040
Off Market
48 Brewster Ave, Oak Bluffs, MA 02557
0.27
$2,168,600
5
3
3,352
Off Market

Local Information

  • Map ViewExplore the area around 97 E Chop Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1952
Lot Size
0.66 acres
Living Area
2,045 sqft
Price/Sqft
$3,568

About this House

This multi-family home is located at 97 E Chop Dr, Oak Bluffs, MA. 97 E Chop Dr is in Oak Bluffs, MA and in ZIP code 02557. This property has 5 bedrooms, 4 bathrooms and approximately 2,045 sqft of floor space. This property has a lot size of 0.66 acres and was built in 1952.
97 E Chop Dr, Oak Bluffs, MA 02557 is a 5 bedroom, 4 bathroom, 2,045 sqft multi-family built in 1952. It last sold for $2,300,000 on Nov 8, 2005. It is currently off market. The Trulia Estimate is $7,296,900, with a rent estimate of $5,173/month.

Home Details for 97 E Chop Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 1
Heating & Cooling
Air Conditioning

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Wood

Property Information

Year Built
Year Built: 1952
Property Type / Style
Property Type: Multi FamilyArchitecture: ranch

Community

Units in Building: 2

Lot Information

Lot Area: 0.66 acres

Price and Tax history

DateEventPrice
Nov 8, 2005
Source: LINK #10731
Sold
$2,300,000

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 97 E Chop Dr

  • What is 97 E Chop Dr estimated to be worth?
    Trulia's estimated value for 97 E Chop Dr in Oak Bluffs, MA is $7,296,900.
  • What is the price history for 97 E Chop Dr?
    97 E Chop Dr in Oak Bluffs, MA last sold for $2,300,000 in November 2005.
  • 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.

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