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

89 E Chop Dr
Oak Bluffs, MA 02557

  • 7 Beds
  • 5.5 Baths
  • 4,000 sqft (on 0.80 acres)

$6,155,900

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $34,060/mo*
Refinance Your Home

$6,155,900

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $34,060/mo*
Refinance Your Home
7 Beds
5.5 Baths
4,000 sqft
(on 0.80 acres)

Home Value

Trulia Estimate
$6.16M
Since last month
Decreased$103K (-1.7%)
Since last year
Increased$1M (+19.9%)
Since last sale
Increased$3M (+85.5%)
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 +130% in the last 10 years
MonthEstimated value
2026
August 2026$6.03M
July 2026$6.01M
June 2026$6.13M
May 2026$5.89M
April 2026$5.67M
March 2026$5.71M
February 2026$5.5M
January 2026$5.3M
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
0.37
Single-Family Home
$2,450,000
06/02/26
6
2.5
2,577
48 Brewster Ave, Oak Bluffs, MA
0.29
Single-Family Home
$1,450,000
09/12/25
5
3
3,352
1 Rowland Ave, Oak Bluffs, MA
0.53
Single-Family Home
$2,025,000
09/30/25
6
3
3,009
78 Winemack St, Oak Bluffs, MA
0.62
Single-Family Home
$2,899,000
10/01/25
4
2
1,889
114 Park St, Oak Bluffs, MA
0.60
Single-Family Home
$3,067,050
10/22/25
4
3.5
1,872
58 Munroe Ave, Oak Bluffs, MA
0.42
Single-Family Home
$1,875,000
05/13/26
3
2
2,215
71 Netock Ave, Oak Bluffs, MA
0.72
Single-Family Home
$1,865,000
12/04/25
4
4
2,820
34 Massasoit Ave, Oak Bluffs, MA
0.69
Single-Family Home
$2,000,000
02/11/26
6
3.5
1,616
14 Chapman Ave, Oak Bluffs, MA
0.37
Single-Family Home
$1,775,000
03/02/26
5
2
1,469
11 John Wesley Ave, Oak Bluffs, MA
0.25
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
15 Mill Square Rd, Vineyard Haven, MA 02568
0.04
$4,652,900
5
3
2,800
Off Market
6 Arlington Ave, Oak Bluffs, MA 02557
0.06
$1,839,900
4
1.5
1,400
Off Market
6 Brewster Ave, Oak Bluffs, MA 02557
0.13
$3,250,000
4
3
1,728
For Sale
10 Prospect Park, Oak Bluffs, MA 02557
0.18
$1,652,600
4
1.5
1,691
Off Market
19 Wendall Ave, Vineyard Haven, MA 02568
0.23
$1,949,600
4
1.5
1,752
Off Market
17 John Wesley Ave, Oak Bluffs, MA 02557
0.23
$1,650,000
3
2.5
1,406
For Sale
11 John Wesley Ave, Oak Bluffs, MA 02557
0.25
$1,510,400
4
1.5
1,304
Off Market
24 Harrison Ave, Oak Bluffs, MA 02557
0.27
$1,564,400
2
2.5
1,586
Off Market
150 E Chop Dr, Vineyard Haven, MA 02568
0.28
$6,686,500
8
5.5
4,170
Off Market
9 Weston Ave, Oak Bluffs, MA 02557
0.28
$3,750,000
4
3
2,204
For Sale
9 Wendall Ave, Oak Bluffs, MA 02557
0.28
$1,142,000
2
1
1,040
Off Market
48 Brewster Ave, Oak Bluffs, MA 02557
0.29
$2,192,500
5
3
3,352
Off Market

Local Information

  • Map ViewExplore the area around 89 E Chop Dr.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1970
Lot Size
0.8 acres
Living Area
4,000 sqft
Price/Sqft
$1,539

About this House

This single-family home is located at 89 E Chop Dr, Oak Bluffs, MA. 89 E Chop Dr is in Oak Bluffs, MA and in ZIP code 02557. This property has 7 bedrooms, 6 bathrooms and approximately 4,000 sqft of floor space. This property has a lot size of 0.80 acres and was built in 1970.
89 E Chop Dr, Oak Bluffs, MA 02557 is a 7 bedroom, 6 bathroom, 4,000 sqft single-family home built in 1970. It last sold for $3,250,000 on May 7, 2021. It is currently off market. The Trulia Estimate is $6,155,900, with a rent estimate of $7,967/month.

Home Details for 89 E Chop Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPatio

Property Information

Year Built
Year Built: 1970Year Updated: 2008
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.80 acres

Price and Tax history

DateEventPrice
May 7, 2021
Source: LINK #37747
Sold
$3,250,000
Jan 21, 2021
Source: Agent Provided
Listed For Sale
$3,395,000
Sep 14, 2020
Source: Agent Provided
ListingRemoved
$3,295,000
Jul 15, 2020
Source: N/A
Listed For Sale
$3,295,000
Jun 26, 2018
Source: Agent Provided
ListingRemoved
$3,295,000

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
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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
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  • 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

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Apartments for Rent

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Homes for sale near 89 E Chop Dr

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Off Market Homes Near 89 E Chop Dr

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Frequently asked questions about 89 E Chop Dr

  • What is 89 E Chop Dr estimated to be worth?
    Trulia's estimated value for 89 E Chop Dr in Oak Bluffs, MA is $6,155,900.
  • What is the price history for 89 E Chop Dr?
    89 E Chop Dr in Oak Bluffs, MA last sold for $3,250,000 in May 2021.
  • 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 89 E Chop Dr?
    The lot at 89 E Chop Dr in Oak Bluffs, MA is about 0.80 acres (34,848 sq ft).