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

$4,720,500

Trulia Estimate
  • 3 Beds
  • 3.5 Baths
  • 2,449 sqft (on 0.51 acres)

225 E Chop Dr, Oak Bluffs, MA 02557

Est. Refi. Payment $26,011/mo*
Refinance Your Home
Currently Off Market - Sold Sep 18, 2020 for $2,300,000

Home Value

Trulia Estimate
$4.72M
Since last month
Decreased$52K (-1.1%)
Since last year
Increased$133K (+2.9%)
Since last sale
Increased$2M (+105.6%)
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 +80% in the last 10 years
MonthEstimated value
2026
August 2026$4.73M
July 2026$4.78M
June 2026$4.82M
May 2026$4.75M
April 2026$4.64M
March 2026$4.82M
February 2026$4.62M
January 2026$4.51M
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
0.19
Single-Family Home
$2,450,000
06/02/26
6
2.5
2,577
58 Munroe Ave, Oak Bluffs, MA
0.40
Single-Family Home
$1,875,000
05/13/26
3
2
2,215
114 Park St, Oak Bluffs, MA
0.18
Single-Family Home
$3,067,050
10/22/25
4
3.5
1,872
311 E Chop Dr, Oak Bluffs, MA
0.37
Single-Family Home
$2,850,000
12/16/25
4
2.5
1,800
78 Winemack St, Oak Bluffs, MA
0.38
Single-Family Home
$2,899,000
10/01/25
4
2
1,889
48 Brewster Ave, Oak Bluffs, MA
0.30
Single-Family Home
$1,450,000
09/12/25
5
3
3,352
71 Netock Ave, Oak Bluffs, MA
0.60
Single-Family Home
$1,865,000
12/04/25
4
4
2,820
1 Rowland Ave, Oak Bluffs, MA
0.88
Single-Family Home
$2,025,000
09/30/25
6
3
3,009
11 John Wesley Ave, Oak Bluffs, MA
0.57
Single-Family Home
$1,475,000
10/10/25
4
1.5
1,304
67 New York Ave, Oak Bluffs, MA
0.71
Single-Family Home
$1,400,000
01/30/26
3
2
1,629

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
222 E Chop Dr, Oak Bluffs, MA 02557
0.02
$4,883,000
6
7
4,500
Off Market
233 E Chop Dr, Oak Bluffs, MA 02557
0.05
$7,550,000
6
4
2,522
For Sale
67 Madison Ave, Oak Bluffs, MA 02557
0.18
$1,920,200
4
2
1,693
Off Market
114 Park St, Oak Bluffs, MA 02557
0.18
$3,139,100
4
3.5
1,872
Off Market
4 Pall Mall, Oak Bluffs, MA 02557
0.19
$3,131,300
4
3.5
1,900
Off Market
16 Atlantic Ave, Oak Bluffs, MA 02557
0.19
$2,450,000
6
2.5
2,577
Recently Sold
283 E Chop Dr, Oak Bluffs, MA 02557
0.24
$3,626,600
4
2.5
2,456
Off Market
33 Clay Ave, Oak Bluffs, MA 02557
0.26
$1,717,400
3
3
2,408
Off Market
90 Munroe Ave, Vineyard Haven, MA 02568
0.26
$4,603,500
7
6.5
3,698
Off Market
24 Harrison Ave, Oak Bluffs, MA 02557
0.29
$2,595,000
2
2
1,586
For Sale
9 Weston Ave, Oak Bluffs, MA 02557
0.29
$3,750,000
4
3
2,204
For Sale
150 E Chop Dr, Vineyard Haven, MA 02568
0.29
$6,712,000
8
5.5
4,170
Off Market

Local Information

  • Map ViewExplore the area around 225 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
1950
Lot Size
0.51 acres
Living Area
2,449 sqft
Price/Sqft
$1,928

About this House

Tempting buy on ''Telegraph Hill''! This is the perfect ''Nautical Neighborhood'' to begin (or continue) your family legacy on Martha's Vineyard. Recently renovated to create a touch of class, this elegant, distinctive home overlooks Vineyard Sound and the East Chop Lighthouse. The home was completely re-designed and rebuilt (by South Mountain Company) in 2014-15 to take advantage of the never-ending water view and finished in custom detail to meet the high standards of the owner. From the moment you enter, you will be ''wowed'' by the view and quality of craftsmanship. There is beautiful Birch flooring that runs throughout most of the home including the upscale, gourmet ''cooks'' kitchen. And...What a difference a well-designed kitchen makes! This includes a center island work station where you can chop ingredients, roll out pizza dough or cut fresh flowers from the garden. All appliances are ''top of the line'' and the custom-built walnut cabinets are 2nd to none. From the kitchen, you will enjoy the water view, a glowing fire in the Stone fireplace and be part of all the activities in the wide-open dining/living room. A spectacular location to view the area fireworks on July 4!
225 E Chop Dr, Oak Bluffs, MA 02557 is a 3 bedroom, 4 bathroom, 2,449 sqft single-family home built in 1950. It last sold for $2,300,000 on Sep 18, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,720,500, with a rent estimate of $7,976/month.

Home Details for 225 E Chop Dr

Interior Features

Heating & Cooling
Heating: Forced Air, Heat Pump, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Hardwood
Interior Details
Number of Rooms: 5
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Shingle Not Wood

Property Information

Year Built
Year Built: 1950Year Updated: 2011
Property Type / Style
Property Type: Single Family HomeArchitecture: Craftsman

Community

Units in Building: 1

Lot Information

Lot Area: 0.51 acres

Price and Tax history

DateEventPrice
Sep 18, 2020
Source: LINK #36309
Sold
$2,300,000
Jun 6, 2020
Source: Agent Provided
Pending
$2,790,000
Feb 15, 2020
Source: Agent Provided
PriceChange
$2,790,000
Price decreased by 10%
Oct 8, 2019
Source: Agent Provided
PriceChange
$3,100,000
Price decreased by 13%
Aug 19, 2019
Source: Agent Provided
PriceChange
$3,550,000
Price decreased by 4%

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 225 E Chop Dr

  • What is 225 E Chop Dr estimated to be worth?
    Trulia's estimated value for 225 E Chop Dr in Oak Bluffs, MA is $4,720,500.
  • What is the price history for 225 E Chop Dr?
    225 E Chop Dr in Oak Bluffs, MA last sold for $2,300,000 in September 2020.
  • 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.
  • Does 225 E Chop Dr have air conditioning?
    Yes, 225 E Chop Dr in Oak Bluffs, MA has air conditioning.
  • Does 225 E Chop Dr have laundry facilities?
    Yes, 225 E Chop Dr in Oak Bluffs, MA has in-unit laundry.

Explore by feature - Air Conditioning

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