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

225 E Chop Dr
Oak Bluffs, MA 02557

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

$4,809,300

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $25,969/mo*

$4,809,300

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $25,969/mo*
3 Beds
3.5 Baths
2,449 sqft
(on 0.51 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 225 E Chop Dr

DatePriceEventSource
09/18/2020$2,300,000Sold
LINK #36309
06/06/2020$2,790,000PendingAgent Provided
02/15/2020$2,790,000PriceChange
Agent Provided
10/08/2019$3,100,000PriceChange
Agent Provided
08/19/2019$3,550,000PriceChange
Agent Provided
06/27/2019$3,700,000PriceChange
Agent Provided
08/10/2018$3,950,000Listed For SaleAgent Provided
11/20/2013$2,300,000Sold
LINK #25191
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$19,076
Assessment$3,777,500
Home facts updated by county records

Comparable Sales for 225 E Chop Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.40
Single-Family Home
$1,875,000
05/13/26
3
2
2,215
0.18
Single-Family Home
$3,067,050
10/22/25
4
3.5
1,872
0.37
Single-Family Home
$2,850,000
12/16/25
4
2.5
1,800
0.38
Single-Family Home
$2,899,000
10/01/25
4
2
1,889
0.30
Single-Family Home
$1,450,000
09/12/25
5
3
3,352
0.60
Single-Family Home
$1,865,000
12/04/25
4
4
2,820
0.88
Single-Family Home
$2,025,000
09/30/25
6
3
3,009
0.57
Single-Family Home
$1,475,000
10/10/25
4
1.5
1,304
0.71
Single-Family Home
$1,400,000
01/30/26
3
2
1,629
0.96
Single-Family Home
$2,100,000
11/07/25
3
2
1,608

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 225 E Chop Dr.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
  • P5j4f84ncw
    "Local people, well known community,quite,hard working people,solid business,good schools,hospitality,new opportunities,security and safety place to leave. "
  • 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 "
  • Trulia User
    "Oak Bluffs is a charming town with a bustling summer harbor and lovely shopping district. It’s a beautiful place to live. "
  • Jrheneeb
    "I love it here. It’s beautiful and the people are amazing. It’s a great place To come relax and unwind. "
  • Kayceesmith27
    "I take the bus to and from work . Car for longer distances. Boat to get to the main land which is 45min ride."
  • 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."
  • tkurian
    "I own a property in Oak Bluffs"
  • 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. "
  • Island R. E.
    "This is a lovely and desirable area close to town and everything the island has to offer."

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 225 E Chop Dr

Skip to last item
Skip to first item

Off Market Homes Near 225 E Chop Dr

Skip to last item
Skip to first item

Homes for rent near 225 E Chop Dr

Skip to last item
Skip to first item
225 E Chop Dr, Oak Bluffs, MA 02557 is a 3 bedroom, 4 bathroom, 2,449 sqft single-family home built in 1950. This property is not currently available for sale. 225 E Chop Dr was last sold on Sep 18, 2020 for $2,300,000. The current Trulia Estimate for 225 E Chop Dr is $4,809,300.