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

180 E Chop Dr
Oak Bluffs, MA 02557

  • 4 Beds
  • 3.5 Baths
  • 2,207 sqft

$3,939,900

Trulia Estimate
as of May 26, 2026
Est. Refi. Payment $21,412/mo*

$3,939,900

Trulia Estimate
as of May 26, 2026
Est. Refi. Payment $21,412/mo*
4 Beds
3.5 Baths
2,207 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

A classic Victorian, updated and fully modernized, this breathtaking waterview home on East Chop is truly a rare and special offering. Prominently positioned within 300 yards of the East Chop Lighthouse and nestled privately among some of the most spectacular homes in Oak Bluffs, the quintessential Martha's Vineyard experience awaits.
Pure relaxation abounds on the property's sprawling outdoor spaces, beginning with the home's beautiful and expansive wraparound front porch that overlooks the Sound, ferries, and more. Inside the home, the water remains readily in view, through ample front-facing windows that make the interiors bright and inviting. The primary focal points of the interior are the gorgeous front living room, dining room and kitchen, which are ideally laid out to be open and accented with exceptional finishes, including elegant hardwood floors that flow throughout the home. The kitchen is exceptionally spacious, with high-ceilings, two Sub-Zero stainless steel refrigerators, large central island, and granite counters. The dining room is set aside a commanding beach stone fireplace. Completing the first level are a huge tv/media room with sleeping loft and a private guest bedroom suite with luxurious full bath. Upstairs the master is extraordinary, with oversized proportions, two closets, and massive private bathroom, replete with scintillating hardware and fixtures. Also on the 2nd level, are two additional bedrooms, playroom/office and another full bath - a front bedroom faces the water and offers broad views of the Sound. Lastly, two large storage areas - a partial/unfinished basement and the attached one car garage - allow plenty of room for recreational equipment and more.
Fully renovated and expanded in 2006, this ca. 1872 Victorian-style home features fully modern systems and appliances. It has central forced air AC and heating, expansive and well-appointed living areas, and stands as the perfect mix of original character and state of the art comforts. Truly a must see in an ideal location, just moments from all that Oak Bluffs has to offer.
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
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 180 E Chop Dr

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Wood

Property Information

Year Built
Year Built: 1872Year Updated: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 7840 sqft

Price History for 180 E Chop Dr

DatePriceEventSource
11/21/2017$1,710,000Sold
LINK #32418
09/08/2017$1,700,000Listed For SaleAgent Provided
04/05/2002$1,450,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$17,636
Assessment$3,492,200
Home facts updated by county records

Comparable Sales for 180 E Chop Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.22
Single-Family Home
$1,450,000
09/12/25
5
3
3,352
0.29
Single-Family Home
$3,067,050
10/22/25
4
3.5
1,872
0.50
Single-Family Home
$2,850,000
12/16/25
4
2.5
1,800
0.39
Single-Family Home
$1,875,000
05/13/26
3
2
2,215
0.65
Single-Family Home
$1,865,000
12/04/25
4
4
2,820
0.49
Single-Family Home
$1,475,000
10/10/25
4
1.5
1,304
0.68
Single-Family Home
$1,775,000
03/02/26
5
2
1,469
0.65
Single-Family Home
$1,300,000
12/18/25
4
2
1,248
0.81
Single-Family Home
$2,025,000
09/30/25
6
3
3,009
0.45
Single-Family Home
$2,899,000
10/01/25
4
2
1,889

Nearby homes

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Assigned Schools

These are the assigned schools for 180 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."

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Apartments for Rent

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Homes for sale near 180 E Chop Dr

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Off Market Homes Near 180 E Chop Dr

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Homes for rent near 180 E Chop Dr

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180 E Chop Dr, Oak Bluffs, MA 02557 is a 4 bedroom, 4 bathroom, 2,207 sqft single-family home built in 1872. This property is not currently available for sale. 180 E Chop Dr was last sold on Nov 21, 2017 for $1,710,000. The current Trulia Estimate for 180 E Chop Dr is $3,939,900.