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

268 E Chop Dr
Oak Bluffs, MA 02557

  • 3 Beds
  • 3 Baths
  • 2,520 sqft (on 1.01 acres)

$3,517,600

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $17,907/mo*

$3,517,600

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $17,907/mo*
3 Beds
3 Baths
2,520 sqft
(on 1.01 acres)

Local Information

  • Map ViewExplore the area around 268 E Chop Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

East Chop -- Meticulously maintained 3-bedroom/3-bathroom home, with sweeping water views over Crystal Lake, Vineyard Haven sound and sunsets over West Chop. This year-round home, sitting on 1.01 acres, should be at the top of your list because of its close proximity to beaches, tennis courts, the Oak Bluffs harbor and downtown areas. The first floor features a large living room with walls of windows that bring the spectacular vistas to your gatherings of friends and family. Completing the first floor is a large front deck for entertaining, dining room, two bedrooms, two full baths, and kitchen with its own dining area and deck. Walk out basement includes family room, bedroom, a full bathroom and garage for 2-3 cars. The home comes partially furnished. Septic Title V for 3-bedrooms passed inspection in April 2020. House includes central vacuum system and irrigation system for the gardens. Family requests prior day notice for showings.
268 E Chop Dr, Oak Bluffs, MA 02557 is a 3 bedroom, 3 bathroom, 2,520 sqft single-family home built in 1990. It last sold for $2,250,000 on Oct 30, 2020. It is currently off market. The Trulia Estimate is $3,517,600, with a rent estimate of $7,967/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 268 E Chop Dr

Interior Features

Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: WallHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood, Linoleum Vinyl
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking Spaces: 8Parking: Garage Attached

Property Information

Year Built
Year Built: 1990Year Updated: 2011
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 1.01 acres

Building

Fitness & Sports
Tennis Court

Price History for 268 E Chop Dr

DatePriceEventSource
10/30/2020$2,250,000Sold
LINK #37119

Market trends in Oak Bluffs

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
54
9
MoM
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Property Tax and Assessment

Year2025
Tax$15,369
Assessment$3,043,300
Home facts updated by county records

Comparable Sales for 268 E Chop Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.30
Single-Family Home
$2,450,000
06/02/26
6
2.5
2,577
0.29
Single-Family Home
$2,899,000
10/01/25
4
2
1,889
0.09
Single-Family Home
$3,067,050
10/22/25
4
3.5
1,872
0.39
Single-Family Home
$1,875,000
05/13/26
3
2
2,215
0.23
Single-Family Home
$2,850,000
12/16/25
4
2.5
1,800
0.36
Single-Family Home
$1,450,000
09/12/25
5
3
3,352
0.52
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
0.69
Single-Family Home
$1,400,000
01/30/26
3
2
1,629
0.61
Single-Family Home
$1,475,000
10/10/25
4
1.5
1,304

Nearby homes

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Assigned Schools

These are the assigned schools for 268 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 268 E Chop Dr

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Off Market Homes Near 268 E Chop Dr

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