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

307 E Chop Dr
Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 1,500 sqft (on 0.45 acres)

$3,262,100

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $17,502/mo*

$3,262,100

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $17,502/mo*
3 Beds
2 Baths
1,500 sqft
(on 0.45 acres)

Local Information

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

Description

East Chop Waterfront! Come and relax in this Classic Vineyard-style cottage with modern amenities and a designer flair. Many recent upgrades and tasteful renovations have been completed to this delightful four season home offering three bedrooms, two baths, a fieldstone fireplace, refreshing outdoor shower and private beach. Enjoy spectacular views of the Outer Harbor and take in all the boating activity and gorgeous sunsets over West Chop right from your doorstep. A very quiet, serene setting yet just a short drive to both downtown Oak Bluffs or the Center of Vineyard Haven.
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
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 307 E Chop Dr

Interior Features

Heating & Cooling
Heating: Baseboard, Other, Electric, OtherAir ConditioningHeating Fuel: Baseboard
Interior Details
Number of Rooms: 6
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodFoundation Type: Crawl Raised
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1900Year Updated: 2010
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.45 acres

Price History for 307 E Chop Dr

DatePriceEventSource
12/09/2015$1,525,000Sold
LINK #28255
09/16/2015$1,995,000PriceChange
Agent Provided
09/12/2015$1,595,000PriceChange
Agent Provided
09/10/2015$1,995,000PriceChange
Agent Provided
09/03/2015$1,595,000PriceChange
Agent Provided
08/31/2015$1,795,000PriceChange
Agent Provided
08/30/2015$1,995,000PriceChange
Agent Provided
08/03/2015$1,795,000PriceChange
Agent Provided
04/20/2015$1,995,000Listed For SaleAgent Provided
01/01/2015$2,325,000ListingRemovedAgent Provided
05/26/2014$2,325,000Listed For SaleAgent Provided
08/25/2010$1,800,000Sold
LINK #19534
02/10/2010$1,995,000Listed For SaleAgent Provided
11/21/2009$1,995,000ListingRemovedAgent Provided
06/18/2009$1,995,000Listed For SaleAgent Provided
06/15/2006$1,780,000Sold
LINK #9783
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Property Tax and Assessment

Year2025
Tax$11,387
Assessment$2,254,900
Home facts updated by county records

Comparable Sales for 307 E Chop Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.43
Single-Family Home
$1,875,000
05/13/26
3
2
2,215
0.02
Single-Family Home
$2,850,000
12/16/25
4
2.5
1,800
0.23
Single-Family Home
$2,899,000
10/01/25
4
2
1,889
0.20
Single-Family Home
$3,067,050
10/22/25
4
3.5
1,872
0.89
Single-Family Home
$1,310,000
08/18/25
3
2
1,964
0.69
Single-Family Home
$1,400,000
01/30/26
3
2
1,629
0.68
Single-Family Home
$1,475,000
10/10/25
4
1.5
1,304
0.41
Single-Family Home
$1,865,000
12/04/25
4
4
2,820
0.98
Single-Family Home
$1,530,000
01/13/26
3
2
2,015
0.98
Single-Family Home
$1,530,000
01/13/26
3
2
2,015

Nearby homes

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Assigned Schools

These are the assigned schools for 307 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 307 E Chop Dr

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Off Market Homes Near 307 E Chop Dr

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Homes for rent near 307 E Chop Dr

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307 E Chop Dr, Oak Bluffs, MA 02557 is a 3 bedroom, 2 bathroom, 1,500 sqft single-family home built in 1900. This property is not currently available for sale. 307 E Chop Dr was last sold on Dec 9, 2015 for $1,525,000. The current Trulia Estimate for 307 E Chop Dr is $3,262,100.