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

$3,587,800

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,456 sqft (on 0.31 acres)

283 E Chop Dr, Oak Bluffs, MA 02557

Est. Refi. Payment $19,825/mo*
Refinance Your Home
Currently Off Market - Sold Dec 28, 2022 for $2,730,000

Home Value

Trulia Estimate
$3.59M
Since last month
Decreased$60K (-1.6%)
Since last year
Increased$332K (+10.1%)
Since last sale
Increased$878K (+32.2%)
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 +14% in the last 10 years
MonthEstimated value
2026
August 2026$3.61M
July 2026$3.67M
June 2026$3.72M
May 2026$3.65M
April 2026$3.64M
March 2026$3.61M
February 2026$3.42M
January 2026$3.35M
2025
2024

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
311 E Chop Dr, Oak Bluffs, MA
0.14
Single-Family Home
$2,850,000
12/16/25
4
2.5
1,800
114 Park St, Oak Bluffs, MA
0.13
Single-Family Home
$3,067,050
10/22/25
4
3.5
1,872
78 Winemack St, Oak Bluffs, MA
0.27
Single-Family Home
$2,899,000
10/01/25
4
2
1,889
16 Atlantic Ave, Oak Bluffs, MA
0.39
Single-Family Home
$2,450,000
06/02/26
6
2.5
2,577
58 Munroe Ave, Oak Bluffs, MA
0.42
Single-Family Home
$1,875,000
05/13/26
3
2
2,215
71 Netock Ave, Oak Bluffs, MA
0.48
Single-Family Home
$1,865,000
12/04/25
4
4
2,820
48 Brewster Ave, Oak Bluffs, MA
0.44
Single-Family Home
$1,450,000
09/12/25
5
3
3,352
1 Rowland Ave, Oak Bluffs, MA
0.91
Single-Family Home
$2,025,000
09/30/25
6
3
3,009
11 John Wesley Ave, Oak Bluffs, MA
0.66
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
311 E Chop Dr, Oak Bluffs, MA 02557
0.14
$2,850,000
4
2.5
1,800
Recently Sold
312 E Chop Drive, Vineyard Haven, MA 02568
0.14
$2,195,000
3
2
1,425
For Sale
4 Pall Mall, Oak Bluffs, MA 02557
0.12
$3,107,300
4
3.5
1,900
Off Market
114 Park St, Oak Bluffs, MA 02557
0.13
$3,139,100
4
3.5
1,872
Off Market
233 E Chop Dr, Oak Bluffs, MA 02557
0.20
$7,550,000
6
4
2,522
For Sale
222 E Chop Dr, Oak Bluffs, MA 02557
0.23
$4,883,000
6
7
4,500
Off Market
78 Winemack St, Oak Bluffs, MA 02557
0.27
$2,974,000
4
2
1,889
Off Market
33 Clay Ave, Oak Bluffs, MA 02557
0.26
$1,717,400
3
3
2,408
Off Market
67 Madison Ave, Oak Bluffs, MA 02557
0.28
$1,920,200
4
2
1,693
Off Market
61 Winemack St, Oak Bluffs, MA 02557
0.32
$850,000
2
1
992
For Sale
90 Munroe Ave, Vineyard Haven, MA 02568
0.33
$4,603,500
7
6.5
3,698
Off Market

Local Information

  • Map ViewExplore the area around 283 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
1900
Lot Size
0.31 acres
Living Area
2,456 sqft
Price/Sqft
$1,461

About this House

This classic beach cottage built in 1900 lies on the shores edge of historic East Chop Drive. The mostly original structure is fortified by jetty rocks and a poured concrete bulkhead. The house features an open frame concept with tall ceilings, beach stone fireplace, 4-bedrooms, 2.5-baths and covered porch. There are exterior entertaining areas flanking the house, a stable beach to enjoy swimming, deep-water mooring and incredible sunset views to cherish as one listens to the lapping of the waves and watches the passing of the ferries.
283 E Chop Dr, Oak Bluffs, MA 02557 is a 4 bedroom, 3 bathroom, 2,456 sqft single-family home built in 1900. It last sold for $2,730,000 on Dec 28, 2022 (7% below the $2,950,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,587,800, with a rent estimate of $7,734/month.
Last check for updates: about 4 hours ago
Listed by Gerrett Conover
Landvest MV
Source: LINK, MLS#40217

Home Details for 283 E Chop Dr

Interior Features

Interior Details
Number of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2456 Square Feet
Appliances & Utilities
Utilities: CblAppliances: Stove: Yes, Washer: Yes
Heating & Cooling
Heating: NoneNo CoolingNo Heating
Fireplace & Spa
Fireplace: Yes
Windows, Doors, Floors & Walls
Flooring: Hardwood, Tile
Levels, Entrance, & Accessibility
Floors: Hardwood, Tile
View
Has a ViewView: Ocean, Res

Exterior Features

Exterior Home Features
Exterior: PvtBch, Patio, Porch, WViews
Parking & Garage
No CarportNo GarageNo Attached GarageParking: Yes
Frontage
WaterfrontWaterfront: Ocean FrontFrontage Type: OceanfrontOn Waterfront
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1900Year Renovated: 2019
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence

Price & Status

Price
List Price: $2,950,000

Active Status

MLS Status: S

Location

Direction & Address
City: Oak Bluffs

Building

Building Area
Building Area: 2456 Square Feet

Lot Information

Lot Area: 0.31 acres

Offer

Listing Agreement Type: Co-Ex

Miscellaneous

Mls Number: 40217Water ViewWater View: Ocean

Price and Tax history

DateEventPrice
Dec 28, 2022
Source: LINK #40217
Sold
$2,730,000
Nov 29, 2022
Source: LINK #40217
Pending
$2,950,000
Oct 17, 2022
Source: LINK #40205
Listed For Sale
$2,950,000
Jun 28, 2019
Source: LINK #34871
Sold
$1,500,000
Jul 31, 2015
Source: LINK #27112
Sold
$1,544,250

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

© 2026 LINK, All Rights Reserved. Data last updated: 2026-08-29 11:29:26 PDT. Some properties may no longer be for sale if they have gone under contract, have sold, or are no longer being offered for sale since the last update.

Frequently asked questions about 283 E Chop Dr

  • What is 283 E Chop Dr estimated to be worth?
    Trulia's estimated value for 283 E Chop Dr in Oak Bluffs, MA is $3,587,800.
  • What is the price history for 283 E Chop Dr?
    283 E Chop Dr in Oak Bluffs, MA last sold for $2,730,000 in December 2022.
  • 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.
  • How big is the lot at 283 E Chop Dr?
    The lot at 283 E Chop Dr in Oak Bluffs, MA is about 0.31 acres (13,504 sq ft).
  • Does 283 E Chop Dr have parking?
    Yes, 283 E Chop Dr in Oak Bluffs, MA has on-site parking.

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