150 E Chop Dr, Vineyard Haven, MA 02568
Property image
Property image
OFF MARKET

$6,807,600

Trulia Estimate
  • 8 Beds
  • 5.5 Baths
  • 4,170 sqft (on 0.64 acres)

150 E Chop Dr, Vineyard Haven, MA 02568

Est. Refi. Payment $38,562/mo*
Refinance Your Home
Currently Off Market - Sold Oct 23, 2015 for $2,695,000

Home Value

Trulia Estimate
$6.81M
Since last month
Decreased$696K (-9.3%)
Since last year
Increased$866K (+14.5%)
Since last sale
Increased$4M (+153.2%)
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 +17% in the last 10 years
MonthEstimated value
2026
August 2026$6.82M
August 2026$6.81M
July 2026$7.52M
June 2026$7.19M
May 2026$7.09M
April 2026$7.22M
March 2026$7.74M
February 2026$8.31M
January 2026$6.42M
2025

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
16 Atlantic Ave, Oak Bluffs, MA
0.11
Single-Family Home
$2,450,000
06/02/26
6
2.5
2,577
48 Brewster Ave, Oak Bluffs, MA
0.16
Single-Family Home
$1,450,000
09/12/25
5
3
3,352
114 Park St, Oak Bluffs, MA
0.38
Single-Family Home
$3,067,050
10/22/25
4
3.5
1,872
78 Winemack St, Oak Bluffs, MA
0.49
Single-Family Home
$2,899,000
10/01/25
4
2
1,889
58 Munroe Ave, Oak Bluffs, MA
0.36
Single-Family Home
$1,875,000
05/13/26
3
2
2,215
71 Netock Ave, Oak Bluffs, MA
0.66
Single-Family Home
$1,865,000
12/04/25
4
4
2,820
1 Rowland Ave, Oak Bluffs, MA
0.70
Single-Family Home
$2,025,000
09/30/25
6
3
3,009
311 E Chop Dr, Oak Bluffs, MA
0.59
Single-Family Home
$2,850,000
12/16/25
4
2.5
1,800
11 John Wesley Ave, Oak Bluffs, MA
0.38
Single-Family Home
$1,475,000
10/10/25
4
1.5
1,304
14 Chapman Ave, Oak Bluffs, MA
0.56
Single-Family Home
$1,775,000
03/02/26
5
2
1,469

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
24 Harrison Ave, Oak Bluffs, MA 02557
0.03
$2,595,000
2
2
1,586
For Sale
9 Weston Ave, Oak Bluffs, MA 02557
0.02
$3,750,000
4
3
2,204
For Sale
10 Prospect Park, Oak Bluffs, MA 02557
0.09
$1,660,900
4
1.5
1,691
Off Market
16 Atlantic Ave, Oak Bluffs, MA 02557
0.11
$2,450,000
6
2.5
2,577
Recently Sold
48 Brewster Ave, Oak Bluffs, MA 02557
0.16
$2,194,600
5
3
3,352
Off Market
6 Brewster Ave, Oak Bluffs, MA 02557
0.15
$3,100,000
4
3
1,728
For Sale
67 Madison Ave, Oak Bluffs, MA 02557
0.24
$1,920,200
4
2
1,693
Off Market
6 Arlington Ave, Oak Bluffs, MA 02557
0.24
$1,853,400
4
1.5
1,400
Off Market
90 Munroe Ave, Vineyard Haven, MA 02568
0.27
$4,603,500
7
6.5
3,698
Off Market
15 Mill Square Rd, Vineyard Haven, MA 02568
0.29
$4,474,600
5
3
2,800
Off Market
19 Wendall Ave, Vineyard Haven, MA 02568
0.32
$1,975,800
4
1.5
1,752
Off Market

Local Information

  • Map ViewExplore the area around 150 E Chop Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1928
0.64 acre lot
4,170 sqft
$1,633/sqft

About this House

SALE INCLUDED 24 HARRISON AVE. BEING LOT 48 & 45 on Map 2. Known as “Big Bluff” this quintessential , authentic summer home offers an unparalleled “view from the top of East Chop” over Nantucket Sound to Cape Cod, Chappaquiddick and BEYOND!  Bell buoys, fog horns and the timely "blink" from local and distant lighthouses will be your daily reminder of island life.  A truly magnificent setting on ¾ of an acre of luscious lawn, this seaside home greets the morning sunrise with an easterly facing front porch and says “good evening” to the glowing sunsets from the westerly facing covered rear porch that has seen many great gatherings over the years.  With 8 bedrooms(5 en-suite), there is no shortage of space for friends and family to visit.  And...with 2 living areas, each one warmed by a classic BEACH STONE fireplace, entertaining is perfect, even on those cool evenings.  The East Chop community offers boating, swimming, tennis, fishing and a social atmosphere that is hard to find.  Impressive and in a class by itself
150 E Chop Dr, Vineyard Haven, MA 02568 is a 8 bedroom, 6 bathroom, 4,170 sqft single-family home built in 1928. It last sold for $2,695,000 on Oct 23, 2015 (6% above the $2,550,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $6,807,600.
Last check for updates: about 21 hours ago
Listed by Doug Reece
RE/MAX on Island
Bought with: Stephanie Roache, Sandpiper Realty
Source: LINK, MLS#28610

Home Details for 150 E Chop Dr

Interior Features

Interior Details
Basement: Partial with plenty of storage roomNumber of Rooms: 13
Beds & Baths
Number of Bedrooms: 8Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4170 Square Feet
Appliances & Utilities
Utilities: CblAppliances: Stove: yes, Washer: yes
Heating & Cooling
Heating: OFHANo CoolingHas HeatingHeating Fuel: OFHA
Fireplace & Spa
Fireplace: 2 beach stone, 1 brick
Windows, Doors, Floors & Walls
Flooring: wood and tile
Levels, Entrance, & Accessibility
Floors: Wood And Tile
View
Has a ViewView: Sound

Exterior Features

Exterior Home Features
Other Structures: noneExterior: Porch, PubBch, WViewsFoundation: partial basement
Parking & Garage
No CarportNo GarageNo Attached GarageParking: 4 off street
Frontage
WaterfrontWaterfront: SoundFrontage Type: SoundOn Waterfront
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1928
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence

Price & Status

Price
List Price: $2,550,000

Active Status

MLS Status: S

Media

Location

Direction & Address
City: Oak Bluffs

Building

Building Area
Building Area: 4170 Square Feet

Lot Information

Lot Area: 0.64 acres

Offer

Listing Agreement Type: E

Rental Terms, Policies & Fees

Partially Furnished

Miscellaneous

BasementMls Number: 28610Water ViewWater View: Sound

Price and Tax history

DateEventPrice
Oct 23, 2015
Source: LINK #28610
Sold
$2,695,000

Market trends in Oak Bluffs

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
72
14MoM

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: 2026-09-11 02:59:25 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 150 E Chop Dr

  • What is 150 E Chop Dr estimated to be worth?
    Trulia's estimated value for 150 E Chop Dr in Vineyard Haven, MA is $6,807,600.
  • What is the price history for 150 E Chop Dr?
    150 E Chop Dr in Vineyard Haven, MA last sold for $2,695,000 in October 2015.
  • Is Vineyard Haven a buyer's or seller's market?
    Vineyard Haven is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Vineyard Haven?
    Residents describe Vineyard Haven, MA as dog-friendly, well-kept, and walkable to restaurants. See recently sold homes in Vineyard Haven, MA.
  • How big is the lot at 150 E Chop Dr?
    The lot at 150 E Chop Dr in Vineyard Haven, MA is about 0.64 acres (27,878 sq ft).
  • Does 150 E Chop Dr have parking?
    Yes, 150 E Chop Dr in Vineyard Haven, MA has on-site parking.

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