$8,900,000
8 Beds
8 Baths
8,170 sqft (on 0.64 acres)
150 E Chop Dr, Oak Bluffs, MA 02557
Est. Mortgage $48,786/mo*
Get Pre-QualifiedHome Highlights
Price/Sqft
$1,089
Listed
49 days ago
Climate Control
Heat Pump Heating
Local Information
- Map ViewExplore the area around 150 E Chop Dr.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
BIG BLUFF- Recognized for its architectural significance and featured in leading design publications, this home stands as one of the Vineyard’s most notable coastal residences. Set along the prestigious shoreline of East Chop, this estate represents a rare convergence of architectural pedigree, craftsmanship, and irreplaceable setting. Designed by Hutker Architects, built by J.G. Early, and landscape designed by Dan Gordon Landscape Architects, the home reflects a level of design and craftsmanship virtually impossible to replicate today. Originally conceived as a generational estate, the residence pairs exceptional craftsmanship with modern construction designed to withstand decades of coastal exposure. From artisan millwork to landscapes seamlessly integrated into the natural surroundings, every element was purposefully considered. Spanning over 8,000+ square feet with eight bedrooms, the property offers expansive, light-filled living spaces oriented toward sweeping ocean views and effortless indoor-outdoor living. Ideally located just moments from the East Chop Beach Club, East Chop Tennis Club, and East Chop Yacht Club, this home places you at the center of one of the island’s most established and desirable enclaves.
Last check for updates: about 22 hours ago
Listing courtesy of Andrew McElhinney
Compass LLC
Source: LINK, MLS#44397
Also Listed on LINK.
Home Details for 150 E Chop Dr
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Interior Details Basement: A thoughtfully designed 1, 498 sq. ft. finished basement offers exceptional additional living space, featuring a dedicated media room, a fully equipped gym area, and a convenient half bath. This level also includes an oversized pantry for ample storage, as well as well-organized utility spaces.Number of Rooms: 16 |
Beds & Baths Number of Bedrooms: 8Main Level Bedrooms: 1Number of Bathrooms: 9Number of Bathrooms (full): 7Number of Bathrooms (half): 2 |
Dimensions and Layout Living Area: 8170 Square Feet |
Appliances & Utilities Utilities: CblAppliances: Stove: THERMADOR, Washer: LG |
Heating & Cooling Heating: Heat PumpNo CoolingHas HeatingHeating Fuel: Heat Pump |
Fireplace & Spa Fireplace: 5 |
Windows, Doors, Floors & Walls Flooring: 3 |
Levels, Entrance, & Accessibility Floors: 3 |
View Has a ViewView: Ocean |
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Exterior Home Features Other Structures: A 576 sq. ft. attached garage offers generous space for vehicles, storage, and seasonal equipment, with convenient direct access to the home for added ease and functionality.Exterior: ScrPorch, Porch, Patio, WViews, GymFoundation: Poured concrete |
Parking & Garage No CarportNo GarageNo Attached GarageParking: Private parking court |
Frontage Frontage Type: NoneNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
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Days on Market: 49 |
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Year Built Year Built: 2018 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
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Price List Price: $8,900,000Price Per Sqft: $1,089 |
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MLS Status: PS |
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Direction & Address City: Oak Bluffs |
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Listing Agent Listing ID: 44397 |
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Building Area Building Area: 8170 Square Feet |
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Lot Area: 0.64 acres |
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Listing Agreement Type: E |
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BasementMls Number: 44397Projected Close Date: Mon Aug 24 2026Water ViewWater View: Ocean |
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.
Market trends in Oak Bluffs
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
58
4MoM
Home Value
Trulia Estimate
$8.09MSince last month
Increased$144K (+1.8%)Since last year
Decreased$588K (-6.7%)Since last sale
Increased$6M (+204.1%)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 +264% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $8.2M |
| July 2026 | $8.05M |
| June 2026 | $8.2M |
| May 2026 | $8.27M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
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 |
|---|---|---|---|---|---|---|---|
0.11 | Single-Family Home | $2,450,000 | 06/02/26 | 6 | 2.5 | 2,577 | |
0.16 | Single-Family Home | $1,450,000 | 09/12/25 | 5 | 3 | 3,352 | |
0.39 | Single-Family Home | $3,067,050 | 10/22/25 | 4 | 3.5 | 1,872 | |
0.48 | Single-Family Home | $2,899,000 | 10/01/25 | 4 | 2 | 1,889 | |
0.36 | 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 | |
0.70 | Single-Family Home | $2,025,000 | 09/30/25 | 6 | 3 | 3,009 | |
0.59 | Single-Family Home | $2,850,000 | 12/16/25 | 4 | 2.5 | 1,800 | |
0.38 | Single-Family Home | $1,475,000 | 10/10/25 | 4 | 1.5 | 1,304 | |
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 |
|---|---|---|---|---|---|---|
0.03 | $2,595,000 | 2 | 2 | 1,586 | For Sale | |
0.02 | $3,750,000 | 4 | 3 | 2,204 | For Sale | |
0.00 | $6,712,000 | 8 | 5.5 | 4,170 | Off Market | |
0.09 | $1,676,400 | 4 | 1.5 | 1,691 | Off Market | |
0.11 | $2,450,000 | 6 | 2.5 | 2,577 | Recently Sold | |
0.16 | $2,168,600 | 5 | 3 | 3,352 | Off Market | |
0.15 | $3,250,000 | 4 | 3 | 1,728 | For Sale | |
0.24 | $1,920,200 | 4 | 2 | 1,693 | Off Market | |
0.24 | $1,850,500 | 4 | 1.5 | 1,400 | Off Market | |
0.26 | $4,603,500 | 7 | 6.5 | 3,698 | Off Market | |
0.29 | $4,522,100 | 5 | 3 | 2,800 | Off Market | |
0.31 | $1,994,900 | 4 | 1.5 | 1,752 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jul 19, 2026 Source: LINK #44397 | Pending | $8,900,000 |
Jun 22, 2026 Source: LINK #44397 | Contingent | $8,900,000 |
May 7, 2026 Source: LINK #44397 | Listed For Sale | $8,900,000 |
Apr 29, 2026 Source: MLS PIN #73386607 | ListingRemoved | $8,900,000 |
Oct 9, 2025 Source: MLS PIN #73386607 | PriceChange | $8,900,000 Price decreased by 10% |
Jul 23, 2025 Source: MLS PIN #73386607 | PriceChange | $9,900,000 Price decreased by 20% |
Jun 5, 2025 Source: MLS PIN #73386607 | Listed For Sale | $12,400,000 |
Jun 2, 2025 Source: LINK #42039 | ListingRemoved | $13,200,000 |
Mar 21, 2025 Source: Martha's Vineyard MLS #32400128 | PendingToActive | $13,200,000 |
Mar 5, 2025 Source: Martha's Vineyard MLS #32400128 | Contingent | $13,200,000 |
May 27, 2024 Source: Martha's Vineyard MLS #32400128 | Listed For Sale | $13,200,000 |
Apr 26, 2017 Source: Agent Provided | ListingRemoved | $2,550,000 |
Mar 7, 2017 Source: Agent Provided | Pending | $2,550,000 |
Mar 7, 2017 Source: Agent Provided | Listed For Sale | $2,550,000 |
Oct 23, 2015 Source: CCIMLS #21504982 | Sold | $2,695,000 |
Jul 15, 2015 Source: Agent Provided | ListingRemoved | $2,550,000 |
May 26, 2015 Source: Agent Provided | Listed For Sale | $2,550,000 |
Nov 2, 2014 Source: Agent Provided | ListingRemoved | $2,650,000 |
Jun 5, 2014 Source: Agent Provided | Listed For Sale | $2,650,000 |
Nov 2, 2013 Source: Agent Provided | ListingRemoved | $2,875,000 |
May 22, 2013 Source: Agent Provided | Listed For Sale | $2,875,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $59,616 | $11,805,100 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Andrew McElhinney, Compass LLC
© 2026 LINK, All Rights Reserved. Data last updated: 2026-08-25 13:07:28 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.
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Frequently asked questions about 150 E Chop Dr
- What is the estimated monthly payment for 150 E Chop Dr?Based on a $8,900,000 list price with 20% down at today's rates, the estimated monthly payment for 150 E Chop Dr in Oak Bluffs, MA is approximately $50,167 (about $46,384 principal & interest, $3,708 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What do residents say about Oak Bluffs?Residents describe Oak Bluffs, MA as dog-friendly, well-kept, and walkable to restaurants. See homes for sale in Oak Bluffs, MA.
- What are the closest schools to 150 E Chop Dr?The closest schools to 150 E Chop Dr in Oak Bluffs, MA are Martha's Vineyard Regional High School (rated 6/10), Oak Bluffs Elementary School (Pre-K/Middle, rated 7/10).
- What is 150 E Chop Dr estimated to be worth?Trulia's estimated value for 150 E Chop Dr in Oak Bluffs, MA is $8,088,100.
- How big is the lot at 150 E Chop Dr?The lot at 150 E Chop Dr in Oak Bluffs, MA is about 0.64 acres (27,878 sq ft).
- Does 150 E Chop Dr have a garage?Yes, 150 E Chop Dr in Oak Bluffs, MA has an attached garage.
150 E Chop Dr, Oak Bluffs, MA 02557 is a 8 bedroom, 9 bathroom, 8,170 sqft single-family home built in 2018. This property is currently available for sale and was listed by LINK on May 7, 2026. The MLS # for this home is MLS# 44397.