233 E Chop Dr
Oak Bluffs, MA 02557
6 Beds
5 Baths
2,962 sqft (on 0.46 acres)
6 Beds
5 Baths
2,962 sqft
(on 0.46 acres)
Local Information
- Map ViewExplore the area around 233 E Chop Dr.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
Perched high above the East Chop bluffs beside the historic lighthouse, this exceptional waterfront estate offers timeless character, breathtaking views, and an unmatched coastal setting. The main residence has beautifully preserved much of its original charm and features a gracious living room with a fireplace, a sun-filled sunroom, and a wraparound covered porch designed to take in the spectacular surroundings. The main house offers five bedrooms and three-and-a-half baths, while a detached two-car garage includes a private one-bedroom apartment above, ideal for guests or extended family. Nearly every room captures sweeping views of Vineyard Sound, where passing boats, ever-changing seascapes, and unforgettable sunsets create a remarkable backdrop. The beautifully landscaped grounds feature expansive lawns stretching to the edge of the bluffs, providing both privacy and dramatic scenery. Completing this rare offering are private steps to the shoreline, a deep-water pier, and a private mooring, an extraordinary opportunity to enjoy one of Martha’s Vineyard’s most coveted waterfront locations.
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
$2,549
Listed
1 day ago
Home Details for 233 E Chop Dr
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Interior Details Number of Rooms: 7 |
Beds & Baths Number of Bedrooms: 6Main Level Bedrooms: 1Number of Bathrooms: 6Number of Bathrooms (full): 4Number of Bathrooms (half): 2 |
Dimensions and Layout Living Area: 2962 Square Feet |
Appliances & Utilities Utilities: CblAppliances: Stove: Yes, Washer: Yes |
Heating & Cooling Heating: ElectricNo CoolingHas HeatingHeating Fuel: Electric |
Fireplace & Spa Fireplace: Yes |
Windows, Doors, Floors & Walls Flooring: Softwood |
Levels, Entrance, & Accessibility Floors: Softwood |
View Has a ViewView: Res |
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Exterior Home Features Other Structures: 2-Car Garage with 1-bedroom / 1-bath with kitchenetteExterior: WViews, Deck, Garden, Porch, PvtBchGarden |
Parking & Garage No CarportNo GarageNo Attached GarageParking: Yes, driveway for 2 cars |
Frontage WaterfrontWaterfront: WaterfrontFrontage Type: WaterfrontOn Waterfront |
Water & Sewer Sewer: Septic Tank |
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Days on Market: 1 |
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Year Built Year Built: 1872 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
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Price List Price: $7,550,000Price Per Sqft: $2,549 |
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MLS Status: A |
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Direction & Address City: Oak Bluffs |
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Listing Agent Listing ID: 44725 |
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Building Area Building Area: 2962 Square Feet |
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Lot Area: 0.46 acres |
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Listing Agreement Type: E |
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Mls Number: 44725 |
Last check for updates: 23 minutes ago
Listing courtesy of Gerrett Conover
Landvest MV
Source: LINK, MLS#44725
Also Listed on LINK.
Market trends in Oak Bluffs
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
54
Price History for 233 E Chop Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 07/14/2026 | $7,550,000 | Listed For Sale | LINK #44725 |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $23,873 |
| Assessment | $4,727,300 |
Home facts updated by county records
Comparable Sales for 233 E Chop Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.24 | Single-Family Home | $2,450,000 | 06/02/26 | 6 | 2.5 | 2,577 | |
0.17 | Single-Family Home | $3,067,050 | 10/22/25 | 4 | 3.5 | 1,872 | |
0.34 | Single-Family Home | $1,450,000 | 09/12/25 | 5 | 3 | 3,352 | |
0.33 | Single-Family Home | $2,850,000 | 12/16/25 | 4 | 2.5 | 1,800 | |
0.59 | Single-Family Home | $1,865,000 | 12/04/25 | 4 | 4 | 2,820 | |
0.42 | Single-Family Home | $1,875,000 | 05/13/26 | 3 | 2 | 2,215 | |
0.37 | Single-Family Home | $2,899,000 | 10/01/25 | 4 | 2 | 1,889 | |
0.90 | Single-Family Home | $2,025,000 | 09/30/25 | 6 | 3 | 3,009 | |
0.60 | Single-Family Home | $1,475,000 | 10/10/25 | 4 | 1.5 | 1,304 | |
0.80 | Single-Family Home | $1,775,000 | 03/02/26 | 5 | 2 | 1,469 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETMartha's Vineyard Island-Wide Realty
OFF MARKETOcean Park Realty, Inc.
FOR SALE0.25 ACRESWallace & Co. Sotheby's International Realty
FOR SALE0.25 ACRESWallace & Co. Sotheby's
Assigned Schools
These are the assigned schools for 233 E Chop Dr.
- Oak Bluffs Elementary School
- PK-8
- Public
- 390 Students
7/10GreatSchools RatingParent Rating AverageAn excellent school where students seem to be happy, learning and engaged. You can tell the teachers really care about and truly want the best for their students. The new principal is very energetic, involved and approachable and he seems very well-liked by students, parents and the staff (which is everything).Parent Review9mo ago - Martha's Vineyard Regional High School
- 9-12
- Public
- 703 Students
6/10GreatSchools RatingParent Rating AverageStandards for academic engagement are ON THE FLOOR at this school. The “c1” courses are equivalent to a special ed class in any other school, and an honors class to a typical c1 course. Very, very low expectations for C1 students, often no homework at all, or just one assignment per week, and very little in class work. Many teachers in the school are just blatantly bad at their jobs. The school is not able to address it due to a lack of new teachers, but also because they refuse to train teachers properly. I will admit, many teachers are incredible, but it is unacceptable that the academic standards are so incredibly low and how the administration allows teachers to get by without being able to teach the curriculum during the school year. Specifically, this school and the school system on the island in general is notorious for its awful math program. The school is now having to extend the math period for freshmen because of the amount of failing students (likely more changes to come). The administration has also consistently shown disregard for the opinions of students and families, particularly about the new phone policy. Many valid arguments were simply dismissed or never addressed or answered prior to the establishment of the policy. The administration is also very unaware of what is actually happening (particularly the former principal) in the student body, as a very, very small percentage of students are actually following the policy—the vast majority sticking to the old rule of just not having phones out in class, while the administration continually brags about how well the implementation of the policy has gone. Hopefully as the former principal is now gone some of these issues will be addressed, but it is important to note that there are many issues with this school.Student Review10mo ago 
Check out schools near 233 E Chop Dr.
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Gerrett Conover, Landvest MV
© 2026 LINK, All Rights Reserved. Data last updated: 2026-07-14 13:17:23 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.
233 E Chop Dr, Oak Bluffs, MA 02557 is a 6 bedroom, 6 bathroom, 2,962 sqft single-family home built in 1872. This property is currently available for sale and was listed by LINK on Jul 14, 2026. The MLS # for this home is MLS# 44725.