335 E Chop Dr
Oak Bluffs, MA 02557
3 Beds
2.5 Baths
1,751 sqft (on 0.33 acres)
3 Beds
2.5 Baths
1,751 sqft
(on 0.33 acres)
Local Information
- Map ViewExplore the area around 335 E Chop Dr.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
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Description
After almost 2 years of permits ,board meetings and approvals a complete renovation has been completed on this home! This has all been accomplished with finishings in excess of one thousand dollars a foot. Let me describe some of the features! Starting in the kitchen there is a Wolf 6 Burner Cook top with 2 Wolf Ovens underneath and one Wolf Microwave; a Sub Zero Cooling center with Glass Doors and drawers with Separate under counter Freezer with cooling drawers. Miele Coffee center, trash compactor and Sub Zero Red wine with separate white wine fridge with 2 cooling drawers for soda and beer; and Sub Zero ice maker. Custom Brazilian Granite counters with walnut floors. Central vacuum, Radiant heat in all floors through out the whole home! No cold toes! In addition to the radiant heat there is a Hi Velocity heat and A/C system. The original 1900 stone fireplace is redone and in place with a modern gas option. Control 4 security, lighting, video and alarm. Surround sound inside every room and outside whole home for the ultimate music experience. Let's talk about the "Bones" The home was raised to meet the one hundred year flood plan. Each stud in the home was removed, replaced screwed and glued in place to make a home as strong as a boat! Besides that, state of the art insulation and the most modern sound proofing was installed along the road to completely diminish any sounds. Every detail was scrutinized and completed with the best of the best. The master bedroom has a look and feel of being "in the water" and the master bath is complete with a Steam Bath with 10 shower heads , and a Ultra Bayne tub. The second floor deck has a top of the line hot tub overlooking the ocean. Because of the layout of the home, changing rooms, outdoor bathroom, and garage, a private beach compound has been created whereby the occupants can sit,lounge, and swim in complete serenity. It is a "turn key", "state of the art" home that measures up to today's standard of "the ultimate Vineyard experience!"
335 E Chop Dr, Oak Bluffs, MA 02557 is a 3 bedroom, 3 bathroom, 1,751 sqft single-family home built in 1900. It last sold for $2,300,000 on Aug 30, 2018. It is currently off market. The Trulia Estimate is $4,109,700, with a rent estimate of $7,298/month.
Home Highlights
Parking
No Info
Outdoor
Porch, Patio, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 335 E Chop Dr
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Heating & Cooling Heating: Other, GasHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2 |
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Exterior Home Features Roof: Shake ShingleDeckExterior: WoodFoundation Type: Crawl RaisedGardenPatioPorch |
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Year Built Year Built: 1900Year Updated: 2008 |
Property Type / Style Property Type: Single Family HomeArchitecture: conventional |
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Units in Building: 1 |
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Lot Area: 0.33 acres |
Price History for 335 E Chop Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 08/30/2018 | $2,300,000 | Sold | LINK #30026 |
| 06/15/2018 | $2,390,000 | Listed For Sale | Agent Provided |
| 02/02/2018 | $2,390,000 | ListingRemoved | Agent Provided |
| 10/26/2017 | $2,390,000 | Listed For Sale | Agent Provided |
| 06/14/2017 | $2,390,000 | ListingRemoved | Agent Provided |
| 05/15/2017 | $2,390,000 | Listed For Sale | Agent Provided |
| 06/23/2006 | $1,645,000 | Sold | LINK #10185 |
Market trends in Oak Bluffs
Last updated May 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
54
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $17,252 |
| Assessment | $3,416,200 |
Home facts updated by county records
Comparable Sales for 335 E Chop Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.12 | 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 | |
0.44 | Single-Family Home | $1,875,000 | 05/13/26 | 3 | 2 | 2,215 | |
0.31 | Single-Family Home | $3,067,050 | 10/22/25 | 4 | 3.5 | 1,872 | |
0.32 | Single-Family Home | $1,865,000 | 12/04/25 | 4 | 4 | 2,820 | |
0.76 | Single-Family Home | $1,310,000 | 08/18/25 | 3 | 2 | 1,964 | |
0.58 | Single-Family Home | $2,450,000 | 06/02/26 | 6 | 2.5 | 2,577 | |
0.85 | Single-Family Home | $1,530,000 | 01/13/26 | 3 | 2 | 2,015 | |
0.85 | Single-Family Home | $1,530,000 | 01/13/26 | 3 | 2 | 2,015 | |
0.66 | Single-Family Home | $1,400,000 | 01/30/26 | 3 | 2 | 1,629 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
FOR SALE0.25 ACRESWallace & Co. Sotheby's
FOR SALE0.25 ACRESWallace & Co. Sotheby's International Realty
FOR SALE0.3 ACRESWallace & Co. Sotheby's International Realty
OFF MARKETOcean Park Realty Inc
SOLDOCT 1, 2025Austin R.E. Properties of MV
OFF MARKETSeacoast Properties
SOLDDEC 4, 2025Sotheby's International Realty
Assigned Schools
These are the assigned schools for 335 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 Review8mo 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 335 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.
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Apartments for Rent
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See more homes for rent inOak Bluffs
Homes for sale near 335 E Chop Dr
- 0.3 ACRESWallace & Co. Sotheby's International Realty
- 0.25 ACRESWallace & Co. Sotheby's International Realty
0.99 ACRESLewis Real Estate Services, LLC
1.06 ACRESAlisan Lohan-Conway Properties
Lisa Sheehan, Berkshire Hathaway HomeServices Robert Paul Properties
See more homes for sale inOak Bluffs
Off Market Homes Near 335 E Chop Dr
SOLDJUN 29, 2026Island Real Estate
SOLDJUN 10, 2026Wallace & Co. Sotheby's
SOLDJUN 4, 2026Tea Lane Associates
SOLDJUN 2, 2026Ocean Park Realty, Inc.- See more homes for sale inOak Bluffs
