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.
For sale
$7,550,000
233 E Chop Dr, Oak Bluffs, MA 02557
6beds
2,522sqft
:
Get pre-qualified$45,352/mo
Single Family Residence
Built in 1872
0.46 Acres Lot
$7,250,400 Zestimate®
$2,994/sqft
$-- HOA
What's special
Deep-water pierTimeless characterDetached two-car garagePrivate mooringThree-and-a-half bathsSun-filled sunroomPrivacy and dramatic scenery
- 9 days |
- 1,720 |
- 72 |
Zillow last checked:
Listing updated:
Listed by:
Gerrett Conover,
Landvest MV
Source: LINK,MLS#: 44725
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 5
- Full bathrooms: 3
- 1/2 bathrooms: 2
- Main level bedrooms: 1
Heating
- Electric
Appliances
- Included: Stove: Yes, Washer: Yes
Features
- OSh, Floor 1: Living room with fireplace, kitchen, sunroom, office, access to wrap around porch facing water. 1-bedroom / 1-bath, Floor 2: 4-bedrooms with 2-baths
- Flooring: Softwood
- Fireplace features: Yes
Interior area
- Total structure area: 2,522
- Total interior livable area: 2,522 sqft
Property
Parking
- Parking features: Yes, driveway for 2 cars
Features
- Exterior features: WViews, Deck, Garden, Porch, PvtBch
- Has view: Yes
- View description: Res
- Waterfront features: Waterfront
- Frontage type: Waterfront
Lot
- Size: 0.46 Acres
- Features: Yes, water facing yard
Details
- Additional structures: 2-Car Garage with 1-bedroom / 1-bath with kitchenette
- Parcel number: OAKBM0002B0002L000
- Zoning: RES
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- Year built: 1872
Utilities & green energy
- Sewer: Septic Tank
- Water: Town
- Utilities for property: Cbl
Community & HOA
Location
- Region: Oak Bluffs
Financial & listing details
- Price per square foot: $2,994/sqft
- Tax assessed value: $5,156,600
- Annual tax amount: $23,575
- Date on market: 7/14/2026
- Listing agreement: E
Estimated market value
$7,250,400
$6.89M - $7.61M
$6,358/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/14/2026 | Listed for sale | $7,550,000$2,994/sqft |
Source: LINK #44725 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $23,873 +2.9% | $4,727,300 +6.6% |
| 2024 | $23,199 +6.6% | $4,435,800 +7.6% |
| 2023 | $21,758 +8.7% | $4,120,800 +39.8% |
| 2022 | $20,009 -0.5% | $2,946,800 +8% |
| 2021 | $20,110 +4.6% | $2,728,600 +5.6% |
| 2020 | $19,221 +0.4% | $2,583,500 +3.8% |
| 2019 | $19,146 -2.7% | $2,489,700 -0.9% |
| 2018 | $19,671 +0.4% | $2,512,200 +4.5% |
| 2017 | $19,602 +1.3% | $2,405,100 +0.8% |
| 2016 | $19,359 +4.1% | $2,387,000 +2.2% |
| 2015 | $18,591 +3.5% | $2,335,600 +1.6% |
| 2014 | $17,961 -2.3% | $2,299,700 -3.6% |
| 2013 | $18,391 +4.3% | $2,385,400 |
| 2012 | $17,628 -3.1% | $2,385,400 -7.8% |
| 2011 | $18,185 +3.9% | $2,586,700 -6.8% |
| 2010 | $17,494 +13.1% | $2,776,800 +8.4% |
| 2009 | $15,468 +7.4% | $2,561,000 +0.1% |
| 2008 | $14,407 -1.9% | $2,558,900 -2.6% |
| 2007 | $14,680 -9.9% | $2,626,200 -7.3% |
| 2006 | $16,293 +2.2% | $2,833,600 +7.9% |
| 2005 | $15,935 +35.4% | $2,625,200 +185.6% |
| 2001 | $11,766 | $919,200 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 02557
Nearby schools
GreatSchools rating
- 7/10Oak Bluffs Elementary SchoolGrades: PK-8Distance: 1.6 mi
- 6/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 3.9 mi
- $9,667,9008 bd5 ba3.6k sqft239 E Chop Dr, Oak Bluffs, MA 02557Off Market
- $3,989,6005 bd6 ba4.4k sqft222R E Chop Dr, Vineyard Haven, MA 02568Off Market
- $2,403,800-- bd-- ba-- sqft252 E Chop Dr, Vineyard Haven, MA 02568Off Market
- $2,300,7003 bd1 ba1.2k sqft228 E Chop Dr, Oak Bluffs, MA 02557Off Market
- $5,550,5005 bd5 ba2.1k sqft247 E Chop Dr, Oak Bluffs, MA 02557Off Market
- $4,810,5003 bd4 ba2.4k sqft225 E Chop Dr, Oak Bluffs, MA 02557Off Market
- $5,456,2006 bd8 ba4.5k sqft222 E Chop Dr, Oak Bluffs, MA 02557Off Market
- $5,186,7004 bd3 ba2k sqft251 E Chop Dr, Oak Bluffs, MA 02557Off Market
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
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