233 E Chop Dr Oak Bluffs, MA 02557
Estimated payment $43,423/month
Highlights
- Waterfront
- Fireplace
- Garden
- Deck
- Porch
- Heating Available
About This Home
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.
Listing Agent
Gerrett Conover
Landvest MV Listed on: 07/14/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $23,575
Year Built
- Built in 1872
Lot Details
- 20,037 Sq Ft Lot
- Waterfront
- Garden
Interior Spaces
- 2,522 Sq Ft Home
- Fireplace
- Stove
- Washer
Bedrooms and Bathrooms
- 6 Bedrooms
Outdoor Features
- Deck
- Porch
Utilities
- Heating Available
- Septic Tank
- Cable TV Available
Listing and Financial Details
- Tax Lot 2
- $3,254,200 per year additional tax assessments
Map
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $23,873 | $4,727,300 | $3,129,000 | $1,598,300 |
| 2024 | $23,199 | $4,435,800 | $2,843,500 | $1,592,300 |
| 2023 | $21,758 | $4,120,800 | $2,762,900 | $1,357,900 |
| 2022 | $20,009 | $2,946,800 | $2,017,100 | $929,700 |
| 2021 | $20,110 | $2,728,600 | $1,915,900 | $812,700 |
| 2020 | $19,221 | $2,583,500 | $1,824,600 | $758,900 |
| 2019 | $2,306 | $2,489,700 | $1,744,100 | $745,600 |
| 2018 | $2,228 | $2,512,200 | $1,725,500 | $786,700 |
| 2017 | $19,602 | $2,405,100 | $1,695,200 | $709,900 |
| 2016 | $19,359 | $2,387,000 | $1,747,700 | $639,300 |
| 2015 | $18,591 | $2,335,600 | $1,747,700 | $587,900 |
| 2014 | $17,961 | $2,299,700 | $1,627,900 | $671,800 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 07/14/2026 07/14/26 | For Sale | $7,550,000 | -- | $2,994 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | -- | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $625,000 | Stand Alone Refi Refinance Of Original Loan | |
| Closed | $600,000 | Adjustable Rate Mortgage/ARM | |
| Closed | $400,000 | Closed End Mortgage | |
| Closed | $750,000 | No Value Available | |
| Closed | $500,000 | No Value Available |
Source: LINK (Vineyard)
MLS Number: 44725
APN: OAKB-000002-000002
- 312 E Chop Dr
- 312 E Chop Dr
- 6 Brewster Ave
- 3 Troy St
- 66 Munroe Avenue and 17 Madison Ave Unit 180 &182
- 5 Temahigan Ave Unit 4-139-0
- 0 Temahigan Ave & Dover St Unit 22602202
- 9 Weston Ave
- 0 Temahigan Ave Unit 160
- 150 E Chop Dr
- 47 Winemack St
- 9 Chickawaukee St
- 7 Highland Ave
- 7 Highland Ave Unit 119
- 17 John Wesley Ave
- 111 Eastville Ave
- 11 Beach Rd
- 27 Laurel Ave
- 24 Towanticut Ave Unit 188
- 28 Beach Rd
- 5 Laurel Ave
- 59 Prospect Ave Ob502
- 25 Simpson Ave Unit SI ID1514679P
- 291 Barnes Rd Ob516
- 55 Samoset Ave
- 55 Samoset Ave Unit 1
- 9 Tuckernuck Ave
- 14 Bernard Cir
- 223 Sandpiper Lane Vh405
- 256 Sandpiper Lane Vh417
- 100 Franklin Terrace Vh411
- 21 William St Vh430
- 43 Edgartown Rd
- 90 Edgartown Rd
- 83 Ashtons Way
- 100 Connie's Way &83 Ashtonw Vh408
- 100 Connie's Way Vh401
- 13 N Meadow Ln Unit SI ID1514673P
- 385 Barnes Rd Ob534
- 31 Lamberts Cove Road Vh434
Ask me questions while you tour the home.