Rare Opportunity with Endless Possibilities - Unmatched Harbor & Vineyard Sound Views. Location, Location, Location! A truly rare offering in the heart of Oak Bluffs, where properties like this seldom become available. Positioned directly across from the iconic Oak Bluffs Harbor, this property boasts unobstructed harbor views and sweeping vistas of Vineyard Sound--a setting that captures the very best of island living. From your front yard, watch ferries come and go, boats drift through the harbor, and enjoy the stunning backdrop of open water stretching toward Vineyard Sound. This is a property that puts you right in the middle of everything, while still offering the charm and character of a classic island home. Zoned B-2 Commercial, the opportunities are truly endless. Continue the legacy of a successful tourist-oriented business like the longtime Anderson Bike Rentals, create a new commercial venture, or reimagine the property as your personal dream home. Whether you renovate the existing structure or build from the ground up, you'll benefit from one of the most visible and vibrant locations in Oak Bluffs. Walk to everything--ferries, beaches, the marina, restaurants, movies,
For sale
$2,600,000
23 Circuit Avenue Extension, Oak Bluffs, MA 02557
3beds
--sqft
Est.:
Single Family Residence
Built in 1953
6,534 Square Feet Lot
$2,554,600 Zestimate®
$--/sqft
$-- HOA
What's special
Unobstructed harbor views
- 15 days |
- 402 |
- 18 |
Zillow last checked:
Listing updated:
Listed by:
Rene A Ben David 508-847-4864,
Ocean Park Realty, Inc.
Source: CCIMLS,MLS#: 22601795
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Primary bedroom
- Level: First
Bedroom 2
- Features: Bedroom 2
Bedroom 3
- Features: Bedroom 3, View
Heating
- Has Heating (Unspecified Type)
Cooling
- Other
Appliances
- Included: Electric Water Heater
Features
- Flooring: Laminate, Carpet
- Has fireplace: No
Interior area
- Total structure area: 0
Property
Parking
- Total spaces: 34
- Parking features: Garage, Open
- Garage spaces: 1
- Has uncovered spaces: Yes
Features
- Stories: 1
- Patio & porch: Patio
- Exterior features: Outdoor Shower
- Has view: Yes
- Has water view: Yes
- Water view: Other
Lot
- Size: 6,534 Square Feet
- Features: Level
Details
- Parcel number: OAKB M:0008 B:0291 L:000
- Zoning: B2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Foundation: Slab
- Roof: Asphalt
Condition
- Updated/Remodeled, Approximate
- New construction: No
- Year built: 1953
- Major remodel year: 1972
Utilities & green energy
- Sewer: Public Sewer
Community & HOA
Community
- Features: Marina
HOA
- Has HOA: No
Location
- Region: Oak Bluffs
Financial & listing details
- Tax assessed value: $2,029,200
- Annual tax amount: $8,623
- Date on market: 4/28/2026
- Cumulative days on market: 63 days
- Road surface type: Paved
Estimated market value
$2,554,600
$2.43M - $2.68M
$3,746/mo
Price history
| Date | Event | Price |
|---|---|---|
| 3/12/2026 | Listed for sale | $2,600,000-3.7% |
Source: LINK #44170 Report a problem | ||
| 12/2/2025 | Listing removed | $2,700,000 |
Source: Martha's Vineyard MLS #32500140 Report a problem | ||
| 9/19/2025 | Price change | $2,700,000-12.9% |
Source: LINK #43212 Report a problem | ||
| 9/15/2025 | Listed for sale | $3,100,000 |
Source: Martha's Vineyard MLS #32500140 Report a problem | ||
| 9/1/2025 | Contingent | $3,100,000 |
Source: Martha's Vineyard MLS #32500140 Report a problem | ||
| 5/3/2025 | Listed for sale | $3,100,000 |
Source: LINK #43212 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,623 | $1,955,900 +7.3% |
| 2024 | $8,623 | $1,822,900 +4% |
| 2023 | -- | $1,752,000 +29.1% |
| 2022 | $8,623 | $1,357,400 +16% |
| 2021 | $8,623 +4.3% | $1,170,000 +5.3% |
| 2020 | $8,266 +4.9% | $1,111,000 +8.4% |
| 2019 | $7,881 +7.8% | $1,024,800 +9.7% |
| 2018 | $7,314 +5.7% | $934,100 +10% |
| 2017 | $6,919 +0.9% | $849,000 +0.4% |
| 2016 | $6,858 +3% | $845,600 +1.1% |
| 2015 | $6,661 -2.2% | $836,800 -13.6% |
| 2011 | $6,809 +9.3% | $968,500 -2.1% |
| 2010 | $6,230 +5.9% | $988,900 +1.5% |
| 2009 | $5,884 -8.6% | $974,200 -14.9% |
| 2008 | $6,441 +77.6% | $1,144,100 +76.4% |
| 2007 | $3,626 -1% | $648,600 +1.9% |
| 2006 | $3,662 +0.4% | $636,800 +6% |
| 2005 | $3,646 +18% | $600,700 +32.8% |
| 2004 | $3,089 +1.1% | $452,200 +3.3% |
| 2003 | $3,056 -29.4% | $437,800 +29.5% |
| 2001 | $4,328 | $338,100 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 02557
Nearby schools
GreatSchools rating
- 7/10Oak Bluffs Elementary SchoolGrades: PK-8Distance: 0.6 mi
- 6/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 3.4 mi
Schools provided by the listing agent
- District: Martha's Vineyard
Source: CCIMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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.
- Massachusetts
- Dukes County
- Oak Bluffs
- 02557
- 23 Circuit Avenue Extension




