34 Massasoit Ave
Oak Bluffs, MA 02557
- 6 Beds
- 3.5 Baths
- 1,616 sqft
$2,000,000
Last Sold: Feb 11, 2026
$1,238/sqft
$2,000,000
Last Sold: Feb 11, 2026
$1,238/sqft
6 Beds
3.5 Baths
1,616 sqft
Local Information
-- mins to
Description
Located on the corner of Circuit Ave and Massasoit this B1 property with mixed use capability has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms and plenty of room to build a commercial building facing Circuit Ave. The house spacious home with a large wrap around porch would be a great weekly rental property or for employee housing. Right in the heart of Oak Bluffs, walkable to shops, restaurants, beaches, and ferries. . The commercial zoned land has been approved for several different situations from housing to store fronts. Come take a look at all this property has to offer.
34 Massasoit Ave, Oak Bluffs, MA 02557 is a 6 bedroom, 4 bathroom, 1,616 sqft single-family home built in 1900. It last sold for the $2,000,000 asking price on Feb 11, 2026. It is currently off market. The Trulia Estimate is $1,568,200, with a rent estimate of $7,390/month.
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
$1,238/sqft
Listed
133 days ago
Home Details for 34 Massasoit Ave
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Interior Details Basement: CrawlNumber of Rooms: 9 |
Beds & Baths Number of Bedrooms: 6Main Level Bedrooms: 2Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 1616 Square Feet |
Appliances & Utilities Utilities: CblAppliances: Stove: yes, Washer: yes |
Heating & Cooling Heating: ElectricNo CoolingHas HeatingHeating Fuel: Electric |
Windows, Doors, Floors & Walls Flooring: 2 |
Levels, Entrance, & Accessibility Floors: 2 |
View Has a ViewView: None, Twn |
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Exterior Home Features Other Structures: 2 shedsExterior: Garden, Patio, Porch, PubBchFoundation: BlockGarden |
Parking & Garage No CarportNo GarageNo Attached GarageParking: yes |
Frontage Frontage Type: NoneNot on Waterfront |
Water & Sewer Sewer: Town |
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Year Built Year Built: 1900Year Renovated: 2008 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
Property Information Parcel Number: 0 |
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Price List Price: $2,000,000Price Per Sqft: $1,238/sqft |
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MLS Status: S |
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Direction & Address City: Oak Bluffs |
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Building Area Building Area: 1616 Square Feet |
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Lot Area: 6534 sqft |
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Listing Agreement Type: E |
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Mls Number: 44132 |
Last check for updates: about 12 hours ago
Listed by Lisa Lucier
Anchor Realty of Martha's Vineyard
Bought with: Jennifer B. DaSilva, Compass | Point B
Source: LINK, MLS#44132
Price History for 34 Massasoit Ave
| Date | Price | Event | Source |
|---|---|---|---|
| 02/11/2026 | $2,000,000 | Sold | LINK #44132 |
| 01/06/2026 | $1,650,000 | Contingent | LINK #43981 |
| 01/06/2026 | $1,650,000 | Pending | Martha's Vineyard MLS #32500392 |
| 12/05/2025 | $1,650,000 | PriceChange | LINK #43981 |
| 10/20/2025 | $2,250,000 | PriceChange | LINK #42580 |
| 08/23/2025 | $2,500,000 | PriceChange | LINK #42580 |
| 07/19/2025 | $2,700,000 | PriceChange | LINK #42580 |
| 05/19/2025 | $2,999,000 | PriceChange | LINK #42580 |
| 01/10/2025 | $3,500,000 | PriceChange | Martha's Vineyard MLS #32400369 |
| 11/30/2024 | $3,700,000 | Listed For Sale | LINK #42580 |
Market trends in Oak Bluffs
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
54
9MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $7,207 |
| Assessment | $1,427,100 |
Home facts updated by county records
Comparable Sales for 34 Massasoit Ave
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.17 | Single-Family Home | $1,633,000 | 08/14/25 | 5 | 2 | 1,918 | |
0.40 | Single-Family Home | $2,025,000 | 09/30/25 | 6 | 3 | 3,009 | |
0.32 | Single-Family Home | $2,100,000 | 11/07/25 | 3 | 2 | 1,608 | |
0.43 | Single-Family Home | $1,775,000 | 03/02/26 | 5 | 2 | 1,469 | |
0.19 | Single-Family Home | $2,775,000 | 06/29/26 | 3 | 2.5 | 1,845 | |
0.35 | Single-Family Home | $1,195,000 | 06/18/26 | 3 | 2 | 1,188 | |
0.50 | Single-Family Home | $1,300,000 | 12/18/25 | 4 | 2 | 1,248 | |
0.62 | Single-Family Home | $1,475,000 | 10/10/25 | 4 | 1.5 | 1,304 | |
0.47 | Single-Family Home | $1,900,000 | 02/09/26 | 2 | 2.5 | 2,137 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 34 Massasoit Ave.
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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Off Market Homes Near 34 Massasoit Ave
© 2026 LINK, All Rights Reserved. Data last updated: 2026-07-07 23:44:52 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.

