34 Massasoit Ave, Oak Bluffs, MA 02557
Property image
Property image
SOLD
FEB 11, 2026

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

  • Map ViewExplore the area around 34 Massasoit Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

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

Interior Features

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

Exterior Features

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

Property Information

Year Built
Year Built: 1900Year Renovated: 2008
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Property Information
Parcel Number: 0

Price & Status

Price
List Price: $2,000,000Price Per Sqft: $1,238/sqft

Active Status

MLS Status: S

Location

Direction & Address
City: Oak Bluffs

Building

Building Area
Building Area: 1616 Square Feet

Lot Information

Lot Area: 6534 sqft

Offer

Listing Agreement Type: E

Miscellaneous

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

DatePriceEventSource
02/11/2026$2,000,000Sold
LINK #44132
01/06/2026$1,650,000ContingentLINK #43981
01/06/2026$1,650,000PendingMartha's Vineyard MLS #32500392
12/05/2025$1,650,000PriceChange
LINK #43981
10/20/2025$2,250,000PriceChange
LINK #42580
08/23/2025$2,500,000PriceChange
LINK #42580
07/19/2025$2,700,000PriceChange
LINK #42580
05/19/2025$2,999,000PriceChange
LINK #42580
01/10/2025$3,500,000PriceChange
Martha's Vineyard MLS #32400369
11/30/2024$3,700,000Listed For SaleLINK #42580

Market trends in Oak Bluffs

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
54
9
MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
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.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 34 Massasoit Ave.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
  • P5j4f84ncw
    "Local people, well known community,quite,hard working people,solid business,good schools,hospitality,new opportunities,security and safety place to leave. "
  • Adrianalleyne
    "Oak Bluffs has a vibrant history and continues to be a bastion of African American culture. It’s worth checking out some of the many cultural sites in Oak Bluffs and throughout the island "
  • Trulia User
    "Oak Bluffs is a charming town with a bustling summer harbor and lovely shopping district. It’s a beautiful place to live. "
  • Jrheneeb
    "I love it here. It’s beautiful and the people are amazing. It’s a great place To come relax and unwind. "
  • Kayceesmith27
    "I take the bus to and from work . Car for longer distances. Boat to get to the main land which is 45min ride."
  • Andrea H.
    "This is fantasy island. It is not like the real world it's not fast paced. we say we're on island time. there's hardly any crime it's safe for kids. and it's a good community."
  • tkurian
    "I own a property in Oak Bluffs"
  • Kristin Z.
    "We live here year round in what most people think is a vacation paradise for the rich and famous. But in actuality it is one of the best communities to live in terms of caring wonderful neighbors and exciting intellectual stimulation throughout the winter in the form of performances, music groups, communities by interests. "
  • Island R. E.
    "This is a lovely and desirable area close to town and everything the island has to offer."

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 34 Massasoit Ave

Skip to last item
Skip to first item

Off Market Homes Near 34 Massasoit Ave

Skip to last item
Skip to first item
© 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.