12 Massasoit Ave, Oak Bluffs, MA 02557
King Bedroom
Front bedroom with balcony overlooking park
OFF MARKET

$1,573,700

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,400 sqft

12 Massasoit Ave, Oak Bluffs, MA 02557

Est. Refi. Payment $8,713/mo*
Refinance Your Home
Currently Off Market - Sold Jun 18, 2004 for $699,000

Home Value

Trulia Estimate
$1.57M
Since last month
Increased$13K (+0.8%)
Since last year
Increased$103K (+7%)
Since last sale
Increased$881K (+126%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +118% in the last 10 years
MonthEstimated value
2026
August 2026$1.58M
August 2026$1.57M
July 2026$1.57M
June 2026$1.61M
May 2026$1.53M
April 2026$1.52M
March 2026$1.59M
February 2026$1.53M
January 2026$1.43M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
34 Massasoit Ave, Oak Bluffs, MA
0.09
Single-Family Home
$2,000,000
02/11/26
6
3.5
1,616
33 Ocean Ave, Oak Bluffs, MA
0.22
Single-Family Home
$2,775,000
06/29/26
3
2.5
1,845
10 Winthrop Ave, Oak Bluffs, MA
0.39
Single-Family Home
$1,195,000
06/18/26
3
2
1,188
22 Greenleaf Ave, Oak Bluffs, MA
0.40
Single-Family Home
$2,100,000
11/07/25
3
2
1,608
23 Laurel Ave, Oak Bluffs, MA
0.59
Single-Family Home
$1,300,000
12/18/25
4
2
1,248
67 New York Ave, Oak Bluffs, MA
0.69
Single-Family Home
$1,400,000
01/30/26
3
2
1,629
22 Wing Rd, Oak Bluffs, MA
0.53
Single-Family Home
$1,000,000
12/30/25
3
1.5
1,136
14 Chapman Ave, Oak Bluffs, MA
0.51
Single-Family Home
$1,775,000
03/02/26
5
2
1,469
30 Franklin Ave, Vineyard Haven, MA
0.51
Single-Family Home
$1,900,000
02/09/26
2
2.5
2,137
1 Rowland Ave, Oak Bluffs, MA
0.49
Single-Family Home
$2,025,000
09/30/25
6
3
3,009

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
59 Tuckernuck Ave, Oak Bluffs, MA 02557
0.07
$2,650,000
4
2.5
1,900
For Sale
55 Tuckernuck Ave, Oak Bluffs, MA 02557
0.07
$1,127,400
3
1
1,093
Off Market
47 Tuckernuck Ave, Oak Bluffs, MA 02557
0.07
$1,531,200
4
2
1,186
Off Market
35 Tuckernuck Ave, Oak Bluffs, MA 02557
0.09
$1,678,300
5
2
1,918
Off Market
34 Massasoit Ave, Oak Bluffs, MA 02557
0.09
$2,000,000
6
3.5
1,616
Recently Sold
56 Narragansett Ave #3B, Oak Bluffs, MA 02557
0.08
$644,300
2
1
655
Off Market
56 Narragansett Ave #3A, Oak Bluffs, MA 02557
0.08
$595,900
2
1
647
Off Market
20 Pequot Ave, Oak Bluffs, MA 02557
0.10
$2,272,900
15
4
3,461
Off Market
25 Pennacook Ave, Oak Bluffs, MA 02557
0.11
$2,100,000
4
4
2,516
Recently Sold
1 Bayliss Ave, Oak Bluffs, MA 02557
0.11
$1,179,400
4
1.5
1,299
Off Market
61 E Ocean Ave, Oak Bluffs, MA 02557
0.11
$882,000
1
1
512
Off Market
1 Cottage Park, Oak Bluffs, MA 02557
0.13
$910,800
3
2.5
987
Off Market

Local Information

  • Map ViewExplore the area around 12 Massasoit Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1900
2,400 sqft
$656/sqft

About this House

A beautiful 2-story Victorian Cottage in the heart of the historic Copeland District of downtown Oak Bluffs, Martha's Vineyard. This 3-4 bedroom renovated home is located on a quiet street overlooking Hartford Park. See more at we need a vacation dot com #13640

THIS IS A WEEKLY RENTAL ONLY
Rental amount is weekly and depends on the week rented. Available June through September
12 Massasoit Ave, Oak Bluffs, MA 02557 is a 3 bedroom, 3 bathroom, 2,400 sqft single-family home built in 1900. It last sold for $699,000 on Jun 18, 2004. More recently, it was listed as a rental in November 2017 with an asking price of $3,200 per month. That rental listing was removed on March 24, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,573,700, with a rent estimate of $6,707/month.

Home Details for 12 Massasoit Ave

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Interior Details
Number of Rooms: 6Types of Rooms: Dining Room, Family RoomCeiling Fan
Appliances & Utilities
DishwasherDryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodLawnPorch
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1900Year Updated: 1987
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 2

Lot Information

Lot Area: 5227 sqft

Price and Tax history

DateEventPrice
Mar 24, 2021
Source: N/A
ListingRemoved
Apr 16, 2018
Source: N/A
ListingRemoved
$3,200
Nov 29, 2017
Source: N/A
Listed For Rent
$3,200
Jun 18, 2004
Source: LINK #10044
Sold
$699,000

Market trends in Oak Bluffs

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
58
4MoM

Around this home

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.
  • Trulia User
    "Easy to walk dogs"
    0
    Flag
  • P5j4f84ncw
    "Local people, well known community,quite,hard working people,solid business,good schools,hospitality,new opportunities,security and safety place to leave. "
    0
    Flag
  • 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 "
    0
    Flag
  • Trulia User
    "Oak Bluffs is a charming town with a bustling summer harbor and lovely shopping district. It’s a beautiful place to live. "
    0
    Flag
  • Jrheneeb
    "I love it here. It’s beautiful and the people are amazing. It’s a great place To come relax and unwind. "
    0
    Flag
  • Kayceesmith27
    "I take the bus to and from work . Car for longer distances. Boat to get to the main land which is 45min ride."
    0
    Flag
  • 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."
    0
    Flag
  • tkurian
    "I own a property in Oak Bluffs"
    0
    Flag
  • 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. "
    0
    Flag
  • Island R. E.
    "This is a lovely and desirable area close to town and everything the island has to offer."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 12 Massasoit Ave

  • What is 12 Massasoit Ave estimated to be worth?
    Trulia's estimated value for 12 Massasoit Ave in Oak Bluffs, MA is $1,573,700.
  • What is the price history for 12 Massasoit Ave?
    12 Massasoit Ave in Oak Bluffs, MA last sold for $699,000 in June 2004.
  • Is Oak Bluffs a buyer's or seller's market?
    Oak Bluffs is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Oak Bluffs?
    Residents describe Oak Bluffs, MA as dog-friendly, well-kept, and walkable to restaurants. See recently sold homes in Oak Bluffs, MA.
  • Does 12 Massasoit Ave have laundry facilities?
    Yes, 12 Massasoit Ave in Oak Bluffs, MA has in-unit laundry.
  • How big is the lot at 12 Massasoit Ave?
    The lot at 12 Massasoit Ave in Oak Bluffs, MA is about 0.12 acres (5,227 sq ft).

Explore by feature - Air Conditioning

Explore by feature - Washer/dryer

6 rentals with a washer/dryer in Oak Bluffs, MA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 12 Massasoit Ave

Skip to last item
Skip to first item

Homes for sale near 12 Massasoit Ave

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item