125 Massasoit Ave, Tisbury, MA 02568
OFF MARKET

$2,250,600

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 1,830 sqft (on 0.78 acres)

125 Massasoit Ave, Tisbury, MA 02568

Est. Refi. Payment $12,429/mo*
Refinance Your Home
Currently Off Market - Sold Sep 1, 2023 for $1,875,000

Home Value

Trulia Estimate
$2.25M
Since last month
$800 (0%)
Since last year
Increased$119K (+5.6%)
Since last sale
Increased$376K (+20%)
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 +84% in the last 10 years
MonthEstimated value
2026
August 2026$2.25M
August 2026$2.24M
July 2026$2.25M
June 2026$2.28M
May 2026$2.24M
April 2026$2.19M
March 2026$2.17M
February 2026$2.1M
January 2026$2.08M
2025
2024
2023
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
735 Franklin St, Tisbury, MA
0.34
Single-Family Home
$2,630,000
06/29/26
5
4
3,361
23 Crowell Lane, Tisbury, MA
0.41
Single-Family Home
$2,036,000
10/01/25
5
3.5
3,587
63 Crowell Ln, Tisbury, MA
0.43
Single-Family Home
$2,485,000
04/17/26
6
3.5
3,000
41 Crowell Ln, Tisbury, MA
0.41
Single-Family Home
$4,450,000
02/13/26
5
5
4,185
64 Crowell Ln, Tisbury, MA
0.44
Single-Family Home
$4,895,000
02/13/26
5
6.5
4,216
28 Pine Tree Ln, Tisbury, MA
0.86
Single-Family Home
$1,910,000
04/03/26
5
3.5
3,250
209 Cove Rd, Tisbury, MA
1.13
Single-Family Home
$1,650,000
01/09/26
4
3.5
2,194
30 Daggett Ave, Tisbury, MA
1.22
Single-Family Home
$2,195,000
08/19/26
4
2.5
2,314
113 Leonard Cir, Tisbury, MA
1.00
Single-Family Home
$1,000,000
03/31/26
4
2
1,306
151 Tashmoo Ave, Tisbury, MA
1.40
Single-Family Home
$2,000,000
05/28/26
4
3.5
2,690

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
137 Massasoit Ave, Tisbury, MA 02568
0.03
$4,479,100
5
3.5
3,686
Off Market
Algonquin Ave, Vineyard Haven, MA 02568
0.16
-
-
-
-
Off Market
1115 Main St, Tisbury, MA 02568
0.19
$10,619,800
11
8.5
7,026
Off Market
96 Algonquin Ave, Tisbury, MA 02568
0.23
$2,801,900
3
2.5
2,122
Off Market
Cayuga St, Vineyard Haven, MA 02568
0.25
-
-
-
-
Off Market
Dudley St, Vineyard Haven, MA 02568
0.34
-
-
-
-
Off Market
Quinsigamond Ave, Vineyard Haven, MA 02568
0.34
-
-
-
-
Off Market
735 Franklin St, Tisbury, MA 02568
0.34
$2,630,000
5
4
3,361
Recently Sold
13 Quinsigamond Ave, Vineyard Haven, MA 02568
0.40
$9,152,300
6
2.5
2,483
Off Market
Crowell Ln #9, Vineyard Haven, MA 02568
0.40
-
-
-
-
Off Market
41 Crowell Ln, Tisbury, MA 02568
0.41
$4,450,000
5
5
4,185
Recently Sold

Local Information

  • Map ViewExplore the area around 125 Massasoit Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1930
0.78 acre lot
1,830 sqft
$1,230/sqft

About this House

One of a kind saltbox located in the heart of West Chop. Owned and loved by the same family since 1935, this home was erected on its current site in 1930 incorporating portions of an older (late 1700's) house which had been carefully dismantled and transported from Lambert's Cove to the current West Chop site. This is a wonderful opportunity for a new family to embrace a treasured home with peaks of water. This 5 bedroom, 3 bath home embodies simple summer life on Martha's Vineyard, rocking on the back porch, playing tag in the yard, or enjoying a morning or evening tide ride. Properties on "the Loop" rarely come on the market, this classic is not too be missed!
125 Massasoit Ave, Tisbury, MA 02568 is a 5 bedroom, 3 bathroom, 1,830 sqft single-family home built in 1930. It last sold for $1,875,000 on Sep 1, 2023 (6% below the $1,995,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,250,600.
Last check for updates: 1 day ago
Listed by Emily Flake
Viewpoints
Bought with: Emily Flake, Viewpoints
Source: LINK, MLS#36566

Home Details for 125 Massasoit Ave

Interior Features

Interior Details
Basement: NoNumber of Rooms: 9
Beds & Baths
Number of Bedrooms: 5Main Level Bedrooms: 1Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 1830 Square Feet
Appliances & Utilities
Utilities: CblAppliances: Stove: yes, Washer: Yes
Heating & Cooling
Heating: NoneNo CoolingNo Heating
Fireplace & Spa
Fireplace: 1
Windows, Doors, Floors & Walls
Flooring: wood and linoleum
Levels, Entrance, & Accessibility
Floors: Wood And Linoleum
View
No ViewView: None

Exterior Features

Exterior Home Features
Other Structures: ShedExterior: Porch
Parking & Garage
No CarportNo GarageNo Attached GarageParking: Ample
Frontage
Frontage Type: NoneNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence

Price & Status

Price
List Price: $1,995,000

Active Status

MLS Status: S

Location

Direction & Address
City: Vineyard Haven

Building

Building Area
Building Area: 1830 Square Feet

Lot Information

Lot Area: 0.78 acres

Offer

Listing Agreement Type: E

Miscellaneous

Mls Number: 36566

Price and Tax history

DateEventPrice
Sep 1, 2023
Source: LINK #36566
Sold
$1,875,000
Jul 22, 2023
Source: LINK #36566
Contingent
$1,995,000
May 25, 2023
Source: LINK #36566
Pending
$2,650,000
May 24, 2023
Source: LINK #36566
Contingent
$2,650,000
May 16, 2023
Source: LINK #36566
Pending
$2,650,000

Market trends in Tisbury

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
55
8MoM

Around this home

What Locals Say about Tisbury

At least 26 Trulia users voted on each feature.

  • 87 % Say yards are well-kept

  • 80 % Say it's walkable to grocery stores

  • 78 % Say kids play outside

  • 77 % Say people would walk alone at night

  • 75 % Say it's quiet

  • 72 % Say it's dog friendly

  • 72 % Say it's walkable to restaurants

  • 71 % Say there's holiday spirit

  • 70 % Say there's wildlife

  • 68 % Say car is needed

  • 64 % Say they plan to stay for at least 5 years

  • 63 % Say there are sidewalks

  • 61 % Say parking is easy

  • 53 % Say there are community events

  • 44 % Say neighbors are friendly

  • 39 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "It’s great, I think any dog owner would enjoy this town for their pup. No dog park that I’m aware of, but there is one in a neighboring town. "
    0
    Flag
  • Kellyjeanmarie33
    "This is the most wonderful place to exist. You are immersed in nature yet close to town and all of its amenities. The beaches are walking distance. The neighborhood is safe. We never lock our doors. The schools are incredible. The community is living and accepting . "
    3
    Flag
  • Kellyjeanmarie33
    "This is the most wonderful and magical place to be. Full of Natural Beauty. Immersion in Nature is Constant. The Ocean and the Forest are All Around You. We are Blessed to be Here Each Day. 🙏💜✝️💜🙏"
    0
    Flag
  • Peter G.
    "The Mink Meadows community is like being up island. quiet, private, easy access to market and so much more. "
    1
    Flag
  • Meesh
    "In the winter the tourists leave and the island gets quiet. It stays relatively warm due to the Gulf Stream pulling warm water north to insulate the Sound and even though the trees loose their leaves, all the moisture creates the perfect conditions for incredibly beautiful sea-foam green lichen and mosses to cover every organic surface. Therefore, the blissful hue saturates the fog and mist; enveloping every road and path throughout the island. It’s the perfect place to forget the Internet for awhile and relish in getting purposefully lost! Enjoy it with friends or better yet, enjoy the solitude; listen to the wind whistle through the trees, hear the waves crash into the shore, and forget about everything but the moment you’re experiencing right then and now! "
    1
    Flag
  • Jeannine L.
    "The town of Tisbury on Martha's Vineyard is a community with much to offer families with children, couples, and retirees. In addition to the beaches,there are a lot of recreational activities including golf, tennis, biking, fishing, and water sports. During the day the downtown is bustling. The location is also ideal for those who want to be nearby the ferry. The Steanship ferry out of Vineyard Haven runs throughout the year. "
    0
    Flag
  • Pfred00
    "This community has a great mix of full time and summer residents, so it never feels deserted. Lady Slipper Way is part of the Spring Hill Association, a cul de sac like small community, with fully paved roads and moderate homes. Walking distance to town, tennis and Lake Tashmoo."
    1
    Flag
  • Bob B.
    "Always something to do on the Vineyard check it out you will want to live here I did and I want to move back"
    0
    Flag
  • wbaxter
    "Excellent location, just a short walk to the steamship, downtown, beach, schools and more!"
    0
    Flag
  • Pfred00
    "Have vacationed in MV for more than 10 years. While it has faced a rise in visitors, given its Presidential spotlight, it remains a wonderful place to vacation!!"
    1
    Flag
  • Robert B.
    "Perfect place to live when you want to get away from it all. Vacation or year round I know of knowhere else I'd rather live. So I'm planning on moving back."
    0
    Flag

LGBTQ Local Legal Protections

© 2026 LINK, All Rights Reserved. Data last updated: 2026-09-04 14:59:24 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.

Frequently asked questions about 125 Massasoit Ave

  • What is 125 Massasoit Ave estimated to be worth?
    Trulia's estimated value for 125 Massasoit Ave in Tisbury, MA is $2,250,600.
  • What is the price history for 125 Massasoit Ave?
    125 Massasoit Ave in Tisbury, MA last sold for $1,875,000 in September 2023.
  • Is Tisbury a buyer's or seller's market?
    Tisbury is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Tisbury?
    Residents describe Tisbury, MA as well-kept, walkable to grocery stores, and quiet. See recently sold homes in Tisbury, MA.
  • How big is the lot at 125 Massasoit Ave?
    The lot at 125 Massasoit Ave in Tisbury, MA is about 0.78 acres (33,815 sq ft).
  • Does 125 Massasoit Ave have parking?
    Yes, 125 Massasoit Ave in Tisbury, MA has on-site parking.

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