21 Checamo Path, West Tisbury, MA 02575
Property image
Property image
OFF MARKET

$2,160,100

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 3,816 sqft (on 4.40 acres)

21 Checamo Path, West Tisbury, MA 02575

Est. Refi. Payment $12,553/mo*
Refinance Your Home
Currently Off Market - Sold Jan 19, 2021 for $1,225,000

Home Value

Trulia Estimate
$2.16M
Since last month
Decreased$6K (-0.3%)
Since last year
Decreased$12K (-0.5%)
Since last sale
Increased$935K (+76.3%)
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 +152% in the last 10 years
MonthEstimated value
2026
September 2026$2.16M
August 2026$2.17M
July 2026$2.2M
June 2026$2.22M
May 2026$2.18M
April 2026$2.15M
March 2026$2.17M
February 2026$2.11M
January 2026$2.09M
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
105 Stoney Hill Rd, West Tisbury, MA
0.85
Single-Family Home
$1,525,000
02/03/26
4
2.5
1,815
71 Stoney Hill Road Road, West Tisbury, MA
0.58
Single-Family Home
$3,930,000
06/29/26
5
5
5,598
44 Iron Hill Rd, Vineyard Haven, MA
0.51
Single-Family Home
$1,100,000
12/31/25
3
1.5
1,496
56 Bridle Path Rd, Tisbury, MA
0.83
Single-Family Home
$1,735,000
09/29/25
3
3
2,526
1 Red Arrow Rd, West Tisbury, MA
1.11
Single-Family Home
$1,550,000
06/15/26
4
2.5
2,000
32 Machipscat Trl, West Tisbury, MA
0.96
Single-Family Home
$1,330,000
10/17/25
3
1.5
1,404
10 Trotters Ln, West Tisbury, MA
1.04
Single-Family Home
$1,700,000
09/04/26
3
3
2,293
126 Border Rd, Tisbury, MA
1.22
Single-Family Home
$1,685,000
10/09/25
3
3
2,251
515 Edgartown Rd, Tisbury, MA
1.38
Single-Family Home
$1,500,000
03/03/26
6
3
5,418
5 Seths Path, Oak Bluffs, MA
1.04
Single-Family Home
$1,325,000
07/07/26
3
2
1,428

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
19 Winkler Way, Oak Bluffs, MA 02557
0.38
$1,303,300
3
2
1,400
Off Market
2A Little Pond Rd, Oak Bluffs, MA 02557
0.39
$2,317,200
4
3.5
3,758
Off Market
56 Head Of The Pond Rd, Oak Bluffs, MA 02557
0.44
$1,498,100
3
2.5
2,095
Off Market
33 Iron Hill Rd, Oak Bluffs, MA 02557
0.45
$1,519,200
Studio
2
1,827
Off Market
39 Iron Hill Rd, Oak Bluffs, MA 02557
0.47
$1,650,000
5
5.5
4,334
Recently Sold
Bridle Path Rd, Vineyard Haven, MA 02568
0.49
-
-
-
-
Off Market
44 Iron Hill Rd, Vineyard Haven, MA 02568
0.51
$1,100,000
3
1.5
1,496
Recently Sold
12 Iron Hill Rd, Vineyard Haven, MA 02568
0.51
$1,563,700
3
3.5
2,022
Off Market
51 Head Of The Pond Rd, Oak Bluffs, MA 02557
0.53
$1,260,000
3
2
1,725
Off Market
41 Head Of The Pond Road, Oak Bluffs, MA 02557
0.55
$1,250,700
2
3
2,011
Off Market
71 Stoney Hill Road Road, West Tisbury, MA 02575
0.58
$3,930,000
5
5
5,598
Recently Sold
26 Head Of The Pond Rd, Oak Bluffs, MA 02557
0.60
-
6
6.5
4,700
Off Market

Local Information

  • Map ViewExplore the area around 21 Checamo Path.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1984
4.4 acre lot
3,816 sqft
$566/sqft

About this House

ABUNDANT PRIVACY ON 4.4 ACRES - This large property with main house, guest house and large barn/shop building is centrally located on the Island, yet offers a peaceful wooded setting. The property abuts 365 acres of land owned by the town of West Tisbury that has miles of trails and connects to the state forest. This oasis provides the feeling of being in the country, while just ten minutes from all the down Island towns. The first floor of the main house has two living areas plus a sunken solarium. There is access to the large deck form one of the living rooms, as well as the first floor bedroom. There is a full bathroom on the first floor as well. The spacious and sunny kitchen is open to the dining area. On the second level there is a large open living area with steps up to the next level where you will find three large bedrooms, a full bathroom, as well as a laundry room. There is a wonderful third level loft living area that feels like a peaceful sanctuary with a private deck that looks out into the treetops. The charming guest house is 672 square feet and was built in 2015. It features a lovely covered front porch and fenced in back yard.
21 Checamo Path, West Tisbury, MA 02575 is a 5 bedroom, 3 bathroom, 3,816 sqft single-family home built in 1984. It last sold for $1,225,000 on Jan 19, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,160,100, with a rent estimate of $7,265/month.

Home Details for 21 Checamo Path

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile, Carpet, Hardwood
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherDeckExterior: Other

Property Information

Year Built
Year Built: 1984
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 4.40 acres

Price and Tax history

DateEventPrice
Jan 19, 2021
Source: LINK #36997
Sold
$1,225,000
Nov 6, 2020
Source: Agent Provided
Pending
$1,295,000
Oct 20, 2020
Source: Agent Provided
PriceChange
$1,295,000
Price decreased by 4%
Aug 1, 2020
Source: Agent Provided
Listed For Sale
$1,350,000

Market trends in West Tisbury

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
26
1MoM

Around this home

What Locals Say about West Tisbury

At least 4 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 83 % Say car is needed

  • 80 % Say there's holiday spirit

  • 75 % Say it's quiet

  • 62 % Say neighbors are friendly

  • 60 % Say it's walkable to restaurants

  • 60 % Say there's wildlife

  • 60 % Say there are community events

  • 50 % Say yards are well-kept

  • 50 % Say people would walk alone at night

  • 43 % Say parking is easy

  • 38 % Say it's walkable to grocery stores

  • 25 % Say kids play outside

  • 22 % Say there are sidewalks

  • 20 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Dick M.
    "This is a great up-Island area just quietly off a main road and withing walking distance of a grocery store, pharmacy, bakery and the post office - very safe and comfortable and friendly"
    0
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Frequently asked questions about 21 Checamo Path

  • What is 21 Checamo Path estimated to be worth?
    Trulia's estimated value for 21 Checamo Path in West Tisbury, MA is $2,160,100.
  • What is the price history for 21 Checamo Path?
    21 Checamo Path in West Tisbury, MA last sold for $1,225,000 in January 2021.
  • Is West Tisbury a buyer's or seller's market?
    West Tisbury is currently a buyer's market, based on recent for-sale activity.
  • What are the closest schools to 21 Checamo Path?
    The closest schools to 21 Checamo Path in West Tisbury, MA are Martha's Vineyard Regional High School (rated 6/10), West Tisbury Elementary School (Pre-K/Middle, rated 7/10).
  • Does 21 Checamo Path have laundry facilities?
    Yes, 21 Checamo Path in West Tisbury, MA has in-unit laundry.
  • How big is the lot at 21 Checamo Path?
    The lot at 21 Checamo Path in West Tisbury, MA is about 4.4 acres.

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