21 Checamo Path, West Tisbury, MA 02575
OFF MARKET

21 Checamo Path
West Tisbury, MA 02575

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

$2,183,700

Trulia Estimate
as of Jun 4, 2026
Est. Refi. Payment $11,993/mo*

$2,183,700

Trulia Estimate
as of Jun 4, 2026
Est. Refi. Payment $11,993/mo*
5 Beds
3 Baths
3,816 sqft
(on 4.40 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

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 History for 21 Checamo Path

DatePriceEventSource
01/19/2021$1,225,000Sold
LINK #36997
11/06/2020$1,295,000PendingAgent Provided
10/20/2020$1,295,000PriceChange
Agent Provided
08/01/2020$1,350,000Listed For SaleAgent Provided

Market trends in West Tisbury

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
19
7
MoM
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Property Tax and Assessment

Year2025
Tax$7,968
Assessment$1,759,000
Home facts updated by county records

Comparable Sales for 21 Checamo Path

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.85
Single-Family Home
$1,525,000
02/03/26
4
2.5
1,815
0.51
Single-Family Home
$1,100,000
12/31/25
3
1.5
1,496
0.83
Single-Family Home
$1,735,000
09/29/25
3
3
2,526
0.96
Single-Family Home
$1,330,000
10/17/25
3
1.5
1,404
1.22
Single-Family Home
$1,685,000
10/09/25
3
3
2,251
1.38
Single-Family Home
$1,500,000
03/03/26
6
3
5,418
1.14
Single-Family Home
$1,500,000
09/22/25
4
3.5
2,336
1.14
Single-Family Home
$1,500,000
09/22/25
4
3.5
2,336
1.53
Single-Family Home
$1,600,000
01/06/26
4
4.5
3,927
1.03
Single-Family Home
$1,200,180
08/12/25
3
1
1,144

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Checamo Path.
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 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"

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 21 Checamo Path

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Off Market Homes Near 21 Checamo Path

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Homes for rent near 21 Checamo Path

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21 Checamo Path, West Tisbury, MA 02575 is a 5 bedroom, 3 bathroom, 3,816 sqft single-family home built in 1984. This property is not currently available for sale. 21 Checamo Path was last sold on Jan 19, 2021 for $1,225,000. The current Trulia Estimate for 21 Checamo Path is $2,183,700.