16 Trails End, Chilmark, MA 02535
OFF MARKET

16 Trails End
Chilmark, MA 02535

  • 4 Beds
  • 2 Baths
  • 1,500 sqft (on 2 acres)

$2,134,500

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $11,634/mo*

$2,134,500

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $11,634/mo*
4 Beds
2 Baths
1,500 sqft
(on 2 acres)

Local Information

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

Description

One of the unique aspects of this hilltop home is it's location at the top of a rise where it captures the stunning water views looking westerly over the Atlantic to Squibnocket point and the amazing sunsets. Connect with nature within the abutting Land Bank preserve. Several favorite vantage points are the new master suite/office again with those amazing views, the cathedral ceiling living room with gas wood stove and the expansive deck. Free wheeling with a beach Jeep and most furnishings included and a short drive to exclusive Lucy Vincent Beach.. Shed for storage, Out door shower, air conditioning and excellent rental history.
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
Porch, Deck
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 16 Trails End

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 5

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPorch

Property Information

Year Built
Year Built: 1968Year Updated: 1997
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 2.00 acres

Price History for 16 Trails End

DatePriceEventSource
06/26/2020$1,285,000Sold
LINK #34723
02/28/2020$1,295,000PriceChange
Agent Provided
01/25/2020$1,395,000PriceChange
Agent Provided
10/30/2019$1,495,000PriceChange
Agent Provided
03/20/2019$1,550,000Listed For SaleAgent Provided
12/16/2014$1,450,000ListingRemovedAgent Provided
10/16/2014$1,450,000PriceChange
Agent Provided
09/04/2014$1,500,000Listed For SaleAgent Provided
10/24/1997$350,000Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$4,043
Assessment$1,797,100
Home facts updated by county records

Comparable Sales for 16 Trails End

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.42
Single-Family Home
$1,775,000
11/07/25
3
2
1,728
0.55
Single-Family Home
$1,607,000
07/10/25
4
3
2,850
0.60
Single-Family Home
$2,100,000
11/25/25
4
3
2,544
0.71
Single-Family Home
$7,289,000
10/15/25
4
5
3,777
1.27
Single-Family Home
$2,475,000
09/05/25
4
3.5
2,300
1.72
Single-Family Home
$2,225,000
10/24/25
4
3
2,968
0.79
Single-Family Home
$6,100,000
03/24/26
6
7
5,660
2.14
Single-Family Home
$1,050,000
05/29/25
4
2
1,701
1.36
Single-Family Home
$4,325,000
12/05/25
5
2.5
3,885
1.86
Single-Family Home
$3,710,000
03/12/26
3
5
3,171

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 16 Trails End.
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 Chilmark

At least 2 Trulia users voted on each feature.
  • 100 % Say there's wildlife

  • 100 % Say there are community events

  • 100 % Say car is needed

  • 100 % Say yards are well-kept

  • 78 % Say neighbors are friendly

  • 75 % Say it's dog friendly

  • 75 % Say people would walk alone at night

  • 67 % Say parking is easy

  • 67 % Say it's quiet

  • 60 % Say they plan to stay for at least 5 years

  • 43 % Say there's holiday spirit

  • 33 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Elaine V.
    "I work and live here, and have been in Real estate here for over 20 years, I would recommend it to anyone who needs to feel a sense of community and enjoys nature. A wonderful place to live!!"

LGBTQ Local Legal Protections

Apartments for Rent

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

Homes for sale near 16 Trails End

Skip to last item
Skip to first item

Off Market Homes Near 16 Trails End

Skip to last item
Skip to first item

Homes for rent near 16 Trails End

Skip to last item
Skip to first item
16 Trails End, Chilmark, MA 02535 is a 4 bedroom, 2 bathroom, 1,500 sqft single-family home built in 1968. This property is not currently available for sale. 16 Trails End was last sold on Jun 26, 2020 for $1,285,000. The current Trulia Estimate for 16 Trails End is $2,134,500.