Is there wildlife in Chilmark, MA?

As of early 2026, 100% of users say there's wildlife

Are there community events in Chilmark, MA?

As of early 2026, 100% of users say there are community events

Is a car needed in Chilmark, MA?

As of early 2026, 100% of users say car is needed

Are yards well-kept in Chilmark, MA?

As of early 2026, 100% of users say yards are well-kept

Are neighbors friendly in Chilmark, MA?

As of early 2026, 78% of users say neighbors are friendly

Is Chilmark, MA dog-friendly?

As of early 2026, 75% of users say it's dog friendly

Would people walk alone at night in Chilmark, MA?

As of early 2026, 75% of users say people would walk alone at night

Is parking easy in Chilmark, MA?

As of early 2026, 67% of users say parking is easy

Is Chilmark, MA quiet?

As of early 2026, 67% of users say it's quiet

Do residents of Chilmark, MA plan to stay at least 5 years?

As of early 2026, 60% of users say they plan to stay for at least 5 years

Does Chilmark, MA show holiday spirit?

As of early 2026, 43% of users say there's holiday spirit

Is Chilmark, MA walkable to restaurants?

As of early 2026, 33% of users say it's walkable to restaurants

How big is High Mark?

High Mark in Chilmark, MA is about 15.1 acres .

What is the price per acre for High Mark?

High Mark in Chilmark, MA is listed at $1,900,000, or about $125K per acre .

What are the closest schools to High Mark?

The closest schools to High Mark in Chilmark, MA are Chilmark Elementary School (rated 8/10), Martha's Vineyard Regional High School (rated 6/10), West Tisbury Elementary School (Pre-K/Middle, rated 7/10).

What is the price history for High Mark?

High Mark in Chilmark, MA last sold for $3,600,000 in May 2004.

FOR SALE

15.05 ACRES

$1,900,000

High Mark, Chilmark, MA 02535

Est. Mortgage $11,041/mo*

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Home Highlights

Lot/Land

15.05 acre lot

Local Information

Map ViewExplore the area around High Mark.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

About this House

A rare opportunity to build a private retreat awaits at this 15 acre land parcel centrally located in Chilmark. Once part of the High Mark estate, the property features groves of mature trees planted more than 100 years ago, creating a wondrous, secluded and private setting rarely found anywhere on the island today. The parcel directly abuts the nearly 80 acres of conservation land at the Martha’s Vineyard Land Bank Peaked Hill Reservation. This unique adjacency significantly enhances the sense of scale while ensuring that the surrounding landscape remains protected and preserved. Buyer is responsible for due diligence including engineering, utilities and permitting. Some wetlands are present. This is a rare chance to secure substantial acreage in Chilmark with historic character, enduring privacy, and direct connection to preserved conservation land — an ideal setting for a legacy Vineyard property.

Last check for updates: about 19 hours ago

Listing courtesy of Russell Maloney

Russell Maloney Real Estate

Source: LINK, MLS#44445

Also Listed on LINK.

Home Details for High Mark

Interior Features
Heating & Cooling No Cooling
View Has a ViewView: None, Trees/Woods

Exterior Features
Frontage Frontage Type: NoneNot on Waterfront
Water & Sewer Sewer: Septic Tank

Days on Market
Days on Market: 168

Property Information
Property Type / Style Property Type: LandProperty Subtype: Unimproved Land
Property Information Usage of Home: 0000C/0306Parcel Number: 2

Price & Status
Price List Price: $1,900,000

Active Status
MLS Status: A

Location
Direction & Address City: Chilmark

Agent Information
Listing Agent Listing ID: 44445

HOA
HOA Fee: No HOA Fee

Lot Information
Lot Area: 15.05 Acres

Offer
Listing Agreement Type: E

Miscellaneous
Mls Number: 44445

Around this home

West Tisbury Elementary School
PK-8
Public
334 Students
Up-Island Regional School District
7/10
GreatSchools Rating
Parent Rating Average
Kids rule the school. No accountability. Bullying is not taken seriously.
Parent Review
2y ago
5 Reviews

View nearby schools on GreatSchools

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

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.

100% say there are community events
78% say neighbors are friendly
43% say there's holiday spirit

Trulia Trick or TreatStart Ghost Hunt

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.
12y ago
"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!!"
0
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Market trends in Chilmark

Last updated September 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

8MoM

Sourced by Trulia Market Trends

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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	Bath	Sqft
1 Crowberry Ln, Chilmark, MA	1.05	Lot/Land	$1,075,000	12/18/25	-	-
99 Cygnet Way, Chilmark, MA	2.10	Lot/Land	$375,000	04/06/26	-	-
834 State Rd, Aquinnah, MA	3.77	Lot/Land	$935,500	06/26/26	-	-

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
17 High Mark, Chilmark, MA 02535	0.01	$6,670,500	7	5	3,883	Off Market
33 High Mark, Chilmark, MA 02535	0.06	$2,143,900	4	2	3,090	Off Market
15 High Mark, Chilmark, MA 02535	0.07	$2,479,300	3	2	1,512	Off Market
30 High Mark, Chilmark, MA 02535	0.08	$2,626,000	5	2	1,344	Off Market
22 High Mark, Chilmark, MA 02535	0.09	-	6	7	4,360	Off Market
34 High Mark, Chilmark, MA 02535	0.09	$6,137,100	4	2	2,100	Off Market
349 Middle Rd, Chilmark, MA 02535	0.10	$1,484,900	4	3	1,814	Off Market
High Mark, Chilmark, MA 02535	0.11	-	-	-	-	Off Market
13 High Mark, Chilmark, MA 02535	0.11	-	5	5	4,006	Off Market
35 High Mark, Chilmark, MA 02535	0.11	-	-	-	-	Off Market
40 High Mark, Chilmark, MA 02535	0.12	-	-	-	-	Off Market
365 Middle Rd, Chilmark, MA 02535	0.14	$5,345,700	5	3	3,283	Off Market
42 High Mark, Chilmark, MA 02535	0.14	-	5	7	2,740	Off Market
14 Williams Way, Chilmark, MA 02535	0.15	$1,613,300	3	2	1,120	Off Market
47 High Mark, Chilmark, MA 02535	0.16	$3,020,000	5	4	3,230	Off Market
1 Pond Mark, Chilmark, MA 02535	0.18	$4,156,000	3	2.5	1,316	Off Market
4 Glacier Gln, Chilmark, MA 02535	0.18	$3,003,700	4	2	1,684	Off Market
High Mark, Chilmark, MA 02535	0.19	-	-	-	-	Off Market
56 High Mark, Chilmark, MA 02535	0.19	$3,151,100	3	4	3,006	Off Market
356 Middle Rd, Chilmark, MA 02535	0.19	$3,790,300	Studio	-	1,866	Off Market

Price and Tax history

Date	Event	Price
May 9, 2026 Source: LINK #44445	Listed For Sale	$1,900,000
May 1, 2004 Source: LINK #9527	Sold	$3,600,000

LGBTQ Local Legal Protections

Additional Cost

Russell Maloney, Russell Maloney Real Estate

© 2026 LINK, All Rights Reserved. Data last updated: 2026-10-23 11:36:38 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.

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Frequently asked questions about High Mark

How big is High Mark?
High Mark in Chilmark, MA is about 15.1 acres.
What is the price per acre for High Mark?
High Mark in Chilmark, MA is listed at $1,900,000, or about $125K per acre.
What are the closest schools to High Mark?
The closest schools to High Mark in Chilmark, MA are Chilmark Elementary School (rated 8/10), Martha's Vineyard Regional High School (rated 6/10), West Tisbury Elementary School (Pre-K/Middle, rated 7/10).
What is the price history for High Mark?
High Mark in Chilmark, MA last sold for $3,600,000 in May 2004.

High Mark, Chilmark, MA 02535 is a lot/land. This property is currently available for sale and was listed by LINK on May 9, 2026. The MLS # for this home is MLS# 44445.

$1,900,000

High Mark, Chilmark, MA 02535

Home Highlights

Local Information

About this House

Home Details for High Mark

Interior Features

Exterior Features

Days on Market

Property Information

Price & Status

Active Status

Location

Agent Information

HOA

Lot Information

Offer

Miscellaneous