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

High Mark
Chilmark, MA 02535

$1,900,000

Est. Mortgage $10,585/mo*

Get Pre-Qualified

$1,900,000

Est. Mortgage $10,585/mo*

Get Pre-Qualified

(on 15.05 acres)

Home Highlights

HOA

None

Listed

101 days ago

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.

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: 101

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

Last check for updates: about 8 hours ago

Listing courtesy of Russell Maloney

Russell Maloney Real Estate

Source: LINK, MLS#44445

Also Listed on LINK.

Market trends in Chilmark

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

8MoM

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

Similar Homes You May Like

Skip to last item

4.7 ACRES
$1,975,000
2 bd
1.5 ba
1,176 sqft
9 Moshup Trl,
Aquinnah, MA 02535
Grace Hagerty Real Estate Inc
2.04 ACRES
$1,425,000
4 bd
3 ba
2,056 sqft
20 Brook Hollow Rd,
West Tisbury, MA 02575
Feiner Real Estate
0.96 ACRES
$2,300,000
3 bd
2.5 ba
1,344 sqft
60 Crocker Drive,
Edgartown, MA 02539
Island Real Estate
$1,299,000
3 bd
2 ba
1,344 sqft
46 Harbor Avenue,
Falmouth, MA 02540
Kinlin Grover Compass
$1,395,000
4 bd
3 ba
2,304 sqft
33 Alyssa Lane,
Tisbury, MA 02568
Portfolio Properties
1.2 ACRES
$2,395,000
3 bd
2 ba
2,510 sqft
26 Bijahs Way,
Chilmark, MA 02535
Karen M. Overtoom R.E.
1.13 ACRES
$1,175,000
3 bd
1 ba
998 sqft
299 Daggett Ave #A,
Vineyard Haven, MA 02568
Karen M. Overtoom R.E.
0.5 ACRES
$1,450,000
5 bd
5 ba
2,266 sqft
345 North Rd,
Chilmark, MA 02535
Flanders Real Estate
0.3 ACRES
$1,225,000
1 bd
2 ba
1,428 sqft
323 County Road,
Oak Bluffs, MA 02557
Anchor Realty of MV
3 ACRES
$2,550,000
6 bd
4 ba
2,618 sqft
55 Old House Way,
West Tisbury, MA 02575
Anchor Realty of Martha's Vineyard
2 ACRES
$1,600,000
4 bd
2.5 ba
2,334 sqft
150 Field View Lane,
West Tisbury, MA 02575
Island Real Estate
NEW - 16 HRS AGO
1.6 ACRES
$1,350,000
2 bd
2 ba
1,996 sqft
29 Scotchmans Lane,
West Tisbury, MA 02575
Island Real Estate
0.43 ACRES
$2,600,000
6 bd
4 ba
2,400 sqft
111 Eastville Ave,
Oak Bluffs, MA 02557
Arrowhead Homes
3.02 ACRES
$1,325,000
2 bd
1 ba
924 sqft
47 Quenames Rd,
Chilmark, MA 02535
Sandpiper Realty
1.53 ACRES
$1,765,000
2 bd
2 ba
890 sqft
2 Great Rock Rd,
Oak Bluffs, MA 02557
Premier Properties
0.25 ACRES
$1,395,000
3 bd
1 ba
1,066 sqft
17 Chapman Ln,
Edgartown, MA 02539
Compass | Point B
0.36 ACRES
$1,488,000
5 bd
4 ba
2,884 sqft
39 Ferro Way,
Tisbury, MA 02568
Viewpoints
$1,199,000
3 bd
2 ba
1,302 sqft
47 Winemack Street,
Oak Bluffs, MA 02557
Anchor Realty of MV
0.3 ACRES
$995,000
3 bd
1 ba
1,264 sqft
36 Circuit Ave,
Tisbury, MA 02568
Landmarks at TODAY Real Estate
1.03 ACRES
$2,285,000
5 bd
5 ba
5,400 sqft
30 Katherine Lee Bates Rd,
Falmouth, MA 02540
Jason Smith, JDS Realty Group
$1,925,000
5 bd
1 ba
2,232 sqft
8 Pequot Ave,
Oak Bluffs, MA 02557
Breakwater MV
3.05 ACRES
$2,195,000
5 bd
3.5 ba
2,628 sqft
7 Pipn Cir,
Edgartown, MA 02539
Sandpiper Realty
1.3 ACRES
$2,295,000
5 bd
4 ba
3,119 sqft
2 Old Pocha Rd,
Edgartown, MA 02539
Feiner Real Estate
3.3 ACRES
$2,250,000
4 bd
3 ba
1,918 sqft
21 & 25 Fulling Mill Rd,
Chilmark, MA 02535
Jessica Holtham, Wallace & Co. Sotheby's International Realty
0.61 ACRES
$2,300,000
4 bd
3.5 ba
3,274 sqft
70 Spring St,
Tisbury, MA 02568
Viewpoints
0.46 ACRES
$1,395,000
3 bd
3 ba
1,931 sqft
76 Sippewissett Road,
Falmouth, MA 02540
Today Real Estate
4.8 ACRES
$2,095,000
3 bd
3 ba
2,363 sqft
139 Tea Ln,
Chilmark, MA 02535
Tea Lane Associates
3.04 ACRES
$1,500,000
3 bd
2 ba
1,717 sqft
8 Pipn Cir,
Edgartown, MA 02539
Sandpiper Realty
1.06 ACRES
$2,579,000
4 bd
2 ba
1,399 sqft
34 Windemere Rd,
Oak Bluffs, MA 02557
Alisan Lohan-Conway Properties
3.3 ACRES
$2,250,000
4 bd
3 ba
1,918 sqft
25 Fulling Mill Rd,
Chilmark, MA 02535
Wallace & Co. Sotheby's
$1,745,000
2 bd
1 ba
561 sqft
11 Beach Road,
Oak Bluffs, MA 02557
Anchor Realty of MV
3 ACRES
$2,400,000
7 bd
4 ba
2,232 sqft
220 North Rd,
Chilmark, MA 02535
Vineyard Open House Real Estate
3.02 ACRES
$1,300,000
2 bd
1 ba
896 sqft
45 Quenames Rd,
Chilmark, MA 02535
Sandpiper Realty
3.23 ACRES
$1,625,000
3 bd
2 ba
1,497 sqft
108 Trotting Park Rd,
East Falmouth, MA 02536
Greg Hartel, Hartel Realty
5.45 ACRES
$2,475,000
4 bd
4 ba
2,500 sqft
14 Ephriam Allen Rd,
West Tisbury, MA 02575
Tea Lane Associates
NEW
OPEN TUE, 10-11AM
$1,195,000
3 bd
2 ba
2,173 sqft
2 Winemack Street,
Oak Bluffs, MA 02557
Ocean Park Realty, Inc.
1.9 ACRES
$1,300,000
4 bd
3 ba
2,155 sqft
132 South Rd,
Chilmark, MA 02535
Signal House Group at Compass
0.57 ACRES
$1,800,000
4 bd
4 ba
2,334 sqft
528 Main Street,
Tisbury, MA 02568
Wallace & Co. Sotheby's International Realty
0.71 ACRES
$1,195,000
1 bd
1 ba
768 sqft
61 Wood Chips Cir,
Tisbury, MA 02568
Compass LLC
0.32 ACRES
$2,300,000
8 bd
5 ba
5,760 sqft
156 Teaticket Highway,
East Falmouth, MA 02536
Premier Commercial
See more homes for sale in
Chilmark
Take a look

Skip to first item

New Listings near High Mark

Skip to last item

1.9 ACRES
$1,300,000
4 bd
3 ba
2,155 sqft
132 South Rd,
Chilmark, MA 02535
Signal House Group at Compass
3 ACRES
$2,400,000
7 bd
4 ba
2,232 sqft
220 North Rd,
Chilmark, MA 02535
Vineyard Open House Real Estate
1 ACRE
$1,499,000
5 bd
2 ba
1,440 sqft
393 Lighthouse Rd,
Aquinnah, MA 02535
Flanders Real Estate
1 ACRE
$1,795,000
3 bd
3 ba
3,702 sqft
174 Middle Road,
Chilmark, MA 02535
Island Real Estate
0.5 ACRES
$1,550,000
4 bd
2 ba
1,757 sqft
8 Rumpus Ridge Rd,
Chilmark, MA 02535
Flanders Real Estate
NEW - 16 HRS AGO
1.6 ACRES
$1,350,000
2 bd
2 ba
1,996 sqft
29 Scotchmans Lane,
West Tisbury, MA 02575
Island Real Estate
0.5 ACRES
$1,450,000
5 bd
5 ba
2,266 sqft
345 North Rd,
Chilmark, MA 02535
Flanders Real Estate
4.5 ACRES
$2,650,000
4 bd
3 ba
2,967 sqft
11 By The Woods,
Chilmark, MA 02535
Flanders Real Estate
1.6 ACRES
$2,395,000
4 bd
3 ba
2,350 sqft
16 South Rd,
Chilmark, MA 02535
Vineyard Village Realty
NEW - 2 DAYS AGO
3.91 ACRES
$1,275,000
Cencelle,
Chilmark, MA 02535
Tea Lane Associates
2.1 ACRES
$2,490,000
4 bd
3.5 ba
3,579 sqft
8 Jeffers Way,
Aquinnah, MA 02535
Compass LLC
3.3 ACRES
$2,250,000
4 bd
3 ba
1,918 sqft
21 & 25 Fulling Mill Rd,
Chilmark, MA 02535
Jessica Holtham, Wallace & Co. Sotheby's International Realty
3.02 ACRES
$1,300,000
2 bd
1 ba
896 sqft
45 Quenames Rd,
Chilmark, MA 02535
Sandpiper Realty
3.5 ACRES
$1,699,999
3 bd
2 ba
1,540 sqft
43 N Slope Ln,
Chilmark, MA 02535
NorthStar Real Estate LLC
4.8 ACRES
$2,095,000
3 bd
3 ba
2,363 sqft
139 Tea Ln,
Chilmark, MA 02535
Tea Lane Associates
See more homes for sale in
Chilmark
Take a look

Skip to first item

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	-	-
32 Stonewall Rd, Chilmark, MA	1.55	Lot/Land	$1,790,000	09/23/25	-	-
Eliot Ave, Chilmark, MA	2.03	Lot/Land	$105,000	09/05/25	-	-
99 Cygnet Way, Chilmark, MA	2.10	Lot/Land	$375,000	04/06/26	-	-
Quenames Rd, Chilmark, MA	3.15	Lot/Land	$900,000	09/17/25	-	-
49 Cobbs Hill Rd, Chilmark, MA	3.60	Lot/Land	$1,500,000	10/20/25	-	-
834 State Rd, Aquinnah, MA	3.77	Lot/Land	$935,500	06/26/26	-	-
Quansoo Rd, Chilmark, MA	3.96	Lot/Land	$475,000	10/20/25	-	-
25 Plum Bush Point Rd, West Tisbury, MA	4.67	Lot/Land	$1,250,000	10/23/25	-	-
0 Beach Lot Quansoo, Chilmark, MA	4.24	Lot/Land	$435,000	08/26/25	-	-

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
1 Pond Mark, Chilmark, MA 02535	0.18	$4,061,700	3	2.5	1,316	Off Market
391 Middle Rd, Chilmark, MA 02535	0.40	$6,276,800	6	4.5	3,859	Off Market
493 South Rd, Chilmark, MA 02535	0.51	-	-	-	-	Off Market
43 N Slope Ln, Chilmark, MA 02535	0.68	$1,699,999	3	2	1,540	For Sale
18 Homeward Way, Chilmark, MA 02535	0.68	$4,325,000	5	2.5	3,885	Recently Sold
18 Allen Farm Rd, Chilmark, MA 02535	0.72	$2,250,000	1	1	726	For Sale
31 N Slope Ln, Chilmark, MA 02535	0.77	$2,537,800	4	3.5	2,300	Off Market
3 Fulling Mill Rd, Chilmark, MA 02535	0.80	$1,775,000	3	2	1,728	Recently Sold
44 Cencelle St, Chilmark, MA 02535	0.81	$4,975,000	4	3	3,432	For Sale
25 Fulling Mill Rd, Chilmark, MA 02535	0.84	$2,250,000	4	3	1,918	For Sale
21 & 25 Fulling Mill Rd, Chilmark, MA 02535	0.84	$2,250,000	4	3	1,918	For Sale

Additional Cost

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
1y 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

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
Flag

LGBTQ Local Legal Protections

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.

Russell Maloney, Russell Maloney Real Estate

© 2026 LINK, All Rights Reserved. Data last updated: 2026-08-17 12:03:29 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.

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.

High Mark
Chilmark, MA 02535

$1,900,000