High Mark
Chilmark, MA 02535
(on 15.05 acres)
Local Information
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Description
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 Highlights
Parking
No Info
Outdoor
No Info
HOA
None
Price/Sqft
No Info
Listed
8 days ago
Home Details for High Mark
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Heating & Cooling No Cooling |
View Has a ViewView: None, Trees/Woods |
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Frontage Frontage Type: NoneNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
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Days on Market: 8 |
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Property Type / Style Property Type: LandProperty Subtype: Unimproved Land |
Property Information Usage of Home: 0000C/0306Parcel Number: 2 |
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Price List Price: $1,900,000 |
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MLS Status: A |
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Direction & Address City: Chilmark |
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Listing Agent Listing ID: 44445 |
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HOA Fee: No HOA Fee |
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Lot Area: 15.05 Acres |
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Listing Agreement Type: E |
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Mls Number: 44445 |
Last check for updates: about 1 hour ago
Listing courtesy of Russell Maloney
Russell Maloney Real Estate
Source: LINK, MLS#44445
Also Listed on LINK.
Price History for High Mark
| Date | Price | Event | Source |
|---|---|---|---|
| 05/09/2026 | $1,900,000 | Listed For Sale | LINK #44445 |
| 05/01/2004 | $3,600,000 | Sold | LINK #9527 |
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Comparable Sales for High Mark
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
1.05 | Lot/Land | $1,075,000 | 12/18/25 | - | - | ||
1.55 | Lot/Land | $1,790,000 | 09/23/25 | - | - | ||
1.70 | Lot/Land | $60,000 | 07/01/25 | - | - | ||
2.03 | Lot/Land | $105,000 | 09/05/25 | - | - | ||
2.10 | Lot/Land | $375,000 | 04/06/26 | - | - | ||
2.24 | Lot/Land | $435,000 | 07/23/25 | - | - | ||
2.53 | Lot/Land | $650,000 | 08/14/25 | - | - | ||
3.15 | Lot/Land | $900,000 | 09/17/25 | - | - | ||
3.60 | Lot/Land | $1,500,000 | 10/20/25 | - | - | ||
3.17 | Lot/Land | $175,000 | 07/17/25 | - | - |
Assigned Schools
These are the assigned schools for High Mark.
- Chilmark Elementary School
- K-5
- Public
- 74 Students
8/10GreatSchools RatingParent Rating Average
No reviews available for this school. - West Tisbury Elementary School
- PK-8
- Public
- 334 Students
7/10GreatSchools RatingParent Rating AverageKids rule the school. No accountability. Bullying is not taken seriously.Parent Review1y ago - Martha's Vineyard Regional High School
- 9-12
- Public
- 703 Students
6/10GreatSchools RatingParent Rating AverageStandards for academic engagement are ON THE FLOOR at this school. The “c1” courses are equivalent to a special ed class in any other school, and an honors class to a typical c1 course. Very, very low expectations for C1 students, often no homework at all, or just one assignment per week, and very little in class work. Many teachers in the school are just blatantly bad at their jobs. The school is not able to address it due to a lack of new teachers, but also because they refuse to train teachers properly. I will admit, many teachers are incredible, but it is unacceptable that the academic standards are so incredibly low and how the administration allows teachers to get by without being able to teach the curriculum during the school year. Specifically, this school and the school system on the island in general is notorious for its awful math program. The school is now having to extend the math period for freshmen because of the amount of failing students (likely more changes to come). The administration has also consistently shown disregard for the opinions of students and families, particularly about the new phone policy. Many valid arguments were simply dismissed or never addressed or answered prior to the establishment of the policy. The administration is also very unaware of what is actually happening (particularly the former principal) in the student body, as a very, very small percentage of students are actually following the policy—the vast majority sticking to the old rule of just not having phones out in class, while the administration continually brags about how well the implementation of the policy has gone. Hopefully as the former principal is now gone some of these issues will be addressed, but it is important to note that there are many issues with this school.Student Review8mo ago 
Check out schools near High Mark.
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
Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Russell Maloney, Russell Maloney Real Estate
© 2026 LINK, All Rights Reserved. Data last updated: 2026-05-18 01:21:39 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.