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5 Beds
5 Baths
2,266 sqft

$1,375,000

345 North Road, Chilmark MA, 02535

Price per sqft$606.80
Built in1981
Property size2,266 sqft
Property typeResidential

Overview

Active

Listed Apr 20, 2026

Updated 11 days ago

This versatile Chilmark property offers a rare combination of privacy, flexibility, and investment potential. The main residence features 4 bedrooms and 4 bathrooms, complemented by a detached 1-bedroom, 1-bath suite with an attached garage—ideal for guests, extended family, or rental income. Two separate parking areas provide ample space and convenience. Abutting over 200 acres of protected conservation land of Menemsha Hills, the property enjoys a natural buffer along with direct access to scenic walking trails and some of Chilmark’s most iconic views. Ideally located just a short distance from Menemsha and Chilmark Center, it offers both seclusion and accessibility. Homeowners will also have access to Lucy Vinecent and Squibnocket beaches as Chilmark property owners. With an established rental history and full winterization for year-round use, this home is well-suited for both personal enjoyment and income generation. For those seeking a foothold in one of Martha’s Vineyard’s most desirable towns, this is a compelling opportunity not to be missed.

$9,148/mo

Est. mortgage payment based on a $1,375,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
44126

Interior Features

Bedrooms
5
Bathrooms
5
Heating
Yes
Basement
No

Exterior Features

Lot Size
0.5 Acres

Other Property Details

Taxes
$3,450
Tax Frequency
Annually

 

Courtesy of Flanders Real Estate, Jessica Campbell

Based on information from LINK Martha's Vineyard as of 10/2/2026. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. The display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent. 

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Data last updated 3:52 AM UTC, 10/2/2026

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