Presented By: Jessica Campbell with Flanders Real Estate -
MLS# 44126
04/20/2026
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Beds • 5
Baths • 5
SQFT • 2,266
Home Details
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.
Presented By: Jessica Campbell with Flanders Real Estate -
Interior Features for 345 North Road
Bedrooms
Main Level Bedrooms0
Total Bedrooms5
Bathrooms
Half Baths
Other Interior Features
BasementSlab
Fireplace Features3
Fireplace Y/NNo
FlooringBamboo
Furnished Y/NUnfurnished
Interior AmenitiesIns, MiniSplit, OSh, WdStove, Floor 1: Entryway leads to the living room, Dining room, Kitchen with a smaller dining area, first-floor bathroom, Laundry, and utility closet., Floor 2: Up the stairs leads to 4 Bedrooms and 3 bathrooms, with a deck off the Primary suite, Floor 3: N/A
General for 345 North Road
AppliancesStove: Yes, Washer: Yes
Building Area UnitsSquare Feet
CityChilmark
Full Baths5
HeatingHeat Pump
Lot Size Square Feet21780
MLS Area5
Other StructuresDetached Guest bedroom with full bathroom and Kitchenette. Garage attached to the guest quarters.
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