$1,550,000
About this home
Nestled on a serene 3.32-acre parcel between North Road and Tabor House in Chilmark, this property blends privacy, charm, and great potential. A sweet 2 bedroom guest house—beautifully maintained and offering excellent rental income—sits amid rolling stone walls and mature trees, creating a peaceful woodland setting. Recent updates include a new roof, siding, and HVAC system, ensuring comfort and ease for seasonal and year-round living. The land offers room to grow, with exciting expansion possibilities subject to town approvals. Whether you envision a quiet island retreat, an investment opportunity, or a future compound, this Chilmark gem offers endless possibilities and timeless Vineyard appeal.**abutting 4.28 acre parcel is also for sale, please inquire***
Property details
- MLS
- MLS Property Information Network
- MLS #
- 73447682
- Property type
- Single Family Residence
- Subdivision
- N/A
- Status
- Active
- Days on market
- 362
- On market date
- October 24, 2025
- Stories
- N/A
- Total bathrooms
- 1
- Garage spaces
- N/A
- Parking spaces
- 4
- Lot size
- 3.32 acres
Location
Get directions →Nearby schools
Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.
- Enrollment
- 57
- Student:teacher ratio
- 14.3:1
- District
- Up-Island Regional
- Enrollment
- 706
- Student:teacher ratio
- 9.3:1
- District
- Martha's Vineyard
Walkability
Blended score for Chilmark's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).
Market position
How this listing compares to current activity in Chilmark, from live MLS data.
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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated June 7, 2026.
Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.