345 North Rd
Chilmark, MA 02535
- 5 Beds
- 5 Baths
- 2,266 sqft (on 0.50 acres)
5 Beds
5 Baths
2,266 sqft
(on 0.50 acres)
Local Information
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Description
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. Available to show on weekends with 24 hours notice.
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
$684
Listed
42 days ago
Home Details for 345 North Rd
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Interior Details Basement: SlabNumber of Rooms: 11 |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 5 |
Dimensions and Layout Living Area: 2266 Square Feet |
Appliances & Utilities Utilities: CblAppliances: Stove: Yes, Washer: Yes |
Heating & Cooling Heating: Heat PumpNo CoolingHas HeatingHeating Fuel: Heat Pump |
Fireplace & Spa Fireplace: 3 |
Windows, Doors, Floors & Walls Flooring: Bamboo |
Levels, Entrance, & Accessibility Floors: Bamboo |
View Has a ViewView: None, Trees/Woods |
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Exterior Home Features Other Structures: Detached Guest bedroom with full bathroom and Kitchenette. Garage attached to the guest quarters.Exterior: PubBch, Deck, PatioFoundation: Concrete Slab |
Parking & Garage No CarportNo GarageNo Attached GarageParking: Multiple spaces to park |
Frontage Frontage Type: NoneNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
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Days on Market: 42 |
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Year Built Year Built: 1981 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
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Price List Price: $1,550,000Price Per Sqft: $684 |
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MLS Status: A |
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Direction & Address City: Chilmark |
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Listing Agent Listing ID: 44126 |
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Building Area Building Area: 2266 Square Feet |
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Lot Area: 0.50 acres |
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Listing Agreement Type: E |
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Mls Number: 44126 |
Last check for updates: about 1 hour ago
Listing courtesy of Jessica Campbell
Flanders Real Estate
Source: LINK, MLS#44126
Also Listed on LINK.
Price History for 345 North Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 04/20/2026 | $1,550,000 | Listed For Sale | LINK #44126 |
| 10/12/2025 | $1,625,000 | ListingRemoved | Martha's Vineyard MLS #32400300 |
| 05/09/2025 | $1,625,000 | PriceChange | Martha's Vineyard MLS #32400300 |
| 02/22/2025 | $1,695,000 | Listed For Sale | Martha's Vineyard MLS #32400300 |
| 10/27/2024 | $1,800,000 | ListingRemoved | LINK #42591 |
| 10/11/2024 | $1,800,000 | Listed For Sale | LINK #42591 |
| 11/25/2019 | $800,000 | Sold | LINK #35429 |
| 09/16/2019 | $825,000 | PriceChange | Agent Provided |
| 07/04/2019 | $855,000 | Listed For Sale | Agent Provided |
| 02/25/1994 | $235,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $2,797 |
| Assessment | $1,243,100 |
Home facts updated by county records
Comparable Sales for 345 North Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.21 | Single-Family Home | $2,475,000 | 09/05/25 | 4 | 3.5 | 2,300 | |
0.27 | Single-Family Home | $4,325,000 | 12/05/25 | 5 | 2.5 | 3,885 | |
0.39 | Single-Family Home | $4,850,000 | 12/05/25 | 5 | 3.5 | 4,044 | |
1.05 | Single-Family Home | $1,775,000 | 11/07/25 | 3 | 2 | 1,728 | |
1.10 | Single-Family Home | $2,100,000 | 11/25/25 | 4 | 3 | 2,544 | |
0.89 | Single-Family Home | $8,178,500 | 10/27/25 | 6 | 4.5 | 4,104 | |
1.27 | Single-Family Home | $2,225,000 | 10/24/25 | 4 | 3 | 2,968 | |
1.46 | Single-Family Home | $3,100,000 | 07/03/25 | 6 | 3 | 1,500 | |
1.47 | Single-Family Home | $2,550,000 | 10/02/25 | 3 | 2 | 1,524 | |
2.00 | Single-Family Home | $1,607,000 | 07/10/25 | 4 | 3 | 2,850 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 345 North Rd.
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Jessica Campbell, Flanders Real Estate
© 2026 LINK, All Rights Reserved. Data last updated: 2026-06-01 09:37:38 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.
345 North Rd, Chilmark, MA 02535 is a 5 bedroom, 5 bathroom, 2,266 sqft single-family home built in 1981. This property is currently available for sale and was listed by LINK on Apr 20, 2026. The MLS # for this home is MLS# 44126.

