345 North Rd, Chilmark, MA 02535
FOR SALE
0.5 ACRES

345 North Rd
Chilmark, MA 02535

  • 5 Beds
  • 5 Baths
  • 2,266 sqft (on 0.50 acres)

$1,550,000

Est. Mortgage $8,308/mo*

$1,550,000

Est. Mortgage $8,308/mo*
5 Beds
5 Baths
2,266 sqft
(on 0.50 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

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

Interior Features

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

Exterior Features

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

Days on Market

Days on Market: 42

Property Information

Year Built
Year Built: 1981
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence

Price & Status

Price
List Price: $1,550,000Price Per Sqft: $684

Active Status

MLS Status: A

Location

Direction & Address
City: Chilmark

Agent Information

Listing Agent
Listing ID: 44126

Building

Building Area
Building Area: 2266 Square Feet

Lot Information

Lot Area: 0.50 acres

Offer

Listing Agreement Type: E

Miscellaneous

Mls Number: 44126
Last check for updates: about 22 hours ago
Listing courtesy of Jessica Campbell
Flanders Real Estate
Source: LINK, MLS#44126
Also Listed on LINK.

Price History for 345 North Rd

DatePriceEventSource
04/20/2026$1,550,000Listed For SaleLINK #44126
10/12/2025$1,625,000ListingRemovedMartha's Vineyard MLS #32400300
05/09/2025$1,625,000PriceChange
Martha's Vineyard MLS #32400300
02/22/2025$1,695,000Listed For SaleMartha's Vineyard MLS #32400300
10/27/2024$1,800,000ListingRemovedLINK #42591
10/11/2024$1,800,000Listed For SaleLINK #42591
11/25/2019$800,000Sold
LINK #35429
09/16/2019$825,000PriceChange
Agent Provided
07/04/2019$855,000Listed For SaleAgent Provided
02/25/1994$235,000Sold
N/A

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Property Tax and Assessment

Year2025
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

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Assigned Schools

These are the assigned schools for 345 North Rd.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
  • Elaine V.
    "I work and live here, and have been in Real estate here for over 20 years, I would recommend it to anyone who needs to feel a sense of community and enjoys nature. A wonderful place to live!!"

LGBTQ Local Legal Protections

Jessica Campbell, Flanders Real Estate
© 2026 LINK, All Rights Reserved. Data last updated: 2026-05-31 01:04:40 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.