$1,375,000
Original price: $1,450,000
5 Beds
5 Baths
2,266 sqft (on 0.50 acres)
345 North Rd, Chilmark, MA 02535
Est. Mortgage $7,622/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 1981
0.5 acre lot
$607/sqft
Local Information
- Map ViewExplore the area around 345 North Rd.
- Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
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.
Last check for updates: about 15 hours ago
Listing courtesy of Jessica Campbell
Flanders Real Estate
Source: LINK, MLS#44126
Also Listed on LINK.
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: 138 |
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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: $1,375,000Price Per Sqft: $607 |
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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 |
Around this home
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.
Market trends in Chilmark
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
39
8MoM
Home Value
Trulia Estimate
$1.34MSince last month
Decreased$45K (-3.2%)Since last year
Decreased$191K (-12.5%)Since last sale
Increased$538K (+67.3%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +72% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $1.34M |
| August 2026 | $1.32M |
| July 2026 | $1.38M |
| June 2026 | $1.48M |
| May 2026 | $1.5M |
| April 2026 | $1.53M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.40 | Single-Family Home | $2,800,000 | 08/27/26 | 4 | 3.5 | 2,515 | |
0.27 | Single-Family Home | $4,325,000 | 12/05/25 | 5 | 2.5 | 3,885 | |
0.36 | 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 | |
1.47 | Single-Family Home | $2,550,000 | 10/02/25 | 3 | 2 | 1,524 | |
1.91 | Single-Family Home | $7,289,000 | 10/15/25 | 4 | 5 | 3,777 | |
2.08 | Single-Family Home | $3,710,000 | 03/12/26 | 3 | 5 | 3,171 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.21 | $2,537,800 | 4 | 3.5 | 2,300 | Off Market | |
0.27 | $4,325,000 | 5 | 2.5 | 3,885 | Recently Sold | |
0.27 | $1,075,000 | - | - | - | Recently Sold | |
0.36 | $1,699,999 | 3 | 2 | 1,540 | For Sale | |
0.34 | $1,325,000 | - | - | - | For Sale | |
0.36 | $5,200,000 | 5 | 3.5 | 4,044 | For Sale | |
0.40 | $2,891,500 | 2 | 3 | 2,515 | Off Market | |
0.40 | $2,800,000 | 4 | 3.5 | 2,515 | Recently Sold | |
0.43 | $5,202,100 | 4 | 2 | 2,686 | Off Market | |
0.47 | - | - | - | - | Off Market | |
0.56 | $3,300,000 | 4 | 2.5 | 2,383 | For Sale |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 25, 2026 Source: LINK #44126 | PriceChange | $1,375,000 Price decreased by 5% |
Jul 3, 2026 Source: LINK #44126 | PriceChange | $1,450,000 Price decreased by 6% |
Apr 20, 2026 Source: LINK #44126 | Listed For Sale | $1,550,000 |
Oct 12, 2025 Source: Martha's Vineyard MLS #32400300 | ListingRemoved | $1,625,000 |
May 9, 2025 Source: Martha's Vineyard MLS #32400300 | PriceChange | $1,625,000 Price decreased by 4% |
Feb 22, 2025 Source: Martha's Vineyard MLS #32400300 | Listed For Sale | $1,695,000 |
Oct 27, 2024 Source: LINK #42591 | ListingRemoved | $1,800,000 |
Oct 11, 2024 Source: LINK #42591 | Listed For Sale | $1,800,000 |
Nov 25, 2019 Source: LINK #35429 | Sold | $800,000 |
Sep 16, 2019 Source: Agent Provided | PriceChange | $825,000 Price decreased by 4% |
Jul 4, 2019 Source: Agent Provided | Listed For Sale | $855,000 |
Feb 25, 1994 Source: N/A | Sold | $235,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $2,797 | $1,243,100 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Jessica Campbell, Flanders Real Estate
© 2026 LINK, All Rights Reserved. Data last updated: 2026-09-04 19:59:28 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.
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Frequently asked questions about 345 North Rd
- What is the estimated monthly payment for 345 North Rd?Based on a $1,375,000 list price with 20% down at today's rates, the estimated monthly payment for 345 North Rd in Chilmark, MA is approximately $7,914 (about $7,266 principal & interest, $573 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What are the closest schools to 345 North Rd?The closest schools to 345 North Rd in Chilmark, MA are Chilmark Elementary School (rated 8/10), Martha's Vineyard Regional High School (rated 6/10), West Tisbury Elementary School (Pre-K/Middle, rated 7/10).
- What is 345 North Rd estimated to be worth?Trulia's estimated value for 345 North Rd in Chilmark, MA is $1,338,100.
- How big is the lot at 345 North Rd?The lot at 345 North Rd in Chilmark, MA is about 0.50 acres (21,780 sq ft).
- Does 345 North Rd have a garage?Yes, 345 North Rd in Chilmark, MA has a garage.
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.