7 beds2,232 sqft$1,075/sqft
220 N Rd, Chilmark, MA 02535
Est: $12,585/moGet pre-approved

Description

Welcome to 220 North Road, Chilmark, an idyllic, up-island retreat featuring a 4-BR, post-and-beam, main house and 3-BR guest cottage. Set on three private acres, this verdant oasis is surrounded by preserves, walking trails and even an ancient way that leads directly from the property to Middle Line Woods Preserve, and then all the way to Tea Lane Farm. A two-thirds of an acre conservation buffer runs along the length of the back of the property for further privacy. Just across North Road from the...Welcome to 220 North Road, Chilmark, an idyllic, up-island retreat featuring a 4-BR, post-and-beam, main house and 3-BR guest cottage. Set on three private acres, this verdant oasis is surrounded by preserves, walking trails and even an ancient way that leads directly from the property to Middle Line Woods Preserve, and then all the way to Tea Lane Farm. A two-thirds of an acre conservation buffer runs along the length of the back of the property for further privacy. Just across North Road from the ancient way is the walking entrance to Great Rock Bight. If you enjoy the splendid rural nature of upisland Chilmark, then this is your place. MAIN HOUSE: The rich wooden interior radiates warmth and relaxation and is enhanced by the living room's floor-to-cathedral-ceiling natural stone fireplace. A large deck wraps around nearly half the house, giving you treehouse-like views and a magical setting for outdoor entertaining. GUEST COTTAGE: This intimate log-home is a separate getaway, hidden by a clutch of tall trees nearly 100 yards away from the main house which creates highly protected privacy. Flowers and herb gardens surround its sunny deck, creating a peaceful nook for reading and relaxation. A detached bedroom is like a honeymoon retreat that guests will love. A new, 3BR septic system was just installed (July 2026). EACH HOUSE HAS its own septic system and well, making them truly separate and independent. There's room for a swimming pool. Leave the congestion of down-island comfortably behind, while enjoying easy recreation access to public lands and beaches (Lucy Vincent, Squibnocket), sailing on Quitsa & Menemsha ponds, and proximity to Menemsha and the Chilmark Store, community center and famed Chilmark Tavern. ASK ABOUT partial Seller financing. Also, ASK ABOUT about Seller lease-back of the Guest Cottage which could significantly reduce the purchase price.
LISTING UPDATED: 08/12/2026 11:37 AM

  1. Listed by David Lott • Vineyard Open House Real Estate

Property Details for 220 N Road

Status
MLS #
44663
Days on Market
Listed Today
Taxes
$4,631 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
1 Family / Single Family Residence
Year Built
1976
Lot Size
3.00 AC / 130,680 SF
Zoning
RES
View
None, Trees/Woods

Open Houses

Saturday, Aug 15th12:00 PM - 2:00 PMPublic

Location

Listing Courtesy of Vineyard Open House Real Estate, David Lott
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Building Information for 220 N Road

Stories-Year Built1976Building Size-Lot Size3.00 AC / 130,680 SF

Payment Calculator

$12,585 per month

30 year fixed, 6.55% Interest

Principal and Interest

$12,199

Property Taxes

$386

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 220 N Road

Summary
Location and General Information
  • Latitude: 41.3773317
  • Longitude: -70.7293975
  • Listing ods: Deck, Patio, C/Tennis, PubBch, H/Tub, Porch, Garden
  • MLS Area Major: 5
Taxes and HOA Information
  • Tax Assessed Value: $888,100.00
  • Tax Lot: 0
  • Tax Map Number: 8
  • Tax Other Annual Assessment Amount: $1,142,200.00
  • Tax Year: 2026
Parking
  • Parking Features: On-site
Property
Lot Information
  • Lot Features: Large yard
  • Property Type: 1 Family
Property and Assessments
  • Parcel Number: 47
  • Photos Count: 39
  • Approval Status: -1
  • Reviewed: No
  • Year Built Effective: 2019
Utilities
  • Sewer: Septic Tank
  • Utilities: Cbl
  • Water Source: Well
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck, Patio, C/Tennis, PubBch, H/Tub, Porch, Garden
Interior Features
  • Main Level Bedrooms: 2
  • Other Structures: Boat Shed w/ Main House; Shed w/ Guest Cottage
  • Rooms Total: 11
  • Appliances: Stove: Yes, Washer: Yes
  • Fireplace Features: 1
  • Fireplace: No
  • Flooring: 2
  • Furnished: Partially
  • Heating: OFHA
  • Interior Features: Ins,OSh,WdStove, Floor 1: The first floor is entered via the large deck which leads to a atrium-like dining room and kitchen. The living room features a floor-to-ceiling natural stone fireplace with insert. Hanging dramatically from the rafters of the cathedral ceiling is a wooden rowing shell which reflects the abundant light streaming in through a pair of 8-foot sliders which open out to an expansive deck, ideal for dinner parties and entertaining. The primary bedroom suite and second bedroom with bath are also on this floor., Floor 2: A loft area above the kitchen features the 3rd bedroom.

Property History for 220 N Road

DateEvent & SourcePriceAppreciation
Aug 12, 2026

Listed (Active)

LINK #44663

$2,400,000
Jan 11, 2000

Sold (Public Record)

Public Record #89168939

$625,000
DateEvent & SourcePrice
08/12/2026

Listed (Active)

LINK #44663

$2,400,000
01/11/2000

Sold (Public Record)

Public Record #89168939

$625,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 220 N Road

Taxable ValueLand$1,087,800Additions$853,800Total$1,941,600
Tax Record2025$4,369 ($364 / month)
Home Facts
Total Finished SqFt2,232 SqFtAbove Grade Finished SqFt2,232 SqFtStories1Lot Size130,680 SqFtStyleMulti-Family Dwelling (2-4)Year Built1976Zoning1-3CountyDUKESAPNCHIL M:8 P:47

Schools near 220 N Road

This home is within Up-Island Regional School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - PK to 8
Public - 9 to 12
Rating
School
Distance
Chilmark Elementary School
PublicK to 5

West Tisbury Elementary School
PublicPK to 8

Martha's Vineyard Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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220 N Road is a single family home for sale in Chilmark, MA 02535. This listing's school districts are Up-Island Regional School District, Marthas Vineyard School District. Nearby schools include Chilmark Elementary School, West Tisbury Elementary School and Martha's Vineyard Regional High School. 220 N Road is a 7-bed, 4-bath, 2,232 sqft single family home built in 1976.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Vineyard Open House Real Estate, David Lott

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.