2,515 Sq. Ft.
$1,191 / Sq. Ft.
2,515
Sq. Ft.
$1,191
per Sq. Ft.

Description

Winding tree lined driveway off North Rd brings you to this commanding, custom designed residence built by a top tier island builder. This home is set on over 4 private acres of rolling meadows and big sky views. Main living space is all on one level which includes primary bedroom with
en-suite bath, large living area with fireplace, bright sunroom or second living room, custom kitchen and two additional bedrooms with full bath. The finished walk-out lower level is an additional 1700 square feet
...Winding tree lined driveway off North Rd brings you to this commanding, custom designed residence built by a top tier island builder. This home is set on over 4 private acres of rolling meadows and big sky views. Main living space is all on one level which includes primary bedroom with
en-suite bath, large living area with fireplace, bright sunroom or second living room, custom kitchen and two additional bedrooms with full bath. The finished walk-out lower level is an additional 1700 square feet offering a studio suite with full bathroom and separate entrance. Two outbuildings consist of a second garage and an unfinished cottage style building that has amazing potential for detached bedroom or guest suite.

Property Details for 300 N Road

Zoning
R3
View
None, Pasture
LISTING UPDATED: 12/22/2025 02:46 PM

Property Details for 300 N Road

StatusActive
MLS #42989
Days on Market199
Taxes$4,880 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS Type1 Family / Single Family Residence
Year Built1995
Lot Size4.38 AC / 190,792 SF
CountyDukes County

Location

Listing Courtesy of Conroy & Company R.E., Inc., Rebecca V Conroy
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Building Information for 300 N Road

Stories-Year Built1995Building Size-Lot Size4.38 AC / 190,792 SF

Payment Calculator

$15,004 per month

30 year fixed, 6.15% Interest

Principal and Interest

$14,597

Property Taxes

$407

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 300 N Road

Summary
Location and General Information
  • Latitude: 41.3679151
  • Longitude: -70.7350957
  • Listing ods: PubBch, Deck, Garden, Porch
  • Listing other Building: Grg
  • MLS Area Major: 5
Taxes and HOA Information
  • Tax Assessed Value: $1,286,700.00
  • Tax Lot: 4
  • Tax Map Number: 13
  • Tax Other Annual Assessment Amount: $864,100.00
  • Tax Year: 2025
Parking
  • Parking Features: Ample
Property
Lot Information
  • Lot Features: landscaped/ gardens
  • Property Type: 1 Family
Property and Assessments
  • Photos Count: 40
  • Approval Status: -1
  • Reviewed: Yes
Utilities
  • Sewer: Septic Tank
  • Utilities: Sat
  • Water Source: Well
Interior and Exterior Features
Exterior Features
  • Exterior Features: PubBch, Deck, Garden, Porch
Interior Features
  • Main Level Bedrooms: 3
  • Other Structures: second Garage and outbuilding. Generator
  • Rooms Total: 10
  • Appliances: Stove: Stainless 5 Star Gas, Washer: Miele
  • Fireplace Features: 1
  • Fireplace: No
  • Flooring: 2
  • Foundation Details: poured
  • Furnished: Unfurnished
  • Heating: GFHA
  • Interior Features: A,AC,Ins, Floor 1: Mud room, attached garage entrance, laundry room with half bath. Primary suite with walk in closet, tub, separate shower, large living room and spacious sunroom, 2 bedrooms or offices and full bath. Galley gourmet kitchen. All rooms have sliders to decks.

Property History for 300 N Road

DateEvent & SourcePriceAppreciation
Oct 16, 2025

Price Change

LINK #42989

$2,995,000—
Jul 7, 2025

Listed (Active)

LINK #42989

$3,250,000—
Dec 20, 2023

Sold

LINK #40645

$2,700,000—
Dec 20, 2023

Sold

Martha's Vineyard MLS #32300442

$2,700,000—
May 8, 2023

Listed (Active)

LINK #40645

$3,200,000—
DateEvent & SourcePrice
10/16/2025

Price Change

LINK #42989

$2,995,000
07/07/2025

Listed (Active)

LINK #42989

$3,250,000
12/20/2023

Sold

LINK #40645

$2,700,000
12/20/2023

Sold

Martha's Vineyard MLS #32300442

$2,700,000
05/08/2023

Listed (Active)

LINK #40645

$3,200,000

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

Public Records for 300 N Road

Taxable ValueLand$993,600Additions$1,550,700Total$2,544,300
Tax Record2025$5,725 ($477 / month)
Home Facts
Beds2Baths2.5Total Finished SqFt2,515 SqFtAbove Grade Finished SqFt2,515 SqFtStories1Lot Size190,793 SqFtStyleSingle Family ResidenceYear Built1995Year Renovated2002Zoning3-3CountyDUKESAPNCHIL M:13 P:4

Schools near 300 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.

Similar Homes

Similar Sold Homes

300 N Road is a single family home for sale in Chilmark, MA 02535. This property was listed for sale on July 7, 2025 by Conroy & Company R.E., Inc., it's currently listed at $2,995,000. It has been on the market for a total of 199 days and was last sold on December 20, 2023. 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. 300 N Road is a 4-bed, 4-bath, 2,515 sqft single family home built in 1995.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Conroy & Company R.E., Inc., Rebecca V Conroy

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.