Skip main navigation
For sale
  • $2,995,000

    300 North Rd, Chilmark, MA 02535

    4beds
    2,515sqft
    : 
    Single Family Residence
    Built in 1995
    4.38 Acres Lot
    $2,891,100 Zestimate®
    $1,191/sqft
    $-- HOA

    What's special

    Winding tree lined drivewayCustom kitchen
    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.
    20 hours
    |
    154
    |
    4
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Rebecca V Conroy,

    Conroy & Company R.E., Inc.

    Source: LINK,MLS#: 44386

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      • Main level bedrooms: 3
      Heating
      • GFHA
      Appliances
      • Included: Stove: Stainless 5 Star Gas, Washer: Miele
      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.
      • Flooring: 2
      • Basement: Full, finished. Family room, dark room, walk out private suite with bedroom, bath and living quarters. Private entrance.
      • Fireplace features: 1
      Interior area
      • Total structure area: 2,515
      • Total interior livable area: 2,515 sqft

      Property

      Parking
      • Parking features: Ample
      Features
      • Exterior features: PubBch, Deck, Garden, Porch
      • Has view: Yes
      • View description: None, Pasture
      • Frontage type: None
      Lot
      • Size: 4.38 Acres
      • Features: landscaped/ gardens
      Details
      • Additional structures: second Garage and outbuilding. Generator
      • Parcel number: CHILM13P4
      • Zoning: R3

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Foundation: poured
      Condition
      • Year built: 1995

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Sat

      Community & HOA

      Location
      • Region: Chilmark

      Financial & listing details

      • Price per square foot: $1,191/sqft
      • Tax assessed value: $2,656,100
      • Annual tax amount: $6,003
      • Date on market: 4/27/2026
      • Listing agreement: E
      Get pre-qualifiedBe ready to make an offer.
      Connect with an agentGet info on this home, tour, and more.
      Calculate monthly paymentSee if you can afford this home.

        Estimated market value

        $2,891,100

        $2.75M - $3.04M

        $7,978/mo

        Price history

        DateEventPrice
        4/25/2026Listed for sale$2,995,000$1,191/sqft
        Source: LINK #42989 Report a problem
        2/25/2026Listing removed$2,995,000$1,191/sqft
        Source: LINK #42989 Report a problem
        10/16/2025Price change$2,995,000-7.8%$1,191/sqft
        Source: LINK #42989 Report a problem
        7/7/2025Listed for sale$3,250,000+20.4%$1,292/sqft
        Source: LINK #42989 Report a problem
        12/20/2023Sold$2,700,000-15.6%$1,074/sqft
        Source: LINK #40645 Report a problem
        11/17/2023Pending sale$3,200,000$1,272/sqft
        Source: LINK #40645 Report a problem
        5/8/2023Listed for sale$3,200,000$1,272/sqft
        Source: LINK #40645 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$5,725 +24.5%$2,544,300 +17.3%
        2024$4,598 +11.8%$2,169,100 +38.7%
        2023$4,114 +5.5%$1,564,100 +13.1%
        2022$3,899 -3.9%$1,382,700 -0.8%
        2021$4,058 +3.8%$1,394,400 +2%
        2020$3,911 -0.8%$1,367,500 -0.1%
        2019$3,944 +4.7%$1,369,300
        2018$3,766 +3%$1,369,300 +0.4%
        2017$3,656 -0.7%$1,364,200 +0.4%
        2016$3,683 $1,359,000

        Find assessor info on the county website

        Monthly payment

        Est. payment
        $16,482/mo
        Principal & interest
        $15234
        Property taxes
        $1248
        More affordability tools

          Climate risks

          Neighborhood: 02535

          Getting around

          1 / 100
          Car-Dependent
          13 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating

          A local agent can set up tours, give advice and negotiate with sellers.

          A local lender can help you make sure your offer is ready when you are.

          Browse local experts

          Similar homes

          Skip to the end of the carouselSkip to the beginning of the carousel