Chilmark, MA 02535 220 North Road

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Presented By: Elise Ryan with Landvest MV - 410-258-8237
  • MLS# 44814
  • 08/14/2026
  • Request Tour
  • Request Info
  • Beds • 7
  • Baths • 4
  • SQFT • 2,232

Home Details

A wonderfully private, peaceful aerie in Chilmark on 3 acres (with a Guest House), featuring a spacious, high, secluded, wrap-around Deck off of the Living Room and Dining Room. The house is built into the side of a hill which allows more light and 2 areas to be considered "ground level." There is a soaring cathedral ceiling with cross beams, tying the room together with its almost 2- story, large, stone fireplace, in a warm caramel - colored glow. Ample flagstone terrace off of the glass - enclosed, light - filled dining room and a stone wall, sloped, grassy hillside out back, with lots of lawn on the front and sides. 4 Bedroom House and 3 Bedroom Guest Cottage. 7 Bedrooms total [one 2-season bedroom is detached], with a 7 bedroom Septic = 2 Septic Systems. To reach the Lower Level private apartment (sans kitchen) in the Main House, head down the stairs from hall off of the living room. The lower level living quarters has its own, separate, ground floor entrance including a small Flagstone terrace:Large living room, bedroom and full bath. A detached Bedroom is with the 2 Bedroom Guest Cottage. Bordered by Conservation Land and a trail to Middle Line Woods Preserve, then leading all the way to Tea Lane Farm; suitable for horseback riding, too. Many welcoming areas for people to gather together or just "be." Near Great Rock Bite for great N. Shore no current swiming. A short drive to Lucy Vincent Beach or Squibnocket or the joys of Beetlebung Corner, Chilmark Community Center, Menemsha or the Gay Head Light and the Cliffs and shops of Aquinnah. Enjoy Summer Lobster at Chilmark Community Church Or go down to the Menemsha Docks to buy fresh fish or "Greet the Fleet." Menemsha is home to our Coast Guard Station. Possible Winter skating on Up-island ponds... Come sit a spell on the inviting deck or terraces: "Being In the World while Free of the World "- Ali Lamu The Owner is offering some Seller Financing and requests a long-term Lease of the Guest House, not visible from the Main House. "Summer afternoon, summer afternoon. To me those have always been the two most beautiful words in the English language" - Henry James This spot is quite memorable. Special Features: ~Lease back of Guest House which will significantly reduce the purchase price ~In addition, Seller Financing up to $500,000 at a reasonable rate ~Space for a swimming pool ~House & Guest house each have their own septic system and well ~Furniture negotiable
Presented By: Elise Ryan with Landvest MV - 410-258-8237

Interior Features for 220 North Road

Bedrooms

Main Level Bedrooms2
Total Bedrooms7

Bathrooms

Half Baths

Other Interior Features

BasementSlab / however there is the afore-mentioned lower level apartment, sans kitchen with living room, full bathroom, bedroom and separate entrance and mini-terrace.
Fireplace Features2
Fireplace Y/NNo
Flooring2
Furnished Y/NUnfurnished
Interior AmenitiesIns, OSh, WdStove, Floor 1: The main floor (first floor) showcases the cathedral ceiling above a wide stone floor to ceiling fireplace, behind which are stairs to a loft bedroom with bead board slanted ceiling and skylights over the kitchen. Off of the long living room is a small hall leading to a full bathroom and Guest Bedroom with stairs to the lower level living spaces opposite the bathroom. As you continue down the hall from the living room and pass the small hallway, there is a large storage area, closet on the right. At the end of the hall is a primary bedroom with ensuite bathroom, featuring views above the lawn to the front and the back terrace and conservation trees / stone wall to the other side. There's a perfect spot for your writing desk in front of the window looking out high above the lawn. Visualize having your morning coffee on the east side terrace or in the dining room looking towards the early hours sunshine while looking out from the deck as the sun sets through the arbor of trees on the western side. You can see in 3.5 light-filled directions from the dining table., Floor 2: A loft area above the kitchen features skylights and breadboard = 3rd bedroom.

General for 220 North Road

AppliancesStove: Yes, Washer: Yes
Building Area UnitsSquare Feet
CityChilmark
Full Baths4
HOA Fee$
HeatingOFHW
Lot Size Square Feet130680
MLS Area5
Other StructuresShed near the Guest Cottage // Boat Shed with Main House
Property SubtypeSingle Family Residence
Property Type1 Family
SewerSeptic Tank
Standard StatusActive
StatusA
Tax Annual Amount4631
Tax Assessed Value884600
Tax LotD
Tax Year2026
TaxOtherAnnualAssessmentAmount1142200
Total Rooms14
UtilitiesCbl
ViewNone, Trees/Woods
Year Built1976
Year Built Effective2019
ZoningRES

Exterior for 220 North Road

Building Area Total2232
Exterior AmenitiesAscBch, PubBch, C/Tennis, Deck, Garden, Patio, Porch
Foundation DetailsSlab
Frontage TypeNone
Lot Features40 feet Conservation, Yes
Lot Size Acres3
Lot Size Area3
Parking Features4 cars + on - site, Pea-stone parking and driveway
Water SourceWell

Additional Details

Price History

Kate Burnside

Realtor
Price $2,400,000
MLS#44814
List Date 08/14/2026
Property Type Single Family
Phone 570.331.9181
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