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7 beds
4 baths
14 rooms
2,232 SqFt
MLS #44814
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 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
Property highlights
Unfurnished
Association Beach
Public Beach
Tennis Court
Deck
Garden
Patio
Porch
Septic Tank
Cable
Property Details
- Association Fee:
- Association Fee Includes:
- Basement:
- Fireplace Features:
- Flooring:
- Foundation Types:
- Frontage Type:
- Heating:
- Interior Features:
- Link MLS Comments:
- Lot Features:
- Parking Features:
- Possible Use:
- Assessed Building Value:
- Assessed Land Value:
- 0
- Slab / however there is the afore-mentioned lower level apartmentsans kitchen with living roomfull bathroombedroom and separate entrance and mini-terrace.
- 2
- 2
- Slab
- None
- OFHW
- Ins,OSh,WdStoveFloor 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.
- This is a lovely property with the driveway running alongside the two houses almost hidden from the Road. Turn in where you see the blue Sign for McDonough / 220 North / Not too far from the Chilmark Fire Station on the side of Great Rock Bight Land Bank Property (This property is on the opposite side. Beyond N. Tabor Farm. From down-island, turn Left. If you get to Beach Plum Inn, etc. you've gone too far. Accessible too from the Chilmark Store :) Head through Beetlebung Corner, turn LEFT and continue to the N. Road junction and then Turn RIGHT. From this direction, the Property will be on your right. Once you enter the driveway the
Guest Cottage is on your right. Continue on to the Main House where there is more parking.
- 40 feet ConservationYes
- 4 cars + on - site, Pea-stone parking and driveway
- 884600.00
- 1142200.00
Price History
August 14, 2026
$2,400,000
Tax Information
This property was most recently assessed in 2026. It has been assessed at a value of $2,026,800. The annual tax responsibility for this property is $4,631.
Contact an Agent
- Phone number
Property Location
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