Perched on an elevated 10.69-acre site off picturesque North Road in Chilmark, this exceptional private compound pairs natural beauty with architectural distinction. Designed by renowned architect Patrick Ahearn and built by Rosbeck Builders, the 7,691-square-foot residence enjoys dramatic views across the Menemsha Hills and Vineyard Sound toward the Elizabeth Islands, with spectacular sunsets. The home centers on a soaring great room with 17-foot vaulted ceiling, fieldstone fireplace, oak post-and-beam detailing, chef's kitchen, and walls of glass opening to the landscape. Five bedrooms are complemented by two offices, a gym, bunk room, and walkout recreation room. Across the lawn, a finished barn offers flexible guest and entertaining space, a loft with full bath, and three-car garage. Open meadows, exceptional privacy, and private paths lead to Great Rock Bight, while the five-member association offers an additional 100 feet of private beach with a bluff-top camp and fire pit. Chilmark's Lucy Vincent and Squibnocket beaches and Menemsha village complete this rare up-island offering.
| MLS # | 22603861 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | Active |
| Year | 2020 |
| Days On Site | 50 |
| Listing Provided By | Studio Realty LLC | Peyton Wallace |
| Bed(s) | 6 |
|---|---|
| Bath(s) | 8 Total |
| SQ Feet | 8,648 |
| Garage | 3 |
| Basement | Y |
| Story(s) | 2 |
| Acreage | 10.69 |
| Water Front | Yes |
| Rooms Total | 19 |
|---|---|
| Heating | Propane |
| Heating Yes / No | Yes |
| Cooling | Central Air |
| Cooling Yes / No | Yes |
| Appliances | Dishwasher, Gas Range, Refrigerator, Water Heater |
| Interior Features | Pantry, Recessed Lighting, Sound System, Walk-In Closet(s), Wet Bar |
| Fireplaces Total | 5 |
| Exterior Features | Outdoor Shower |
|---|---|
| Roof | Shingle, Other |
| Ccimls2 Foundation Sp Details Co Foundation Sp Details | Poured |
| Lot Features | Sloped, Level, Views |
| Patio And Porch Features | Deck, Screened Porch |
| Construction Materials | Stucco |
| Security Features | Security System |
| Attached Garage Yes / No | No |
|---|---|
| Garage Yes / No | Yes |
| Parking Features | Detached, Driveway, Off Street, Unpaved, Gravel |
| Tax Annual Amount | 21212 |
|---|---|
| Tax Assessed Value | 9303600 |
| Tax Year | 2026 |
| Community Features | Conservation Area, Deeded Beach Rights |
|---|
| State | MA |
|---|---|
| County | Dukes |
| City | Chilmark |
| Zip Code | 02535 |
| Area | Chilmark |
| Listing VS Median (in 02535) | |
Price: $16,250,000 low | high Med: $4,425,000 sqft: 8,648 low | high Med: 4,195 $ / sqft: $1,879 low | high Med: $1,430 On site: 50 low | high Med: 95.5 | |
| State | MA |
|---|---|
| County | Dukes |
| City | Chilmark |
| Zip Code | 02535 |
| Area | Chilmark |
| Listing VS Median (in 02535) | |
Price: $16,250,000 low | high Med: $4,425,000 sqft: 8,648 low | high Med: 4,195 $ / sqft: $1,879 low | high Med: $1,430 On site: 50 low | high Med: 95.5 | |