33
$3,600,000
5 bd · 3 ba · 2,701 sqft
20 James Pond Way, West Tisbury, MA
Sheila M Morse · Island Real Estate
Est. $32,363/moGet pre-qualified$925/sqft · 186 days on Realty
4
Beds
5
Baths
5,402
Sqft
1940
Built
CLASSIC CHILMARK RETREAT. Set on nearly six acres of picturesque land, this beautifully restored and expanded modern farmhouse offers a seamless blend of timeless Vineyard character and contemporary comfort. The 3-bedroom, 3.5-bath main residence spans approximately 5,400 square feet of thoughtfully designed living space, highlighted by a sun-filled open kitchen and living area anchored by a striking central fireplace—ideal for both everyday living and entertaining. An expansive primary suite wing features a spacious bedroom, full bath, private office, half bath, and dedicated laundry. The second floor offers flexible space for a studio, office, or media room, while a classic three-season room invites relaxed enjoyment of the surrounding landscape and distant winter water views. Perfect for compound living, the property includes a guest house, solar, horse barn, fenced pasture, garage, and historic boat shed. Deeded access to Chilmark Pond and South Shore Beach completes this property.
Listing agent
Tina Miller
Courtesy of Donnelly + Co.
(508) 561-0042
MLS Property Information Network (MLS PIN) · Listing 73495595
$999,000
Estimated monthly payment
$32,363/mo
Loan amount $3,996,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
MLS Property Information Network (MLS PIN)
Cape Cod & Islands Association of REALTORSThis content last refreshed on 2026-10-16 21:17:35 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
School ratings (A+ to F) from HJN community data.
Chilmark Elementary School
PK-5 · Regular · Up-Island Regional School District
69 students · 6.8:1 student–teacher
West Tisbury Elementary School
PK-8 · Regular · Up-Island Regional School District
321 students · 6.8:1 student–teacher
Martha's Vineyard Charter Public School
KG-12 · Regular · Martha's Vineyard Charter Public School
176 students · 7.5:1 student–teacher
Within 2 miles of this home: 1 restaurant or café, 17 parks and green spaces, and 4 transit stops.
Place data from OpenStreetMap.
7a
State Road
Tipson Pond Lot
Wades Field
Freeman Hancock Woodlot
Chilmark Pond
Quenames Cove
Quenames
Middle Road Sanctuary
Brookside Ridge Preserve
Meetinghouse Road
Tabor House Road Lot
Grange Hall
West Tisbury Town Hall