
49 Gosnolds Way Chilmark — Photo 1 of 32
$5,200,000
49 Gosnolds Way, Chilmark, MA 02535
Chilmark, MA 02535
Beds
5
Baths
3.5
SqFt
4,044
Style
Single Family
Built
2003
Set high on the north shore with panoramic views of Vineyard Sound and deeded private beach access, this secluded 9.8-acre estate enjoys a rare setting abutting conservation land and the Menemsha Hills trail network. The meticulously maintained residence features a reverse floor plan designed to maximize natural light, soaring ceilings, and stunning water views. The upper level offers an open-concept kitchen, dining, and living area, a private primary suite, office, screened porch, and expansive decks. Thoughtfully appointed with air conditioning, a whole-house generator, integrated sound system, and outdoor lighting. The grounds include a tennis court, landscaped gardens with a water feature, and several acres of open meadow surrounded by mature woodland, ensuring exceptional privacy with no visible neighboring homes. Ample room exists for a pool, and the parcel may offer subdivision potential. Ownership includes rights to Brickyard Beach.
Immersive Experience
Market Value Analysis
* Analysis is based on 1 actively listed and recently sold comparable properties within ~5 miles of this property.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Electric Water Heater • Range • Dishwasher • Microwave • Refrigerator • Washer • Dryer
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl SecondBeamed Ceilings, Vaulted Ceiling(s), Flooring - Wood, Balcony / Deck, Lighting - Overhead
Dining Room
Lvl SecondVaulted Ceiling(s), Flooring - Hardwood, French Doors, Exterior Access
Kitchen
Lvl SecondCloset/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Kitchen Island, Breakfast Bar / Nook, Recessed Lighting
Family Room
Lvl FirstFlooring - Hardwood
Master Bedroom
Lvl SecondBathroom - Double Vanity/Sink, Vaulted Ceiling(s), Walk-In Closet(s), Flooring - Hardwood, Balcony / Deck, French Doors, Exterior Access, Recessed Lighting, Lighting - Overhead
Bedroom 2
Lvl FirstBedroom 3
Lvl FirstCloset, Flooring - Hardwood, Exterior Access, Lighting - Overhead
Bedroom 4
Lvl FirstCloset, Flooring - Wood, Recessed Lighting
Bedroom 5
Lvl FirstCloset, Flooring - Wood, Recessed Lighting
Bathroom 1
Lvl FirstBathroom - 3/4, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile
Bathroom 2
Lvl FirstBathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile
Population
2,244
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$154K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
13.6%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Dukes County
164 housing units permitted in the last 12 months (+80% vs the prior 12 months) — 35 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 4,044 sq ft principal dwelling). Lot size: 426,888 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Bonnie Pierce
Listing Office: Wallace & Co. Sotheby's International Realty
MLS® Number: 73534187
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