Active
90 Days on market
49 Gosnolds Way Chilmark — Photo 1 of 32

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

Not enough listings in Chilmark for a city-only view.
This Property$1286/sqft
Nearby Avg (5 mi)$954/sqft
35% AboveMarket Average

* Analysis is based on 1 actively listed and recently sold comparable properties within ~5 miles of this property.

Property Details

Financials

Original Price$5,200,000
Annual Taxes$8,293
HOA Fee$500

Parking

Garage1
Off-Street9

Interior Specifications

Total Rooms13
Fireplaces1
FlooringWood, Tile
BasementFull

Climate & Utilities

HeatingForced Air, Propane
CoolingCentral Air
WaterPrivate
SewerPrivate Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter
ZoningRU

Property & Lot

Acres9.8
SqFt Lot426,888
Lot FeaturesWooded, Sloped

Amenities & Appliances

Electric Water Heater • Range • Dishwasher • Microwave • Refrigerator • Washer • Dryer

Geography

Floorplan Breakdown

Structural Layout

Second
Living RoomDining RoomKitchenMaster Bedroom
First
Family RoomBedroom 2Bedroom 3Bedroom 4Bedroom 5Bathroom 1Bathroom 2
Living Room
Lvl Second

Beamed Ceilings, Vaulted Ceiling(s), Flooring - Wood, Balcony / Deck, Lighting - Overhead

Dining Room
Lvl Second

Vaulted Ceiling(s), Flooring - Hardwood, French Doors, Exterior Access

Kitchen
Lvl Second

Closet/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Kitchen Island, Breakfast Bar / Nook, Recessed Lighting

Family Room
Lvl First

Flooring - Hardwood

Master Bedroom
Lvl Second

Bathroom - 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 First
Bedroom 3
Lvl First

Closet, Flooring - Hardwood, Exterior Access, Lighting - Overhead

Bedroom 4
Lvl First

Closet, Flooring - Wood, Recessed Lighting

Bedroom 5
Lvl First

Closet, Flooring - Wood, Recessed Lighting

Bathroom 1
Lvl First

Bathroom - 3/4, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile

Bathroom 2
Lvl First

Bathroom - 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 Provided By

Listing Agent: Bonnie Pierce

Listing Office: Wallace & Co. Sotheby's International Realty

MLS® Number: 73534187

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