Active
116 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.

Key facts

It was listed on June 11, 2026. The annual property taxes are $8,293 (2026 tax year). The condo fee is $500 per month.

Immersive Experience

Market Value Analysis

Not enough listings in Chilmark for a city-only view.
This Property$1286/sqft
Nearby Avg (5 mi)$973/sqft
32% AboveMarket Average

* Analysis is based on 2 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 RoomKitchenPrimary 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

Primary 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

Questions about this home

When was 49 Gosnolds Way, Chilmark listed?

49 Gosnolds Way, Chilmark was listed on June 11, 2026.

Has the price of 49 Gosnolds Way, Chilmark changed?

The price hasn't changed since it was listed at $5,200,000.

What are the property taxes for 49 Gosnolds Way, Chilmark?

The annual property taxes for 49 Gosnolds Way, Chilmark are $8,293 (2026 tax year).

What is the condo fee at 49 Gosnolds Way, Chilmark?

The condo fee is $500 per month.

What is the status of 49 Gosnolds Way, Chilmark?

49 Gosnolds Way, Chilmark is actively listed for sale.

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

170 housing units permitted in the last 12 months (+110% vs the prior 12 months) — 35 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jul '26)

Listing Provided By

Listing Agent: Bonnie Pierce

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

MLS® Number: 73534187