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

49 Gosnolds Way Chilmark — Photo 1 of 32

$5,200,000

Investment Analysis — 49 Gosnolds Way

Chilmark, MA 02535

Based on HUD Small Area Fair Market Rent for Dukes County, MA, a 5-bedroom in 02535 carries an estimated $3,440/mo in gross rent — about a 0.33% cap rate and $17,080/yr in estimated NOI at the $5,200,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

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.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

Immersive Experience

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

Listing Provided By

Listing Agent: Bonnie Pierce

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

MLS® Number: 73534187