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49 Gosnolds Way, Chilmark MA 02535

Chilmark, MA 02535
$5,200,000
Est. $27,227/month
5
Beds
3.5
Baths
4,044
Sq Ft
$1,286
Price/Sq Ft
9.80
Acres
2003
Year Built
1
Garage Space
29
Days on Market
Active Listed Jun 11, 2026 • MLS# 73534187 Copied! • Updated Jun 15, 2026

About this home

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.

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Property History

Property Timeline

🏠
Listed for Sale
Jun 11, 2026
$5,200,000
Original listing
Agent: Bonnie Pierce Office: Wallace & Co. Sotheby's International Realty

Tax History

Year Taxes Assessment
2026 $8,293 $3,636,900

Financial Details

Annual Property Tax
$8,293
Tax Year 2026
HOA Fee
$500
Annually
Assessed Value
$3,636,900

Facts & Features

1 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 2003
Living Area 4,044 sq ft
Lot Size 9.80 acres
Bedrooms 5
Full Baths 3
Half Baths 1
Total Rooms 13

Interior

Heating Forced Air, Propane
Cooling Central Air
Flooring Wood, Tile
Appliances Electric Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Fireplace Living Room
Fireplaces 1
Basement Full
Laundry Electric Dryer Hookup, Recessed Lighting, Walk-in Storage, Washer Hookup, Sink, Second Floor
Features Internet Available - Dsl

Exterior

Construction Frame
Architecture Contemporary
Roof Shingle
Features Porch - Screened, Deck, Tennis Court(s), Professional Landscaping
Pool None
Spa None
Fencing None
Patio/Porch Screened, Deck
Garage Spaces 1
Has Garage Yes
Features Attached, Driveway
Total Spaces 9
Electric Generator, 220 Volts
Water Private
Sewer Private Sewer
Gas None
Other For Gas Range
Annual Tax $8,293
Assessed Value $3,636,900
HOA Yes
HOA Fee $500 Annually
Fee Includes None
Amenities None
Optional Fee Includes None
Association Required Yes
Seller Disclosures None
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Dukes
Total market time (incl. prior listings) 4 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
2003
Bedrooms
5
Full Bathrooms
3
Half Bathrooms
1
Living Area
4,044 sq ft
Total Rooms
13

Room Details

First Floor

Bathroom1
Bathroom - 3/4, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile
Bedroom5
Closet, Flooring - Wood, Recessed Lighting
Bedroom4
Closet, Flooring - Wood, Recessed Lighting
Bedroom3
Closet, Flooring - Hardwood, Exterior Access, Lighting - Overhead
Bathroom2
Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile
Bedroom2
Closet, Flooring - Wood, Balcony / Deck, Exterior Access, High Speed Internet Hookup
Family Room
Flooring - Hardwood

Second Floor

Dining Room
Vaulted Ceiling(s), Flooring - Hardwood, French Doors, Exterior Access
Kitchen
Closet/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Kitchen Island, Breakfast Bar / Nook, Recessed Lighting
Living Room
Beamed Ceilings, Vaulted Ceiling(s), Flooring - Wood, Balcony / Deck, Lighting - Overhead
Master Bedroom
Bathroom - Double Vanity/Sink, Vaulted Ceiling(s), Walk-In Closet(s), Flooring - Hardwood, Balcony / Deck, French Doors, Exterior Access, Recessed Lighting, Lighting - Overhead

Other Floor

Bathroom3
Office
Master Bathroom
Yes

Interior Features

Flooring: Wood, Tile
Appliances: Electric Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Interior Features: Internet Available - DSL
Windows: Insulated Windows
Basement: Full
Laundry: Electric Dryer Hookup, Recessed Lighting, Walk-in Storage, Washer Hookup, Sink, Second Floor
Security: Security System

Construction & Materials

Style: Contemporary
Year Built: 2003
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Forced Air, Propane
Heating Zones: 2
Cooling: Central Air
Cooling Zones: 2
Hot Water:
Water Source: Private
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features: Porch - Screened, Deck, Tennis Court(s), Professional Landscaping
Patio & Porch: Screened, Deck
Fencing:
Other Structures:
Lot Features: Wooded, Sloped
Road Surface:

Parking & Garage

Garage Spaces: 1
Garage Type: Attached
Total Parking Spaces: 9
Parking Features: Attached, Driveway

Special Features

Fireplaces: 1
Fireplace Type: Living Room
View: Yes
View Type: Scenic View(s)
Community Amenities:

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
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After down payment
Total Interest
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Over life of loan
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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $691
Homeowners Insurance $200
HOA Fee $42/mo
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Current Rate
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

49 Gosnolds Way, Chilmark MA 02535

Chilmark, MA 02535

Listing Information

Listing Agent Bonnie Pierce
Listing Office Wallace & Co. Sotheby's International Realty
Office Phone 508-627-3313
Agent MLS ID CN262483
Office MLS ID AN9542
Listing Data Updated Jun 15, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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