FeaturesVaulted Ceiling(s), Flooring - Hardwood, French Doors, Exterior Access
LevelSecond
49 Gosnolds Way, Chilmark MA 02535
Chilmark, MA 02535
$5,200,000
Est. $27,227/month
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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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Recently Sold Nearby
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
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 06/11/2026 | 🏠 Listed for Sale | $5,200,000 | - | - | Original listing |
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
Parking
Garage Spaces
1
Has Garage
Yes
Features
Attached, Driveway
Total Spaces
9
Utilities
Electric
Generator, 220 Volts
Water
Private
Sewer
Private Sewer
Gas
None
Other
For Gas Range
Financial
Annual Tax
$8,293
Assessed Value
$3,636,900
HOA & Community
HOA
Yes
HOA Fee
$500 Annually
Fee Includes
None
Amenities
None
Optional Fee Includes
None
Association Required
Yes
MA Disclosures
Seller Disclosures
None
Additional Details
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
Floor Layout
Interactive room guide
Floor Layout
Finished Area
4,044 sq ft above grade
FeaturesCloset/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Kitchen Island, Breakfast Bar / Nook, Recessed Lighting
LevelSecond
FeaturesBeamed Ceilings, Vaulted Ceiling(s), Flooring - Wood, Balcony / Deck, Lighting - Overhead
LevelSecond
FeaturesBathroom - Double Vanity/Sink, Vaulted Ceiling(s), Walk-In Closet(s), Flooring - Hardwood, Balcony / Deck, French Doors, Exterior Access, Recessed Lighting, Lighting - Overhead
LevelSecond
FeaturesBathroom - 3/4, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile
LevelFirst
FeaturesCloset, Flooring - Wood, Recessed Lighting
LevelFirst
FeaturesCloset, Flooring - Wood, Recessed Lighting
LevelFirst
FeaturesCloset, Flooring - Hardwood, Exterior Access, Lighting - Overhead
LevelFirst
FeaturesBathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile
LevelFirst
FeaturesCloset, Flooring - Wood, Balcony / Deck, Exterior Access, High Speed Internet Hookup
LevelFirst
FeaturesFlooring - Hardwood
LevelFirst
FeaturesYes
Display Options
Outdoor Areas
Patio & porchScreened, Deck
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
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 District
Martha's Vineyard School District local
School Safety
2024-25
5.0%
Above Average
5.0%
Suspensions
1.3%
In-School
0.5% below state avg
Elementary Schools
2 schools
A
Chilmark Elementary School
1.8 mi
|
#88 of 824
|
Score: 59.8
Dropped 87 spots from last year
+1.6 above state avg
69 students
Less Diverse
Grades K-05
B
West Tisbury Elementary School
5.0 mi
|
#167 of 352
|
Score: 43.0
Dropped 58 spots from last year
-15.2 below state avg
321 students
Moderate
Grades PK-08
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Total Interest
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Over life of loan
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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
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Total interest paid
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Rate Impact
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Payment Over Time
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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