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49 Gosnolds Way

$5,200,000

North, Chilmark, MA 02535

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Single Family Residence in North, Chilmark

5 bedrooms

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3 bathrooms

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4044 SqFt

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9.8 acres

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MLS #44546

Set high on the north shore with panoramic waterviews of Vineyard Sound and deeded private beach access, this secluded 9.8-acre property occupies a rare setting bordered by conservation land and the Menemsha Hills trail network. The spacious, meticulously maintained residence features a reverse floor plan that accentuates the natural light, soaring ceilings, and breathtaking views. The upper level includes an open-concept kitchen, dining, and living area, along with a private primary suite and dedicated office space. There is a large open deck and a screened porch in this level, as well as a deck off the primary bedroom suite. Thoughtfully designed for both everyday living and entertaining, the home includes amenities such as air conditioning, whole-house generator, integrated sound system, outdoor lighting, and more. Outside, the grounds are equally impressive, featuring a tennis court, landscaped gardens with a water feature, and a large open meadow spanning several acres, all surrounded by mature woodland for exceptional privacy. No neighboring homes are visible from the property. There is ample room to add a swimming pool, and the parcel may offer subdivision opportunities. Ownership also includes rights to Brickyard Beach.

Property highlights

Unfurnished

Water Views

Deck

Garden

Tennis Court

Private Beach

Sand

Septic Tank

Cable

Well Water

Property Details

Association Fee:
500
Association Fee Includes:
Road maintenance
Basement:
Large full basement
Fireplace Features:
Yes in living room (gas)
Flooring:
hardwood/tile
Foundation Types:
poured
Frontage Type:
None
Heating:
GFHA
Interior Features:
AC,Ins,OShFloor 1: Warm inviting entry, office area, study/reading area, four bedrooms, two full bathrooms and access to one-car garageFloor 2: Open kitchen, living room, dining room, breakfast nook, sitting area, screened porch, powder room, primary bedroom suite with full bathroom and private deck, office space, laundry room and expansive outside deck
Link MLS Comments:
North Rd to Prospect Hill entrance, follow main road as it becomes Gosnolds Way and curves to the right along the stone wall. Continue on Gosnolds Way up and through Menemsha Hills Reservation. You'll see a sign that you're entering private road, stay left and then immediately take a right into parking area with green fence and gate into the property - there is also a separate driveway to the right. Two areas to park and enter property.
Lot Features:
Beautifully landscaped with mature plantings, gardens & meadow
Parking Features:
Two parking areas
Possible Use:
Assessed Building Value:
1857500.00
Assessed Land Value:
1779400.00

Price History

June 07, 2026
$5,200,000

Tax Information

This property was most recently assessed in 2026. It has been assessed at a value of $3,636,900. The annual tax responsibility for this property is $8,293.

Contact an Agent
Phone number
(508) 696-7777

Property Location

©2022 LINK, All Rights Reserved. Not responsible for misinformation or typographical errors. Prices are subject to change without notice. Listed by Wallace & Co. Sotheby's.