27 Longwood Drive • $3,725,000

Tom Nevers, Nantucket, MA

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27 Longwood Drive is nestled on a sprawling 2.75-acre lot offering the ultimate in privacy and refined living. The generous foyer features a dramatic curved staircase leading to the second floor. This light-filled, charming, upside-down home features five bedrooms, three full bathrooms, and one half bathroom. The 2nd-floor open living space features a custom fireplace, a cathedral ceiling, a large dining area, and a kitchen with a distant view of Sankaty Light. The 2nd-floor deck, located off the living room, offers an uncompromising blend of comfort and seclusion, perfect for enjoying morning coffee or stargazing. Downstairs, you'll find two additional covered porches for entertaining and enjoying all year round. The carriage house, featuring an oversized two-bay garage, one bedroom, and one bathroom, is ideal for a large family and provides privacy for both you and your guests.

27 Longwood Drive Location
Property Code: #92560
Sold Date:
Sep 16, 2026
Asking Price:
$3,750,000
Original Price:
$4,000,000
Bedrooms:
5 beds
Bathrooms:
4 and 1 half
Lot:
119,790 sq ft
Year Built:
1990
Heating Type:
GFHA
Listed:
260 ago
Assessed Value:
$3,718,800
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