Property
27 Longwood Drive • Tom Nevers
$3,750,000
5 bd · 4.5 ba
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.
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Ask for Stephen's read on this propertyMLS Data
- Status
- Active
- List price
- $3,750,000
- Beds / baths
- 5 bd · 4.5 ba
- Living area
- 3,472 sq ft
- Days on market
- 275
- Listing office
- Great Point Properties
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.
Assessor Record
- Location
- 27 LONGWOOD DR
- Primary use
- MULTI HSES M01
- Zoning
- LUG3
- Assessed total
- $3,944,300
- Acreage
- 2.75 ac
- Building area
- 2,562 sq ft
- Year built
- 1990
Registry Record
Latest deed reference: C22601/0
$2,300,000
2007-05-14 · Book / Page C22601/0
Recorded transfer
2003-09-23 · Book / Page C20894/0
Recorded transfer
1997-01-31 · Book / Page C17767/0
$205,000
1989-09-11 · Book / Page C14167/0
$156,000
1987-07-01
Zoning Context
- District code
- LUG3
- District name
- Limited Use General 3
Sample allowable uses
- Primary Dwelling
- Secondary dwelling
- Accessory dwelling
- Tertiary Dwelling
- Apartment — conditional / restricted
- Apartment building — conditional / restricted
Data Sources & Freshness
- Listing data
- MLS / LINKon market since 2025-10-27
- Assessment data
- Nantucket Assessorannual cycle
- Deed history
- Nantucket Registry of Deedsas recorded
- Zoning context
- Town of Nantucket zoning dataofficial reference
- Market analysis
- Nantucket Houses / Stephen Maury interpretationongoing