THE KALMAN Co.
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SoldSeptember 16, 2026Tom Nevers
$3,725,000
Asking price $3,750,000

27 Longwood Drive

StatusSold
Sold onSeptember 16, 2026
Sale price$3,725,000
Asking price$3,750,000
AreaTom Nevers
Beds5
Baths4.5
Lot2.75 acres
Year built1990
TypeSingle Family Residence
MLS #92560

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.

For what is for sale in Tom Nevers now, see the Tom Nevers guide or all current listings.

Thinking of selling near here?
A sale like this one moves the numbers for the houses around it. Sean can tell you what it means for yours.
Listing courtesy of Great Point Properties · Debbie Willett. Data from LINK (Listing Information Network, Inc.) as of October 9, 2026. Information believed correct but not guaranteed; buyers should verify all details independently.
27 Longwood Drive, Nantucket — photo 1
THE KALMAN Co.
Nantucket, MA 02554 · 508-228-4578 · sean@thekalmanco.com · Brokered by eXp Realty
© 2026 The Kalman Co. · Equal Housing Opportunity