30 Chestnut Drive, Orleans, MA 02653 (MLS # 22605085)

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PRICE $3,000,000 dsIDX morgage calculator
BEDS 4
BATHS 4
HOME SIZE 3,677 sqft
LOT SIZE 2.10 ac

Set on two private acres in one of East Orleans' most coveted Barley Neck neighborhoods, 30 Chestnut Road is an exceptional Cape Cod retreat where refined interiors, resort-style outdoor living, and deeded beach access come together beautifully. Designed for both effortless everyday living and memorable gatherings, the home features four bedrooms and 3.5 baths, including a luxurious first-floor primary suite. The open-concept floor plan is anchored by a beautifully appointed kitchen with a generous center island, high-end appliances, and a butler's pantry. The adjoining living room, with custom built-ins, a charming window seat, and wood-burning fireplace, offers a warm and inviting place to gather, while the four-season sunroom brings the outdoors in throughout the year. A spacious bonus room above the garage provides wonderful flexibility for overflow guests, a home office, or additional recreation space. Outside, the property is truly extraordinary. The pool area feels like a five-star private oasis, surrounded by mature landscaping and generous space for lounging, dining, and entertaining. A private path leads to the neighborhood's deeded beach, making days on the water an effortless part of life here. Adding even more possibility is a separate cottage with electricity and a full foundation, offering exciting potential for conversion to an accessory dwelling unit, subject to Town approvals. Private yet close to the beaches, boating, and village amenities that make East Orleans so special, 30 Chestnut Road offers the space, setting, amenities, and lifestyle today's discerning buyers seek. This is Cape Cod living at its finest..

DAYS ON MARKET 0 LAST UPDATED 10/6/2026
YEAR BUILT 1998 COMMUNITY Orleans
GARAGE SPACES 2.0 COUNTY Barnstable
STATUS Active PROPERTY TYPE(S) Single Family


ADDITIONAL DETAILS
AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Water Heater
AREA Orleans
BASEMENT Full, Yes
CONSTRUCTION Shingle Siding
EXTERIOR Outdoor Shower
FIREPLACE Yes
GARAGE Yes
HEAT Oil
LOT 2.1 acre(s)
PARKING Direct Access, Garage Door Opener, Attached
STORIES 2
STYLE Cape Cod
TAXES 12324
WATER Private, Well
ZONING R
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Listed with Gibson Sotheby's International Realty
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