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30 Chestnut Dr, Orleans, MA

Orleans Single Family Get directions

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Unit Information

Set on two private acres in one of East Orleans' most coveted Barley Neck neighborhoods, 30 Chestnut Drive 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..

Additional Details
Status: Active
Type: Single Family, Single Family Residence
Zip Code: 02653
Parking
Garage: 2
Garage Capacity: 2
Parking: Attached,Garage Door Opener,Garage
Parking Spaces: 12
Rooms and Dimensions
Total Rooms: 7
Has Basement: Yes
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$3,000,000

  • Listing ID: 73587830
  • Bedrooms: 4
  • Full Baths: 3
  • Half Baths: 1
  • Living Area: 3,677 sqft Convert
  • Lot Size: 91,345 sqft Convert
  • Acres: 2.1

  • View description
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Luxury Residential Group

Luxury Residential Group

(617) 233-5800

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Content © 2026 MLS Property Information Network, Inc. The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Daneen Law of Gibson Sotheby's International Realty. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.

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