$3,000,000
30 Chestnut Drive, Orleans, MA 02653
4 bedrooms
3 Full Baths
1 Half Bath
3,677 Sq Ft
2.10 acres
2 Car Garage
MLS# 22605085 · Residential / (Single Family Residence)
Listed: 10/07/26 (listing data as of 10/7/26 at 6:07 am)
Listed: 10/07/26 (listing data as of 10/7/26 at 6:07 am)
- Wood Burning Fireplace
- Primary Suite
- Built-Ins
- Deeded Beach Access
- Private Pool
- Central A/C
- Renovated 2018
- 2-Car Garage
- Outdoor Shower
About This Property
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..
Property Details
Property TypeResidential
(Single Family Residence)
(Single Family Residence)
StatusFor Sale
MLS Number22605085
Year Built1998
Annual Taxes$12,324 (2026)
Total Assessment$2,088,500
Square Footage3,677
Price/Sq Ft$816/sq ft
Lot Size2.10 acres
Total Rooms7
Bedrooms4
Full Baths3
Half Baths1
RenovatedYes
Year Renovated2018
Heat Source
Oil
Add'l Heating
Forced Hot Water
Cooling A/C
Central Air
Garage Spaces2
Days on MarketLess than 24 hours
WaterfrontNo
Private PoolYes
Private Pool Description
Heated, In Ground
Miles to Beach.1 - .3
Fireplaces1
Exterior Features
- Outdoor Shower
- Private Yard
Location
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Listing Courtesy of: Daneen Law / Gibson Sotheby's International Realty
