
Land with Home for Sale in Orleans, Massachusetts
30 Chestnut Dr, Orleans, MA 02653
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..
Location
- Street address
- 30 Chestnut Dr
- County
- Barnstable County
- Zip code
- 02653
- Community
- Orleans
- School district
- Nauset
- Elevation
- 26 feet
Directions
Main Street to Barley Neck Road to Nichols Road to Chestnut Drive. GPS may take your down Old Field so you may want to follow these directions
Property details
- Acreage
- 2.1 acres
- Zoning
- R
- MLS #
- CCIAOR 22605085
- Posted
Property taxes
- 2026
- $12,324
Parcels
- ORLE M:57 B: L:48-0
Details and features
Listing
- Type
- Residential
- Subtype
- Single Family Residence
Exterior
- Parking
- Open
- Pool
- Patio, Porch
- Structures
- Outbuilding
- Features
- Outdoor Shower, Private Yard
Structure
- Style
- Cape Cod
- Stories
- 2
- Basement
- Full
- Water
- Well
- Sewer
- Septic Tank
- Heating
- Oil
- Cooling
- Central Air
- Materials
- Shingle Siding
- Roof
- Asphalt
Interior
- Room Count
- 7
- Rooms
- Basement, Bathroom x 4, Bedroom x 5
- Flooring
- Tile, Wood
- Fireplaces
- Yes
- Appliances
- Water Heater
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Oct 7, 2026 | New listing | $3,000,000 | — | CCIAOR |
















































































