30 Chestnut Dr, Orleans, MA 02653
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30 Chestnut Dr, Orleans, MA 02653
30 Chestnut Dr, Orleans, MA 02653
30 Chestnut Dr, Orleans, MA 02653
30 Chestnut Dr, Orleans, MA 02653
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John J. Dean Jr.

John J. Dean Jr.

+1(617) 553-1926
$ 3,000,000
Est. payment /mo
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Active

30 Chestnut Dr Orleans, MA 02653

4 Beds

3.5 Baths

3,677 SqFt

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 3,677 sqft

Price per Sqft $815

MLS Listing ID 73587830

Style Cape

Bedrooms 4

Full Baths 3

Half Baths 1

HOA Y/N false

Year Built 1998

Annual Tax Amount $12,324

Tax Year 2026

Lot Size 2.100 Acres

Acres 2.1

Property Sub-Type Single Family Residence

Property Description

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..

Location

State MA

County Barnstable

Zoning R

Direction Main Street to Barley Neck Road to Nichols Road to Chestnut Drive. GPS may take your down Old Field

Rooms

Basement Full

Interior

Heating Baseboard, Oil

Cooling Central Air

Fireplaces Number 1

Exterior

Garage Spaces 2.0

Waterfront Description 1/10 to 3/10 To Beach

Total Parking Spaces 14

Garage Yes

Building

Lot Description Cleared, Level

Foundation Concrete Perimeter

Sewer Private Sewer

Water Private

Architectural Style Cape

Others

Senior Community false

Virtual Tour https://player.vimeo.com/video/1233957673

MLSPIN
Listed by Gibson Sotheby's International Realty

NEARBY SCHOOLS & PROPERTIES

John J. Dean Jr.

John J. Dean Jr.

Real Estate Advisor License ID: 9512783

+1(617) 553-1926

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30 Chestnut Dr

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