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30 Chestnut Dr, Orleans MA 02653

$3,000,000

Estimated $19,512/month Calculator

Single Family

4 Bedrooms

Baths

3677

Total Parking: 14 (2 Garage)

91,345 (2.10)

Built in 1998

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..

This home has been viewed 5 times

Last Checked: October 17th, 2026 at 8:53am (Source: MLS PIN #73587830)

Garage Parking

Air Conditioning

Waterview

Lead Paint Free

General Information for 30 Chestnut Dr, Orleans MA 02653

Listing ID73587830

Property TypeSingle Family / Detached

Price$3,000,000 ($815.88/SqFt)

StyleColonial

CityOrleans

CountyBarnstable

Neighborhood(s)

Garage Parking2

ZoningR

Year Built1998

Year Built SourcePublic Records

Year Built DetailsActual

Interior Features for 30 Chestnut Dr, Orleans MA 02653

Approximate Living Area Total3677

Living Area Includes BasementNo

Rooms7

Bedrooms4

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

Appliances

Flooring

Electric

Exterior Features for 30 Chestnut Dr, Orleans MA 02653

Approximate Lot Size (Acres)2.1

Approximate Lot Size (Square Feet)91345

Total Parking14 (2 Garage)

Garage Parking2

WaterPrivate

SewerPrivate Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior Features

Foundation Materials

Construction Materials

Road Frontage Type

Patio & Porch

Roof Material

Utility Connections

Water ViewsNo

Water Views Features

Waterfront0

Waterfront FeaturesRiver

Pool Features

Horse Permitted0

Horse AmenitiesRiver

Disclosures for 30 Chestnut Dr, Orleans MA 02653

Lead PaintNone

UFFI

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsBlack Light Fixture Above Storage Bench In Kitchen.

Title 5D

Compensation Based On

Financial Information for 30 Chestnut Dr, Orleans MA 02653

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax12324

Tax Year2026

Assessed Value$2,017,100

Location Information for 30 Chestnut Dr, Orleans MA 02653

Neighborhood(s)

Area Amenities

Contact Information for 30 Chestnut Dr, Orleans MA 02653

Agent

Name: Daneen Law

Office

Name: Gibson Sotheby's International Realty

Phone: 508-255-6000

Payment Calculator

, Interest

Property Taxes 1027

Principal & Interest 18485.05

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Gibson Sotheby's International Realty

Daneen Law

Agent Phone

Office Phone

(508) 255-6000

Text Agent Call Agent Call Office

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EXIT

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