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$3,000,000
10 Days On Site

30 Chestnut Dr
Orleans, MA 02653

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
3,677
SqFt
$816
/SqFt
1998
Built
County:
Barnstable
30 Chestnut Dr30 Chestnut Dr30 Chestnut Dr30 Chestnut Dr
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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..

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Listing Snapshot
Price 
$3,000,000
Days On Site 
10 Days
Bedrooms 
4
Inside Area (SqFt) 
3,677 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
2.1 Acres
Year Built 
1998
MLS® Number 
73587830
Status 
Active
Property Tax 
$12,324
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
yesterdayListing updated with changes from the MLS®
a week agoListing first seen on site
General Features
Acres 
2.1
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Parking 
AttachedGarage Door OpenerGarage
Parking Spaces 
12
Property Sub Type 
Single Family Residence
Sewer 
Private Sewer
SqFt Above 
3677
SqFt Total 
3677
Style 
Cape
Water Source 
Private
Zoning 
R
Interior Features
Basement 
Full
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
1
Heating 
BaseboardOil
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Exterior Features
Lot Features 
ClearedLevel
Listing courtesy of Daneen Law of Gibson Sotheby's International Realty



The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords, and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Last checked 2026-10-17 09:20 PM UTC

Neighborhood & Commute
Source: Walkscore
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