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Street View
$3,000,000
Monthly Est:$14,932
5 Beds
- 4 Baths
3 full baths + 1 half bath
3,677sqft
30 Chestnut Dr, Orleans, MA 02653
$3,000,000
$14,932/moEst:
Get Pre-Approved
Single Family Residence
Built in 1998
$-- HOA
2.1 acres lot
$816/sq.ft
Description
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..
- Houzeo last checked: 4 minutes ago
- Listing updated: October 8, 2026 at 3:17 pm
- Listing Provided by: Daneen Law (508) 237-0977 | Gibson Sotheby's International Realty (508) 255-6000
- Source: MLS Property Information Network-MA | MLS#: 73587830

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1998
HOA Fees
-
Finished Area
3,677 sqft
Lot Size
2.1 acres lot
Basement Area
- sqft
MLS Name
MLS Property Information Network
MLS Number
73587830
MLS Status
New
Days on Market
1

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 4
Interior
Sewer
Private Sewer
Cooling
Central Air
Heating
Baseboard, Oil
Construction
Year Built
Year Built: 1998
Home type
Single Family Residence
Architectural Style
Cape
Foundation Details
Concrete Perimeter
Utilities & Energy
Water Source
Private
Parking Features
Attached, Garage Door Opener
Basement
Full
Other Features
Lot Features
Cleared, Level
Price History
| Date | Event | Price |
|---|---|---|
10/07/2026 Source: | Listed for Sale | $3,000,000 +200.30% $816/sqft |
09/16/2010 Source: | Listing Removed | $999,000 $272/sqft |
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Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Oct 08, 2026, 06:30PM. 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 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 or leasing 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 or leasing. 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. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.
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