30 Chestnut Drive, Orleans, MA 02653 (MLS# 22605085)
30 Chestnut Drive, Orleans, MA 02653
$3,000,000
Property Type:
Residential
Bedrooms:
4
Baths:
4
Square Footage:
3,677
Lot Size (sq. ft.):
91,345
Status:
Active
Current Price:
$3,000,000
List Date:
10/07/2026
Last Modified:
10/16/2026
Overview
Description
...
(Read more)
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
Supplements: ... (Read more) 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..
Listing Details MLS# 22605085
Contract Info
- Original List Price
- 3000000
- List Price/SqFt
- 815.88
Legal and Taxes
- Street #
- 30
- Street Name
- Chestnut
- Street Suffix
- Drive
- County
- Barnstable
- Town
- Orleans
- Village
- Orleans
- State
- MA
- Zip Code
- 02653
- Tax ID
- ORLE M:57 B: L:48-0
- Estimated Annual Taxes
- 12324
- Tax Year
- 2026
- Building Assessments
- 1282200
- Other Assessments
- 71400
- Total Assessment
- 2088500
- Title Reference - Book
- 28722
- Title Reference - Page
- 58
- Lead Base Paint
- Unknown
- Flood Ins Required
- Not Verified
- Mass Use Code
- 101 - Residential, single family
- Nitrogen Sensitive Area
- Yes
General Property Info
- Comp Sale YN
- No
- Region
- Lower Cape
- School District
- Nauset
- Zoning
- R
- Property Sub-Type
- Single Family Residence
- Year Built
- 1998
- Renovated
- Yes
- Year Renovated
- 2018
- Renovated Comments
- Mudroom added 2018 Pool and Hardscape 2019 Kitchen 2020 Hot water heater 2024 New well 2023
- Total Finished Space
- 3677
- Field Card SqFt
- 3677
- Total Rooms
- 7
- Stories
- 2
- Private Pool
- Yes
- Private Dock
- No
- Leased Land
- No
- Lot Size SqFt
- 91345
- Lot Size Source
- Field Card
- Acres
- 2.1
- Garage
- Yes
- # of Cars
- 2
- Year Round
- Yes
- Bedrooms - Total
- 4
- Baths - Full
- 3
- Baths - Half
- Yes
- Baths - Total
- 4
- Golf Course Front
- No
- Golf Course View
- No
- Waterfront
- No
- Waterview
- No
- Miles to Beach
- .1 - .3
- Mi. to Beach Comments
- Deeded path to The River
- Fireplace
- Yes
- # Fireplaces
- Yes
- Property Includes Recording Devices
- Yes
- Device Records
- Video
Sewer
- Septic Tank Description
- Title V Grade Level
DPR Eligibility
- DPR Eligible
- No
More Information
Property Features
Street Description:
Unpaved
Special Listing Cond:
None
Architectural Style:
Cape Cod
Year Built Desc:
Actual
Basement Description:
Bulkhead Access; Full; Interior Access
Foundation Details:
Poured
Garage Description:
Attached; Direct Access; Garage Door Opener
Floors:
Tile; Wood
Patio And Porch Features:
Patio; Porch; Screened Porch
Private Pool Description:
Heated; In Ground
Other Structures:
Outbuilding
Exterior Features:
Outdoor Shower; Private Yard
Roof Description:
Asphalt; Pitched
Siding Description:
Shingle
Sewer:
Septic Tank
Heating:
Hot Water
Cooling:
Central Air
Fuel Type:
Oil
Water:
Well
Hot Water:
Water Heater
Hot Water Source:
Oil
Listing Office:
Gibson Sotheby's International Realty
Listing Agent:
Daneen Law

Last Updated: October - 16 - 2026
Broker Attribution:
508-237-0977
All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS, Inc include the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS, Inc shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. This site was last updated 02/14/2017. All properties are subject to prior sale, changes, or withdrawal. Copyright 2020© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved

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