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

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 ...

Supplements: 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 ...

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
IDX
Listing Office: Gibson Sotheby's International Realty
Listing Agent: Daneen Law
Source MLS Verified
Last Updated: October - 16 - 2026
Broker Attribution: 508-237-0977

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