About This Home

This 5-bedroom, 4-bathroom single family at 30 Chestnut Drive in Orleans, MA is listed for $3,000,000 ($816 per sqft). Built in 1998, the home offers 3,677 sqft of living space on a 2.10 acres lot.

Key Features

  • Built in 1998
  • 2.10 acre lot
  • 2 stories
  • Private pool
  • Fireplace

Property Details

2 stories
3 full, 1 half
2-car garage
1998

Amenities

PoolFireplaceA/C
Listing 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..

Monthly Cost Estimate

$16,045/mo

20% down · 6.5% · 30 years

Principal$2,170
Interest$13,000
Insurance$875

Estimates only. Actual payments may vary.

Location

30 Chestnut Drive

Orleans, MA 02653

Features & Amenities

Exterior Features

Private YardOutdoor Shower

Property Details

Flooring

TileWood

Construction

Shingle Siding

Pool Features

Pool

Outdoor Features

PorchPatio

Parking

Open

Heating

Oil

Cooling

Central Air

Appliances

Water Heater

Questions & Answers

This 5-bedroom, 4-bathroom single family at 30 Chestnut Drive is listed at $3,000,000 ($816/sqft). The estimated monthly payment is $16,045 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1998, 2.10 acre lot, 2 stories, Private pool, Fireplace. Exterior Features: Private Yard, Outdoor Shower.

This property is listed by Daneen Law and can be reached at 5082370977.

DL

Daneen Law

Agent at Gibson Sotheby's International Realty

(508) 237-0977

Listed by Gibson Sotheby's International Realty · Broker phone: (508) 896-5000 · View on Broker Site

MLS# 22605085· Source: Cape Cod & Islands Association of REALTORS®, Inc.· 7 days on PropertySimple

Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

30 Chestnut Drive, Orleans, MA 02653

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