# 30 Chestnut Drive, Orleans, MA 02653

> **TL;DR:** 5bd/4ba single family, $3,000,000 ($816/sqft), built 1998, 3,677 sqft.
> Pool, Fireplace, A/C, 2-car garage. Est. $16,045/mo. Listed 2 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $3,000,000 |
| Price/sqft | $816 |
| Bedrooms | 5 |
| Bathrooms | 3 full, 1 half |
| Square Feet | 3,677 |
| Year Built | 1998 |
| Lot Size | 91,476 sqft (2.10 acres) |
| Stories | 2 |
| Garage | 2-car |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 2 |

## Why This Home Stands Out

- **Pool** - Porch, Patio

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $15,170 |
| Estimated Insurance | $875 |
| **Total** | **$16,045** |

## Key Amenities

- Pool
- Fireplace
- A/C
- 2-car garage

## Property Highlights

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

## Description

### Agent 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..

## Location

- **Address:** 30 Chestnut Drive, Orleans, MA 02653
- **County:** Barnstable
- **Coordinates:** 41.765966, -69.956587
- **Google Maps:** https://www.google.com/maps?q=41.765966,-69.956587

## Virtual Tour & Media

- **Video Tour:** https://www.zillow.com/view-imx/fcf27d39-750e-42ab-a349-f8d722801506?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard

## Listing Agent

- **Name:** Daneen Law
- **Brokerage:** Gibson Sotheby's International Realty
- **Phone:** 5082370977
- **Broker Phone:** (508) 896-5000
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/30-Chestnut-Dr_Orleans_MA_02653_M32203-76696?f=listhub&s=CCIAORMA&m=22605085&c=propsimple)

## Photos

![30 Chestnut Drive - Photo 1](http://lh.rdcpix.com/20929a7f901030f6d8b62fe315720d88l-f152964715r.jpg)

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---

**MLS#:** 22605085 | **Updated:** 2026-10-08
**Source:** listhub

*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.*

[View on PropertySimple](https://www.propertysimple.ai/listing/30-chestnut-drive-orleans-ma-02653-22605085)

---

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  "url": "https://www.propertysimple.ai/listing/30-chestnut-drive-orleans-ma-02653-22605085",
  "name": "30 Chestnut Drive, Orleans, MA 02653",
  "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..",
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