Property photo 1
Property photo 2
Property photo 3
Property photo 4
Property photo 5
3 Beds
3 Baths
1,626 sqft

$1,995,000

2037 Main Rd, Westport MA, 02791

Price per sqft$1,226.94
Built in1776
Property size1,626 sqft
Property typeResidential

Overview

Active

Listed Jun 29, 2026

Updated 4 weeks ago

Welcome to 2037 Main Road, an extraordinary waterfront home on historic Westport Point where American history, timeless New England architecture, and an exceptional coastal lifestyle come together. Originally built in 1776, this remarkable residence has been thoughtfully updated while preserving the character and craftsmanship that make historic homes so special.Perfectly sited to capture breathtaking sunsets, the property overlooks the harbor with panoramic water views and features a private dock, making it easy to enjoy boating, kayaking, fishing, or simply relaxing by the water. Inside, the home is rich with historic charm, featuring wide plank hardwood floors, exposed hand-hewn beams, original woodwork, fireplaces, and period architectural details that reflect nearly 250 years of history. A thoughtfully designed addition blends seamlessly with the original home while expanding the living space and taking full advantage of the stunning waterfront setting. Large windows frame spectacular harbor views from both the first and second floors, filling the home with natural light and creating an effortless connection between the indoors and outdoors.The renovated kitchen complements the home's historic character while offering the functionality and conveniences today's homeowners appreciate. Throughout the home, pride of ownership is evident, with numerous improvements including owned solar panels, Pella windows, a newer roof, updated heating system, generator, and newer septic system, allowing you to enjoy the beauty of a historic property with the peace of mind of modern updates.Adding to the property's appeal is a charming detached cottage filled with rustic character. Ideal for guests, a home office, artist's studio, or private retreat, it offers incredible flexibility while maintaining the authentic coastal feel of the property.The beautifully landscaped grounds feature mature gardens and inviting outdoor spaces, making the most of the manageable lot while creating a peaceful waterfront setting for entertaining or quiet relaxation.Located in the heart of desirable Westport Point, you'll enjoy one of New England's most picturesque waterfronts, just moments from beaches, marinas, conservation land, and local dining. Historic waterfront properties with a private dock, guest cottage, stunning sunsets, and thoughtfully integrated modern improvements rarely become available. This is a unique opportunity to own a true legacy property.

$13,273/mo

Est. mortgage payment based on a $1,995,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
73543126

Interior Features

Bedrooms
3
Bathrooms
3
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
0.19 Acres

Other Property Details

Taxes
$11,704
Tax Frequency
Annually
View
Yes
Waterfront
Yes
55+/Senior Community
No

This listing is provided by Nicole Plante with Even Keel Realty, Inc.

The property listing data and images displayed herein were provided to MLS Property Information Network, Inc. from third-party sources, including sellers, lessors, and public records, and compiled by MLS Property Information Network, Inc. This information is intended solely for the personal, non-commercial use of consumers who have a genuine interest in purchasing or leasing listed properties. It may not be used for any purpose other than to identify prospective properties of interest.

MLS Property Information Network, Inc. and its subscribers make no representations or warranties regarding the accuracy of the listing data or images presented.

©2026 MLS Property Information Network, Inc. All rights reserved.

Data last updated 5:35 AM UTC, 9/10/2026

Powered by Luxury Presence