$1,995,000
2037 Main Rd
Westport, MA, 02791
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.
Property Details
Price:
$1,995,000
MLS #:
73543126
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
westportpoint
Listed Date:
Jun 29, 2026
Finished Sq Ft:
1,626
Total Sq Ft:
1,626
Lot Size:
8,400 sqft / 0.19 acres (approx)
Year Built:
1776
Schools
Interior
Above Grade Finished Area
1626
Appliances
Gas Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Bathrooms
3 Full Bathrooms
Cooling
Window Unit(s)
Fireplaces Total
1
Flooring
Wood, Flooring – Vinyl
Heating
Forced Air, Natural Gas
Interior Features
Vaulted Ceiling(s), Office, Kitchen, 3/4 Bath, Living/Dining Rm Combo, Loft
Laundry Features
First Floor
Exterior
Accessibility Features
No
Architectural Style
Cape
Community Features
House of Worship, Other
Construction Materials
Frame
Exterior Features
Rain Gutters, Professional Landscaping, Screens, Garden, Guest House, Other
Lot Features
Flood Plain, Cleared, Gentle Sloping, Sloped, Other
Open Parking Spaces
2
Open Parking YN
1
Other Structures
Guest House
Parking Features
Off Street, Stone/Gravel, Unpaved
Parking Spots
2
Parking Total
2
Roof
Shingle
View
Scenic View(s)
Waterfront Features
Waterfront, Harbor, Ocean, 1/2 to 1 Mile To Beach, Beach Ownership(Public)
Window Features
Window(s) – Picture, Screens
Financial
Tax Year
2026
Taxes
$11,704
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Westport as of Aug 06, 2026
63
Single Family Listed
97
Avg DOM
524
Avg $ / SqFt
$1,243,498
Avg List Price
Community
- Address2037 Main Rd Westport MA
- CityWestport
- CountyBristol
- Zip Code02791
Subdivisions in Westport
Similar Listings Nearby
Property Summary
- 2037 Main Rd Westport MA is a Single Family for sale in Westport, MA, 02791. It is listed for $1,995,000 and features 3 beds, 3 baths, and has approximately 1,626 square feet of living space, and was originally constructed in 1776. The current price per square foot is $1,227. The average price per square foot for Single Family listings in Westport is $524. The average listing price for Single Family in Westport is $1,243,498. To schedule a showing of MLS#73543126 at 2037 Main Rd in Westport, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Even Keel Realty, Inc.. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
2037 Main Rd
Westport, MA