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2037 Main Rd, Westport MA 02791

$1,995,000

Estimated $13,268/month Calculator

Single Family

3 Bedrooms

Baths

1626

Total Parking: 2

8,400 (0.19)

Built in 1776

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.

This home has been viewed 17 times

Last Checked: August 9th, 2026 at 5:18am (Source: MLS PIN #73543126)

Air Conditioning

Waterview

Waterfront

Lead Paint Free

General Information for 2037 Main Rd, Westport MA 02791

Listing ID73543126

Property TypeSingle Family / Detached

Price$1,995,000 ($1,226.94/SqFt)

StyleColonial

CityWestport

CountyBristol

MLS AreaWestport Point

Neighborhood(s)

Garage Parking0

ZoningNATION

Year Built1776

Year Built SourcePublic Records

Year Built DetailsActual,Certified Historic,Renovated Since

Handicap Access / Features0

Interior Features for 2037 Main Rd, Westport MA 02791

Approximate Living Area Total1626

Living Area Includes BasementNo

Rooms7

Bedrooms3

Primary En Suite BathroomNo

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric220 Volts

Exterior Features for 2037 Main Rd, Westport MA 02791

Approximate Lot Size (Acres)0.19

Approximate Lot Size (Square Feet)8400

Total Parking2

Garage Parking0

WaterPrivate

SewerPrivate Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & Porch

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections110 Volts

Water ViewsYes

Water Views FeaturesBay

Waterfront1

Waterfront FeaturesRiver

Pool Features

Horse Permitted0

Horse AmenitiesRiver

Disclosures for 2037 Main Rd, Westport MA 02791

Lead PaintNone

UFFINo

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourceMeasured

Special Listing Conditions

ExclusionsWindow Air Conditioners

Title 5A

Compensation Based On

Financial Information for 2037 Main Rd, Westport MA 02791

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax11704

Tax Year2026

Assessed Value$1,607,700

Location Information for 2037 Main Rd, Westport MA 02791

Neighborhood(s)

MLS AreaWestport Point

Area AmenitiesWalk/jog Trails

Contact Information for 2037 Main Rd, Westport MA 02791

Agent

Name: Nicole Plante

Office

Name: Even Keel Realty, Inc.

Phone: 508-636-0099

Payment Calculator

, Interest

Property Taxes 975.33

Principal & Interest 12292.56

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Even Keel Realty, Inc.

Nicole Plante

Agent Phone

Office Phone

(508) 636-0099

Text Agent Call Agent Call Office

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EXIT

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