Single Family Residence at 2037 Main Rd, Westport MA 02791
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$1,995,000

2037 Main Rd, Westport MA 02791
Westport, MA 02791
Listed by Nicole Plante
Bedrooms
3
Bathrooms
3
Living area
1,626 sqft
Year built
1776

About this home

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.

Highlights

WaterfrontViewFireplace

Property details

MLS
MLS Property Information Network
MLS #
73543126
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
114
On market date
June 29, 2026
Stories
N/A
Total bathrooms
3
Garage spaces
N/A
Parking spaces
2
Lot size
0.19 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Wilbur and McMahon Schools
5.31 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
208
Student:teacher ratio
8.0:1
District
Little Compton
Middle
Tiverton Middle School
8.89 mi away · Grades 5-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
503
Student:teacher ratio
10.7:1
District
Tiverton
High
Dartmouth High
7.15 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,032
Student:teacher ratio
13.6:1
District
Dartmouth

Walkability

Blended score for Westport's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

26
Car-dependent
out of 100
EPA National Walkability Index
6.5 / 20 -- Below average walkable
Google Places amenity density
15 / 100
Restaurants & cafes0
Grocery stores0
Parks3
Schools0
Transit stops0
Pharmacies0

Market position

How this listing compares to current activity in Westport, from live MLS data.

On the market 114 days -- 17 more days than Westport's current average of 97 days.
For reference, the median list price across 127 active listings in Westport right now is $695,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$12,164/mo
$399,000 down
$1,596,000 loan
Principal & interest$10,352
Property tax (est.)$1,663
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated August 8, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.