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Greg Duca
REALTOR®
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2037 Main Rd, Westport, MA 02791

$2,177,600
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Active
BEDS3 BATHS3 full SQUARE FEET1,626 MLS#73543126
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

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.

2037 Main Rd | MLS# 73543126

This single family home located at 2037 Main Rd, Westport, MA 02791 is currently listed for sale with an asking price of $2,177,600. This property was built in 1776 and has 3 bedrooms and 3 full baths with 1626 sq. ft. Search Westport real estate on gregduca.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Full, Partial, Crawl Space, Bulkhead, Dirt Floor
Basement: Yes
Cooling: Window Unit(s)
Fireplaces: 1
Heating: Forced Air, Natural Gas
Home Style: Cape
Lot Size: 0.19 Acres
Roof Type: Shingle
Taxes: $11,704
Year Built: 1776

Amenities

Vaulted Ceiling(s)
Office
Kitchen
3/4 Bath
Living/Dining Rm Combo
Loft
Rain Gutters
Professional Landscaping
Screens
Garden
Guest House
Other

Feature Descriptions

Accessibility: No
Appliances: Gas Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Building Area Total: 1626
Community Features: House of Worship, Other
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 22
Dining Room: Flooring - Wood
Electric: Circuit Breakers,100 Amp Service
Exterior: Frame
Family Room: Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Picture, Open Floorplan
Fireplace Features: Living Room
Fireplace Y/N: Yes
Flooring: Wood, Flooring - Vinyl
HeatingY/N: 1
Kitchen: Flooring - Hardwood, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Cabinets - Upgraded
Laundry: First Floor
Living Room: Flooring - Wood
Lot Features: Flood Plain, Cleared, Gentle Sloping, Sloped, Other
Master Bathroom: No
Master Bedroom: Cathedral Ceiling(s), Ceiling Fan(s), Closet, Closet/Cabinets - Custom Built, Flooring - Wood
Office: Ceiling - Vaulted, Flooring - Vinyl, Window(s) - Picture
Open Parking Y/N: Yes
Other Structures: Guest House
Parcel Number: M:0083 B:0000 L:00120,3001520
Parking Features: Off Street, Stone/Gravel, Unpaved
Parking Total: 2
Road Responsibility: Public Maintained Road
Rooms Total: 7
Sewer: Private Sewer
Special View Info: Scenic View(s)
Utilities: for Gas Range
Water: Private
Waterfront Features: Waterfront, Harbor, Ocean,1/2 to 1 Mile To Beach, Beach Ownership(Public)
Window Features: Window(s) - Picture, Screens

Room Sizes

Bathroom 1: 8.00 X 8.00 Level - First
Bathroom 2: 6.00 X 11.00 Level - Second
Bedroom 2: 9.00 X 20.00 Level - Second
Dining Room: 9.00 X 15.00 Level - First
Family Room: 12.00 X 15.00 Level - Main,First
Kitchen: 25.00 X 11.00 Level - Main,First
Living Room: 15.00 X 14.00 Level - First
Primary Bedroom: 15.00 X 19.00 Level - Second
Office: 12.00 X 12.00 Level - First

Listed By / Shown By

Listed By

Agency Name: Even Keel Realty, Inc.
Agent Name: Nicole Plante
Agency Phone: 508-636-0099

Shown By

Agent Name: Greg Duca
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 6,456.86 per month $4,846.39 Principal & Interest $975.33 Property Tax $635.13 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/22/2026. The listing information on this page last changed on 07/22/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 07/22/2026 12:02:53 AM EST) or MLSPIN MLS (last updated Tue 07/21/2026 11:38:24 PM EST) or Prime MLS (last updated Tue 07/21/2026 11:33:17 PM EST) or MREIS (last updated Tue 07/21/2026 11:55:21 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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