Dimensions6 x 11
LevelSecond
2037 Main Rd, Westport MA 02791
Westport, MA 02791 • Westport Point
$2,177,600
$1,995,000
Est. $11,263/month
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.
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Recently Sold Nearby
Property History
Market Insights
1
Price Changes
8.4%
Price Range
Property Timeline
Price Reduced
Aug 4, 2026
$1,995,000
$182,600
(-8.39%)
From $2,177,600 to $1,995,000 (-8.4%)
Listed for Sale
Jun 29, 2026
$2,177,600
Original listing
Agent: Nicole Plante
Office: Even Keel Realty, Inc.
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/04/2026 | ↓ Price Reduced | $1,995,000 | $182,600 | - | From $2,177,600 to $1,995,000 (-8.4%) |
| 06/29/2026 | 🏠 Listed for Sale | $2,177,600 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $11,704 | $1,607,700 |
Financial Details
Annual Property Tax
$11,704
Tax Year 2026
Assessed Value
$1,607,700
Facts & Features
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1776
Living Area
1,626 sq ft
Lot Size
0.19 acres
Bedrooms
3
Full Baths
3
Total Rooms
7
Interior
Heating
Forced Air, Natural Gas
Cooling
Window Unit(s)
Flooring
Wood, Flooring - Vinyl
Appliances
Gas Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Fireplace
Living Room
Fireplaces
1
Basement
Full, Partial, Crawl Space, Bulkhead, Dirt Floor
Laundry
First Floor
Features
Vaulted Ceiling(s), Office, Kitchen, 3/4 Bath, Living/dining Rm Combo, Loft
Exterior
Construction
Frame
Architecture
Cape
Roof
Shingle
Features
Rain Gutters, Professional Landscaping, Screens, Garden, Guest House, Other
Pool
None
Spa
None
Fencing
None
Patio/Porch
None
Parking
Features
Off Street, Stone/gravel, Unpaved
Total Spaces
2
Utilities
Electric
Circuit Breakers, 100 Amp Service
Water
Private
Sewer
Private Sewer
Gas
None
Other
For Gas Range
Financial
Annual Tax
$11,704
Assessed Value
$1,607,700
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
Passing Title V. Septic 2011, Kitchen 2008, Hot Water Heater 2018, Pella Window 2013, Furnace, 2020, Front Roof 2022, Back 2010, Solar 2010, House & Guest House Generator. Multi Family On Field Card.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Measured
Sq Ft Disclosures
Living area is for main house. Cottage is approx. 501
Documents
None
County
Bristol
Total market time (incl. prior listings)
40 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1776
Bedrooms
3
Full Bathrooms
3
Living Area
1,626 sq ft
Total Rooms
7
Floor Layout
Interactive room guide
Floor Layout
Finished Area
1,626 sq ft above grade
0 sq ft below grade
Dimensions9 x 20
FeaturesCloset, Flooring - Wood
LevelSecond
Dimensions15 x 19
FeaturesCathedral Ceiling(s), Ceiling Fan(s), Closet, Closet/Cabinets - Custom Built, Flooring - Wood
LevelSecond
Dimensions8 x 8
LevelFirst
Dimensions9 x 15
FeaturesFlooring - Wood
LevelFirst
Dimensions25 x 11
FeaturesFlooring - Hardwood, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Cabinets - Upgraded
LevelMain,First
Dimensions15 x 14
FeaturesFlooring - Wood
LevelFirst
Dimensions12 x 12
FeaturesCeiling - Vaulted, Flooring - Vinyl, Window(s) - Picture
LevelFirst
Dimensions12 x 15
FeaturesCloset/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Picture, Open Floorplan
LevelMain,First
FeaturesNo
Display Options
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood, Flooring - Vinyl
Appliances:
Gas Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Interior Features:
Vaulted Ceiling(s), Office, Kitchen, 3/4 Bath, Living/Dining Rm Combo, Loft
Windows:
Window(s) - Picture, Screens
Basement:
Full, Partial, Crawl Space, Bulkhead, Dirt Floor
Laundry:
First Floor
Security:
Construction & Materials
Style:
Cape
Year Built:
1776
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Stone
Heating, Cooling & Utilities
Heating:
Forced Air, Natural Gas
Heating Zones:
2
Cooling:
Window Unit(s)
Cooling Zones:
3
Hot Water:
Water Source:
Private
Sewer:
Private Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Rain Gutters, Professional Landscaping, Screens, Garden, Guest House, Other
Patio & Porch:
Fencing:
Other Structures:
Guest House
Lot Features:
Flood Plain, Cleared, Gentle Sloping, Sloped, Other
Road Surface:
Paved
Parking & Garage
Total Parking Spaces:
2
Parking Features:
Off Street, Stone/Gravel, Unpaved
Special Features
Fireplaces:
1
Fireplace Type:
Living Room
Waterfront:
Yes
Waterfront Type:
Waterfront, Harbor, Ocean, 1/2 to 1 Mile To Beach, Beach Ownership(Public)
View:
Yes
View Type:
Scenic View(s)
Community Amenities:
House of Worship, Other
Nearby Schools
School District
Westport School District local
C+
School Safety
2024-25
3.9%
Above Average
3.9%
Suspensions
4.0%
In-School
1.6% below state avg
Elementary Schools
2 schools
B
Westport Elementary School
7.2 mi
|
#387 of 824
|
Score: 48.1
Improved 108 spots from last year
-10.1 below state avg
463 students
Less Diverse
Rising School
Strong Attendance
Grades 01-04
Alice A Macomber School
9.3 mi
163 students
Less Diverse
Grades PK-K
High Schools
1 school
C+
Westport Middle-High School
7.4 mi
|
#222 of 346
|
Score: 49.2
Improved 21 spots from last year
-9 below state avg
889 students
Less Diverse
14 sports
• 622 athletes
Rising School
Grades 05-12
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Property Tax
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Homeowners Insurance
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95% Interest
Year 15
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Location
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Neighborhood
Westport Point
2037 Main Rd, Westport MA 02791
Westport, MA 02791
Listing Information
Listing Agent
Nicole Plante
Listing Office
Even Keel Realty, Inc.
Office Phone
508-636-0099
Agent MLS ID
FR000663
Office MLS ID
FR7001
Listing Data Updated
Aug 8, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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