375 Old County Rd, Westport MA 02790
Westport, MA 02790 • Head of Westport
$895,000
Est. $5,053/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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Open House Schedule
17
Sep
Thursday, September 17
4:30 PM - 6:00 PM EDT
20
Sep
Sunday, September 20
11:30 AM - 1:00 PM EDT
About this home
Set back from the road on 1.38 beautifully landscaped acres, this updated and exceptionally well-maintained 2,800 sq. ft., 3 bedroom/2.5 bath Colonial offers privacy, charm, and an inviting connection to the outdoors. A long driveway leads to a welcoming Farmer’s Porch, while the professionally landscaped grounds feature stone walls, mature trees, lush flowering perennials, and established shrubbery. The secluded, level backyard, including a large garden shed, is surrounded by woodlands and stone walls, creating a peaceful setting for gardening, birdwatching, or entertaining on the custom multi-level composite deck. Inside, the thoughtfully designed first floor features a convenient mudroom/laundry room, an updated kitchen with granite countertops, stainless-steel appliances, and a large island that opens to a cozy, light-filled living room with a wood-burning fireplace. A spacious dining room, den, and ½ bath complete the main level. Upstairs, the generous primary suite offers an en-suite bath and large walk-in closet, complemented by two additional spacious bedrooms and a full bath. The finished, two-room third floor provides versatile, light-filled space ideal for a playroom, media room, office, and/or guest space. Ductless Mini Split AC and ceiling fans on all floors. Numerous updates include a freshly painted exterior, newer roof, natural gas furnace, hot water tank, plumbed whole-house generator, cedar fencing, composite outdoor deck, invisible fencing, and more. Ideally located close to the Head of Westport Town Landing and the Westport River, as well as Westport’s shops and restaurants, with convenient access to highway, schools and library. Just minutes to Westport’s wide sandy beaches, extensive conservation land, and hiking and biking trails, this exceptional property offers the perfect blend of privacy, comfort, and enjoyment of the South Coast’s natural beauty.
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Property History
Property Timeline
Listed for Sale
Sep 14, 2026
$895,000
Original listing
Office: Milbury and Company
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 09/14/2026 | 🏠 Listed for Sale | $895,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $3,924 | $539,000 |
Financial Details
Annual Property Tax
$3,924
Tax Year 2026
Assessed Value
$539,000
Facts & Features
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1999
Living Area
2,800 sq ft
Lot Size
1.38 acres
Bedrooms
3
Full Baths
2
Half Baths
1
Total Rooms
6
Interior
Heating
Baseboard, Natural Gas
Cooling
Ductless
Flooring
Wood, Tile, Carpet
Appliances
Gas Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Water Treatment
Fireplace
Living Room
Fireplaces
1
Basement
Full, Bulkhead
Laundry
None
Features
None
Exterior
Construction
None
Architecture
Colonial
Roof
Shingle
Features
Porch, Deck - Composite, Rain Gutters, Storage, Professional Landscaping, Screens, Garden, Invisible Fence, Stone Wall
Pool
None
Spa
None
Fencing
Invisible
Patio/Porch
Porch, Deck - Composite
Parking
Features
Off Street
Total Spaces
4
Utilities
Electric
Generator, 220 Volts
Water
Private
Sewer
Private Sewer
Gas
None
Other
None
Financial
Annual Tax
$3,924
Assessed Value
$539,000
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
Buyer And Buyers Agent To Perform Their Own Due Diligence To Verify Accuracy Of Property Details Contained Herein. Stained Glass Painting Above Front Door Is Excluded From Sale. Home Inspection Disclosure, Offer Instructions, Features Sheet Attac
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Public Record
Sq Ft Disclosures
Includes third floor finished area
Documents
None
County
Bristol
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1999
Bedrooms
3
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,800 sq ft
Total Rooms
6
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,800 sq ft above grade
FeaturesFlooring - Stone/Ceramic Tile, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Kitchen Island, Deck - Exterior, Exterior Access, Recessed Lighting, Slider, Stainless Steel Appliances, Lighting - Pendant
FeaturesCeiling Fan(s), Closet, Flooring - Wall to Wall Carpet
FeaturesCeiling Fan(s), Flooring - Wall to Wall Carpet
FeaturesBathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile
FeaturesBathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile
FeaturesFlooring - Hardwood, Lighting - Overhead
FeaturesCeiling Fan(s), Flooring - Hardwood, Lighting - Overhead
FeaturesBathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet
Display Options
Outdoor Areas
Patio & porchPorch, Deck - Composite
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
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, Tile, Carpet
Appliances:
Gas Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Water Treatment
Interior Features:
Windows:
Insulated Windows, Screens
Basement:
Full, Bulkhead
Laundry:
Security:
Construction & Materials
Style:
Colonial
Year Built:
1999
Structure Type:
Exterior Materials:
Roof:
Shingle
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Baseboard, Natural Gas
Cooling:
Ductless
Hot Water:
Water Source:
Private
Sewer:
Private Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Porch, Deck - Composite, Rain Gutters, Storage, Professional Landscaping, Screens, Garden, Invisible Fence, Stone Wall
Patio & Porch:
Porch, Deck - Composite
Fencing:
Invisible
Other Structures:
Lot Features:
Wooded
Road Surface:
Paved
Parking & Garage
Total Parking Spaces:
4
Parking Features:
Off Street
Special Features
Fireplaces:
1
Fireplace Type:
Living Room
Community Amenities:
Shopping, Tennis Court(s), Walk/Jog Trails, Medical Facility, Laundromat, Highway Access, House of Worship, Marina, Public School, University
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
3 schools
B
Westport Elementary School
< 0.1 mi
|
#382 of 825
|
Score: 48.2
Improved 113 spots from last year
-10 below state avg
465 students
Less Diverse
Rising School
Grades 01-04
Alice A Macomber School
2.3 mi
170 students
Less Diverse
Grades PK-K
B+
George H Potter School
3.4 mi
|
#293 of 825
|
Score: 51.0
Improved 127 spots from last year
-7.2 below state avg
413 students
Moderate
Rising School
Strong Attendance
Grades PK-05
High Schools
1 school
C+
Westport Middle-High School
0.2 mi
|
#226 of 346
|
Score: 49.9
Improved 17 spots from last year
-8.3 below state avg
876 students
Less Diverse
14 sports
• 622 athletes
High Graduation Rate
Grades 05-12
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Monthly Payment Calculator
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Loan Amount
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After down payment
Total Interest
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Over life of loan
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Including down payment
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Down: $0
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Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$327
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
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Rate Impact
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Current Rate
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
Head of Westport
375 Old County Rd, Westport MA 02790
Westport, MA 02790
Listing Information
Listing Agent
Gillian Barnard
Listing Office
Milbury and Company
Office Phone
508-997-7400
Agent MLS ID
CN244174
Office MLS ID
A95340
Listing Data Updated
Sep 14, 2026 8:02 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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