355 High St, Westwood MA 02090

Westwood, MA 02090
$1,195,000
Est. $7,268/month
5
Beds
2.5
Baths
2,907
Sq Ft
$411
Price/Sq Ft
2.00
Acres
1929
Year Built
2
Garage Spaces
4 hours 43 minutes
Time on Market
Active Listed Aug 4, 2026 • MLS# 73558725 Copied! • Updated Aug 4, 2026

About this home

Exceptional two-acre property offers the perfect balance of privacy and convenience, with easy access to the town center, major commuter routes in premier MetroWest community of Westwood. Built in 1929, this classic Colonial showcases timeless architectural character, featuring high ceilings, oversized windows and french doors providing an abundance of natural light, and hardwood floors throughout. Rich in charm and original detail, this home presents a rare opportunity to restore and reimagine a property with enduring appeal. The expansive grounds are a true highlight—an exceptional, rolling yard surrounded by a serene, natural setting that offers both tranquility and space for outdoor living, entertaining, or future enhancements. Located in highly sought-after Westwood—known for its top-rated schools, strong community feel —this property represents a unique opportunity for buyers looking to customize and create their ideal home in a prime location. No open houses.

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Property History

Property Timeline

🏠
Listed for Sale
Aug 4, 2026
$1,195,000
Original listing
Agent: Jane Wemyss Office: Compass

Tax History

Year Taxes Assessment
2026 $12,305 $956,100

Financial Details

Annual Property Tax
$12,305
Tax Year 2026
Assessed Value
$956,100

Facts & Features

2 Car Garage

Home Facts

Type Residential
Style Single Family Residence
Year Built 1929
Living Area 2,907 sq ft
Lot Size 2.00 acres
Bedrooms 5
Full Baths 2
Half Baths 1
Total Rooms 9

Interior

Heating Steam, Oil
Cooling Window Unit(s)
Flooring Wood, Tile, Vinyl
Appliances Range, Dishwasher, Refrigerator, Freezer, Washer, Dryer
Fireplace Dining Room, Living Room, Master Bedroom
Fireplaces 3
Basement Full, Interior Entry, Sump Pump, Concrete, Unfinished
Laundry First Floor, Electric Dryer Hookup, Washer Hookup
Features None

Exterior

Construction Frame
Architecture Colonial
Roof Shingle
Features Porch - Screened, Stone Wall
Pool None
Spa None
Fencing None
Patio/Porch Screened
Garage Spaces 2
Has Garage Yes
Features Attached, Off Street, Stone/gravel, Unpaved
Total Spaces 12
Electric Circuit Breakers
Water Public
Sewer Public Sewer
Gas None
Other For Electric Range, For Electric Oven, For Electric Dryer, Washer Hookup
Annual Tax $12,305
Assessed Value $956,100
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures Electrical Has Been Upgraded; Water Line From Street Was Replaced;
Possession None
Accepted Financing Contract
Structure Type []
House Color white
Sq Ft Source Public Record
Documents None
County Norfolk
Total market time (incl. prior listings) 23 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1929
Bedrooms
5
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,907 sq ft
Total Rooms
9

Floor Layout

Interior Features

Flooring: Wood, Tile, Vinyl
Appliances: Range, Dishwasher, Refrigerator, Freezer, Washer, Dryer
Interior Features:
Windows:
Basement: Full, Interior Entry, Sump Pump, Concrete, Unfinished
Laundry: First Floor, Electric Dryer Hookup, Washer Hookup
Security:

Construction & Materials

Style: Colonial
Year Built: 1929
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Block

Heating, Cooling & Utilities

Heating: Steam, Oil
Heating Zones: 1
Cooling: Window Unit(s)
Cooling Zones: 1
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Porch - Screened, Stone Wall
Patio & Porch: Screened
Fencing:
Other Structures:
Lot Features: Gentle Sloping
Road Surface: Paved

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 12
Parking Features: Attached, Off Street, Stone/Gravel, Unpaved

Special Features

Fireplaces: 3
Fireplace Type: Dining Room, Living Room, Master Bedroom
View: Yes
View Type: Scenic View(s)
Community Amenities: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Conservation Area, Highway Access, House of Worship, Public School, T-Station, Sidewalks

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
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After down payment
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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 $1,025
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Current Rate
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Payment Over Time

Interest
Principal
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

355 High St, Westwood MA 02090

Westwood, MA 02090

Listing Information

Listing Agent Jane Wemyss
Listing Office Compass
Office Phone 781-365-9954
Agent MLS ID BB801331
Office MLS ID AN5216
Listing Data Updated Aug 4, 2026 8:06 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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