Active
5 beds2,907 sqft
355 High St, Westwood, MA 02090
Est: $7,201/moGet pre-approved
Single FamilyProperty Type
2.00 acresLot Size
1929Year Built
$411/sq ftPrice per sq ft
12 carsParking Spaces
2.5% CompensationBuyer's Agent

Description

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...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.
43 days on Market
Last updated: 09/03/2026 01:42 PM • Source: MLS PIN, MLS#: 73558725

Location

Listing Courtesy of: .

Add your commute

Payment Calculator

$7,201 per month

30 year fixed, 6.71% Interest

Principal and Interest

$6,175

Property Taxes

$1,025

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 355 High Street

Property Details
  • Taxes: $12,305 / year
  • MLS Type: Single Family / Detached
  • Buyer's Agent Compensation: 2.5%
  • Compensation Remarks: 0
  • Town: Westwood
  • Area: MA-Westwood
  • Architectural Style: Colonial
  • Style: Colonial
  • Garage Spaces: 2
  • Open Parking Spaces: 10.00
  • Parking Spaces Total: 12
Building Information
  • Year Built: 1929
  • Lot Size: 2.00 AC / 87,045 SF
General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Swimming Pool, Tennis Court, Park, Walk/Jog Trails, Conservation Area, Highway Access, House of Worship, Public School, T-Station, Sidewalks
  • Living Area: 2907.0
  • Color: white
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Approximate
  • Year Built Source: Public Records
Features
Interior Features
  • Appliances: Range, Dishwasher, Refrigerator, Freezer, Washer, Dryer
  • Basement Features: Full, Interior Access, Sump Pump, Concrete Floor, Unfinished Basement
  • Num of Baths: 3.0
  • Num of Full Baths: 2
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 2.50
  • Bathrooms Total Integer: 3
  • DoorFeatures: French Doors
  • FireplaceFeatures: Dining Room, Living Room, Master Bedroom
  • FireplaceYN: Yes
  • Fireplaces: 3
  • Flooring: Wood, Tile, Vinyl
  • Interior Features: French Doors, Window AC
  • Laundry Features: First Floor, Electric Dryer Hookup, Washer Hookup
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch - Screened, Stone Wall
  • Exterior Features: Stone Wall, Porch - Screened
  • Lot Description: Gentle Sloping
  • Patio And Porch Features: Screened
  • Roof Material: Shingle
  • View: Scenic View(s)
  • View: Yes
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Off-Street, Stone/Gravel, Unpaved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Off-Street, Stone/Gravel, Unpaved Driveway
  • Parking Features: Off-Street, Stone/Gravel, Unpaved Driveway
Utilities
  • Cooling: Window AC
  • Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Steam, Oil
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 300.0
  • Room Primary Bedroom Features: Bathroom - Full,Closet,Flooring - Hardwood
  • Room Primary Bedroom Length: 20.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 15.0
Bedroom 2
  • Bedroom2 Area: 240.0
  • Bedroom2 Features: Bathroom - Half,Closet,Flooring - Hardwood
  • Bedroom2 Length: 20.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 12.0
Bedroom 3
  • Bedroom3 Area: 182.0
  • Bedroom3 Features: Closet,Flooring - Hardwood
  • Bedroom3 Length: 14.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 13.0
Bedroom 4
  • Bedroom4 Area: 143.0
  • Bedroom4 Features: Closet,Flooring - Hardwood
  • Bedroom4 Length: 13.0
  • Bedroom4 Level: Second
  • Bedroom4 Width: 11.0
Bedroom 5
  • Bedroom5 Area: 156.0
  • Bedroom5 Features: Closet
  • Bedroom5 Length: 13.0
  • Bedroom5 Level: Second
  • Bedroom5 Width: 12.0
Bathroom 1
  • Bathroom1 Level: Second
Bathroom 2
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Level: Second
Dining Room
  • Dining Room Area: 300.0
  • Dining Room Features: Flooring - Hardwood,French Doors,Deck - Exterior,Exterior Access
  • Dining Room Length: 20.0
  • Dining Room Level: First
  • Dining Room Width: 15.0
Kitchen
  • Kitchen Area: 240.0
  • Kitchen Features: Dining Area,Dryer Hookup - Electric,Washer Hookup
  • Kitchen Length: 20.0
  • Kitchen Level: First
  • Kitchen Width: 12.0
Living Room
  • Room Living Room Area: 406.0
  • Room Living Room Features: Flooring - Hardwood,French Doors,Deck - Exterior,Exterior Access
  • Room Living Room Length: 29.0
  • Room Living Room Level: Main,First
  • Room Living Room Width: 14.0
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Road Responsibility: Public Maintained Road
  • Road Surface Type: Paved
  • Disclosures: Furnace replaced 12/2017; Electrical has been upgraded; water line from street was replaced; roof 2010.
Tax Information
  • Listing Terms: Contract
  • Tax ID: M:009 B:000 L:202,299715
  • Assessments: $956,100
  • Book: 00
  • Tax Year: 2026
  • Zoning: RC
Building / Association Information
Living Characteristics
  • Beds Total: 5
Other Building Characteristics
  • Foundation: Block
  • Cooling Zones: 1
  • Heat Zones: 1
Complex & Association Information
  • Adult Community: No

Property History for 355 High Street

DateEvent & SourcePriceAppreciation
Aug 4, 2026

Listed (Active)

MLS PIN #73558725

$1,195,000
Jun 30, 2026

Expired

MLS PIN #73528538

$1,195,000
Jun 25, 2026

Under Agreement

MLS PIN #73528538

DateEvent & SourcePrice
08/04/2026

Listed (Active)

MLS PIN #73558725

$1,195,000
06/30/2026

Expired

MLS PIN #73528538

$1,195,000
06/25/2026

Under Agreement

MLS PIN #73528538

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 355 High Street

Taxable ValueLand$450,400Additions$487,000Total$937,400
Tax Record2025$11,999 ($1,000 / month)
Home Facts
Beds5Baths2.5Total Finished SqFt2,907 SqFtAbove Grade Finished SqFt2,907 SqFtUnfinished Basement SqFt1,342 SqFtStories2Lot Size87,045 SqFtStyleSingle Family ResidenceYear Built1929Year Renovated1929ZoningRCCountyNORFOLKAPNWWOO M:009 B:000 L:202

Schools near 355 High Street

This home is within Westwood School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - PK to 5
Rating
School
Distance
Deerfield School
PublicK to 5

E W Thurston Middle School
Public6 to 8

Westwood High School
Public9 to 12

Pine Hill Elementary School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 02090

Contact Agent | 857 Gay Street, Westwood, MA 02090
Coldwell Banker Realty Coming Soon

Contact Agent

4
Bedrooms
1,840
Square Feet
0.32
Acres
$11,000,000 | 151 Grove Street, Westwood, MA 02090
1/36
Listed By Compass

$11,000,000

15
Bedrooms
13,754
Square Feet
22.2
Acres
Contact Agent | 444 Clapboardtree Street, Westwood, MA 02090
Coldwell Banker Realty Coming Soon

Contact Agent

4
Bedrooms
2,750
Square Feet
Unavailable
Acres
Contact Agent | 65 Colburn Street, Westwood, MA 02090
1/40
Compass Coming Soon

Contact Agent

4
Bedrooms
3,970
Square Feet
0.21
Acres
$1,149,000 | 81 Alder Road, Westwood, MA 02090
1/42

$1,149,000

4
Bedrooms
2,240
Square Feet
0.92
Acres
$3,600,000 | 272 Fox Hill Street, Westwood, MA 02090
1/22
ContingentVirtual Tour

$3,600,000

7
Bedrooms
4,241
Square Feet
8.93
Acres
$975,000 | 72 Sexton Avenue, Westwood, MA 02090
1/33
Listed By Coldwell Banker Realty

$975,000

4
Bedrooms
1,680
Square Feet
0.27
Acres
$1,249,000 | 61 Cedar Lane, Westwood, MA 02090
1/38
Listed By Coldwell Banker Realty

$1,249,000

2
Bedrooms
1,705
Square Feet
0.95
Acres
$1,599,900 | 85 Canton Terrace, Westwood, MA 02090
1/40

$1,599,900

3
Bedrooms
2,804
Square Feet
0.67
Acres

355 High Street is a single family home for sale in Westwood, MA 02090. This property was listed for sale on August 4, 2026 by Compass, it's currently listed at $1,195,000. This listing's school district is Westwood School District. Nearby schools include Deerfield School, E W Thurston Middle School and Westwood High School. 355 High Street is a 5-bed, 3-bath, 2,907 sqft single family home built in 1929.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.