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355 High StWestwood, MA 02090

For Sale

$1,195,000

Smart Buyer Rebate $5,975

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.

Last updated September 03, 2026

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Source: MLSPin #73558725

Listing Facts

  • TypeSingle-family
  • NeighborhoodWestwood
  • Bedrooms5
  • Bathrooms3
  • Days on Prevu43
  • Taxes$12,305/year
  • Size2,907 sqft
  • Price per sqft$411

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

08/04/2026
Listed by
$1,195,000
  1. 08/04/2026$1,195,000
    Listed by

Property Details for 355 High St

Association

Amenities

  • Community Features: Pool, Tennis Court(s), Park, Sidewalks

Exterior

Construction

  • Roof: Shingle
  • Year Built: 1929
  • Year Built Details: Approximate
  • Architectural Style: Colonial
  • Construction Materials: Frame

Features

  • Fencing: Stone
  • Patio And Porch Features: Screened, Porch
  • View: Scenic

Measurements

  • Building Area Total: 2,907
  • Building Area Units: Square Feet
  • Lot Features: Gentle Sloping
  • Lot Size Acres: 2.00
  • Lot Size Area: 2
  • Lot Size Square Feet: 87,045
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:009 B:000 L:202,299715
  • Tax Annual Amount: $12,305.00
  • Tax Assessed Value: $956,100.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Range, Dishwasher, Refrigerator, Freezer, Washer, Dryer
  • Fireplace Features: Dining Room, Living Room, Master Bedroom
  • Fireplace: Yes
  • Fireplaces Total: 3
  • Flooring: Wood, Tile, Vinyl

Measurements

  • Living Area: 2,907
  • Living Area Source: Public Records

Rooms

  • Basement: Full, Interior Entry, Sump Pump, Concrete, Unfinished
  • Has Basement: Yes
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 5
  • Rooms Total: 9

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 10
  • Open Parking: Yes
  • Parking Features: Attached, Off Street, Unpaved, Garage
  • Parking Total: 12

Utilities

Equipment

  • Cooling: Window Unit(s)
  • Has Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Steam, Oil
  • Has Heating: Yes
  • Laundry Features: Electric Dryer Hookup, Washer Hookup
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 3 bathrooms in this single-family home at 355 High St.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 355 High St.

What are the annual taxes for 355 High St?

Annual taxes for this single-family home are estimated at $12,305.

How does 355 High St compare to other single-family homes in Westwood?

This single-family home is listed 63% below the average price for single-family homes in Westwood and has been on the market for 41 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 2,907 sqft.

355 High St is a 5-bedroom, 3-bath single-family home for sale in Westwood MA 02090. Available on Prevu for 43 days at $1,195,000. This home features 2,907 square feet of living space, located in Westwood. The median listing price for single-family homes in this area is $2,250,000. Property amenities include private outdoor space, dishwasher, parking, swimming pool, and washer/dryer. Browse more single-family home listings in Norfolk County.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. MLS Property Information Network, Inc. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.