For sale

$1,195,000

355 High St, Westwood, MA 02090

5beds

2,907sqft

$7,485/mo

Get pre-qualified

Single Family Residence

Built in 1929

2 Acres Lot

$1,171,200 Zestimate^®

$411/sqft

$-- HOA

What's special

Two-acre propertyExpansive groundsHardwood floors throughoutSerene natural settingExceptional rolling yardHigh ceilings

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.

16 days

2,655

79

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 5
Bathrooms: 3
Full bathrooms: 2
1/2 bathrooms: 1

Primary bedroom

Features: Bathroom - Full, Closet, Flooring - Hardwood
Level: Second
Area: 300
Dimensions: 20 x 15

Bedroom 2

Features: Bathroom - Half, Closet, Flooring - Hardwood
Level: Second
Area: 240
Dimensions: 20 x 12

Bedroom 3

Features: Closet, Flooring - Hardwood
Level: Second
Area: 182
Dimensions: 14 x 13

Bedroom 4

Features: Closet, Flooring - Hardwood
Level: Second
Area: 143
Dimensions: 13 x 11

Bedroom 5

Features: Closet
Level: Second
Area: 156
Dimensions: 13 x 12

Primary bathroom

Features: Yes

Bathroom 1

Level: Second

Bathroom 2

Level: Second

Bathroom 3

Level: Second

Dining room

Features: Flooring - Hardwood, French Doors, Deck - Exterior, Exterior Access
Level: First
Area: 300
Dimensions: 20 x 15

Kitchen

Features: Dining Area, Dryer Hookup - Electric, Washer Hookup
Level: First
Area: 240
Dimensions: 20 x 12

Living room

Features: Flooring - Hardwood, French Doors, Deck - Exterior, Exterior Access
Level: Main,First
Area: 406
Dimensions: 29 x 14

Heating

Steam, Oil

Cooling

Window Unit(s)

Appliances

Included: Range, Dishwasher, Refrigerator, Freezer, Washer, Dryer
Laundry: First Floor, Electric Dryer Hookup, Washer Hookup

Features

Flooring: Wood, Tile, Vinyl
Doors: French Doors
Basement: Full,Interior Entry,Sump Pump,Concrete,Unfinished
Number of fireplaces: 3
Fireplace features: Dining Room, Living Room, Master Bedroom

Interior area

Total structure area: 2,907
Total interior livable area: 2,907 sqft
Finished area above ground: 2,907

Property

Parking

Total spaces: 12
Parking features: Attached, Off Street, Stone/Gravel, Unpaved
Attached garage spaces: 2
Uncovered spaces: 10

Features

Patio & porch: Screened
Exterior features: Porch - Screened, Stone Wall
Has view: Yes
View description: Scenic View(s)

Lot

Size: 2 Acres
Features: Gentle Sloping

Details

Parcel number: M:009 B:000 L:202,299715
Zoning: RC

Construction

Type & style

Home type: SingleFamily
Architectural style: Colonial
Property subtype: Single Family Residence

Materials

Frame
Foundation: Block
Roof: Shingle

Condition

Year built: 1929

Utilities & green energy

Electric: Circuit Breakers
Sewer: Public Sewer
Water: Public
Utilities for property: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup

Community & HOA

Community

Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Conservation Area, Highway Access, House of Worship, Public School, T-Station, Sidewalks

HOA

Has HOA: No

Location

Region: Westwood

Financial & listing details

Price per square foot: $411/sqft
Tax assessed value: $956,100
Annual tax amount: $12,305
Date on market: 8/4/2026
Listing terms: Contract
Road surface type: Paved

Estimated market value

$1,171,200

$1.11M - $1.23M

$5,572/mo

Price history

Date	Event	Price
8/4/2026	Listed for sale	$1,195,000$411/sqft
Source: MLS PIN #73558725 Report a problem
6/26/2026	Listing removed	$1,195,000$411/sqft
Source: MLS PIN #73528538 Report a problem
6/25/2026	Listed for sale	$1,195,000$411/sqft
Source: MLS PIN #73528538 Report a problem
6/25/2026	Pending sale	$1,195,000$411/sqft
Source: MLS PIN #73528538 Report a problem
6/11/2026	Contingent	$1,195,000$411/sqft
Source: MLS PIN #73528538 Report a problem
6/2/2026	Listed for sale	$1,195,000$411/sqft
Source: MLS PIN #73528538 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$11,132	$869,000
2024	$11,132 +3.7%	$869,000 +15.8%
2023	$10,735 +4.9%	$750,700 +8.8%
2022	$10,236 -2%	$690,200 -2.4%
2021	$10,448 +11.7%	$706,900 +9.7%
2020	$9,352 +4%	$644,550 +5%
2019	$8,995 +0.8%	$614,000 +3.8%
2018	$8,928 +4.5%	$591,650 +0.9%
2017	$8,540 +5.5%	$586,150 +6.1%
2016	$8,097 +2.5%	$552,300 +6.5%
2015	$7,901 +1.2%	$518,450 +2.2%
2014	$7,811 +1.2%	$507,200 -2.2%
2013	$7,720 +2.8%	$518,450
2012	$7,507 -0.2%	$518,450 -4.6%
2011	$7,519 -36.5%	$543,700 -39.9%
2010	$11,834 +45.8%	$905,400 +34%
2009	$8,115 -8.6%	$675,700 -10.6%
2008	$8,874 +9.4%	$755,900
2007	$8,111 +3.5%	$755,900
2006	$7,839 -1.8%	$755,900 +13.3%
2005	$7,985 -7.6%	$667,050
2004	$8,645 +40%	$667,050 +23.7%
2003	$6,173 +23.3%	$539,100 +43.9%
2001	$5,008 +22.4%	$374,600 +29.2%
1995	$4,093	$290,050