LevelSecond
355 High St, Westwood MA 02090
Westwood, MA 02090
$1,195,000
Est. $7,268/month
Track this home for price, status, and open-house alerts.
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.
View in the App
Save this property, schedule tours instantly, and get alerts when the price drops
Scan with phone
Public Records & Permits
Log in to view assessor & tax records, ownership history, and recent building permits for this property.
BMN Estimate
Get the number an algorithm can't give you
A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.
Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
Aug 4, 2026
$1,195,000
Original listing
Agent: Jane Wemyss
Office: Compass
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/04/2026 | 🏠 Listed for Sale | $1,195,000 | - | - | Original listing |
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
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached, Off Street, Stone/gravel, Unpaved
Total Spaces
12
Utilities
Electric
Circuit Breakers
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Electric Range, For Electric Oven, For Electric Dryer, Washer Hookup
Financial
Annual Tax
$12,305
Assessed Value
$956,100
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
Electrical Has Been Upgraded; Water Line From Street Was Replaced;
Additional Details
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)
27 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
Interactive room guide
Floor Layout
Finished Area
2,907 sq ft above grade
Dimensions13 x 12
FeaturesCloset
LevelSecond
Dimensions13 x 11
FeaturesCloset, Flooring - Hardwood
LevelSecond
Dimensions14 x 13
FeaturesCloset, Flooring - Hardwood
LevelSecond
LevelSecond
Dimensions20 x 12
FeaturesBathroom - Half, Closet, Flooring - Hardwood
LevelSecond
LevelSecond
Dimensions20 x 15
FeaturesBathroom - Full, Closet, Flooring - Hardwood
LevelSecond
Dimensions20 x 15
FeaturesFlooring - Hardwood, French Doors, Deck - Exterior, Exterior Access
LevelFirst
Dimensions20 x 12
FeaturesDining Area, Dryer Hookup - Electric, Washer Hookup
LevelFirst
Dimensions29 x 14
FeaturesFlooring - Hardwood, French Doors, Deck - Exterior, Exterior Access
LevelMain,First
FeaturesYes
Display Options
Outdoor Areas
Patio & porchScreened
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
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, 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 District
Westwood School District local
A+
Where Graduates Go
Class of 2021
84%
attend college
82%
4-Year
2%
2-Year
47%
Out of State
6%
Working
School Safety
2024-25
0.4%
Low
0.4%
Suspensions
0.7%
In-School
5.1% below state avg
Elementary Schools
3 schools
Westwood Integrated Preschool
1.3 mi
44 students
Diverse
Grades PK
Early Childhood Center
1.4 mi
285 students
Diverse
Grades PK-K
A
Pine Hill Elementary School
1.5 mi
|
#155 of 824
|
Score: 56.9
Dropped 78 spots from last year
-1.3 below state avg
473 students
Diverse
Strong Attendance
Grades PK-05
Middle Schools
3 schools
A+
E.W. Thurston Middle School
1.2 mi
|
#28 of 352
|
Score: 60.5
Dropped 4 spots from last year
+2.3 above state avg
664 students
Moderate
Strong Attendance
Grades 06-08
A-
Dedham Middle School
2.8 mi
|
#106 of 352
|
Score: 49.0
Improved 23 spots from last year
-9.2 below state avg
555 students
Diverse
Rising School
Grades 06-08
A+
Pollard Middle School
2.8 mi
|
#10 of 352
|
Score: 63.3
Dropped 6 spots from last year
+5.1 above state avg
867 students
Moderate
Strong Attendance
Grades 07-08
High Schools
3 schools
A+
Westwood High School
1.3 mi
|
#14 of 346
|
Score: 74.6
Improved 24 spots from last year
+16.4 above state avg
837 students
Moderate
20 sports
• 2,114 athletes
Strong AP Program
High Graduation Rate
Rising School
College Ready Curriculum
Grades 09-12
Xaverian Brothers High School
1.9 mi
16 sports
• 3,034 athletes
Strong Athletics
Grades 09-12
Ursuline Academy
1.9 mi
15 sports
• 1,084 athletes
Strong Athletics
Grades 07-12
Learn about these ratings
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
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
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
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
Loading map...
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 8, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
Contact Us
Ask about this property — free, no obligation.
Similar Homes for Sale
Comparable Properties
Customize Comparable Search
Finding comparable properties...
Loading market insights for Westwood.