
355 High St Westwood — Photo 1 of 8
$1,195,000
Westwood, MA 02090
Beds
5
Baths
2.5
SqFt
2,907
Style
Single Family
Built
1929
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.
* Analysis is based on 18 actively listed and recently sold comparable properties strictly within Westwood, MA.
Range • Dishwasher • Refrigerator • Freezer • Washer • Dryer
Public Transportation • Shopping • Pool • Tennis Court(s) • Park • Walk/Jog Trails
29 x 14
Flooring - Hardwood, French Doors, Deck - Exterior, Exterior Access
20 x 15
Flooring - Hardwood, French Doors, Deck - Exterior, Exterior Access
20 x 12
Dining Area, Dryer Hookup - Electric, Washer Hookup
20 x 15
Bathroom - Full, Closet, Flooring - Hardwood
20 x 12
14 x 13
Closet, Flooring - Hardwood
13 x 11
Closet, Flooring - Hardwood
13 x 12
Closet
Aug 4, 2026
MLS® 73558725
Jun 30, 2026
MLS® 73528538
Jun 2, 2026
MLS® 73528538
16,318
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
$223K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
12.7%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
1,189 housing units permitted in the last 12 months (+21% vs the prior 12 months) — 706 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,907 sq ft principal dwelling). Lot size: 87,045 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Jane Wemyss
Listing Office: Compass
MLS® Number: 73558725
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