About this home
NEW PRICE! Exceptional opportunity to live in Westwood on a two-acre property which offers the perfect balance of privacy and convenience, easy access to the town center, major commuter routes in premier MetroWest community. 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.
Listing last checked: Listing updated:
Listed by Jane Wemyss · Compass · MLS #73558725
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Details at a glance
Interior6 property facts
- Rooms
- 9
- Heating
- Steam, Oil
- Cooling
- Window Unit(s)
- Flooring
- Wood, Tile, Vinyl
- Basement
- Yes · Full, Interior Entry, Sump Pump, Concrete, Unfinished
- Fireplaces
- 3
Building6 property facts
- Style
- Single Family Residence
- Year built
- 1929
- Garage
- 2
- Parking
- 12
- Foundation
- Block
- Roof
- Shingle
Land & utilities5 property facts
- Lot size
- 2 acres
- Water
- Public
- Sewer
- Public Sewer
- Pool
- Not reported
- Zoning
- RC
Financial2 property facts
- Annual taxes
- $12,305
- Assessment year
- 2026
Location
Estimated monthly cost
Explore costs at the $1,050,000 asking price. Adjust the assumptions to your situation.
Known monthly costs$6,335 / monthAdjust
- Principal & interest
- $5,309
- Property tax
- $1,025
- Insurance
- Not entered
- HOA
- Not entered
Listing annual taxes: $12,305. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.
Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.
The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.
Price and status timeline
- Exp
$1,195,000 · Jun 2, 2026
More property insights
Automated value estimate $1,238,450
Estimated range $1,180,349–$1,296,551.
Automated estimates are not appraisals or guarantees of market value.
Request a professional market analysisPhoto-based condition insights
Overall presentation: below average
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About 355 High St
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Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
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