About this home
A rare opportunity to acquire a fully occupied, well-maintained mixed-use property in one of Chester’s most recognizable village locations. The front portion of the building is leased as professional office space for $5,000 per month, with the commercial tenant responsible for heat and electricity. The tenant has expressed interest in entering into a significantly longer-term lease, with the lease length and additional terms to be negotiated directly with the next owner. The property includes four additional residential units, all currently rented, including one leased by the commercial tenant for employee housing. Detailed income, expense, and lease information is available through your agent. Carefully maintained over the years, the building requires no known major upgrades or repairs and is ready for its next owner. More than sufficient parking is available on both sides of the building, along with abundant storage throughout the property, including basement garage space. Its location just off the historic Chester Village Green provides excellent visibility and steady Main Street traffic for commercial use, while remaining comfortable and quiet for residential tenants. Local shops, restaurants, and village amenities are all nearby, and Chester’s iconic Swinging Bridge, the Williams River, and its scenic footpath are less than a quarter mile away at the end of School Street. With established tenants, multiple income streams, ample parking and storage, and an outstanding village location, 23 School Street offers an exceptional opportunity to step into a strong-performing property from day one.
Listing last checked: Listing updated:
Listed by Betsy Adamovich · Real Broker LLC · MLS #5111465
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Details at a glance
Interior3 property facts
- Heating
- Baseboard, Oil
- Cooling
- None
- Basement
- Yes · Locked Storage, Storage Space, Unfinished
Building4 property facts
- Style
- Multi Family
- Year built
- 1880
- Foundation
- Stone
- Roof
- Slate
Land & utilities5 property facts
- Lot size
- 0.5 acres
- Water
- Public
- Sewer
- Public Sewer
- Pool
- Not reported
- Zoning
- Village Center
Financial2 property facts
- Annual taxes
- $14,272
- Assessment year
- 2025
Location
Estimated monthly cost
Explore costs at the $649,000 asking price. Adjust the assumptions to your situation.
Known monthly costs$4,471 / monthAdjust
- Principal & interest
- $3,282
- Property tax
- $1,189
- Insurance
- Not entered
- HOA
- Not entered
Listing annual taxes: $14,272. 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.
More property insights
Photo-based condition insights
Overall presentation: poor
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About 23 School Street
Can I request a private showing?
Request a tour of 23 School Street and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.

