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Listed by: Real Broker LLC Betsy Adamovich
General Property Information
- Property Status
- Active
- Price
- $649, 000
- Property Type
- Multi-Family
- County
- VT-Windsor
- Agency / Brokerage
- Betsy Adamovich
Real Broker LLC - List Date
- 9/23/2026 8:00 PM
- Acres
- 0.5
- # of Units
- 5
Description
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.
Map
Town Market Snapshot
Source: Data provided by PrimeMLS, graph generated by Pall Spera Company
Affordability Estimate
Quick payment estimate for this listing. Not a loan offer — rates and terms vary.
Est. monthly principal & interest —
Estimate excludes taxes, insurance, HOA, and PMI. Consult a lender for accurate figures.
Features
- # of Units
- 5
- Year Built
- 1880
- Parking
- Driveway, Off Street, On-Site, Parking Spaces 6+, Unassigned, Unpaved
- Road Frontage
- 300
- # of Electric Meters
- 5
- Sq Ft (Above Ground)
- 6,894
- Sq Ft (Below Ground)
- 6,894
- Total Sq Ft
- 13,788
- Land Description
- Corner, Level, Major Road Frontage, Neighbor Business, Sidewalks, Street Lights, In Town, Near Paths, Near Shopping, Near Skiing, Near Public Transport, Near School(s)
- Taxes
- $14,272
Unit Information
Unit 1
- # Rooms
- 0
- Sq. Ft.
- 0
- Monthly Rent
- $5,000
Unit 2
- # Bedrooms
- 0
- Sq. Ft.
- 0
- Monthly Rent
- $1,025
Unit 3
- Sq. Ft.
- 0
- Monthly Rent
- $1,000
Unit 4
- Monthly Rent
- $900
Unit 5
- Monthly Rent
- $1,250
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