Absolutely stunning architecture located just steps from the village green and across the road from the historic Congregational Church. This property has five apartments. The kitchen appliances are included in each and there is a shared washer and dryer available for tenant use. Each of the five units has its own 100-amp electric panel box. The heat is a central, oil fired boiler providing baseboard heat with separate thermostats in each unit. Hot water is a central water heater. The building is handsome with its wrap around porch and columns. There once was a commercial unit in the bottom right side of the house and the individual door and unique windows are still in place. Many historic features are still intact such as hand split lathe, woodwork, flooring, cupboards, hardware and more, but there are some new windows and other updates. There is a very large barn that perhaps has the potential for four additional apartments or storage. Large yard for play or gardens. Ample parking. Easy walk to school, shops, restaurants, and the town recreation area. Bring your ideas....investment rentals, create condos, develop the barn, or what? Easy to show. 24-hour notice needed for one apartment; the others are ready to show.
Active under contract
Listed by:
Betty McEnaney,
Diamond Realty 802-228-1234
Price cut: $80K (9/18)
$495,000
423 Main Street, Chester, VT 05142
6beds
3,217sqft
Est.:
Multi Family
Built in 1850
-- sqft lot
$-- Zestimate®
$154/sqft
$-- HOA
What's special
Stunning architectureShared washer and dryerAmple parkingCentral oil fired boilerWrap around porchLarge yard
- 257 days |
- 61 |
- 0 |
Zillow last checked: 8 hours ago
Listing updated: October 29, 2025 at 11:12am
Listed by:
Betty McEnaney,
Diamond Realty 802-228-1234
Source: PrimeMLS,MLS#: 5034061
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 5
- Full bathrooms: 5
Heating
- Oil, Baseboard, Zoned
Cooling
- None
Appliances
- Included: Electric Water Heater, Owned Water Heater
Features
- Flooring: Carpet, Combination, Hardwood, Laminate, Softwood, Vinyl, Vinyl Plank
- Basement: Dirt Floor,Full,Exterior Stairs,Interior Stairs,Unfinished,Interior Access,Exterior Entry,Interior Entry
Interior area
- Total structure area: 5,077
- Total interior livable area: 3,217 sqft
- Finished area above ground: 3,217
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Parking features: Gravel
Features
- Levels: 2.5
- Patio & porch: Covered Porch
- Exterior features: Storage
- Frontage length: Road frontage: 70
Lot
- Size: 0.57 Acres
- Features: Landscaped, Level, Open Lot, Sidewalks, Walking Trails, In Town, Near Paths, Near Shopping, Near Public Transit, Near School(s)
Details
- Additional structures: Barn(s)
- Zoning description: Village Center
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Federal,Greek Revival
- Property subtype: Multi Family
Materials
- Post and Beam, Clapboard Exterior, Wood Siding
- Foundation: Stone
- Roof: Shingle
Condition
- New construction: No
- Year built: 1850
Utilities & green energy
- Electric: 100 Amp Service, Circuit Breakers
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Phone Available, Phone, Underground Oil Tank
Community & HOA
Location
- Region: Chester
Financial & listing details
- Price per square foot: $154/sqft
- Annual tax amount: $9,315
- Date on market: 3/31/2025
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 9/18/2025 | Price change | $495,000-13.9%$154/sqft |
Source:  PrimeMLS #5034061 Report a problem | ||
| 5/29/2025 | Price change | $575,000-5%$179/sqft |
Source: PrimeMLS #5034061 Report a problem | ||
| 3/31/2025 | Listed for sale | $605,000$188/sqft |
Source: PrimeMLS #5034061 Report a problem | ||
Public tax history
Public tax history
Tax history is unavailable.BuyAbility℠ payment
Est. payment
$2,909/mo
Principal & interest
$1919
Property taxes
$817
Home insurance
$173
Climate risks
Neighborhood: Chester-Chester Depot
Nearby schools
GreatSchools rating
- 5/10Chester-Andover Usd #29Grades: PK-6Distance: 0.4 mi
- 7/10Green Mountain Uhsd #35Grades: 7-12Distance: 1.3 mi
Schools provided by the listing agent
- Elementary: Chester-Andover Elementary
- Middle: Green Mountain UHSD #35
- High: Green Mountain UHSD #35
- District: Two Rivers Supervisory Union
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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