16 Main Street
Plainfield, Connecticut 06374
- Beds
- 4
- Baths
- 0
- SqFt
- 3,673
- Acres
- 3.80
- Year Built
- 1880
- Neighborhood
- Central Village
- Property Type
- Multi-Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Distinctive mixed-use property believed to date to the 1800s and extensively renovated around 2021. Blends historic post-and-beam character with modern updates, offering residential living plus studio, workshop, office, brewing, and creative spaces. Residential areas feature exposed posts and beams, wide-plank pine floors, shiplap, barn doors, butcher-block shelving, and cathedral ceilings. Kitchens include custom hickory and white shaker cabinetry, large center island, leathered granite counters, farmhouse sinks, stainless appliances, and matte-black fixtures. One area was a former display kitchen; renovations added a bedroom, large closet, and living space. Commercial, first floor temperature-controlled space. Walkout basement has concrete floors, substantial storage, multiple exterior doors, and ~8-ft ceilings. Systems include mini-splits, natural-gas heat, second-floor air handler, three-phase power, newer electrical panel, hybrid heat-pump water heater, UV filtration, new well pump, spray-foam insulation, and updated PVC plumbing. Exterior offers greenhouse/sunroom, pergola, large paver area, extensive newer decking, storage shed, private well, and multiple walkouts. Owner estimates parking for ~50 vehicles. Original cupola available for reinstallation.
Key Facts
- City/Town
- Plainfield
- Neighborhood
- Central Village
- Property / Style
- Multi-Family · Units on different Floors,Units are Side-by-Side
- Year Built
- 1880
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 0 baths
- Living Area
- 3,673 sq ft
- Lot Size
- 3.80 acres
- Garage / Parking
- 2 garage · 50 total
- Property Taxes
- $5,757 / Annually
Market Snapshot
The Plainfield Market
Multi-Family · trailing 12 months
Active Listings
3
5 under contract
Median List Price
$399,900
3 active listings
Median Closed Price
$350,000
24 sales
Median Days on Market
2
3 active listings
Median $ / Sq Ft
$151
3 active listings
Sale-to-List Ratio
100.7%
24 sales
How this home compares
List Price
$899,900
vs $399,900 median
2.3× the median
Price / Sq Ft
$245
vs $151 median
62.3% above median
Days on Market
0 days
vs 2 days median
2 days fresher than median
Based on 3 active and 24 closed sales (trailing 12 mo) of multi-family in Plainfield. Source: SmartMLS · As of August 7, 2026.
Location
16 Main Street, Plainfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 6, 2026per month
- Principal & Interest$4,641
- Property Taxes$480
- Insurance$300
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Plainfield
- Neighborhood
- Central Village
- County
- Windham
Residence
- Property Type
- Multi-Family
- Subtype
- Other
- Style
- Units on different Floors,Units are Side-by-Side
- Year Built
- 1880
- New Construction
- No/Resale
- Living Area
- 3,673 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Plainfield
Interior
- Heating
- Hot Air
- Heat Fuel
- ElectricNatural Gas
- Cooling
- Central Air
- Basement
- FullFull With Walk-Out
Exterior & Lot
- Lot Size
- 3.80 acres
- Zoning
- C2
- Garage / Parking
- 2 garage spaces50 total parking spacesDetached GarageBarnDrivewayOff Street ParkingParking LotPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Lightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $5,757 / Annually
- Days on Market
- 0
- MLS #
- 24197545
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/7/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 8/7/2026 at 4:35 PM UTC.