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17-19 North Chestnut Street

Plainfield, Connecticut 06387

ACTIVE - NEW$349,900
Beds
6
Baths
2
SqFt
2,279
Acres
0.18
Year Built
1860
Matt Caiola

Matt Caiola

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2-Car Garage

About This Home

A fantastic opportunity for investors or owner-occupants! This well-maintained two-family property offers three bedrooms on each side, full basements, city water and sewer, and a detached oversized 2car garage with workshop. The property has been lovingly maintained and improved over the past 20 years with numerous updates throughout. Improvements include double paned windows, newer heating systems, electrical system updates, and chimney improvements with new crowns. Fresh interior painting and ongoing updates reflect the care and attention this property has received. Both units offer spacious living while the full basements provide additional storage and utilities. One unit is currently occupied by a tenant on a month-to-month lease, offering flexibility for the next owner. With its excellent condition, substantial improvements and desirable two-family layout this property is a wonderful opportunity for investors seeking rental income or buyers looking to live in one unit while generating income from the other. DONT MISS THIS ONE!

Key Facts

City/Town
Plainfield
Neighborhood
Wauregan
Property / Style
Multi-Family · Units are Side-by-Side
Year Built
1860
Days on Market
0 days
Beds
6
Baths
2 full
Living Area
2,279 sq ft
Lot Size
0.18 acres
Garage / Parking
2 garage
Property Taxes
$3,218 / Annually

Market Snapshot

The Plainfield Market

Multi-Family · trailing 12 months

Median Days on Market

33

4 active listings

Median $ / Sq Ft

$152

4 active listings

Sale-to-List Ratio

100.0%

26 sales

How this home compares

List Price

$349,900

vs $384,950 median

9.1% below median

Price / Sq Ft

$154

vs $152 median

In line with median

Days on Market

0 days

vs 33 days median

33 days fresher than median

Based on 4 active and 26 closed sales (trailing 12 mo) of multi-family in Plainfield. Source: SmartMLS · As of October 1, 2026.

Location

17-19 North Chestnut Street, Plainfield, Connecticut

Property

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,253

per month

  • Principal & Interest$1,868
  • Property Taxes$268
  • Insurance$117
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Plainfield
Neighborhood
Wauregan
County
Windham

Residence

Property Type
Multi-Family
Subtype
Duplex
Style
Units are Side-by-Side
Year Built
1860
New Construction
No/Resale
Living Area
2,279 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Per Board of Ed

Interior

Heating
BaseboardHot Water
Heat Fuel
Natural Gas
Cooling
None
Basement
FullInterior AccessConcrete Floor

Exterior & Lot

Lot Size
0.18 acres
Zoning
RA19
Garage / Parking
2 garage spacesDetached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Stone
Lot Description
Level Lot

Listing & Financials

Property Taxes
$3,218 / Annually
Days on Market
0
MLS #
24205261
MLS Status
Active

Similar Properties

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Listed By

Patricia Malek

(860) 377-1967

First Choice Realty

(860) 779-7460

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/1/2026. 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 10/1/2026 at 9:00 PM UTC.