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380 Chestnut Street

New Britain, Connecticut 06051

ACTIVE - NEW$350,000
Beds
8
Baths
2
SqFt
2,540
Acres
0.11
Year Built
1900
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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About This Home

Exceptional Investment Opportunity in New Britain! This unique property at 380 Chestnut Street has been thoughtfully reimagined from a traditional single-family home into a spacious rooming house, currently offering 8 bedrooms and 2 full bathrooms across the first and second floors. The third floor provides additional potential with 2 Bedrooms, an existing full bathroom and mock-kitchen setup, offering an opportunity for further expansion and customization. The full basement adds even more versatility, featuring 3 bedrooms, 1 full bathroom, and a space that can be utilized as living area, providing excellent potential for additional living space. Designed with flexibility in mind, all levels are connected as a rooming house rather than separate units, providing a variety of possibilities for the next owner. Bring your vision and creativity-this property has the potential to be transformed into a true two-unit property, an expansive single-family residence, or an income-producing rooming house capable of accommodating multiple tenants. With its generous layout, flexible configuration, and prime location, this is a chance to create a customized investment property in the heart of New Britain. Conveniently located near major roadways including Route 9 and I-84, providing easy access to Hartford and surrounding communities.

Key Facts

City/Town
New Britain
Neighborhood
N/A
Property / Style
Multi-Family · Units on different Floors
Year Built
1900
Days on Market
0 days
Beds
8
Baths
2 full
Living Area
2,540 sq ft
Lot Size
0.11 acres
Garage / Parking
1 garage · 2 total
Property Taxes
$6,665 / Annually

Market Snapshot

The New Britain Market

Multi-Family · trailing 12 months

Median Days on Market

28

27 active listings

Median $ / Sq Ft

$162

27 active listings

Sale-to-List Ratio

103.9%

205 sales

How this home compares

List Price

$350,000

vs $485,000 median

27.8% below median

Price / Sq Ft

$138

vs $162 median

14.8% below median

Days on Market

0 days

vs 28 days median

28 days fresher than median

Based on 27 active and 205 closed sales (trailing 12 mo) of multi-family in New Britain. Source: SmartMLS · As of August 21, 2026.

Location

380 Chestnut Street, New Britain, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,473

per month

  • Principal & Interest$1,801
  • Property Taxes$555
  • Insurance$117
  • HOA$0

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

Location

City/Town
New Britain
Neighborhood
N/A
County
Hartford

Residence

Property Type
Multi-Family
Subtype
Duplex
Style
Units on different Floors
Year Built
1900
New Construction
No/Resale
Living Area
2,540 sq ft

Schools

Elementary
Chamberlain Primary
High
Per Board of Ed

Interior

Heating
Gas on Gas
Cooling
None
Basement
FullFully FinishedLiveable Space

Exterior & Lot

Lot Size
0.11 acres
Zoning
T
Garage / Parking
1 garage space2 total parking spacesDetached GarageDrivewayPrivate
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Color
Brown
Roof
Asphalt Shingle
Foundation
Wood
Exterior Features
BalconyDeck
Lot Description
Level Lot

Listing & Financials

Property Taxes
$6,665 / Annually
Days on Market
0
MLS #
24195109
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Jessica Boswell

(860) 357-0704

LPT Realty

(877) 366-2213

Co-Listed By

Cori Taber

LPT Realty

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

The IDX display contains information sourced from SmartMLS, Inc. as of 8/21/2026. 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 8/21/2026 at 12:45 AM UTC.