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1365 East Main Street

Bridgeport, Connecticut 06608

ACTIVE$1,000,000
Beds
7
Baths
5
SqFt
7,715
Acres
0.11
Year Built
1909
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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3-Car Garage

About This Home

Prime Mixed-Use Investment Opportunity in Bridgeport's East End. Investors take notice! Do not miss this exceptional income-generating opportunity located in the heart of the East End. This versatile mixed-use property offers immediate multi-stream revenue potential, featuring three residential apartments, a commercial storefront, and a detached 3-car garage capable of generating additional rental income. Ideally situated for high tenant retention, the property is within walking distance of bus lines, supermarkets, the library, and local restaurants. Commuters will appreciate the convenient access to major highways. Whether you are looking to expand your portfolio or acquire a turnkey asset with diverse income sources, this property is a must-see. Key Features: 3 Residential Units, 1 Commercial/Retail Space, Detached 3-Car Garage (Leasable), High-visibility location near amenities & transit.

Key Facts

City/Town
Bridgeport
Neighborhood
N/A
Property / Style
Multi-Family · Units on different Floors,Other
Year Built
1909
Days on Market
266 days
Beds
7
Baths
5 full
Living Area
7,715 sq ft
Lot Size
0.11 acres
Garage / Parking
3 garage
Property Taxes
$9,755 / Annually

Market Snapshot

The Bridgeport Market

Multi-Family · trailing 12 months

Median Days on Market

40

76 active listings

Median $ / Sq Ft

$217

76 active listings

Sale-to-List Ratio

100.0%

253 sales

How this home compares

List Price

$1.00M

vs $649,950 median

53.9% above median

Price / Sq Ft

$130

vs $217 median

40.1% below median

Days on Market

266 days

vs 40 days median

226 days longer than median

Based on 76 active and 253 closed sales (trailing 12 mo) of multi-family in Bridgeport. Source: SmartMLS · As of November 7, 2026.

Location

1365 East Main Street, Bridgeport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,565

per month

  • Principal & Interest$5,419
  • Property Taxes$813
  • Insurance$333
  • HOA$0

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

Location

City/Town
Bridgeport
Neighborhood
N/A
County
Fairfield

Residence

Property Type
Multi-Family
Subtype
Other
Style
Units on different Floors,Other
Year Built
1909
New Construction
No/Resale
Living Area
7,715 sq ft
Below Grade
1,806 sq ft

Schools

Elementary
Luis Munoz Marin
Middle
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
None
Laundry
None
Laundry Location
n/a
Basement
FullUnfinished

Exterior & Lot

Lot Size
0.11 acres
Zoning
mx1
Garage / Parking
3 garage spacesDetached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Wood
Lot Description
Corner Lot

Listing & Financials

Property Taxes
$9,755 / Annually
Days on Market
266
MLS #
24154080
MLS Status
Active

Similar Properties

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Listed By

Brethela Love

(203) 767-8586

J & S Realty Services, LLC

(203) 521-0040

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

The IDX display contains information sourced from SmartMLS, Inc. as of 11/7/2026. 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 11/7/2026 at 12:10 AM UTC.