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74-76 Hill Street

Bridgeport, Connecticut 06606

ACTIVE - NEW$499,900
Beds
4
Baths
2
SqFt
2,438
Acres
0.09
Year Built
1918
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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About This Home

Great investment opportunity at 74-66 Hill Street in Bridgeport! This well-located two-family property sits on a dead-end street and offers strong potential for both investors and owner-occupants. The first-floor unit features 2 bedrooms, 1 full bathroom, kitchen, and living room/dining room. The second-floor unit is a 2-bedroom apartment featuring a living room, dining room, kitchen. The living room is currently being used as an additional bedroom/living space while the dining room is being used as a living room. Conveniently located near North Avenue and Boston Avenue, with easy access to local restaurants, shopping, public transportation, and major highways. For investors looking to expand their portfolio, the neighboring two-family property at 64-66 Hill Street is also available for sale and may be purchased as part of a package deal. Don't miss this opportunity-come take a look today!

Key Facts

City/Town
Bridgeport
Neighborhood
N/A
Property / Style
Multi-Family · Units on different Floors
Year Built
1918
Days on Market
0 days
Beds
4
Baths
2 full
Living Area
2,438 sq ft
Lot Size
0.09 acres
Property Taxes
$5,758 / Annually

Market Snapshot

The Bridgeport Market

Multi-Family · trailing 12 months

Median Days on Market

48

68 active listings

Median $ / Sq Ft

$220

68 active listings

Sale-to-List Ratio

100.0%

254 sales

How this home compares

List Price

$499,900

vs $649,450 median

23.0% below median

Price / Sq Ft

$205

vs $220 median

6.8% below median

Days on Market

0 days

vs 48 days median

48 days fresher than median

Based on 68 active and 254 closed sales (trailing 12 mo) of multi-family in Bridgeport. Source: SmartMLS · As of September 10, 2026.

Location

74-76 Hill Street, Bridgeport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,244

per month

  • Principal & Interest$2,597
  • Property Taxes$480
  • Insurance$167
  • 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
Duplex
Style
Units on different Floors
Year Built
1918
New Construction
No/Resale
Living Area
2,438 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
None
Laundry Location
Hook Ups In Basement
Basement
Full

Exterior & Lot

Lot Size
0.09 acres
Zoning
ILI
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Level Lot

Listing & Financials

Property Taxes
$5,758 / Annually
Days on Market
0
MLS #
24206071
MLS Status
Active

Similar Properties

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

Listed By

Chris Carrena

Carrena Property Mgmt & Realty

(203) 258-6995

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/10/2026. 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 9/10/2026 at 6:15 PM UTC.