64-66 Hill Street
Bridgeport, Connecticut 06606
Reduced from $499,900
- Beds
- 5
- Baths
- 2
- SqFt
- 2,452
- Acres
- 0.09
- Year Built
- 1918
- Property Type
- 2 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
Great investment opportunity at 64-66 Hill Street in Bridgeport! This well-located two-family property sits on a quiet 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, with a long-term tenant in place for over 20 years. The second-floor unit is a legal 2-bedroom apartment featuring a living room, dining room, kitchen, and access to a finished third-floor attic currently being used as an additional bedroom/living space. 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 74-76 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
- 61 days
- Beds
- 5
- Baths
- 2 full
- Living Area
- 2,452 sq ft
- Lot Size
- 0.09 acres
- Property Taxes
- $6,317 / Annually
Market Snapshot
The Bridgeport Market
Multi-Family · trailing 12 months
Active Listings
73
62 under contract
Median List Price
$675,000
73 active listings
Median Closed Price
$600,000
252 sales
Median Days on Market
46
73 active listings
Median $ / Sq Ft
$221
73 active listings
Sale-to-List Ratio
100.0%
252 sales
How this home compares
List Price
$480,000
vs $675,000 median
28.9% below median
Price / Sq Ft
$196
vs $221 median
11.3% below median
Days on Market
61 days
vs 46 days median
15 days longer than median
Based on 73 active and 252 closed sales (trailing 12 mo) of multi-family in Bridgeport. Source: SmartMLS · As of November 10, 2026.
Location
64-66 Hill Street, Bridgeport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$2,601
- Property Taxes$526
- Insurance$160
- 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
- 2,452 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
- Hookups 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
- $6,317 / Annually
- Days on Market
- 61
- MLS #
- 24206016
- MLS Status
- Active
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/10/2026. 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 11/10/2026 at 6:05 AM UTC.