244 Bennett Street
Bridgeport, Connecticut 06605
- Beds
- 5
- Baths
- 3
- SqFt
- 3,234
- Acres
- 0.11
- Year Built
- 1955
- Neighborhood
- Black Rock
- 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
Black Rock living at its finest! This pristine 2-family property offers three finished levels that have been thoroughly updated over the years including flooring, kitchen cabinetry, countertops, appliances, bathroom vanities and plumbing fixtures, recessed lighting, sheetrock, trim, HVAC, electrical, and more. Enjoy low maintenance landscaping with crushed stone and mature perennial and evergreen plantings. The two-car detached garage offers plenty of opportunity for storage, parking, or additional income. The first floor apartment is READY FOR OCCUPANCY and includes upgrades like leathered granite countertops, vessel sink, custom storage, central air, and open floorplan. Walk to the best of Black Rock AND Fairfield amenities including shopping, restaurants and live music, Fairfield Metro train station, and St Mary's By the Sea waterfront. See Addendum for Additional Information. *ASK FOR THE 3D MATTERPORT TOUR & ADDITIONAL DETAILS*
Key Facts
- City/Town
- Bridgeport
- Neighborhood
- Black Rock
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1955
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 3 full
- Living Area
- 3,234 sq ft
- Lot Size
- 0.11 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $10,082 / Annually
Market Snapshot
The Bridgeport Market
Multi-Family · trailing 12 months
Active Listings
64
66 under contract
Median List Price
$639,500
64 active listings
Median Closed Price
$597,000
258 sales
Median Days on Market
53
64 active listings
Median $ / Sq Ft
$221
64 active listings
Sale-to-List Ratio
100.0%
258 sales
How this home compares
List Price
$719,000
vs $639,500 median
12.4% above median
Price / Sq Ft
$222
vs $221 median
In line with median
Days on Market
0 days
vs 53 days median
53 days fresher than median
Based on 64 active and 258 closed sales (trailing 12 mo) of multi-family in Bridgeport. Source: SmartMLS · As of September 16, 2026.
Location
244 Bennett Street, Bridgeport, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$3,735
- Property Taxes$840
- Insurance$240
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Bridgeport
- Neighborhood
- Black Rock
- County
- Fairfield
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1955
- New Construction
- No/Resale
- Living Area
- 3,234 sq ft
- Below Grade
- 882 sq ft
Schools
- Elementary
- Black Rock
- High
- Per Board of Ed
Interior
- Heating
- Hot AirHot Water
- Heat Fuel
- Natural GasPropane
- Cooling
- Central AirWindow Unit
- Laundry
- Coin Op LaundryCommon Laundry Area
- Laundry Location
- Coin-op Laundry Room In Lower Level
- Basement
- FullHeatedInterior Access
Exterior & Lot
- Lot Size
- 0.11 acres
- Zoning
- RB
- Garage / Parking
- 2 garage spacesDetached Garage
- Waterfront Details
- Walk to Water
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- Yes
- Construction
- Aluminum
- Color
- Tan
- Roof
- Asphalt Shingle
- Foundation
- Block
- Exterior Features
- Deck
- Lot Description
- Corner LotWater View
Listing & Financials
- Property Taxes
- $10,082 / Annually
- Days on Market
- 0
- MLS #
- 24207593
- 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 9/16/2026. 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 9/16/2026 at 9:30 PM UTC.