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66-68 Alexander Drive

Bridgeport, Connecticut 06606

PENDING$499,999
Beds
4
Baths
2
SqFt
1,590
Acres
0.22
Year Built
1942
Matt Caiola

Matt Caiola

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About This Home

HIGHEST & BEST OFFER DUE BY WEDNESDAY 5/27 @ 6PM EST. Exceptional opportunity for both owner-occupants and savvy investors alike! This well-maintained 2-family property offers strong income potential, valuable updates, and a highly convenient location in a sought-after and growing area. Whether you're looking to offset your monthly living expenses by occupying one unit while collecting rental income from the other, or add a solid cash-flowing asset to your portfolio, this property checks all the boxes. Major recent improvements include new furnaces in both units, new hot water heaters, new appliances throughout, new washer & dryer sets in both units, and a newly fenced-in yard. Unit 68 has been extensively updated with new flooring and a beautifully renovated kitchen, creating a modern and inviting living space. Each unit also enjoys its own private driveway, separate backyard space, and dedicated basement storage area - features tenants and owner-occupants alike will appreciate. Conveniently located near schools, shopping, restaurants, public transportation, and major commuter routes, this property offers both lifestyle convenience and long-term investment appeal. A rare chance to secure a versatile multi-family property with strong upside potential in an area continuing to see growth and demand.

Key Facts

City/Town
Bridgeport
Neighborhood
North End
Property / Style
Multi-Family · Units are Side-by-Side
Year Built
1942
Days on Market
68 days
Beds
4
Baths
2 full
Living Area
1,590 sq ft
Lot Size
0.22 acres
Garage / Parking
4 total
Property Taxes
$7,052 / Annually

Market Snapshot

The Bridgeport Market

Multi-Family · trailing 12 months

Median Days on Market

29

65 active listings

Median $ / Sq Ft

$226

65 active listings

Sale-to-List Ratio

100.0%

259 sales

How this home compares

List Price

$499,999

vs $660,000 median

24.2% below median

Price / Sq Ft

$314

vs $226 median

38.9% above median

Days on Market

68 days

vs 29 days median

39 days longer than median

Based on 65 active and 259 closed sales (trailing 12 mo) of multi-family in Bridgeport. Source: SmartMLS · As of July 28, 2026.

Location

66-68 Alexander Drive, Bridgeport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,304

per month

  • Principal & Interest$2,549
  • Property Taxes$588
  • 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
North End
County
Fairfield

Residence

Property Type
Multi-Family
Subtype
Duplex
Style
Units are Side-by-Side
Year Built
1942
New Construction
No/Resale
Living Area
1,590 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Window Unit
Laundry Location
In-Unit
Basement
FullStorageFull With Hatchway

Exterior & Lot

Lot Size
0.22 acres
Zoning
RA
Garage / Parking
4 total parking spacesOff Street ParkingDrivewayPrivate
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
$7,052 / Annually
Days on Market
68
MLS #
24176938
MLS Status
Under Contract

Similar Properties

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

Listed By

Brandon Gannon

(475) 342-3345

Coldwell Banker Realty

(203) 622-1100

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:15 AM UTC.