Connecticut Duplexes for Sale

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Updated: Jul 28

Two-Family Duplex with Wraparound Porch

23 Oregon Avenue, East Haven, CT 06512

$595,000

3,353 sqft 0.32 AC lot

Two‑family duplex built in 1900 on a private .32‑acre lot
Wraparound front porch for welcoming outdoor living
Double‑waterfall koi pond set into a natural rock outcropping
First‑floor unit includes stone fireplace, bedroom, and full bath
First‑floor dining room opens to an expansive wood deck

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23 Oregon Avenue, East Haven, CT 06512

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Est. Cap Rate

8.8%
Above avg (5.9%)
Est. NOI

$53K
Annual
Price @ 7% Cap

$750K
Above asking
Property Type

Duplex
Built 1945

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Updated: Aug 24

Italianate Two-Family Duplex

215 Dwight Street, New Haven, CT 06511

$825,000

4,862 sqft 0.09 AC lot

4,862‑square‑foot two‑family property on a 0.09‑acre lot
Upper residence spans the 2nd and 3rd floors with 4 bedrooms
First‑floor unit includes renovated kitchen and bathroom improvements
Italianate details include decorative fireplaces, arched entryways, and a boxed‑bay window
Two off‑street parking spaces, with one assigned to each unit

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Two-Unit Duplex with Parking

11 Windsor Place, Norwalk, CT 06854

$800,000

2,873 sqft 0.21 AC lot

Separate residences provide flexible layouts, including a three-level primary unit and a lower-level apartment.

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Renovated Two-Unit Duplex

36 Merwin Avenue, Milford, CT 06460

$699,000

1,400 sqft 0.07 AC lot

Fully renovated duplex with separate systems, central air, and water views.

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Remodeled Duplex with Finished Third Floor

50 Anthony Street, New Haven, CT 06515

$629,900

4,000 sqft

Two-unit property with upgraded interiors, modernized systems, and flexible additional living space.

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Side-by-Side Duplex with Decks

36-38 Concord Street, Norwalk, CT 06854

$899,000

4,421 sqft 0.12 AC lot

Legal two-family property with three-level layouts, private rear decks, separate tenant utilities, and public water and sewer.

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Renovated Duplex with Sound Views

592 Pond Point Avenue, Milford, CT 06460

$849,900

2,906 sqft 0.33 AC lot

Side-by-side apartments feature separate entrances, generous rooms, and updated kitchens and bathrooms.

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Two-Unit Home with Tandem Garage

44 Elm Tree Place, Stamford, CT 06906

$1,125,000

2,664 sqft 0.24 AC lot

Each residence includes private laundry, separate utilities, and flexible living, dining, kitchen, and bedroom areas.

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Historic Two-Family with Parking

215 Dwight Street, New Haven, CT 06511

$825,000

4,862 sqft

Corner property offers two residential units, private outdoor space, and convenient access to downtown amenities.

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Duplex with Walkout Lower Level

114 Pine Hill Avenue, Stamford, CT 06906

$915,000

2,490 sqft 0.15 AC lot

Two residential units with separate utilities, outdoor space, and off-street parking in Stamford’s 06906 postal area.

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Side-by-Side Duplex with Patio

9 E Franklin Street, Killingly, CT 06239

$649,900

4,134 sqft 0.21 AC lot

Two-unit property offers separate outdoor areas and central air.

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Three-Level Duplex Property

36-38 Concord Street, Norwalk, CT 06854

$899,000

4,421 sqft

Legal two-family building with separate living spaces, private rear decks, and flexible owner-occupant or investment use.

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Six-Bedroom Duplex With Expansion Plans

604 Fairfield Avenue, Stamford, CT 06902

$999,000

2,378 sqft 0.15 AC lot

R6-zoned duplex with permitted renovation plans for basement and attic improvements.

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Duplex with Detached Garage

503-505 Lincoln Avenue, Bridgeport, CT 06606

$559,900

2,789 sqft 0.10 AC lot

Legal two-family property with a two-level second apartment, basement space, and public utilities.

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Remodeled Two-Unit Duplex

1526 West Broad St, Stratford, CT 06615

$649,000

3,110 sqft 0.31 AC lot

Stacked units feature three-bedroom layouts, updated baths, eat-in kitchens, and separate gas heating systems.

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Duplex With Separate Entrances

4 Ascolese Road, Trumbull, CT 06611

$689,000

1,935 sqft 0.33 AC lot

Updated two-level residence with a legal lower-floor apartment, private outdoor space, and public utilities.

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Duplex with Deck and Basement

177 Hope Street, Stamford, CT 06906

$695,000

1,525 sqft 0.28 AC lot

Two residential units offer distinct living areas, kitchens, and baths, with a fenced backyard and driveway parking.

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Five-Unit Apartment Portfolio

363-367 High St, Naugatuck, CT 06770

$759,000

5,191 sqft

Three contiguous rental buildings combine a renovated structure with two duplex properties in one operating portfolio.

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Updated Two-Unit Duplex

93 Squire & 0 Moran Street, New London, CT 06320

$550,000

2,516 sqft 0.24 AC lot

Two three-bedroom units feature updated kitchens, separate utilities, and flexible interior space.

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New Construction Duplex

62 PALMER Street, Bridgeport, CT 06606

$999,000

4,684 sqft

Newly built two-family property with spacious apartments and separate residential layouts.

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Two-Unit Duplex with Basement

93 George Street, Stamford, CT 06902

$949,000

2,900 sqft 0.22 AC lot

R5-zoned duplex with public water, public sewer, and separate units arranged across different floors.

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Duplex with Finished Basement

485 Hallett Street, Bridgeport, CT 06608

$600,000

1,913 sqft 0.11 AC lot

Two residential units occupy a well-maintained home with a covered deck and finished basement.

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Renovated Water-View Duplex

36 Merwin Avenue, Milford, CT 06460

$699,000

1,400 sqft

Two separately serviced residences offer updated interiors, private laundry, central air, and off-street parking near beach access.

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Remodeled Duplex with Finished Basement

19 Davenport Street, Stamford, CT 06902

$999,000

2,090 sqft 0.10 AC lot

R5-zoned duplex with public utilities, a deck, shed, and a partially finished basement with a full bathroom.

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Connecticut Duplexes Market Trends and Statistics

Explore 687 duplexes for sale in Connecticut, showcased through 687 active listings on our real estate platform. These investment opportunities span a total of 1,403,706 square feet of properties for sale, with an estimated market value of $334,602,168.

Sale prices for duplexes in Connecticut start at $90,000, averaging $528,597, and reaching up to $3,900,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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