Duplex

Middletown, CT Duplexes for Sale

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Side-by-Side Duplex
Updated: Jun 26
Side-by-Side Duplex

18 Portland Street, Middletown, CT 06457

$90,000
1,558 sqft 0.08 AC lot
Side‑by‑side duplex configuration with 1,558 square feet
Fire‑damaged property offered strictly as‑is
0.08‑acre level lot
Public water and public sewer
MXI zoning
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Duplex with Detached Garage
Updated: Sep 30
Duplex with Detached Garage

149 Spring Street, Middletown, CT 06457

$549,900
3,401 sqft 0.33 AC lot
Two‑unit residence with 3,401 square feet of living space
Corner double lot totaling approximately 0.33 acres
Built in 1909, with 11‑foot ceilings and oversized windows
Finished lower level includes a second kitchen, full bath, and laundry
Detached two‑car garage with attic; plentiful additional parking
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Two-Unit Duplex with Walk-Up Attic
Two-Unit Duplex with Walk-Up Attic

219 Pearl, Middletown, CT 06457

$274,900
1,700 sqft

Two apartments occupy separate floors, with off-street parking and a screened porch serving the upper unit.

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Two-Unit Duplex with Walk-Up Attic
Two-Unit Duplex with Walk-Up Attic

42 Grand Street, Middletown, CT 06457

$369,900
2,442 sqft

Both apartments offer three bedrooms, with updated kitchens and full baths in the upper unit.

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Two-Unit Residential Income Property
Two-Unit Residential Income Property

105 Spring St, Middletown, CT 06457

$305,900
1,576 sqft

Two-family property with two occupied 3-bedroom units in relatively good condition, with updates made over time.

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Refreshed Duplex with Covered Porch
Refreshed Duplex with Covered Porch

108 Maple Street, Middletown, CT 06457

$375,000
1,924 sqft

Updated interiors, multiple entrances, and flexible living areas support comfortable residential use.

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Middletown Duplex in Desirable Location
Middletown Duplex in Desirable Location

58 Durant Ter, Middletown, CT 06457

$369,900
0.15 AC lot

Well-maintained duplex near downtown, ideal for investors or owner-occupants.

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Three-Bedroom Duplex Apartment
Three-Bedroom Duplex Apartment

71 Prospect Street, Middletown, CT 06457

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Upper-level duplex residence with hardwood flooring, stainless steel appliances, backyard access, and off-street parking.

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Central Connecticut Two-Family Home
Central Connecticut Two-Family Home

31 Burr Ave, Middletown, CT 06457

$330,000

Two-unit property near downtown Middletown and Connecticut River.

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As-Is Fire-Damaged Duplex
As-Is Fire-Damaged Duplex

18 Portland Street, Middletown, CT 06457

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Two-family property sold as-is with fire damage, located on a level lot with public water and public sewer access.

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Based on your search, we've compiled 14 Potential Opportunities for your consideration. Besides 10 Active listings in Middletown, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Two-Unit Duplex with Separate Utilities
Two-Unit Duplex with Separate Utilities

61-63 Clark Hill Road, East Hampton, CT 06424

$424,900
2,484 sqft 1.38 AC lot

Both residences include in-unit laundry, a kitchen with dining area, and access to the backyard.

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Duplex with Separate Utilities
Duplex with Separate Utilities

61-63 Clark Hill Rd, East Hampton, CT 06424

$424,900
2,484 sqft

Both residences include in-unit laundry, kitchen and dining areas, living rooms, and backyard access.

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Two-Unit Duplex with Off-Street Parking
Two-Unit Duplex with Off-Street Parking

139 Hicks St, Meriden, CT 06450

$400,000
2,340 sqft

Separate gas heat, hot water, and electric service serve each residence.

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Duplex With Detached Four-Car Garage
Duplex With Detached Four-Car Garage

7 Linden Place, Meriden, CT 06450

$450,000
1,904 sqft 0.36 AC lot

Two residential units with separate floor layouts, private outdoor space, and substantial on-site parking improvements.

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Middletown, CT Duplexes Market Trends and Statistics

Explore 10 duplexes for sale in Middletown, CT, showcased through 10 active listings on our real estate platform. These investment opportunities span a total of 12,601 square feet of properties for sale, with an estimated market value of $2,665,500.

Sale prices for two-family homes in Middletown, CT start at $90,000, averaging $333,187, and reaching up to $549,900 — 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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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Duplexes 10
Apartment buildings 7
Triplexes 6
Short term rental properties 1

Demographics Overview

Population 48K
Population Growth (5Y) +0.5%
Median Household Income $74,003
College Educated 58.3%

High-Yield Neighborhoods for Investment

Identify Middletown submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood Average Price
06457 $307.5K

Taxes & Financing

Tax Rate (average for all types) 3.33%
Property Tax per SF $41.25 per SF
Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Middlesex County

New Delisted

Total CRE Inventory on Market (SF)

Property Size Breakdown

The majority of commercial real estate listings in Middletown fall within the 100,000+ square foot range.

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