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Middletown, CT Duplexes for Sale

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Two-Family Property in Middletown, CT
Pending
$299,900
1,941 SF

Two-Family Property in Middletown, CT

10 Wall St, Middletown, CT 06457

Well-maintained two-family property with spacious units and convenient location.

  • Two units, each with two bedrooms and one bath, ideal for owner‑occupancy or investment.
  • New blown insulation in both units for energy efficiency and comfort.
  • Large, level, cleared yard with two storage sheds.
  • Convenient location with easy access to major highways and nearby cities.
  • Hardwood flooring throughout both units.
Updated: Nov 10, 2025
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Middletown Duplex in Desirable Location
$369,900

Middletown Duplex in Desirable Location

58 Durant Ter, Middletown, CT 06457

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

  • Two spacious units, each with 2 bedrooms and 1 full bath.
  • Ideal for investors or owner‑occupants to offset mortgage with rental income.
  • Separate entrances and utilities for each unit.
  • Updated kitchens and baths.
  • Desirable location near downtown Middletown, Wesleyan University, shopping, and dining.
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Two-Family Near Wesleyan University
$369,000

Two-Family Near Wesleyan University

Two-family property near Wesleyan University, downtown restaurants and shops.

394 High St, Middletown, CT 06459
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Middletown Two-Family Home
$359,925

Middletown Two-Family Home

Well-maintained two-family home near downtown Middletown.

410 High St, Middletown, CT 06457
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Middletown Two-Family Investment Opportunity
$320,000

Middletown Two-Family Investment Opportunity

Spacious two-family property with strong rental potential in Middletown.

40 Maple Pl, Middletown, CT 06457
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Based on your search, we've compiled 9 Potential Opportunities for your consideration. Besides 5 Active listings in Middletown, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities

Explore Opportunities in Nearby Cities

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

East Side Duplex with Garage
$524,900

East Side Duplex with Garage

Duplex with three-bedroom units and detached two-car garage.

43 N Pearl St, Meriden, CT 06450
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East Side Duplex with Garage
$514,900
2,174 SF

East Side Duplex with Garage

Duplex with three-bedroom units and a detached two-car garage.

43 North Pearl St, Meriden, CT 06450
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New Britain Multi-Family Property
$359,900

New Britain Multi-Family Property

Two-family home near Newington line with updated features.

17 Pike St, New Britain, CT 06051
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Two-Family Home Near New Britain Library
$299,999
1,752 SF

Two-Family Home Near New Britain Library

Charming two-family home with updated kitchens and bathrooms.

44 Brook St, New Britain, CT 06051
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Middletown, CT Duplexes Investment Opportunities Market Analysis

Explore 5 duplexes for sale in Middletown, CT, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 12,197 square feet of properties for sale, with an estimated market value of $299,900.

Prices for duplexes in Middletown, CT start at $299,900, averaging $299,900, and reaching up to $299,900 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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