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Middletown, CT Residential Income Properties for Sale

10 results
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Spacious Home in Prime Location
$329,000
1,818 SF

Spacious Home in Prime Location

207 Pearl St, Middletown, CT 06457

Versatile home near Wesleyan University and downtown Middletown.

  • Large two‑car garage, a rare find in the area.
  • Prime location minutes from Wesleyan University and downtown Middletown's restaurants, shops, and culture.
  • Versatile layout with up to 8 bedrooms across three levels, suitable for investors or owner‑occupants.
  • Finished, heated walk‑up attic provides flexible space for a home office, studio, or extra living area.
  • Natural gas available at the property offers future conversion potential from oil heating.
Updated: Mar 5
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Downtown Mixed-Use Investment Opportunity
$474,900
4,108 SF

Downtown Mixed-Use Investment Opportunity

44 Washington St, Middletown, CT 06457

Fully occupied mixed-use property with parking in downtown Middletown.

  • High income property generating almost $56k annually.
  • Prime downtown location with high traffic.
  • 17 deeded parking spots included, generating $4,650 monthly income.
  • Owner financing available at 6% with half down for experienced investors.
  • Fully occupied with great tenants who pay on time.
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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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Middletown Duplex in Desirable Location
$369,900

Middletown Duplex in Desirable Location

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

58 Durant Ter, Middletown, CT 06457
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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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Mixed-Use Building on Main Street
$1,450,000
13,837 SF

Mixed-Use Building on Main Street

Ten-unit mixed-use building with commercial and residential spaces.

480 Main Street Ext, Middletown, CT 06457
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Wadsworth Grove Three-Bedroom Townhouse
$159,900

Wadsworth Grove Three-Bedroom Townhouse

Three-bedroom townhouse in a peaceful Middletown community with pond views.

17 Mckenna Dr, Middletown, CT 06457
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Mixed-Use Asset Near Downtown
$229,000

Mixed-Use Asset Near Downtown

Mixed-use property with commercial space and residential units near downtown.

71 E Main St, Middletown, CT 06457
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Restored Mixed-Use Landmark Building
$1,100,000

Restored Mixed-Use Landmark Building

Versatile investment opportunity in Middletown's vibrant Main Street.

504 Main Street Ext, Middletown, CT 06457
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Based on your search, we've compiled 88 Potential Opportunities for your consideration. Besides 10 Active listings in Middletown, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 73 Off-Market properties to explore as potential leads, plus 1 Land Listings that present a potential for development.

Explore Opportunities in Nearby Cities

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

East Hampton Residential Building Lot
$69,500
1.50 Acres

East Hampton Residential Building Lot

1.5-Acre Cul-de-Sac Lot, $69,500

51 School House Ln, East Hampton, CT 06424
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Multifamily Property on Large Lot
$724,900
3,152 SF

Multifamily Property on Large Lot

Two homes on one lot with income potential.

226 W High St, East Hampton, CT 06424
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Meriden Multifamily Investment Opportunity
$1,100,000
1,238 SF

Meriden Multifamily Investment Opportunity

Four-unit multifamily property in Meriden, Connecticut, all units currently rented.

111 Sunset Ave, Meriden, CT 06450
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East Side Duplex with Garage
$514,900
2,174 SF

East Side Duplex with Garage

Duplex with 3 bedrooms each unit, garage, near park.

43 N Pearl St, Meriden, CT 06450
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Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

Middletown Land with Development Potential
$1,200,000
29.37 Acres

Middletown Land with Development Potential

29.37 acres of wooded land with development potential.

Country Clb Rd And Massa Tom Rd E, Middletown, CT 06457
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Explore Off-Market Properties in Middletown, CT

Consider similar Off-Market properties in Middletown, CT. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

176 Pearl St

176 Pearl St

APARTMENT HOUSE (UNDER 5 UNITS) • 2,137 SF
Value Estimation by Request
176 Pearl St, Middletown, CT 06457-2771
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175 Russell St

175 Russell St

APARTMENT HOUSE (UNDER 5 UNITS) • 0.91 Acres
Value Estimation by Request
175 Russell St, Middletown, CT 06457-4323
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51 Spg St

51 Spg St

APARTMENT HOUSE (UNDER 5 UNITS) • 2,272 SF
Value Estimation by Request
51 Spg St, Middletown, CT 06457-2276
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18 Bretton Rd

18 Bretton Rd

APARTMENT HOUSE (UNDER 5 UNITS) • 2,312 SF
Value Estimation by Request
18 Bretton Rd, Middletown, CT 06457-4100
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17 Broad St

17 Broad St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,214 SF
Value Estimation by Request
17 Broad St, Middletown, CT 06457-3296
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158 College St

158 College St

APARTMENT HOUSE (UNDER 5 UNITS) • 4,188 SF
Value Estimation by Request
158 College St, Middletown, CT 06457-3201
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38 Fry St

38 Fry St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,016 SF
Value Estimation by Request
38 Fry St, Middletown, CT 06457-2891
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427 High St

427 High St

APARTMENT HOUSE (UNDER 5 UNITS) • 2,752 SF
Value Estimation by Request
427 High St, Middletown, CT 06457-2632
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16 Lk St

16 Lk St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,039 SF
Value Estimation by Request
16 Lk St, Middletown, CT 06457-4369
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106 Grv St

106 Grv St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,312 SF
Value Estimation by Request
106 Grv St, Middletown, CT 06457-2283
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26 Hotchkiss St

26 Hotchkiss St

APARTMENT HOUSE (UNDER 5 UNITS) • 2,446 SF
Value Estimation by Request
26 Hotchkiss St, Middletown, CT 06457-3644
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27 Hotchkiss St

27 Hotchkiss St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,182 SF
Value Estimation by Request
27 Hotchkiss St, Middletown, CT 06457-3637
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375 Main St

375 Main St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,789 SF
Value Estimation by Request
375 Main St, Middletown, CT 06457-4212
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159 Main St

159 Main St

APARTMENT HOUSE (UNDER 5 UNITS) • 2,626 SF
Value Estimation by Request
159 Main St, Middletown, CT 06457-3810
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Middletown, CT Residential Income Properties Investment Opportunities Market Analysis

Explore 83 residential income properties for sale in Middletown, CT, showcased through 10 active listings on our real estate platform. These investment opportunities span a total of 947,925 square feet of properties for sale, with an estimated market value of $26,549,000.

Sale prices for residential income properties in Middletown, CT start at $80,000, averaging $379,271, and reaching up to $2,605,000 — 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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