Middletown, CT Residential Income Properties for Sale

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$329,000

1,818 SF

Spacious Home in Prime Location

207 Pearl Street, 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: Feb 15

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$339,900

Spacious Two-Family Home

117-119 S Main St, Middletown, CT 6457

Well-maintained duplex near downtown and university, ideal for investors.

Large 2‑family home in exceptional shape, ideal for owner‑occupancy or investment.
Each unit features 3 bedrooms, a large eat‑in kitchen, a large living room, and a walk‑in pantry.
Separate utilities for each unit.
Potential to convert attic into a 3rd unit with 3 bedrooms.
Large off‑street driveway that fits 4‑5 cars and an awesome yard.

Updated: Apr 10

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$1,450,000

13,837 SF

Mixed-Use Building in Middletown

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

480 Main Street, Middletown, CT 6457

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Middletown Mixed-Use Investment Opportunity

$1,100,000

7,193 SF

Middletown Mixed-Use Investment Opportunity

Mixed-use property with retail and residential units in Middletown.

138 Washington Street, Middletown, CT 6457

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$975,000

0.14 Acres

Restored Mixed-Use Landmark Building

Versatile investment opportunity in Middletown's vibrant Main Street.

504 Main Street, Middletown, CT 6457

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Downtown Mixed-Use Investment Opportunity

$474,900

4,108 SF

Downtown Mixed-Use Investment Opportunity

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

44 Washington St, Middletown, CT

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Middletown Condo Near Wesleyan University

$179,000

740 SF

Middletown Condo Near Wesleyan University

Move-in ready 1-bedroom condo near Wesleyan and downtown Middletown.

201 College St, Middletown, CT 6457

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Based on your search, we've compiled 88 Potential Opportunities for your consideration. Besides 7 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 4 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.

$699,900

3,152 SF

East Hampton Multifamily Opportunity

Two homes on one lot with income potential.

226 W High Street, 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.

111,113 & 115 Sunset Avenue, Meriden, CT 06450

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$514,900

0.20 Acres

East Side Duplex with Garage

Duplex with 3-bedroom units and a detached two-car garage.

43-45 N Pearl St, Meriden, CT 6450

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$525,000

8,073 SF

Mixed-Use Commercial Property For Sale

Mixed-use commercial property with office spaces and residential house.

212 Saybrook Road, Haddam, CT 06441

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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 Club Rd and Massa Tom Rd E, Middletown, CT 06457

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$349,000

25.98 Acres

Haddam Land with River Views

25 acres in Haddam, CT with river views.

Saybrook Road, Haddam, CT 06438

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$4,000,000

71.11 Acres

Hall Farm Development Opportunity

71+ acre Meriden farmland primed for residential development.

436 & 444 Preston Avenue, Meriden, CT 06450

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$115,000

1.38 Acres

East Hampton Land Opportunity

Build your dream home on this pre-approved 1.38-acre lot.

420 Moodus Road, East Hampton, CT 06424

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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.

128 Newfield St

APARTMENT HOUSE (UNDER 5 UNITS) • 8,367 SF

Value Estimation

$845,000

128 Newfield St, Middletown, CT 06457-2528

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14 Pease Ave

APARTMENT HOUSE (5+ UNITS) • 3,784 SF

Value Estimation by Request

14 Pease Ave, Middletown, CT 06457-2481

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329 Dekoven Dr

APARTMENT HOUSE (UNDER 5 UNITS) • 0.24 Acres

Value Estimation by Request

329 Dekoven Dr, Middletown, CT 06457-2873

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118 Newfield St

APARTMENT HOUSE (5+ UNITS) • 18,315 SF

Value Estimation

$625,000

118 Newfield St, Middletown, CT 06457-2523

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142 Main St

APARTMENT HOUSE (5+ UNITS) • 12,704 SF

Value Estimation

$1,500,000

142 Main St, Middletown, CT 06457-3744

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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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63 Maynard St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,400 SF

Value Estimation by Request

63 Maynard St, Middletown, CT 06457-4539

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130 Highland Ave

APARTMENT HOUSE (UNDER 5 UNITS) • 2,517 SF

Value Estimation by Request

130 Highland Ave, Middletown, CT 06457-4177

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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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89 Grand St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,030 SF

Value Estimation by Request

89 Grand St, Middletown, CT 06457-2707

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100 Saybrook Rd

APARTMENT HOUSE (UNDER 5 UNITS) • 2,136 SF

Value Estimation by Request

100 Saybrook Rd, Middletown, CT 06457-4753

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25 Hotchkiss St

APARTMENT HOUSE (UNDER 5 UNITS) • 3,556 SF

Value Estimation by Request

25 Hotchkiss St, Middletown, CT 06457-3643

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32 Grand St

APARTMENT HOUSE (UNDER 5 UNITS) • 2,860 SF

Value Estimation by Request

32 Grand St, Middletown, CT 06457-2772

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27 Woodside Cir

APARTMENT HOUSE (UNDER 5 UNITS) • 6,542 SF

Value Estimation

$585,000

27 Woodside Cir, Middletown, CT 06457-4364

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576 High St

APARTMENT HOUSE (5+ UNITS) • 3,443 SF

Value Estimation by Request

576 High St, Middletown, CT 06457-2223

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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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278 Main St

APARTMENT HOUSE (UNDER 5 UNITS) • 2,858 SF

Value Estimation by Request

278 Main St, Middletown, CT 06457-4289

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Middletown, CT Residential Income Properties Investment Opportunities Market Analysis

Explore 80 residential income properties for sale in Middletown, CT, showcased through 7 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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Middletown, CT Residential Income Properties for Sale

Spacious Home in Prime Location

Versatile home near Wesleyan University and downtown Middletown.

Spacious Two-Family Home

Well-maintained duplex near downtown and university, ideal for investors.

Mixed-Use Building in Middletown

Middletown Mixed-Use Investment Opportunity

Restored Mixed-Use Landmark Building

Downtown Mixed-Use Investment Opportunity

Middletown Condo Near Wesleyan University

Explore Opportunities in Nearby Cities

East Hampton Multifamily Opportunity

Meriden Multifamily Investment Opportunity

East Side Duplex with Garage

Mixed-Use Commercial Property For Sale

Potential Development Sites for Consideration

Middletown Land with Development Potential

Haddam Land with River Views

Hall Farm Development Opportunity

East Hampton Land Opportunity

Explore Off-Market Properties in Middletown, CT

128 Newfield St

14 Pease Ave

329 Dekoven Dr

118 Newfield St

142 Main St

158 College St

63 Maynard St

130 Highland Ave

175 Russell St

89 Grand St

100 Saybrook Rd

25 Hotchkiss St

32 Grand St

27 Woodside Cir

576 High St

51 Spg St

278 Main St

Middletown, CT Residential Income Properties Investment Opportunities Market Analysis

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