Apartments for Rent in the Downtown Middletown Neighborhood of Middletown, CT (193 Rentals)

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Springside Middletown
Rent Specials
$2,282 - $3,666

Total Monthly Price

Base Rent$2,126 - $3,510
Required Monthly FeesVaries

Total Monthly PriceVaries
12 Month Lease Term
1 to 3 Bedroom Apartments Available Now

Springside Middletown

1100 Springside LnMiddletown, CT 06457
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Ridgefield Apartments
Rent Specials
$1,400 - $1,850

Total Monthly Price

Base Rent$1,400 - $1,850

Total Monthly Price$1,400 - $1,850
12 Month Lease Term
Studio to 2 Bedroom Apartments Available Now

Ridgefield Apartments

131 Ridgefield DrMiddletown, CT 06457
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Woodbury Apartments
$1,400 - $1,710

Total Monthly Price

Base Rent$1,400 - $1,710

Total Monthly Price$1,400 - $1,710
1 to 2 Bedroom Apartments Available Now

Woodbury Apartments

288 Woodbury CirMiddletown, CT 06457
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Willowcrest
$1,700

Total Monthly Price

Base Rent$1,700

Total Monthly Price$1,700
2 Bedroom Apartments Available Now

Willowcrest

63 Stoneycrest DrMiddletown, CT 06457
Pet Friendly
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  • Utilities Included
  • Low Income
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Fernwood Apartments
$1,600 - $1,800

Total Monthly Price

Base Rent$1,600 - $1,800

Total Monthly Price$1,600 - $1,800
12 Month Lease Term
1 to 2 Bedroom Apartments Available Now

Fernwood Apartments

44-46 Camp StMiddletown, CT 06457
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Middletown at Main
$1,500 - $1,950

Total Monthly Price

Base Rent$1,500 - $1,950

Total Monthly Price$1,500 - $1,950
12 Month Lease Term
Studio to 1 Bedroom Apartments Available Now

Middletown at Main

710-712 Main StMiddletown, CT 06457
Eco-Friendly
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650 Main St
Contact Us For Pricing1 Bedroom Apartments Contact Us For Availability

650 Main St

650 Main StMiddletown, CT 06457
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Meadoway Gardens
$1,670 - $2,100

Total Monthly Price

Base Rent$1,670 - $2,100

Total Monthly Price$1,670 - $2,100
12 Month Lease Term
1 to 2 Bedroom Apartments Available Now

Meadoway Gardens

121-122 Rose CirMiddletown, CT 06457
Family Friendly
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  • Utilities Included
  • 3D Tour

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

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Northwoods East
$2,004 - $3,716

Total Monthly Price

Base Rent$2,004 - $3,716

Total Monthly PriceVaries
1 to 3 Bedroom Apartments Available Now

Northwoods East

5 Town Colony DrMiddletown, CT 06457
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Town Place
$2,152 - $3,039

Total Monthly Price

Base Rent$2,127 - $3,014
Required Monthly Fees$25

Total Monthly Price$2,152 - $3,039
1 to 3 Bedroom Apartments Available Now

Town Place

10 Town PlMiddletown, CT 06457
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Midd-Town Apartments
$1,800 - $3,095

Total Monthly Price

Base Rent$1,800 - $3,095

Total Monthly Price$1,800 - $3,095
Studio to 2 Bedroom Apartments Available Now

Midd-Town Apartments

138 College StMiddletown, CT 06457
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The Wilcox
$1,600 - $2,500

Total Monthly Price

Base Rent$1,600 - $2,500

Total Monthly Price$1,600 - $2,500
12 Month Lease Term
1 to 3 Bedroom Apartments Available Now

The Wilcox

305-309 S Main StMiddletown, CT 06457
Cost Per Sq.Ft.
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StoneGate Apartments
$1,450 - $1,950

Total Monthly Price

Base Rent$1,450 - $1,950

Total Monthly Price$1,450 - $1,950
1 to 2 Bedroom Apartments Available Now

StoneGate Apartments

1150-1160 S Main StMiddletown, CT 06457
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Stillman School Apartments
$1,250 - $1,700

Total Monthly Price

Base Rent$1,250 - $1,700

Total Monthly Price$1,250 - $1,700
12 Month Lease Term
Studio to 1 Bedroom Apartments Available Now

Stillman School Apartments

62 Loveland StMiddletown, CT 06457
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Wharfside Commons
$1,494 - $1,700

Total Monthly Price

Base Rent$1,494 - $1,700

Total Monthly Price$1,494 - $1,700
2 Bedroom Apartments Available Now

Wharfside Commons

80 Ferry StMiddletown, CT 06457
Cost Per Sq.Ft.
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  • Low Income
  • 3D Tour
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Woodrow Wilson Apartments
$1,100 - $2,200

Total Monthly Price

Base Rent$1,100 - $2,200

Total Monthly Price$1,100 - $2,200
12 Month Lease Term
Studio to 2 Bedroom Apartments Contact Us For Availability

Woodrow Wilson Apartments

339 Hunting Hill AveMiddletown, CT 06457
Affordability
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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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Stoneycrest Tower
$1,133 - $1,730

Total Monthly Price

Base Rent$1,133 - $1,730

Total Monthly Price$1,133 - $1,730
12 Month Lease Term
Studio to 2 Bedroom Apartments Available Now

Stoneycrest Tower

352 Newfield StMiddletown, CT 06457
Senior Living
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  • 3D Tour
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Hunter's Crossing
$1,500 - $1,650

Total Monthly Price

Base Rent$1,500 - $1,650

Total Monthly Price$1,500 - $1,650
12 Month Lease Term
1 Bedroom Apartments Contact Us For Availability

Hunter's Crossing

1 Russett LnMiddletown, CT 06457
Active Lifestyle
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On Ward Apartments
Rent Specials
$1,500 - $2,000

Total Monthly Price

Base Rent$1,500 - $2,000

Total Monthly Price$1,500 - $2,000
12 Month Lease Term
1 to 2 Bedroom Apartments Available Now

On Ward Apartments

38 Ward StMiddletown, CT 06457
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Highview Apartments
$1,495

Total Monthly Price

Base Rent$1,495

Total Monthly Price$1,495
12 Month Lease Term
1 Bedroom Apartments Available Now

Highview Apartments

121-131 Butternut StMiddletown, CT 06457
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Burgundy Apartments
$975 - $1,200

Total Monthly Price

Base Rent$975 - $1,200

Total Monthly Price$975 - $1,200
Studio Apartments Available Now

Burgundy Apartments

104 Meetinghouse LnMiddletown, CT 06457
Corporate Housing
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161 College St, Unit Apt 2
$1,950

Total Monthly Price

Base Rent$1,950

Total Monthly Price$1,950
12 Month Lease Term
1 Bedroom Apartment Available Now

161 College St, Unit Apt 2

161 College StMiddletown, CT 06457
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35 Carlie Ct, Unit A
$1,900

Total Monthly Price

Base Rent$1,900

Total Monthly Price$1,900
12 Month Lease Term
1 Bedroom Apartment Available Now

35 Carlie Ct, Unit A

35 Carlie CtMiddletown, CT 06457
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227 Pearl St, Unit 227B
$1,800

Total Monthly Price

Base Rent$1,800

Total Monthly Price$1,800
12 Month Lease Term
2 Bedroom Apartment Available Now

227 Pearl St, Unit 227B

227 Pearl StMiddletown, CT 06457
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168 College St
$1,600 - $1,700

Total Monthly Price

Base Rent$1,600 - $1,700

Total Monthly Price$1,600 - $1,700
12 Month Lease Term
2 to 3 Bedroom Apartment Available Now

168 College St

168 College StMiddletown, CT 06457
Cost Per Sq.Ft.

Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

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73 Stack St
$1,700

Total Monthly Price

Base Rent$1,700

Total Monthly Price$1,700
12 Month Lease Term
2 Bedroom Apartment Available Now

73 Stack St

73 Stack StMiddletown, CT 06457
Cost Per Sq.Ft.
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property at 324 Washington St
$2,500 - $2,700

Total Monthly Price

Base Rent$2,500 - $2,700

Total Monthly Price$2,500 - $2,700
12 Month Lease Term
3 Bedroom, 2 Bath Home for Rent
Available Now
Furnished

324 Washington St

MiddletownCT06457
property at 80 Prospect St
$1,650

Total Monthly Price

Base Rent$1,650

Total Monthly Price$1,650
12 Month Lease Term
1 Bedroom, 1 Bath Home for Rent
Available Now

80 Prospect St

MiddletownCT06457
property at 111 Dekoven Dr
$2,000

Total Monthly Price

Base Rent$2,000

Total Monthly Price$2,000
12 Month Lease Term
1 Bedroom, 1.5 Bath Condo for Rent
Available Now

111 Dekoven Dr, Unit 908

111 Dekoven Dr
MiddletownCT06457
property at 90 Trolley Crossing Ln
$2,300

Total Monthly Price

Base Rent$2,300

Total Monthly Price$2,300
12 Month Lease Term
2 Bedroom, 1.5 Bath Condo for Rent
Available Oct 15
Active Lifestyle

90 Trolley Crossing Ln, Unit 90

90 Trolley Crossing Ln
MiddletownCT06457
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The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

property at 594 Main St
$1,850

Total Monthly Price

Base Rent$1,850

Total Monthly Price$1,850
1 Bedroom, 1 Bath Home for Rent
Available Now

594 Main St

MiddletownCT06457
property at 542 Main St
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
Studio Rentals
Available Now

542 Main St

MiddletownCT06457
property at 682 Main St
$2,100

Total Monthly Price

Base Rent$2,100

Total Monthly Price$2,100
2 Bedroom, 1 Bath Home for Rent
Available Now

682 Main St

MiddletownCT06457
property at 170 Pearl St
$1,995

Total Monthly Price

Base Rent$1,995

Total Monthly Price$1,995
2 Bedroom Rentals
Available Now

170 Pearl St

MiddletownCT06457
property at 6 Silver Dr
$1,650

Total Monthly Price

Base Rent$1,650

Total Monthly Price$1,650
3 Bedroom Rentals
Available Now
Cost Per Sq.Ft.

6 Silver Dr

MiddletownCT06457
property at 1185 Randolph Rd
$1,782

Total Monthly Price

Base Rent$1,782

Total Monthly Price$1,782
2 Bedroom Rentals
Available Now
Cost Per Sq.Ft.

1185 Randolph Rd

MiddletownCT06457
property at 324 Washington St
$2,500 - $2,700

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
3 Bedroom Rentals
Available Now

324 Washington St

MiddletownCT06457
property at 23 Park Pl
$1,300

Total Monthly Price

Base Rent$1,300

Total Monthly Price$1,300
1 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

23 Park Pl

MiddletownCT06457
property at 58 Washington St
$1,600

Total Monthly Price

Base Rent$1,600

Total Monthly Price$1,600
2 Bedroom Rentals
Available Now
Cost Per Sq.Ft.

58 Washington St

MiddletownCT06457
property at 33 Franklin St
$2,300

Total Monthly Price

Base Rent$2,300

Total Monthly Price$2,300
3 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

33 Franklin St

MiddletownCT06457

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

Frequently Asked Questions about Downtown Middletown

What is the current pricing and availability for apartments for rent in the Downtown Middletown area of Middletown, CT?

As of today, September 11, 2026, there are currently 193 available Downtown Middletown apartments priced from $975 to $3,916, with an average monthly rent of $2,167.

How much are Studio apartments in Downtown Middletown?

There are currently 28 Studio Apartments in Downtown Middletown with rent ranges from $975 to $1,950 with an average price of $1,569.

What is the current price range for One Bedroom Downtown Middletown Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Downtown Middletown ranges from $1,050 to $2,764 with an average monthly rent of $1,931.

What does renting a Two Bedroom Apartment in Downtown Middletown cost?

The monthly rent prices of Two Bedroom Apartments currently available in Downtown Middletown range from $1,282 to $3,546. Today's average rental price for Two Bedrooms here is $2,420.

How expensive are Downtown Middletown Three Bedroom Apartments?

There are currently 30 Three Bedroom Apartments listings available in Downtown Middletown on ApartmentHomeLiving.com. The pricing ranges from $1,495 to $3,916 - averaging $2,405 for the location.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Articles, How-To's, and Tips

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.