2 Bedroom Apartments for Rent in Middletown, CT (121 Rentals)

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Springside Middletown
Rent Specials
$2,699 - $3,390
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,999 - $3,390
Required Monthly Fees
Varies

Total Monthly Price
Varies
2 Bedroom Apartments Available Jun 21

Springside Middletown

1100 Springside LnMiddletown, CT 06457
Active Lifestyle
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Ridgefield Apartments
Rent Specials
$1,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,400 - $1,850

Total Monthly Price
$1,400 - $1,850
2 Bedroom Apartments Available Now

Ridgefield Apartments

131 Ridgefield DrMiddletown, CT 06457
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Sagamore Hills
$1,892 - $2,680
Total Monthly Price

Total Monthly Price

Base Rent
$1,645 - $2,655
Required Monthly Fees
$25

Total Monthly Price
$1,670 - $2,680
2 Bedroom Apartments Available Now

Sagamore Hills

1151-1189 Washington StMiddletown, CT 06457
Corporate Housing
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  • Utilities Included

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Windshire Terrace
$2,199 - $3,941
Total Monthly Price

Total Monthly Price

Base Rent
$2,199 - $3,924
Required Monthly Fees
Varies

Total Monthly Price
Varies
2 Bedroom Apartments Available Jul 18

Windshire Terrace

72 Forest Glen CirMiddletown, CT 06457
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Northwoods East
Rent Specials
$1,842 - $3,372
Total Monthly Price

Total Monthly Price

Base Rent
$1,765 - $4,043
Required Monthly Fees
Varies

Total Monthly Price
Varies
2 Bedroom Apartments Available Jul 1

Northwoods East

5 Town Colony DrMiddletown, CT 06457
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Town Place
$2,571 - $2,596
Total Monthly Price

Total Monthly Price

Base Rent
$2,137 - $3,100
Required Monthly Fees
$25

Total Monthly Price
$2,162 - $3,125
2 Bedroom Apartments Available Jul 16

Town Place

10 Town PlMiddletown, CT 06457
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Meadoway Gardens
$2,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,670 - $2,100

Total Monthly Price
$1,670 - $2,100
2 Bedroom Apartments Available Now

Meadoway Gardens

121-122 Rose CirMiddletown, CT 06457
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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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Highview Apartments
$1,575
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,475 - $1,575

Total Monthly Price
$1,475 - $1,575
2 Bedroom Apartments Available Jun 15

Highview Apartments

121-131 Butternut StMiddletown, CT 06457
Pet Friendly
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103 Grove St
$1,700 - $1,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,700 - $1,750

Total Monthly Price
$1,700 - $1,750
2 Bedroom Apartment Available Jun 15

103 Grove St

103 Grove StMiddletown, CT 06457
Cost Per Sq.Ft.
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property at 84 Mill St

$1,482

Total Monthly Price

Total Monthly Price

Base Rent
$1,482

Total Monthly Price
$1,482

2 Bedroom Rentals

Available Now

84 Mill St

MiddletownCT06457

Navigating the Rental Market: Tips for First-Time Renters

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property at 166 College St

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

2 Bedroom, 1 Bath Home for Rent

Available Now

166 College St

MiddletownCT06457
property at 131 Eastern Dr

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

2 Bedroom, 1.5 Bath Home for Rent

Available Now

131 Eastern Dr

MiddletownCT06457
property at 173 Liberty St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

173 Liberty St

MiddletownCT06457
property at 36 Walnut St

$1,249 - $1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom Rentals

Available Now

36 Walnut St

MiddletownCT06457
property at 59 Park Pl

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

2 Bedroom, 1 Bath Home for Rent

Available Now

59 Park Pl

MiddletownCT06457
property at 75 Birdsey Ave

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Home for Rent

Available Now

75 Birdsey Ave

MiddletownCT06457
property at 104 Burgundy Hill Ln

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650

Total Monthly Price
$1,650

2 Bedroom, 1 Bath Condo for Rent

Available Now

104 Burgundy Hill Ln

MiddletownCT06457
property at 40 Ferry St

$1,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

2 Bedroom, 2 Bath Home for Rent

Available Now

40 Ferry St

MiddletownCT06457
property at 3 Forest Glen Cir

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 2 Bath Condo for Rent

Available Now

3 Forest Glen Cir

MiddletownCT06457

Renting Smart: Lease Basics Every Renter Needs

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property at 5 Hillside Ct

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 1.5 Bath Home for Rent

Available Now

5 Hillside Ct

MiddletownCT06457
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148 Pearl St
2 Bedroom Apartments

148 Pearl St

148 Pearl StMiddletown, CT 06457
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141 Bridge St
2 Bedroom Apartments

141 Bridge St

141 Bridge StMiddletown, CT 06457
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4 Erin St
2 Bedroom Apartments

4 Erin St

4 Erin StMiddletown, CT 06457
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35 Bretton Rd
2 Bedroom Apartments

35 Bretton Rd

35 Bretton RdMiddletown, CT 06457
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144 Pearl St
2 Bedroom Apartments

144 Pearl St

144 Pearl StMiddletown, CT 06457
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465 Highland Ave
2 Bedroom Apartments

465 Highland Ave

465 Highland AveMiddletown, CT 06457
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48 Liberty St
2 Bedroom Apartments

48 Liberty St

48 Liberty StMiddletown, CT 06457
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31 Rappallo Ave
2 Bedroom Apartments

31 Rappallo Ave

31 Rappallo AveMiddletown, CT 06457

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.

Middletown, CT Local Guide

Middletown 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: June 12, 2026

There are currently 43 available 2 Bedroom apartment units in Middletown, CT neighborhoods that range in price from $1,400 to $5,398. Heres is today's list of the top neighborhoods in Middletown with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Downtown Middletown43$2,308$1,400

Largest Available Middletown 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Middletown, CT is found at Westfield Glen in the Southington Berlin neighborhood and is 1,400 square feet priced from $2,200. Brainerd Place in the East Hampton Portland neighborhood has the second largest 2 Bedroom, which is sized at 1,373 square feet and currently listed start at $3,175. Here is today’s list of the largest available 2 Bedroom units in Middletown:

Apartment ListingModel NameSquare FootagePriced From
Westfield GlenTwo Bedroom1,400 Sq Ft$2,200
Brainerd PlaceB21,373 Sq Ft$3,175
The Landon of CromwellB1-B1,269 Sq Ft$3,006
Meriden PlaceTwo bed 4.1B1,233 Sq Ft$2,475
StoneGate Apartments2 Bed 1 Bath1,200 Sq Ft$1,850
The ArloFairfield1,130 Sq Ft$2,660
Ridgefield Apartments2 Bedroom1,100 Sq Ft$1,850
Middletown Brooke ApartmentsThe Westlake1,052 Sq Ft$2,313
The Wilcox2B/1B Medium962 Sq Ft$1,600
Middletown at Main682-2br950 Sq Ft$2,000

Cheapest Available Middletown 2 Bedroom Apartments

As of June 12, 2026 the lowest priced 2 Bedroom apartment unit in Middletown, CT is the 2B/1B Medium Model starting from $1,600 at The Wilcox in the East Hampton Portland neighborhood. The second most affordable Middletown 2 Bedroom is the Two Bedroom Townhouse Model at Rose Gardens Apartments starting at $1,700 in the Cromwell Middletown neighborhood. The average price for all 2 Bedroom apartments in Middletown is currently $2,423. Here is today’s list of the cheapest available 2 Bedroom options in Middletown:

Apartment ListingModel NamePriced From
The Wilcox2B/1B Medium$1,600
Rose Gardens ApartmentsTwo Bedroom Townhouse$1,700
WillowcrestTwo Bedroom TownHouse$1,700
Woodbury ApartmentsTwo Bedroom Townhouse$1,710
Stoneycrest TowerTwo Bedroom Flat$1,730
Flats at 3902 Bedroom - Standard$1,745
Fernwood Apartments2 Bedroom$1,800
On Ward Apartments2 Beds, 1 bath$1,800
Ridgefield Apartments2 Bedroom$1,850

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

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Frequently Asked Questions about 2 Bedroom Middletown Apartments

What is the Cheapest apartment in Middletown with 2 Bedroom?

Currently the most affordable 2 Bedroom in Middletown is at The Wilcox listed at $1,600.

How much is the average rent for a 2 Bedroom Middletown Apartment?

The average rent for a 2 Bedroom Apartment in Middletown is $2,423.

What is the largest available 2 Bedroom Middletown Apartment for rent?

Today's apartment with the most square footage in Middletown is a 1,400 square feet unit starting from $2,200 at Westfield Glen.

What is the average size for Middletown 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Middletown is currently 1,010 sq ft.

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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