14 Portland St
MiddletownCT06457
Apartments for Rent in the Downtown Middletown Neighborhood of Middletown, CT (192 Rentals) Page 2 of 4
209 Pearl St
MiddletownCT06457
17 Broad St
MiddletownCT06457
20 Erin St
MiddletownCT06457
28 Durant Terrace
MiddletownCT06457
73 Stack St
MiddletownCT06457
192 Liberty St
MiddletownCT06457
73-73 Stack St
MiddletownCT06457
59 Park Pl
MiddletownCT06457
128 East St
MiddletownCT06457
14 Pease Ave
MiddletownCT06457
166 College St
MiddletownCT06457
1 Alicia Ln
MiddletownCT06457
75 Birdsey Ave
MiddletownCT06457
360 Main St
MiddletownCT06457
60 Lake St
MiddletownCT06457
190 Liberty St
MiddletownCT06457
205 Main Street Extension
MiddletownCT06457
696 Main St
MiddletownCT06457
108 High St
MiddletownCT06457
54 Oak St
MiddletownCT06457
23 Portland St
MiddletownCT06457
76 George St
MiddletownCT06457
92 Cynthia Ln
MiddletownCT06457
5 Blue Orchard Dr
MiddletownCT06457
33 Inverness Ln
MiddletownCT06457
3 Forest Glen Cir
MiddletownCT06457
45 Rising Trail Dr
MiddletownCT06457
113 Trolley Crossing Ln
MiddletownCT06457
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$1,793 - $3,175
Total Monthly Price
Base Rent$1,738 - $3,120
Required Monthly FeesVaries
Total Monthly PriceVaries
Brainerd Place
75 Marlborough StPortland, CT 06480
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$2,176 - $3,136
Total Monthly Price
Base Rent$2,120 - $3,080
Required Monthly FeesVaries
Total Monthly PriceVaries
The Landon of Cromwell
150 Country Squire DrCromwell, CT 06416
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Rent Specials
$1,631 - $1,845
Total Monthly Price
Base Rent$1,631 - $1,845
Total Monthly Price$1,631 - $1,845
Theresa A. Rook Retirement Community
501 Rook RdCromwell, CT 06416
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$2,250
Total Monthly Price
Base Rent$2,250
Total Monthly Price$2,250
285 Marlborough St, Unit 1st floor
285 Marlborough StPortland, CT 06480
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$1,900
Total Monthly Price
Base Rent$1,900
Total Monthly Price$1,900
1 Allen Pl, Unit 2
1 Allen PlCromwell, CT 06416
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$1,200
Total Monthly Price
Base Rent$1,200
Total Monthly Price$1,200
471 Main St, Unit Unit#4 - 3rd Floor
471 Main StMiddlefield, CT 06455
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$1,800
Total Monthly Price
Base Rent$1,800
Total Monthly Price$1,800
23 Wall St, Unit Wall st 1st floor
23 Wall StCromwell, CT 06416
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$1,050
Total Monthly Price
Base Rent$1,050
Total Monthly Price$1,050
1297 Portland-Cobalt Rd, Unit 3
1297 Portland-Cobalt RdPortland, CT 06480
35 West St
CromwellCT06416
32 Main St
East BerlinCT06023
71 Freestone Ave
PortlandCT06480
59 South St
CromwellCT06416
242 Main St
PortlandCT06480
14 Pleasant St
CromwellCT06416
324 Main St
PortlandCT06480
275 Main St
CromwellCT06416
200 Main St
PortlandCT06480
328 Main St
CromwellCT06416
35 West St
CromwellCT06416
1113 Portland-Cobalt Rd
PortlandCT06480
2315 Cromwell Hills Dr
CromwellCT06416
Showing Results 51-100, Page 2 of 4
Downtown Middletown, Middletown, CT Local Guide
How much does it cost to rent an apartment in Downtown Middletown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Downtown Middletown Studio Apartments | $1,569 | $975 | $1,950 |
| Downtown Middletown 1 Bedroom Apartments | $1,931 | $1,050 | $2,764 |
| Downtown Middletown 2 Bedroom Apartments | $2,420 | $1,282 | $3,546 |
| Downtown Middletown 3 Bedroom Apartments | $2,405 | $1,495 | $3,916 |
| Downtown Middletown 4 Bedroom Apartments | $1,900 | $1,550 | $2,250 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
How much does it cost to rent a home in Downtown Middletown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $2,200 | $1,900 | $2,750 |
| 3 Bedroom Homes | $2,648 | $2,050 | $3,100 |
| 4 Bedroom Homes | $2,600 | $2,600 | $2,600 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 192 rentals with your search options within a 2 mile radius of the Downtown Middletown Neighborhood of Middletown, CT.
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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 192 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
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.
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.
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.
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.