Cheap Homes for Rent in the Upper Madison Neighborhood of Bridgeport, CT from $1,100 (28 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

Search the lowest-cost Homes available for rent right now in the Upper Madison area of Bridgeport.

property at 1428 North Ave

$1,150

Total Monthly Price

Total Monthly Price

Base Rent
$1,150

Total Monthly Price
$1,150

Studio, 1 Bath Condo for Rent

Available Now

1428 North Ave

BridgeportCT06604
property at 1428 North Ave

$1,150

Total Monthly Price

Total Monthly Price

Base Rent
$1,150

Total Monthly Price
$1,150

Studio, 1 Bath Home for Rent

Available Now

1428 North Ave

BridgeportCT06604
property at 1333 E Main St

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650

Total Monthly Price
$1,650

2 Bedroom, 1 Bath Home for Rent

Available Now

1333 E Main St

BridgeportCT06608
property at 186 Louisiana Ave

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

1 Bedroom, 1 Bath Condo for Rent

Available Now

186 Louisiana Ave

BridgeportCT06610
property at 45 Stevens St

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

1 Bedroom, 1 Bath Condo for Rent

Available Now

45 Stevens St, Unit 1-3

45 Stevens St
BridgeportCT06606

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

property at 2600 Park Ave

$1,795

Total Monthly Price

Total Monthly Price

Base Rent
$1,795

Total Monthly Price
$1,795

1 Bedroom Rentals

Available Now

2600 Park Ave

BridgeportCT06604
property at 2625 Park Ave

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

1 Bedroom, 1 Bath Condo for Rent

Available Now

2625 Park Ave

BridgeportCT06604
property at 45-45 Jackson Ave

$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

45-45 Jackson Ave

BridgeportCT06606
property at 333 Vincelette St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

1 Bedroom, 1 Bath Condo for Rent

Available Now

333 Vincelette St

BridgeportCT06606
property at 183 Livingston Pl

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom Rentals

Available Now

183 Livingston Pl

BridgeportCT06610
property at 128 Robert St

$1,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

3 Bedroom, 1.5 Bath Townhome for Rent

Available Now

128 Robert St

BridgeportCT06606

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

property at 3000 Madison Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

3000 Madison Ave

BridgeportCT06606
property at 3250 Main St

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

3250 Main St

BridgeportCT06606
property at 99 William St

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

3 Bedroom, 1.5 Bath Condo for Rent

Available Now

99 William St

BridgeportCT06608
property at 18 Amsterdam Ave

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

18 Amsterdam Ave

BridgeportCT06606
property at 120 Huntington Turnpike

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

2 Bedroom, 1 Bath Condo for Rent

Available Now

120 Huntington Turnpike

BridgeportCT06610

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

property at 136 McKinley Ave

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

2 Bedroom, 1 Bath Home for Rent

Available Now

136 McKinley Ave

BridgeportCT06606
property at 116 Ogden St

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

2 Bedroom Rentals

Available Now

116 Ogden St

BridgeportCT06608
property at 980 Lindley St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

980 Lindley St

BridgeportCT06606
property at 127 Kennedy Dr

$2,250

Total Monthly Price

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

2 Bedroom, 1 Bath Condo for Rent

Available Now

127 Kennedy Dr

BridgeportCT06606
property at 715 Frenchtown Rd

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

715 Frenchtown Rd

BridgeportCT06606

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.

Upper Madison, Bridgeport, CT Local Guide

Cheapest Available Upper Madison Apartments for Rent

 

The cheapest available apartment rental in the Upper Madison area of Bridgeport, CT is a Studio unit found at G Wells LLC priced from $1,100. Pembroke Commons has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,396. Here are the most affordable Upper Madison apartments for rent in Bridgeport, CT:

Apartment ListingModel NameBed/BathPriced From
G Wells LLCStudioStudio,1BA$1,100
Pembroke Commons1 bedroom1BR,1BA$1,396
Brookside GardensRenovated StudioStudio,1BA$1,610
Lynn ApartmentsRenovated Studio | GoldenrodStudio,1BA$1,890
The Royce at TrumbullThe Dover1BR,1BA$1,929
The Residences at Main$3.09/sq.ft. - A-021BR,1BA$2,245
Woodside TrumbullA11BR,1BA$2,379

Best Value Apartments for Rent in Upper Madison, CT

As of July 12, 2026 the best value apartment in the Upper Madison area is the $1.36 price per square foot 1520 Pembroke St Model at 1520 Pembroke St, Unit 1L in the in the Lower Long Hill neighborhood starting from $2,450. The second greatest value Upper Madison apartment is the 245 jane st Model at 245 jane st starting at $2,400 with a $2.00 price per square foot in the North End neighborhood. Here is today’s list of the best values for Upper Madison apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
1520 Pembroke St, Unit 1L1520 Pembroke St5BR,1BA$1.36
245 jane st245 jane st3BR,1BA$2.00
13 Armstrong Pl, Unit Apt 213 Armstrong Pl3BR,1BA$1.62
26 Arlington St, Unit 226 Arlington St2BR,1BA$1.79
1511 Pembroke St, Unit 11511 Pembroke St1BR,1BA$1.44
Ten TrumbullFillmore1BR,1BA$3.10
The Residences at Main$3.24/sq.ft. - A-011BR,1BA$3.06
Woodside TrumbullA11BR,1BA$3.08
The Royce at TrumbullThe Dover1BR,1BA$2.71
Pembroke Commons1 bedroom1BR,1BA$1.99

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

Read Article
Decorative image

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.

Read Article
Decorative image

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Upper Madison, Bridgeport, CT

Ranked #6

Among cities in Connecticut for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

decorative image of woman handing cat to small boy

Frequently Asked Questions about Upper Madison

What type of rentals are currently available in Upper Madison?

There are currently 261 Apartments for Rent in Upper Madison, CT with pricing that ranges from $1,300 to $4,482. There are also 83 Single Family Homes for rent, Condos, and Townhome rentals currently available in Upper Madison ranging from $1,150 to $7,500.

What is the current price range for Rental Homes in Upper Madison?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Upper Madison ranges from $1,150 to $7,500 with an average monthly rent of $3,438.

How much are larger Three and Four Bedroom Rentals in Upper Madison?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Upper Madison range from $1,700 to $4,482, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 to $6,500. Four Bedroom Single-Family rentals are also available starting from $2,200 and Four Bedroom Apartments start at $2,375.

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

decorative image for Local Expert's Guide to the Top Affordable Neighborhoods for Renting in Bridgeport, CT   article

Local Expert's Guide to the Top Affordable Neighborhoods for Renting in Bridgeport, CT

Written by: M. April Tome

I'm April, your ApartmentHomeLiving.com Local Expert for Bridgeport, CT. I have lived in Fairfield County for over thirty years. I decided to downsize and move to a city with more amenities and affordable rental options.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.