Cheap Homes for Rent in Upper Madison Neighborhood of Bridgeport, CT from $1,100 (23 Rentals)

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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 588-612-612 E Main St

$1,650 - $2,575

Total Monthly Price

Total Monthly Price

Base Rent
$1,650

Total Monthly Price
$1,650

1 To 3 Bedroom Rentals

Available Now

588-612-612 E Main St

BridgeportCT06608
property at 42 Dean Pl

$1,675

Total Monthly Price

Total Monthly Price

Base Rent
$1,675

Total Monthly Price
$1,675

2 Bedroom, 1 Bath Condo for Rent

Available Now

42 Dean Pl

BridgeportCT06610

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, 1 Bath Home for Rent

Available Now

2600 Park Ave

BridgeportCT06604
property at 20 Janet Cir

$1,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

1 Bedroom, 1 Bath Condo for Rent

Available Aug 1

20 Janet Cir, Unit 20k

20 Janet Cir
BridgeportCT06606
property at 170 Sequoia Rd

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

1 Bedroom, 1 Bath Home for Rent

Available Now

170 Sequoia Rd

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 183 Livingston Pl

$1,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

2 Bedroom, 1.5 Bath Townhome for Rent

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
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 68-70-70 Westfield Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

68-70 Westfield Avenue Unit

68-70-70 Westfield Ave
BridgeportCT06606

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 3004 Madison Ave

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

1 Bedroom, 1 Bath Condo for Rent

Available Now

3004 Madison Ave

BridgeportCT06606

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
Lynn ApartmentsUpgraded Studio | GoldenrodStudio,1BA$1,640
The Royce at TrumbullThe Dover1BR,1BA$2,035

Best Value Apartments for Rent in Upper Madison, CT

As of May 27, 2026 the best value apartment in the Upper Madison area is the $0.85 price per square foot 67 Tremont Ave Model at 67 Tremont Ave, Unit 1 in the in the Lower Long Hill neighborhood starting from $3,600. The second greatest value Upper Madison apartment is the 38 Bronx Ave Model at 38 Bronx Ave, Unit 1 starting at $2,700 with a $0.76 price per square foot in the Lower Long Hill 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.
67 Tremont Ave, Unit 167 Tremont Ave4BR,1BA$0.85
38 Bronx Ave, Unit 138 Bronx Ave3BR,1BA$0.76
1520 Pembroke St, Unit 1L1520 Pembroke St5BR,1BA$1.67
7 Grandview Rd, Unit 77 Grandview Rd3BR,1BA$2.46
245 jane st245 jane st3BR,1BA$2.00
1177 North Ave, Unit 3rd Floor1177 North Ave2BR,1BA$1.58
26 Arlington St, Unit 226 Arlington St2BR,1BA$1.89
1511 Pembroke St, Unit 11511 Pembroke St1BR,1BA$1.44
7 Hunting St7 Hunting St2BR,1BA$2.08
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
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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
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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.

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Pet Friendly Lifestyle
Upper Madison, Bridgeport, CT

Ranked #14

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

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Frequently Asked Questions about Upper Madison

What type of rentals are currently available in Upper Madison?

There are currently 272 Apartments for Rent in Upper Madison, CT with pricing that ranges from $850 to $26,497. There are also 86 Single Family Homes for rent, Condos, and Townhome rentals currently available in Upper Madison ranging from $1,150 to $6,500.

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 $6,500 with an average monthly rent of $3,180.

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 $4,938, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 to $4,700. Four Bedroom Single-Family rentals are also available starting from $3,000 and Four Bedroom Apartments start at $2,400.

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 Experts Guide to the Top Affordable Neighborhoods for Renting in Bridgeport, CT   article

Local Experts 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 A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back article

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

decorative image for Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts  article

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

decorative image for What Does “Rent Burdened” Mean? How Much Rent Is Too Much article

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

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.