Cheap Homes for Rent in Upper Madison Neighborhood of Bridgeport, CT from $1,100 (59 Rentals)

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

property at 240 Oak St

$1,150

Studio, 1 Bath Condo for Rent

Available Now

240 Oak St

BridgeportCT06604
property at 240 Oak St

$1,300

1 Bedroom, 1 Bath Condo for Rent

Available Now

240 Oak St

BridgeportCT06604
property at 240 Oak St

$1,300

1 Bedroom, 1 Bath Condo for Rent

Available Now

240 Oak St

BridgeportCT06604
property at 240 Oak St

$1,300

1 Bedroom, 1 Bath Condo for Rent

Available Now

240 Oak St

BridgeportCT06604
property at 105 A Williams St

$1,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

1 Bedroom, 1 Bath Townhome for Rent

Available May 1

105 A Williams St

BridgeportCT06608
property at 240 Oak St

$1,450

1 Bedroom, 1 Bath Condo for Rent

Available Now

240 Oak St

BridgeportCT06604
property at 190 Birdseye St

$1,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

190 Birdseye St

BridgeportCT06604
property at 1350 Brooklawn Ave

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

1 Bedroom, 1.5 Bath Home for Rent

Available Now

1350 Brooklawn Ave

BridgeportCT06604
property at 155 Birdseye St

$1,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

155 Birdseye St

BridgeportCT06604

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 155 Birdseye St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

155 Birdseye St

BridgeportCT06604
property at 3245 Main St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

3245 Main St

BridgeportCT06606
property at 285 Waterview Ave

$1,550

Total Monthly Price

Total Monthly Price

Base Rent
$1,550

Total Monthly Price
$1,550

1 Bedroom, 1 Bath Home for Rent

Available Now

285 Waterview Ave

BridgeportCT06608
property at 748 Arctic St

$1,550

1 Bedroom, 1 Bath Condo for Rent

Available Now

748 Arctic St

BridgeportCT06608
property at 1057 E Main St

$1,575

1 Bedroom, 1 Bath Condo for Rent

Available Now

1057 E Main St

BridgeportCT06608
property at 191 Oak St

$1,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

191 Oak St

BridgeportCT06604
property at 2068 Main St

$1,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

2068 Main St

BridgeportCT06604
property at 74 Garfield Ave

$1,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

1 Bedroom, 1 Bath Home for Rent

Available Now

74 Garfield Ave

BridgeportCT06606
property at 2014 Main St

$1,625

1 Bedroom, 1 Bath Condo for Rent

Available Now

2014 Main St

BridgeportCT06604

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.

property at 335 Wells St

$1,640

1 Bedroom, 1 Bath Condo for Rent

Available Now

335 Wells St

BridgeportCT06606
property at 1795 North Ave

$1,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

1795 North Ave

BridgeportCT06604
property at 240 William St

$1,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

240 William St

BridgeportCT06608
property at 191 Oak St

$1,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

191 Oak St

BridgeportCT06604
property at 159 Charles St

$1,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

159 Charles St

BridgeportCT06606
property at 165 McKinley Ave

$1,675

Total Monthly Price

Total Monthly Price

Base Rent
$1,675

Total Monthly Price
$1,675

1 Bedroom, 1 Bath Condo for Rent

Available Now

165 McKinley Ave

BridgeportCT06606
property at 957 William St

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

2 Bedroom, 1 Bath Townhome for Rent

Available Now

957 William St

BridgeportCT06608

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

Learn about Bridgeport and the best neighorhoods to rent with original content written by our Local Expert Staff Writer

property at 1057 E Main St

$1,750

2 Bedroom, 1 Bath Condo for Rent

Available Now

1057 E Main St

BridgeportCT06608
property at 666 Ogden St

$1,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

666 Ogden St

BridgeportCT06608
property at 666 Ogden St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

666 Ogden St

BridgeportCT06608
property at 708 Hallett St

$1,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

708 Hallett St

BridgeportCT06608
property at 1368 E Main St

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

4 Bedroom, 1 Bath Home for Rent

Available Now

1368 E Main St

BridgeportCT06608
property at 657 Maple St

$1,850

2 Bedroom, 1 Bath Condo for Rent

Available Now

657 Maple St

BridgeportCT06608
property at 2600 Park Ave

$1,875

Total Monthly Price

Total Monthly Price

Base Rent
$1,875

Total Monthly Price
$1,875

2 Bedroom, 1 Bath Home for Rent

Available Now

2600 Park Ave

BridgeportCT06604
property at 3200 Madison Ave

$1,875

Total Monthly Price

Total Monthly Price

Base Rent
$1,875

Total Monthly Price
$1,875

1 Bedroom, 1 Bath Condo for Rent

Available Now

3200 Madison Ave

BridgeportCT06606
property at 2336 Main St

$1,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

2336 Main St

BridgeportCT06606

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 2066 Main St

$1,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

2066 Main St

BridgeportCT06604
property at 38 Enid 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

38 Enid St

BridgeportCT06606
property at 1220 Pembroke St

$1,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

1220 Pembroke St

BridgeportCT06608
property at 87 Caroline St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1 Bath Home for Rent

Available Now

87 Caroline St

BridgeportCT06608
property at 87 Caroline St

$1,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

87 Caroline St

BridgeportCT06608
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 335 Wells St

$1,975

2 Bedroom, 1 Bath Condo for Rent

Available Now

335 Wells St

BridgeportCT06606
property at 4666 Main St

$1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,995

Total Monthly Price
$1,995

2 Bedroom, 1 Bath Home for Rent

Available Now

4666 Main St

BridgeportCT06606

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.

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 1 Bed unit found at Pembroke Commons priced from $1,396. Lynn Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,510. Here are the most affordable Upper Madison apartments for rent in Bridgeport, CT:

Apartment ListingModel NameBed/BathPriced From
Pembroke Commons1 bedroom1BR,1BA$1,396
Lynn ApartmentsUnrenovated Studio - GoldenrodStudio,1BA$1,510
Brookside GardensStudioStudio,1BA$1,610

Best Value Apartments for Rent in Upper Madison, CT

As of February 26, 2026 the best value apartment in the Upper Madison area is the $1.33 price per square foot 2436 E Main St Model at 2436 E Main St, Unit 2436 E Main Street in the in the Lower Long Hill neighborhood starting from $2,000. The second greatest value Upper Madison apartment is the 55 Eaton St Model at 55 Eaton St, Unit 55 Eaton Street 2nd floor starting at $1,900 with a $1.42 price per square foot in the Enterprise Zone 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.
2436 E Main St, Unit 2436 E Main Street2436 E Main St2BR,1BA$1.33
55 Eaton St, Unit 55 Eaton Street 2nd floor55 Eaton St2BR,1BA$1.42
245 jane st245 jane st3BR,1BA$2.00
123 Platt St123 Platt St3BR,1BA$2.05
1518 Pembroke St, Unit 2L1518 Pembroke St3BR,1BA$2.00
The Residences at Main$2.83/sq.ft. - A-031BR,1BA$2.83
The Royce at TrumbullThe Ash1BR,1BA$2.73
862 Wood Ave, Unit Unit 8862 Wood Ave1BR,1BA$2.09
Pembroke Commons1 bedroom1BR,1BA$1.99
255 Fairfield Woods Rd, Unit 2255 Fairfield Woods Rd1BR,1BA$2.88

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.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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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.

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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 #21

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

Pet Friendliness Lifestyle Score

3.5
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 294 Apartments for Rent in Upper Madison, CT with pricing that ranges from $975 to $24,927. There are also 134 Single Family Homes for rent, Condos, and Townhome rentals currently available in Upper Madison ranging from $1,100 to $23,000.

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 $1,100 to $23,000 with an average monthly rent of $3,902.

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 $1,995 to $4,965, 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 $1,850 and Four Bedroom Apartments start at $1,850.

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 Maximizing Your Refund: Essential Tax Tips for Renters article

Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.