Cheap Apartments for Rent in the Upper Madison Neighborhood of Bridgeport, CT from $800 (80 Rentals)

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

property at 1610 Iranistan Ave

$1,100

Total Monthly Price

Total Monthly Price

Base Rent
$1,100

Total Monthly Price
$1,100

Studio, 1 Bath Home for Rent

Available Now

1610 Iranistan Ave

BridgeportCT06604
property at 118 Beers St

$1,200 - $2,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,200

Total Monthly Price
$1,200

1 To 3 Bedroom Rentals

Available Now

118 Beers St

BridgeportCT06606
property at 35 Beers St

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

Studio, 1 Bath Home for Rent

Available Now

35 Beers St

BridgeportCT06606
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Pembroke Commons
$1,396 - $2,011
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,396 - $2,011

Total Monthly Price
$1,396 - $2,011
1 to 2 Bedroom Apartments Available Now

Pembroke Commons

1055 Pembroke StBridgeport, CT 06608
Affordability
  • Verified
  • Smoke Free
property at 2016 Main St

$1,475

Total Monthly Price

Total Monthly Price

Base Rent
$1,475

Total Monthly Price
$1,475

Studio, 1 Bath Home for Rent

Available Now

2016 Main St

BridgeportCT06604
property at 135 Caroline St

$1,475

Total Monthly Price

Total Monthly Price

Base Rent
$1,475

Total Monthly Price
$1,475

2 Bedroom, 1 Bath Home for Rent

Available Now

135 Caroline St

BridgeportCT06608
property at 105 Cleveland Ave

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

1 Bedroom, 1 Bath Home for Rent

Available Now

105 Cleveland Ave

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 530 Jane St

$1,500 - $3,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

Studio To 3 Bedroom Rentals

Available Now

530 Jane St

BridgeportCT06608
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Lynn Apartments
$1,510 - $1,810
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,495 - $1,795
Required Monthly Fees
$15

Total Monthly Price
$1,510 - $1,810
Studio to 1 Bedroom Apartments Available May 1

Lynn Apartments

505 Jewett AveBridgeport, CT 06606
Affordability
  • Verified
  • Customer Reviewed
  • Utilities Included
property at 744 Boston Ave

$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

744 Boston Ave

BridgeportCT06610
property at 976 Capitol Ave

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650

Total Monthly Price
$1,650

1 Bedroom, 1 Bath Home for Rent

Available Now

976 Capitol Ave

BridgeportCT06606
property at 199 Bradley St

$1,675

Total Monthly Price

Total Monthly Price

Base Rent
$1,675

Total Monthly Price
$1,675

2 Bedroom, 1 Bath Home for Rent

Available Now

199 Bradley St

BridgeportCT06610
property at 649 Bridgeport Ave

$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

649 Bridgeport Ave

BridgeportCT06607
property at 1102 E Main 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

1102 E Main St

BridgeportCT06608
property at 114-116 Laurel 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

114-116 Laurel Pl

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.

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Brookside Gardens
$1,710 - $2,010
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,695 - $1,995
Required Monthly Fees
$15

Total Monthly Price
$1,710 - $2,010
Studio to 1 Bedroom Apartments Available May 1

Brookside Gardens

150 Anton StBridgeport, CT 06606
  • Verified
  • Customer Reviewed
  • 3D Tour
property at 80 Taft Ave

$1,750 - $2,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

1 To 2 Bedroom Rentals

Available Now

80 Taft Ave

BridgeportCT06606
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7 Hunting St
$1,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800
2 Bedroom Apartment Available Now

7 Hunting St

7 Hunting StBridgeport, CT 06606
  • Smoke Free
property at 26 Evergreen St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

26 Evergreen St

BridgeportCT06606
property at 466 Merritt St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

466 Merritt St

BridgeportCT06606
property at 1057 E Main St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

1057 E Main St

BridgeportCT06608
property at 1956 Madison Ave

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 2 Bath Home for Rent

Available Now

1956 Madison Ave

BridgeportCT06606
property at 95-97-97 Locust St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

95-97-97 Locust St

BridgeportCT06610
property at 55 Eaton St

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

2 Bedroom, 1 Bath Home for Rent

Available Now

55 Eaton St

BridgeportCT06604
property at 389 Hawley Ave

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

2 Bedroom, 1 Bath Home for Rent

Available Now

389 Hawley Ave

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.

property at 87-89-89 Astoria Ave

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

2 Bedroom, 1 Bath Home for Rent

Available Now

87-89-89 Astoria Ave

BridgeportCT06604
property at 185 Alpine 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

185 Alpine St

BridgeportCT06610
property at 1220 Pembroke 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

1220 Pembroke St

BridgeportCT06608
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 183 Hawley Ave

$1,950

Total Monthly Price

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

2 Bedroom, 1 Bath Home for Rent

Available Now

183 Hawley Ave

BridgeportCT06606
property at 113 Spring St

$1,950

Total Monthly Price

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

2 Bedroom, 1 Bath Home for Rent

Available Now

113 Spring St

BridgeportCT06608
property at 70 Lindley St

$1,980

Total Monthly Price

Total Monthly Price

Base Rent
$1,980

Total Monthly Price
$1,980

2 Bedroom, 1 Bath Home for Rent

Available Now

70 Lindley St

BridgeportCT06604

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 2125 E Main St

$1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,995

Total Monthly Price
$1,995

3 Bedroom, 1 Bath Home for Rent

Available Now

2125 E Main St

BridgeportCT06606
property at 59 Westfield Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

3 Bedroom, 1 Bath Home for Rent

Available Now

59 Westfield Ave

BridgeportCT06606
property at 33 Marion St

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

33 Marion St

BridgeportCT06606
property at 454 Summit St

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

454 Summit St

BridgeportCT06606
property at 158 Louisiana Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

158 Louisiana Ave

BridgeportCT06610
property at 184 Park St

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

184 Park St

BridgeportCT06608
property at 1688 North Ave

$2,000 - $2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 To 3 Bedroom Rentals

Available Now

1688 North Ave

BridgeportCT06604
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Tara Apartments
Studio to 1 Bedroom Apartments

Tara Apartments

2900 Main StBridgeport, CT 06606
  • Utilities Included
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2209 Main Street
Studio to 2 Bedroom Apartments

2209 Main Street

2209-2225 Main StBridgeport, CT 06606

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.

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 G Wells LLC priced from $1,375. 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 LLC1Bed/ 1 bath1BR,1BA$1,375
Pembroke Commons1 bedroom1BR,1BA$1,396
The Royce at TrumbullThe Dover1BR,1BA$2,220

Best Value Apartments for Rent in Upper Madison, CT

As of April 12, 2026 the best value apartment in the Upper Madison area is the $0.86 price per square foot 67 Tremont Ave Model at 67 Tremont Ave, Unit 1 in the in the Lower Long Hill neighborhood starting from $3,650. The second greatest value Upper Madison apartment is the 506 Merritt St Model at 506 Merritt St, Unit 2 starting at $2,950 with a $1.03 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$0.86
506 Merritt St, Unit 2506 Merritt St3BR,1BA$1.03
2393 Main St, Unit 32393 Main St3BR,1BA$1.50
306 Madison Ave, Unit 306 Madison Ave306 Madison Ave3BR,1BA$1.92
245 jane st245 jane st3BR,1BA$2.00
2295 E Main St, Unit 3rd Floor2295 E Main St2BR,1BA$1.48
1518 Pembroke St, Unit 2L1518 Pembroke St3BR,1BA$2.00
26 Arlington St, Unit 226 Arlington St2BR,1BA$2.00
470 Noble Ave, Unit 468 First Floor470 Noble Ave1BR,1BA$1.75
Pembroke Commons1 bedroom1BR,1BA$1.99

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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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

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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 #18

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

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Lifestyle Ratings

ApartmentHomeLiving brings you comprehensive Lifestyle Ratings of neighborhoods, metropolitan areas, and rental properties across Connecticut, including Bridgeport. LifeStyle Ratings are a useful tool for comparing and sorting apartments and neighborhoods when choosing your rental home. This takes in many factors including our Star Ratings to compare for outdoor amenities like tennis courts, luxury amenities, places that make kids happy, raising pets, transit options, and much more. These search options are in the site filters at the top of this page.

Frequently Asked Questions about Cheap Upper Madison Apartments

How much is rent for a Cheap One Bedroom Upper Madison Apartment?

The lowest price for a Cheap One Bedroom Upper Madison Apartment is $1,375 at G Wells LLC.

What is the lowest price for a Cheap Two Bedroom Upper Madison Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Upper Madison is starting from $1,885 at Pembroke Commons.

What is the most affordable Upper Madison Three Bedroom Apartment?

The best deal on a cheap Upper Madison Three Bedroom Apartment rental is at The Royce at Trumbull and starts from $3,260.

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 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.

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.

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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.