Cheap Apartments for Rent in the Upper Madison Neighborhood of Bridgeport, CT from $800 (92 Rentals)

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

property at 343 Wayne St

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

1 Bedroom, 1 Bath Home for Rent

Available Now

343 Wayne 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
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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
Rent Specials
$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 Now

Lynn Apartments

505 Jewett AveBridgeport, CT 06606
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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.

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7 Hunting St
$1,600 - $1,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,600 - $1,850

Total Monthly Price
$1,600 - $1,850
2 Bedroom Apartment Available Now

7 Hunting St

7 Hunting StBridgeport, CT 06606
  • Smoke Free
property at 159 Charles St

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

1 Bedroom, 1 Bath Home for Rent

Available Now

159 Charles St

BridgeportCT06606
property at 408 Charles St

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

1 Bedroom, 1 Bath Home for Rent

Available Now

408 Charles St

BridgeportCT06606
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 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 13 Armstrong Pl

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

3 Bedroom, 1 Bath Home for Rent

Available Now

13 Armstrong Pl

BridgeportCT06608
property at 2240 E Main St

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

1 Bedroom, 1 Bath Home for Rent

Available Now

2240 E Main St

BridgeportCT06610
property at 164 French St

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

2 Bedroom, 1 Bath Home for Rent

Available Now

164 French 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 45 Stevens St

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

1 Bedroom, 1 Bath Home for Rent

Available Now

45 Stevens St

BridgeportCT06606
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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Brookside Gardens
$1,765 - $2,065
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,750 - $2,050
Required Monthly Fees
$15

Total Monthly Price
$1,765 - $2,065
Studio to 1 Bedroom Apartments Available Jun 1

Brookside Gardens

150 Anton StBridgeport, CT 06606
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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 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 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 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
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26 Arlington St, Unit 2
$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

26 Arlington St, Unit 2

26 Arlington StBridgeport, CT 06606
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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.

property at 206 Noble Ave

$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 May 28

206 Noble Ave

BridgeportCT06608
property at 1248 Pembroke St

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

3 Bedroom, 1 Bath Home for Rent

Available Now

1248 Pembroke St

BridgeportCT06608
property at 1231 Norman 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

1231 Norman St

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 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 227 Arctic St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1.5 Bath Home for Rent

Available Now

227 Arctic St

BridgeportCT06608
property at 95 Center St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

3 Bedroom, 1 Bath Home for Rent

Available Now

95 Center 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 93-95-95 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

93-95-95 Alpine St

BridgeportCT06610
property at 759 Wood Ave

$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

759 Wood Ave

BridgeportCT06604
property at 389 Hawley Ave

$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

389 Hawley Ave

BridgeportCT06606
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 263 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

263 Hawley Ave

BridgeportCT06606
property at 70 Lindley St

$1,980 - $1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,995

Total Monthly Price
$1,995

2 Bedroom Rentals

Available Now

70 Lindley St

BridgeportCT06604
property at 709 Capitol 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

709 Capitol Ave

BridgeportCT06606
property at 201 French 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

201 French St

BridgeportCT06606

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

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.

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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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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

What is the Cheapest Studio apartment in Upper Madison?

Currently the most affordable Cheap Studio Apartment in Upper Madison is at G Wells LLC listed at $1,100.

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

The lowest price for a Cheap One Bedroom Upper Madison Apartment is $1,396 at Pembroke Commons.

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 $3,235.

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.