
Cheap Apartments for Rent in the Upper Madison Neighborhood of Bridgeport, CT from $800 (92 Rentals)
Search the lowest-cost Apartments available for rent right now in the Upper Madison area of Bridgeport.


Total Monthly Price
1511 Pembroke St, Unit 1

1511 Pembroke St

343 Wayne St

Crescent Crossing

Total Monthly Price
Pembroke Commons

46 Anton Dr

Total Monthly Price
171 Wayne St, Unit Bridgeport 1 bedroom apartmentq

530 Jane St

Total Monthly Price
Lynn Apartments
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.

Total Monthly Price
7 Hunting St

159 Charles St

408 Charles St

744 Boston Ave

649 Bridgeport Ave

1102 E Main St

13 Armstrong Pl

2240 E Main St

75 Sanford Ave

164 French St
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.

45 Stevens St

245 Brooks St

245 Brooks St

80 Taft Ave

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Brookside Gardens

466 Merritt St

1956 Madison Ave

1057 E Main St

95-97-97 Locust St

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26 Arlington St, Unit 2
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.

206 Noble Ave

1248 Pembroke St

1231 Norman St

20 Janet Cir, Unit 20k

20 Janet Cir

87-89-89 Astoria Ave

Total Monthly Price
1177 North Ave, Unit 3rd Floor

227 Arctic St

95 Center St

1872 North Ave
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.

93-95-95 Alpine St

759 Wood Ave

389 Hawley Ave

128 Robert St

263 Hawley Ave

70 Lindley St

70 Lindley St

98 Sanford Ave

709 Capitol Ave

201 French St
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

How much does it cost to rent an apartment in Upper Madison?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Upper Madison Studio Apartments | $1,652 | $1,500 | $1,910 |
| Upper Madison 1 Bedroom Apartments | $2,174 | $850 | $3,994 |
| Upper Madison 2 Bedroom Apartments | $2,528 | $1,600 | $4,374 |
| Upper Madison 3 Bedroom Apartments | $2,555 | $1,700 | $4,938 |
| Upper Madison 4 Bedroom Apartments | $3,078 | $2,400 | $3,900 |
Browse Apartments in this Neighborhood
There are currently 92 rentals with your search options within a 2 mile radius of the Upper Madison Neighborhood of Bridgeport, CT.
See all Apartments in BridgeportExplore Bridgeport
Upper Madison, Bridgeport, CT Local Guide
- Nearby Bridgeport neighborhoods
- Nearby Cities
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- Local Counties
- School Districts
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 Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| G Wells LLC | Studio | Studio,1BA | $1,100 |
| Pembroke Commons | 1 bedroom | 1BR,1BA | $1,396 |
| Lynn Apartments | Upgraded Studio | Goldenrod | Studio,1BA | $1,640 |
| The Royce at Trumbull | The Dover | 1BR,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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 67 Tremont Ave, Unit 1 | 67 Tremont Ave | 4BR,1BA | $0.85 |
| 38 Bronx Ave, Unit 1 | 38 Bronx Ave | 3BR,1BA | $0.76 |
| 1520 Pembroke St, Unit 1L | 1520 Pembroke St | 5BR,1BA | $1.67 |
| 7 Grandview Rd, Unit 7 | 7 Grandview Rd | 3BR,1BA | $2.46 |
| 245 jane st | 245 jane st | 3BR,1BA | $2.00 |
| 1177 North Ave, Unit 3rd Floor | 1177 North Ave | 2BR,1BA | $1.58 |
| 26 Arlington St, Unit 2 | 26 Arlington St | 2BR,1BA | $1.89 |
| 1511 Pembroke St, Unit 1 | 1511 Pembroke St | 1BR,1BA | $1.44 |
| 7 Hunting St | 7 Hunting St | 2BR,1BA | $2.08 |
| Pembroke Commons | 1 bedroom | 1BR,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 ArticleReal 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 ArticleQuick 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.
Pet Friendly LifestyleUpper Madison, Bridgeport, CT
Ranked #14
Among cities in Connecticut for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
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

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.

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.

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.

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.