
Cheap Apartments for Rent in the Upper Madison Neighborhood of Bridgeport, CT from $800 (106 Rentals)
Search the lowest-cost Apartments available for rent right now in the Upper Madison area of Bridgeport.


1511 Pembroke St, Unit 6

Crescent Crossing

Total Monthly Price
Pembroke Commons

46 Anton Dr, Unit Basement

530 Jane St

Total Monthly Price
Lynn Apartments

178 Clarence St

Total Monthly Price
Brookside Gardens

404 Charles St
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.

950 Lindley St

159 Charles St

Total Monthly Price
26 Arlington St, Unit 2

2240 E Main St

595 William St

Total Monthly Price
13 Armstrong Pl, Unit Apt 2

1102 E Main St

231 Goddard Ave

70 McKinley Ave

140 Center 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

64 McKinley Ave

80 Taft Ave

1057 E Main St

30 Stevens St

206 Noble Ave

466 Merritt St

350 Spring St

1254 Pembroke St

1231 Norman St
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.

200 French St

1248 Pembroke St

240 William St

95 Center St

93-95-95 Alpine St

46 Hayes St

712-714 Madison Ave

128 Robert St

103 Madison Ave

70 Lindley St, Unit 3rd Floor
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.

70 Lindley St, Unit 2nd Floor

126 Goddard Ave

101 Madison Ave

380 Gurdon St

410 Chamberlain Ave

200 Ogden St

33 Marion St

98 Sanford Ave, Unit 2nd floor

85 James St

1688 North Ave
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
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 | $1,683 | $1,500 | $1,890 |
| Upper Madison 1 Bedroom Apartments | $2,220 | $1,300 | $3,994 |
| Upper Madison 2 Bedroom Apartments | $2,645 | $1,600 | $3,850 |
| Upper Madison 3 Bedroom Apartments | $2,476 | $1,700 | $4,482 |
| Upper Madison 4 Bedroom Apartments | $2,929 | $2,375 | $3,900 |
Browse Apartments in this Neighborhood
There are currently 106 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
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- 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 |
| Brookside Gardens | Renovated Studio | Studio,1BA | $1,610 |
| Lynn Apartments | Renovated Studio | Goldenrod | Studio,1BA | $1,890 |
| The Royce at Trumbull | The Dover | 1BR,1BA | $1,929 |
| The Residences at Main | $3.09/sq.ft. - A-02 | 1BR,1BA | $2,245 |
| Woodside Trumbull | A1 | 1BR,1BA | $2,379 |
Best Value Apartments for Rent in Upper Madison, CT
As of July 11, 2026 the best value apartment in the Upper Madison area is the $1.36 price per square foot 1520 Pembroke St Model at 1520 Pembroke St, Unit 1L in the in the Lower Long Hill neighborhood starting from $2,450. The second greatest value Upper Madison apartment is the 245 jane st Model at 245 jane st starting at $2,400 with a $2.00 price per square foot in the North End 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. |
|---|---|---|---|
| 1520 Pembroke St, Unit 1L | 1520 Pembroke St | 5BR,1BA | $1.36 |
| 245 jane st | 245 jane st | 3BR,1BA | $2.00 |
| 13 Armstrong Pl, Unit Apt 2 | 13 Armstrong Pl | 3BR,1BA | $1.62 |
| 26 Arlington St, Unit 2 | 26 Arlington St | 2BR,1BA | $1.79 |
| 1511 Pembroke St, Unit 1 | 1511 Pembroke St | 1BR,1BA | $1.44 |
| The Residences at Main | $3.24/sq.ft. - A-01 | 1BR,1BA | $3.06 |
| Woodside Trumbull | A1 | 1BR,1BA | $3.08 |
| The Royce at Trumbull | The Dover | 1BR,1BA | $2.85 |
| Pembroke Commons | 1 bedroom | 1BR,1BA | $1.99 |
| 390 Birmingham St, Unit 1 | 390 Birmingham St | 1BR,1BA | $2.21 |
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.
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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 #6
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.
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 Expert's 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.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.