
Cheap Apartments for Rent in the Upper Madison Neighborhood of Bridgeport, CT from $800 (22 Rentals)
Search the lowest-cost Apartments available for rent right now in the Upper Madison area of Bridgeport.


1610 Iranistan Ave

240 Oak St

305 Parrott Ave

35 Beers St

Crescent Crossing

Total Monthly Price
Pembroke Commons
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.

23 Morgan Ave

155 Birdseye St

190 Birdseye St

Tara Apartments

2209 Main Street

SBM 140 LLC

St. Patrick's School Apartments
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.

G Wells LLC

40-42 Jane St

1148 William Street

299 Berkshire

1465 E Main Street

Executive House Apartments

Dean Place Apartments
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

Blue Noble LLC
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 | $1,463 | $1,100 | $1,710 |
| Upper Madison 1 Bedroom Apartments | $2,160 | $975 | $3,994 |
| Upper Madison 2 Bedroom Apartments | $2,481 | $1,400 | $4,374 |
| Upper Madison 3 Bedroom Apartments | $2,506 | $1,995 | $4,965 |
| Upper Madison 4 Bedroom Apartments | $2,679 | $1,850 | $3,550 |
Browse Apartments in this Neighborhood
There are currently 22 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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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 Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Pembroke Commons | 1 bedroom | 1BR,1BA | $1,396 |
| Lynn Apartments | Unrenovated Studio - Goldenrod | Studio,1BA | $1,510 |
| Brookside Gardens | Studio | Studio,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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 2436 E Main St, Unit 2436 E Main Street | 2436 E Main St | 2BR,1BA | $1.33 |
| 55 Eaton St, Unit 55 Eaton Street 2nd floor | 55 Eaton St | 2BR,1BA | $1.42 |
| 245 jane st | 245 jane st | 3BR,1BA | $2.00 |
| 123 Platt St | 123 Platt St | 3BR,1BA | $2.05 |
| 1518 Pembroke St, Unit 2L | 1518 Pembroke St | 3BR,1BA | $2.00 |
| The Residences at Main | $2.83/sq.ft. - A-03 | 1BR,1BA | $2.83 |
| The Royce at Trumbull | The Ash | 1BR,1BA | $2.73 |
| 862 Wood Ave, Unit Unit 8 | 862 Wood Ave | 1BR,1BA | $2.09 |
| Pembroke Commons | 1 bedroom | 1BR,1BA | $1.99 |
| 255 Fairfield Woods Rd, Unit 2 | 255 Fairfield Woods Rd | 1BR,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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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 #21
Among cities in Connecticut for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet 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 Lynn Apartments listed at $1,510.
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 $3,260.
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

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.

Maximizing Your Refund: Essential Tax Tips for Renters
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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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Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

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.