
Cheap Apartments for Rent in the Upper Madison Neighborhood of Bridgeport, CT from $800 (80 Rentals)
Search the lowest-cost Apartments available for rent right now in the Upper Madison area of Bridgeport.


1610 Iranistan Ave

118 Beers St

35 Beers St

Crescent Crossing

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Pembroke Commons

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470 Noble Ave, Unit 468 First Floor, Unit 468 First Floor

2016 Main St

135 Caroline St

105 Cleveland Ave
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.

530 Jane St

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Lynn Apartments

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2295 E Main St, Unit 3rd Floor, Unit 3rd Floor

211 Birdseye St, Unit 2A2

744 Boston Ave

976 Capitol Ave

199 Bradley St

649 Bridgeport Ave

1102 E Main St

114-116 Laurel Pl
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.

Total Monthly Price
Brookside Gardens

80 Taft Ave

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7 Hunting St

26 Evergreen St

466 Merritt St

1057 E Main St

1956 Madison Ave

95-97-97 Locust St

55 Eaton St

389 Hawley 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.

87-89-89 Astoria Ave

20 Janet Cir, Unit 20k, Unit 20k

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1177 North Ave, Unit 3rd Floor, Unit 3rd Floor

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26 Arlington St, Unit 2, Unit 2

185 Alpine St

1220 Pembroke St

128 Robert St

183 Hawley Ave

113 Spring St

70 Lindley 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

2125 E Main St

59 Westfield Ave

Total Monthly Price
1518 Pembroke St, Unit 2L, Unit 2L

33 Marion St

454 Summit St

158 Louisiana Ave

184 Park St

1688 North Ave

Tara Apartments

2209 Main Street
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

How much does it cost to rent an apartment in Upper Madison?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Upper Madison Studio Apartments | $1,544 | $1,100 | $1,810 |
| Upper Madison 1 Bedroom Apartments | $2,288 | $975 | $3,994 |
| Upper Madison 2 Bedroom Apartments | $2,534 | $1,475 | $4,374 |
| Upper Madison 3 Bedroom Apartments | $2,658 | $1,995 | $3,650 |
| Upper Madison 4 Bedroom Apartments | $3,100 | $2,450 | $3,900 |
Browse Apartments in this Neighborhood
There are currently 80 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 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 Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| G Wells LLC | 1Bed/ 1 bath | 1BR,1BA | $1,375 |
| Pembroke Commons | 1 bedroom | 1BR,1BA | $1,396 |
| The Royce at Trumbull | The Dover | 1BR,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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 67 Tremont Ave, Unit 1 | 67 Tremont Ave | 4BR,1BA | $0.86 |
| 506 Merritt St, Unit 2 | 506 Merritt St | 3BR,1BA | $1.03 |
| 2393 Main St, Unit 3 | 2393 Main St | 3BR,1BA | $1.50 |
| 306 Madison Ave, Unit 306 Madison Ave | 306 Madison Ave | 3BR,1BA | $1.92 |
| 245 jane st | 245 jane st | 3BR,1BA | $2.00 |
| 2295 E Main St, Unit 3rd Floor | 2295 E Main St | 2BR,1BA | $1.48 |
| 1518 Pembroke St, Unit 2L | 1518 Pembroke St | 3BR,1BA | $2.00 |
| 26 Arlington St, Unit 2 | 26 Arlington St | 2BR,1BA | $2.00 |
| 470 Noble Ave, Unit 468 First Floor | 470 Noble Ave | 1BR,1BA | $1.75 |
| Pembroke Commons | 1 bedroom | 1BR,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.
Read ArticleDon'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 ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash 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.
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 #18
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
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

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.

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.

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.

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.