
Cheap Homes for Rent in Upper Madison Neighborhood of Bridgeport, CT from $1,300 (43 Rentals)
Search the lowest-cost Homes available for rent right now in the Upper Madison area of Bridgeport.


52 McKinley Ave

101 Goddard Ave

240 Oak St

1315 Noble Ave, Unit B3

155 Birdseye 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.

180 Birdseye St, Unit a5

1350 Brooklawn Ave

169 Birdseye St

105 Cleveland Ave

3245 Main St

748 Arctic St

1057 E Main St

142 Center St
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.

191 Oak St

1795 North Ave, Unit 15

2068 Main St

2014 Main St

335 Wells St

191 Oak St

159 Charles St

240 William 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

70 McKinley Ave

2014 Main St

65 James St

65 James St

3012 Madison Ave

1057 E Main St

708 Hallett St

343 Pearl 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.

2600 Park Ave

657 Maple St

343 Pearl St

147 Charles St

3900 Park Ave

3200 Madison Ave

2336 Main St

87 Caroline St
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.

87 Caroline St

1220 Pembroke St

317 Madison Ave
Upper Madison, Bridgeport, CT Local Guide

How much does it cost to rent a home in Upper Madison?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Upper Madison 2 Bedroom Homes for Rent | $2,249 | $1,450 | $4,000 |
| Upper Madison 3 Bedroom Homes for Rent | $2,768 | $1,950 | $6,500 |
| Upper Madison 4 Bedroom Homes for Rent | $3,509 | $3,000 | $3,995 |
| Upper Madison 5 Bedroom Homes for Rent | $4,625 | $2,500 | $7,500 |
Browse Homes for Rent in this Neighborhood
There are currently 43 rentals with your search options within a 2 mile radius of the Upper Madison Neighborhood of Bridgeport, CT.
Explore Bridgeport
Upper Madison, Bridgeport, CT Local Guide
- Nearby Bridgeport neighborhoods
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- ZIP codes
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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 1 Bed unit found at Pembroke Commons priced from $1,396. Brookside Gardens has the second lowest priced unit, which is a Studio apartment currently listed from $1,495. 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 |
| Brookside Gardens | Studio | Studio,1BA | $1,495 |
| G Main LLC | 2Bd/1BR | 2BR,1BA | $1,650 |
| Lynn Apartments | Studio | Studio,1BA | $1,695 |
| Beechmont Gardens | Two-Bedroom with Deck | 2BR,1BA | $1,820 |
Best Value Apartments for Rent in Upper Madison, CT
As of November 25, 2025 the best value apartment in the Upper Madison area is the $1.41 price per square foot 478-480 Center St Model at 478-480 Center St, Unit 480 Center Street 2FL in the in the North End neighborhood starting from $2,400. The second greatest value Upper Madison apartment is the 245 jane st Model at 245 jane st, Unit 3 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. |
|---|---|---|---|
| 478-480 Center St, Unit 480 Center Street 2FL | 478-480 Center St | 4BR,2BA | $1.41 |
| 245 jane st, Unit 3 | 245 jane st | 3BR,1BA | $2.00 |
| 947 Capitol Ave, Unit 3 | 947 Capitol Ave | 2BR,1BA | $1.24 |
| 95 Taft Ave, Unit 97 2nd FL | 95 Taft Ave | 2BR,1BA | $1.75 |
| 101 Taft Ave, Unit First Floor | 101 Taft Ave | 2BR,1BA | $1.91 |
| 1518 Pembroke St, Unit 2R | 1518 Pembroke St | 3BR,1BA | $2.00 |
| 1511 Pembroke St, Unit 1 | 1511 Pembroke St | 1BR,1BA | $1.39 |
| Beechmont Gardens | Two-Bedroom with Deck | 2BR,1BA | $2.04 |
| Pembroke Commons | 1 bedroom | 1BR,1BA | $1.99 |
| 1770 Park Ave, Unit 1B | 1770 Park Ave | Studio ,1BA | $1.86 |
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 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 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
4.0Pet Friendly
Frequently Asked Questions about Upper Madison
What type of rentals are currently available in Upper Madison?
There are currently 270 Apartments for Rent in Upper Madison, CT with pricing that ranges from $950 to $7,998. There are also 118 Single Family Homes for rent, Condos, and Townhome rentals currently available in Upper Madison ranging from $1,300 to $7,500.
What is the current price range for Rental Homes in Upper Madison?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Upper Madison ranges from $1,300 to $7,500 with an average monthly rent of $2,702.
How much are larger Three and Four Bedroom Rentals in Upper Madison?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Upper Madison range from $1,750 to $3,380, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 to $6,500. Four Bedroom Single-Family rentals are also available starting from $3,000 and Four Bedroom Apartments start at $2,400.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

