
Cheap Homes for Rent in Upper Madison Neighborhood of Bridgeport, CT from $1,100 (33 Rentals)
Search the lowest-cost Homes available for rent right now in the Upper Madison area of Bridgeport.


175 Harriet St

860 Wood Ave

101 Goddard Ave, Unit 3

1315 Noble Ave, Unit B9
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.

240 Oak St

169 Birdseye St

1350 Brooklawn Ave

651 Maple St

748 Arctic St

1057 E Main St

205 Bretton St

85 Caroline St

191 Oak St

1795 North Ave

2068 Main 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.

142 Center St

2014 Main St

335 Wells St

70 McKinley Ave, Unit b5

48 Enid St

191 Oak St

159 Charles 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.

48 Enid St

65 James St

1057 E Main St

65 James St

1057 E Main St

708 Hallett St

343 Pearl St

30 Stevens St

1053 E Main St
The 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.

1057 E Main St
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 | $2,053 | $1,450 | $3,900 |
Upper Madison 3 Bedroom Homes for Rent | $2,888 | $1,950 | $5,000 |
Upper Madison 4 Bedroom Homes for Rent | $3,663 | $2,200 | $6,000 |
Upper Madison 5 Bedroom Homes for Rent | $4,230 | $3,350 | $4,600 |
Upper Madison 6 Bedroom Homes for Rent | $3,800 | $3,800 | $3,800 |
Browse Homes for Rent in this Neighborhood
There are currently 33 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
- Nearby Cities
- ZIP codes
- 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 1 Bed unit found at G Main LLC priced from $1,375. Brookside Gardens has the second lowest priced unit, which is a Studio apartment currently listed from $1,595. Here are the most affordable Upper Madison apartments for rent in Bridgeport, CT:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
G Main LLC | 1Bed/ 1 bath | 1BR,1BA | $1,375 |
Brookside Gardens | Studio | Studio,1BA | $1,595 |
Lynn Apartments | Studio | Studio,1BA | $1,750 |
1188 Lofts | Newfield Studio | Studio,1BA | $1,750 |
The Royce at Trumbull | The Dover | 1BR,1BA | $1,975 |
Best Value Apartments for Rent in Upper Madison, CT
As of October 03, 2025 the best value apartment in the Upper Madison area is the $2.07 price per square foot 232 Hillside Ave Model at 232 Hillside Ave in the in the North End neighborhood starting from $2,900. The second greatest value Upper Madison apartment is the 947 Capitol Ave Model at 947 Capitol Ave, Unit 3 starting at $1,595 with a $1.33 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. |
---|---|---|---|
232 Hillside Ave | 232 Hillside Ave | 3BR,1BA | $2.07 |
947 Capitol Ave, Unit 3 | 947 Capitol Ave | 2BR,1BA | $1.33 |
1175 North Ave, Unit 1175 North Ave 2nd Floor | 1175 North Ave | 2BR,1BA | $1.58 |
95 Taft Ave, Unit 99 2nd floor | 95 Taft Ave | 3BR,1BA | $1.79 |
245 jane st, Unit 3 | 245 jane st | 3BR,1BA | $2.00 |
200 Ogden St, Unit 2nd Floor | 200 Ogden St | 3BR,1BA | $1.83 |
296-298 Federal St, Unit Third floor | 296-298 Federal St | 3BR,1BA | $1.94 |
1518 Pembroke St, Unit 2R | 1518 Pembroke St | 3BR,1BA | $2.00 |
26 Arlington St, Unit 2 | 26 Arlington St | 2BR,1BA | $2.05 |
196 Putnam St, Unit 2fl | 196 Putnam St | 3BR,1BA | $2.00 |
Quick 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 #22
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 267 Apartments for Rent in Upper Madison, CT with pricing that ranges from $850 to $7,998. There are also 121 Single Family Homes for rent, Condos, and Townhome rentals currently available in Upper Madison ranging from $1,100 to $6,000.
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 $1,100 to $6,000 with an average monthly rent of $2,992.
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 $1,650 to $3,220, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 to $5,000. Four Bedroom Single-Family rentals are also available starting from $2,200 and Four Bedroom Apartments start at $2,200.
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.

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.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.