Cheap Homes for Rent in Upper Madison Neighborhood of Bridgeport, CT from $1,400 (21 Rentals)
Search the lowest-cost Homes available for rent right now in the Upper Madison area of Bridgeport.

175 Harriet St

45 Stevens St

348 Queen St

42 Dean Pl, Unit A106
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.

2625 Park Ave

2625 Park Ave

48 Enid St

315 Glendale Ave

3900 Park Ave

265 Glendale Ave, Unit E2

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.

200 Woodmont Ave, Unit 97

45-45 Jackson Ave

128 Robert St

20 Chatham Terrace

40 Leslie Rd
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

639 Barnum Ave

111 Kennedy Dr

120 Huntington Turnpike
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 | $2,314 | $1,600 | $4,000 |
Upper Madison 3 Bedroom Homes for Rent | $2,963 | $1,950 | $5,000 |
Upper Madison 4 Bedroom Homes for Rent | $3,876 | $2,750 | $7,000 |
Upper Madison 5 Bedroom Homes for Rent | $4,116 | $3,500 | $6,500 |
Upper Madison 6 Bedroom Homes for Rent | $5,366 | $3,800 | $6,500 |
Browse Homes for Rent in this Neighborhood
There are currently 21 rentals with your search options within a 2 mile radius of the Upper Madison Neighborhood of Bridgeport, CT.
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Upper Madison, Bridgeport, CT Local Guide
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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 Studio unit found at Brookside Gardens priced from $1,495. Lynn Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,575. Here are the most affordable Upper Madison apartments for rent in Bridgeport, CT:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Brookside Gardens | Studio | Studio,1BA | $1,495 |
Lynn Apartments | Studio | Studio,1BA | $1,575 |
The Royce at Trumbull | The Dover | 1BR,1BA | $2,180 |
Best Value Apartments for Rent in Upper Madison, CT
As of June 24, 2025 the best value apartment in the Upper Madison area is the $0.76 price per square foot 143 Shelton St Model at 143 Shelton St, Unit 143 in the in the North End neighborhood starting from $2,600. The second greatest value Upper Madison apartment is the 285 Bronx Ave Model at 285 Bronx Ave, Unit 2 starting at $2,850 with a $0.90 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. |
---|---|---|---|
143 Shelton St, Unit 143 | 143 Shelton St | 4BR,1.5BA | $0.76 |
285 Bronx Ave, Unit 2 | 285 Bronx Ave | 3BR,1BA | $0.90 |
197 Burnsford Ave, Unit 2nd floor | 197 Burnsford Ave | 3BR,2BA | $1.04 |
245 jane st, Unit 3 | 245 jane st | 3BR,1BA | $2.00 |
86 Sanford Ave, Unit 1 | 86 Sanford Ave | 3BR,1BA | $1.93 |
19 Bloomfield Dr, Unit 1 | 19 Bloomfield Dr | 2BR,1BA | $2.60 |
1516 Pembroke St, Unit 2L | 1516 Pembroke St | 3BR,1BA | $2.25 |
1518 Pembroke St, Unit 2R | 1518 Pembroke St | 3BR,1BA | $2.25 |
1786 E Main St, Unit 1792 | 1786 E Main St | 2BR,1.5BA | $1.95 |
317 Sylvan St, Unit #2 | 317 Sylvan St | 2BR,1BA | $1.95 |
Quick Rent Budget Calculator
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Frequently Asked Questions about Upper Madison
What type of rentals are currently available in Upper Madison?
There are currently 247 Apartments for Rent in Upper Madison, CT with pricing that ranges from $735 to $5,444. There are also 81 Single Family Homes for rent, Condos, and Townhome rentals currently available in Upper Madison ranging from $1,500 to $7,000.
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 $1,500 to $7,000 with an average monthly rent of $3,207.
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 $1,700 to $3,390, 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 $2,750 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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.