
Cheap Homes for Rent in Upper Madison Neighborhood of Bridgeport, CT from $800 (13 Rentals)
Cheap Homes in the Upper Madison area of Bridgeport.


135 Woodbine Cir

1610 Iranistan Ave

365 Glendale Ave

2955 Madison Ave

48 Enid St
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

516 Vincelette St

3900 Park Ave

45-45 Jackson Ave

652 Maple St

20 Chatham Terrace

128 Robert St
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

4666 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 | $2,441 | $1,900 | $4,000 |
Upper Madison 3 Bedroom Homes for Rent | $3,313 | $1,950 | $4,950 |
Upper Madison 4 Bedroom Homes for Rent | $3,765 | $3,200 | $7,000 |
Upper Madison 5 Bedroom Homes for Rent | $3,945 | $3,150 | $4,600 |
Upper Madison 6 Bedroom Homes for Rent | $4,450 | $850 | $6,500 |
Browse Homes for Rent in this Neighborhood
There are currently 13 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 City Trust Apartments priced from $1,400. Brookside Gardens has the second lowest priced unit, which is a Studio apartment currently listed from $1,525. Here are the most affordable Upper Madison apartments for rent in Bridgeport, CT:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
City Trust Apartments | Studio | Studio,1BA | $1,400 |
Brookside Gardens | Studio | Studio,1BA | $1,525 |
Lynn Apartments | Studio | Studio,1BA | $1,575 |
1188 Lofts | Newfield Studio | Studio,1BA | $1,700 |
1269 Main St | 1 bed | 1BR,1BA | $1,725 |
Best Value Apartments for Rent in Upper Madison, CT
As of May 09, 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 142 Jackson Ave Model at 142 Jackson Ave, Unit 2nd floor starting at $2,450 with a $1.75 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. |
---|---|---|---|
143 Shelton St, Unit 143 | 143 Shelton St | 4BR,1.5BA | $0.76 |
142 Jackson Ave, Unit 2nd floor | 142 Jackson Ave | 3BR,1BA | $1.75 |
1175 North Ave, Unit 3rd | 1175 North Ave | 2BR,1BA | $1.50 |
85 Manhattan Ave, Unit #2 | 85 Manhattan Ave | 2BR,1BA | $1.95 |
86 Sanford Ave, Unit 1 | 86 Sanford Ave | 3BR,1BA | $1.93 |
13 Armstrong Pl, Unit Apt 3 | 13 Armstrong Pl | 3BR,1BA | $1.62 |
1786 E Main St, Unit 1792 | 1786 E Main St | 2BR,1.5BA | $2.10 |
527 E Main St, Unit Newly Renovated—Lrg 3Brdm | 527 E Main St | 3BR,1BA | $2.20 |
1841 North Ave, Unit 1841 North Ave | 1841 North Ave | 2BR,1BA | $2.05 |
200 Ogden St, Unit 1st Floor | 200 Ogden St | 1BR,1BA | $2.67 |
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Frequently Asked Questions about Upper Madison
What type of rentals are currently available in Upper Madison?
There are currently 275 Apartments for Rent in Upper Madison, CT with pricing that ranges from $800 to $5,968. There are also 69 Single Family Homes for rent, Condos, and Townhome rentals currently available in Upper Madison ranging from $850 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 $850 to $7,000 with an average monthly rent of $3,008.
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 $3,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 to $4,950. Four Bedroom Single-Family rentals are also available starting from $3,200 and Four Bedroom Apartments start at $2,350.
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.

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.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.