
Cheap Apartments for Rent in the Upper Madison Neighborhood of Bridgeport, CT from $825 (135 Rentals)
Search the lowest-cost Apartments available for rent right now in the Upper Madison area of Bridgeport.


35 Beers St

Total Monthly Price
1511 Pembroke St, Unit 1

1035 Noble Ave

2554 Main St

1511 Pembroke St, Unit 6

Total Monthly Price
390 Birmingham St, Unit 1

Crescent Crossing

Total Monthly Price
Pembroke Commons

582 Kossuth 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 M. April Tome

Presidential Apartments

1630 Madison Ave

2014 Main St

2068 Main St

147 Charles St

159 Charles St

Total Monthly Price
Brookside Gardens

950 Lindley St

404 Charles St

1057 E Main St
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1092 E Main St

103 Catherine St

350 Spring St

196 Garfield Ave, Unit 3FL

2240 E Main St

712-714 Madison Ave

70 McKinley Ave

240 William St

Total Monthly Price
Lynn Apartments

64 McKinley Ave
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

1254 Pembroke St

45 Stevens St

140 Center St

80 Taft Ave

2600 Park Ave, Unit 2600 Park Ave #10Y

125 Alexander Dr

466 Merritt St

30 Stevens St

273 Brooks St

126 Goddard Ave
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

46 Hayes St

93-95-95 Alpine St

143-147-147 Catherine St

380 Gurdon St

1565-1571-1571 E Main St

119 Rocton Ave

128 Robert St

103 Madison Ave

3370 Madison Ave, Unit 3370 Madison 2A

135-137 Hillcrest Rd
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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.
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 | $1,633 | $1,295 | $1,810 |
| Upper Madison 1 Bedroom Apartments | $2,069 | $1,075 | $3,994 |
| Upper Madison 2 Bedroom Apartments | $2,697 | $1,650 | $3,681 |
| Upper Madison 3 Bedroom Apartments | $2,479 | $1,700 | $3,500 |
| Upper Madison 4 Bedroom Apartments | $2,640 | $2,400 | $3,000 |
Browse Apartments in this Neighborhood
There are currently 135 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
- Nearby Bridgeport neighborhoods
- Nearby Cities
- ZIP codes
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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 Morgan Ave Apartments priced from $1,325. G Wells LLC has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,375. Here are the most affordable Upper Madison apartments for rent in Bridgeport, CT:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Morgan Ave Apartments | 0BR/1.0BA | Studio,1BA | $1,325 |
| G Wells LLC | 1Bed/ 1 bath | 1BR,1BA | $1,375 |
| Pembroke Commons | 1 bedroom | 1BR,1BA | $1,396 |
| Presidential Apartments | 1 Bedroom | 1BR,1BA | $1,495 |
| Park Royal | 1BR/1.0BA | 1BR,1BA | $1,560 |
| Brookside Gardens | Upgraded Studio | Studio,1BA | $1,610 |
| Lynn Apartments | Classic Studio | Goldenrod | Studio,1BA | $1,710 |
Best Value Apartments for Rent in Upper Madison, CT
As of August 26, 2026 the best value apartment in the Upper Madison area is the $1.25 price per square foot 1520 Pembroke St Model at 1520 Pembroke St, Unit 1L in the in the Lower Long Hill neighborhood starting from $2,250. The second greatest value Upper Madison apartment is the The Gillette Model at The Royce at Trumbull starting at $3,260 with a $2.51 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. |
|---|---|---|---|
| 1520 Pembroke St, Unit 1L | 1520 Pembroke St | 5BR,1BA | $1.25 |
| The Royce at Trumbull | The Gillette | 3BR,2BA | $2.51 |
| 245 jane st | 245 jane st | 3BR,1BA | $2.00 |
| Ten Trumbull | Carmel | 2BR,2BA | $3.16 |
| Park Royal | 2BR/1.0BA | 2BR,1BA | $2.19 |
| 1511 Pembroke St, Unit 1 | 1511 Pembroke St | 1BR,1BA | $1.44 |
| 205 Indian Ave, Unit 205 Indian Avenue | 205 Indian Ave | 2BR,1BA | $2.44 |
| Presidential Apartments | 1 Bedroom | 1BR,1BA | $2.14 |
| Pembroke Commons | 1 bedroom | 1BR,1BA | $1.99 |
| Morgan Ave Apartments | 0BR/1.0BA | Studio ,1BA | $2.94 |
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 ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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 #4
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
What is the Cheapest Studio apartment in Upper Madison?
Currently the most affordable Cheap Studio Apartment in Upper Madison is at Morgan Ave Apartments listed at $1,325.
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 1220 Pembroke St and starts from $2,500.
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 Expert's 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.

Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.