
Cheap Apartments for Rent in the Upper Madison Neighborhood of Bridgeport, CT from $800 (37 Rentals)
Search the lowest-cost Apartments available for rent right now in the Upper Madison area of Bridgeport.


Total Monthly Price
1511 Pembroke St, Unit 1

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1770 Park Ave, Unit 1B

52 McKinley Ave

155 Wayne St

Crescent Crossing

Total Monthly Price
Pembroke Commons

101 Goddard Ave
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240 Oak St

Total Monthly Price
947 Capitol Ave, Unit 3

Total Monthly Price
Brookside Gardens

26 Pleasant St

155 Birdseye St

330 Bradley St

169 Birdseye St

748 Arctic St
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1057 E Main St

105 Manhattan Ave

687 Hallett St

2068 Main St

142 Center St

23 Morgan Ave

Total Monthly Price
274 Robin St
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Learn about Bridgeport and the best neighorhoods to rent with original content written by our Local Expert Staff Writer
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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 | $1,541 | $950 | $2,250 |
| Upper Madison 1 Bedroom Apartments | $2,215 | $1,250 | $4,195 |
| Upper Madison 2 Bedroom Apartments | $2,637 | $1,450 | $7,998 |
| Upper Madison 3 Bedroom Apartments | $2,392 | $1,750 | $3,380 |
| Upper Madison 4 Bedroom Apartments | $2,740 | $2,400 | $3,200 |
Browse Apartments in this Neighborhood
There are currently 37 rentals with your search options within a 2 mile radius of the Upper Madison Neighborhood of Bridgeport, CT.
See all Apartments in BridgeportExplore Bridgeport
Upper Madison, Bridgeport, CT Local Guide
- Nearby Bridgeport neighborhoods
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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 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.
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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
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 Brookside Gardens listed at $1,495.
How much is rent for a Cheap One Bedroom Upper Madison Apartment?
The lowest price for a Cheap One Bedroom Upper Madison Apartment is $1,396 at Pembroke Commons.
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 $1,650 at G Main LLC.
What is the most affordable Upper Madison Three Bedroom Apartment?
The best deal on a cheap Upper Madison Three Bedroom Apartment rental is at The Royce at Trumbull and starts from $2,921.
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.













