1458 E Main St
BridgeportCT06608
Cheap Apartments for Rent in the Upper Madison Neighborhood of Bridgeport, CT from $700 (27 Rentals)
Search the lowest-cost Apartments available for rent right now in the Upper Madison area of Bridgeport.
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230 Garfield Ave
BridgeportCT06606
165 McKinley Ave
BridgeportCT06606
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.
1795 North Ave
BridgeportCT06604
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from $1,3521 Bedroom Apartments Contact Us For Availability
Crescent Crossing
160 Church StBridgeport, CT 06608
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from $1,495Studio to 1 Bedroom Apartments Available Now
Brookside Gardens
150 Anton StBridgeport, CT 06606
80 Wheeler Ave
BridgeportCT06606
305 Parrott Ave
BridgeportCT06606
134 George St
BridgeportCT06604
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.
748 Arctic St
BridgeportCT06608
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from $1,575Studio to 1 Bedroom Apartments Available Now
Lynn Apartments
505 Jewett AveBridgeport, CT 06606
240 Oak St
BridgeportCT06604
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.
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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.
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Showing Results 1-27, Page 1 of 1
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 | $1,455 | $735 | $1,800 |
| Upper Madison 1 Bedroom Apartments | $2,572 | $1,200 | $4,750 |
| Upper Madison 2 Bedroom Apartments | $2,839 | $1,500 | $5,444 |
| Upper Madison 3 Bedroom Apartments | $2,439 | $1,700 | $3,390 |
| Upper Madison 4 Bedroom Apartments | $2,516 | $2,200 | $2,800 |
Browse Apartments in this Neighborhood
There are currently 27 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 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 23, 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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Pet Friendly LifestyleUpper Madison, Bridgeport, CT
Ranked #21
Among neighborhoods in Bridgeport, CT 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 $1,695 at Lynn Apartments.
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 $2,625 at The Royce at Trumbull.
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 $3,160.
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.