
2 Bedroom Apartments for Rent in the Upper Madison Neighborhood of Bridgeport, CT (120 Rentals)


Total Monthly Price
97 Taft Ave, Unit 99

Total Monthly Price
55 Eaton St, Unit 55 Eaton Street 2nd floor

Total Monthly Price
1177 North Ave, Unit 3rd Floor

Total Monthly Price
2436 E Main St, Unit 2436 E Main Street

595 William St

508 Pequonnock St

295 Bartlett St

508 Garfield Ave

1688 North Ave
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.

227 Arctic St

55 Eaton St

1956 Madison Ave

1071 Pembroke St

199 Bradley St

185 Alpine St

925 Wayne St

649 Bridgeport Ave

28 Sampson St

205 French 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 Staff Writer

126 James St

389 Hawley Ave

399 Hawley Ave

295 Shelton St

158 Louisiana Ave

2066 Main St

62 High Ridge Dr

184 Park St

1387 Norman St

54 James 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.

759 Wood Ave

466 Merritt St

639 Barnum Ave

322 Catherine St

744 Boston Ave

657 Maple St

63 Eaton St

343 Pearl St

2336 Main St

202 Noble Ave
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.

708 Hallett St

1220 Pembroke St

23 Morgan Ave

1148 William Street

Dean Place Apartments

340 Putnam Street

Taft Commons

G Main LLC

SBM 140 LLC

528 E Main 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.
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 | $1,463 | $1,100 | $1,710 |
| Upper Madison 1 Bedroom Apartments | $2,160 | $975 | $3,994 |
Upper Madison 2 Bedroom Apartments | $2,481 | $1,400 | $4,374 |
| Upper Madison 3 Bedroom Apartments | $2,506 | $1,995 | $4,965 |
| Upper Madison 4 Bedroom Apartments | $2,679 | $1,850 | $3,550 |
Browse Apartments in this Neighborhood
There are currently 120 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
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Available Upper Madison 2 Bedroom Apartments
Currently the lowest priced 2 Bedroom apartment unit Upper Madison of Bridgeport, CT is the 2 bedroom Model starting from $1,885 at Pembroke Commons. The average price for all 2 Bedroom apartments in Upper Madison is currently $2,481. Here is today’s list of the cheapest available 2 Bedroom options in the area:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Pembroke Commons | 2 bedroom | $1,885 |
| The Residences at Main | $2.46/sq.ft. - B-07 | $2,975 |
| The Royce at Trumbull | The Beacon | $3,355 |
| 5545 Park Fairfield | 5545-B2A - 2 Bd, 2 Ba, 2 Deck, ADA-Ready | $3,400 |
| Woodside Trumbull | B3 | $3,449 |
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 ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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
3.5Pet Friendly
Lifestyle Ratings
ApartmentHomeLiving brings you Lifestyle Ratings of rentals in metropolitan areas across the United States, including Bridgeport. Lifestyle Ratings show you the best fit for your needs and interests. This takes in many factors including searching for the best amenities, and proximity to parks, transit availability, pet-friendly communities, multifamily communities for the kids, and how walkable or bikeable each community and area is. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!
Frequently Asked Questions about 2 Bedroom Upper Madison Apartments
What is the Cheapest apartment in Upper Madison with 2 Bedroom?
Currently the most affordable 2 Bedroom in Upper Madison is at Pembroke Commons listed at $1,885.
How much is the average rent for a 2 Bedroom Upper Madison Apartment?
The average rent for a 2 Bedroom Apartment in Upper Madison is $2,481.
What is the largest available 2 Bedroom Upper Madison Apartment for rent?
Today's apartment with the most square footage in Upper Madison is a square feet unit at .
What is the average size for Upper Madison 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Upper Madison is currently 2,459 sq ft.
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 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.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.