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

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Pembroke Commons
$1,885 - $2,011
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,396 - $2,011

Total Monthly Price
$1,396 - $2,011
2 Bedroom Apartments Available Now

Pembroke Commons

1055 Pembroke StBridgeport, CT 06608
Affordability
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property at 295 Bartlett St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Home for Rent

Available Now

295 Bartlett St

BridgeportCT06606
property at 508 Garfield Ave

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Home for Rent

Available Now

508 Garfield Ave

BridgeportCT06606
property at 1688 North Ave

$2,000 - $2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom Rentals

Available Now

1688 North Ave

BridgeportCT06604

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.

property at 227 Arctic St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1.5 Bath Home for Rent

Available Now

227 Arctic St

BridgeportCT06608
property at 55 Eaton St

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

2 Bedroom, 1 Bath Home for Rent

Available Now

55 Eaton St

BridgeportCT06604
property at 1956 Madison Ave

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 2 Bath Home for Rent

Available Now

1956 Madison Ave

BridgeportCT06606
property at 1071 Pembroke St

$2,250

Total Monthly Price

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

2 Bedroom, 1 Bath Home for Rent

Available Now

1071 Pembroke St

BridgeportCT06608
property at 199 Bradley St

$1,775

Total Monthly Price

Total Monthly Price

Base Rent
$1,775

Total Monthly Price
$1,775

2 Bedroom, 1 Bath Home for Rent

Available Now

199 Bradley St

BridgeportCT06610
property at 185 Alpine St

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

185 Alpine St

BridgeportCT06610
property at 925 Wayne St

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom, 1 Bath Home for Rent

Available Now

925 Wayne St

BridgeportCT06606
property at 649 Bridgeport Ave

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

649 Bridgeport Ave

BridgeportCT06607
property at 28 Sampson St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 1 Bath Home for Rent

Available Now

28 Sampson St

BridgeportCT06606
property at 205 French St

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

2 Bedroom, 1 Bath Home for Rent

Available Now

205 French St

BridgeportCT06606

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

property at 126 James St

$1,550

Total Monthly Price

Total Monthly Price

Base Rent
$1,550

Total Monthly Price
$1,550

2 Bedroom, 1 Bath Home for Rent

Available Now

126 James St

BridgeportCT06604
property at 389 Hawley Ave

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

2 Bedroom, 1 Bath Home for Rent

Available Now

389 Hawley Ave

BridgeportCT06606
property at 399 Hawley Ave

$2,250

Total Monthly Price

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

2 Bedroom, 1 Bath Home for Rent

Available Now

399 Hawley Ave

BridgeportCT06606
property at 295 Shelton St

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

2 Bedroom, 1 Bath Home for Rent

Available Now

295 Shelton St

BridgeportCT06608
property at 158 Louisiana Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

158 Louisiana Ave

BridgeportCT06610
property at 2066 Main St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1 Bath Home for Rent

Available Now

2066 Main St

BridgeportCT06604
property at 62 High Ridge Dr

$2,350

Total Monthly Price

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

2 Bedroom, 1 Bath Home for Rent

Available Now

62 High Ridge Dr

BridgeportCT06606
property at 184 Park St

$2,150

Total Monthly Price

Total Monthly Price

Base Rent
$2,150

Total Monthly Price
$2,150

2 Bedroom, 1 Bath Home for Rent

Available Now

184 Park St

BridgeportCT06608
property at 1387 Norman St

$2,350

Total Monthly Price

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

2 Bedroom, 1 Bath Home for Rent

Available Now

1387 Norman St

BridgeportCT06604
property at 54 James St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

54 James 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.

property at 759 Wood Ave

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

2 Bedroom, 1 Bath Home for Rent

Available Now

759 Wood Ave

BridgeportCT06604
property at 466 Merritt St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

466 Merritt St

BridgeportCT06606
property at 639 Barnum Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

639 Barnum Ave

BridgeportCT06608
property at 322 Catherine St

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

2 Bedroom, 1 Bath Home for Rent

Available Now

322 Catherine St

BridgeportCT06604
property at 744 Boston Ave

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650

Total Monthly Price
$1,650

2 Bedroom, 1 Bath Home for Rent

Available Now

744 Boston Ave

BridgeportCT06610
property at 657 Maple St

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

2 Bedroom, 1 Bath Home for Rent

Available Now

657 Maple St

BridgeportCT06608
property at 63 Eaton St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 1 Bath Home for Rent

Available Now

63 Eaton St

BridgeportCT06604
property at 343 Pearl St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

343 Pearl St

BridgeportCT06608
property at 2336 Main St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1 Bath Home for Rent

Available Now

2336 Main St

BridgeportCT06606
property at 202 Noble Ave

$2,050

Total Monthly Price

Total Monthly Price

Base Rent
$2,050

Total Monthly Price
$2,050

2 Bedroom, 1 Bath Home for Rent

Available Now

202 Noble Ave

BridgeportCT06608

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.

property at 708 Hallett St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

708 Hallett St

BridgeportCT06608
property at 1220 Pembroke St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1 Bath Home for Rent

Available Now

1220 Pembroke St

BridgeportCT06608
property at 23 Morgan Ave

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Home for Rent

Available Now

23 Morgan Ave

BridgeportCT06606
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1148 William Street
2 Bedroom Apartments

1148 William Street

1148 William StBridgeport, CT 06608
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Taft Commons
2 Bedroom Apartments

Taft Commons

225 Taft AveBridgeport, CT 06606
Student Housing
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G Main LLC
2 Bedroom Apartments

G Main LLC

2649 Main StBridgeport, CT 06606
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SBM 140 LLC
2 Bedroom Apartments

SBM 140 LLC

140 Alice StBridgeport, CT 06606
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528 E Main St
2 Bedroom Apartments

528 E Main St

528 E Main StBridgeport, CT 06608

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

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 ListingModel NamePriced From
Pembroke Commons2 bedroom$1,885
The Residences at Main$2.46/sq.ft. - B-07$2,975
The Royce at TrumbullThe Beacon$3,355
5545 Park Fairfield5545-B2A - 2 Bd, 2 Ba, 2 Deck, ADA-Ready$3,400
Woodside TrumbullB3$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.

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Cash 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.

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Quick 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.

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Pet Friendly Lifestyle
Upper Madison, Bridgeport, CT

Ranked #21

Among cities in Connecticut for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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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

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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.

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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.

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

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.

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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.