2 Bedroom Apartments for Rent in the Upper Madison Neighborhood of Bridgeport, CT (141 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
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26 Arlington St, Unit 2
$1,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800
2 Bedroom Apartment Available Now

26 Arlington St, Unit 2

26 Arlington StBridgeport, CT 06606
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7 Hunting St
$1,600 - $1,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,600 - $1,850

Total Monthly Price
$1,600 - $1,850
2 Bedroom Apartment Available Now

7 Hunting St

7 Hunting StBridgeport, CT 06606
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property at 769 Sylvan Ave

$2,225

Total Monthly Price24 Month Lease Term

Total Monthly Price

Base Rent
$2,225

Total Monthly Price
$2,225

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

769 Sylvan Ave

BridgeportCT06606

Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

property at 206 Noble 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 May 28

206 Noble Ave

BridgeportCT06608
property at 8 High Ridge Dr

$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

8 High Ridge Dr

BridgeportCT06606
property at 1231 Norman 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

1231 Norman St

BridgeportCT06604
property at 610 Hawley 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

610 Hawley Ave

BridgeportCT06606
property at 234 Savoy St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Home for Rent

Available Now

234 Savoy St

BridgeportCT06606
property at 60 Westfield 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

60 Westfield Ave

BridgeportCT06606
property at 201 French 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

201 French St

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.

property at 50 Trumbull Ave

$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

50 Trumbull Ave

BridgeportCT06606
property at 709 Capitol 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

709 Capitol Ave

BridgeportCT06606
property at 619 Shelton St

$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

619 Shelton St

BridgeportCT06608
property at 614 Earl Ave

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 1 Bath Home for Rent

Available Now

614 Earl Ave

BridgeportCT06606
property at 70 Lindley St

$1,980 - $1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,995

Total Monthly Price
$1,995

2 Bedroom Rentals

Available Now

70 Lindley St

BridgeportCT06604
property at 126 Goddard 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

126 Goddard Ave

BridgeportCT06610
property at 93-95-95 Alpine 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

93-95-95 Alpine St

BridgeportCT06610
property at 164 French 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

164 French St

BridgeportCT06606
property at 972 Capitol Ave

$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

972 Capitol Ave

BridgeportCT06606
property at 240 William St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom Rentals

Available Now

240 William St

BridgeportCT06608

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.

property at 95-97-97 Locust 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

95-97-97 Locust St

BridgeportCT06610
property at 87-89-89 Astoria 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

87-89-89 Astoria Ave

BridgeportCT06604
property at 454 Summit 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

454 Summit St

BridgeportCT06606
property at 44 Lorraine Terrace

$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

44 Lorraine Terrace

BridgeportCT06604
property at 33 Marion 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

33 Marion St

BridgeportCT06606
property at 2744 Main 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

2744 Main St

BridgeportCT06606
property at 1102 E Main St

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

2 Bedroom, 1 Bath Home for Rent

Available Now

1102 E Main St

BridgeportCT06608
property at 36-40-40 Carver 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

36-40-40 Carver St

BridgeportCT06610
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
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

Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

property at 1956 Madison Ave

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 2 Bath Home for Rent

Available Now

1956 Madison Ave

BridgeportCT06606
property at 649 Bridgeport Ave

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

2 Bedroom, 1 Bath Home for Rent

Available Now

649 Bridgeport Ave

BridgeportCT06607
property at 28-30-30 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

28-30-30 Sampson St

BridgeportCT06606
property at 263 Hawley Ave

$1,950

Total Monthly Price

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

2 Bedroom, 1 Bath Home for Rent

Available Now

263 Hawley Ave

BridgeportCT06606
property at 389 Hawley Ave

$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

389 Hawley Ave

BridgeportCT06606
property at 759 Wood Ave

$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

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 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 1057 E Main 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

1057 E Main St

BridgeportCT06608

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

Upper Madison, Bridgeport, CT Local Guide

Largest Available Upper Madison 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in the Upper Madison area of Bridgeport, CT is found at The Royce at Trumbull and is listed at 1,451 square feet priced from $3,185. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
The Royce at TrumbullThe Beacon1,451 Sq Ft$3,185
The Residences at Main$2.54/sq.ft. - B-061,231 Sq Ft$3,175
5545 Park Fairfield5545-C2 - 2Bd, 2 Ba, 2 Den, Deck1,230 Sq Ft$3,500
Pembroke Commons2 bedroom1,200 Sq Ft$1,885

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 $2,528. 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 Royce at TrumbullThe Conway$2,695
The Residences at Main$2.54/sq.ft. - B-06$3,175
5545 Park Fairfield5545-C2 - 2Bd, 2 Ba, 2 Den, Deck$3,500

Real 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 Article
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Pet Friendly Lifestyle
Upper Madison, Bridgeport, CT

Ranked #14

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

Pet Friendliness Lifestyle Score

4.0
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 $2,528.

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 1,451 square feet unit starting from $3,185 at The Royce at Trumbull.

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 1,103 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

decorative image for Local Experts Guide to the Top Affordable Neighborhoods for Renting in Bridgeport, CT   article

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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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.