2 Bedroom Homes for Rent in Upper Madison Neighborhood of Bridgeport, CT (37 Rentals)

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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
property at 58 Kennedy Dr

$2,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 1 Bath Condo for Rent

Available Mar 1

58 Kennedy Dr, Unit 58

58 Kennedy Dr
BridgeportCT06606
property at 957 William St

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

2 Bedroom, 1 Bath Townhome for Rent

Available Now

957 William St

BridgeportCT06608
property at 666 Ogden St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

666 Ogden St

BridgeportCT06608
property at 87 Caroline 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

87 Caroline St

BridgeportCT06608
property at 183 Livingston Pl

$1,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

2 Bedroom, 1.5 Bath Townhome for Rent

Available Now

183 Livingston Pl

BridgeportCT06610

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 4666 Main St

$1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,995

Total Monthly Price
$1,995

2 Bedroom, 1 Bath Home for Rent

Available Now

4666 Main St

BridgeportCT06606
property at 3250 Main St

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

3250 Main St

BridgeportCT06606
property at 163 Louisiana Ave

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

163 Louisiana Ave

BridgeportCT06610
property at 1492 North Ave

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

1492 North Ave

BridgeportCT06604
property at 390 Charles St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 1 Bath Condo for Rent

Available Now

390 Charles St

BridgeportCT06606
property at 769 Sylvan Ave

$2,250

Total Monthly Price

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

769 Sylvan Ave

BridgeportCT06606
property at 17 Lance Cir

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 1 Bath Condo for Rent

Available Now

17 Lance Cir

BridgeportCT06606
property at 45-45 Jackson Ave

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 2 Bath Condo for Rent

Available Feb 1

45-45 Jackson Ave

BridgeportCT06606
property at 680 Queen St

$2,750

Total Monthly Price

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

2 Bedroom, 1 Bath Home for Rent

Available Now

680 Queen 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 666 Ogden St

$1,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

666 Ogden St

BridgeportCT06608
property at 45 Stevens St

$2,020

2 Bedroom, 1 Bath Condo for Rent

Available Now

45 Stevens St

BridgeportCT06606
property at 2066 Main St

$1,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

2066 Main St

BridgeportCT06604
property at 335 Wells St

$1,975

2 Bedroom, 1 Bath Condo for Rent

Available Now

335 Wells St

BridgeportCT06606
property at 708 Hallett St

$1,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

708 Hallett St

BridgeportCT06608
property at 2336 Main St

$2,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

2336 Main St

BridgeportCT06606
property at 202 Noble Ave

$2,050

2 Bedroom, 1 Bath Condo for Rent

Available Now

202 Noble Ave

BridgeportCT06608
property at 2336 Main St

$1,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

2336 Main St

BridgeportCT06606
property at 1057 E Main St

$1,750

2 Bedroom, 1 Bath Condo for Rent

Available Now

1057 E Main St

BridgeportCT06608

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 639 Barnum Ave

$2,000

2 Bedroom, 1 Bath Condo for Rent

Available Now

639 Barnum Ave

BridgeportCT06608
property at 1220 Pembroke St

$1,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

1220 Pembroke St

BridgeportCT06608
property at 657 Maple St

$1,850

2 Bedroom, 1 Bath Condo for Rent

Available Now

657 Maple St

BridgeportCT06608
property at 87 Caroline St

$1,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

87 Caroline St

BridgeportCT06608
property at 160 Fairfield Woods Rd

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom Rentals

Unavailable

160 Fairfield Woods Rd

FairfieldCT06825
property at 4023 Park Ave

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2.5 Bath Condo for Rent

Available Now

4023 Park Ave

FairfieldCT06825
property at 2 Beacon Square

$3,700

Total Monthly Price

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700

2 Bedroom, 2.5 Bath Home for Rent

Available Now

2 Beacon Square

FairfieldCT06825

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 467 Wilson St

$3,750

Total Monthly Price

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

2 Bedroom, 2 Bath Home for Rent

Available Now

467 Wilson St

FairfieldCT06825

Upper Madison, Bridgeport, CT Local Guide

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 Article
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The 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.

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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.

Read Article
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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 #13

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

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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Frequently Asked Questions about Upper Madison

What type of rentals are currently available in Upper Madison?

There are currently 303 Apartments for Rent in Upper Madison, CT with pricing that ranges from $950 to $4,500. There are also 137 Single Family Homes for rent, Condos, and Townhome rentals currently available in Upper Madison ranging from $1,100 to $23,000.

What is the current price range for Rental Homes in Upper Madison?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Upper Madison ranges from $1,100 to $23,000 with an average monthly rent of $3,100.

How much are larger Three and Four Bedroom Rentals in Upper Madison?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Upper Madison range from $1,800 to $3,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 to $5,000. Four Bedroom Single-Family rentals are also available starting from $1,850 and Four Bedroom Apartments start at $2,000.

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.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

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 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

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.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.