Luxury Homes for Rent in Upper Madison Neighborhood of Bridgeport, CT (54 Rentals)

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The most luxurious Homes in the Upper Madison area of Bridgeport with high-end amenities, features, and finishes.

property at 105 Asylum St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

3 Bedroom, 1 Bath Home for Rent

Available Now

105 Asylum St

BridgeportCT06610
property at 66 Wade St

$2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

3 Bedroom, 1 Bath Home for Rent

Available Now

66 Wade St

BridgeportCT06604
property at 51 Waller Rd

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

3 Bedroom, 1 Bath Home for Rent

Available Now

51 Waller Rd

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
property at 405 Ruth St

$2,850

Total Monthly Price

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

4 Bedroom, 2 Bath Home for Rent

Available Now

405 Ruth St

BridgeportCT06606
property at 45 Voight Ave

$2,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

3 Bedroom, 1.5 Bath Home for Rent

Available Now

45 Voight Ave

BridgeportCT06606
property at 565 Hart St

$2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,995

Total Monthly Price
$2,995

3 Bedroom, 1.5 Bath Home for Rent

Available Now

565 Hart 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 516 Indian Ave

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 2 Bath Home for Rent

Available Now

516 Indian Ave

BridgeportCT06606
property at 260 Robin St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 2 Bath Home for Rent

Available Jan 30

260 Robin St

BridgeportCT06606
property at 540 Lakeside Dr

$3,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

3 Bedroom, 1.5 Bath Home for Rent

Available Now

540 Lakeside Dr

BridgeportCT06606
property at 186 Marigold Ave

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

5 Bedroom, 2 Bath Home for Rent

Available Now

186 Marigold Ave

BridgeportCT06606
property at 212 Dayton Rd

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

4 Bedroom, 2 Bath Home for Rent

Available Now

212 Dayton Rd

BridgeportCT06606
property at 3845 Old Town Rd

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

4 Bedroom, 2.5 Bath Home for Rent

Available Now

3845 Old Town Rd

BridgeportCT06606
property at 34 Seaver Cir

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

4 Bedroom, 1.5 Bath Home for Rent

Available Now

34 Seaver Cir

BridgeportCT06606
property at 101 Waller Rd

$3,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

4 Bedroom, 2 Bath Home for Rent

Available Now

101 Waller Rd

BridgeportCT06606
property at 15 Ridgebrook Dr

$3,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

3 Bedroom, 2 Bath Home for Rent

Available Jan 30

15 Ridgebrook Dr

BridgeportCT06606
property at 34 Harlem Ave

$3,950

Total Monthly Price

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

3 Bedroom, 2 Bath Home for Rent

Available Now

34 Harlem Ave

BridgeportCT06606

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 36 Tina Cir

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 2 Bath Home for Rent

Available Now

36 Tina Cir

BridgeportCT06606
property at 110 Grenelle St

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 1 Bath Home for Rent

Available Now

110 Grenelle St

BridgeportCT06606
property at 415 Savoy St

$4,200

Total Monthly Price

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

3 Bedroom, 3 Bath Home for Rent

Available Now

415 Savoy St

BridgeportCT06606
property at 755 Hart St

$4,600

Total Monthly Price

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600

5 Bedroom, 3 Bath Home for Rent

Available Now

755 Hart St

BridgeportCT06606
property at 15 Overland Ave

$4,700

Total Monthly Price

Total Monthly Price

Base Rent
$4,700

Total Monthly Price
$4,700

3 Bedroom, 2.5 Bath Home for Rent

Available Now

15 Overland Ave

BridgeportCT06606
property at 46 Daniel Dr

$4,750

Total Monthly Price

Total Monthly Price

Base Rent
$4,750

Total Monthly Price
$4,750

5 Bedroom, 2 Bath Home for Rent

Available Jul 1

46 Daniel Dr

BridgeportCT06606
property at 8 Raleigh Rd

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

5 Bedroom, 2 Bath Home for Rent

Available Now

8 Raleigh Rd

BridgeportCT06606
property at 74 Garfield Ave

$2,500

3 Bedroom, 1 Bath Home for Rent

Available Now

74 Garfield Ave

BridgeportCT06606

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 52 Ives Ct

$3,550

4 Bedroom, 1 Bath Condo for Rent

Available Now

52 Ives Ct

BridgeportCT06606
property at 45 Voight Ave

$2,950

3 Bedroom, 2 Bath Home for Rent

Available Now

45 Voight Ave

BridgeportCT06606
property at 748 Maple St

$2,500

3 Bedroom, 1 Bath Condo for Rent

Available Now

748 Maple St

BridgeportCT06608
property at 515 E Main St

$2,550

3 Bedroom, 2 Bath Condo for Rent

Available Now

515 E Main St

BridgeportCT06608
property at 74 Garfield Ave

$2,500

3 Bedroom, 1 Bath Home for Rent

Available Now

74 Garfield Ave

BridgeportCT06606
property at 74 Harvester Rd

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

3 Bedroom, 1 Bath Home for Rent

Available Now

74 Harvester Rd

FairfieldCT06825
property at 5545 Park Ave

$2,700 - $3,550

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

1 To 2 Bedroom Rentals

Available Now

5545 Park Ave

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 160 Fairfield Woods Rd

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 2 Bath Condo for Rent

Available Feb 1

160 Fairfield Woods Rd

FairfieldCT06825

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 927 Burroughs Rd

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 2 Bath Home for Rent

Available Now

927 Burroughs Rd

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
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
property at 366 Suburban Ave

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 1.5 Bath Home for Rent

Available Now

366 Suburban Ave

FairfieldCT06825
property at 4 Soundview Ave

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 Bedroom, 2 Bath Home for Rent

Available Now

4 Soundview Ave

TrumbullCT06611
property at 61 Villa Ave

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

3 Bedroom, 2.5 Bath Home for Rent

Available Now

61 Villa Ave

FairfieldCT06825
property at 16 Killian Ave

$4,300

Total Monthly Price

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300

4 Bedroom, 2 Bath Home for Rent

Available Now

16 Killian Ave

TrumbullCT06611
property at 161 Brion Dr

$4,400

Total Monthly Price

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

4 Bedroom, 1.5 Bath Home for Rent

Available Now

161 Brion Dr

FairfieldCT06825
property at 317 Weeping Willow Ln

$4,475

Total Monthly Price

Total Monthly Price

Base Rent
$4,475

Total Monthly Price
$4,475

3 Bedroom, 2.5 Bath Home for Rent

Available Now

317 Weeping Willow Ln

FairfieldCT06825
property at 132 Toll House Ln

$4,495

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,495

Total Monthly Price
$4,495

3 Bedroom, 2 Bath Home for Rent

Available Now

132 Toll House Ln

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.

Read Article
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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.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Upper Madison, Bridgeport, CT

Ranked #9

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

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

decorative image of woman handing cat to small boy

Frequently Asked Questions about Upper Madison

What type of rentals are currently available in Upper Madison?

There are currently 301 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 $3,098.

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 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.

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.