
Luxury Homes for Rent in Upper Madison Neighborhood of Bridgeport, CT (43 Rentals)
The most luxurious Homes in the Upper Madison area of Bridgeport with high-end amenities, features, and finishes.


2048 E Main St

289 Harriet St

135 Rainbow Rd

66 Wade St

51 Waller Rd

462 Glendale Ave

680 Queen St

405 Ruth St

45 Voight Ave
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

565 Hart St

329 Amsterdam Ave

212 Dayton Rd

3845 Old Town Rd

52 Platt St

34 Seaver Cir

36 Tina Cir

101 Waller Rd

2346 Madison Ave

34 Harlem Ave
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.

755 Hart St

15 Overland Ave

8 Raleigh Rd

204 Wheeler Ave

52 Ives Ct

748 Maple St

515 E Main St

45 Voight Ave

4023 Park Ave

74 Harvester Rd
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.

5545 Park Ave

4023 Park Ave

2 Beacon Square

467 Wilson St

366 Suburban Ave

61 Villa Ave

4 Soundview Ave

161 Brion Dr

296 Toll House Ln

317 Weeping Willow Ln
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.

35 Knapps Hwy

132 Toll House Ln

10 Echo Ln
Upper Madison, Bridgeport, CT Local Guide

How much does it cost to rent a home in Upper Madison?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Upper Madison 2 Bedroom Homes for Rent | $2,177 | $1,450 | $4,000 |
| Upper Madison 3 Bedroom Homes for Rent | $2,928 | $1,950 | $6,500 |
| Upper Madison 4 Bedroom Homes for Rent | $3,407 | $1,850 | $4,400 |
| Upper Madison 5 Bedroom Homes for Rent | $5,016 | $3,500 | $7,500 |
Browse Homes for Rent in this Neighborhood
There are currently 43 rentals with your search options within a 2 mile radius of the Upper Madison Neighborhood of Bridgeport, CT.
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Upper Madison, Bridgeport, CT Local Guide
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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 #20
Among cities in Connecticut for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Frequently Asked Questions about Upper Madison
What type of rentals are currently available in Upper Madison?
There are currently 287 Apartments for Rent in Upper Madison, CT with pricing that ranges from $1,100 to $4,374. There are also 123 Single Family Homes for rent, Condos, and Townhome rentals currently available in Upper Madison ranging from $1,100 to $7,500.
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 $7,500 with an average monthly rent of $2,739.
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 $1,600 to $3,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 to $6,500. Four Bedroom Single-Family rentals are also available starting from $1,850 and Four Bedroom Apartments start at $2,500.
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.

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.

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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.