Learn about Bridgeport and the best neighorhoods to rent with original content written by our Local Expert M. April Tome
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.
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.
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Upper Madison Studio Apartments | $1,695 | $1,295 | $1,910 |
| Upper Madison 1 Bedroom Apartments | $2,119 | $1,000 | $3,994 |
| Upper Madison 2 Bedroom Apartments | $2,661 | $1,600 | $3,891 |
| Upper Madison 3 Bedroom Apartments | $2,490 | $1,800 | $3,500 |
| Upper Madison 4 Bedroom Apartments | $2,919 | $2,300 | $3,900 |
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $2,413 | $1,650 | $3,700 |
| 3 Bedroom Homes | $3,841 | $1,950 | $6,500 |
| 4 Bedroom Homes | $4,568 | $3,100 | $5,950 |
| 5 Bedroom Homes | $4,665 | $3,700 | $7,500 |
| 7 Bedroom Homes | $6,500 | $6,500 | $6,500 |
There are currently 348 rentals with your search options within a 2 mile radius of the Upper Madison Neighborhood of Bridgeport, CT.
See all Apartments in BridgeportLearn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.
Read ArticleTour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.
Read ArticleFrom 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 ArticleThe 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.
If you’re an expert on all things Upper Madison, tell us what you love (and don't) by rating it and writing a review.
Write a ReviewAmong cities in Connecticut for Apartment listings with Pet Friendly Amenities.
Our team of engineers and researchers compiles millions of data points to bring you Lifestyle Ratings of rentals and neighborhoods across the USA, and customized analysis for Central Bridgeport, CT. LifeStyle Ratings are a useful tool for comparing and sorting apartments and neighborhoods when choosing your rental home. This takes in many factors including rankings of the best places for easy access to the parks, luxury amenities, apartment communities for the kids, raising pets, transit options, walking, and biking. These search options are in the site filters at the top of this page.
Do you have a family with young ones? this neighborhood has a reputation as a top submarket for families, with a score of 4.0 out of 4. Family Friendly neighborhoods have features that support parents and kids in having fun and being healthy together. This includes features like parks, and having the best-regarded education resources for the kids to attend available.
Are you somebody that needs to live with access to parks and green spaces? Upper Madison is providing great access to parks and greenspace, with a score of 3.0 out of 4.
This area of town is one of the A-list high-end communities in town, with a score of 3.0 out of 4. Luxury Lifestyle Scoring is based on having high-end community amenities like racquetball and tennis courts, luxury pools, concierge services, gardens, nearby parks, and amenities like granite countertops, range hoods, and high-end appliances. Other luxury items often include tile, hardwood, and fine carpeting, tennis courts, and for some communities, even a doorman to greet residents.
There's good news if you raise pets. This area of town ranks highly for raising pets (dogs and cats), with a score of 4.0 out of 4.
As of today, July 27, 2026, there are currently 348 available Upper Madison apartments priced from $1,000 to $3,994, with an average monthly rent of $2,465.
There are currently 52 Studio Apartments in Upper Madison with rent ranges from $1,295 to $1,910 with an average price of $1,695.
Today's rental pricing for One Bedroom Apartments in Upper Madison ranges from $1,000 to $3,994 with an average monthly rent of $2,119.
The monthly rent prices of Two Bedroom Apartments currently available in Upper Madison range from $1,600 to $3,891. Today's average rental price for Two Bedrooms here is $2,661.
There are currently 58 Three Bedroom Apartments listings available in Upper Madison on ApartmentHomeLiving.com. The pricing ranges from $1,800 to $3,500 - averaging $2,490 for the location.
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.
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.
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
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