1610 Iranistan Ave
BridgeportCT06604
Cheap Homes for Rent in Upper Madison Neighborhood of Bridgeport, CT from $1,100 (57 Rentals)
Search the lowest-cost Homes available for rent right now in the Upper Madison area of Bridgeport.
240 Oak St
BridgeportCT06604
52 McKinley Ave
BridgeportCT06606
101 Goddard Ave
BridgeportCT06610
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$1,490
Plus Fees
2 Bedroom Apartments Available Now935 Capitol Ave
935 Capitol AveBridgeport, CT 06606
939 Capitol Ave
BridgeportCT06606
42 Dean Pl, Unit B206
42 Dean Pl
BridgeportCT06610
42 Dean Pl
BridgeportCT06610
1347 Pembroke St
BridgeportCT06608
155 Birdseye St
BridgeportCT06604
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
1350 Brooklawn Ave
BridgeportCT06604
748 Arctic St
BridgeportCT06608
595 William St
BridgeportCT06608
1057 E Main St
BridgeportCT06608
191 Oak St
BridgeportCT06604
142 Center St
BridgeportCT06604
2068 Main St
BridgeportCT06604
2014 Main St
BridgeportCT06604
335 Wells St
BridgeportCT06606
191 Oak St
BridgeportCT06604
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.
159 Charles St
BridgeportCT06606
240 William St
BridgeportCT06608
1795 North Ave
BridgeportCT06604
45 Stevens St
BridgeportCT06606
64 McKinley Ave, Unit a9
64 McKinley Ave
BridgeportCT06606
957 William St
BridgeportCT06608
65 James St, Unit 3rd floor
65 James St
BridgeportCT06604
1057 E Main St
BridgeportCT06608
595 William St
BridgeportCT06608
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$1,750
Plus Fees
2 Bedroom Apartments Available Now595 William St
595 William StBridgeport, CT 06608
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
335 Wells St
BridgeportCT06606
2600 Park Ave
BridgeportCT06604
708 Hallett St
BridgeportCT06608
335 Glendale Ave, Unit G
335 Glendale Ave
BridgeportCT06606
343 Pearl St
BridgeportCT06608
1368 E Main St
BridgeportCT06608
3900 Park Ave
BridgeportCT06604
657 Maple St
BridgeportCT06608
980 Pembroke St
BridgeportCT06608
3200 Madison 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.
1220 Pembroke St
BridgeportCT06608
87 Caroline St
BridgeportCT06608
87 Caroline St
BridgeportCT06608
2336 Main St
BridgeportCT06606
2066 Main St
BridgeportCT06604
460 Anson St
BridgeportCT06606
128 Robert St
BridgeportCT06606
183 Livingston Pl
BridgeportCT06610
335 Wells St
BridgeportCT06606
76 Cleveland 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.
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 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 57 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
- Nearby Bridgeport neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Available Upper Madison Apartments for Rent
The cheapest available apartment rental in the Upper Madison area of Bridgeport, CT is a 1 Bed unit found at Pembroke Commons priced from $1,396. G Main LLC has the second lowest priced unit, which is a 2 Beds apartment currently listed from $1,650. Here are the most affordable Upper Madison apartments for rent in Bridgeport, CT:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Pembroke Commons | 1 bedroom | 1BR,1BA | $1,396 |
| G Main LLC | 2Bd/1BR | 2BR,1BA | $1,650 |
| 5545 Park Fairfield | 5545-S2A - Studio, Deck, ADA-Ready | Studio,1BA | $2,250 |
Best Value Apartments for Rent in Upper Madison, CT
As of January 11, 2026 the best value apartment in the Upper Madison area is the $0.84 price per square foot 69 Tremont Ave Model at 69 Tremont Ave, Unit 2 in the in the Lower Long Hill neighborhood starting from $3,750. The second greatest value Upper Madison apartment is the 43 Tremont Ave Model at 43 Tremont Ave, Unit 43 Tremont Avenue 2NDFLR starting at $1,800 with a $0.45 price per square foot in the Lower Long Hill neighborhood. Here is today’s list of the best values for Upper Madison apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 69 Tremont Ave, Unit 2 | 69 Tremont Ave | 4BR,1BA | $0.84 |
| 43 Tremont Ave, Unit 43 Tremont Avenue 2NDFLR | 43 Tremont Ave | 2BR,1BA | $0.45 |
| 2583 Main St, Unit First floor | 2583 Main St | 3BR,1BA | $1.71 |
| The Royce at Trumbull | The Gillette | 3BR,2BA | $2.21 |
| 947 Capitol Ave, Unit 3 | 947 Capitol Ave | 2BR,1BA | $1.24 |
| 245 jane st, Unit 3 | 245 jane st | 3BR,1BA | $2.00 |
| 1518 Pembroke St, Unit 2R | 1518 Pembroke St | 3BR,1BA | $2.00 |
| 1516 Pembroke St, Unit 2L | 1516 Pembroke St | 3BR,1BA | $2.00 |
| Pembroke Commons | 1 bedroom | 1BR,1BA | $1.99 |
| 1333 E Main St, Unit 7 | 1333 E Main St | 1BR,1BA | $2.03 |
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
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 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.
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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.