1610 Iranistan Ave
BridgeportCT06604
Cheap Apartments for Rent in the Upper Madison Neighborhood of Bridgeport, CT from $800 (37 Rentals)
Search the lowest-cost Apartments available for rent right now in the Upper Madison area of Bridgeport.
240 Oak St
BridgeportCT06604
305 Parrott Ave
BridgeportCT06606
35 Beers St
BridgeportCT06606
52 McKinley Ave
BridgeportCT06606
1333 E Main St
BridgeportCT06608
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$1,350
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,350
Total Monthly Price
$1,350
1333 E Main St, Unit 7
1333 E Main StBridgeport, CT 06608
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$1,352
Plus Fees12 Month Lease Term
1 Bedroom Apartments Contact Us For AvailabilityCrescent Crossing
160 Church StBridgeport, CT 06608
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$1,396 - $2,011
Total Monthly Price12 Month Lease Term
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,396 - $2,011
Total Monthly Price
$1,396 - $2,011
Pembroke Commons
1055 Pembroke StBridgeport, CT 06608
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.
26 Pleasant St
BridgeportCT06608
101 Goddard Ave
BridgeportCT06610
1995 Main St
BridgeportCT06604
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$1,490
Plus Fees
2 Bedroom Apartments Available Now935 Capitol Ave
935 Capitol AveBridgeport, CT 06606
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$1,490
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,490
Total Monthly Price
$1,490
947 Capitol Ave, Unit 3
947 Capitol AveBridgeport, CT 06606
23 Morgan Ave
BridgeportCT06606
155 Birdseye St
BridgeportCT06604
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$1,510 - $1,910
Total Monthly Price
Studio to 1 Bedroom Apartments Available Jan 15Total Monthly Price
Base Rent
$1,495 - $1,895
Required Monthly Fees
$15
Total Monthly Price
$1,510 - $1,910
Brookside Gardens
150 Anton StBridgeport, CT 06606
748 Arctic St
BridgeportCT06608
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.
1057 E Main St
BridgeportCT06608
105 Manhattan Ave
BridgeportCT06606
34 Park St
BridgeportCT06608
2068 Main St
BridgeportCT06604
142 Center St
BridgeportCT06604
117 Caroline St
BridgeportCT06608
90 Amsterdam Ave
BridgeportCT06606
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Studio to 1 Bedroom Apartments
Tara Apartments
2900 Main StBridgeport, CT 06606
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Studio to 2 Bedroom Apartments
2209 Main Street
2209-2225 Main StBridgeport, CT 06606
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
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Studio to 1 Bedroom Apartments
G Wells LLC
430-432 Wells StBridgeport, CT 06606
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1 to 2 Bedroom Apartments
St. Patrick's School Apartments
332 Wells StBridgeport, CT 06606
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Studio to 2 Bedroom Apartments
SBM 140 LLC
140 Alice StBridgeport, CT 06606
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1 Bedroom Apartments
40-42 Jane St
40-42 Jane StBridgeport, CT 06608
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1 to 2 Bedroom Apartments
1148 William Street
1148 William StBridgeport, CT 06608
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1 Bedroom Apartments
299 Berkshire
299 Berkshire AveBridgeport, CT 06608
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1 to 2 Bedroom Apartments
1465 E Main Street
1465-1485 E Main StBridgeport, CT 06608
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Studio to 2 Bedroom Apartments
Executive House Apartments
3900 Park AveBridgeport, CT 06604
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1 to 2 Bedroom Apartments
Dean Place Apartments
42 Dean PlBridgeport, CT 06610
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.
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1 to 3 Bedroom Apartments
Blue Noble LLC
850 Noble StBridgeport, CT 06608
Showing Results 1-37, Page 1 of 1
Upper Madison, Bridgeport, CT Local Guide
How much does it cost to rent an apartment in Upper Madison?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Upper Madison Studio Apartments | $1,557 | $1,100 | $2,250 |
| Upper Madison 1 Bedroom Apartments | $2,205 | $1,350 | $4,073 |
| Upper Madison 2 Bedroom Apartments | $2,502 | $1,400 | $4,374 |
| Upper Madison 3 Bedroom Apartments | $2,343 | $1,600 | $3,500 |
| Upper Madison 4 Bedroom Apartments | $3,125 | $2,500 | $3,750 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 37 rentals with your search options within a 2 mile radius of the Upper Madison Neighborhood of Bridgeport, CT.
See all Apartments in BridgeportExplore Bridgeport
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.
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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 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
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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
Lifestyle Ratings
ApartmentHomeLiving brings you comprehensive Lifestyle Ratings of neighborhoods, metropolitan areas, and rental properties across Connecticut, including Bridgeport. LifeStyle Ratings are a useful tool for comparing and sorting apartments and neighborhoods when choosing your rental home. This takes in many factors including our Star Ratings to compare for outdoor amenities like tennis courts, luxury amenities, places that make kids happy, raising pets, transit options, and much more. These search options are in the site filters at the top of this page.
Frequently Asked Questions about Cheap Upper Madison Apartments
What is the Cheapest Studio apartment in Upper Madison?
Currently the most affordable Cheap Studio Apartment in Upper Madison is at 5545 Park Fairfield listed at $2,250.
How much is rent for a Cheap One Bedroom Upper Madison Apartment?
The lowest price for a Cheap One Bedroom Upper Madison Apartment is $1,396 at Pembroke Commons.
What is the lowest price for a Cheap Two Bedroom Upper Madison Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Upper Madison is starting from $1,650 at G Main LLC.
What is the most affordable Upper Madison Three Bedroom Apartment?
The best deal on a cheap Upper Madison Three Bedroom Apartment rental is at The Royce at Trumbull and starts from $2,865.
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.