
2 Bedroom Apartments for Rent in the Upper Madison Neighborhood of Bridgeport, CT (141 Rentals)


Total Monthly Price
26 Arlington St, Unit 2, Unit 2

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7 Hunting St

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1177 North Ave, Unit 3rd Floor, Unit 3rd Floor

Total Monthly Price
2295 E Main St, Unit 3rd Floor, Unit 3rd Floor

18 Amsterdam Ave, Unit Unit 3A

62 Lincoln Ave

99 Madison Ave

972 Capitol Ave

240 William St
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95-97-97 Locust St

156 Garden Dr

70 Lindley St

26 Evergreen St

183 Hawley Ave

114-116 Laurel Pl

87-89-89 Astoria Ave

135 Caroline St

454 Summit St

44 Lorraine Terrace
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Learn about Bridgeport and the best neighorhoods to rent with original content written by our Local Expert Staff Writer

831-833-833 William St

33 Marion St

2744 Main St

1102 E Main St

1655 Iranistan Ave

113 Spring St

1872 North Ave

36-40-40 Carver St

508 Garfield Ave

1688 North Ave
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55 Eaton St

1956 Madison Ave

199 Bradley St

185 Alpine St

925 Wayne St

649 Bridgeport Ave

28-30-30 Sampson St

389 Hawley Ave

158 Louisiana Ave

184 Park St
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62 High Ridge Dr

1387 Norman St

759 Wood Ave

466 Merritt St

322 Catherine St

744 Boston Ave

63 Eaton St

1057 E Main St

1220 Pembroke St

1 William St
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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 | $1,544 | $1,100 | $1,810 |
| Upper Madison 1 Bedroom Apartments | $2,288 | $975 | $3,994 |
Upper Madison 2 Bedroom Apartments | $2,534 | $1,475 | $4,374 |
| Upper Madison 3 Bedroom Apartments | $2,658 | $1,995 | $3,650 |
| Upper Madison 4 Bedroom Apartments | $3,100 | $2,450 | $3,900 |
Browse Apartments in this Neighborhood
There are currently 141 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
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Largest Available Upper Madison 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in the Upper Madison area of Bridgeport, CT is found at The Royce at Trumbull and is listed at 1,451 square feet priced from $3,185. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| The Royce at Trumbull | The Beacon | 1,451 Sq Ft | $3,185 |
| Woodside Trumbull | B2 | 1,242 Sq Ft | $3,087 |
| 5545 Park Fairfield | 5545-C2 - 2Bd, 2 Ba, 2 Den, Deck | 1,230 Sq Ft | $3,500 |
| Pembroke Commons | 2 bedroom | 1,200 Sq Ft | $1,885 |
| The Residences at Main | $2.58/sq.ft. - B-01 | 1,116 Sq Ft | $2,875 |
Cheapest Available Upper Madison 2 Bedroom Apartments
Currently the lowest priced 2 Bedroom apartment unit Upper Madison of Bridgeport, CT is the 2 bedroom Model starting from $1,885 at Pembroke Commons. The average price for all 2 Bedroom apartments in Upper Madison is currently $2,534. Here is today’s list of the cheapest available 2 Bedroom options in the area:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Pembroke Commons | 2 bedroom | $1,885 |
| The Residences at Main | $2.58/sq.ft. - B-01 | $2,875 |
| Woodside Trumbull | B3 | $2,970 |
| The Royce at Trumbull | The Beacon | $3,185 |
| 5545 Park Fairfield | 5545-C2 - 2Bd, 2 Ba, 2 Den, Deck | $3,500 |
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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 #18
Among cities in Connecticut for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Lifestyle Ratings
ApartmentHomeLiving brings you Lifestyle Ratings of rentals in metropolitan areas across the United States, including Bridgeport. Lifestyle Ratings show you the best fit for your needs and interests. This takes in many factors including searching for the best amenities, and proximity to parks, transit availability, pet-friendly communities, multifamily communities for the kids, and how walkable or bikeable each community and area is. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!
Frequently Asked Questions about 2 Bedroom Upper Madison Apartments
What is the Cheapest apartment in Upper Madison with 2 Bedroom?
Currently the most affordable 2 Bedroom in Upper Madison is at Pembroke Commons listed at $1,885.
How much is the average rent for a 2 Bedroom Upper Madison Apartment?
The average rent for a 2 Bedroom Apartment in Upper Madison is $2,534.
What is the largest available 2 Bedroom Upper Madison Apartment for rent?
Today's apartment with the most square footage in Upper Madison is a 1,451 square feet unit starting from $3,185 at The Royce at Trumbull.
What is the average size for Upper Madison 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Upper Madison is currently 1,031 sq ft.
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.

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.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.