2 Bedroom Apartments for Rent in the Whiskey Hill Neighborhood of Bridgeport, CT (148 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
Pembroke Commons
$1,885 - $2,011
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,396 - $2,011

Total Monthly Price
$1,396 - $2,011
2 Bedroom Apartments Available Now

Pembroke Commons

1055 Pembroke StBridgeport, CT 06608
Affordability
  • Verified
  • Smoke Free
property at 258 Sheridan St

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Jan 1, 2026

258 Sheridan St

BridgeportCT06610
property at 183 Hawley Ave

$1,950

Total Monthly Price

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

2 Bedroom, 1 Bath Home for Rent

Available Now

183 Hawley Ave

BridgeportCT06606
property at 1995 Main St

$1,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,450

Total Monthly Price
$1,450

2 Bedroom, 1 Bath Home for Rent

Available Now

1995 Main 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.

property at 23 Morgan Ave

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

23 Morgan Ave

BridgeportCT06606
property at 70 Westfield Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

70 Westfield Ave

BridgeportCT06606
property at 154 Rose St

$1,950

Total Monthly Price

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

2 Bedroom, 1 Bath Home for Rent

Available Now

154 Rose St

BridgeportCT06610
property at 2066 Main St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1 Bath Home for Rent

Available Now

2066 Main St

BridgeportCT06604
property at 800 Hallett St

$1,975

Total Monthly Price

Total Monthly Price

Base Rent
$1,975

Total Monthly Price
$1,975

2 Bedroom, 1 Bath Home for Rent

Available Now

800 Hallett St

BridgeportCT06608
property at 60 Lincoln Ave

$1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,995

Total Monthly Price
$1,995

2 Bedroom, 1 Bath Home for Rent

Available Now

60 Lincoln Ave

BridgeportCT06606
property at 182 Sheridan St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

182 Sheridan St

BridgeportCT06610
property at 158 Park St

$1,499

Total Monthly Price

Total Monthly Price

Base Rent
$1,499

Total Monthly Price
$1,499

2 Bedroom, 1 Bath Home for Rent

Available Now

158 Park St

BridgeportCT06608
property at 460 Anson St

$1,950

Total Monthly Price

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

2 Bedroom, 1 Bath Home for Rent

Available Now

460 Anson St

BridgeportCT06606
property at 81 White St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

81 White St

BridgeportCT06610

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

property at 62 High Ridge Dr

$2,350

Total Monthly Price

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

2 Bedroom, 1 Bath Home for Rent

Available Now

62 High Ridge Dr

BridgeportCT06606
property at 55 Eaton St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1 Bath Home for Rent

Available Now

55 Eaton St

BridgeportCT06604
property at 287 Dover St

$2,020

Total Monthly Price

Total Monthly Price

Base Rent
$2,020

Total Monthly Price
$2,020

2 Bedroom, 1 Bath Home for Rent

Available Now

287 Dover St

BridgeportCT06610
property at 25 Hunting St

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

25 Hunting St

BridgeportCT06606
property at 190 Whitney Ave

$1,700 - $2,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

2 Bedroom Rentals

Available Now

190 Whitney Ave

BridgeportCT06606
property at 1387 Norman St

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom, 1 Bath Home for Rent

Available Jan 1, 2026

1387 Norman St

BridgeportCT06604
property at 201-203-203 French St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1 Bath Home for Rent

Available Now

201-203-203 French St

BridgeportCT06606
property at 2078 Seaview Ave

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

2 Bedroom, 1 Bath Home for Rent

Available Now

2078 Seaview Ave

BridgeportCT06610
property at 857 Noble Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

857 Noble Ave

BridgeportCT06608
property at 158 Louisiana Ave

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

2 Bedroom, 1 Bath Home for Rent

Available Now

158 Louisiana Ave

BridgeportCT06610

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.

property at 185 Palisade Ave

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1 Bath Home for Rent

Available Now

185 Palisade Ave

BridgeportCT06610
property at 530 Jane St

$2,100 - $2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

2 Bedroom Rentals

Available Now

530 Jane St

BridgeportCT06608
property at 466 Merritt St

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

466 Merritt St

BridgeportCT06606
property at 498 Hawley Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

498 Hawley Ave

BridgeportCT06606
property at 430 Pearl Harbor St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1 Bath Home for Rent

Available Now

430 Pearl Harbor St

BridgeportCT06610
property at 980 Pembroke St

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

2 Bedroom, 1 Bath Home for Rent

Available Now

980 Pembroke St

BridgeportCT06608
property at 360 Palisade Ave

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

360 Palisade Ave

BridgeportCT06610
property at 97 White St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

97 White St

BridgeportCT06610
property at 25 Evers Ct

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

25 Evers Ct

BridgeportCT06610
property at 639 Barnum Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

639 Barnum Ave

BridgeportCT06608

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.

property at 199 Whitney Ave

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

2 Bedroom, 1 Bath Home for Rent

Available Now

199 Whitney Ave

BridgeportCT06606
property at 322 Catherine St

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

2 Bedroom, 1 Bath Home for Rent

Available Now

322 Catherine St

BridgeportCT06604
property at 263 Hawley Ave

$1,950

Total Monthly Price

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

2 Bedroom, 1 Bath Home for Rent

Available Now

263 Hawley Ave

BridgeportCT06606
property at 744 Boston Ave

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650

Total Monthly Price
$1,650

2 Bedroom, 1 Bath Home for Rent

Available Now

744 Boston Ave

BridgeportCT06610
property at 657 Maple St

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

2 Bedroom, 1 Bath Home for Rent

Available Now

657 Maple St

BridgeportCT06608
property at 225 Helen St

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

2 Bedroom, 1 Bath Home for Rent

Available Now

225 Helen St

BridgeportCT06608
property at 63 Eaton St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 1 Bath Home for Rent

Available Now

63 Eaton St

BridgeportCT06604
property at 343 Pearl St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

2 Bedroom, 1 Bath Home for Rent

Available Now

343 Pearl St

BridgeportCT06608
property at 925 Wayne St

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

925 Wayne St

BridgeportCT06606
property at 289 Dover St

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1 Bath Home for Rent

Available Now

289 Dover St

BridgeportCT06610

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.

Whiskey Hill, Bridgeport, CT Local Guide

Cheapest Available Whiskey Hill 2 Bedroom Apartments

Currently the lowest priced 2 Bedroom apartment unit Whiskey Hill of Bridgeport, CT is the 2Bd/1BR Model starting from $1,650 at G Main LLC. The average price for all 2 Bedroom apartments in Whiskey Hill is currently $2,450. Here is today’s list of the cheapest available 2 Bedroom options in the area:

Apartment ListingModel NamePriced From
G Main LLC2Bd/1BR$1,650
Pembroke Commons2 bedroom$1,885
The Royce at TrumbullThe Birch$2,475
The Residences at Main$2.34/sq.ft. - B-06$2,875
Oasis2 Beds$2,900
Woodside TrumbullB3$3,032

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
Decorative image

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 Article
Decorative image

Cash 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 Article
Decorative image

Quick 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.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Whiskey Hill, Bridgeport, CT

Ranked #22

Among cities in Connecticut for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

decorative image of woman handing cat to small boy

Lifestyle Ratings

ApartmentHomeLiving brings you Lifestyle Ratings of neighborhoods, areas, and rental properties across Connecticut and customized analysis for Central Bridgeport, CT. LifeStyle Ratings are the best way to sort through finding a place to live - beyond price and floorplan. This takes in many factors including searching for the best amenities, and easy access to the parks, family-friendly amenities, raising pets, transit options, and how walkable or bikeable each community and area is. Find Lifestyle Search in the filter options (above). Happy Searching!

Frequently Asked Questions about 2 Bedroom Whiskey Hill Apartments

What is the Cheapest apartment in Whiskey Hill with 2 Bedroom?

Currently the most affordable 2 Bedroom in Whiskey Hill is at G Main LLC listed at $1,650.

How much is the average rent for a 2 Bedroom Whiskey Hill Apartment?

The average rent for a 2 Bedroom Apartment in Whiskey Hill is $2,450.

What is the largest available 2 Bedroom Whiskey Hill Apartment for rent?

Today's apartment with the most square footage in Whiskey Hill is a square feet unit at .

What is the average size for Whiskey Hill 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Whiskey Hill is currently 1,948 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

decorative image for Local Experts Guide to the Top Affordable Neighborhoods for Renting in Bridgeport, CT   article

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.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

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.

decorative image for How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips article

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

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.