Luxury Homes for Rent in Whiskey Hill Neighborhood of Bridgeport, CT (23 Rentals)

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The most luxurious Homes in the Whiskey Hill area of Bridgeport with high-end amenities, features, and finishes.

property at 2520 Madison Ave

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

5 Bedroom, 3 Bath Home for Rent

Available Jun 1, 2026

2520 Madison Ave

BridgeportCT06606
property at 680 Queen St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Home for Rent

Available Now

680 Queen St

BridgeportCT06606
property at 462 Glendale Ave

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 2.5 Bath Condo for Rent

Available Now

462 Glendale Ave

BridgeportCT06606
property at 405 Ruth St

$2,850

Total Monthly Price

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

4 Bedroom, 2 Bath Home for Rent

Available Now

405 Ruth St

BridgeportCT06606
property at 45 Voight Ave

$2,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

3 Bedroom, 1.5 Bath Home for Rent

Available Now

45 Voight Ave

BridgeportCT06606

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 565 Hart St

$2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,995

Total Monthly Price
$2,995

3 Bedroom, 1.5 Bath Home for Rent

Available Now

565 Hart St

BridgeportCT06606
property at 329 Amsterdam Ave

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

4 Bedroom, 3 Bath Home for Rent

Available Dec 25

329 Amsterdam Ave

BridgeportCT06606
property at 20 Heritage Pl

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

4 Bedroom, 2 Bath Home for Rent

Available Now

20 Heritage Pl

BridgeportCT06606
property at 770 Broadbridge Rd

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

3 Bedroom, 1 Bath Home for Rent

Available Now

770 Broadbridge Rd

BridgeportCT06610
property at 52 Platt St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

5 Bedroom, 2 Bath Home for Rent

Available Now

52 Platt St

BridgeportCT06606
property at 212 Dayton Rd

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

4 Bedroom, 2 Bath Home for Rent

Available Now

212 Dayton Rd

BridgeportCT06606
property at 755 Old Town Rd

$3,950

Total Monthly Price

Total Monthly Price

Base Rent
$3,950

Total Monthly Price
$3,950

4 Bedroom, 2 Bath Home for Rent

Available Now

755 Old Town Rd

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.

property at 793 Pond St

$3,995

Total Monthly Price

Total Monthly Price

Base Rent
$3,995

Total Monthly Price
$3,995

4 Bedroom, 2.5 Bath Home for Rent

Available Now

793 Pond St

BridgeportCT06606
property at 199 Lakeview Ave

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

3 Bedroom, 2.5 Bath Home for Rent

Available Now

199 Lakeview Ave

BridgeportCT06606
property at 755 Hart St

$4,600

Total Monthly Price

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600

5 Bedroom, 3 Bath Home for Rent

Available Now

755 Hart St

BridgeportCT06606
property at 15 Overland Ave

$4,700

Total Monthly Price

Total Monthly Price

Base Rent
$4,700

Total Monthly Price
$4,700

3 Bedroom, 2.5 Bath Home for Rent

Available Now

15 Overland Ave

BridgeportCT06606
property at 146 George St

$2,500

Plus Fees

3 Bedroom, 1 Bath Condo for Rent

Available Now

146 George St

BridgeportCT06604
property at 103 Caroline St

$2,500

Plus Fees

3 Bedroom, 1 Bath Condo for Rent

Available Now

103 Caroline St

BridgeportCT06608
property at 748 Maple St

$2,500

Plus Fees

3 Bedroom, 1 Bath Condo for Rent

Available Now

748 Maple St

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 45 Voight Ave

$2,950

Plus Fees

3 Bedroom, 2 Bath Home for Rent

Available Now

45 Voight Ave

BridgeportCT06606
property at 366 Suburban Ave

$4,350

Total Monthly Price

Total Monthly Price

Base Rent
$4,350

Total Monthly Price
$4,350

3 Bedroom, 1.5 Bath Home for Rent

Available Now

366 Suburban Ave

FairfieldCT06825

Whiskey Hill, Bridgeport, CT Local Guide

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
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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 Article
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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
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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.

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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

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Frequently Asked Questions about Whiskey Hill

What type of rentals are currently available in Whiskey Hill?

There are currently 325 Apartments for Rent in Whiskey Hill, CT with pricing that ranges from $1,150 to $7,998. There are also 128 Single Family Homes for rent, Condos, and Townhome rentals currently available in Whiskey Hill ranging from $1,150 to $5,000.

What is the current price range for Rental Homes in Whiskey Hill?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Whiskey Hill ranges from $1,150 to $5,000 with an average monthly rent of $2,565.

How much are larger Three and Four Bedroom Rentals in Whiskey Hill?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Whiskey Hill range from $1,700 to $3,380, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,850 to $4,700. Four Bedroom Single-Family rentals are also available starting from $2,850 and Four Bedroom Apartments start at $2,000.

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 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 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 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.