
Homes for Rent in Chester, CT Under $4,400 (39 Rentals)


55 Liberty St

12 Scholes Ln

248 Hamburg Rd

248 Hamburg Rd

2 Porges Rd
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.

2 Porges Rd

209 Seaside Ave

58 Chapman Ave

62 Brookside Ave E

101 Cow Hill Rd

1281 Durham Rd

42 Chapman Beach Rd

143 Neck Rd

35 Meadow Rd

33 Prospect St

33 Billow Rd

97 Lords Ln
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.

109 Lynde St

7 Saye St

6 College St

41 Melody Ln

92 Grove Beach Rd S

14 Pratt St

29 Wildwood Park Rd

421 Seaside Ave

69 Waterside Ln
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.

4 Elinor Rd

734 Old Clinton Rd

82 River Rd

82 Menunketesuck Rd

405 Seaside Ave

6 Sunset Ln

32 Driftwood Dr

7 Pratt St

441 Toby Hill Rd
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.

42 Grove Beach Rd S

89 Grove Beach Rd S

55 River Ln
Chester, CT Local Guide

How much does it cost to rent a home in Chester?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chester 2 Bedroom Homes for Rent | $3,388 | $1,900 | $4,500 |
Chester 3 Bedroom Homes for Rent | $3,276 | $1,800 | $4,800 |
Chester 4 Bedroom Homes for Rent | $5,532 | $2,100 | $10,000+ |
Chester 5 Bedroom Homes for Rent | $7,750 | $6,000 | $9,500 |
Browse Top Homes for Rent in Chester
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Chester, CT Local Guide
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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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chester, CT Rentals by Map
See the most popular apartments and homes in Chester, CT
Frequently Asked Questions about Chester
What type of rentals are currently available in Chester?
There are currently 61 Apartments for Rent in Chester, CT with pricing that ranges from $710 to $4,781. There are also 48 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chester ranging from $1,550 to $18,000.
What is the current price range for Rental Homes in Chester?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Chester ranges from $1,550 to $18,000 with an average monthly rent of $4,030.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.