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$1,4501 Bedroom Apartments Available Now
210 Cromwell Hill Rd, Unit 4
210 Cromwell Hill RdMonroe, NY 10950
Cheap Homes for Rent in Chester, NY from $1,500 (7 Rentals)
Search the lowest-cost Homes available for rent right now in Chester.
6 Glenmere Ave, Unit 4
6 Glenmere Ave
FloridaNY10921
3102 Whispering Hills Dr
ChesterNY10918
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
20 Peddler Hill Rd
MonroeNY10950
33 Schnabel Rd
ChesterNY10918
39 Tanager Rd
Kiryas JoelNY10950
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
41 Tanager Rd
Kiryas JoelNY10950
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Chester, NY Local Guide
Checkers by darronb is licensed under CC BY 2.0
How much does it cost to rent a home in Chester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chester 2 Bedroom Homes for Rent | $2,618 | $2,300 | $3,000 |
| Chester 3 Bedroom Homes for Rent | $3,099 | $2,600 | $3,750 |
| Chester 4 Bedroom Homes for Rent | $4,150 | $3,350 | $6,000 |
| Chester 5 Bedroom Homes for Rent | $5,650 | $4,800 | $6,500 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Chester, NY Local Guide
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Cheapest Available Chester Apartments for Rent
The cheapest available apartment rental in Chester, NY is a 1 Bed unit found at Devon Woods priced from $914. Hearthstone Apartments in the Glenview Hills At Florida neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,214. Here is today’s list of the most affordable Chester apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Devon Woods | 2nd Fl 1br | 1BR,1BA | $914 |
| Hearthstone Apartments | 1 Bed / 1 Bath - 60% | 1BR,1BA | $1,214 |
| Knox Village | 1 Bedroom | 1BR,1BA | $1,555 |
Best Value Apartments for Rent in Chester, NY
As of July 22, 2026 the best value apartment in the Chester area is the $2.09 price per square foot 1BR/Den/1.5BA Model at The Regency Club in the in the Presidential Heights neighborhood starting from $2,400. The second greatest value Chester apartment is the 2 BRM Model at Briarwood House Apartments starting at $2,320 with a $2.32 price per square foot in the Middletown Goshen neighborhood. Here is today’s list of the best values for Chester apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| The Regency Club | 1BR/Den/1.5BA | 1BR,1.5BA | $2.09 |
| Briarwood House Apartments | 2 BRM | 2BR,1BA | $2.32 |
| Idlewild Creek Apartments | 2 Bedroom 1 Bathroom | 2BR,1BA | $2.36 |
| Sherwood Forest Garden Apartments | 1x1 | 1BR,1BA | $1.87 |
| Imperial Gardens Apartment Homes | Two Bedroom-916 sqft | 2BR,1BA | $2.37 |
| Carriage Hill Apartments | 1BR/ 1BA Deluxe | 1BR,1BA | $2.27 |
| Slatewood Apartments | 1 Bed | 1BR,1BA | $2.39 |
| Knox Village | 1 Bedroom | 1BR,1BA | $2.05 |
| Devon Woods | 1st Fl 1br | 1BR,1BA | $1.47 |
| Hearthstone Apartments | 1 Bed / 1 Bath - 60% | 1BR,1BA | $2.02 |
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
Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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Frequently Asked Questions about Chester
What type of rentals are currently available in Chester?
There are currently 59 Apartments for Rent in Chester, NY with pricing that ranges from $515 to $13,671. There are also 43 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chester ranging from $1,500 to $6,500.
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 $1,500 to $6,500 with an average monthly rent of $3,474.
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
Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.