
Luxury Apartments for Rent near Chestertown, NY (53 Rentals) Page 2 of 2
The most luxurious Apartments in Chestertown with high-end amenities, features, and finishes.


Alexander House

The Ridge
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.
Chestertown, NY Local Guide

How much does it cost to rent an apartment in Chestertown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chestertown Studio Apartments | $1,926 | $1,081 | $2,556 |
| Chestertown 1 Bedroom Apartments | $1,821 | $869 | $3,208 |
| Chestertown 2 Bedroom Apartments | $2,292 | $1,050 | $4,699 |
| Chestertown 3 Bedroom Apartments | $2,691 | $1,275 | $5,139 |
| Chestertown 4 Bedroom Apartments | $2,603 | $2,550 | $2,656 |
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Frequently Asked Questions about Chestertown
What is the current price range for One Bedroom Chestertown Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chestertown ranges from $869 to $3,208 with an average monthly rent of $1,821.
What does renting a Two Bedroom Apartment in Chestertown cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chestertown range from $1,050 to $4,699. Today's average rental price for Two Bedrooms here is $2,292.
How expensive are Chestertown Three Bedroom Apartments?
There are currently 20 Three Bedroom Apartments listings available in Chestertown on ApartmentHomeLiving.com. The pricing ranges from $1,275 to $5,139 - averaging $2,691 for the location.
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

How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.