Chester, NY Apartments For Rent

25 rentals

Apartments For Rent Near Chester, NY

We found 30 more apartments matching your filters just outside Chester

What Locals Say about Chester

  • Jenelle Rivera
    "Quiet and pretty family oriented very clean feels safe and there’s sufficient parking for the residents"
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  • Jenelle Rivera
    "Very close to major highways and traffic is always minimal. Shopping Centers and major supermarkets are within walking distance "
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  • Araceli Santiago
    "Im new in this neighborhood i barely like to live very quiet place to lived with family Only bad is higher tax 😅"
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  • Trulia User
    "There's plenty of areas with sidewalks to walk your dog throughout most of town. My apartment complex has a dog park "
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  • Jennifer G.
    "I have two years living here. Great place to raise a family. Friendly and safe neighborhood. The kids love it as well."
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  • Kcouponsdeals
    "this is a great village, and neighborhood to live in lots of community involvement, family activities, close to transportation and shopping."
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  • Kcouponsdeals
    "this is a great family neighborhood. You can walk to store and NYC bus stop. it's great for kids sports, trick or treating ,etc. there are also arts and theater programs in the area."
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  • DEIRDRE B.
    "I take the Shortline bus to NYC. 1 hour and 15 minutes more or less plus train from Port. It’s about $450/month including Metrocard. Shortline has become less reliable recently. "
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  • Missmtrejo
    "It’s a safe community and our neighbors have become friends! We have lived here for 20 years. It’s a great place for children to make friends and feel safe in their environment when they are outside playing. "
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  • Melissa Kyles
    "I lived in Chester when I was a children to adulthood. Great place to live. Outstanding school district. Wish I never moved away."
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  • Dianerene
    "Street fairs, community parades, concerts and so much more. The location is awesome and neighbors aren’t overly nosy yet friendly."
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  • Dawnstephenson42
    "fireworks night football h.s small town feel community garage sales schools mom and pop shops nearby wineries holiday parades farmers market"
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  • Suzzzzzzz64
    "I live in this area for 11 years my neighborhood is great and the people around here are really nice "
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  • Dianerene
    "My commute is excellent. I have a 3 minute commute to the park and ride bus and local stores. Easy to get around by foot if needed."
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  • Ebobec18
    "Safety its a neighborhood very secure the police its annoying but make sense because that its part of what make this place so safe. I can go out at 3pm or 3am and i will fill safe any time. "
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  • Tara R.
    "i love chester unfortunately there arent many houses for purchase in my range for a single mom. wanted my kids to stay in there school there on sports teams."
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  • inwalker
    "Easy commute to work in New York City via route 17M (2 miles) or bus via Short Line (2 miles) yet no congested roads to deal with. Great neighbors. Park within walking distance (football, soccer, baseball and children's recreation area). Large variety of Restaurants to satisfy your all your cravings. Orange Regional Medical center 5 miles via 17M."
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Average Rent Trends in Chester, NY

Rent in Chester, NY varies by number of bedrooms and home type. Use these charts to quickly see how rent changes.
Average rent increased in Jun 2026 compared to the previous month. Rent previously peaked in Mar 2025.
MonthAverage rent
Jul 2025$2,200
Aug 2025$2,500
Sep 2025$2,600
Oct 2025$2,300
Nov 2025$2,800
Dec 2025$2,600
Jan 2026$2,800
Feb 2026$2,800
Mar 2026$2,800
Apr 2026$2,800
May 2026$2,950
Jun 2026$3,100
View as a graph

Average Rent By Bedroom and Home Type

In June 2026, Townhomes were the most affordable home type to rent compared with Apartments and Condos and Houses.
1 bed2 beds3 beds4 bedsAll
All home types$1,200$2,200$2,900$5,300$2,950
Townhomes——$2,900—$2,900
Apartments and Condos$1,200$2,200$2,900—$2,900
Houses——$2,950$5,300$4,300
See more information about local market trends in Chester, NY

Frequently Asked Questions about Rentals in Chester, NY

  • What is the average rent of an apartment in Chester, NY?
    The average rent of an apartment in Chester, NY is $3,325 per month. This is about 70% higher than the national average.
  • What is the average rent of a house in Chester, NY?
    The average rent of a house in Chester, NY is $4,300 per month. This is about 120% higher than the national average.
  • What is the average rent of a townhome in Chester, NY?
    The average rent of a townhome in Chester, NY is $2,900 per month. This is about 49% higher than the national average.
  • When is the average rent cheapest in Chester, NY?
    In the last year, the average rent in Chester, NY was lowest in Jul 2025 when it was $2,200 per month.
  • When is the average rent most expensive in Chester, NY?
    In the last year, the average rent in Chester, NY was highest in Mar 2025 when it was $2,950 per month.
  • How many available rental listings are in Chester, NY?
    There are 14 available rental listings in Chester, NY.
  • What are some zip codes in Chester, NY?
    Chester, NY includes zip codes such as: 10918, 10981.
  • What are some cities near Chester, NY?
    Some nearby cities include: Monroe, Goshen, Florida, Blooming Grove, Campbell Hall. These cities may have more rental options to explore.