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44 High St
44 High St, Chester, NY 10918, USA

Apartment for rent
Monthly rent
$2,100–$2,300Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
Beds1–2
Baths1–2
Sqft970–1,072
modified
Updated 8 Hours Ago

Units

44 High St Chester, NY

Available

333

1 Bed

1.5 Baths

$2,100

Listed on 10/03/2026
Listed by Marisa Sinnott
Days on market: 39
Property Status: Active Beautiful rental in Chester NY. The one bedroom 3rd floor unit offers so much. There are 9 foot ceilings, deck, central A/C, washer and dryer in each unit, granite counters in the kitchen, large closets, carpet in the bedrooms. Pavilion with a grilling area with beautiful views the Sugar Loaf Mountains. One hour to NYC, and close to highways, shopping, and transportation. Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Available

135

2 Beds

2 Baths

$2,300

Listed on 09/24/2026
Listed by Marisa Sinnott
Days on market: 48
Property Status: Active Beautiful rental in Chester NY. The two bedroom 2nd floor unit offers so much. There are 9 foot ceilings, deck, central A/C, washer and dryer in each unit, granite counters in the kitchen, large closets, carpet in the bedrooms. Pavilion with a grilling area with beautiful views of the Sugar Loaf Mountains. One hour to NYC, and close to highways, shopping, and transportation. Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Occupied Units

Occupied

1 Bed, 1.5 Baths

1 Bed

1.5 Baths

$1,500

Listed by Marisa Sinnott
Days on market: 3571
Beautiful new rentals in Chester NY, available 3/1/2017. The one and two bedroom units offer so much. There are 9 foot ceilings, balconies or patios, central A/C, brand new appliances including washer and dryer in each unit, granite counters in the kitchen, walk in closets in the master bedrooms, carpeting in the bedrooms, and a children's playground area. One hour to NYC, and close to highways, shopping, and transportation. Call today !!!

Occupied

2 Beds, 2 Baths

2 Beds

2 Baths

$1,650

Listed by Marisa Sinnott
Days on market: 3493
Beautiful new rentals in Chester NY. The one and two bedroom units offer so much. There are 9 foot ceilings, balconies or patios, central A/C, brand new appliances including washer and dryer in each unit, granite counters in the kitchen, walk in closets in the master bedrooms, carpeting in the bedrooms, and a children's playground area. One hour to NYC, and close to highways, shopping, and transportation. Call today !!!

Amenities for 44 High St

Some units at this address have these amenities. View unit details for more information.

Building
  • Outdoor Space
Unit Amenities
  • Dishwasher
  • Air Conditioning
  • High Ceilings
  • In-Unit Laundry
  • Carpet
  • Walk-In Closets

Policies at 44 High St

Applicants

Applicants

One-time.

Contact Property

REQUIRED FEES

Security Deposit

One-time. Refundable.

Contact Property

Dog Policy

Not allowed

Cat Policy

Not allowed

No pets allowed.

Questions about this property’s policies and fees?

About 44 High St

HomeApartments in Chester 44 High St #333, Chester, NY 10918, USA

Interested in leasing 44 High St, Chester, NY 10918, USA? Currently, 44 High St, Chester, NY 10918, USA is available to rent or lease. It is a 1-bedroom apartment with 1 bathroom. Below, you can compare the rent price at 44 High St, Chester, NY 10918, USA vs overall rent prices in Chester, NY. We have compiled nearby businesses and things to do close to 44 High St, Chester, NY 10918, USA.

Address details

Units4
Units available2
City
Zip code10918

Property highlights

We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.

How 44 High St, Chester, NY 10918, USA compares to other nearby properties.

Positives

Less expensive
Some rentals at this address are cheaper than similar listings nearby
Elementary school nearby
There is an elementary school 0.7 miles away
Middle school nearby
There is a middle school 0.7 miles away
Images available
There are at least 10 photos of this address

Considerations

Greater distance from high schools
The nearest high school is farther than 4.6 miles away

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Rent trends in Chester

1-bedroom apartments here are priced 13% higher than 1-bedrooms in Chester.

If you decide to upgrade your space, you can expect 2-bedrooms at 44 High St #333 to be 6% less than the average for similarly sized apartments in Chester.

Median rents as of Nov 7 2026.
Chester
A table of 1-bedroom apartment rental data trends in Chester
MonthMedian Rent
November 2024$1,937
December 2024$1,925
January 2025$1,943
February 2025$1,825
March 2025$1,730
April 2025$1,750
May 2025$1,625
June 2025$1,662
July 2025$1,660
August 2025$1,700
September 2025$1,735
October 2025$1,907
November 2025$1,970
December 2025$2,000
January 2026$2,000
February 2026$2,000
March 2026$1,962
April 2026$1,750
May 2026$1,750
July 2026$1,800
August 2026$1,750
September 2026$1,618
October 2026$1,720
November 2026$1,863

Affordability calculator

Can I afford to live at 44 High St?

Bedrooms

Rent-to-income ratio

30%

Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income

$84,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $84,000 annually to afford this 1-bedroom monthly rent price of $2,100.
For more information on rent affordability, visit our rent calculator.

Rent history

The increase or decrease in monthly rent compared to the previous listing price.
Check out the past listing prices for monthly rent at 44 High St, Chester, NY.
2 Beds, 2 BathsLast month$2,3002 bed2 bath
1 Bed, 1 Bath8 months ago$2,0001 bed1.5 bath
1 Bed, 1 Bath10 months ago$2,0001 bed1.5 bath
2 Beds, 2 Baths10 months ago$2,3002 bed2 bath
2 Beds, 2 Baths1 year ago$2,2002 bed2 bath
2 Beds, 2 Baths1 year ago$2,2002 bed2 bath
2 Beds, 2 Baths1 year ago$2,2002 bed2 bath
2 Beds, 2 Baths1 year ago$2,2002 bed2 bath
1 Bed, 1 Bath1 year ago$1,9501 bed1.5 bath

Schools near 44 High St #333

Chester Elementary School

2 herbert dr

chester, NY, 10918

PK, K-5Public
B

Agri - Business Child Development at Goshen

150 brdlea rd

goshen, NY, 10924

PKPublic

Orange-Ulster Boces

53 gibson rd

goshen, NY, 10924

K-12Public
B+

Agri - Business Child Development at Florida

14 edward j lempka dr

florida, NY, 10921

PKPublic

KIRYA JOEL EARLY CHILDHOOD EDUCATIONAL CENTR

655 county rt 105

monroe, NY, 10950

PK, KPublic
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Getting around Chester near 44 High St

Walking

2/10
You’ll need another mode of transportation for getting around. Scooter, anyone?

Driving

10/10
Commuting is easy with multiple accessible routes and plenty of parking.

Points of interest for 44 High St, Chester

Groceries

1/10
There are no general grocery stores within a 30-minute walk.

Shopping

3/10
The closest fashion store is within a 10-minute walk, and there are a few other fashion stores within walking distance.

Restaurants

4/10
The closest restaurant is within a 10-minute walk, and there are a few other restaurants within walking distance.

Primary schools

4/10
The closest elementary school is within a 15-to-20-minute walk.

High schools

7/10
The closest high school is within a 10-to-15-minute walk.

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