House Prices

House Prices & Home Values Chester, NY 2026


Average Data

average house price$769,523
average size per house2583 ft²
average price per ft²298 $ / ft²

05/20/2026 - The value range (VR) for house prices in Chester, NY is $294/ sqft to $294/ sqft. An average home with 2583 sqft costs approximately $759,402 to $759,402. Chester, NY includes 1 ZIP codes and it is located in Orange county. The lowest prices are found in ZIP 10918, while the highest are in ZIP 10918. The average price per sqare feet is $298. Our analysis is based on 65 property listings.

Avergage prices by ZIP codes Chester

10918320 $ / ft²


House prices by neighborhoods in Chester

Sugar Loaf305 $ / ft²
Surrey Meadows293 $ / ft²
The Greens at Chester316 $ / ft²
Whispering Hills287 $ / ft²




Historical development of home values in Chester

Year Estimated value (USD) Change vs. 2025
2010 $357,380 -53.6%
2011 $343,560 -55.4%
2012 $342,635 -55.5%
2013 $355,442 -53.8%
2014 $373,116 -51.5%
2015 $392,266 -49.0%
2016 $412,737 -46.4%
2017 $435,014 -43.5%
2018 $459,064 -40.3%
2019 $480,350 -37.6%
2020 $505,182 -34.4%
2021 $574,590 -25.3%
2022 $669,843 -13.0%
2023 $706,381 -8.2%
2024 $747,246 -2.9%
2025 $769,523 0.0%

Graph: estimated home values in Chester over time (USD)



Example: 100% financing house in Chester

Loan amount: $769,523

Interest rate: 6.00%

Fixed monthly payment: $4,613.68

Breakdown in the 1st month:
Interest portion: $3,847.62  –  Principal portion: $766.06

Yearly breakdown (100% financing)

Year Interest per year ($) Principal per year ($) Remaining balance at year-end ($)
1 $45,914.32 $9,449.83 $760,073.17
2 $45,331.47 $10,032.68 $750,040.49
3 $44,712.68 $10,651.47 $739,389.02
4 $44,055.72 $11,308.43 $728,080.59
5 $43,358.24 $12,005.91 $716,074.68
6 $42,617.74 $12,746.41 $703,328.27
7 $41,831.57 $13,532.58 $689,795.69
8 $40,996.91 $14,367.24 $675,428.45
9 $40,110.77 $15,253.38 $660,175.07
10 $39,169.98 $16,194.17 $643,980.90
11 $38,171.16 $17,192.99 $626,787.91
12 $37,110.73 $18,253.42 $608,534.49
13 $35,984.90 $19,379.25 $589,155.23
14 $34,789.63 $20,574.52 $568,580.71
15 $33,520.64 $21,843.51 $546,737.20
16 $32,173.38 $23,190.77 $523,546.43
17 $30,743.02 $24,621.13 $498,925.30
18 $29,224.44 $26,139.71 $472,785.59
19 $27,612.20 $27,751.95 $445,033.64
20 $25,900.52 $29,463.63 $415,570.02
21 $24,083.27 $31,280.88 $384,289.14
22 $22,153.94 $33,210.21 $351,078.92
23 $20,105.60 $35,258.55 $315,820.38
24 $17,930.93 $37,433.22 $278,387.16
25 $15,622.13 $39,742.02 $238,645.14
26 $13,170.93 $42,193.22 $196,451.93
27 $10,568.55 $44,795.60 $151,656.32
28 $7,805.65 $47,558.50 $104,097.83
29 $4,872.35 $50,491.80 $53,606.03
30 $1,758.13 $53,606.03 $0.00

Note: The calculation is based on a standard annuity mortgage with a fixed monthly payment over the entire term. Extra payments, interest rate changes, and additional purchase costs (e.g. taxes, notary fees) are not included.


How to sell in Chester, NY


1500 sqft3900 sqft
Ø selling price$540,871$1,150,578
Ø fast selling$491,701$1,035,521
Ø high price sale$590,040$1,265,636

In 2026, houses in Chester, NY will be offered at an average price of $298 per square foot. A 1,500 sqft home priced at $540,871 is 24.98% more expensive per square foot than a 3,900 sqft home priced at $1,150,578. Home prices in Chester, NY vary significantly depending on the neighborhood and location. For a quick sale, a 2,700 sqft home should be listed at around $796,555. Sellers who can wait longer may achieve a higher price of up to $973,567.


Discover Chester, NY

Location and Character

Located in Orange County in the Hudson Valley, Chester, NY blends small-town charm with commuter convenience. The Village of Chester and surrounding town are known for historic architecture, leafy neighborhoods, and a welcoming Main Street.
Its celebrated dairy and cheese-making heritage still influences local culture and seasonal events.

Things to Do

Outdoor lovers enjoy the Heritage Trail, a scenic rail-trail, for biking, running, and walks. Nearby farms, markets, and cideries showcase Hudson Valley flavors, while parks offer playgrounds and sports fields.
Shoppers appreciate proximity to regional destinations like Woodbury Common, boutique stores, and local eateries.

Living and Access

Residents benefit from respected Chester schools, community programs, and active civic groups. Commuters have quick connections via NY-17/I-86, Route 94, and Short Line bus service to New York City.
Housing ranges from historic homes to new developments, offering options for first-time buyers and growing families. With its blend of history, amenities, and access, Chester, NY is a standout place to live, work, and explore.



FAQ – Home Values in Chester

What is the median home value in Chester in 2026?

In 2026, the typical home value in Chester is about $769,523 for an average home size of 2583 square feet. This corresponds to an average price of roughly $298 per square foot.

What is the average cost per square foot in Chester?

In 2026, homes in Chester sell for an average of around $298 per square foot, with a typical range between $294 and $294 per square foot, depending on the property’s location, condition, and lot size.

What is the average home size in ?

The average home size in Chester is about 2583 square feet, with an estimated 2026 value around $769,523.



Locations close to Chester, NY

Circleville, NY173 $ / ft²
Congers, NY221 $ / ft²
Florida, NY178 $ / ft²
Central Valley, NY210 $ / ft²
Campbell Hall, NY175 $ / ft²
Bullville, NY141 $ / ft²
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