House Prices

Chester Village Chester, VT House Prices & Home Values 2026


Average Data

average house price$257,187
average size per house1666 ft²
average price per ft²154 $ / ft²

04/17/2026 - The value range (VR) for house prices in Chester Village Chester, VT is $146.3/ sqft to $161.7/ sqft. An average home with 1666 sqft costs approximately $242,030 to $267,507. Chester, VT includes 1 ZIP codes and it is located in Windsor county. The lowest prices are found in ZIP 05143, while the highest are in ZIP 05143. The average price per sqare feet is $154. Our analysis is based on 2 property listings.

Avergage prices by ZIP codes Chester Village Chester

05143153 $ / ft²




Historical development of home values in Chester Village Chester

Year Estimated value (USD) Change vs. 2025
2010 $119,442 -53.6%
2011 $114,823 -55.4%
2012 $114,514 -55.5%
2013 $118,795 -53.8%
2014 $124,702 -51.5%
2015 $131,102 -49.0%
2016 $137,943 -46.4%
2017 $145,389 -43.5%
2018 $153,427 -40.3%
2019 $160,541 -37.6%
2020 $168,840 -34.4%
2021 $192,037 -25.3%
2022 $223,872 -13.0%
2023 $236,084 -8.2%
2024 $249,742 -2.9%
2025 $257,187 0.0%

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



Example: 100% financing house in Chester Village Chester

Loan amount: $257,187

Interest rate: 5.96%

Fixed monthly payment: $1,535.03

Breakdown in the 1st month:
Interest portion: $1,276.93  –  Principal portion: $258.09

Yearly breakdown (100% financing)

Year Interest per year ($) Principal per year ($) Remaining balance at year-end ($)
1 $15,237.21 $3,183.13 $254,003.87
2 $15,042.29 $3,378.04 $250,625.83
3 $14,835.44 $3,584.90 $247,040.93
4 $14,615.92 $3,804.41 $243,236.52
5 $14,382.96 $4,037.37 $239,199.15
6 $14,135.74 $4,284.60 $234,914.55
7 $13,873.37 $4,546.96 $230,367.59
8 $13,594.95 $4,825.39 $225,542.19
9 $13,299.47 $5,120.87 $220,421.32
10 $12,985.89 $5,434.44 $214,986.88
11 $12,653.12 $5,767.22 $209,219.66
12 $12,299.97 $6,120.37 $203,099.29
13 $11,925.19 $6,495.15 $196,604.14
14 $11,527.47 $6,892.87 $189,711.27
15 $11,105.39 $7,314.95 $182,396.32
16 $10,657.46 $7,762.87 $174,633.45
17 $10,182.11 $8,238.23 $166,395.22
18 $9,677.65 $8,742.69 $157,652.53
19 $9,142.30 $9,278.04 $148,374.49
20 $8,574.16 $9,846.18 $138,528.31
21 $7,971.24 $10,449.10 $128,079.22
22 $7,331.40 $11,088.94 $116,990.28
23 $6,652.38 $11,767.96 $105,222.31
24 $5,931.77 $12,488.56 $92,733.75
25 $5,167.05 $13,253.29 $79,480.46
26 $4,355.49 $14,064.85 $65,415.61
27 $3,494.24 $14,926.10 $50,489.51
28 $2,580.25 $15,840.08 $34,649.43
29 $1,610.30 $16,810.04 $17,839.39
30 $580.95 $17,839.39 $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 Village Chester, VT


1500 sqft3900 sqft
Ø selling price$277,554$590,432
Ø fast selling$252,322$531,389
Ø high price sale$302,786$649,476

In 2026, houses in Chester Village Chester, VT will be offered at an average price of $154 per square foot. A 1,500 sqft home priced at $277,554 is 22.84% more expensive per square foot than a 3,900 sqft home priced at $590,432. Home prices in Chester Village Chester, VT vary significantly depending on the property’s condition and exact location. For a quick sale, a 2,700 sqft home should be listed at around $408,761. Sellers who can wait longer may achieve a higher price of up to $499,597.


Explore Chester Village in Chester, VT

Historic New England Charm

At the heart of Chester, VT, Chester Village charms visitors with a classic village green, tree-lined streets, and beautifully preserved 19th-century architecture.
Stroll past historic inns and clapboard storefronts that capture the timeless appeal of a New England village.

Walkable Main Street & Local Businesses

The walkable Main Street features independent boutiques, art galleries, and cozy cafes that make daily life convenient and vibrant.
Year-round community happenings, including farmers markets and seasonal festivals on the Green, foster a welcoming, small-town atmosphere.

Scenic Location & Outdoor Recreation

Surrounded by the Green Mountains and the Williams River, the neighborhood offers easy access to hiking, paddling, leaf-peeping, and winter fun.
Skiers love the short drives to Okemo Mountain, Magic Mountain, and Bromley for reliable Southern Vermont snow.

Lifestyle & Real Estate

Housing in Chester Village ranges from historic capes and farmhouses to updated condos and cottages near the Green.
Whether browsing homes for sale or seeking a weekend retreat, buyers appreciate village conveniences paired with pastoral surroundings.

Getting There & Quality of Life

Conveniently located at the junction of VT Route 11 and VT Route 103, the village is an easy base for exploring Southern Vermont and nearby towns.
Quiet streets, friendly neighbors, and four-season scenery make Chester Village in Chester, VT a delightful place to live, invest, or visit.



FAQ – Home Values in Chester Village Chester

What is the median home value in Chester Village Chester in 2026?

In 2026, the typical home value in Chester Village Chester is about $257,187 for an average home size of 1666 square feet. This corresponds to an average price of roughly $154 per square foot.

What is the average cost per square foot in Chester Village Chester?

In 2026, homes in Chester Village Chester sell for an average of around $154 per square foot, with a typical range between $146.3 and $161.7 per square foot, depending on the property’s location, condition, and lot size.

What is the average home size in Chester Village?

The average home size in Chester Village Chester is about 1666 square feet, with an estimated 2026 value around $257,187.



Neighborhoods close to Chester Village Chester, VT

Grafton Village Grafton, VT206 $ / ft²
Londonderry Village Londonderry, VT235 $ / ft²
Ludlow Village Ludlow, VT238 $ / ft²
Cavendish Village Cavendish, VT234 $ / ft²
Woodstock Village Woodstock, VT283 $ / ft²
Waits River West Topsham, VT181 $ / ft²
  imprint  Privacy