House Prices

House Prices & Home Values Chester, MD 2026


Average Data

average house price$510,609
average size per house2283 ft²
average price per ft²224 $ / ft²

06/14/2026 - The value range (VR) for house prices in Chester, MD is $277/ sqft to $277/ sqft. An average home with 2283 sqft costs approximately $632,391 to $632,391. Chester, MD includes 1 ZIP codes and it is located in Queen Annes county. The lowest prices are found in ZIP 21619, while the highest are in ZIP 21619. The average price per sqare feet is $224. Our analysis is based on 8 property listings.

Avergage prices by ZIP codes Chester

21619256 $ / ft²




Historical development of home values in Chester

Year Estimated value (USD) Change vs. 2025
2010 $237,136 -53.6%
2011 $227,966 -55.4%
2012 $227,352 -55.5%
2013 $235,850 -53.8%
2014 $247,578 -51.5%
2015 $260,284 -49.0%
2016 $273,868 -46.4%
2017 $288,649 -43.5%
2018 $304,607 -40.3%
2019 $318,731 -37.6%
2020 $335,208 -34.4%
2021 $381,263 -25.3%
2022 $444,468 -13.0%
2023 $468,712 -8.2%
2024 $495,827 -2.9%
2025 $510,609 0.0%

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



Example: 100% financing house in Chester

Loan amount: $510,609

Interest rate: 6.00%

Fixed monthly payment: $3,061.36

Breakdown in the 1st month:
Interest portion: $2,553.05  –  Principal portion: $508.31

Yearly breakdown (100% financing)

Year Interest per year ($) Principal per year ($) Remaining balance at year-end ($)
1 $30,465.97 $6,270.34 $504,338.66
2 $30,079.23 $6,657.08 $497,681.58
3 $29,668.63 $7,067.67 $490,613.91
4 $29,232.72 $7,503.59 $483,110.32
5 $28,769.91 $7,966.40 $475,143.92
6 $28,278.56 $8,457.75 $466,686.17
7 $27,756.91 $8,979.40 $457,706.77
8 $27,203.08 $9,533.23 $448,173.54
9 $26,615.09 $10,121.22 $438,052.32
10 $25,990.83 $10,745.48 $427,306.84
11 $25,328.07 $11,408.23 $415,898.61
12 $24,624.44 $12,111.87 $403,786.74
13 $23,877.41 $12,858.90 $390,927.84
14 $23,084.30 $13,652.01 $377,275.83
15 $22,242.27 $14,494.04 $362,781.79
16 $21,348.31 $15,388.00 $347,393.80
17 $20,399.21 $16,337.09 $331,056.70
18 $19,391.58 $17,344.73 $313,711.97
19 $18,321.79 $18,414.52 $295,297.45
20 $17,186.02 $19,550.28 $275,747.17
21 $15,980.21 $20,756.10 $254,991.07
22 $14,700.01 $22,036.29 $232,954.78
23 $13,340.86 $23,395.44 $209,559.33
24 $11,897.88 $24,838.42 $184,720.91
25 $10,365.90 $26,370.40 $158,350.51
26 $8,739.44 $27,996.87 $130,353.64
27 $7,012.65 $29,723.66 $100,629.98
28 $5,179.36 $31,556.95 $69,073.03
29 $3,233.00 $33,503.31 $35,569.72
30 $1,166.59 $35,569.72 $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, MD


1500 sqft3900 sqft
Ø selling price$406,561$864,865
Ø fast selling$369,601$778,378
Ø high price sale$443,521$951,351

In 2026, houses in Chester, MD will be offered at an average price of $224 per square foot. A 1,500 sqft home priced at $406,561 is 21.23% more expensive per square foot than a 3,900 sqft home priced at $864,865. Home prices in Chester, MD vary significantly depending on the neighborhood and location. For a quick sale, a 2,700 sqft home should be listed at around $598,752. Sellers who can wait longer may achieve a higher price of up to $731,809.


Discover Chester, MD

Chester, MD is a charming waterfront community on Kent Island in Queen Anne?s County.
Nestled along the Chesapeake Bay, it blends small-town warmth with easy access to regional attractions.
Its location near the Chesapeake Bay Bridge makes day trips to Annapolis, Baltimore, and Washington, DC convenient for commuters and visitors.

Outdoor Recreation and Waterfront Lifestyle

Outdoor lovers enjoy boating, kayaking, and fishing from local marinas and public landings.
Nearby trails and parks offer birding, cycling, and scenic sunsets over Eastern Shore wetlands.
Waterfront dining spots serve fresh seafood and crab favorites, pairing views with regional flavors.

Community, Access, and Real Estate

Historic sites and family-friendly events celebrate maritime heritage and tight-knit community spirit.
The area features a mix of single-family homes, townhomes, and condos, offering diverse real estate options for buyers seeking value and a coastal lifestyle.
Local shops and services cluster near Route 50, where travelers find quick connections to beaches and business hubs.
Whether you are planning a weekend getaway or a permanent move, Chester, MD offers a relaxed pace with modern convenience.



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 $510,609 for an average home size of 2283 square feet. This corresponds to an average price of roughly $224 per square foot.

What is the average cost per square foot in Chester?

In 2026, homes in Chester sell for an average of around $224 per square foot, with a typical range between $277 and $277 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 2283 square feet, with an estimated 2026 value around $510,609.



Locations close to Chester, MD

Chestertown, MD246 $ / ft²
Church Creek, MD248 $ / ft²
Church Hill, MD236 $ / ft²
Centreville, MD287 $ / ft²
Cambridge, MD265 $ / ft²
Bozman, MD261 $ / ft²




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