Movoto Real Estate

Chestertown, MD, Market Trends

There are 135 active listings and 6 new listings in Chestertown, MD.
In Chestertown, MD, homes sold for a median price of $399,900 in April 2026.
On average, properties in Chestertown, MD sell after 62 days on the market compared to 44 days last year.
89 homes were sold in Chestertown, MD in April 2026, up from 69 last year.
Chestertown, MD is part of the Kent County R-1 School District, with 7 Elementary Schools, 7 Middle Schools, and 2 High Schools.

Chestertown, MD Homes For Sale

Chestertown Overview

Active Homes

135

See Active Homes

New Homes

6

Open Houses

3

See Open Houses

Price Reduced

15

See Price Reduced

Chestertown, MD Market Trends & Statistics

last updated on May 31, 2026

Schools in Chestertown, MD

Chestertown, MD hosts 2 public schools with an average rating of 4 of out 10 by GreatSchools. You can also find 4 private schools.

School Districts

0

Elementary Schools

7

Middle Schools

7

High Schools

2

Grades:
Elementary
Middle
High

H. H. Garnett Elementary School

public School, Grades PK, K-5

GreatSchools Rating: 4 out of 10

Chestertown Christian Academy

private School, Grades PK-12

GreatSchools Rating: This school is not rated.

Radcliffe Creek School

private School, Grades K-8

GreatSchools Rating: This school is not rated.

Chester River Adventist School

private School, Grades 1-8

GreatSchools Rating: This school is not rated.

Chester River Adventist School

private School, Grades 1-8

GreatSchools Rating: This school is not rated.

Chestertown, MD Property Insights

People

People

57% Female/Male
Avg Age is 43 Years Old

School

School

40% with College Degree
86% with High School Diploma

Earnings

Earnings

Avg Household Earnings $61K
23% in Poverty

Elevation

Elevation

34.6 Feet

Tree Coverage

Tree Coverage

9.86%

Average Tree Covering

May Temperature

May Temperature

64° Fahrenheit

H: 73°F L: 55°F

Days of Sunshine

Days of Sunshine

Moderate

Compared with the National Average

Rainfall

Rainfall

26 Inches

Chestertown, MD Neighborhood Scores

Food

Pets

Walkability

Kid Friendly

Recently Listed Homes in Chestertown, MD

Open Houses in Chestertown, MD

Nearby Real Estate

Cities

Counties