Is a car needed in Chestertown, MD?

As of early 2026, 85% of users say car is needed

Does Chestertown, MD show holiday spirit?

As of early 2026, 84% of users say there's holiday spirit

Is Chestertown, MD dog-friendly?

As of early 2026, 83% of users say it's dog friendly

Would people walk alone at night in Chestertown, MD?

As of early 2026, 77% of users say people would walk alone at night

Is parking easy in Chestertown, MD?

As of early 2026, 77% of users say parking is easy

Are yards well-kept in Chestertown, MD?

As of early 2026, 76% of users say yards are well-kept

Is Chestertown, MD quiet?

As of early 2026, 74% of users say it's quiet

Are neighbors friendly in Chestertown, MD?

As of early 2026, 61% of users say neighbors are friendly

Is there wildlife in Chestertown, MD?

As of early 2026, 57% of users say there's wildlife

Is Chestertown, MD walkable to restaurants?

As of early 2026, 56% of users say it's walkable to restaurants

Does Chestertown, MD have sidewalks?

As of early 2026, 54% of users say there are sidewalks

Do kids play outside in Chestertown, MD?

As of early 2026, 49% of users say kids play outside

Is Chestertown, MD walkable to grocery stores?

As of early 2026, 46% of users say it's walkable to grocery stores

Are the streets well-lit in Chestertown, MD?

As of early 2026, 44% of users say streets are well-lit

Are there community events in Chestertown, MD?

As of early 2026, 41% of users say there are community events

Do residents of Chestertown, MD plan to stay at least 5 years?

As of early 2026, 38% of users say they plan to stay for at least 5 years

What is E Step Rd estimated to be worth?

Trulia's estimated value for E Step Rd in Chestertown, MD is $347,400 .

What is the price history for E Step Rd?

E Step Rd in Chestertown, MD last sold for $365,000 in April 2026.

Is Chestertown a buyer's or seller's market?

Chestertown is currently a seller's market, based on recent for-sale activity.

What do residents say about Chestertown?

Residents describe Chestertown, MD as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Chestertown, MD .

SOLD

APR 21, 2026

E Step Rd
Chestertown, MD 21620

1 sqft (on 0.52 acres)

$365,000

Last Sold: Apr 21, 2026

$365,000/sqft

Est. Refi. Payment $2,180/mo*

Refinance Your Home

$365,000

Last Sold: Apr 21, 2026

$365,000/sqft

Est. Refi. Payment $2,180/mo*

Refinance Your Home

1 sqft

(on 0.52 acres)

Home Value

Trulia Estimate

$347K

Since last month

$4K (-1.2%)

Since last year

$24K (+7.4%)

Since last sale

$19K (-5.1%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +14% in the last 10 years

Month	Estimated value
2026
August 2026	$347K
July 2026	$352K
June 2026	$351K
May 2026	$357K
April 2026	$346K
March 2026	$325K
February 2026	$306K
January 2026	$314K
2025
December 2025	$319K
November 2025	$311K
October 2025	$315K
September 2025	$326K
August 2025	$322K
July 2025	$323K
June 2025	$330K
May 2025	$331K
April 2025	$324K
March 2025	$326K
February 2025	$328K
January 2025	$322K
2024
December 2024	$319K
November 2024	$321K
October 2024	$317K
September 2024	$308K
August 2024	$303K
July 2024	$316K
June 2024	$307K
May 2024	$330K
April 2024	$314K
March 2024	$300K
February 2024	$295K
January 2024	$298K
2023
December 2023	$316K
November 2023	$309K
October 2023	$305K
September 2023	$303K

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bath	Sqft
144 Char Nor Manor Blvd, Chestertown, MD	0.07	Lot/Land	$50,000	04/29/26	-	-
McGinnes Rd, Chestertown, MD	1.82	Lot/Land	$75,000	09/26/25	-	-
Hoffecker Rd, Chestertown, MD	2.35	Lot/Land	$190,000	03/04/26	-	-
206 Burchard Sawmill Rd, Chestertown, MD	2.42	Lot/Land	$9,000	07/08/26	-	-
109 2nd St, Chestertown, MD	2.51	Lot/Land	$75,000	12/08/25	-	-
2nd St, Crumpton, MD	3.01	Lot/Land	$107,000	09/08/25	-	-
116 2nd St, Crumpton, MD	3.15	Lot/Land	$75,000	05/06/26	-	-
Second, Crumpton, MD	3.13	Lot/Land	$107,000	09/08/25	-	-
220 Shoals Rd, Crumpton, MD	3.44	Lot/Land	$119,000	10/24/25	-	-

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

Address	Distance	Price	Bed	Bath	Sqft	Status
148 E Step Rd, Chestertown, MD 21620	0.00	$365,000	4	2	1,400	Recently Sold
131 E Step Rd, Chestertown, MD 21620	0.08	$273,700	3	2	1,900	Off Market
144 Char Nor Manor Blvd, Chestertown, MD 21620	0.07	$50,000	-	-	-	Recently Sold
134 Char Nor Manor Blvd, Chestertown, MD 21620	0.10	$260,000	3	1	1,128	Recently Sold
157-159 Char Nor Manor Blvd, Chestertown, MD 21620	0.10	-	-	-	-	Off Market
143 Char Nor Manor Blvd, Chestertown, MD 21620	0.11	$868,000	3	2.5	2,073	Recently Sold
126 Char Nor Manor Blvd, Chestertown, MD 21620	0.12	$349,500	3	2	1,304	Recently Sold
111 Cee Jay Rd, Chestertown, MD 21620	0.12	$349,000	4	2	1,400	Recently Sold
112 Snyder Ln, Chestertown, MD 21620	0.11	$238,800	2	2	966	Off Market
124 Char Nor Manor Blvd, Chestertown, MD 21620	0.14	$250,000	2	2	1,024	Recently Sold
165 Char Nor Manor Blvd, Chestertown, MD 21620	0.12	$424,000	4	2.5	2,258	Recently Sold
109 Snyder Ln, Chestertown, MD 21620	0.13	$163,000	3	2	924	Off Market

Local Information

Map ViewExplore the area around E Step Rd.

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Commute Destination

Home Highlights

Property Type

Lot/Land

Year Built

2022

Lot Size

0.52 acres

Living Area

1 sqft

Price/Sqft

$365,000/sqft

About this House

Building site - lots 44, 45, & 46 on E Step Rd.

E Step Rd, Chestertown, MD 21620 is a 1 sqft lot/land built in 2022. It last sold for $365,000 on Apr 21, 2026. It is currently off market. The Trulia Estimate is $347,400, with a rent estimate of $1,824/month.

Home Details for E Step Rd

Interior Features
Heating & Cooling Heating: Heat PumpAir ConditioningHeating Fuel: Heat Pump
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: OtherExterior: Other

Property Information
Year Built Year Built: 2022
Property Type / Style Property Type: Lot LandArchitecture: Other

Price & Status
Price Price Per Sqft: $365,000/sqft

Community
Units in Building: 1

Lot Information
Lot Area: 0.52 acres

Price and Tax history

Date	Event	Price
Apr 21, 2026 Source: N/A	Sold	$365,000
Oct 3, 2022 Source: N/A	Sold	$285,000
Jun 16, 2022 Source: N/A	Sold	$20,000
May 2, 2018 Source: Agent Provided	ListingRemoved	$28,900
Mar 25, 2017 Source: Agent Provided	PriceChange	$28,900 Price decreased by 21%
Jan 14, 2016 Source: Agent Provided	PriceChange	$36,500 Price increased by 22%
Jan 1, 2016 Source: Agent Provided	PriceChange	$30,000 Price decreased by 25%
Sep 14, 2015 Source: Agent Provided	PriceChange	$39,900 Price increased by 14%
Mar 8, 2015 Source: Agent Provided	Listed For Sale	$35,000
Jan 1, 2015 Source: Agent Provided	ListingRemoved	$35,000
Oct 10, 2014 Source: Agent Provided	Listed For Sale	$35,000
Dec 28, 2005 Source: N/A	Sold	$8,000

Year	Property tax	Tax assessment
2025	$2,502	$259,200

Market trends in Chestertown

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

5MoM

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Additional Cost

Around this home

Church Hill Elementary School
PK-4
Public
329 Students
Queen Anne's County Public Schools
4/10
GreatSchools Rating
Parent Rating Average
EVERY adult at Church Hill Elementary knows my son and treats him like his/her own. I couldn't have handpicked a better school for my child. CHES, thanks for ALL you do!
Parent Review
8y ago
2 Reviews

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Chestertown

At least 34 Trulia users voted on each feature.

85 % Say car is needed
84 % Say there's holiday spirit
83 % Say it's dog friendly
77 % Say people would walk alone at night
77 % Say parking is easy
76 % Say yards are well-kept
74 % Say it's quiet
61 % Say neighbors are friendly
57 % Say there's wildlife
56 % Say it's walkable to restaurants
54 % Say there are sidewalks
49 % Say kids play outside
46 % Say it's walkable to grocery stores
44 % Say streets are well-lit
41 % Say there are community events
38 % Say they plan to stay for at least 5 years

Sourced by Trulia users. Learn more about our methodology.

Trulia User
Visitor
3y ago
"Washington park is a great, safe and family oriented are!! I’ve never live there permanently but by mom is from that are and my grandparents still live there!! I live always visiting! And hope to have a hoke there myself one day!!!"
1
Flag
Trulia User
Visitor
5y ago
"Short and very accessible. Everything is within 10 minutes and waterfront on the Chester river is spectacular"
1
Flag
Trulia User
Prev. Resident
5y ago
"I lived in this neighborhood for tens you’d and the community is very friendly. Community clean up after their dog and they watch over one another "
0
Flag
Kesha C.
Resident
6y ago
"Chestertown is okay area to live in. Its what you make it honestly. Nothing major or minimal happening."
0
Flag
Tracy W.
Resident
6y ago
"The schools are better in Queen Anne's County. The town is well-maintained, and houses and businesses in town have to meet the strict guidelines of the historical society. Restaurants are generally mediocre in quality and high in price. "
0
Flag
Rancraw
Resident
7y ago
"This is just a great place to live. I am from Dallas, TX, I have lived in six countries, DC, and Miami. This is my favorite place to live. ONLY down side is getting to an airport under an hour."
9
Flag
Acaldwell1297
Resident
8y ago
"I am basically on the main road.... pretty easy to get in and out. I don’t live far from work! So pretty easy for me "
1
Flag
Guillermo A.
11y ago
"Good Community, friendly people, good services. "
0
Flag
Nancy M.
12y ago
"People do not come to Chestertown because it is quite like everywhere else . . but because it is exceptionally itself."
5
Flag
asso
12y ago
"Quiet - not for night owls. Nice farmer's market, good library. Easy acess for weekends in DC, Baltimore, Philly, & Ocean Beaches. College town, Chester River"
0
Flag
Dafoster
12y ago
"Historic town along the Chester River and home to Washington College. Convenient to shops, restaurants, farmers market, waterfront, Garfield Center for the Arts and College Activities. A walker's paradise and a favorite for bikers and boaters."
5
Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

6 pet-friendly rentals in Chestertown, MD

APPLY INSTANTLY
PET FRIENDLY
$1,295/mo
1 bd
1 ba
532 Cannon St #5,
Chestertown, MD 21620
APPLY INSTANTLY
PET FRIENDLY
$1,400/mo
1 bd
1 ba
500 sqft
331 Calvert St #321,
Chestertown, MD 21620
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$2,400/mo
2 bd
2.5 ba
1,536 sqft
103 S College Ave,
Chestertown, MD 21620
PET FRIENDLY
$1,850/mo
3 bd
2.5 ba
1,520 sqft
206 N Mill St,
Chestertown, MD 21620
PET FRIENDLY
$1,820/mo
2 bd
2 ba
900 sqft
104 Maple Ave #4,
Chestertown, MD 21620
PET FRIENDLY
$1,500/mo
3 bd
1 ba
1,272 sqft
2201 Pondtown Rd,
Chestertown, MD 21620

Explore by feature - Air Conditioning

6 rentals with air conditioning in Chestertown, MD

APPLY INSTANTLY
PET FRIENDLY
$1,295/mo
1 bd
1 ba
532 Cannon St #5,
Chestertown, MD 21620
APPLY INSTANTLY
PET FRIENDLY
$1,400/mo
1 bd
1 ba
500 sqft
331 Calvert St #321,
Chestertown, MD 21620
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$2,400/mo
2 bd
2.5 ba
1,536 sqft
103 S College Ave,
Chestertown, MD 21620
PET FRIENDLY
$1,850/mo
3 bd
2.5 ba
1,520 sqft
206 N Mill St,
Chestertown, MD 21620
PET FRIENDLY
$1,820/mo
2 bd
2 ba
900 sqft
104 Maple Ave #4,
Chestertown, MD 21620
$1,900/mo
3 bd
1 ba
109 Fairview Dr,
Chestertown, MD 21620

Explore by feature - Washer/dryer

APPLY INSTANTLY
PET FRIENDLY
$1,400/mo
1 bd
1 ba
500 sqft
331 Calvert St #321,
Chestertown, MD 21620
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$2,400/mo
2 bd
2.5 ba
1,536 sqft
103 S College Ave,
Chestertown, MD 21620
PET FRIENDLY
$1,850/mo
3 bd
2.5 ba
1,520 sqft
206 N Mill St,
Chestertown, MD 21620
PET FRIENDLY
$1,820/mo
2 bd
2 ba
900 sqft
104 Maple Ave #4,
Chestertown, MD 21620
$1,900/mo
3 bd
1 ba
109 Fairview Dr,
Chestertown, MD 21620

Homes for sale near E Step Rd

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0.5 ACRES
$60,000
233 Merganser Dr,
Chestertown, MD 21620
Long & Foster Real Estate, Inc.
OFF MARKET
Old Morgnec Rd,
Chestertown, MD 21620
1.37 ACRES
$59,000
Old Morgnec Rd,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
1.8 ACRES
$135,000
109 2nd St,
Chestertown, MD 21620
Cross Street Realtors LLC
0.99 ACRES
$19,500
404 Spring Rd,
Chestertown, MD 21620
The Parker Group
1.93 ACRES
$110,000
1906 Pondtown Rd,
Chestertown, MD 21620
Keller Williams Flagship
5.81 ACRES
$200,000
Round Top Rd,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
0.38 ACRES
$75,000
11930 Kennedyville Rd,
Kennedyville, MD 21645
Remax Vision
0.87 ACRES
$225,000
Haacke Dr #3,
Chestertown, MD 21620
Select Land & Homes, LLC
0.85 ACRES
$250,000
Scheeler Rd #2,
Chestertown, MD 21620
Select Land & Homes, LLC
See more homes for sale in
Chestertown
Take a look

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Off Market Homes Near E Step Rd

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SOLD
AUG 10, 2026
$247,500
3 bd
1 ba
1,967 sqft
1904 Pondtown Rd,
Chestertown, MD 21620
Keller Williams Flagship
SOLD
JUL 16, 2026
$435,000
3 bd
2.5 ba
1,784 sqft
215 Fairview Dr,
Chestertown, MD 21620
Long & Foster Real Estate, Inc.
SOLD
JUL 15, 2026
$275,000
Crumpton Rd,
Crumpton, MD 21628
SOLD
JUL 13, 2026
$228,000
3 bd
1.5 ba
2,260 sqft
221 Dutchess Rd,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
SOLD
JUN 29, 2026
$460,000
3 bd
2 ba
1,664 sqft
118 Grant Ct,
Chestertown, MD 21620
RE/MAX Executive
SOLD
JUN 12, 2026
$385,000
3 bd
2.5 ba
1,484 sqft
321 Front St,
Crumpton, MD 21628
Chesapeake Real Estate Associates, LLC
SOLD
JUN 12, 2026
$360,000
3 bd
2 ba
1,271 sqft
720 Deep Landing Rd,
Chestertown, MD 21620
Coldwell Banker Waterman Realty
SOLD
JUN 5, 2026
$349,500
3 bd
2 ba
1,304 sqft
126 Char Nor Manor Blvd,
Chestertown, MD 21620
RE/MAX Executive
SOLD
MAY 29, 2026
$430,000
3 bd
2 ba
1,588 sqft
201 Birch Run Rd,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
SOLD
MAY 29, 2026
$365,000
3 bd
2 ba
1,120 sqft
2032 Pondtown Rd,
Chestertown, MD 21620
Northrop Realty
See more homes for sale in
Chestertown
Take a look

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Frequently asked questions about E Step Rd

What is E Step Rd estimated to be worth?
Trulia's estimated value for E Step Rd in Chestertown, MD is $347,400.
What is the price history for E Step Rd?
E Step Rd in Chestertown, MD last sold for $365,000 in April 2026.
Is Chestertown a buyer's or seller's market?
Chestertown is currently a seller's market, based on recent for-sale activity.
What do residents say about Chestertown?
Residents describe Chestertown, MD as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Chestertown, MD.

E Step Rd
Chestertown, MD 21620

$365,000

$365,000