Is a car needed in Church Hill, MD?

As of early 2026, 86% of users say car is needed

Is parking easy in Church Hill, MD?

As of early 2026, 85% of users say parking is easy

Would people walk alone at night in Church Hill, MD?

As of early 2026, 83% of users say people would walk alone at night

Is Church Hill, MD dog-friendly?

As of early 2026, 73% of users say it's dog friendly

Are yards well-kept in Church Hill, MD?

As of early 2026, 73% of users say yards are well-kept

Does Church Hill, MD have sidewalks?

As of early 2026, 70% of users say there are sidewalks

Do kids play outside in Church Hill, MD?

As of early 2026, 70% of users say kids play outside

Are neighbors friendly in Church Hill, MD?

As of early 2026, 67% of users say neighbors are friendly

Does Church Hill, MD show holiday spirit?

As of early 2026, 63% of users say there's holiday spirit

Is there wildlife in Church Hill, MD?

As of early 2026, 50% of users say there's wildlife

Is Church Hill, MD quiet?

As of early 2026, 44% of users say it's quiet

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

As of early 2026, 42% of users say they plan to stay for at least 5 years

Are the streets well-lit in Church Hill, MD?

As of early 2026, 30% of users say streets are well-lit

Are there community events in Church Hill, MD?

As of early 2026, 22% of users say there are community events

Is Church Hill, MD walkable to grocery stores?

As of early 2026, 13% of users say it's walkable to grocery stores

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

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

What do residents say about Chestertown?

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

What are the closest schools to 500 Leverage Rd?

The closest schools to 500 Leverage Rd in Chestertown, MD are Church Hill Elementary School (Pre-K, rated 5/10), Queen Anne's County High School (rated 7/10), Sudlersville Middle School (Elementary, rated 5/10).

How big is the lot at 500 Leverage Rd?

The lot at 500 Leverage Rd in Chestertown, MD is about 0.09 acres (4,000 sq ft).

OFF MARKET

500 Leverage Rd
Chestertown, MD 21620

Studio
1 Bath
1,296 sqft

Studio

1 Bath

1,296 sqft

Home Value

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 +42% in the last 10 years

Month	Estimated value
2026
August 2026	$87K
March 2026	$96K
February 2026	$80K
January 2026	$86K
2025
December 2025	$80K
November 2025	$83K
October 2025	$82K
September 2025	$87K
2024
December 2024	$95K
November 2024	$96K
2023
August 2023	$84K
July 2023	$92K
June 2023	$85K
May 2023	$60K
April 2023	$60K
February 2023	$55K
January 2023	$55K
2022
December 2022	$54K
2019
September 2019	$86K
August 2019	$86K
July 2019	$91K
June 2019	$85K
May 2019	$82K
April 2019	$81K
March 2019	$73K
February 2019	$74K
January 2019	$80K
2018
December 2018	$73K
November 2018	$78K
October 2018	$72K
September 2018	$77K
August 2018	$71K
July 2018	$80K
June 2018	$82K
May 2018	$81K
April 2018	$82K
March 2018	$83K
February 2018	$78K
January 2018	$84K
2017
December 2017	$83K
November 2017	$81K
October 2017	$79K
September 2017	$71K
August 2017	$71K
July 2017	$71K
June 2017	$94K
May 2017	$99K
April 2017	$92K
March 2017	$100K
February 2017	$92K
January 2017	$96K
2016
December 2016	$65K
November 2016	$66K
October 2016	$62K
September 2016	$66K
August 2016	$61K

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	Bed	Bath	Sqft
136 Hilltop Dr, Chestertown, MD	0.33	Single-Family Home	$376,000	05/19/26	3	2	1,432
118 Grant Ct, Chestertown, MD	0.44	Single-Family Home	$460,000	06/29/26	3	2	1,664
216 Blakefield Dr, Chestertown, MD	0.57	Single-Family Home	$552,000	04/17/26	4	3	2,400
206 Flyway Ln, Chestertown, MD	0.48	Single-Family Home	$512,500	04/08/26	4	3.5	3,000
247 Blakefield Dr, Chestertown, MD	0.69	Single-Family Home	$435,000	12/16/25	3	3	2,500
925 Round Top Rd, Chestertown, MD	1.76	Single-Family Home	$300,000	09/26/25	3	1	1,056
114 Darden Rd, Chestertown, MD	1.79	Single-Family Home	$270,000	08/25/25	3	1	1,056
517 Round Top Rd, Chestertown, MD	1.89	Single-Family Home	$125,000	05/21/26	3	1	1,248
106 Wilton Rd, Chestertown, MD	1.86	Single-Family Home	$315,000	08/29/25	3	1	1,056
513 Round Top Rd, Chestertown, MD	1.90	Single-Family Home	$220,000	04/14/26	4	1	1,248

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
317 Union Church Rd, Chestertown, MD 21620	0.21	$724,000	4	3.5	2,512	Off Market
112 Sheaffer Rd, Chestertown, MD 21620	0.20	$524,700	4	2.5	2,864	Off Market
130 Sheaffer Rd, Chestertown, MD 21620	0.31	$455,000	4	2	1,766	Off Market
136 Hilltop Dr, Chestertown, MD 21620	0.33	$376,000	3	2	1,432	Recently Sold
126 Hilltop Dr, Chestertown, MD 21620	0.40	$522,400	3	2.5	2,733	Off Market
209 Myers Rd, Chestertown, MD 21620	0.43	$448,000	3	2	1,846	Off Market
118 Grant Ct, Chestertown, MD 21620	0.44	$460,000	3	2	1,664	Recently Sold
206 Flyway Ln, Chestertown, MD 21620	0.48	$512,500	4	3.5	3,000	Recently Sold
109 Grant Ct, Chestertown, MD 21620	0.49	$415,100	3	2	1,344	Off Market
Church Hill Lot 2 Rd, Chestertown, MD 21620	0.55	$162,000	-	-	-	Recently Sold
148 Grant Ct, Chestertown, MD 21620	0.51	$462,000	3	2	1,664	Off Market
Church Hill Rd, Chestertown, MD 21620	0.55	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 500 Leverage Rd.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1910

Living Area

1,296 sqft

About this House

This single-family home is located at 500 Leverage Rd, Chestertown, MD. 500 Leverage Rd is in Chestertown, MD and in ZIP code 21620. This property has 1 bathroom and approximately 1,296 sqft of floor space. This property has a lot size of 4000 sqft and was built in 1910.

500 Leverage Rd, Chestertown, MD 21620 is a studio, 1 bathroom, 1,296 sqft single-family home built in 1910. It is currently off market. The Trulia Estimate rent is $1,813/month.

Home Details for 500 Leverage Rd

Interior Features
Levels, Entrance, & Accessibility Stories: 1.5
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Shake ShingleExterior: Other

Property Information
Year Built Year Built: 1910
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 4000 sqft

Price and Tax history

Year	Property tax	Tax assessment
2025	$686	$66,500

Home facts updated by county records

Additional Cost

Market trends in Church Hill

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

Around this home

Church Hill Elementary School
PK-4
Public
326 Students
Queen Anne's County Public Schools
5/10
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 Church Hill

At least 7 Trulia users voted on each feature.

86 % Say car is needed
85 % Say parking is easy
83 % Say people would walk alone at night
73 % Say it's dog friendly
73 % Say yards are well-kept
70 % Say there are sidewalks
70 % Say kids play outside
67 % Say neighbors are friendly
63 % Say there's holiday spirit
50 % Say there's wildlife
44 % Say it's quiet
42 % Say they plan to stay for at least 5 years
30 % Say streets are well-lit
22 % Say there are community events
13 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Dhercher1
Resident
6y ago
"30 min from the bridge...not bad. Summer traffic can be heavy at certain times on Thursday and Friday. "
0
Flag
Leslieb
Resident
7y ago
"Great ! I pick up 213 and go right into Chestertown. Traffic is good in the am but heavy in the afternoon. "
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 500 Leverage Rd

Is Chestertown a buyer's or seller's market?
Chestertown is currently a buyer's market, based on recent for-sale activity.
What do residents say about Chestertown?
Residents describe Chestertown, MD as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Chestertown, MD.
What are the closest schools to 500 Leverage Rd?
The closest schools to 500 Leverage Rd in Chestertown, MD are Church Hill Elementary School (Pre-K, rated 5/10), Queen Anne's County High School (rated 7/10), Sudlersville Middle School (Elementary, rated 5/10).
How big is the lot at 500 Leverage Rd?
The lot at 500 Leverage Rd in Chestertown, MD is about 0.09 acres (4,000 sq ft).

Explore by feature - Pet Friendly

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PET FRIENDLY
$1,400/mo
1 bd
1 ba
500 sqft
331 Calvert St #321,
Chestertown, MD 21620
APPLY INSTANTLY
PET FRIENDLY
$1,295/mo
1 bd
1 ba
532 Cannon St #5,
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
$1,820/mo
2 bd
2 ba
900 sqft
104 Maple Ave #4,
Chestertown, MD 21620
PET FRIENDLY
$1,950/mo
3 bd
2.5 ba
1,520 sqft
206 N Mill St,
Chestertown, MD 21620

Explore by feature - Air Conditioning

APPLY INSTANTLY
PET FRIENDLY
$1,400/mo
1 bd
1 ba
500 sqft
331 Calvert St #321,
Chestertown, MD 21620
APPLY INSTANTLY
PET FRIENDLY
$1,295/mo
1 bd
1 ba
532 Cannon St #5,
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
$1,820/mo
2 bd
2 ba
900 sqft
104 Maple Ave #4,
Chestertown, MD 21620
PET FRIENDLY
$1,950/mo
3 bd
2.5 ba
1,520 sqft
206 N Mill St,
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
$1,820/mo
2 bd
2 ba
900 sqft
104 Maple Ave #4,
Chestertown, MD 21620
PET FRIENDLY
$1,950/mo
3 bd
2.5 ba
1,520 sqft
206 N Mill St,
Chestertown, MD 21620
$1,750/mo
3 bd
1 ba
109 Fairview Dr,
Chestertown, MD 21620

Apartments for Rent

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Off Market Homes Near 500 Leverage Rd

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SOLD
AUG 21, 2026
$55,000
3 bd
1.5 ba
2,210 sqft
110 Prospect St,
Chestertown, MD 21620
ANR Realty, LLC
SOLD
AUG 19, 2026
$705,000
3 bd
3 ba
4,037 sqft
7903 Radcliffe Rd,
Chestertown, MD 21620
Chesapeake Real Estate Associates, LLC
SOLD
AUG 18, 2026
$380,000
5 bd
3.5 ba
2,534 sqft
107 Flying Cloud Dr,
Chestertown, MD 21620
CENTURY 21 New Millennium
SOLD
AUG 16, 2026
$525,000
3 bd
3 ba
2,824 sqft
Preston Ln,
Chestertown, MD 21620
Shoreline Realty
SOLD
AUG 14, 2026
$318,000
3 bd
2 ba
1,397 sqft
109 Cedar St,
Chestertown, MD 21620
TTR Sotheby's International Realty
SOLD
AUG 14, 2026
$1,900,000
5 bd
4.5 ba
4,305 sqft
7989 Quaker Neck Rd,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
SOLD
AUG 14, 2026
$1,200,000
4 bd
3 ba
2,292 sqft
202 Royston Shores Rd,
Chestertown, MD 21620
Cross Street Realtors LLC
SOLD
AUG 14, 2026
$42,000
228 Merganser Dr,
Chestertown, MD 21620
Benson & Mangold, LLC
SOLD
AUG 14, 2026
$324,000
3 bd
2.5 ba
1,896 sqft
102 Flying Cloud Dr,
Chestertown, MD 21620
Long & Foster Real Estate, Inc.
SOLD
AUG 14, 2026
$320,000
3 bd
2 ba
1,820 sqft
640 Main St,
Church Hill, MD 21623
RE/MAX Executive
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Chestertown
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Homes for sale near 500 Leverage Rd

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0.34 ACRES
$299,900
3 bd
1 ba
1,056 sqft
124 Wilton Rd,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
1.03 ACRES
$395,000
2 bd
1.5 ba
1,440 sqft
224 Ewingtown Rd,
Church Hill, MD 21623
Doug Ashley Realtors, LLC
COMING SOON 9/2
0.34 ACRES
$315,000
3 bd
2 ba
1,288 sqft
109 Parma Rd,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
COMING SOON 9/1
0.55 ACRES
$225,000
4 bd
1.5 ba
1,800 sqft
533 Round Top Rd,
Chestertown, MD 21620
EXP Realty, LLC
0.67 ACRES
$320,000
3 bd
1.5 ba
1,096 sqft
222 Dutchess Rd,
Chestertown, MD 21620
Gunther-McClary Real Estate
COMING SOON 8/26
1 ACRE
$295,000
3 bd
2 ba
1,132 sqft
240 Round Top Rd,
Chestertown, MD 21620
Clark & Co Realty, LLC
NEW
OPEN SAT, 1-3PM
FOR SALE BY OWNER
0.47 ACRES
$435,000
3 bd
2 ba
2,081 sqft
233 Duke Of Kent St,
Chestertown, MD 21620
0.87 ACRES
$545,000
3 bd
2.5 ba
2,927 sqft
204 Double Creek Rd,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
OPEN SAT, 11:30-2:30PM
$415,000
3 bd
2.5 ba
1,807 sqft
116 Reeand Ln,
Church Hill, MD 21623
Coldwell Banker Chesapeake Real Estate Company
$85,000
2 bd
1 ba
1,296 sqft
234 N College Ave,
Chestertown, MD 21620
Cummings & Co. Realtors
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500 Leverage Rd
Chestertown, MD 21620