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

OFF MARKET

219 Pine Tree Rd
Chestertown, MD 21620

(on 3.18 acres)

Local Information

Map ViewExplore the area around 219 Pine Tree Rd.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

Level 3.1 acres zoned SE(residential) approximately 800 feet off Rt.544 on Pine Tree Rd. Parcel 2. Perc approval and pad site recorded.Majority of land cleared back to woods where you find a gentle slope down to a creek and adventure. Plot plan available.

219 Pine Tree Rd, Chestertown, MD 21620 is a lot/land built in 1999. It is currently off market. The Trulia Estimate rent is $1,561/month.

Home Highlights

Parking

Garage

Outdoor

No Info

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 219 Pine Tree Rd

Property Information
Year Built Year Built: 1999
Property Type / Style Property Type: Lot Land

Interior Features
Fireplace & Spa Fireplace

Exterior Features
Parking & Garage GarageParking: Garage Detached

Lot Information
Lot Area: 3.18 acres

Price History for 219 Pine Tree Rd

Date	Price	Event	Source
06/08/2018	$109,000	ListingRemoved	Agent Provided

02/03/2018	$109,000	Listed For Sale	Agent Provided

Market trends in Chestertown

Last updated June 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

—

Available listings

5MoM

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Property Tax and Assessment

Year	2025
Tax	$615
Assessment	$65,300

Home facts updated by county records

Comparable Sales for 219 Pine Tree Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bath	Sqft
404 Spring Rd, Chestertown, MD	0.62	Lot/Land	$1,201	08/29/25	-	-
Second, Crumpton, MD	1.01	Lot/Land	$107,000	09/08/25	-	-
206 Burchard Sawmill Rd, Chestertown, MD	1.15	Lot/Land	$9,000	07/08/26	-	-
2nd St, Crumpton, MD	1.38	Lot/Land	$107,000	09/08/25	-	-
220 Shoals Rd, Crumpton, MD	1.51	Lot/Land	$119,000	10/24/25	-	-
116 2nd St, Crumpton, MD	1.50	Lot/Land	$75,000	05/06/26	-	-
3607 McGinnes Rd, Millington, MD	2.22	Lot/Land	$78,000	04/10/26	-	-
McGinnes Rd, Chestertown, MD	2.34	Lot/Land	$75,000	09/26/25	-	-
Hoffecker Rd, Chestertown, MD	2.67	Lot/Land	$190,000	03/04/26	-	-
E Step Rd, Chestertown, MD	3.19	Lot/Land	$365,000	04/21/26	-	1

Nearby homes

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

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OFF MARKET
Est. $274,500
2 bd
1 ba
826 sqft
305 Pine Tree Rd,
Chestertown, MD 21620
Benson & Mangold, LLC
OFF MARKET
Est. $446,100
3 bd
2 ba
1,680 sqft
206 Springbrook Ln,
Millington, MD 21651
Chesapeake Real Estate Associates, LLC
SOLD
APR 17, 2026
$475,900
3 bd
2 ba
1,677 sqft
108 Springbrook Ln,
Millington, MD 21651
Chesapeake Real Estate Associates, LLC
OFF MARKET
Est. $476,100
3 bd
1.5 ba
1,656 sqft
200 Ashley Ln,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
OFF MARKET
Est. $180,800
1 ba
759 sqft
204 Spring Rd,
Millington, MD 21651
Long & Foster Real Estate, Inc.
OFF MARKET
Par 113 Spring Rd,
Millington, MD 21651
Long & Foster Real Estate, Inc.
OFF MARKET
Est. $239,800
1,080 sqft
340 Pine Tree Rd,
Chestertown, MD 21620
Metro Bay Realty
OFF MARKET
112 Pine Tree Rd,
Chestertown, MD 21620
Rosendale Realty
OFF MARKET
224 Spring Rd,
Millington, MD 21651
Charis Realty Group
SOLD
MAY 4, 2026
$480,000
4 bd
2 ba
1,848 sqft
101 Pine Tree Rd,
Chestertown, MD 21620
Rosendale Realty
OFF MARKET
3 bd
2.5 ba
1,460 sqft
136 Pearl Creek Ln,
Chestertown, MD 21620
Coldwell Banker Waterman Realty
OFF MARKET
Est. $331,300
2 bd
1 ba
1,216 sqft
2607 McGinnes Rd,
Chestertown, MD 21620
Doug Ashley Realtors, LLC

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Additional Cost

Assigned Schools

These are the assigned schools for 219 Pine Tree Rd.

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
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Trulia User
Visitor
5y ago
"Short and very accessible. Everything is within 10 minutes and waterfront on the Chester river is spectacular"
1
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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
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Kesha C.
Resident
6y ago
"Chestertown is okay area to live in. Its what you make it honestly. Nothing major or minimal happening."
0
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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
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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
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Acaldwell1297
Resident
7y 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
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Guillermo A.
11y ago
"Good Community, friendly people, good services. "
0
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Nancy M.
12y ago
"People do not come to Chestertown because it is quite like everywhere else . . but because it is exceptionally itself."
5
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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
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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
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