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

209 Pine Tree Rd
Chestertown, MD 21620

1,136 sqft (on 0.59 acres)

1,136 sqft

(on 0.59 acres)

Local Information

-- mins to

Commute Destination

Description

Over half acre lot in Queen Annes county for under 30k. Old foundation still on property along with garage. Priced to sell fast.. Peaceful location.

This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking

Garage

Outdoor

No Info

HOA

None

Price/Sqft

No Info

Listed

No Info

Home Details for 209 Pine Tree Rd

Interior Features
Levels, Entrance, & Accessibility Stories: 1
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Shake Shingle
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1962
Property Type / Style Property Type: Lot Land

Lot Information
Lot Area: 0.59 acres

Price History for 209 Pine Tree Rd

Date	Price	Event	Source
12/01/2011	$29,900	ListingRemoved	Agent Provided

03/31/2011	$29,900	PriceChange	Agent Provided
Price Change $5,000 (-14%)
02/24/2011	$34,900	Listed For Sale	Agent Provided

01/21/2011	$34,900	ListingRemoved	Agent Provided

11/29/2010	$34,900	Listed For Sale	Agent Provided

09/23/2010	$39,900	ListingRemoved	Agent Provided

07/18/2010	$39,900	Listed For Sale	Agent Provided

06/01/2010	$5,000	Sold	N/A
Recording Date 06/01/2010 Contract Date 05/28/2010 County Transfer Tax N/A Total Transfer Tax N/A
01/09/2010	$49,900	Listed For Sale	Agent Provided

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Property Tax and Assessment

Year	2025
Tax	$65
Assessment	$6,900

Home facts updated by county records

Comparable Sales for 209 Pine Tree Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bath	Sqft
404 Spring Rd, Chestertown, MD	0.63	Lot/Land	$1,201	08/29/25	-	-
Second, Crumpton, MD	0.91	Lot/Land	$107,000	09/08/25	-	-
116 2nd St, Crumpton, MD	1.40	Lot/Land	$75,000	05/06/26	-	-
2nd St, Crumpton, MD	1.28	Lot/Land	$107,000	09/08/25	-	-
220 Shoals Rd, Crumpton, MD	1.41	Lot/Land	$119,000	10/24/25	-	-
3607 McGinnes Rd, Millington, MD	2.15	Lot/Land	$78,000	04/10/26	-	-
McGinnes Rd, Chestertown, MD	2.37	Lot/Land	$75,000	09/26/25	-	-
E Step Rd, Chestertown, MD	3.16	Lot/Land	$365,000	04/21/26	-	1
144 Char Nor Manor Blvd, Chestertown, MD	3.23	Lot/Land	$50,000	04/29/26	-	-
Hoffecker Rd, Chestertown, MD	2.71	Lot/Land	$190,000	03/04/26	-	-

Nearby homes

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

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FOR SALE
0.46 ACRES
$337,500
3 bd
2 ba
1,250 sqft
209 3rd St,
Crumpton, MD 21628
EXP Realty, LLC
SOLD
MAY 6, 2026
$75,000
116 2nd St,
Crumpton, MD 21628
Coldwell Banker Realty
SOLD
MAY 18, 2026
$220,000
6 bd
3 ba
2,948 sqft
1517 Dudley Corners Rd,
Millington, MD 21651
Coldwell Banker Chesapeake Real Estate Company
SOLD
APR 17, 2026
$475,900
3 bd
2 ba
1,677 sqft
108 Springbrook Ln,
Millington, MD 21651
Chesapeake Real Estate Associates, LLC
FOR SALE
1.05 ACRES
$29,000
206 Burchard Sawmill Rd,
Chestertown, MD 21620
XRealty.NET LLC
FOR SALE
0.46 ACRES
$339,900
3 bd
2 ba
1,280 sqft
102 Pine St,
Crumpton, MD 21628
Clark & Co Realty, LLC
SOLD
MAY 4, 2026
$480,000
4 bd
2 ba
1,848 sqft
101 Pine Tree Rd,
Chestertown, MD 21620
Rosendale Realty
SOLD
MAR 27, 2026
$459,000
3 bd
2.5 ba
1,961 sqft
105 Pearl Creek Ln,
Chestertown, MD 21620
Taylor Properties
SOLD
NOV 10, 2025
$354,900
3 bd
1 ba
1,253 sqft
2010 McGinnes Rd,
Chestertown, MD 21620
Select Land & Homes, LLC
FOR SALE
0.99 ACRES
$19,500
404 Spring Rd,
Chestertown, MD 21620
The Parker Group
SOLD
OCT 30, 2025
$250,000
2 bd
1 ba
1,200 sqft
2101 Dudley Corners Rd,
Crumpton, MD 21628
Benson & Mangold, LLC
SOLD
SEP 8, 2025
$107,000
Second,
Crumpton, MD 21628

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Additional Cost

Assigned Schools

These are the assigned schools for 209 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
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
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
Flag
Guillermo A.
11y ago
"Good Community, friendly people, good services. "
0
Flag
Nancy M.
11y 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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APPLY INSTANTLY
PET FRIENDLY
$1,500/mo
1 bd
1 ba
500 sqft
331 Calvert St #321,
Chestertown, MD 21620
APPLY INSTANTLY
$1,100/mo
Total price
1 ba
750 sqft
866 Washington Ave #B,
Chestertown, MD 21620
APPLY INSTANTLY
$2,150/mo
3 bd
2.5 ba
1,365 sqft
110 Island Lark Way,
Chestertown, MD 21620
APPLY INSTANTLY
$2,095/mo
3 bd
2.5 ba
1,222 sqft
210 Hilltop Ln,
Chestertown, MD 21620
NEW - 2 DAYS AGO
$1,700/mo
2 bd
1 ba
1,100 sqft
27318 Morgnec Rd #B,
Chestertown, MD 21620
$2,600/mo
3 bd
2.5 ba
2,612 sqft
104 Cedar St,
Chestertown, MD 21620
PET FRIENDLY
$2,050/mo
2 bd
2 ba
900 sqft
104 Maple Ave #6,
Chestertown, MD 21620
PET FRIENDLY
$1,520/mo
2 bd
1 ba
800 sqft
104 Maple Ave #3,
Chestertown, MD 21620
8 rentals with air conditioning in Chestertown, MD

Homes for sale near 209 Pine Tree Rd

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0.99 ACRES
$19,500
404 Spring Rd,
Chestertown, MD 21620
The Parker Group
1.05 ACRES
$29,000
206 Burchard Sawmill Rd,
Chestertown, MD 21620
XRealty.NET LLC
0.51 ACRES
$99,000
228 Merganser Dr,
Chestertown, MD 21620
Benson & Mangold, LLC
1.8 ACRES
$150,000
109 2nd St,
Chestertown, MD 21620
Cross Street Realtors LLC
0.95 ACRES
$85,000
104 Pfalzgroff Rd,
Millington, MD 21651
RE/MAX Executive
OFF MARKET
Old Morgnec Rd,
Chestertown, MD 21620
0.43 ACRES
$86,000
River Bend Ln,
Millington, MD 21651
Coldwell Banker Chesapeake Real Estate Company
9.06 ACRES
$180,000
1420 Barclay Rd,
Barclay, MD 21607
Benson & Mangold, LLC
0.38 ACRES
$80,000
11930 Kennedyville Rd,
Kennedyville, MD 21645
Remax Vision
1 ACRE
$135,000
136 Condor Ct,
Church Hill, MD 21623
RE/MAX One
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Chestertown
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Off Market Homes Near 209 Pine Tree Rd

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SOLD
MAY 18, 2026
$220,000
6 bd
3 ba
2,948 sqft
1517 Dudley Corners Rd,
Millington, MD 21651
Coldwell Banker Chesapeake Real Estate Company
SOLD
MAY 11, 2026
$562,000
3 bd
2.5 ba
2,892 sqft
31667 W Edge Rd,
Millington, MD 21651
Century 21 Gold Key Realty
SOLD
MAY 6, 2026
$75,000
116 2nd St,
Crumpton, MD 21628
Coldwell Banker Realty
SOLD
MAY 4, 2026
$480,000
4 bd
2 ba
1,848 sqft
101 Pine Tree Rd,
Chestertown, MD 21620
Rosendale Realty
SOLD
APR 29, 2026
$50,000
144 Char Nor Manor Blvd,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
SOLD
APR 24, 2026
$475,900
1 ba
1,849 sqft
207 Pine Tree Rd,
Millington, MD 21651
SOLD
APR 21, 2026
$365,000
1 sqft
E Step Rd,
Chestertown, MD 21620
SOLD
APR 17, 2026
$510,000
3 bd
1 ba
1,202 sqft
110 Dogwood Ct,
Millington, MD 21651
RE/MAX Executive
SOLD
APR 17, 2026
$552,000
4 bd
3 ba
2,400 sqft
216 Blakefield Dr,
Chestertown, MD 21620
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
See more homes for sale in
Chestertown
Take a look

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Homes for rent near 209 Pine Tree Rd

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209 Pine Tree Rd, Chestertown, MD 21620 is a 1,136 sqft lot/land built in 1962. This property is not currently available for sale. 209 Pine Tree Rd was last sold on Jun 1, 2010 for $5,000.

209 Pine Tree Rd
Chestertown, MD 21620

Local Information