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

116 Pine Chip Rd
Chestertown, MD 21620

3 Beds
1 Bath
1,608 sqft (on 0.46 acres)

$334,200

Trulia Estimate

as of May 24, 2026

Est. Refi. Payment $1,985/mo*

Refinance Your Home

$334,200

Trulia Estimate

as of May 24, 2026

Est. Refi. Payment $1,985/mo*

Refinance Your Home

3 Beds

1 Bath

1,608 sqft

(on 0.46 acres)

Local Information

-- mins to

Commute Destination

Description

CUTE HOUSE ON A QUIET DEAD END STREET 1 BLOCK AWAY FROM THE WATER LOOKING FOR BUYERS FINISHINGTOUCHES BUT SHOW VERY WELL. HUGE FINISHED AND OPEN UPPER LEVEL WITH NEW CARPET AND PAINT. HOT AND COLD WATER LINES ALREADY THERE. NEW PAINT THROUGHOUT ,NEW APPLIANCES, HARDWOOD FLOORS, AND A PARTIALLY FRAMED BASEMENT ARE JUST SOME OF THE FEATURES. BASEMENT RECENTLY PAINTED WITH DRYLOK PAINT. NEW GARAGE DR

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

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

No Info

Home Details for 116 Pine Chip Rd

Interior Features
Interior Details BasementAdditional StorageAtticStorage
Heating & Cooling Heating: BaseboardHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 3Floors: Other
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: OtherExterior: Other
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1970
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 0.46 acres

Price History for 116 Pine Chip Rd

Date	Price	Event	Source
11/11/2025	$475,000	ListingRemoved	Bright MLS #MDQA2010882

08/24/2025	$475,000	PriceChange	Bright MLS #MDQA2010882
Price Change $20,000 (-4%)
06/24/2025	$495,000	PriceChange	Bright MLS #MDQA2010882
Price Change $20,000 (-4%)
01/09/2025	$515,000	PriceChange	Bright MLS #MDQA2010882
Price Change $20,000 (-4%)
12/27/2024	$535,000	PriceChange	Bright MLS #MDQA2010882
Price Change $14,000 (-3%)
11/30/2024	$549,000	PriceChange	Bright MLS #MDQA2010882
Price Change $10,000 (-2%)
09/05/2024	$559,000	Listed For Sale	Bright MLS #MDQA2010882

10/18/2016	$145,000	Sold	N/A
Recording Date 10/18/2016 County Transfer Tax N/A Total Transfer Tax N/A
09/26/2016	$139,000	Listed For Sale	Agent Provided

05/15/2015	$185,000	ListingRemoved	Agent Provided

05/11/2015	$185,000	Listed For Sale	Agent Provided

10/22/2011	$185,000	ListingRemoved	Agent Provided

03/02/2011	$185,000	PriceChange	Agent Provided
Price Change $184,815 (99,900%)
02/25/2011	$185	PriceChange	Agent Provided
Price Change $184,815 (-100%)
11/23/2010	$185,000	Listed For Sale	Agent Provided

10/10/2010	$185,000	ListingRemoved	Agent Provided

06/23/2010	$185,000	PriceChange	Agent Provided
Price Change $4,500 (-2%)
05/20/2010	$189,500	PriceChange	Agent Provided
Price Change $1,500 (-1%)
05/01/2010	$191,000	PriceChange	Agent Provided
Price Change $14,000 (-7%)
01/09/2010	$205,000	PriceChange	Agent Provided
Price Change $10,000 (5%)
10/19/2009	$195,000	PriceChange	Agent Provided
Price Change $10,000 (-5%)
07/02/2009	$205,000	PriceChange	Agent Provided
Price Change $10,000 (-5%)
06/01/2009	$215,000	PriceChange	Agent Provided
Price Change $4,500 (-2%)
05/22/2009	$219,500	PriceChange	Agent Provided
Price Change $10,000 (-4%)
05/13/2009	$229,500	Listed For Sale	Agent Provided

Skip to last item

Results are loading

Skip to first item

Property Tax and Assessment

Year	2025
Tax	$2,073
Assessment	$213,700

Home facts updated by county records

Comparable Sales for 116 Pine Chip Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
200 Fey Rd, Chestertown, MD	0.12	Single-Family Home	$375,000	10/10/25	3	2	1,572
225 Duke Of Kent St, Chestertown, MD	0.17	Single-Family Home	$395,000	11/10/25	3	2.5	1,850
240 Duke Of Kent St, Chestertown, MD	0.22	Single-Family Home	$419,000	07/23/25	4	2	1,792
221 Old Bridge Rd, Chestertown, MD	0.31	Single-Family Home	$359,900	11/24/25	3	2	1,851
101 Rivershore Rd, Chestertown, MD	0.19	Single-Family Home	$1,125,000	06/10/25	3	2	1,968
211 Richard Dr, Chestertown, MD	0.61	Single-Family Home	$327,500	03/04/26	3	2	1,598
211 Longfellow Dr, Chestertown, MD	0.80	Single-Family Home	$180,000	08/28/25	2	1	864
209 Rivershore Rd, Chestertown, MD	0.11	Single-Family Home	$790,000	09/23/25	2	1.5	1,401
110 Philosophers Ter, Chestertown, MD	0.78	Single-Family Home	$175,000	07/25/25	2	1	896
513 Round Top Rd, Chestertown, MD	0.99	Single-Family Home	$220,000	04/14/26	4	1	1,248

Nearby homes

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

Skip to last item

FOR SALE
$525,000
3 bd
1.5 ba
1,785 sqft
110 S Queen St,
Chestertown, MD 21620
Cross Street Realtors LLC
FOR SALE
$185,000
3 bd
1.5 ba
1,136 sqft
423 Calvert St,
Chestertown, MD 21620
Compass
FOR SALE
$339,900
3 bd
2.5 ba
1,896 sqft
102 Flying Cloud Dr,
Chestertown, MD 21620
Long & Foster Real Estate, Inc.
FOR SALE
$395,000
5 bd
3.5 ba
2,534 sqft
107 Flying Cloud Dr,
Chestertown, MD 21620
CENTURY 21 New Millennium
FOR SALE
0.41 ACRES
$329,900
4 bd
2 ba
1,325 sqft
304 Hadaway Dr,
Chestertown, MD 21620
Redfin Corporation
COMING SOON 5/28
$215,000
3 bd
1 ba
1,373 sqft
100 Prospect St,
Chestertown, MD 21620
Real Broker, LLC
FOR SALE
$179,000
2 bd
1.5 ba
1,082 sqft
144 Prospect St,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
FOR SALE
OPEN SAT, 10-1PM
$828,000
3 bd
4.5 ba
3,047 sqft
407 High St,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
FOR SALE
$109,999
116 Cross St,
Chestertown, MD 21620
Select Land & Homes, LLC
FOR SALE
NEW CONSTRUCTION
1.01 ACRES
$899,500
4 bd
2.5 ba
2,877 sqft
205 River Rd,
Chestertown, MD 21620
Clark & Co Realty, LLC
FOR SALE
NEW CONSTRUCTION
$259,900
3 bd
1.5 ba
1,280 sqft
103 Metcalf Rd,
Chestertown, MD 21620
Real Broker, LLC
FOR SALE
0.55 ACRES
$299,000
3 bd
1 ba
1,120 sqft
208 Central Dr,
Chestertown, MD 21620
Redfin Corp

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 116 Pine Chip 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

Skip to last item

Contact for price
1-2 bd
1-2 ba
402 Morgnec Rd #f320a52c6,
Chestertown, MD 21620
Contact for price
1-2 bd
1-2 ba
150 Flatland Rd #f320a52c6,
Chestertown, MD 21620
Contact for price
1-2 bd
1-2 ba
501 E Campus Ave #776f18ccb,
Chestertown, MD 21620
Contact for price
1-2 bd
1-2 ba
200 Clipper Way #776f18ccb,
Chestertown, MD 21620
Contact for price
1-2 bd
1-2 ba
160 Flatland Rd #f320a52c6,
Chestertown, MD 21620
Contact for price
1-2 bd
1-2 ba
200 Morgnec Rd #776f18ccb,
Chestertown, MD 21620
Contact for price
1-2 bd
1-2 ba
415 Morgnec Rd #f320a52c6,
Chestertown, MD 21620
APPLY INSTANTLY
PET FRIENDLY
$1,500/mo
1 bd
1 ba
331 Calvert St #321,
Chestertown, MD 21620
APPLY INSTANTLY
$1,100/mo
Total price
1 ba
866 Washington Ave #B,
Chestertown, MD 21620
NEW - 2 DAYS AGO
$1,700/mo
2 bd
1 ba
27318 Morgnec Rd #B,
Chestertown, MD 21620
PET FRIENDLY
$2,050/mo
2 bd
2 ba
104 Maple Ave #6,
Chestertown, MD 21620
PET FRIENDLY
$1,520/mo
2 bd
1 ba
104 Maple Ave #3,
Chestertown, MD 21620
See more homes for rent in
Chestertown
Take a look

Skip to first item

Explore by feature

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 116 Pine Chip Rd

Skip to last item

0.34 ACRES
$340,000
3 bd
1.5 ba
2,055 sqft
202 Waldo Dr,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
0.55 ACRES
$299,000
3 bd
1 ba
1,120 sqft
208 Central Dr,
Chestertown, MD 21620
Redfin Corp
$525,000
3 bd
1.5 ba
1,785 sqft
110 S Queen St,
Chestertown, MD 21620
Cross Street Realtors LLC
0.79 ACRES
$1,150,000
5 bd
3 ba
2,956 sqft
231 Richard Dr,
Chestertown, MD 21620
TTR Sotheby's International Realty
COMING SOON 5/28
$215,000
3 bd
1 ba
1,373 sqft
100 Prospect St,
Chestertown, MD 21620
Real Broker, LLC
$225,000
3 bd
1 ba
1,200 sqft
139 Prospect St,
Chestertown, MD 21620
Redfin Corp
$865,000
3 bd
3.5 ba
2,472 sqft
106 S Queen St,
Chestertown, MD 21620
Chesapeake Real Estate Associates, LLC
$434,999
4 bd
2 ba
1,656 sqft
222 Mount Vernon Ave,
Chestertown, MD 21620
Long & Foster Real Estate, Inc.
0.41 ACRES
$329,900
4 bd
2 ba
1,325 sqft
304 Hadaway Dr,
Chestertown, MD 21620
Redfin Corporation
See more homes for sale in
Chestertown
Take a look

Skip to first item

Off Market Homes Near 116 Pine Chip Rd

Skip to last item

SOLD
MAY 22, 2026
$296,500
2 bd
2.5 ba
1,867 sqft
108 Oak Leaf Dr,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
SOLD
MAY 19, 2026
$376,000
3 bd
2 ba
1,432 sqft
136 Hilltop Dr,
Chestertown, MD 21620
Northrop Realty
SOLD
MAY 18, 2026
$259,900
3 bd
1.5 ba
1,200 sqft
107 Metcalf Rd,
Chestertown, MD 21620
Real Broker, LLC
SOLD
MAY 14, 2026
$278,500
3 bd
1 ba
107 Longfellow Dr,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
SOLD
MAY 8, 2026
$490,000
4 bd
3.5 ba
3,799 sqft
100 Adela Way,
Chestertown, MD 21620
Berkshire Hathaway HomeServices PenFed Realty
SOLD
MAY 7, 2026
$264,900
119 Metcalf Rd,
Chestertown, MD 21620
SOLD
MAY 5, 2026
$347,000
5 bd
1 ba
1,645 sqft
111 Pine St,
Chestertown, MD 21620
SOLD
MAY 5, 2026
$325,000
2 bd
1 ba
462 sqft
405 Cannon St,
Chestertown, MD 21620
SOLD
MAY 1, 2026
$370,000
3 bd
1.5 ba
1,404 sqft
217 Philosophers Ter,
Chestertown, MD 21620
TTR Sotheby's International Realty
SOLD
APR 21, 2026
$339,900
3 bd
2.5 ba
1,724 sqft
103 Flying Cloud Dr,
Chestertown, MD 21620
American Premier Realty, LLC
See more homes for sale in
Chestertown
Take a look

Skip to first item

Homes for rent near 116 Pine Chip Rd

Skip to last item

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
$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
See more homes for rent in
Chestertown
Take a look

Skip to first item

116 Pine Chip Rd, Chestertown, MD 21620 is a 3 bedroom, 1 bathroom, 1,608 sqft single-family home built in 1970. This property is not currently available for sale. 116 Pine Chip Rd was last sold on Oct 18, 2016 for $145,000. The current Trulia Estimate for 116 Pine Chip Rd is $334,200.

116 Pine Chip Rd
Chestertown, MD 21620

$334,200

$334,200

Local Information