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

223 Devon Dr
Chestertown, MD 21620

4 Beds
2.5 Baths
2,186 sqft (on 0.28 acres)

$400,900

Trulia Estimate

as of May 24, 2026

Est. Refi. Payment $2,368/mo*

Refinance Your Home

$400,900

Trulia Estimate

as of May 24, 2026

Est. Refi. Payment $2,368/mo*

Refinance Your Home

4 Beds

2.5 Baths

2,186 sqft

(on 0.28 acres)

Local Information

-- mins to

Commute Destination

Description

Backs to trees, rather open floor plan, full unfinished basement with walk out to back yard, and interior steps. Home has a two car front facing garage, four bedrooms, 2.5 baths. Cozy gas fireplace in the family room. Family room is open to the kitchen, breakfast room and overlooks the back yard and the wooded area behind. Very affordable and cute home too! Easy to show!

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

Deck

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

No Info

Home Details for 223 Devon Dr

Interior Features
Interior Details BasementTypes of Rooms: Breakfast Nook
Heating & Cooling Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility Stories: 3Floors: Hardwood
Appliances & Utilities DishwasherDryerRefrigeratorWasher
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: OtherDeckExterior: Vinyl
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached

Property Information
Year Built Year Built: 2007
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 0.28 acres

Price History for 223 Devon Dr

Date	Price	Event	Source
12/05/2017	$255,000	Sold	N/A
Recording Date 12/05/2017 Contract Date 11/30/2017 County Transfer Tax $1,275 Total Transfer Tax N/A
10/13/2017	$259,500	Pending	Agent Provided

10/05/2017	$259,500	PriceChange	Agent Provided
Price Change $3,000 (-1%)
09/07/2017	$262,500	PriceChange	Agent Provided
Price Change $10,000 (-4%)
08/17/2017	$272,500	PriceChange	N/A
Price Change $2,500 (-1%)
07/24/2017	$275,000	Listed For Sale	N/A

06/10/2014	$199,500	Sold	N/A
Recording Date 06/10/2014 Contract Date 06/06/2014 County Transfer Tax $998 Total Transfer Tax N/A
05/31/2014	$225,000	PriceChange	Agent Provided
Price Change $3,625 (2%)
04/10/2014	$221,375	Pending	Agent Provided

04/10/2014	$221,375	PriceChange	Agent Provided
Price Change $3,625 (-2%)
03/28/2014	$225,000	PriceChange	Agent Provided
Price Change $148,000 (192%)
03/25/2014	$77,000	PendingToActive	Agent Provided

03/20/2014	$77,000	Pending	Agent Provided

03/20/2014	$77,000	PriceChange	Agent Provided
Price Change $148,000 (-66%)
02/15/2014	$225,000	Listed For Sale	Agent Provided

12/27/2013	$286,120	Sold	N/A
Recording Date 12/27/2013 Contract Date 12/20/2013 County Transfer Tax $1,431 Total Transfer Tax N/A
03/06/2007	$324,596	Sold	N/A
Recording Date 03/06/2007 County Transfer Tax N/A Total Transfer Tax N/A
08/09/2006	$478,740	Sold	N/A
Recording Date 08/09/2006 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$7,363
Assessment	$234,900

Home facts updated by county records

Comparable Sales for 223 Devon Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
206 Camelot Dr, Chestertown, MD	0.39	Single-Family Home	$455,000	04/13/26	4	4	2,186
318 Lincoln Dr, Chestertown, MD	0.26	Single-Family Home	$255,000	01/16/26	3	2	960
314 Devon Dr, Chestertown, MD	0.41	Single-Family Home	$485,000	07/18/25	4	3.5	3,420
811 S Meadowview Dr, Chestertown, MD	0.35	Single-Family Home	$459,000	06/23/25	3	2	2,064
100 Adela Way, Chestertown, MD	0.44	Single-Family Home	$490,000	05/08/26	4	3.5	3,799
107 Malone Ave, Chestertown, MD	0.47	Single-Family Home	$290,000	01/16/26	3	1	1,200
103 Adela Way, Chestertown, MD	0.41	Single-Family Home	$585,000	11/13/25	4	3.5	5,576
201 Pondview Ct, Chestertown, MD	0.53	Single-Family Home	$525,000	06/30/25	4	2.5	3,016
898 Washington Ave, Chestertown, MD	0.66	Single-Family Home	$237,000	06/30/25	2	2	1,384
907 N Meadowview Dr, Chestertown, MD	0.69	Single-Family Home	$375,000	12/01/25	3	2.5	1,842

Nearby homes

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

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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
2.16 ACRES
$425,000
3 bd
2 ba
1,440 sqft
8629 Airy Hill Rd,
Chestertown, MD 21620
Keller Williams Realty
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
$350,000
4 bd
2.5 ba
1,972 sqft
214 Silver Heel Rd,
Chestertown, MD 21620
Cross Street Realtors 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
$419,900
3 bd
2.5 ba
1,944 sqft
103 Trafford Dr,
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
$259,900
3 bd
1.5 ba
1,280 sqft
103 Metcalf Rd,
Chestertown, MD 21620
Real Broker, LLC

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Additional Cost

Assigned Schools

These are the assigned schools for 223 Devon Dr.

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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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
Contact for price
1-2 bd
1-2 ba
101 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
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

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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 223 Devon Dr

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0.28 ACRES
$450,000
4 bd
2.5 ba
2,880 sqft
110 Trafford Dr,
Chestertown, MD 21620
RE/MAX Advantage Realty
0.28 ACRES
$499,000
4 bd
3 ba
3,504 sqft
311 Devon Dr,
Chestertown, MD 21620
Doug Ashley Realtors, LLC
$419,900
3 bd
2.5 ba
1,944 sqft
103 Trafford Dr,
Chestertown, MD 21620
Coldwell Banker Chesapeake Real Estate Company
$499,999
5 bd
3.5 ba
3,932 sqft
218 Camelot Dr,
Chestertown, MD 21620
Coldwell Banker Realty
$550,000
5 bd
3.5 ba
3,816 sqft
103 Sutton Way,
Chestertown, MD 21620
TTR Sotheby's International Realty
0.26 ACRES
$509,000
5 bd
3.5 ba
4,067 sqft
116 Harlan Loop,
Chestertown, MD 21620
Samson Properties
$350,000
4 bd
2.5 ba
1,972 sqft
214 Silver Heel Rd,
Chestertown, MD 21620
Cross Street Realtors LLC
0.41 ACRES
$329,900
4 bd
2 ba
1,325 sqft
304 Hadaway Dr,
Chestertown, MD 21620
Redfin Corporation
$339,900
3 bd
2.5 ba
1,896 sqft
102 Flying Cloud Dr,
Chestertown, MD 21620
Long & Foster Real Estate, Inc.
$395,000
5 bd
3.5 ba
2,534 sqft
107 Flying Cloud Dr,
Chestertown, MD 21620
CENTURY 21 New Millennium
See more homes for sale in
Chestertown
Take a look

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Off Market Homes Near 223 Devon Dr

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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 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 30, 2026
$545,000
4 bd
2.5 ba
2,008 sqft
206 S Water St,
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

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Homes for rent near 223 Devon Dr

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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

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223 Devon Dr, Chestertown, MD 21620 is a 4 bedroom, 3 bathroom, 2,186 sqft single-family home built in 2007. This property is not currently available for sale. 223 Devon Dr was last sold on Dec 5, 2017 for $255,000. The current Trulia Estimate for 223 Devon Dr is $400,900.

223 Devon Dr
Chestertown, MD 21620

$400,900

$400,900

Local Information