244 Devon Dr, Chestertown, MD 21620
OFF MARKET

244 Devon Dr
Chestertown, MD 21620

  • 4 Beds
  • 2.5 Baths
  • 5,728 sqft (on 0.33 acres)

$507,200

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $2,987/mo*
Refinance Your Home

$507,200

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $2,987/mo*
Refinance Your Home
4 Beds
2.5 Baths
5,728 sqft
(on 0.33 acres)

Home Value

Trulia Estimate
$507K
Since last month
Decreased$7K (-1.4%)
Since last year
Increased$5K (+1%)
Since last sale
Increased$188K (+58.4%)
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 +84% in the last 10 years
MonthEstimated value
2026
August 2026$509K
July 2026$516K
June 2026$516K
May 2026$513K
April 2026$508K
March 2026$508K
February 2026$495K
January 2026$495K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
311 Devon Dr, Chestertown, MD
0.26
Single-Family Home
$465,000
08/14/26
4
3
3,504
103 Adela Way, Chestertown, MD
0.30
Single-Family Home
$585,000
11/13/25
4
3.5
5,576
100 Adela Way, Chestertown, MD
0.33
Single-Family Home
$490,000
05/08/26
4
3.5
3,799
206 Camelot Dr, Chestertown, MD
0.26
Single-Family Home
$455,000
04/13/26
4
4
2,186
301 Lincoln Dr, Chestertown, MD
0.26
Single-Family Home
$293,000
06/08/26
3
2
1,152
318 Lincoln Dr, Chestertown, MD
0.34
Single-Family Home
$255,000
01/16/26
3
2
960
107 Malone Ave, Chestertown, MD
0.59
Single-Family Home
$290,000
01/16/26
3
1
1,200
907 N Meadowview Dr, Chestertown, MD
0.73
Single-Family Home
$375,000
12/01/25
3
2.5
1,842
201 Greenwood Ave, Chestertown, MD
1.16
Single-Family Home
$495,000
04/17/26
4
3
3,984
304 Hadaway Dr, Chestertown, MD
1.09
Single-Family Home
$300,000
07/30/26
4
2
1,325

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
247 Devon Dr, Chestertown, MD 21620
0.04
$476,300
4
2.5
4,316
Off Market
213 Devon Dr, Chestertown, MD 21620
0.15
$386,000
4
2.5
2,472
Off Market
215 Devon Dr, Chestertown, MD 21620
0.16
$371,800
4
2
1,680
Off Market
306 Mayfair Dr, Chestertown, MD 21620
0.12
$447,100
3
3
2,784
Off Market
129 Trafford Dr, Chestertown, MD 21620
0.13
$480,000
3
2.5
3,176
For Sale
123 Trafford Dr, Chestertown, MD 21620
0.14
-
4
2.5
2,504
Foreclosure
218 Camelot Dr, Chestertown, MD 21620
0.16
$499,999
5
3.5
3,932
For Sale
301 Lincoln Dr, Chestertown, MD 21620
0.26
$293,000
3
2
1,152
Recently Sold
305 Lincoln Dr, Chestertown, MD 21620
0.27
$308,200
4
2.5
1,632
Off Market
106 Devon Dr, Chestertown, MD 21620
0.23
$408,000
3
2.5
1,700
Off Market
206 Camelot Dr, Chestertown, MD 21620
0.26
$455,000
4
4
2,186
Recently Sold
107 Adela Way, Chestertown, MD 21620
0.27
$482,800
4
2.5
3,406
Off Market

Local Information

  • Map ViewExplore the area around 244 Devon Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2006
Lot Size
0.33 acres
Living Area
5,728 sqft
Price/Sqft
$89
Parking
Garage

About this House

This single-family home is located at 244 Devon Dr, Chestertown, MD. 244 Devon Dr is in Chestertown, MD and in ZIP code 21620. This property has 4 bedrooms, 3 bathrooms and approximately 5,728 sqft of floor space. This property has a lot size of 0.33 acres and was built in 2006.
244 Devon Dr, Chestertown, MD 21620 is a 4 bedroom, 3 bathroom, 5,728 sqft single-family home built in 2006. It last sold for $321,000 on Sep 27, 2019. It is currently off market. The Trulia Estimate is $507,200, with a rent estimate of $3,081/month.

Home Details for 244 Devon Dr

Interior Features

Interior Details
BasementAtticTypes of Rooms: Walk In Closet, Dining Room
Heating & Cooling
Heating: Heat Pump, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Stone, Vinyl
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Building

Levels, Entrance, & Accessibility
Disabled Access

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Price and Tax history

DateEventPrice
Sep 27, 2019
Source: N/A
Sold
$321,000
Jun 12, 2019
Source: Agent Provided
Pending
$332,000
May 5, 2019
Source: Agent Provided
PriceChange
$332,000
Price decreased by 2%
Apr 13, 2019
Source: Agent Provided
PriceChange
$339,900
Price decreased by 3%
Feb 25, 2019
Source: Agent Provided
Listed For Sale
$349,900

Market trends in Chestertown

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
59
5MoM

Around this home

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
    "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
    "Short and very accessible. Everything is within 10 minutes and waterfront on the Chester river is spectacular"
    1
    Flag
  • Trulia User
    "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.
    "Chestertown is okay area to live in. Its what you make it honestly. Nothing major or minimal happening."
    0
    Flag
  • Tracy W.
    "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
    "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
    "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.
    "Good Community, friendly people, good services. "
    0
    Flag
  • Nancy M.
    "People do not come to Chestertown because it is quite like everywhere else . . but because it is exceptionally itself."
    5
    Flag
  • asso
    "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
    "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

Frequently asked questions about 244 Devon Dr

  • What is 244 Devon Dr estimated to be worth?
    Trulia's estimated value for 244 Devon Dr in Chestertown, MD is $507,200.
  • What is the price history for 244 Devon Dr?
    244 Devon Dr in Chestertown, MD last sold for $321,000 in September 2019.
  • Is Chestertown a buyer's or seller's market?
    Chestertown is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Chestertown?
    Residents describe Chestertown, MD as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Chestertown, MD.
  • Does 244 Devon Dr have air conditioning?
    Yes, 244 Devon Dr in Chestertown, MD has air conditioning.
  • Does 244 Devon Dr have laundry facilities?
    Yes, 244 Devon Dr in Chestertown, MD has in-unit laundry.

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