253 Devon Dr, Chestertown, MD 21620
OFF MARKET

253 Devon Dr
Chestertown, MD 21620

  • 4 Beds
  • 4 Baths
  • 3,620 sqft (on 0.69 acres)

$531,200

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $3,139/mo*
Refinance Your Home

$531,200

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $3,139/mo*
Refinance Your Home
4 Beds
4 Baths
3,620 sqft
(on 0.69 acres)

Home Value

Trulia Estimate
$531K
Since last month
Decreased$6K (-1.1%)
Since last year
Increased$23K (+4.5%)
Since last sale
Increased$261K (+96.5%)
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 +87% in the last 10 years
MonthEstimated value
2026
August 2026$531K
July 2026$533K
June 2026$536K
May 2026$527K
April 2026$524K
March 2026$521K
February 2026$515K
January 2026$506K
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
100 Adela Way, Chestertown, MD
0.30
Single-Family Home
$490,000
05/08/26
4
3.5
3,799
206 Camelot Dr, Chestertown, MD
0.20
Single-Family Home
$455,000
04/13/26
4
4
2,186
103 Adela Way, Chestertown, MD
0.29
Single-Family Home
$585,000
11/13/25
4
3.5
5,576
301 Lincoln Dr, Chestertown, MD
0.35
Single-Family Home
$293,000
06/08/26
3
2
1,152
318 Lincoln Dr, Chestertown, MD
0.43
Single-Family Home
$255,000
01/16/26
3
2
960
907 N Meadowview Dr, Chestertown, MD
0.74
Single-Family Home
$375,000
12/01/25
3
2.5
1,842
107 Malone Ave, Chestertown, MD
0.65
Single-Family Home
$290,000
01/16/26
3
1
1,200
201 Greenwood Ave, Chestertown, MD
1.24
Single-Family Home
$495,000
04/17/26
4
3
3,984
8951 Orchard Dr, Chestertown, MD
1.06
Single-Family Home
$700,000
12/04/25
4
3.5
3,735
1014 Twin Ct, Chestertown, MD
1.05
Single-Family Home
$525,000
06/26/26
3
2
1,817

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
0.06
$474,600
4
2.5
4,316
Off Market
129 Trafford Dr, Chestertown, MD 21620
0.09
$480,000
3
2.5
3,176
For Sale
218 Camelot Dr, Chestertown, MD 21620
0.13
$499,999
5
3.5
3,932
For Sale
306 Mayfair Dr, Chestertown, MD 21620
0.13
$450,600
3
3
2,784
Off Market
123 Trafford Dr, Chestertown, MD 21620
0.13
-
4
2.5
2,504
Foreclosure
206 Camelot Dr, Chestertown, MD 21620
0.20
$455,000
4
4
2,186
Recently Sold
314 Devon Dr, Chestertown, MD 21620
0.21
$490,600
4
3.5
3,420
Off Market
213 Devon Dr, Chestertown, MD 21620
0.24
$386,000
4
2.5
2,472
Off Market
215 Devon Dr, Chestertown, MD 21620
0.25
$371,900
4
2
1,680
Off Market
110 Camelot Dr, Chestertown, MD 21620
0.27
$501,700
5
3.5
3,200
Off Market
106 Devon Dr, Chestertown, MD 21620
0.25
$409,300
3
2.5
1,700
Off Market
107 Adela Way, Chestertown, MD 21620
0.25
$485,200
4
2.5
3,406
Off Market

Local Information

  • Map ViewExplore the area around 253 Devon Dr.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2002
Lot Size
0.69 acres
Living Area
3,620 sqft
Price/Sqft
$147
Parking
Garage

About this House

Beautiful custom home nestled in protected woodlands on one of the nicest lots in Coventry Farms. This home features a light & airy living/dining room that lead onto an elevated deck and screened porch. Stone FP, country kitchen, hardwood floors, 1st floor master suite and much more. Walk out lower level suitable for in-law suite. This is not a tract home and it is not part of the mandatory HOA!
253 Devon Dr, Chestertown, MD 21620 is a 4 bedroom, 4 bathroom, 3,620 sqft single-family home built in 2002. It last sold for $270,000 on Nov 10, 2014. It is currently off market. The Trulia Estimate is $531,200, with a rent estimate of $3,894/month.

Home Details for 253 Devon Dr

Interior Features

Interior Details
BasementTypes of Rooms: Dining Room, Family Room
Heating & Cooling
Heating: Forced Air, Electric, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Carpet, 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: 2002
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.69 acres

Price and Tax history

DateEventPrice
Nov 10, 2014
Source: N/A
Sold
$270,000
Sep 9, 2014
Source: Agent Provided
PriceChange
$298,000
Price decreased by 1%
Aug 20, 2014
Source: Agent Provided
PriceChange
$299,900
Price decreased by 5%
May 16, 2014
Source: Agent Provided
PriceChange
$315,000
Price decreased by 3%
Mar 11, 2014
Source: Agent Provided
Listed For Sale
$325,000

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
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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

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Apartments for Rent

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Explore by feature - Pet Friendly

6 pet-friendly rentals in Chestertown, MD

Explore by feature - Air Conditioning

6 rentals with air conditioning in Chestertown, MD

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Homes for sale near 253 Devon Dr

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Off Market Homes Near 253 Devon Dr

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Frequently asked questions about 253 Devon Dr

  • What is 253 Devon Dr estimated to be worth?
    Trulia's estimated value for 253 Devon Dr in Chestertown, MD is $531,200.
  • What is the price history for 253 Devon Dr?
    253 Devon Dr in Chestertown, MD last sold for $270,000 in November 2014.
  • 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 253 Devon Dr have air conditioning?
    Yes, 253 Devon Dr in Chestertown, MD has air conditioning.
  • Does 253 Devon Dr have laundry facilities?
    Yes, 253 Devon Dr in Chestertown, MD has in-unit laundry.