103 Sutton is perfectly situated just a stone’s throw from the vibrant heart of Downtown Chestertown. This exquisite 4+ bedroom residence is designed to cater to the diverse needs of today’s Buyers, offering a harmonious blend of comfort, style, and functionality. This home is ideal for those upsizing or seeking multi-generational living. * Originally built as the community model home – and meticulously maintained since – it has ALL the extras: generous breakfast nook bump out, gas fireplace, gleaming hardwood floors, upgraded carpet, oversized windows, granite countertops, stainless appliances, dedicated home office, and a finished basement with a full bath and expansive wet bar. * As you step inside, you’ll be greeted by a two-story foyer flooded with light, dining room and den or family room. The gourmet kitchen that is a chef’s paradise, featuring high-end appliances, custom hardwood cabinetry, and a small island for an ideal triangle of space for meal prep. The open concept layout flows effortlessly into the breakfast nook and living room, providing the perfect setting for family gatherings and celebrations with friends. Click on the propane fireplace for a cozy night watching the sunset or snow flurries outside the tall windows. * The spacious primary suite is an escape through a double door entry – featuring a lighted tray ceiling, a large walk-in closet, en suite bath with soaking tub, glass shower, and a separate water closet. Three additional bedrooms all have custom trim work, generous closets, and large windows. * The finished basement is a standout feature, complete with a stylish wet bar with stone walls that transforms it into the ultimate entertainment zone, perfect for hosting game nights or movie marathons. The backyard feels private with mature trees and a gentle slope, ideal for play space. * The proximity to local parks, playgrounds, restaurants, and shopping ensures that all your family’s needs are met within minutes. Additionally, the Coventry Farms neighborhood fosters a sense of community all while being a convenient distance from Middletown, DE, Philadelphia, PA, Washington DC, Baltimore, MD, and points beyond. * This home is not just a place to live; it’s a lifestyle waiting to be embraced. Don’t miss the opportunity to make this stunning property your own. Schedule your private tour today and experience firsthand what this exceptional home has to offer.
For sale
Price cut: $41K (9/18)
$509,000
103 Sutton Way, Chestertown, MD 21620
5beds
3,816sqft
Single Family Residence
Built in 2006
10,000 Square Feet Lot
$504,600 Zestimate®
$133/sqft
$25/mo HOA
What's special
Ultimate entertainment zoneGas fireplacePropane fireplaceLarge walk-in closetUpgraded carpetDedicated home officeGleaming hardwood floors
- 191 days
- 296
- 16
Zillow last checked:
Listing updated:
Listed by:
Liddy Campbell 410-708-5433,
TTR Sotheby's International Realty 4106733344
Source: Bright MLS,MLS#: MDKE2006344
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Rooms
- Room types: Living Room, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Foyer, Bedroom 1, Other, Bathroom 1, Bathroom 2, Half Bath
Bedroom 1
- Level: Upper
Bedroom 1
- Level: Lower
Bedroom 2
- Level: Upper
Bedroom 3
- Level: Upper
Bedroom 4
- Level: Upper
Bathroom 1
- Level: Upper
Bathroom 1
- Level: Lower
Bathroom 2
- Level: Upper
Family room
- Features: Flooring - HardWood
- Level: Main
Foyer
- Features: Flooring - HardWood
- Level: Main
Half bath
- Level: Main
Kitchen
- Features: Flooring - HardWood
- Level: Main
Living room
- Features: Flooring - HardWood
- Level: Main
Other
- Features: Flooring - Carpet
- Level: Lower
Heating
- Central, Electric
Cooling
- Central Air, Zoned, Electric
Appliances
- Included: Electric Water Heater
- Laundry: Has Laundry, Main Level
Features
- Basement: Full,Partially Finished,Sump Pump,Improved,Heated,Connecting Stairway
- Number of fireplaces: 1
- Fireplace features: Glass Doors, Gas/Propane
Interior area
- Total structure area: 4,170
- Total interior livable area: 3,816 sqft
- Finished area above ground: 2,750
- Finished area below ground: 1,066
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage Faces Front, Garage Door Opener, Inside Entrance, Asphalt, Off Street, Driveway, Attached
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Patio & porch: Deck
- Pool features: None
Lot
- Size: 10,000 Square Feet
- Features: Landscaped, Wooded
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1504336895
- Zoning: R-2
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Traditional
- Property subtype: Single Family Residence
Materials
- Combination, Block
- Foundation: Block, Slab
Condition
- New construction: No
- Year built: 2006
Details
- Builder model: MICHENER I
- Builder name: RYAN HOMES
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Fiber Optic
Community & HOA
Community
- Subdivision: Coventry Farms
HOA
- Has HOA: Yes
- HOA fee: $25 monthly
Location
- Region: Chestertown
- Municipality: Chestertown
Financial & listing details
- Price per square foot: $133/sqft
- Tax assessed value: $378,233
- Annual tax amount: $5,874
- Date on market: 4/3/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
$504,600
$479,000 - $530,000
$3,422/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/18/2026 | Price change | $509,000-7.5%$133/sqft |
Source: | ||
| 4/3/2026 | Listed for sale | $550,000+100.7%$144/sqft |
Source: | ||
| 3/16/2011 | Sold | $274,000-17%$72/sqft |
Source: Public Record Report a problem | ||
| 11/16/2010 | Price change | $330,000-5.7%$86/sqft |
Source: NBI Realty, LLC #KE7402170 Report a problem | ||
| 9/7/2010 | Price change | $350,000-4.1%$92/sqft |
Source: NBI Realty, LLC #KE7402170 Report a problem | ||
| 8/9/2010 | Price change | $365,000-8.5%$96/sqft |
Source: NBI Realty, LLC #KE7402170 Report a problem | ||
| 8/1/2010 | Listed for sale | $399,000+47.8%$105/sqft |
Source: NBI Realty, LLC #KE7402170 Report a problem | ||
| 6/22/2010 | Listing removed | $269,990$71/sqft |
Source: Ryan Homes-DEL #us2105892 Report a problem | ||
| 6/16/2010 | Price change | $269,990+5.9%$71/sqft |
Source: Ryan Homes #us2105892 Report a problem | ||
| 6/10/2010 | Price change | $254,990+4.1%$67/sqft |
Source: Ryan Homes #us2105892 Report a problem | ||
| 6/9/2010 | Price change | $244,990-3.9%$64/sqft |
Source: Ryan Homes #us2105892 Report a problem | ||
| 6/4/2010 | Price change | $254,990+6.3%$67/sqft |
Source: Ryan Homes #us2105892 Report a problem | ||
| 6/3/2010 | Price change | $239,990-2%$63/sqft |
Source: Ryan Homes #us2105892 Report a problem | ||
| 5/8/2010 | Price change | $244,990+6.5%$64/sqft |
Source: Ryan Homes #us2105892 Report a problem | ||
| 5/6/2010 | Price change | $229,990-6.1%$60/sqft |
Source: Ryan Homes #us2105892 Report a problem | ||
| 5/2/2010 | Price change | $244,990+6.5%$64/sqft |
Source: Ryan Homes #us2105892 Report a problem | ||
| 5/1/2010 | Price change | $229,990-6.1%$60/sqft |
Source: Ryan Homes #us2105892 Report a problem | ||
| 3/8/2010 | Price change | $244,990+6.5%$64/sqft |
Source: Ryan Homes #us2105892 Report a problem | ||
| 2/28/2010 | Price change | $229,990+5.5%$60/sqft |
Source: Ryan Homes #us2105892 Report a problem | ||
| 2/27/2010 | Price change | $217,990+9%$57/sqft |
Source: Ryan Homes #us2105892 Report a problem | ||
| 2/5/2010 | Price change | $199,990-13%$52/sqft |
Source: Ryan Homes #us2105892 Report a problem | ||
| 1/31/2010 | Price change | $229,990+15%$60/sqft |
Source: Ryan Homes #us2105892 Report a problem | ||
| 1/19/2010 | Price change | $199,990-8.3%$52/sqft |
Source: Ryan Homes #us2105892 Report a problem | ||
| 1/18/2010 | Price change | $217,990+9%$57/sqft |
Source: Ryan Homes #us2105892 Report a problem | ||
| 1/16/2010 | Listed for sale | $199,990-54.5%$52/sqft |
Source: Ryan Homes #us2105892 Report a problem | ||
| 8/25/2006 | Sold | $439,140+455.9%$115/sqft |
Source: Public Record Report a problem | ||
| 12/30/2005 | Sold | $79,000$21/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,608 +1.5% | $374,800 +6.3% |
| 2024 | $5,525 +6.7% | $352,533 +6.7% |
| 2023 | $5,176 +7.9% | $330,267 +7.2% |
| 2022 | $4,796 +2.8% | $308,000 +3.5% |
| 2021 | $4,666 +3.6% | $297,700 +3.6% |
| 2020 | $4,504 +3.9% | $287,400 +3.7% |
| 2019 | $4,334 +0.6% | $277,100 |
| 2018 | $4,306 +3.3% | $277,100 |
| 2017 | $4,168 +1.5% | $277,100 -0.9% |
| 2016 | $4,104 | $279,700 +0.8% |
| 2015 | $4,104 | $277,433 +0.8% |
| 2014 | $4,104 | $275,167 +0.8% |
| 2013 | -- | $272,900 |
| 2012 | -- | $272,900 |
| 2011 | -- | $272,900 -23.1% |
| 2010 | -- | $354,860 |
| 2009 | -- | $354,860 |
| 2008 | -- | $354,860 -1.5% |
| 2007 | -- | $360,130 +2987% |
| 2006 | -- | $11,666 +7.7% |
| 2005 | -- | $10,833 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 21620
Nearby schools
Schools provided by the listing agent
- District: Kent County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.






