Beautifully Updated Home in a Serene Setting! Welcome to this stunning home filled with thoughtful improvements and timeless charm. The spacious Florida room overlooks a private, beautifully landscaped backyard — your own personal oasis. This room offers unlimited views of the back yard, which was designed in collaboration with a professional landscaper, this garden is a delight in every season and a true haven for butterflies and hummingbirds. You will delight in an outdoor sitting area under a lovely shade tree. The main level features gleaming hardwood floor, a semi-open floor plan with a cozy fireplace perfect for cool evenings, and abundant natural light that creates a calming atmosphere throughout. The large primary suite offers comfort and convenience, and there is the option for a second bedroom on the main level. Current owners have opted to make that room a large office, and it features two closets. The kitchen is a dream — spacious enough for a large island and a generous breakfast area that easily fits a full-sized table. There is a mural border that shows scenes of historic Chestertown. Pantry and plenty of storage. Upstairs, you’ll find two large bedrooms and a full hall bath, ideal for guests or loved ones. Each bedroom offers walk-in storage — no attic ladders needed! Solar operated fans keep the attic spaces cool. Additional highlights include leased solar panels which have been paid out, a large garage with ample storage, additional storage shed with electric and water. , and a fantastic location just minutes from the Chester River and the Chester River Yacht and Country Club. Two zone for heating and cooling. Come see this charming home for yourself — it’s the perfect blend of beauty, comfort, and thoughtful design!
Under contract
Price cut: $25K (5/6)
$670,000
7844 Chester Ct, Chestertown, MD 21620
4beds
3,248sqft
Single Family Residence
Built in 2005
1.01 Acres Lot
$654,800 Zestimate®
$206/sqft
$-- HOA
What's special
Cozy fireplacePrivate beautifully landscaped backyardWalk-in storageFull hall bathGleaming hardwood floorAbundant natural lightGenerous breakfast area
- 258 days |
- 77 |
- 1 |
Zillow last checked:
Listing updated:
Listed by:
Retha Arrabal 410-810-0010,
Doug Ashley Realtors, LLC 410-810-0010
Source: Bright MLS,MLS#: MDKE2005796
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 2
- Main level bedrooms: 2
Rooms
- Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Foyer, Laundry, Office, Storage Room, Attic
Primary bedroom
- Features: Flooring - Carpet
- Level: Main
- Area: 50 Square Feet
- Dimensions: 2 X 25
Bedroom 2
- Features: Flooring - HardWood
- Level: Main
- Area: 180 Square Feet
- Dimensions: 10 X 18
Bedroom 3
- Features: Flooring - Carpet
- Level: Upper
- Area: 240 Square Feet
- Dimensions: 12 X 20
Bedroom 4
- Level: Upper
- Area: 240 Square Feet
- Dimensions: 12 X 20
Other
- Features: Attic - Floored
- Level: Upper
Dining room
- Features: Flooring - HardWood
- Level: Main
- Area: 208 Square Feet
- Dimensions: 13 X 16
Foyer
- Features: Flooring - Tile/Brick
- Level: Main
Kitchen
- Features: Flooring - Tile/Brick
- Level: Main
Laundry
- Features: Flooring - Tile/Brick
- Level: Main
- Area: 78 Square Feet
- Dimensions: 6 X 13
Living room
- Features: Flooring - HardWood, Fireplace - Wood Burning
- Level: Main
- Area: 340 Square Feet
- Dimensions: 17 X 20
Office
- Features: Flooring - HardWood
- Level: Main
- Area: 204 Square Feet
- Dimensions: 12 X 17
Storage room
- Features: Attic - Floored
- Level: Upper
Heating
- Heat Pump, Electric, Propane
Cooling
- Ceiling Fan(s), Heat Pump, Zoned, Central Air, Electric
Appliances
- Included: Dishwasher, Dryer, Microwave, Refrigerator, Washer, Water Heater, Cooktop, Electric Water Heater
- Laundry: Main Level, Laundry Room
Features
- Kitchen - Gourmet, Combination Dining/Living, Breakfast Area, Built-in Features, Upgraded Countertops, Crown Molding, Primary Bath(s), Recessed Lighting, Open Floorplan, Dry Wall, 9'+ Ceilings, Tray Ceiling(s)
- Flooring: Carpet, Hardwood, Wood
- Doors: French Doors
- Windows: Double Pane Windows, Screens, Window Treatments
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Mantel(s), Gas/Propane
Interior area
- Total structure area: 3,248
- Total interior livable area: 3,248 sqft
- Finished area above ground: 3,248
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 6
- Parking features: Garage Faces Side, Driveway, Attached
- Attached garage spaces: 2
- Uncovered spaces: 4
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Exterior features: Lighting
- Pool features: None
- Has view: Yes
- View description: Garden
Lot
- Size: 1.01 Acres
- Features: Landscaped
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1507002726
- Zoning: RR
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Combination, Brick
- Foundation: Crawl Space
- Roof: Shingle
Condition
- Excellent
- New construction: No
- Year built: 2005
Details
- Builder name: WILSON TAYLOR BUILDERS
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Private Septic Tank
- Water: Well
- Utilities for property: Propane, Underground Utilities, Fiber Optic, Cable, Broadband
Green energy
- Energy generation: PV Solar Array(s) Leased
Community & HOA
Community
- Subdivision: Heather Heights
HOA
- Has HOA: No
Location
- Region: Chestertown
- Municipality: Chestertown
Financial & listing details
- Price per square foot: $206/sqft
- Tax assessed value: $509,000
- Annual tax amount: $5,698
- Date on market: 10/23/2025
- Listing agreement: Exclusive Right To Sell
- Listing terms: Conventional,Cash,VA Loan
- Inclusions: Propane Tank Owned And Solar Panels Included, Freezer In Laundry Room, Extra Fridge In Garage. Solar Operated Fans In Both Attic Spaces In The Upstairs Bedrooms.
- Exclusions: Fireplace Equipment (including Fender) Gas Fireplace Does Not Have A Remote.
- Ownership: Fee Simple
Estimated market value
$654,800
$622,000 - $688,000
$3,806/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/3/2026 | Contingent | $670,000$206/sqft |
Source:  Bright MLS #MDKE2005796 Report a problem | ||
| 5/6/2026 | Price change | $670,000-3.6%$206/sqft |
Source: Bright MLS #MDKE2005796 Report a problem | ||
| 3/12/2026 | Price change | $695,000-6.7%$214/sqft |
Source: Bright MLS #MDKE2005796 Report a problem | ||
| 12/22/2025 | Price change | $745,000-3.2%$229/sqft |
Source: Bright MLS #MDKE2005796 Report a problem | ||
| 10/23/2025 | Listed for sale | $770,000+73%$237/sqft |
Source: Bright MLS #MDKE2005796 Report a problem | ||
| 8/2/2019 | Sold | $445,000-3.2%$137/sqft |
Source: Public Record Report a problem | ||
| 6/14/2019 | Pending sale | $459,900$142/sqft |
Source: Doug Ashley Realtors, LLC #1001891852 Report a problem | ||
| 4/4/2019 | Price change | $459,900-3.2%$142/sqft |
Source: Doug Ashley Realtors, LLC #1001891852 Report a problem | ||
| 5/14/2018 | Listed for sale | $475,000+458.8%$146/sqft |
Source: Owner Report a problem | ||
| 9/20/2004 | Sold | $85,000$26/sqft |
Source: Public Record Report a problem | ||
| 2/28/2003 | Sold | $85,000$26/sqft |
Source: Public Record Report a problem | ||
| 11/1/2002 | Sold | $85,000+24.1%$26/sqft |
Source: Public Record Report a problem | ||
| 2/14/2002 | Sold | $68,500$21/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $11,664 +104.7% | $509,000 +1.3% |
| 2024 | $5,698 +1.3% | $502,500 +1.3% |
| 2023 | $5,625 +2.2% | $496,000 +1.3% |
| 2022 | $5,502 -0.9% | $489,500 |
| 2021 | $5,551 | $489,500 |
| 2020 | $5,551 -0.6% | $489,500 -0.6% |
| 2019 | $5,583 +1.8% | $492,300 +1.8% |
| 2018 | $5,484 +1.8% | $483,600 +1.8% |
| 2017 | $5,385 -4.6% | $474,900 +1.9% |
| 2016 | $5,645 | $466,200 |
| 2015 | $5,645 | $466,200 |
| 2014 | $5,645 | $466,200 -17.5% |
| 2013 | -- | $565,300 |
| 2012 | -- | $565,300 |
| 2011 | -- | $565,300 -5.7% |
| 2010 | -- | $599,420 +11.2% |
| 2009 | -- | $538,860 +12.7% |
| 2008 | -- | $478,300 +14.5% |
| 2007 | -- | $417,740 +6.9% |
| 2006 | -- | $390,740 +7.4% |
| 2005 | -- | $363,740 +642.3% |
| 2004 | -- | $49,000 +5% |
| 2003 | -- | $46,672 +5.2% |
| 2002 | -- | $44,346 +5.5% |
| 2001 | -- | $42,020 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 21620
Nearby schools
GreatSchools rating
- 7/10H. H. Garnett Elementary SchoolGrades: PK-5Distance: 1.5 mi
- 2/10Kent County Middle SchoolGrades: 6-8Distance: 1.9 mi
- 5/10Kent County High SchoolGrades: 9-12Distance: 6.4 mi
Schools provided by the listing agent
- Elementary: Garnett
- Middle: Kent County
- High: Kent County
- 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.
A local agent can set up tours, give advice and negotiate with sellers.
- Maryland
- Kent County
- Chestertown
- 21620
- 7844 Chester Ct
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Nearby neighborhoods
Nearby zip codes
Other Chestertown Topics
