7844 Chester Ct

Chestertown, MD 21620

$745,000
Price
4
Beds
3,248 Sq. Ft.
$229 / Sq. Ft.
3,248
Sq. Ft.
$229
per Sq. Ft.
a front view of a house with a yard
New Roof on back section. Solar panels owned.
a view of a big yard with plants and large trees
an aerial view of multiple house
a front view of a house with a garden
a living room with furniture and a chandelier
a living room with patio furniture
a living room with fireplace furniture and a rug
a living room with furniture fireplace and a large window
a living room with furniture a bookshelf and a fireplace
a dining room with furniture large windows and wooden floor
a living room with furniture and a large window
a view of a dining room with furniture
a living room with furniture a rug a fireplace and a table
a very nice looking dining room with a large window
a kitchen with stainless steel appliances kitchen island granite countertop a sink and cabinets
a view of a dining room and livingroom with furniture wooden floor a chandelier
a view of a livingroom and dining room
a kitchen with white cabinets and a sink
a view of a workspace with furniture and a window
a bathroom with a sink and a mirror
a living room with furniture and a potted plant
a living room with furniture floor to ceiling window and potted plant
a bedroom with a bed a table and chair
a bedroom with a large bed and a flat tv screen
a bathroom with a sink and a large mirror
a bathroom with a bathtub and a shower
a living room with furniture and a flat screen tv
a bedroom with a bed closet and flat tv screen
a living room with furniture
a bedroom with furniture and a dresser
a bathroom with a toilet a sink and a mirror
a bathroom with a sink a vanity and a mirror
a front view of house with yard and green space
a view of a table and chairs in the garden
a view of yard with green space
a view of a flower in a garden
a view of house with backyard
a front view of a house with garden
a front view of a house with a garden
a view of a city
a view of a backyard
an aerial view of a house
an aerial view of a house with a yard
an aerial view of a house with a yard
an aerial view of a house with a yard and outdoor seating
an aerial view of a houses with a yard
an aerial view of a house with a yard
a front view of a house with a yard and a garden
a view of outdoor space yard and green space
a view of a yard with plants

Description

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...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!
  1. Listed by Retha J Arrabal • Doug Ashley Realtors, LLC
    P: (410)-810-0010 rarrabal@hotmail.com

Property Details for 7844 Chester Court

Tax ID Number
1507002726
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Contemporary
Levels/Stories
2
Waterfront
No
LISTING UPDATED: 01/02/2026 01:12 PM

Property Details for 7844 Chester Court

StatusActive
MLS #MDKE2005796
Days on Market122
Taxes$5,698 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built2005
Lot Size1.01 AC / 43,996 SF
CountyKent County

Location

Listing Courtesy of Doug Ashley Realtors, LLC
Add your commute

Building Information for 7844 Chester Court

Stories2Year Built2005Building Size-Lot Size1.01 AC / 43,996 SF

Payment Calculator

$4,106 per month

30 year fixed, 6.15% Interest

Principal and Interest

$3,631

Property Taxes

$475

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 7844 Chester Court

Location
Location
  • In City Limits: No
  • School District Name: KENT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139164602
  • SchoolDistrictSource: Listing Agent
  • Elementary School: GARNETT (KENT MD)
  • ElementarySchoolSource: Listing Agent
  • Middle Or Junior School: KENT COUNTY (KENT MD)
  • MiddleSchoolSource: Listing Agent
  • High School: KENT COUNTY (KENT MD)
  • HighSchoolSource: Listing Agent
  • County: KENT
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Property Manager Y/N: No
  • Senior Community: No
  • Association Recreation Fee Y/N: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2024
  • Tax Assessed Value: $509,000
  • Year Assessed: 2025
  • County Tax: $5,698
  • Improvement Assessed Value: $359,000
  • Land Assessed Value: $150,000
  • Clean Green Assessed: No
  • Municipal Trash: No
  • Land Use Code: R
  • Agricultural Tax Due: No
  • Historic: No
  • Zoning: RR
  • Tax Lot: 11
  • School Tax: $0
  • Tax Page Number: 190
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 2
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 2
  • # Bathrooms Count All Upper Levels: 1
  • # Bathrooms Full All Upper Levels: 1
  • # Bathrooms Half All Upper Levels: 0
Upper Level 1
  • # Bedrooms Count Upper Level: 2
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
  • # Bathrooms Half Upper Level: 0
Rooms
  • Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Foyer, Laundry, Office, Storage Room, Attic
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Living Room
  • Room Length: 20.0
  • Room Width: 17.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 20 X 17
  • Room Features: Flooring - HardWood, Fireplace - Wood Burning
Room 2
  • Room Type: Primary Bedroom
  • Room Length: 25.0
  • Room Width: 2.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 25 X 2
  • Room Features: Flooring - Carpet
Room 3
  • Room Type: Foyer
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Tile/Brick
Room 4
  • Room Type: Kitchen
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Tile/Brick
Room 5
  • Room Type: Laundry
  • Room Length: 13.0
  • Room Width: 6.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 13 X 6
  • Room Features: Flooring - Tile/Brick
Room 6
  • Room Type: Dining Room
  • Room Length: 16.0
  • Room Width: 13.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 16 X 13
  • Room Features: Flooring - HardWood
Room 7
  • Room Type: Office
  • Room Length: 17.0
  • Room Width: 12.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 17 X 12
  • Room Features: Flooring - HardWood
Room 8
  • Room Type: Bedroom 2
  • Room Length: 18.0
  • Room Width: 10.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 9
  • Room Type: Bedroom 3
  • Room Length: 20.0
  • Room Width: 12.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 10
  • Room Type: Bedroom 4
  • Room Length: 20.0
  • Room Width: 12.0
  • Room Level: Upper 1
  • Room Exists: Yes
Room 11
  • Room Type: Attic
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Attic - Floored
Room 12
  • Room Type: Storage Room
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Attic - Floored
Building Info
Green Info
  • Green Energy Generation: PV Solar Array(s) Leased
Building Info
  • Builder Name: WILSON TAYLOR BUILDERS
  • Total Finished SQFT: 3,248.00
  • Total Finished SQFT Source: Assessor
  • Tax Total Finished SQFT: 3,248.00
  • Total SQFT: 3,248.00
  • Total SQFT Source: Assessor
  • Construction Materials: Combination, Brick
  • Roof: Shingle
  • Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8042/6407/1644/804264071644_512_384_WM_0uHrxcuyYhcSUIyB.jpg
  • Wall and Ceiling Types: Dry Wall, 9'+ Ceilings, Tray Ceilings
  • Flooring Type: Carpet, Hardwood
  • Foundation Details: Crawl Space
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bathrooms Full-Main Level-1, Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bathrooms Full-Upper Level 1-1
  • # Bathrooms Full: 2
  • # Bathrooms Half: 1
  • Other Structure: Shed
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Landscaping
  • Parcel ID: 4510465
  • Additional Parcels: No
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Attached Garage, Driveway
  • Num of Attached Garage Spaces: 2
  • Driveway - # of Spaces: 4
  • Total Garage Spaces: 2
  • Parking Features: Paved Driveway
  • Garage Features: Garage - Side Entry
Interior Features
Interior Features
  • Interior Features: Kitchen - Gourmet, Combination Dining/Living, Breakfast Area, Built-Ins, Upgraded Countertops, Crown Moldings, Primary Bath(s), Window Treatments, Wood Floors, Recessed Lighting, Floor Plan - Open
  • Fireplace: Yes
Exterior Features
Exterior Features
  • Spa: No
  • Exterior Features: Exterior Lighting
  • Pool: No Pool
  • Horse: No
Utilities
Utilities
  • Utilities: Propane, Under Ground
  • Heating: Yes
  • Cooling Type: Ceiling Fan(s), Heat Pump(s), Zoned, Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric, Propane - Owned
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: Private Septic Tank
  • Electric Service: 200+ Amp Service
  • Internet Services: Fiber Optic, Cable, Broadband
Confidential Data
Listing Office
  • List Agent AOR: Bay Area Association of REALTORS
  • List Agent URL: www.dougashleyrealtors.com

Property History for 7844 Chester Court

DateEvent & SourcePriceAppreciation
Dec 22, 2025

Price Change

BRIGHT #MDKE2005796

$745,000—
Oct 23, 2025

Listed (Active)

BRIGHT #MDKE2005796

$770,000—
Jul 31, 2019

Closed (Public Record)

Public Record #650173415

$445,000

+11.8% / yr

Jul 31, 2019

Closed

BRIGHT #1001891852

$445,000—
Jun 14, 2019

Pending

BRIGHT #1001891852

—
Jun 18, 2018

Listed (Active)

BRIGHT #1001891852

$475,000—
Sep 20, 2004

Closed (Public Record)

Public Record #147877843

$85,000—
Feb 27, 2003

Closed (Public Record)

Public Record #110058979

$85,000—
Nov 1, 2002

Closed (Public Record)

Public Record #104476501

$85,000

+35.4% / yr

Feb 14, 2002

Closed (Public Record)

Public Record #93454779

$68,500—
DateEvent & SourcePrice
12/22/2025

Price Change

BRIGHT #MDKE2005796

$745,000
10/23/2025

Listed (Active)

BRIGHT #MDKE2005796

$770,000
07/31/2019

Closed (Public Record)

Public Record #650173415

$445,000

+11.8% / yr

07/31/2019

Closed

BRIGHT #1001891852

$445,000
06/14/2019

Pending

BRIGHT #1001891852

—
06/18/2018

Listed (Active)

BRIGHT #1001891852

$475,000
09/20/2004

Closed (Public Record)

Public Record #147877843

$85,000
02/27/2003

Closed (Public Record)

Public Record #110058979

$85,000
11/01/2002

Closed (Public Record)

Public Record #104476501

$85,000

+35.4% / yr

02/14/2002

Closed (Public Record)

Public Record #93454779

$68,500

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 7844 Chester Court

Taxable ValueLand$150,000Additions$359,000Total$509,000
Tax Record2025$5,832 ($486 / month)
Home Facts
Beds0Baths2.5Total Finished SqFt3,248 SqFtAbove Grade Finished SqFt3,248 SqFtStories2Lot Size43,996 SqFtStyleSingle Family ResidenceYear Built2005ZoningRRCountyKENTAPN07-002726Fireplace TypeHas Fireplace

Schools near 7844 Chester Court

This home is within Kent County Public Schools.
Rating
School
Type
Grades
Distance
H. H. Garnett Elementary School
Public - PK to 5
Kent County Middle School
Public - 6 to 8
Kent County High School
Public - 9 to 12
Worton Elementary School
Public - PK to 5
Rating
School
Distance
H. H. Garnett Elementary School
PublicPK to 5

Kent County Middle School
Public6 to 8

Kent County High School
Public9 to 12

Worton Elementary School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

More information about 7844 Chester Court, Chestertown, MD 21620

7844 Chester Court is a single family home for sale in Chestertown, MD 21620. This property was listed for sale on October 23, 2025 by Doug Ashley Realtors, LLC, it's currently listed at $745,000. It has been on the market for a total of 122 days and was last sold on July 31, 2019. This listing's school district is Kent County Public Schools. Nearby schools include H. H. Garnett Elementary School, Kent County Middle School and Kent County High School. 7844 Chester Court is a 4-bed, 3-bath, 3,248 sqft single family home built in 2005.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Doug Ashley Realtors, LLC

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 01/02/2026 01:12 PM