Craftsman
8999 ORCHARD DRIVE
CHESTERTOWN, MD 21620
MLS#: MDKE2006786
$824,900
Property
Beds
5
Full Baths
3
1/2 Baths
1
Year Built
2006
Sq.Footage
4,353
Welcome to a breathtaking country estate where modern elegance, architectural grandeur, and total sanctuary converge across 2.23 serene acres. Spanning over 4,000 square feet of meticulously refined living space, this extraordinary five-bedroom residence has been thoughtfully crafted to offer both lavish entertaining possibilities and effortless multi-generational comfort. Upon arrival, the welcoming foyer makes a memorable first impression, framed by detailed custom millwork and flanked by a private executive office and a sophisticated study or formal dining space. Moving inward, the magnificent two-story great room commands attention with its soaring ceilings and a cozy gas fireplace crowned by a classic raised brick hearth. At the heart of the main level lies a gourmet kitchen designed for grand gatherings, showcasing fresh luxury vinyl flooring, select new appliances, and a stunning quartz-topped center island with a prep sink that easily reconfigures for multi-purpose hosting. Sunbeams flood the adjoining sunroom, creating a seamless transition to the outdoors while mirroring the warmth of the home’s main-floor primary suite. This private retreat features a spacious walk-in closet and a newly remodeled, spa-inspired bath complete with new quartz double vanities, sleek updated fixtures, a large walk-in shower, and an exquisite standalone soaking tub. Offering unmatched independence and comfort, a fully self-contained ground-level suite on the lowest level serves as the ultimate in-law or guest quarters. Complete with its own private ground-level entrance, open-concept kitchen and living area, dedicated laundry, and an accessible bath with a walk-in shower, this wing ensures total convenience without sacrificing style. A new addition to the lower level unlocks movie-theater magic with a fully furnished screening room ready for immediate enjoyment. Upstairs, four generously proportioned bedrooms accompany a beautifully refreshed hall bath. The exterior grounds are nothing short of a resort-style paradise. Step out onto the back porch to take in sweeping views of the lush landscape and expansive partially fenced yard. The sparkling inground pool serves as the crown jewel of the outdoor space, newly upgraded with all-new mechanicals including a dedicated heater. Surrounding the water, extensive custom hardscaping leads to a fireside gathering area, while an oversized gazebo with an outdoor fan offers a shady retreat on warm afternoons. With a brand-new roof installed in 2026, a newly resurfaced driveway, and space remaining for future additions, this estate represents a rare opportunity to experience sophisticated countryside living at its finest and, less than 5 minutes from Chestertown's restaurants, shopping, and Farmer's Market. Updates to the home are available in Documents
Features & Amenities
Interior
-
Other Interior Features
Kitchen Island, Ceiling Fan(s), Walk-In Closet(s), Cathedral Ceiling(s), Built-in Features, Open Floorplan
-
Total Bedrooms
5
-
Bathrooms
3
-
1/2 Bathrooms
1
-
Above Grade Finished Area
2653.0
-
Basement YN
YES
-
Cooling YN
YES
-
Cooling
Central Air, Heat Pump, Ceiling Fan(s), Electric
-
Fireplace YN
YES
-
Heating YN
YES
-
Heating
Exhaust Fan, Electric, Propane, Forced Air, Zoned, Heat Pump
-
Main Level Bedrooms
1
-
Pet friendly
Yes
Exterior
-
Garage
Yes
-
Garage spaces
2
-
Construction Materials
Vinyl Siding
-
Other Exterior Features
Lighting
-
Parking
Garage Door Opener, Asphalt, Off Street, Garage, Driveway, Inside Entrance, Attached
-
Patio and Porch Features
Porch, Patio
-
Pool
Yes
-
Pool Features
Heated, In Ground, Private
-
Waterfront YN
NO
Area & Lot
-
Lot Features
Front Yard, Private, Level, Back Yard
-
Lot Size(acres)
2.23
-
Lot Size(square feet)
97,139
-
Property Type
Residential
-
Property Sub Type
Single Family Residence
-
Architectural Style
Craftsman
Price
-
Sales Price
$824,900
-
Tax Amount
$6,813
-
Financing Options
Cash, Conventional, FHA, VA
-
Sq. Footage
4,353
-
Price/SqFt
$189
HOA
-
Association
No
Property Resources
-
Horse Property
NO
School District
-
Elementary School
N/A
-
Middle School
N/A
-
High School
N/A
Property Features
-
New Construction
NO
-
Accessibility Features
Accessible Full Bath
-
Foundation Details
Brick/Mortar, Concrete Perimeter
-
Senior Community YN
NO
-
Sewer
Septic Tank
-
Tax Lot
2
-
Water Source
Well
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Location
County
KENT
Elementary School
Middle School
High School
Listing Courtesy of Terri L Kulp , Coldwell Banker Chesapeake Real Estate Company
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AGENT
Phil Herbert
Call Phil today to schedule a private showing.
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