8999 Orchard Dr, Chestertown, MD 21620
Local realty services provided by:Better Homes and Gardens Real Estate Valley Partners
8999 Orchard Dr,Chestertown, MD 21620
$824,900
- 5 Beds
- 4 Baths
- 4,353 sq. ft.
- Single family
- Active
Listed by: terri l kulp
Office: coldwell banker chesapeake real estate company
MLS#:MDKE2006786
Source:BRIGHTMLS
Price summary
- Price:$824,900
- Price per sq. ft.:$189.5
About this home
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.
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Home facts
- Year built:2006
- Listing ID #:MDKE2006786
- Added:5 day(s) ago
- Updated:July 28, 2026 at 01:58 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Flooring:Carpet, Ceramic Tile, Hardwood, Heated, Laminate Plank
- Dining Description:Dining Area, Dining Room, Formal/Separate Dining Room
- Bathrooms Description:Bathroom 1, Half Bath, Primary Bath(s), Primary Bathroom
- Kitchen Description:2nd Kitchen, Built-Ins, Cooktop, Dishwasher, Exhaust Fan, Extra Refrigerator/Freezer, Kitchen - Gourmet, Kitchen - Island, Kitchen - Table Space, Microwave, Oven - Double, Oven/Range - Electric, Oven/Range - Gas, Range Hood, Refrigerator, Stainless Steel Appliances, Stove, Water Heater - Tankless, Wine Storage
- Bedroom Description:Primary Bedroom, Walk In Closet(s)
- Basement:Yes
- Basement Description:Connecting Stairway, Daylight, Full, Heated, Improved, Outside Entrance, Partially Finished, Sump Pump, Walkout Level, Windows
- Living area:4,353 sq. ft.
Heating and cooling
- Cooling:Ceiling Fan(s), Central A/C, Heat Pump(s)
- Heating:Electric, Forced Air, Heat Pump(s), Propane - Owned, Zoned
Structure and exterior
- Roof:Architectural Shingle
- Year built:2006
- Building area:4,353 sq. ft.
- Lot area:2.23 Acres
- Lot Features:Front Yard, Landscaping, Level, Poolside, Private, Rear Yard, Rural, SideYard(s)
- Architectural Style:Craftsman
- Construction Materials:Vinyl Siding
- Exterior Features:Exterior Lighting, Outbuilding(s), Patio(s), Porch(es)
- Foundation Description:Brick/Mortar, Concrete Perimeter
- Levels:3 Story
Utilities
- Water:Well
- Sewer:Private Septic Tank
Finances and disclosures
- Price:$824,900
- Price per sq. ft.:$189.5
- Tax amount:$6,813 (2026)
Features and amenities
- Laundry features:Dryer, Dryer - Electric, Dryer - Front Loading, Dryer In Unit, Has Laundry, Laundry, Washer, Washer - Front Loading, Washer In Unit, Washer/Dryer Stacked
- Amenities:Built-Ins, Cable TV Available, Ceiling Fan(s), Double Pane Windows, Electric Available, Phone Available, Water Treat System, Window Treatments
- Pool features:Heated, In Ground
Parking
- Parking description:Asphalt Driveway, Attached Garage, Garage - Side Entry, Garage Door Opener, Inside Access, Off Street
- Garage:Yes
- Garage spaces:2
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