$ 824,900
-
$824,900
Price -
5
Bed -
4
Bath -
4,353
SqFt
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About the Listing CBCE2 - 3088687
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 in-ground pool serves as the crown jewel of the outdoor space, newly upgraded with all-new mechanicals including a dedicated heater. The owners have ordered a new, heavy duty liner, perfect for pets and kids, to be installed with the closing of the pool around the end of September. 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
Listing Highlights
Status
Active
Days on Site
59
Property Type
Residential
MLS ®
MDKE2006786
Year Built
2006
Total Square Footage
4,353
Lot/Acreage
2.23
Interior Details
- Bedrooms: 5
- Bathrooms: 3 Full / 1 Half
- Appliances: Dryer - Front Loading, Oven - Double, Refrigerator, Dryer - Electric, Extra Refrigerator/Freezer, Range Hood, Stainless Steel Appliances, Washer - Front Loading, Cooktop, Dishwasher, Dryer, Exhaust Fan, Microwave, Oven/Range - Gas, Oven/Range - Electric, Stove, Washer, Washer/Dryer Stacked, Water Heater - Tankless, Water Conditioner - Owned
- Air Cond: Ceiling Fan(s),Central A/C,Heat Pump(s)
- Heating: Forced Air,Heat Pump(s),Zoned
- Fireplaces: 1, Fireplace - Glass Doors,Gas/Propane,Mantel(s),1 Fireplace
- Floor: Carpet,Ceramic Tile,Hardwood,Heated,Laminate Plank
- Above Ground Sq Ft: 2653
- Below Ground Sq Ft: 1700
- Basement: Connecting Stairway,Daylight,Full,Heated,Improved,Outside Entrance,Partially Finished,Sump Pump,Walkout Level,Windows
- Other: Kitchen - Island,Kitchen - Table Space,Dining Area,Primary Bath(s),Window Treatments,Wood Floors,Ceiling Fan(s),Kitchen - Gourmet,Walk-in Closet(s),Water Treat System,Wine Storage,2nd Kitchen,Bathroom - Walk-In Shower,Built-Ins,Floor Plan - Open,Formal/Separate Dining Room,No Pet Restrictions,Pets Allowed,Main Floor Bedrooms: 1
- Water: Well
Exterior Details
- Lot Description: Landscaping,Front Yard,Poolside,Private,Rear Yard,Level,SideYard(s),Not New Construction,Horse Property: No
- Garage Capacity: 2 car
- Parking Spaces: 6
- Zoning: RR
- Roof: Architectural Shingle
- Others: Exterior Lighting,Outbuilding(s),Very Good
- Sewer: Private Septic Tank
- Parking Features: Asphalt Driveway,Garage - Side Entry,Garage Door Opener,Inside Access,Off Street,Attached Garage,Driveway,4+ Spaces,3+ Spaces,2+ Spaces,1+ Spaces
Financial Details
- Tax Amount: $6,813
- Taxes w/Assessments: N/A
- Tax/Property ID: N/A
- Tax Year: 2026
Payment Calculator
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Questions About..
8999 Orchard Dr Chestertown, MD 21620
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