$ 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 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
Listing Highlights
Status
Active
Days on Site
13
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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