USAMDChestertownOrchard Hill8999 Orchard Dr

$824,900

For Sale

19 days ago

8999 Orchard Dr, Chestertown, MD

Name: 8999 Orchard Dr, For Sale in Chestertown - eXp Realty
Brand: Coldwell Banker Chesapeake Real Estate Company
SKU: MDKE2006786
Price: 824900 USD

House

MLS® MDKE2006786

5 Bed

4 Bath

4353 sqft

2 Parking

Key Facts
Description
Rooms
Map

Key Facts

Type Single Family Residence

Levels Residential

Size 4353 sqft

Garage Yes

Taxes $6,813

Days Active 16

Lot Size 2.23 Acres

Approx. Age 2006

Avg. Price Per Sqft $189

MLS® Number MDKE2006786

Property Address: 8999 Orchard Dr, CHESTERTOWN, MD, 21620-3407

Average square foot calculated using Size range provided by listing agent.

Description

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

MLS® NumberMDKE2006786

Laundry LevelMain

Central VacNo

FireplaceYes

Acreage

Exterior

GarageYes

Approx. Age2006

BasementConnecting Stairway, Daylight, Full, Heated, Improved, Outside Entrance, Partially Finished, Sump Pump, Walkout Level, Windows

DrivewayAsphalt Driveway, Off Street, Attached Garage, Driveway

Garage Spaces

HeatForced Air, Heat Pump(s), Zoned, Electric, Propane - Owned

A/CCeiling Fan(s), Central A/C, Heat Pump(s), Electric

Extras

Price History

-End Date

Not Sold YetSold Price

For Sale

Jul 22, 2026List Date

$824,900List Price

Commute

Commute

Starting Address

Destination Address

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