Views - Primary on Main
Address
8999 Orchard Drive, Chestertown, MD
Price
$ 824,900
Property Attributes
- MLS#MDKE2006786
- TypeSingle Family
- Listing Status ACTIVE
- CountyKENT
- CityChestertown
- NeighborhoodOrchard Hill
- Zip21620
- StyleCraftsman
- Year Built2006
- Taxes$ 6813
- Price$ 824,900
- Bedrooms5
- Full Bathrooms3
- Half Bathrooms1
- Sqr Footage4353
- Lot Size2.23 Acres
Data Source:
Bright MLS
Property 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 homes 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
| Price History | |
|---|---|
| 7/22/2026 | Listed $824,900 |
General Features
| Living Area | 4353 |
|---|---|
| Sewer | Private Septic Tank |
| Heating | Forced Air,Heat Pump(s),Zoned |
| Cooling | Ceiling Fan(s),Central A/C,Heat Pump(s) |
| Utilities | Cable TV Available,Electric Available,Phone Available,Propane |
| Possession | Settlement |
| Roof | Architectural Shingle |
| 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,Microwav |
| Zoning | RR |
| Garage Spaces | 2.00 |
| Patio/Porch Features | Porch(es),Patio(s) |
| Architectural Style | Craftsman |
| Pool Features | Heated,In Ground |
| Construction Materials | Vinyl Siding |
| School District | KENT COUNTY PUBLIC SCHOOLS |
| Year Built | 2006 |
| Levels | 3 |
| Tax Year | 2026 |
| Ownership | Fee Simple |
| Cool Fuel | Electric |
| Accessibility | Other Bath Mod,Roll-in Shower |
| County | KENT |
| New Construction | No |
| Property Type | Residential |
| HOA | No |
| Subdivision Name | ORCHARD HILL |
| Garage Y/N | Yes |
| Water Access Y/N | No |
| Other Structures | Above Grade,Below Grade |
| Full Baths | 3 |
| Status | ACTIVE |
| Directions | From Chestertown head towards Rock Hall on Rt. 20,turn right on Orchard Drice,then an immediate left,house is on left. |
| City | CHESTERTOWN |
| Disclosures | Prop Disclaimer |
| Senior Community Y/N | No |
| Lot Size Units | Square Feet |
| Lot Size Square Feet | 97139.00 |
| Tax Assessed Value | 623867.0 |
| Tax Annual Amount | 6813.0 |
| Home Warranty Y/N | Yes |
| Property Condition | Very Good |
| Structure Type | Detached |
| Condo/Coop Association fee Y/N | No |
| Bathrooms Full Main Level | 1 |
| Bathrooms Count Main Level | 2.00 |
| Price Per Sq Ft Total AG | 310.93 |
| Acceptable Financing | Cash,Conventional,FHA,VA |
| Additional Parcels Y/N | No |
| Historic Y/N | No |
| Lease Considered Y/N | No |
| Vacation Rental Y/N | No |
| Total SQFT | 4353 |
| Location Type | Rural |
| Builder Name | DREAM HOME BUILDERS |
| Standard Status | Active |
| Year Built Source | Assessor |
| Legal Subdivision | ORCHARD HILL |
| Tax Lot | 2 |
| Association Recreation Fee | No |
Interior Features
| Interior Amenities | 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,Bathroo |
|---|---|
| Heating Fuel | Electric,Propane - Owned |
| Basement | Connecting Stairway,Daylight,Full,Heated,Improved,Outside Entrance,Partially Finished,Sump Pump,Walkout Level,Windows |
| Flooring | Carpet,Ceramic Tile,Hardwood,Heated,Laminate Plank |
| Total Fireplaces | 1 |
| Fireplace Features | Fireplace - Glass Doors,Gas/Propane,Mantel(s) |
| Hot Water | Tankless |
| Basement (Y/N) | Yes |
| Heating Y/N | Yes |
| Window Features | Double Pane,Screens |
| Fireplace Y/N | Yes |
| Above Grade Finished Area | 2653 |
| Half Baths | 1 |
| Central Air Y/N | Yes |
| Total Bedrooms | 5 |
| Below Grade Finished Area | 1700 |
| Room Type | Living Room,Dining Room,Primary Bedroom,Bedroom 2,Bedroom 3,Bedroom 4,Bedroom 5,Kitchen,Den,Foyer,Sun/Florida Room,In-Law/auPair/Suite,Laundry,Office,Storage Room,Media Room,Bathroom 1,Primary Bathro |
| Main Level Bedrooms | 1 |
| Below Grade Finished Area Unit Type | Square Feet |
| LivingAreaSource | Assessor |
| Laundry Type | Dryer In Unit,Has Laundry,Main Floor,Washer In Unit,Lower Floor |
| Below Grade Finished Area Source | Assessor |
| Bedrooms Count All Upper Levels | 4 |
| Bedrooms Count Upper Level 1 | 4 |
| Bathrooms Half Main Level | 1 |
| Bathrooms Full Upper Level 1 | 1 |
| Bathrooms Full Lower Level 1 | 1 |
| Bathrooms Full All Upper Levels | 1 |
| Bathrooms Full All Lower Levels | 1 |
| Bathrooms Count Upper Level 1 | 1.00 |
| Bathrooms Count Lower Level 1 | 1.00 |
| Bathrooms Count All Upper Levels | 1 |
| Bathrooms Count All Lower Levels | 1 |
| Above Grade Finished Area Source | Assessor |
| Above Grade Finished Area Unit Type | Square Feet |
| Total Baths | 4 |
Exterior Features
| Exterior Amenities | Exterior Lighting,Outbuilding(s) |
|---|---|
| Pool | Yes - Personal |
| Fencing | Board,Partially,Rear,Wood |
| Parking Features | Asphalt Driveway |
| Lot Features | Landscaping,Front Yard,Poolside,Private,Rear Yard,Level,SideYard(s) |
| Water Source | Well |
| Total Parking Spaces | 6 |
| Garage Features | Garage - Side Entry,Garage Door Opener,Inside Access |
| Type of Parking | Off Street,Attached Garage,Driveway |
| Land Use Code | R |
| Foundation Details | Brick/Mortar,Concrete Perimeter |
| Spa | No |
| Water View Y/N | No |
| Lot Size Acres | 2.23 |
| Road Surface Type | Black Top |
| Lot Size Source | Assessor |
| Waterfront Y/N | No |
| Door Features | Sliding Glass |
| Horse Y/N | No |
| Land Assessed Value | 112500.00 |
| Navigable Water Y/N | No |
| Water Oriented Y/N | No |
| # of Attached Garage Spaces | 2 |
| Off Street - # of Spaces | 4 |
Room Details
| Room | Dimensions | Level | Flooring | Details |
|---|---|---|---|---|
| Bathroom 1 | Lower 1 | Bathroom - Walk-In Shower | ||
| Bedroom 2 | 11 X 15 | Upper 1 | Flooring - Carpet | |
| Bedroom 3 | 10 X 13 | Upper 1 | Flooring - Carpet | |
| Bedroom 4 | 12 X 10 | Upper 1 | Flooring - Carpet | |
| Bedroom 5 | 13 X 22 | Upper 1 | Flooring - Carpet | |
| Den | Lower 1 | Flooring - Luxury Vinyl Plank | ||
| Dining Room | 11 X 12 | Main | Flooring - HardWood | |
| Foyer | Main | Flooring - HardWood | ||
| Half Bath | Main | Flooring - HardWood | ||
| In-Law/auPair/Suite | Lower 1 | Flooring - Luxury Vinyl Plank | ||
| Kitchen | 22 X 16 | Main | Countertop(s) - Granite,Kitchen - Eat-in,Kitchen - Propane Cooking,Flooring - Luxury Vinyl Plank,Built-Ins,Countertop(s) - Quartz,Double Sink,Island,Pantry | |
| Kitchen | Lower 1 | Flooring - Luxury Vinyl Plank,Kitchen - Electric Cooking | ||
| Laundry | Main | Flooring - Ceramic Tile | ||
| Laundry | Lower 1 | |||
| Living Room | 14 X 11 | Main | Flooring - HardWood,Fireplace - Other,Cathedral/Vaulted Ceiling,Ceiling Fan(s) | |
| Living Room | Lower 1 | Flooring - Luxury Vinyl Plank,Living/Dining Room Combo | ||
| Media Room | Lower 1 | Flooring - Carpet | ||
| Office | Main | Flooring - HardWood | ||
| Primary Bathroom | Main | Bathroom - Soaking Tub,Bathroom - Walk-In Shower,Countertop(s) - Quartz,Double Sink,Flooring - Luxury Vinyl Plank | ||
| Primary Bedroom | 14 X 15 | Main | Flooring - Carpet,Walk-In Closet(s) | |
| Storage Room | Lower 1 | Flooring - Concrete | ||
| Sun/Florida Room | Main | Balcony Access,Flooring - Luxury Vinyl Plank |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 21620
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