8999 ORCHARD DR, Chestertown, MD 21620
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8999 ORCHARD DR, Chestertown, MD 21620
8999 ORCHARD DR, Chestertown, MD 21620
8999 ORCHARD DR, Chestertown, MD 21620
8999 ORCHARD DR, Chestertown, MD 21620
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Listed by Terri Kulp • Coldwell Banker Chesapeake Real Estate Company
$ 824,900
Est. payment /mo
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8999 ORCHARD DR Chestertown, MD 21620

5 Beds

4 Baths

4,353 SqFt


Open House

Sat Jul 25, 11:00am - 1:00pm

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Detached

Listing Status Coming Soon

Purchase Type For Sale

Square Footage 4,353 sqft

Price per Sqft $189

Subdivision Orchard Hill

MLS Listing ID MDKE2006786

Style Craftsman

Bedrooms 5

Full Baths 3

Half Baths 1

HOA Y/N N

Abv Grd Liv Area 2,653

Year Built 2006

Available Date 2026-07-25

Annual Tax Amount $6,813

Tax Year 2026

Lot Size 2.230 Acres

Acres 2.23

Property Sub-Type Detached

Source BRIGHT

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 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.

Location

State MD

County Kent

Zoning RR

Rooms

Other Rooms 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 Bathroom, Half Bath

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

Main Level Bedrooms 1

Interior

Interior Features 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

Hot Water Tankless

Heating Forced Air, Heat Pump(s), Zoned

Cooling Ceiling Fan(s), Central A/C, Heat Pump(s)

Flooring Carpet, Ceramic Tile, Hardwood, Heated, Laminate Plank

Fireplaces Number 1

Fireplaces Type Fireplace - Glass Doors, Gas/Propane, Mantel(s)

Equipment 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

Fireplace Y

Window Features Double Pane,Screens

Appliance 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

Heat Source Electric, Propane - Owned

Laundry Dryer In Unit, Has Laundry, Main Floor, Washer In Unit, Lower Floor

Exterior

Exterior Feature Porch(es), Patio(s)

Parking Features Garage - Side Entry, Garage Door Opener, Inside Access

Garage Spaces 6.0

Fence Board, Partially, Rear, Wood

Pool Heated, In Ground

Utilities Available Cable TV Available, Electric Available, Phone Available, Propane

Water Access N

Roof Type Architectural Shingle

Street Surface Black Top

Accessibility Other Bath Mod, Roll-in Shower

Porch Porch(es), Patio(s)

Attached Garage 2

Total Parking Spaces 6

Garage Y

Building

Lot Description Landscaping, Front Yard, Poolside, Private, Rear Yard, Level, SideYard(s)

Story 3

Foundation Brick/Mortar, Concrete Perimeter

Above Ground Finished SqFt 2653

Sewer Private Septic Tank

Water Well

Architectural Style Craftsman

Level or Stories 3

Additional Building Above Grade, Below Grade

Structure Type Cathedral Ceilings,Dry Wall

New Construction N

Schools

School District Kent County Public Schools

Others

Pets Allowed Y

Senior Community No

Tax ID 1504023382

Ownership Fee Simple

SqFt Source 4353

Acceptable Financing Cash, Conventional, FHA, VA

Horse Property N

Listing Terms Cash, Conventional, FHA, VA

Financing Cash,Conventional,FHA,VA

Special Listing Condition Standard

Pets Allowed No Pet Restrictions


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8999 ORCHARD DR