22400 Great Oak Landing Rd., Chestertown, MD 21620

$649,000
4
BD
3
BA
2,864
SqFt

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List Price
$649,000
Days on Market
1
Status
ACTIVE
MLS#
MDKE2006946
Bedrooms
4
Bathrooms
3
Full Baths
3
Living Area
2,864
Lot Size (Acres)
1.03
Style
Traditional
Year Built
2000
County
Kent
School District
Kent County Public Schools

Property Description

Welcome to this beautifully crafted home in the water-oriented community of Great Oak Estates, just outside of Chestertown on Maryland’s Eastern Shore. Nestled in a peaceful setting that backs to woods alive with songbirds and butterflies, this high-quality residence offers an easy-flow floor plan designed for both lively gatherings and quiet private moments. A soaring two-story foyer greets guests and opens to the living room and family room, the latter featuring built-in cherry cabinets and a cozy propane fireplace. The formal dining room connects seamlessly to the kitchen and an additional casual dining space, making entertaining effortless. The kitchen showcases handmade cherry cabinetry and a brand-new refrigerator. Hardwood floors run throughout the main living areas, while brand-new carpeting softens every bedroom. On the main level, the primary suite includes its own bathroom, a walk-in closet, and plantation shutters. A second main-floor bedroom (ideal as a guest room or home office) shares convenient access to the hall bath. Completing the first floor are a large walk-in pantry and a laundry room outfitted with a brand-new washer and dryer. Upstairs you’ll find two additional spacious bedrooms, each with its own walk-in closet, plus a full bathroom. An oversized walk-in attic provides abundant storage or the perfect opportunity to create a bonus room or extra living space. Dual zone HVAC provides comfort from a newer lower level unit and an upper unit replaced in 2026. Complete roof replacement was completed in 2026 as well. A voluntary HOA opens the door to the amenities of Safe Harbor Great Oak Landing Marina—private beach area, pool, 9-hole golf course, and more. Simply walk or hop in a golf cart to reach the marina and enjoy all the water-oriented lifestyle this community has to offer. You’re also minutes from Rock Hall, with its additional marinas, charter boats, shopping, and restaurants. Less than 10 minutes away lies Chestertown and Washington College, along with more shopping, dining options, a hospital, and a wonderful Saturday morning Farmers Market, and much more. Whether you’re seeking a full-time residence or a relaxing Eastern Shore getaway, this home delivers quality craftsmanship, flexible living spaces, and convenient access to the best of Great Oak Estates and the surrounding area.

Additional Information

Subdivision
Great Oak Estates
Taxes
$4695
HOA Fee
$100
HOA Frequency
Annually
Stories
2
Interior Features
Breakfast Area, Floor Plan - Traditional, Attic, Built-Ins, Carpet, Ceiling Fan(s), Entry Level Bedroom, Formal/Separate Dining Room, Kitchen - Eat-In, Pantry, Primary Bath(s), Recessed Lighting, Walk-in Closet(s), Water Treat System, Window Treatments, Wood Floors
Amenities
Pool - Outdoor, Golf Course, Marina/Marina Club
School District
Kent County Public Schools
High School
Kent County
Fireplaces
1
Fireplace Description
Screen, Gas/Propane
Flooring
Hardwood, Carpet, Ceramic Tile
Garage
Yes
Garage Spaces
2
Exterior Features
Private Beach
Community Amenities
Pool - Outdoor, Golf Course, Marina/Marina Club
View
Garden/Lawn, Pasture, Trees/Woods
Heating
Forced Air
Heating Fuel
Electric, Propane - Owned
Cooling
Central A/C
Roof
Architectural Shingle
Utilities
Cable TV, Propane
Water
Well
Sewer
Private Septic Tank
Room Level
Bedroom 4: Upper 1, Kitchen: Main, Primary Bedroom: Main, Breakfast Room: Main, Laundry: Main, Bedroom 3: Upper 1, Dining Room: Main, Family Room: Main, Foyer: Main, Bedroom 2: Main, Bathroom 3: Upper 1, Attic: Upper 1, Living Room: Main, Primary Bathroom: Main

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Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact: