22400 Great Oak Landing Rd., Chestertown, MD 21620
Local realty services provided by:Better Homes and Gardens Real Estate GSA Realty
22400 Great Oak Landing Rd.,Chestertown, MD 21620
$649,000
- 4 Beds
- 3 Baths
- 2,864 sq. ft.
- Single family
- Active
Listed by: terri l kulp
Office: coldwell banker chesapeake real estate company
MLS#:MDKE2006946
Source:BRIGHTMLS
Price summary
- Price:$649,000
- Price per sq. ft.:$226.61
- Monthly HOA dues:$8.33
About this home
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....
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Home facts
- Year built:2000
- Subdivision & Development:GREAT OAK ESTATES
- Listing ID #:MDKE2006946
- Added:1 day(s) ago
- Updated:August 24, 2026 at 01:53 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:3
- Flooring:Carpet, Ceramic Tile, Hardwood
- Dining Description:Dining Room, Formal/Separate Dining Room
- Bathrooms Description:Bathroom 3, Primary Bath(s), Primary Bathroom
- Kitchen Description:Breakfast Area, Built-In Microwave, Built-Ins, Carpet, Dishwasher, Disposal, Exhaust Fan, Extra Refrigerator/Freezer, Kitchen - Eat-In, Oven/Range - Gas, Pantry, Recessed Lighting, Refrigerator, Stainless Steel Appliances, Stove, Water Heater
- Bedroom Description:Carpet, Entry Level Bedroom, Primary Bedroom, Walk In Closet(s)
- Living area:2,864 sq. ft.
Heating and cooling
- Cooling:Central A/C
- Heating:Electric, Forced Air, Propane - Owned
Structure and exterior
- Roof:Architectural Shingle
- Year built:2000
- Building area:2,864 sq. ft.
- Lot area:1.03 Acres
- Lot Features:Backs to Trees, Front Yard, Landscaping, Partly Wooded, Suburban
- Architectural Style:Traditional
- Construction Materials:Vinyl Siding
- Exterior Features:Patio(s), Private Beach
- Foundation Description:Crawl Space
- Levels:2 Stories
Schools
- High school:KENT COUNTY
Utilities
- Water:Well
- Sewer:Private Septic Tank
Finances and disclosures
- Price:$649,000
- Price per sq. ft.:$226.61
- Tax amount:$4,695 (2026)
Features and amenities
- Laundry features:Dryer - Electric, Dryer - Front Loading, Laundry, Washer
- Amenities:200+ Amp Service, Attic, Bay/Bow Windows, Built-Ins, Cable TV, Carpet, Ceiling Fan(s), Recessed Lighting, Water Treat System, Window Treatments
Parking
- Parking description:Attached Garage, Built In, Garage - Side Entry, Garage Door Opener, Gravel Driveway, Inside Access
- Garage:Yes
- Garage spaces:2
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