$649,000

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… Read More 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. Read Less

Courtesy of Terri L Kulp, Coldwell Banker Chesapeake Real Estate Company 410-778-0330

Listing Snapshot

Days Online

Last Updated

Aug 26, 2026

Property Type

Single Family Residential

Beds

Full Baths

Square Ft.

2,864

Lot Size

1.03 Acres

Year Built

2000

MLS Number

MDKE2006946

Additional Details

Property Access

Road Surface: Black Top

Appliances & Equipment

Built-In Microwave, Dishwasher, Disposal, Dryer - Electric, Dryer - Front Loading, Exhaust Fan, Extra Refrigerator/Freezer, Oven/Range - Gas, Refrigerator, Stainless Steel Appliances, Stove, Washer, Water Conditioner - Owned, Water Heater

Building

Built in 2000, Built in 2026 (effective), Living area: 2864, 2 stories, Levels: 2, Construction Materials: Vinyl Siding

Cooling

Central A/C

Doors

Sliding Glass, ENERGY STAR Qualified Door(s)

Accessibility Features

Ramp - Main Level

Exterior Features

Patio/Porch Features: Patio(s), Private Beach

Fireplaces

1 fireplace, Screen, Gas/Propane

Floors

Hardwood, Carpet, Ceramic Tile

Foundation

Crawl Space

Garage

2 spaces

Heating

Forced Air

Home Owner's Association

Association Fee: $100, Fee Frequency: Annually, Amenities: Pool - Outdoor, Golf Course, Marina/Marina Club

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

Lot

1.03 acres, Backs to Trees, Front Yard, Landscaping, Partly Wooded

Parking

Gravel Driveway

Pets Policy

Allowed: No Pet Restrictions

Property

Other structures: Above Grade, Below Grade, Garden/Lawn, Pasture, Trees/Woods

Roof

Architectural Shingle

Sewer

Private Septic Tank

Taxes

Additional parcels description:, Annual Amount: $4,695, Lot: 65, Year: 2026, Zoning: RR

Utilities

Cable TV, Propane, Water Source: Well, 200+ Amp Service

Water Features

Water Body Name: FAIRLEE CREEK

Windows

Bay/Bow, ENERGY STAR Qualified

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22400 GREAT OAK LANDING RD.

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