4 Bedroom homes for sale & real estate in Chestertown, MD

4 Bedroom Homes for Sale in Chestertown, MD

If you’ve been looking for a home you can truly make your own, this is the opportunity. This property offers a large, open floor plan with all the square footage and layout you’ve been wanting. It simply needs the right buyer to bring it back to life. Inside, you’ll find a dedicated office, a formal dining room, and an expansive kitchen and family room that make everyday living and entertaining effortless. Upstairs, all 4 bedrooms are generously sized, including a massive primary suite complete with a large bathroom and a huge walk-in closet. The full basement offers even more potential — whether you envision a rec room, gym, theater, or additional living space, it&r

4 Bedroom Homes for Sale in Chestertown, MD

This home has been meticulously maintained and is located in the heart of everything Rock Hall has to offer! The 2 story entrance foyer with tile floors is just the beginning of the surprise you will find in this special, 2,900+/- square foot, home. There are 4 bedrooms, 3.5 baths, a large living room with cathedral ceiling, 2 bedrooms upstairs and 2 bedrooms down, heat pump and mini-split systems for heating and cooling and is move in ready!! A free standing propane stove will help take the chill off during the cooler months. The dining area is just off the kitchen with great views from the large picture window. The kitchen offers all of the major appliances. The laundry room is also a v

4 Bedroom Homes for Sale in Chestertown, MD

Welcome to 233 Northfield Way - A True North Brook Beauty! This stunning Colonial in the highly sought-after North Brook community offers over 3,300 sq. ft. of true living space, beautifully maintained and filled with natural light. As you arrive, you’ll notice the mature landscaping that perfectly complements this home’s curb appeal. Step inside to an inviting open floor plan, to the right, a main-level office with custom built-ins and a large bay window, and to the left, a spacious living and dining room combination, ideal for entertaining. The heart of the home is the gorgeous kitchen, featuring a large island with cooktop, wall oven/microwave combo, tile floors, granite coun

4 Bedroom Homes for Sale in Chestertown, MD

Vintage home with lots of original details retained. 3 Staircases, 3 original fireplaces and a very grand front foyer and staircase give this home so much character! Current owners have updated it lovingly throughout. Enter through the spacious back yard, into a welcoming mudroom with a full bath on the main floor to your left and then into the updated and cozy kitchen with new dishwasher, LVP flooring, complete with the cutest back stair case! The staircase leads up to a separate home office, craft room, den, or 4th bedroom. Also downstairs is a main floor bedroom, a nice size dining room with decorative fireplace and parquet flooring, and a Living room with new carpet, and a new pellet

4 Bedroom Homes for Sale in Chestertown, MD

Welcome Home to This Stunning Custom-Built Home in Lently Farms, just outside of Centreville! Offered for the very first time, this lovingly designed home is nestled on a full acre in the sought-after Lently Farms community. Surrounded by mature trees and natural beauty, this 2,784 sq. ft. home offers timeless charm, thoughtful design, and plenty of space to make your own. Step inside to a traditional foyer with a formal living room (or den) to the right and a formal dining room to the left. The heart of the home features a cozy kitchen with an eat-in area that flows into the cozy family room with a raised hearth custom brick wood burning fireplace and small bar area with sink in family roo

4 Bedroom Homes for Sale in Chestertown, MD

The San Domingo offers nearly 3,500 sq. ft. of thoughtfully designed living space, blending timeless architecture with the waterfront lifestyle of Maryland’s Eastern Shore. Set on a . 869-acre lot with 78 feet of direct Corsica River frontage, this 4-bedroom, 3.5-bathroom home pairs elegant design with the natural beauty of its surroundings. The main level is designed for connection and comfort, featuring a gourmet kitchen, spacious dining area, and multiple gathering rooms that open seamlessly to the outdoors. Large windows frame sweeping river views, filling the home with natural light. A detached garage preserves the home’s curb appeal and sightlines, creating a private court