9 Unique Homes on the Market in Maryland

Welcome to your private oasis! This charming home boasts mature landscaping that provides both beauty and privacy on a large corner lot. This custom built Cape Cod offers a first floor primary suite, living room with fireplace and built ins, formal dining room and a kitchen with granite counters and updated appliances.

Listing details: There’s an open area on the 2nd level ideal for reading or watching TV. Plus 2 more bedrooms and an office. Enjoy the serene ambiance from the large deck, overlooking a picturesque pond with not one, but two enchanting waterfalls. The soothing sound of cascading water creates a tranquil atmosphere, perfect for relaxation and unwinding. This property is a true retreat, offering an idyllic escape right in your backyard. Located just minutes from Chestertown’s historic district.

This 2007 custom-built home sits on a .37-acre corner lot in the desirable Mile Tree Village neighborhood. Offering single- floor living with abundant natural light, the open floor plan features cathedral and vaulted ceilings in the main living area and master bedroom. Highlights include maple flooring, a gas fireplace, ample storage, an oversized two-car garage, and both front and side porches.

Listing details: The large rear patio has an awning and a custom stone terrace with a waterfall fountain. The home is equipped with like-new stainless appliances, an induction cooktop, double wall ovens, granite and Corian counters, and a luxurious primary bathroom with a soaking tub and walk-in shower. Additional amenities include a security system, whole-house generator, surround sound, central vacuum, solar panels (owned and leased), and professional landscaping with an in-ground watering system. Conveniently located near schools, parks, and downtown Chestertown. PRICE REDUCED!

Discover Tranquil Elegance in Valentine Creek Nestled in the serene community of Valentine Creek, this exquisite detached home offers a perfect blend of privacy and luxury. Set on a picturesque 1-acre lot, the property boasts tranquil views of lush woods and abundant wildlife, providing a peaceful retreat from the everyday hustle.

Listing details: Home Features: Bedrooms & Bathrooms: This spacious residence features 4 generously sized bedrooms and 4.5 beautifully renovated bathrooms. The main level hosts a primary suite with an expansive ensuite bathroom, showcasing a modern walk-in shower adorned with unique contemporary tile decor. A pellet stove in the hallway adds a touch of warmth and coziness to this level. Large drive way and garage for toys. No HOA. Smiths Marina is a short 5 min dr/25 min walk. Out to the Severn River for those Boaters and commuting is an ease with RT50, RT97, RT3-301 all near by!

Beautiful 3477 SF home with 4 Bedrooms and 3.5 bath with water views and just a quick 1/2 block walk to the private community marina! Covered front porch, open kitchen/dining/family room is set up for entertaining and includes a butler bar. There is also a convenient private office on the main level. Many upgrades and custom features were incorporated in this home – a fireplace with optional built-in shelving and a walk-in pantry off of the kitchen. Two-car garage and abutting mudroom entrance on the main level and each bedroom can fit a King sized bed.

Listing details: Convenient upper level laundry room and an upper level bonus gathering space – think 2nd family room! This bonus space could easily be converted to a 5th bedroom, if desired. The attractive exterior Hardie Plank siding with a stone accents. The prime location makes it easy to walk, ride your bike or cruise in your golf cart to enjoy all of the community amenities including a baseball field, basketball, volleyball, tennis and pickleball courts, a sandy beach with a netted swimming area, picnic areas, a private community-only marina with a boat ramp, kayak rack, multiple playgrounds, community sponsored social activities and more! Excellent location for commuting to DC or Baltimore, tons of shopping options, restaurants, doctors/medical offices, the library, county parks and blue ribbon schools! Enjoy the lifestyle of this community surrounded by waterfront amenities!. Designed by award-winning Taylor Hart Design

This beautiful home is a peaceful sanctuary minutes from charming downtown North East.

This home is truly amazing. Inspired by Frank Lloyd Wright. four panel folding glass door wall to the patio. Amazing one of a kind pivoting wood front door. Screened house with kitchen and water and electricity.

Listing details: Boat lift and slide on the pier. The community also has a beach and playground with basketball court. If you are interested in a high end waterfront, you owe it to yourselves to view this wonderful property. 8 feet plus water depth at the end of the pier.

Welcome to this stunning Eastern Bay waterfront home in the coveted Bennett Point community! This custom-built masterpiece offers impressive water views, abundant space for entertaining, and a private beach, making it an Eastern Shore gem you won’t want to miss. Four spacious bedrooms, a large patio, a pool, and a waterfront playground.

Listing details: Recent upgrades include a new 50-year roof with architectural shingles on both buildings and the breezeway, HVAC system comes with a 10-year warranty, and the new roof includes a 50-year non-prorated warranty on materials and a 5-year labor warranty on both buildings. New gutters with gutter helmets have been installed

Discover a waterfront haven on the Wye River with over 2 acres of luxury living just across from Wye Island. This meticulously renovated residence offers over 8,000 sqft of grandeur and comfort, featuring multiple living areas, a gourmet kitchen, formal dining room, library, and a luxurious primary suite.

Listing details: Recent high-end renovations seamlessly blend modern sophistication with timeless charm, including upgraded appliances, custom wallpaper, chandeliers, and hardwood floors. Breathtaking river views greet you from every room, while outdoor spaces boast landscaped gardens, a private dock, waterfront patio, and an Olympic-sized swimming pool with panoramic water views. Nestled on a private corner of Wye Road in Queenstown, this property offers both privacy and security with easy access to amenities, making it the epitome of waterfront luxury living on Maryland’s Eastern Shore. Schedule a tour today to experience the captivating grandeur of 200 Wye Road.

Exceptional Custom Colonial with 135 ft waterfront! Gardens Galore, with the most beautiful sunsets on the Chesapeake bay, watch the ships from around the world go buy! Soaring 2 story foyer & living room with 19 ft. barreled ceilings.

Listing details: This house was made for entertaining! Many custom features, surround sound, 3 zone heating, hardwoods, irrigation, all brick, too many to list! 13 miles to bridge!