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$1,395,000
3 Beds 4 Baths
Overlooking Grove Creek, this gorgeous waterfront home is an absolute must-see! Spacious and filled with natural light, the open floor plan and vaulted ceilings give a sense of grandeur. The main level boasts a desirable primary suite with skylighted primary bath, beautiful stone fireplace, kitchen with huge island, access to multiple back decks and a relaxing sunroom with views of the creek and in-ground pool. Additional bedrooms upstairs, and large recreation room on the lower level with direct access to brick patio with hot tub that leads to the fully-fenced pool. Bonus room perfect as an office and built-in bar is perfect for entertaining. Outside you'll find a large shed, 3-car garage, and a private pier with multiple slips and boatlift.

200 Ashley Dr, Centreville

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-6665

$1,100,000
5 Beds 3 Baths
This is your opportunity to own Wye River Waterfront! A west facing, charming Cape Cod located on 2.58 acres. This home features a large updated kitchen with a spacious breakfast area, a gorgeous screened porch, family room, all providing beautiful water views. The main level also includes a primary en suite, bedroom #2, a full bath, dedicated laundry, a dining area, and expansive foyer. Some of the charm and character of this property is a result of the rustic finishes including solid would plank ceilings, a wood stove, and wood floors in much of the home. Upstairs includes 2 bedrooms with balconies, and the potential for a third bedroom. A full bath, a sitting area, and tons of storage on the 2nd floor round out this lovely home. Additionally there is a 2 car garage with storage area above or area to finish space as living space. Upgrades abound and are itemized in the documents. The outside of the home is equally impressive offering 6 ft. +/- MLW with U-shaped dock w/ 30 amp electric including current 6000 lb. lift and dual jet ski lift. Whether you choose to be outside on the water, or inside enjoying the fire, you will love this all this home has to offer.

914 Sportsman Neck Rd, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

$1,250,000
4 Beds 4 Baths
The original, central part of the house is said to date to 1740, the westerly section to the 1800’s. The easterly wing with the first floor main bedroom suite and family room above was added around 1999. This property has been owned by the same family since 1977, and updated in several respects. The land is lovely, with contour sloping down to the stream that used to power the mill serving the Bloomingdale Estate. The house sits high, thus excellent drainage. Of the 31 acres, much is wooded, providing privacy on two sides allowing for great deer and turkey hunting per the owners. Approximately eight acres are park-like grounds suitable for animals, recreation, and growing all manner of things. The main house offers four bedrooms and four bathrooms, several fireplaces, a cozy eating area by the recently updated country kitchen, the historic, comfortable “morning room” and living room, and the large family room for entertainment and games. Additional structures include two barns, the largest one housing a workshop facility with easily accessed storage space above a two-car garage, the other set up with kennels. There is a 20X40 heated pool, a grape arbor and many flower beds. All in all, a beautiful property.

111 Mt Mills Ln, Queenstown

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

$3,495,000
4 Beds 3 Baths
Welcome Home to your Eastern Shore waterfront dream property. Custom built with over 4800 square feet of living space, this property offers stunning water views and plenty of space to entertain. A true Eastern Shore gem tucked away on over five acres of land in the Bennett Point Community. Your new home was built to enjoy sunsets. Large open concept kitchen and dining area, screened in porch, first floor primary suite, Brazilian cherry floors, and three large upper level bedrooms are just some of the highlights. Large detached four car garage with potential future expansion. This home is an entertainers dream - large patio built for watching the sunset, pool with graduated entrance, and a waterfront playground with a private beach. Enjoy the serene pond in your backyard with visits from bald eagles, osprey, deer, duck, blue herons and other wild life. You will never want to leave. In addition to the waterfront acres and beautiful pond views, this home has three deep water boat slips in the community pier, two with boat lifts. The pier provides easy access to the Wye River, making it a quick trip to beautiful and popular destinations such as Saint Michaels or Kent Narrows. Truly the best of what the Eastern Shore has to offer - this stunning property provides privacy and a sense of being away from it all. Easy access to Washington DC, Annapolis, Easton, St. Michael, Baltimore, two Hours from Philadelphia, and less than 4 hours from New York. Welcome home!

3214 Bennett Point Rd, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact: (410) 991-6523

$3,500,000
4 Beds 3 Baths
Welcome to Sedgewick Farm! Create your dream farm or family compound on this spectacular waterfront farm along the shores of the majestic Wye River! This beautiful property, offered for the first time in almost 50 years, has over 55 sprawling acres with approx. one half mile of shoreline looking across to Wye Island! Horses, Farming, Hunting, Boating, Hiking, and Relaxing are all opportunities that await. Located just over 5 miles from Route 18, (near the Rt. 50/301 split) on highly sought after Bennett Point Rd. This breathtaking peninsula is in the perfect location! 20 minutes from the Bay Bridge, 1.5 hours to the Beaches, 1 hour from Washington DC or Baltimore. Call or Text Keith today for details, questions, and an opportunity to make this a dream come true!

2715 Bennett Point Rd, Queenstown

Listing courtesy of Meredith Fine Properties. Contact: (410) 822-6272

$3,500,000
4 Beds 3 Baths
Welcome to Sedgewick Farm! Create your dream farm or family compound on this spectacular waterfront farm along the shores of the majestic Wye River! This beautiful property, offered for the first time in almost 50 years, has over 55 sprawling acres with approx. one half mile of shoreline looking across to Wye Island! Horses, Farming, Hunting, Boating, Hiking, and Relaxing are all opportunities that await. Located just over 5 miles from Route 18, (near the Rt. 50/301 split) on highly sought after Bennett Point Rd. This breathtaking peninsula is in the perfect location! 20 minutes from the Bay Bridge, 1.5 hours to the Beaches, 1 hour from Washington DC or Baltimore. Call or Text Keith today for details, questions, and an opportunity to make this a dream come true!

2715 Bennett Point Rd, Queenstown

Listing courtesy of Meredith Fine Properties. Contact: (410) 822-6272

$775,000
4 Beds 3 Baths
Welcome to 121 Lyons Lane in Chestertown! This stunning property offers the best of both worlds, a waterfront private wooded setting on 3.5 acres AND located within walking distance to the quaint shops and restaurants of Chestertown! Watch the sunset over Fishing Creek from the wrap-around front porch with the Chester River and downtown in the distance. The home offers 4 bedrooms, 2.5 bathrooms and a detached studio. The living room features hardwood floors made from reclaimed wood from Camden Yards baseball stadium in Baltimore, fireplace with pretty wood mantel, crown molding and beautiful water views. The dining room features crown molding and chair rail molding, providing an elegant space for gatherings. The sunroom, with its wrap-around windows, allows you to immerse yourself in the beauty of the outdoors. The kitchen features newer stainless steel appliances, new tile flooring, and a spacious Williams Sonoma marble top island with seating. The pantry closet offers ample storage space, and the laundry mudroom area from the garage provides added convenience. The main level also includes a powder room and a primary bedroom with an en-suite bathroom, ideal for one floor living! Upstairs, you'll find three spacious bedrooms, and generously sized closets. The bathroom has recently been gorgeously remodeled and showcases a large glass shower with a picture window overlooking the water, a separate soaking tub, a dual sink vanity and designer tile. Outside, you'll discover a screened-in gazebo, perfect for enjoying outdoor dining while taking in the tranquil surroundings. A separate fully-finished studio, equipped with its own climate system, offers endless possibilities as a home office, gym, or art studio. Situated on a private lot, this home also features outdoor sheds for additional storage, in addition to the large two-car garage with storage systems. The circular driveway provides convenience and ample parking. Three separate parcels combine to make the 3.5 acres, including one perc approved lot, which offers flexibility and potential for future expansion, guest house, etc. Just under a mile away is historic Chestertown with its quaint shops, delightful restaurants, vibrant Farmer's Market, and waterfront parks - all within walking distance. The sellers have an approved permit for pier that is valid until 2024 and can convey with the property. Chestertown Marina is also approximately 1 mile away. Don’t miss this incredibly special waterfront property!

121 Lyons Lane, Chestertown

Listing courtesy of Washington Fine Properties. Contact: info@wfp.com

$3,975,000
4 Beds 6 Baths
Experience waterfront living at its finest with this impeccably crafted custom retreat nestled along the picturesque Wye River. Offering a remarkable 700 feet of riprapped shoreline and a coveted southeast exposure, this remarkable property is truly a rare gem in today's market. Situated on a stunning corner point of land, this Craftsman style home was thoughtfully designed in 2012 to maximize breathtaking views from every angle, making it an ideal year-round residence or weekend getaway. Spanning over 7,700 square feet, this extraordinary home boasts an open floor plan with lofty 10-foot ceilings throughout. The main level features a luxurious Owner's Bedroom and Living Room Suite complete with a cozy gas fireplace and built-in shelving. Additionally, there is a convenient main level Bedroom Suite perfectly suited for guests, in-laws, or an au pair, featuring delicately incorporated handicap-accessible features. Ascending either of the two staircases, you will discover two more spacious en-suite bedrooms on the upper level, all offering captivating vistas. The heart of this residence lies in its stunning Chef's Kitchen, meticulously designed for both functionality and entertainment. Gather around the expansive center island featuring exquisite black Morgan granite and seating for 8-10 guests. The kitchen is equipped with top-of-the-line appliances, including a 6-burner gas range, wall oven, built-in microwave, 2 refrigerators, 2 dishwashers, and 2 sink areas. Adjacent to the kitchen, two grand Great Room areas are separated by an impressive floor-to-ceiling stack stone wood-burning fireplace, creating an inviting atmosphere for relaxation and conversation. No detail has been overlooked in this remarkable home. The main level also boasts a two-story formal Dining Room, providing captivating water views for memorable meals. Step outside onto the side patio, perfect for alfresco dining, and take in the tranquility of the waterfront setting. Gorgeous random width, natural white oak hardwood floors grace the interior, and a two-car attached garage, along with a driveway accommodating 10+ cars, ensures ample parking for residents and guests. For the avid car enthusiast or hobbyist, a separate four-car detached garage/workshop adds even more appeal. This waterfront oasis is ideally located just off Bennett Point Road in Queenstown, offering easy access to both Annapolis and Easton, both mere 30-minute drives away. Rest easy knowing that this property boasts a high elevation and is situated outside of any flood zones. Water depth is 6 ft MLW (buyer to verify). Indulge in the ultimate waterfront lifestyle and seize this incredible opportunity to own a truly exceptional property that effortlessly blends style, comfort, and captivating natural beauty.

212 Wye Rd, Queenstown

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 643-3033

$1,099,999
3 Beds 3 Baths
Sportsmans Paradise..... 3 Bed 2.5 Bath Cape Cod nestled on 36 acres, Granite kitchen counters, stainless appliances, hard wood flooring, Open floor plan concept, mud/laundry room off the side entrance. First floor Primary bedroom, 2 bedrooms upstairs with walk in closets and a jack & jill bathroom. Spare office room on 2nd floor as well. Out back a nice patio area & fire pit overlooking your Large 40'x60'x17' pole barn with 2 lean toos and a additional storage shed. On to the rest of the 36 Acres there is a trail running back to the main wooded area, 4 different access points to the property from both roads. There is 2 stocked fishing ponds, a waterfowl impoundment, theres been lots of time, money and effort spent here improving the habitat for for wildlife, including multiple food plots of clover a fruit orchard, buffer grasses & cypress trees. This property offers great deer, turkey, and waterfowl hunting and is a sportsmans dream come true. " Buy land, there not making it anymore "

411 Pine Tree Rd, Chestertown

Listing courtesy of Taylor Properties. Contact:

$2,400,000
If you have never traveled to Wye Island, now is the time. Come see this opportunity few have the chance to accomplish. a Wye Island Waterfront Retreat. One of the few privately held properties on this 2800 acre island located in the midst of the Historic Wye River, of which, 2450 acres and 30 miles of it's shoreline are owned by the State of Maryland and are classified as an protected Natural Resource Area. This 12 Acre property, that has been maintained by it's current owner for almost 30 years offering 721' of shoreline on the Wye, a very private homesite location, that was surrounded by evergreen plantings on the perimeter and on the road frontage, that have matured to provide maximum privacy, yet left clear in the center to provide an open beautiful homesite and views to the river. This property is perc approved. The property currently has 10 acres in Ag, for reduced tax, and 2 acres in residential for the homesite. No Ag Transfer Tax should be due assuming Buyer wants to keep the same designations. This property has very deep water and is a short boat ride to St Michaels, Tilghman and the Kent Narrows. It's about 25 Minutes to the Chesapeake Bay Bridge. There is a mix of living shoreline and rip rap at the waters edge for shoreline protection. All of natures beauty abounds from this location, if you come see it, you will instantly feel your blood pressure retreat and you won't want to leave.

5 Wye Island Rd, Queenstown

Listing courtesy of Rosendale Realty. Contact: