Exquisite Wye River Waterfront Estate | 3021 Bennett PointSet on more than five tranquil acres with deep water and over 900 feet plus of protected shoreline, this custom-built waterfront residence new finished square footage 7,129 feet offers timeless design, enduring quality, and a setting unlike any other. With five full en-suites and newly finished spaces for a second family room & kitchenette, it provides flexibility for multi-generational living or exceptional guest accommodation.Originally built in 1981 and completely reimagined in 2006, every detail reflects craftsmanship and artistry. A gated entry and private drive lined with seasonal blooms lead to a circular drive and covered brick porch, where glass entry doors open to reveal soaring vaulted ceilings, skylights, and a wall of windows framing the breathtaking Wye River views.Throughout the home, custom cherry millwork elevates fireplaces, built-ins, and displays with warmth and richness. At the heart of the open floor plan, the gourmet kitchen is outfitted with Alder cabinetry, Sub-Zero refrigeration, three wall ovens, a five-burner cooktop with grill, and a warming oven—designed for both entertaining and everyday living. Formal dining beneath a vaulted ceiling, casual meals at the breakfast bar, or dining al-frescos on the composite deck all capture sweeping water views.Outdoors, cascading deck stairs open to a lush lawn and private pier with boat lift in deep water, offering endless opportunities for boating, kayaking, and sunrise views.Inside, thoughtfully designed spaces accommodate every lifestyle need. A professional office with private entry is ideal for working from home, while a separate en-suite suite with private stair access provides perfect quarters for guests or an au pair. The main-level primary suite features soaring ceilings, panoramic river views, and a spa-inspired bath with onyx floors, jetted tub, walk-in shower, and dual vanities. Upstairs, two additional en-suites and a cedar closet complete the private wing.The walk-out lower level expands the living experience with a recreation room, gas fireplace, full daylight windows, a full bath, and covered patio access. Flex rooms, abundant storage, and a generously sized workshop/studio make the home as practical as it is luxurious. In addition, there is 776 sq. in basement that could be finished if necessary or used as storage.This is a residence where design, quality, and setting converge to create a lifestyle of rare distinction. Welcome to your home, 3021 Bennett Point on the Wye River.

Well-Appointed Waterfront Home on 2.58 Acres with Spectacular ViewsPrivate & exceptional design and craftsmanship define this magnificent custom-built waterfront residence, offering three finished levels of refined luxury and breathtaking water views from nearly every room. Perfectly sited on 2.58 acres along picturesque Winchester Creek and the Chester River, this home includes its own private sandy beach — a rare and unique offering.Step through the welcoming 8-foot leaded glass double doors into a grand foyer where soaring ceilings, walls of glass, and wide-planked walnut floors create a sense of openness and light. The sun-drenched great room features an 18-foot custom fireplace and opens effortlessly to a fabulous heated screened porch and expansive decks overlooking the water—complete with remote-controlled shades and a retractable roof. This home is not only well maintained, also amazing up-dates throughout.The gourmet kitchen is both beautiful and functional, designed for serious cooks and entertainers alike. It boasts high-end appliances, custom cabinetry, propane cooking, a walk-in pantry, double refrigerators, and a butler’s pantry for additional prep and storage. Recent updates include fresh paint and stunning new counters, giving the space a crisp, contemporary look.The main-level primary suite serves as a luxurious retreat, featuring his-and-her walk-in closets, a beautifully refinished bath with dual vanities, and an oversized glass walk-in shower. Also on the first floor are a private library/office, a formal dining room, a breakfast room, and an attached two-car garage—creating the perfect, functional layout for everyday living.Upstairs, the second level offers three spacious bedrooms, two full baths, a large family room with access to an upper deck, and a finished bonus room over the garage—ideal as a playroom, hobby space, or sixth bedroom. The third floor is a showstopper, featuring a stunning guest suite with a fully renovated bath and a private theater room with surround sound—perfect for movie nights or entertaining guests.Outdoors, the setting is every bit as impressive as the home itself. Positioned on a point with sweeping views of the creek, river, and bay, this property includes beautifully landscaped grounds, irrigation systems, and a sandy beach with protected shoreline. Enjoy access to a dedicated boat slip (number 2) and jet ski lift at the nearby community marina, just steps from your door.The 18.5’ Aqua Spa offers a heated 18’ lap pool with a four-seat jet spa—ideal for year-round relaxation. Additional highlights include a whole-house generator, propane heat (two underground tanks), four central HVAC units (three recently replaced), motorized Silhouette blinds, an attached storage shed, and meticulous attention to detail throughout. Every element of this home reflects thoughtful maintenance and superior quality.Conveniently located near the Cross Island Trail, restaurants, shopping, gyms, golf courses, and the Bay Bridge, this extraordinary home combines elegance, comfort, and the best of Eastern Shore waterfront living.Come experience it for yourself—create your own waterfront lifestyle.

Waterfront Living at Its Finest!This beautifully renovated home offers stunning water views from most rooms, creating a serene retreat filled with natural light. The gourmet kitchen with breakfast area flows seamlessly into the dining room and spacious living areas, perfect for both entertaining and everyday living.Inside, you’ll find four bedrooms, two full baths, and two half baths, along with hardwood floors throughout most of the house, vaulted ceilings, and two fireplaces adding warmth and charm. A versatile sunroom/playroom with heat and air opens directly to the outdoor space, extending your living options year-round.Enjoy the outdoors from your private pier on Shipping Creek, complete with a boat lift, or watch the abundant wildlife from the comfort of your oversized living space with large windows providing much light to look at rivers and trees and much more. Kayak, fish, or simply relax by the water’s edge.The property also includes a two-car garage, expansive windows that showcase the view, and thoughtfully designed spaces that balance elegance with comfort.

Discover luxurious living in this exceptional 5-bedroom, 4-bathroom home nestled on a full acre in an exclusive water access community. This meticulously crafted residence seamlessly blends elegant design with modern comfort, offering the perfect retreat for those seeking both tranquility and sophistication. The expansive one-acre lot offers endless possibilities for outdoor enjoyment, including gardening, relaxing on the rooftop deck, or sitting under the ceiling fans on the large front porch. Each of the five spacious bedrooms offers comfort and style, while four full bathrooms feature premium tile work, modern vanities, and spa-like amenities. All the while, enjoying the water access community amenities that offer boating, fishing, and waterfront recreation just moments from your doorstep. Easy access to local restaurants, shopping, and major roadways.

Nestled along the serene banks of Coxes Bay, this contemporary home was thoughtfully designed to blend comfort, luxury and the tranquility of nature. Spend the warmer months crabbing, fishing, boating, jet skiing and kayaking off your private pier with 3+ feet mean low water. Within minutes by boat, Cox Creek meets the Eastern Bay for easy access to the Chesapeake Bay or the Narrows. As you approach the front door the views looking in are breathtaking. You'll find yourself entering the bright and airy kitchen with quartz countertops equipped with a 6 burner gas stove, wall oven and high end advantium oven. The oversized island with farmhouse sink creates a warm and welcoming space. The open concept living room features a 4 pane Anderson sliding pocket door to open up this space into an open air living room that leads to the waterfront screened porch. Built to be enjoyed year round with heated tile floors and a retractable screen door wall, you'll never want to leave this space. On the far end of the living room sits a wet bar with built in wine refrigerator and nugget ice maker, perfect for entertaining for all seasons. The first floor features a half bath, and luxurious primary suite with a walk in closet, en suite bathroom with walk in red light therapy shower and dual vanities. A spacious laundry room connects to the primary en suite. Upstairs you'll enjoy expansive views from both oversized bedrooms with sprawling closet spaces. Tesla charger is owned, and has the capability to be set up to work as a whole house generator. No detail was spared in this home built with a combination of metal roofing and architectural shingles, high end everlast siding, instant hot water heater, 400 series Anderson windows and so much more. Well and septic are brand new. With its contemporary comfortable design, high-end technologies and stunning water views, it promises and unparalleled living experience.

Beautiful Custom-Built Home with Income Potential or Multi-Generational LivingBuilt in 2019, this stunning custom home offers over 5,100 square feet of finished living space with room to expand. Perfectly situated on a beautiful lot backing to open farmland, this property combines modern comfort with peaceful rural views.Inside, you’ll find a gourmet kitchen featuring granite countertops, stainless steel appliances, center island, and a spacious open layout that flows into the family room with a gas fireplace and designer accent wall. The main level includes a formal dining room, breakfast area, a full bath room and a flexible spa room that could serve as a first-floor bedroom or home office.The upper level of the main home features three bedrooms and three full baths, offering plenty of space and privacy.Step outside to enjoy the screened porch, paver patio with hot tub, and a covered gazebo, all overlooking the fenced backyard—ideal for entertaining or relaxing.Car enthusiasts and hobbyists will appreciate the three-car garage, with one bay currently used by tenants of the apartment above the garage. This property includes two one-bedroom apartments with separate entrances, making it an excellent choice for multi-generational living or income-producing opportunities to help support your mortgage.With its thoughtful design, quality upgrades, and versatile layout, this home offers an exceptional blend of luxury, flexibility, and value.

Welcome to this beautifully maintained residence in the amenity-rich community of Kingsport in Annapolis. Tucked into a picturesque neighborhood known for its scenic walking paths, swimming pool, tot lots, community pier, kayak storage, tranquil ponds with fountains, and lush landscaping, this home offers an exceptional lifestyle both inside and out.Lovingly cared for by its original owners, this gem is now ready for its next chapter. From the moment you arrive, you'll be captivated by the charming front porch and the professionally landscaped yard, supported by an extensive irrigation system. Step inside to discover soaring ceilings, gleaming hardwood floors, and elegant moldings that highlight the home's architectural character.The main level is thoughtfully designed for both everyday living and entertaining, featuring formal living and dining rooms, a spacious kitchen with ample cabinetry and workspace, a dedicated office, a convenient laundry room, and a bright sunroom overlooking the peaceful backyard.Upstairs, you will find four generously sized bedrooms, including an impressive primary suite with tray ceilings, panoramic windows, and dual walk-in closets. The en suite bath is a true retreat, offering both space and style.The fully finished lower level is a true standout, offering endless flexibility with a game room, music room, fitness area, workshop/storage space, and a full bath. The addition of a full egress walkout provides direct access to the beautifully designed paver patio and backyard—ideal for outdoor enjoyment.Ideally located just minutes from shopping, downtown Annapolis, the U.S. Naval Academy, and offering easy access to Washington, D.C., and Baltimore, this home combines lifestyle, location, and luxury. Don’t miss the opportunity to make it yours.

Welcome to 3423 Pocahontas Drive in Edgewater—an elegant K. Hovnanian home built in 2016 with thoughtful upgrades and custom details throughout. This spacious 4-bedroom, 3.5-bath residence features a gourmet kitchen with granite countertops, travertine backsplash, stainless steel appliances, a large center island, and a dining area that opens to the two story family room with a gas fireplace. The main level also offers formal living and dining rooms, a private home office, and a convenient half bath.Upstairs, the impressive primary suite includes a custom walk-in closet designed by My Closet Guys and a luxury ensuite bath with a soaking tub, double sinks, and a separate shower. Three additional bedrooms share a well-appointed full bath. Laundry area is also conveniently located on the second floor.The partially finished lower level provides a large recreation area, full bathroom, storage room, and utility space with the potential for additional living space/bedroom/home gym and a double slider walk out. A perfect space for guests, in-laws or a nanny.The fenced rear yard offers privacy and backs to the Chesapeake Bay Critical Area. Enjoy outdoor living on the beautiful flagstone patio with a gas line ready for your grill—perfect for entertaining this fall.Additional features to the home include 9' ceilings, a full house fire suppression system, dual hot water heaters, upgraded carpet and padding, upgraded basement flooring, exterior irrigation system, extensive landscaping and hardscaping.

Beautiful waterfront property in Chester that is so unique in every way offering five levels that starts off with the first level two car garage, spacious carport outside and huge laundry room , half bath and storage area inside* Second level has front door entrance to foyer as well as the connecting stairs from first level, beautiful family room with a gallery of windows offering expansive views of the water, FP with smart TV above that stays and a half bath* Third story includes the gourmet kitchen w/ss/appliances, expansive breakfast bar, a pantry and plenty of cabinetry that would be the envy of any chef, gleaming HWD floors, dining room w/sliding doors to balcony w/covered roof for your outside grilling while enjoying your scenic views. The kitchen and dining area actually overlook the family room area* There is also a spacious bedroom with full bath. The fourth floor has your private/office* Your Fifth floor has your elegant primary bedroom with full bath that includes a soaking tub and separate shower with glass doors, a laundry room connected to bedroom and enormous walk-in closet. You can walk out of this bedroom to your covered balcony where the water views are incredible. The rest of the balcony actually surrounds the bedroom. There is a second large bedroom with full bath on this floor* There is a full house generator and a pier to the water,

Welcome to this beautiful Saddlebrooke home built by Koch Homes. You will love the location on a quiet street near the community pool, clubhouse and two playgrounds! Enjoy the level backyard for outdoor activities and the new composite deck for entertaining. The two story entrance welcomes you to this open floor plan with 9' ceilings on the first floor. The main level hardwoods have been refinished with a fresh light finish throughout. On this floor you'll find the living room, dining room, family room, kitchen, laundry and a study with a newly expanded full bathroom! This room is also a perfect guest suite. The open floor plan creates a seamless flow between the spacious kitchen, dining and living areas. The kitchen features updated cabinets with stylish glass fronts and modern hardware. The second floor offers 4 bedrooms and 2 baths including a generous sized primary suite with 2 walk-in closets and a large en-suite bath with a soaking tub, separate shower and double vanity. The home includes a finished basement featuring a bedroom, full bath, kitchenette, family room and a generous storage space. Additional highlights include Andersen windows, irrigation, HVAC 2025: Trane gas furnace and AC , 75 gallon gas hot water heater, fireplace gas logs 2023. Offers easy access to MD 32, I-97, Rt 50; Ft. Meade, Annapolis, Baltimore and DC.