Queenstown MD Real Estate & Homes for Sale

This is the quintessential Eastern Shore Waterfront Estate to turn into your legacy property. Sitting on over 12 acres just minutes from the Bay Bridge, this substantial craftsman built in 1914 once served as the primary residence for one of the lead engineers for the Pentagon, Jefferson Memorial, and other DC marvels due to its balance of proximity to the city and quality of life. Lifestyle amenities have improved since then with nationally renowned Queenstown Harbor Golf Resort and the marinas/dining options in Kent Narrows all minutes away. Privacy is paramount here with a wooded and gated entry lane but without sacrificing access due to the exit on Route 50 still less than a mile away. The sweeping views here are unmatched with the protected lands of Eastern Neck Wildlife Refuge across the Chester from the residence also guaranteeing this peace and tranquility for years to come. The home itself is a historic masterpiece with hardwood floors, hand blown glass windows, and grand center hall staircase. The connection with the water is celebrated here with multiple sunrooms boasting big water views for those special moments. A rough cut timber 2 car garage and workshop provides old Eastern Shore charm. Wildlife here is abundant for the outdoorsman and nature lover due to it being one of the first large parcels after crossing through the hustle and bustle of Kent Island. Invest wisely while improving your quality of life with your own waterfront sanctuary to create those special memories for generations.

THE ASSUMABLE 3 1/8% MORTGAGE ON THIS HOUSE WOULD SAVE A BUYER SEVERAL HUNDRED DOLLARS ON EACH MONTHLY MORTGAGE PAYMENT. A historic home made new again! Recent improvements include a brand new HVAC system installed in 2023, a water heater replaced in 2022, a new roof and gutters completed in April 2026, refinished butcher block countertops, freshly painted kitchen cabinets, updated stainless steel appliances, added storm windows for comfort and efficiency, newly added ceiling fans on the covered front veranda, and thoughtful renovations throughout that help blend historic charm with everyday modern living. Steeped in history and full of soul, the historic Queenstown School House, known as Double School House Number 6 and built in 1834, feels less like a house and more like a story carefully carried through generations. Expanded, renovated, and thoughtfully updated over the years, it still holds onto the details that make historic homes unforgettable. Original wavy glass window panes catch the sunlight beautifully while added storm windows help preserve comfort and efficiency. Look closely and you'll even spot square nails still visible in portions of the flooring, quiet reminders of craftsmanship from another era. Exposed beams, wide plank hardwood floors, brick accents, enchanting natural light, and inviting living spaces give the home a feeling that's difficult to recreate. Every room seems to catch sunlight differently throughout the day, giving each space its own personality. It's rare to find a home that blends modern farmhouse comfort, country living, vintage style, and historic schoolhouse character in a way that feels this natural and instantly like home. Just off the kitchen, the dining room creates an easy flow for everyday meals or gatherings with friends and family. Near the front of the home, a cozy study offers the perfect spot for reading or quiet moments, while the family room beside it feels welcoming for game nights and long conversations. The main level also includes two half baths along with a practical laundry and pantry area that helps everyday living stay organized. In the kitchen, refinished butcher block countertops, a farmhouse sink with an unlacquered brass faucet, freshly painted cabinets, stainless steel appliances, and a pellet stove tie everything together beautifully while adding supplemental heat in the kitchen during colder months. Upstairs, you'll find four bedrooms, two full bathrooms, and a flexible recreation area that can easily become an art studio, hobby room, workout space, reading area, or whatever fits your lifestyle best. Outside, the property unfolds beautifully in every direction. The covered front veranda, complete with a hanging porch swing and newly added ceiling fans, feels like the kind of place where coffee lasts longer and neighbors stop to wave while walking their dogs or heading through town on errands. That's part of what makes Queenstown feel so special. It's welcoming, connected, and the kind of small town where people still genuinely know one another. A classic picket fence surrounds the property while the gardens come alive throughout the seasons with raised beds, David Austin roses, mature elderberries, gooseberries, thornless blackberries, hydrangeas, lilacs, evergreen jasmine, and four varieties of peonies that bloom for nearly a month every spring. Just outside the sunroom, a classic English pea gravel gardenscape creates a beautiful outdoor dining area for holidays, celebrations, or evenings under the stars. Located in historic Queenstown, this home is close to Queenstown Pizzeria, Salt Wellness, Queenstown Harbor Golf Course, the town boat ramp, a hidden beach, waterfront dining, outlet shopping, and nearby parks. Nearly two centuries old, it still feels comfortable, loved, and full of life.

Waterfront living in Queenstown with sought-after southeastern exposure and 7 ft MLW, offering ideal conditions for boating and enjoying life on the water. Set on a beautifully landscaped, high-elevation lot, the property provides both privacy and peace of mind, with mature plantings, manicured grounds, and a paved driveway that creates a welcoming approach. This 4-bedroom, 3.5-bath home spans approximately 3,400 sq ft and is thoughtfully designed with a spacious, functional layout, including a first-floor bedroom and multiple living areas that capture natural light and water views throughout. The home features a bright sunroom overlooking the water, a partially finished basement for added flexibility, and a second-floor primary suite with a private balcony - perfect for taking in peaceful morning views. Outdoor living is equally impressive, with multiple areas designed for entertaining and relaxation. An expansive brick hardscaped patio anchors the backyard, offering seamless indoor-outdoor flow and the perfect setting for gatherings, dining, or quiet evenings by the water. The private dock, complete with a 12,000 lb boat lift, provides easy access for boating, with a quick run to the restaurants at Kent Narrows and the historic charm of St. Michaels. Additional highlights include a two-car garage and well-proportioned living spaces that offer both comfort and versatility. Conveniently located just minutes from Route 50 and the Bay Bridge, this property offers an ideal balance of waterfront lifestyle and accessibility. A strong waterfront offering in a desirable Queenstown location, combining elevation, views, and effortless boating access.

Welcome to 200 Wye Road, an exceptional waterfront estate set on over two private acres along the Wye River, directly across from the protected natural beauty of Wye Island. Here, scale, setting, and thoughtful design converge to create a truly elevated Eastern Shore lifestyle. Spanning more than 8,100 square feet across three finished levels, the residence offers a refined yet highly livable floor plan designed to capture water views from nearly every room. Expansive living spaces, a formal dining room with handpainted custom wallpaper from the U.K., and a reimagined gourmet kitchen create an environment equally suited for everyday living and large-scale entertaining. The kitchen has been thoughtfully redesigned with updated cabinetry, statement lighting, and a full suite of premium appliances, including Wolf, Sub-Zero, and Bosch. The home offers exceptional flexibility, including an optional first-floor primary suite, a dedicated home gym, two laundry rooms, and an oversized mudroom designed for seamless day-to-day living. Two wood-burning fireplaces add warmth and character, enhancing the home's sense of comfort and timeless appeal. The primary suite serves as a private retreat, complete with two walk-in closets and a fully renovated, spa-inspired bath featuring heated flooring, a soaking tub, a glass-enclosed shower, and its own gas fireplace, delivering a level of comfort and detail rarely found. Since 2024, the property has undergone extensive upgrades that enhance both performance and long-term value, including a new Owens Corning roof with a transferable warranty, three fully replaced Trane HVAC systems, a whole-home water filtration system, and comprehensive renovations throughout the bathrooms and interior spaces. Outdoor living is where the property truly distinguishes itself. A newly renovated 20x40 waterfront pool with a pebble finish and automatic cover anchors the setting, complemented by expansive hardscaping, manicured grounds, and multiple areas designed for entertaining or quiet relaxation. The shoreline has been improved with 250 feet of stone rip rap, and the deep-water dock is outfitted with new electrical service and lighting, featuring a new 25,000 lb boat lift and a 12,000 lb one along with two additional slips, providing effortless access to the Wye River and beyond. Whether enjoying sunrise coffee on the screened porch, hosting summer gatherings by the pool, or heading out by boat to St. Michaels or the Kent Narrows, this property offers a lifestyle defined by ease, privacy, and connection to the water. Conveniently located in Queenstown, just minutes from shopping, dining, and Route 50, with easy access to Annapolis and Easton, 200 Wye Road represents a rare opportunity to own a turnkey waterfront estate in one of the Eastern Shore's most sought-after settings.

Back on the market at No Fault of the Sellers. Nestled in a peaceful country setting, this spacious 5-bedroom, 2.5-bath Colonial offers the perfect blend of privacy, comfort, and room to grow. Designed with everyday living in mind, the home features generous living spaces ideal for both relaxing and entertaining. The large kitchen offers plenty of space for cooking and gathering, with an adjoining family room and cozy fireplace. Just off the family room, a screened-in porch creates the perfect extension for outdoor dining and entertaining. The main level also features a bedroom, ideal for guests, a home office, or additional living space. Upstairs, you'll find a spacious primary suite with an ensuite bath, along with three additional well-sized bedrooms and a newly renovated full bathroom. A finished bonus room over the garage adds valuable additional space - perfect for a home office, playroom, gym, or lounge area. Step outside to a fully fenced backyard, ideal for pets, play, and hosting. The property backs to open farmland with no homes behind, offering added privacy and peaceful, scenic views. A two-car garage that adds convenience and additional storage. With its size, layout, and versatile living spaces, this home offers the lifestyle today's buyers are looking for. Recent updates include fresh paint, new carpet upstairs, a new water softener, and well pump. Conveniently located just minutes from the Queenstown Outlets on Route 301, local dining, and waterfront attractions.

This is a true coastal retreat, from its stunning exterior to its thoughtfully designed living spaces. A one-of-a-kind waterfront estate, the property offers more than 2,000 feet of shoreline and sits on 5.4 private acres at the end of Kilby Point. Surrounded by water on both the Wye River and Eastern Bay, this exceptional home captures endless panoramic views in every direction. And yes - how many people can say they own a lighthouse? The home has been completely renovated down to the studs, blending timeless coastal charm with modern convenience. Interior features include shiplap walls, beamed ceilings, new flooring, and beautifully reimagined living spaces throughout. The new kitchen is a showpiece, featuring quartz countertops, a large island, and Caf appliances. A sprinkler system has also been added for peace of mind. Designed to maximize its breathtaking setting, the home offers multiple living and entertaining spaces, including a game room, office, and dramatic 360-degree rooms with incredible views of the surrounding water and wildlife. There are four bedrooms, five full baths, and two half baths, all fully renovated with walk-in showers, elegant tile work, and stylish vanities. The primary suite is especially luxurious, featuring separate his-and-hers bathrooms. Outdoor features are just as impressive, with a sand beach, rip-rapped shoreline, private pier with lift and electric, new pool decks, and a private setting that feels both peaceful and extraordinary. Additional upgrades include new siding, rails, septic, and a redesigned garage that has been incorporated into the home's layout with glass doors, creating even more functional living space. If you are searching for a waterfront property that feels truly special - distinctive, private, and unforgettable - this is it.

Reintroduced with a compelling new price ! Take a look you'll be glad you did. Welcome to this beautifully maintained, custom-built, one-owner home in the highly sought-after Bennett Point area. Thoughtfully updated and meticulously cared for over the years, this property offers a true move-in ready experience with quality improvements throughout. Inside, you'll find a freshly painted interior (2025), upgraded lighting, and a comfortable, inviting layout designed for everyday living. The kitchen blends style and function with high-end cabinetry, detailed molding, granite countertops, and a full suite of updated appliances - including the refrigerator, range, microwave, dishwasher, washer, dryer, and water softener. Natural light fills the home through recently replaced Andersen SmartSun low-E windows, designed to improve efficiency while helping protect interiors from sun exposure. Most rooms feature Hunter Douglas plantation shutters with a split design that allows for flexible privacy. Ceiling fans add comfort in the bedrooms and family room. The bathrooms have been tastefully renovated with TOTO fixtures, and the primary bath includes the added luxury of heated flooring. Just off the primary bedroom, a versatile bonus room offers space for a dressing room, nursery, home office, or private den. Major systems have been addressed, including an 18-SEER heat pump (approximately five years old and under contract), along with a crawlspace equipped with a French drain and sump pump for added peace of mind. Outside, the home continues to impress with maintenance-free poly trim, updated garage doors and openers, a Trex deck ideal for relaxing or entertaining, and a spacious 16' x 12' shed for additional storage. This is a home where the hard work has already been done - simply move in and enjoy the comfort, quality, and attention to detail that defines this exceptional Bennett Point area property.

Queenstown - This 4 bedrooms, 2.5 bath home is located between Route 50 and Route 301, so great access to either. Nice country setting with no HOA. Bright and open kitchen/family room with also formal living room and dining room. Spacious bedrooms and a bonus room over the garage. You will enjoy the wrap around porch and country living, but still close to everything.

Set on more than 5 tranquil acres with woods, open space, and a partially fenced yard, this inviting one-level home offers a peaceful setting along the Wye River with glimpses of the water. Enjoy morning coffee or evening cocktails from the welcoming front porch while taking in the serene surroundings. Inside, the thoughtfully designed floor plan features an open kitchen with granite countertops, a center island, and seamless flow into the spacious living room. A separate dining room sits just off the main living area, while the screened porch overlooks private farmland views and offers the perfect place to relax. The oversized primary suite includes a vaulted ceiling, walk-in closet, and private bath. Two additional bedrooms feature hardwood flooring and share a full bath, with a convenient half bath and laundry area nearby. This well-maintained home includes a brand-new roof, new heating and air units with warranty, a new nitrogen septic system designed for long-term use, and high-end vinyl siding for low-maintenance living. The bathrooms have been updated, and a screen porch was added when the roof was replaced. Additional highlights include minimal steps for easy accessibility, an attached two-car garage, a detached one-car garage, and comfortable spaces throughout. Full of possibilities and move-in ready, this is a home you can truly enjoy for years to come.

If you love the water, this extraordinary Wye River property is a dream setting. Situated on the point with more than 1,400 feet of waterfront, this property is fully equipped for waterfront living with two piers, a private beach, and a boat launch. The custom 6,400-square-foot home offers exceptional space and comfort, featuring a brick front, four-car garage, double porches, and walkout access. Inside, the kitchen is beautifully appointed with granite countertops, solid wood cabinetry, a gas cooktop, stainless steel appliances, and both a full-size refrigerator and freezer. Brazilian cherry floors and tile throughout the main living areas add warmth and timeless character. The main home includes four bedrooms, with a spacious first-floor primary suite for convenient main-level living. A bright sunroom, also perfect as a crab room, adds even more charm to the first floor. Upstairs, two expansive living areas showcase sweeping 180-degree water views. These flexible spaces are ideal for a game room, media room, lounge, or additional gathering areas. A standout feature of the property is the full private apartment with its own entrance through one of the two garages. Complete, with a full kitchen, two bedrooms, a full bath, separate laundry room, living room, and dining area, it is ideal for extended family, guests, or possible rental income. Outside, the property continues to impress with a waterfront fire pit, storage, water and electricity at the piers. There is also room for a pool on the right side of the property, subject to county confirmation. Offered for the first time, this exceptional waterfront retreat is ready for its next owner.

Welcome to a VERY well-maintained 4 bedroom, 2.5 bathroom home located in the coveted Queenstown Harbor waterfront community. This beautiful waterfront home features a main-level primary suite with hardwood floors and a private en-suite bath, plus 3 additional bedrooms on the upper level. The Gourmet chef's kitchen is equipped with stainless steel appliances, marble countertops, and opens to comfortable living spaces ideal for entertaining. Enjoy the front-row seat to nature and the water in the outdoor three-season covered porch and a patio featuring newer composite decking. The property is surrounded by mature landscaping and low-maintenance river rock along the perimeter of the home. Launch your kayak or paddleboard right behind your home with boat slips available in the community. IDEALLY located next to Queenstown Harbor Golf Course, featuring the new Toptracer partially heated driving range and the recently renovated Tavern restaurant. Convenient access to Route 50 makes commuting to Annapolis, Washington DC, and the beaches a breeze! LOW HOA FEE OF $43/MONTH COMMUNITY OWNED AND OPERATED MARINA! BOAT SLIPS AVAILABLE! $650 YEARLY FOR INSIDE SLIP AND $785 YEARLY FOR OUTSIDE SLIP!

Enjoy a front-row seat to the Wye River's secluded anchorages and the rhythmic, tidal pulse of the Eastern Shore and Panoramic views of a living Chesapeake. Welcome to 110 Yewell Rd, Queenstown, MD - an inviting and fully furnished single-family home offering both comfort and convenience. With 1,084 square feet of thoughtfully designed living space, this property is the perfect blend of coziness and function. Inside, you'll find two spacious bedrooms, 1.5 bathrooms, and beautiful hardwood floors that add warmth and character to the home. The light-filled living spaces are ready for relaxing or entertaining, with a seamless flow throughout the home. The fully equipped laundry area, complete with a washer and dryer, provides added convenience. Modern air conditioning and a central cooling system ensure year-round comfort, whether you're unwinding after a long day or hosting family and friends. The property is on a cove to Wye River. Great for kayaks, canoes, paddle boards. Step outside onto the inviting deck, the perfect spot for enjoying peaceful mornings or evenings under the open sky and the amazing views of Wye River. The outdoor space offers a wonderful extension of the living area, making it an ideal place to relax and take in the serene surroundings. Ideal location to fish on the Wye River and walking distance from Bryantown Landing offering kayaking, canoeing, car-top boat launching, and nature enjoyment. Enjoy the convenience of having Bennett Point General Store, located steps away from the property, which offers gas, deli food, beer, liquor, snacks, landscaping products and much more. This charming property is move-in ready and waiting for you to make it your own. Don't miss this fantastic opportunity to own a delightful home in Queenstown. Schedule your private tour today!

Seller has found a property out of state, so all reasonable offers will be considered...Step back in time - without sacrificing a single modern comfort - in this colonial masterpiece, where historic elegance and thoughtful renovations come together in perfect harmony. Nestled in the picturesque and walkable heart of Queenstown, this 6-bedroom, 2-bath showstopper is more than just a home - it's an opportunity. Zoned Town Center, this unique property offers endless potential: a gorgeous private residence, charming bed & breakfast, lucrative Airbnb (conservative est. of $50k/year for 4 months), or even the chance to live where you work - all in one of Maryland's most charming small towns. Spread across three character-filled stories, you'll find original architectural features that include four fireplaces (2 for decoration only) - in the primary bedroom, dining room, living room (gas FP), and kitchen (gas FP) - each adding ambiance to every corner. The sunroom/screened porch is your private sanctuary, ideal for morning coffee, evening wine, watching the rain or simply soaking in the serenity. Recent updates blend seamlessly with the home's historic soul: Newly sealed metal roof Stainless steel appliances Anderson replacement windows Upgraded insulation Modern conveniences throughout All this, while the home retains its authentic charm and integrity. Even better...The property is not in a flood zone - a rare bonus! Enjoy easy, STRESS-FREE commute to DC & Balt. via the commuter buses, easy access to Route 301, while being just minutes from Queenstown Premium Outlets, Queenstown Harbor Links Golf Course, and local water access including a town beach, kayak launch, and visitor boat dockage. And to top it off, the seller is including a one-year home WARRANTY for peace of mind! This is more than a home - it's a lifestyle, a business opportunity, and a rare piece of Maryland's history. Don't miss your chance to own this extraordinary gem!