Queenstown MD Real Estate & Homes for Sale

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.

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.

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.

Open house on April 18, 11:00-1:00 !! Be sure to come! Hosted by Mary Jameson. The "On the Market" date for this absolutely fabulous one-owner home in the highly desired Bennett Point area has been changed from 4/30 to 4/14!! This home has been meticulously cared for, refurbished and renovated over the years, leaving nothing for the lucky new homeowners to do! Most recently, all of the windows were replaced with Andersen SmartSun low-e models, keeping drafts out and the sun from fading rugs, floors and furniture. The whole interior of the house was painted in 2025. The 18-seer heatpump is 5-years young ... still under contract. The kitchen has beautiful high-end cabinetry with elegant molding and granite countertops. The refrigerator, microwave, range, dishwasher, washer, dryer and water softener have all been replaced. Most rooms have solid Hunter-Douglas plantation shutters, split, so you can close just the bottom half for privacy if you don't want to close off the whole window. There is upgraded lighting throughout, ceiling fans in the bedrooms and family room, new stunning bathrooms, that include ToTo toilets! As a bonus, the floor in the primary bathroom is heated! There is a room, next to the primary bedroom, suitable for a dressing room, nursery, an office or a den! The crawlspace is complete with a French drain and a sump pump. On the outside, all of the trim was replaced with maintenance-free poly trim. The garage doors and openers were replaced, too. A Trex Deck and a 16' x 12' shed were added. There really is nothing to do but move in and enjoy all that the owners have done to make this a very extraordinary property!

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!

Opportunity knocks at 112 Scottown Road, offered at $220,000. Ideal for buyers looking to personalize a home or explore investment possibilities. Situated on a level -acre lot, this property provides room to enjoy the outdoors and features a rear deck ideal for relaxing or entertaining. Single family ranch style property includes an addition suitable for use as an in-law suite, providing flexible living space for extended family, guests, or additional household needs. Large off-street parking with a driveway. No HOA or community association allows additional flexibility.

WATERVIEWS in QUEENSTOWN! Welcome to this Classic two-story Brick Colonial set on two expansive lots totaling approximately 2.26 Acres, offering Privacy, Space and a sought-after Eastern Shore Lifestyle! This 4BR, 2.5BA well-proportioned home has 2262 square feet of comfortable living space, complemented by Water Views and serene surroundings. Inside, you'll find timeless charm with Hardwood Floors ready to be brought back to their glorious shine, extensive Crown Molding just needing some paint and two Wood-burning Fireplaces that all with a little love will be ideal for cozy gatherings! A thoughtfully designed layout that blends functionality with traditional elegance just waiting for you to add your upgraded charm! Outdoors, enjoy summer living with a screened-in porch, an in-ground Gunite pool (conveyed as is) and expansive yard space perfect for entertaining, recreation, or future enhancements. A detached secondary dwelling provides exceptional flexibility, ideal for a pool house, home office, guest house, studio, or in-law suite! Located in the highly desirable Queenstown area, this property offers convenient access to Waterways, Marinas, Prospect Bay Country Club & Golf, Queenstown Harbor Links, Shopping and Waterfront Dining, making it a rare opportunity to own acreage, amenities and lifestyle all in one exceptional offering! Enjoy nearby water access at Bryantown Landing on the Wye River! Easy commuting access to Easton, Kent Island, and Annapolis. The main lot with dwelling is Lot 9 and is 1.16 Acres and Lot 8 is 1.10 Acres for a total of 2.26 PRIVATE WATERVIEW Acres!! TWO LOTS with TWO TAX ID'S! The 2nd lot address is165 Greenwood Creek Rd, Queenstown, MD 21658 TAX ID1805020174

Home is back on the market and PRICE REDUCED 75k! A fantastic opportunity for buyers looking for exceptional value in a move-in ready home. Please bring all reasonable offers - the seller is very motivated! Property is just 10 minutes from the Bay Bridge IN QUEENSTOWN AND NO HOA!!! , This brand new custom rancher offers the perfect blend of country living and convenience. Surrounded by a peaceful rural setting ideal for deer and fowl hunters, this location also puts you close to prime outlet shopping, popular seafood restaurants, and a true boater's paradise. Step inside to an open and modern floor plan featuring 3 large bedrooms, 2 full bathrooms, and a spacious drive-in garage. The large primary suite includes its own private full bath that is located on the opposite side of the house of the other 2 spacious bedrooms. The main living area flows seamlessly from the living room to the dining space and into the beautifully designed kitchen. The kitchen showcases new cabinetry, quartz countertops, a tiled backsplash, and a large island perfect for gatherings. Luxury vinyl plank flooring runs throughout the home, offering both durability and style. Enjoy a lush backyard ideal for outdoor fun, plus a welcoming front porch where you can relax and take in the quiet country landscape. A private driveway tucked off the main road provides added seclusion and charm. ***NO HOA***

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!

This amazing property is like no other. Private w/ deep water. The winding driveway leads to tennis court & 2-story tennis house w/ it's own driveway or stay on the main driveway to the main house. The main part of the main house was built w/ materials from a 1730 barn. Incredible beams, floor, doorways & more! 3 story great room w/ full stone chimney w/ gas fireplace. This dwelling provides 4 bedrooms & 2.5 baths spanning 3 stories, plus a lookout tower. There is also an efficiency apt. over the garage w/ its own water views. Roof & HardiPlank siding are reasonably new. There is an accessible crawl space & house generator. Interior is very unique & special, still ready for your upgrades. The tennis house has 4 rooms, reception area, a kitchenette, full bath & sauna. It is far enough away from the main house to provide its own sandy beach front, great views & privacy. DO NOT ENTER PROPERTY W/O APPOINTMENT!

Please don't contact the Seller; there is an illness and they cannot accommodate showings. Spectacular Waterfront Retreat on almost 7 Acres in Exclusive Bennett Point! Welcome to your private paradise on the shores of serene Greenwood Creek! This extraordinary waterfront estate offers almost 7 acres of pure tranquility and luxury, surrounded by water on two sides for a true feeling of seclusion and peace. Your deep-water private pier is a boater's dream - complete with 3 boat lifts and 2 jet-ski lifts ($150k value just in lifts alone) - perfect for crabbing, fishing, or setting out for a sunset cruise. The home's Royal Blue Terracotta roof and accents make a bold architectural statement, while the full wrap-around deck ensures you'll never miss a moment of the breathtaking waterfront views. Step inside and be transported to a stunning waterfront chalet (2x6 construction), where soaring ceilings, skylights, and warm wood accents create a cozy yet grand, open atmosphere. The nearly 3,000 sq. ft. of living space includes a magnificent 35' x 17' great room anchored by a floor-to-ceiling stacked-stone fireplace with a wood stove - powerful enough to heat the entire home! The open-concept of the great room, dining and kitchen areas make entertaining a joy. Kitchen features custom cabinetry, granite countertops, a beverage fridge, island, and ample dining space - flowing seamlessly to the screened porch and wrap-around decking. This home also enjoys over 2 thousand ft of heating tubes under the floor for warm-radiant heating you won't find anywhere else! The main level offers 3 spacious bedrooms, 2 full baths, and convenient laundry and storage areas. Upstairs, the cozy loft-style family room with skylights overlooks the great room and leads to a luxurious 25' x 23' primary suite, complete with a spa-inspired bath featuring dual sinks, a whirlpool tub, separate shower, and skylights that fill the space with natural light. Every inch of this home was designed to celebrate waterfront living at its finest - a place where comfort meets adventure, and every day feels like a getaway. ?? Don't wait - this rare Bennett Point gem won't last long!