Queenstown MD Homes for Sale

Queenstown MD Homes for Sale

$675,000
4 Beds 2 Baths
Photos Coming Soon! Welcome to this beautifully maintained one-level rancher, perfectly situated on a private 1-acre lot. Offering 2,441 square feet of comfortable living space, this home provides 4 bedrooms, 2 full baths, and has an inviting open floor plan designed for everyday living and entertaining. Thoughtful architectural details, including coffered ceilings and crown molding, add character and elegance throughout the main living areas. The spacious living room is anchored by a fireplace with a wood-burning insert, creating a warm and welcoming atmosphere. The well-appointed kitchen offers abundant cabinet and counter space and opens seamlessly to the main living areas. The dining area is spacious, ideal for hosting family and friends. A large four-season room, complete with heating and cooling, provides additional year-round living space and overlooks the lovely backyard. Step outside to enjoy the expansive deck and pergola-covered seating area, perfect for relaxing or entertaining. The fully fenced backyard offers plenty of room for outdoor activities while maintaining a sense of privacy. A detached two-car garage features a heated and cooled bonus room above, ideal for a home office, gym, hobby room, or additional flex space. Major improvements completed within the past five years include a newer HVAC system, roof, gutters, and kitchen updates, providing added value and peace of mind. This exceptional property combines the convenience of one-level living with modern updates, versatile spaces, and a peaceful setting—ready for you to call it home.

2200 Bennett Point Rd, Queenstown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$675,000
4 Beds 3 Baths
Welcome to 144 Wye Knot Road, where peaceful country living meets everyday convenience. Nestled on 3 private, level acres, this spacious cape cod offers the perfect blend of comfort, functionality, and open space, all within easy reach of Easton, Annapolis, the Bay Bridge, and major commuter routes. A tree-lined paved driveway welcomes you home, while the classic exterior, complete with a full front porch, dormer accents, and an attached side-load two-car garage, creates timeless curb appeal. Inside, you'll find over 2,200 square feet of thoughtfully designed living space featuring four bedrooms, two-and-a-half bathrooms, and an ideal floor plan for both everyday living and entertaining. Formal living and dining rooms flank the welcoming foyer, while the rear of the home opens to a dramatic family room with soaring cathedral ceilings, abundant natural light, rich wood flooring, and a cozy gas fireplace. The kitchen serves as the heart of the home, offering Corian countertops, stainless steel appliances, a center island, generous cabinetry, and an informal dining area overlooking the backyard. Step outside to the spacious deck, perfect for morning coffee, summer barbecues, or simply relaxing while taking in the peaceful surroundings. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite. The finished bonus room above the garage provides exceptional flexibility and is ideal for a recreation room, home office, fitness room, playroom, or 4th bedroom/2nd primary suite. Additional features include dual-zone HVAC (replaced within the last 10 years), a tankless gas water heater (replaced within the last 10 years) and an EV charger-ready garage. The true highlight of this property is the land. Level, usable acreage like this is increasingly difficult to find and provides endless opportunities for gardening, recreation, entertaining, future outdoor amenities, or simply enjoying the peace, privacy, and beauty of country living. If you've been searching for a home that offers room to breathe without sacrificing convenience, 144 Wye Knot Road is an exceptional opportunity to enjoy the best of Maryland's Eastern Shore lifestyle.

144 Wye Knot Rd, Queenstown

Listing courtesy of RE/MAX Leading Edge. Contact:

$499,900
3 Beds 2 Baths
Move-In Ready! Modern One-Level Living on a Spacious Half-Acre Lot Completed and move-in ready, this beautifully built 3-bedroom, 2-bath ranch home offers the perfect blend of quality craftsmanship, thoughtful design, and easy living. Situated on a generous half-acre lot in a peaceful country setting, this home features the convenience of one-level living with a slab foundation, providing minimal steps to enter and eliminating the need for stairs inside. Step inside to an inviting open floor plan highlighted by cathedral ceilings that create a bright and spacious living, dining, and kitchen area—ideal for both entertaining and everyday living. The kitchen has been thoughtfully upgraded with granite countertops, soft-close cabinetry and drawers, stainless steel appliances, and plenty of cabinet and countertop space. The well-designed layout offers excellent privacy, with the primary suite separated from the additional bedrooms. The spacious primary bedroom includes a private full bath and a large walk-in closet, while two additional bedrooms provide flexibility for family, guests, or a home office. Outside, you'll enjoy the privacy and room to spread out that comes with a ½-acre lot, offering plenty of space for outdoor entertaining, gardening, play, or simply relaxing and enjoying the peaceful surroundings. Features include: Move-in ready – no waiting to build 3 Bedrooms | 2 Full Bathrooms Spacious ½-acre lot One-level living with minimal steps Open-concept floor plan Cathedral ceilings in the living room and kitchen Granite countertops Upgraded soft-close cabinetry and drawers Stainless steel appliances Luxury vinyl plank flooring Attached 2-car garage Peaceful country setting Whether you're looking to downsize, purchase your first home, or simply enjoy the convenience of one-level living, this home offers modern finishes, an efficient floor plan, and the comfort of a brand-new home that's ready for immediate occupancy. Don't wait months for new construction—this beautiful home is complete, move-in ready, and waiting for its new owners. Schedule your private showing today!

705 Carmichael Rd, Queenstown

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005

$569,000
4 Beds 3 Baths
Absolutely Charming Eastern Shore Home with Beautiful Farm Views! Experience the peaceful charm of Queenstown living in this beautifully updated home situated on a gorgeous .83 acre lot surrounded by the natural beauty of Maryland’s Eastern Shore. Enjoy the slower pace of life with open farmland views, plenty of outdoor space, and a setting that feels away from the congestion while still being convenient to nearby shopping, restaurants, waterfront areas, and commuter routes. The welcoming front porch is the perfect place to relax and take in the scenic farm views, while the screened porch overlooking the backyard provides another wonderful space to enjoy the outdoors. Inside, this home is full of warmth and character with luxury vinyl plank flooring throughout the main level and thoughtful updates throughout. The upgraded kitchen features white cabinetry, stainless steel appliances, and a convenient laundry room nearby. The inviting family room offers a cozy wood burning fireplace, creating a comfortable gathering space. A main level office with a beautiful French door entry offers flexibility and could also serve as an additional bedroom, guest space, or hobby room. Upstairs, you will find three spacious bedrooms with fresh carpeting, including the impressive primary suite featuring a large ensuite bathroom, walk-in shower, dual sink vanity, and generous closet space. The additional bathrooms have also been beautifully updated. With abundant parking, nearly an acre of land, peaceful surroundings, and views that capture the best of Eastern Shore living, this Queenstown charmer is truly a special place to call home.

223 Overlook Dr, Queenstown

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$4,995,000
5 Beds 5 Baths
Architect-designed contemporary waterfront home on nearly 18 private acres across two parcels with approximately 1,400 feet of shoreline on Greenwood Creek. Positioned to capture 180-degree western views, the property offers privacy, deep water, and a setting that is increasingly difficult to find on Maryland’s Eastern Shore. A custom pivoting front door creates a striking first impression and sets the tone for the home's thoughtful design. The home was designed to take advantage of the surrounding water and landscape, with floor-to-ceiling windows, open gathering spaces, and strong indoor-outdoor connections throughout. The kitchen opens to the main living areas and features a glass accordion door that connects directly to the screened porch, creating a seamless transition between indoor and outdoor spaces. The layout flows easily between the kitchen, dining areas, family room, porch, and pool area, making the home equally well suited for everyday living and entertaining. The primary suite is set apart from the rest of the home by a glass-enclosed walkway and includes a private office, large dressing room, en-suite bath, and private porch access. In addition to the primary suite, the main level includes three additional bedrooms, each with access to a private bathroom. The finished lower level includes a home theater, billiards room, bar area, workout room, additional bedroom and full bathroom, along with unfinished basement space for storage. Outdoor features include a solar-heated pool, private beach, and deep-water pier with two boat lifts. The protected shoreline and direct access to Eastern Bay make this an ideal property for boating and waterfront living. A three-bay outbuilding with workshop space and additional storage provides room for equipment, hobbies, or car and boat storage. Located just outside Queenstown, the property is convenient to Easton, Annapolis, Washington D.C., Baltimore, and Philadelphia while offering the privacy and pace of the Eastern Shore.

2800 Bennett Point Rd, Queenstown

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$1,995,000
4 Beds 4 Baths
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.

377 Hemsley Dr, Queenstown

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$4,700,000
6 Beds 6 Baths
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.

200 Wye Rd, Queenstown

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$569,000
5 Beds 3 Baths
Nestled in a peaceful country setting in Queenstown, Maryland, this spacious 5-bedroom, 2.5-bath Colonial offers the perfect blend of privacy, comfort, and room to grow. Located in the heart of Queen Anne's County on Maryland's Eastern Shore, this beautiful home combines the tranquility of country living with the convenience today's buyers are searching for. Designed with everyday living and entertaining in mind, the home features generous living spaces filled with natural light. The large kitchen provides plenty of room for meal preparation and gathering with family and friends, while the adjoining family room with a cozy fireplace creates a warm and inviting atmosphere. Just off the family room, the screened-in porch offers the perfect space for outdoor dining, morning coffee, or relaxing while enjoying peaceful country views. The main level includes a versatile fifth bedroom, making it ideal for guests, multigenerational living, a private home office, or a flex space to fit your lifestyle. Upstairs, you'll find a spacious primary suite with an ensuite bath, along with three additional generously sized bedrooms and a newly renovated full bathroom. A finished bonus room over the two-car garage provides even more flexible living space—perfect for a home office, playroom, media room, home gym, or recreation area. Step outside to a fully fenced backyard that's ideal for pets, children, and outdoor entertaining. Backing to open farmland with no homes behind, the property offers exceptional privacy and scenic views rarely found in today's market. Additional highlights include a two-car attached garage, ample storage, and a functional floor plan designed for modern living. Conveniently located just minutes from the Queenstown Premium Outlets, Route 301, waterfront restaurants, marinas, and the many attractions of Maryland's Eastern Shore, this home also offers an easy commute to Annapolis, the Chesapeake Bay Bridge, and Delaware beaches. If you're searching for a spacious Queenstown home for sale with flexible living spaces, country charm, and a prime location, this exceptional property is one you won't want to miss.

306 Overlook Dr, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$2,990,000
4 Beds 7 Baths
This is more than a waterfront estate - it is an invitation to experience one of Maryland's Eastern Shore's most treasured lifestyles. Step from your private dock onto your boat, and within minutes, you will be cruising the scenic waters of the Wye River and Eastern Bay. Renowned for exceptional crabbing and fishing, the Wye River offers endless opportunities to pull crab pots, teach the kids to fish, or spend memorable days exploring the waterways. At home, your private beach provides the perfect setting for swimming, kayaking, relaxing along the shoreline, and gathering with family and friends to watch spectacular sunsets over the bay. The property's private lighthouse - a truly distinctive feature that conveys with the home - creates an unforgettable backdrop for entertaining, peaceful evenings, and panoramic water views. When it is time for dinner, shopping, or a change of scenery, historic St. Michaels is just a 10-minute boat ride away. One of the Eastern Shore's most beloved waterfront towns, it is known for award-winning restaurants, charming boutiques, picturesque marinas, and year-round events. Whether you are boating across the Wye River and Eastern Bay, enjoying world-class crabbing, fishing with the family, or ending the day with a sunset from your private beach or lighthouse, this property captures waterfront living at its finest - a rare Eastern Shore experience few homes can offer.

121 Kilby Pt, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$2,250,000
6 Beds 5 Baths
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.

351 Wye Rd, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$424,990
Step back in time—without sacrificing a single modern comfort—in this stunning 1856 Victorian 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, 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 master 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 Victorian gem!

100 Wall St, Queenstown

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$424,990
Step back in time—without sacrificing a single modern comfort—in this stunning 1856 Victorian 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, 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 (3 for decoration only)—in the master bedroom, dining room, living room, 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 Victorian gem!

100 Wall St, Queenstown

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$424,990
6 Beds 2 Baths
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!

100 Wall St, Queenstown

Listing courtesy of RE/MAX Executive. Contact: 4432741900

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Queenstown MD Homes for Sale

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