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2800 Bennett Point Rd, Queenstown
$4,695,000
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:

200 Wye Rd, Queenstown
$4,400,000
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:

491 Wye Island Rd, Queenstown
$3,850,000
5 Beds ⋅ 4 Baths
From the moment you turn onto winding Carmichael Road and cross the bridge onto Wye Island, the pace begins to slow. Of the island’s approximately 2,800 acres, only about 350 are privately owned. The State of Maryland through the Maryland Park Service owns and manages the rest. ‘The Point’ is among the island’s handful of private properties, distinguished by almost six acres and more than 1,200 feet of elevated waterfront, one of the largest private shorelines on Wye Island, with over half riprapped. Set at the end of a private drive, this exceptional estate offers a rare sense of privacy amid the island’s pristine, unspoiled lands. The main residence is distinctive in both design and setting, with a playful modern aesthetic, soaring ceilings reaching nearly 18 feet, and an open floor plan oriented toward the water. Two bedroom suites occupy the main level, each with an ensuite bath and its own exceptional outlook, one overlooking the Wye River, the other facing a private cove. Upstairs, two additional bedrooms share a Jack-and-Jill bath, with each opening to its own private deck. Designed for both everyday living and memorable family gatherings, the property embraces the natural beauty of its surroundings. An outdoor kitchen creates an inviting setting for entertaining, while the approximately 90-foot pier, with an estimated 5’+ mean low water, provides direct access to the river and the Chesapeake beyond. A private duck blind and abundant wildlife further connect the property to the land and water. A charming guest house provides comfortable accommodations for extended family and friends, with a kitchenette, bedroom, full bath, and sweeping water views. A second-floor loft, with exceptional views across the river and surrounding farmland, provides an ideal setting for a home office, studio, or quiet retreat. Life on Wye Island is defined by its unspoiled landscape and enduring connection to the outdoors. The island is celebrated for its quiet coves, abundant wildlife, and sporting traditions, with opportunities for boating, crabbing, fishing, waterfowl hunting, and deer hunting. Here, days can be spent on the river, along the shoreline, in the surrounding woods and fields, or simply enjoying the remarkable sense of privacy that comes with living in such a protected setting. Meticulously maintained and ready for its next chapter, The Point represents an increasingly rare opportunity to own a private waterfront estate in one of the Eastern Shore’s most pristine and unspoiled settings. A place for family and friends to gather, enjoy the water, and experience all that Wye Island and Eastern Shore have to offer. ***Owner occupied - PLEASE DO NOT DRIVE DOWN DRIVEWAY.*** Agent related to Owner.

491 Wye Island Rd, Queenstown

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

1350 Bloomingdale Rd, Queenstown
$3,250,000
Situated in the heart of Queen Anne's County lies one of its most expansive and strategically positioned industrial sites. Located conveniently on Bloomingdale Road in Queenstown, Maryland, this property boasts unparalleled access to the region's key markets. Just a stone's throw away from US Routes 50 and 301, businesses operating from this site can effortlessly tap into 40% of the nation's population within a mere three-hour trucking window. Spanning 38.29 acres, the property features a 55,000+ SF industrial facility, once home to the Conagra food processing plant. With the property's sought-after Suburban Industrial zoning within Queen Anne’s County, this location emerges as an ideal hub for a range of industrial activities. Whether you're in manufacturing, distribution, storage, or other industrial sector, the infrastructure and location align seamlessly with diverse operational needs. Currently operating as a cash-flowing investment property, it houses a blend of 11 indoor spaces and 5 outdoor tenants, each benefiting from the site's strategic positioning. Tenancy underscores the property's potential for consistent revenue, while the month-to-month nature of the existing leases gives the buyer the flexibility necessary to make the site their own.

1350 Bloomingdale Rd, Queenstown

Listing courtesy of SVN/Miller Commercial Real Estate. Contact:

121 Kilby Pt, Queenstown
$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:

215 Alynn Way, Queenstown
$2,795,000
4 Beds ⋅ 6 Baths
Experience exceptional waterfront living on the Wye River in the prestigious Belle Point Farm community. Situated on 2.44 beautifully landscaped acres with approximately 240 feet of waterfrontage, this stunning European-inspired property offers over 6,300 square feet of elegant living space, a private deep-water pier, swimming pool, and a separate 1,300-square-foot carriage house. Designed for both grand entertaining and everyday comfort, the main residence features four spacious bedrooms, four full and two half bathrooms, and an inviting open floor plan with sweeping water views. The gourmet kitchen boasts a generous center island, gas range, double ovens, and ample space for gathering, flowing seamlessly into the family room with a propane fireplace. Refined architectural details, including crown molding and recessed lighting, complement the home’s timeless design. The waterfront primary suite offers a private retreat with a spacious bath and walk-in closet. Outdoor living is equally impressive, with an expansive wraparound deck, multiple balconies, a patio, and a private pool overlooking the picturesque grounds. Boating enthusiasts will appreciate the deep-water pier and direct access to the Wye River, offering endless opportunities to explore the Chesapeake Bay and its surrounding waterways. The separate carriage house provides a second floor apartment/artist studio with an elevator providing exceptional flexibility for guests, recreation, or additional living space with full bath . An attached garage, circular driveway, and backup propane generator add convenience and peace of mind. Offering privacy, expansive waterfront views, and an extraordinary collection of amenities, 215 Alynn Way presents a rare opportunity to enjoy the very best of Maryland’s Eastern Shore waterfront lifestyle.

215 Alynn Way, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

100 Bryans Channel Way, Queenstown
$1,895,000
3 Beds ⋅ 3 Baths
Exceptional Waterfront Living in Queenstown, tucked away minutes off Route 50. Discover the perfect blend of luxury, privacy, and waterfront living at 100 Bryans Channel Way. Situated on nearly 3 acres with almost 300 feet of water frontage, this remarkable property offers an extraordinary Eastern Shore lifestyle with no HOA and just minutes from Routes 50 and 301. A circular driveway welcomes you to the residence, featuring a cedar shake roof, attached two-car garage, detached 3-car garage and thoughtfully designed living spaces. At the heart of the home, a stunning new gourmet kitchen showcases a six-burner range, double ovens, two dishwashers, pot filler, custom spice cabinets, and an oversized island with abundant storage. A spacious pantry and adjoining secondary kitchen/butler's pantry offer an additional oven, sink, freezer, and stacked washer and dryer. Waterfront dining and living rooms capture beautiful views, while an additional sitting room off the kitchen provides a comfortable space to relax or gather. Upstairs, two bedrooms share a full bathroom, complemented by additional attic storage and unfinished space offering the potential for another bedroom with a spacious walk-in closet. Outside, your private waterfront retreat awaits. An expansive deck with gazebo overlooks the water, while a saltwater pool with waterfall and surrounding paver patio creates an idyllic setting for entertaining. Boating enthusiasts will appreciate the private pier featuring two boat lifts and a dedicated jet ski lift. Adding exceptional versatility is a detached 30' x 40' garage with approximately 1,200 square feet of additional conditioned storage space above, offering ample room for seasonal items, recreational equipment, and more. The grounds also feature apple, peach, and pear trees, a storage shed, and fencing along the sides of the property. With nearly 3 acres of waterfront privacy, extraordinary amenities, this distinctive property offers a rare opportunity to experience the best of Maryland's Eastern Shore, with convenient access to Annapolis, the Bay Bridge, and beyond. Located in the private waterfront community of Wye Harbor with NO HOA or covenants and only twenty eight homes. Welcome home!

100 Bryans Channel Way, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

377 Hemsley Dr, Queenstown
$1,775,000
4 Beds ⋅ 4 Baths
Exceptional Wye River Waterfront Living – A Boater’s Paradise! An extraordinary opportunity to enjoy the very best of Wye River waterfront living! Perfectly positioned atop a bluff, this beautifully maintained home captures breathtaking panoramic water views and offers an exceptional setting for boating enthusiasts and those who appreciate the beauty of waterfront living. With approximately 6 feet of water at the pier and a boat lift with a 12,000-pound capacity, this property is ready for your boating adventures. The southeast-facing orientation provides beautiful natural light and stunning water views throughout the home. Spend your days fishing and crabbing on the Wye, cruising to St. Michaels, or taking your boat to one of the area's wonderful waterfront restaurants for a memorable lunch or dinner. Conveniently located approximately six miles from Route 50, the property offers the perfect balance of a peaceful waterfront setting and accessibility. There is living space of 3,990 of finished sq. feet and an additional 350 unfinished sq. footage for a total of 4,340 sq. ft. Inside, the home is thoughtfully designed across three levels, offering generous living spaces and exceptional flexibility. There are two primary suites, one on the main level and another on the second floor. Hardwood flooring extends throughout much of the first floor, where expansive, open living areas take full advantage of the beautiful water views. The updated kitchen, spacious sunroom, three fireplaces, and abundant natural light create a warm and inviting atmosphere. Many rooms enjoy beautiful water views, making the river a constant backdrop to everyday living. An especially desirable feature for the area is the full basement, approximately three-quarters finished. This versatile space offers excellent possibilities for a home office or business setup, recreation room, home gym, or additional entertainment space. The third level provides three additional bedrooms and two full bathrooms, with all three bedrooms enjoying water views. A walkout deck overlooking the water creates another wonderful place to relax and take in the peaceful surroundings. Outdoor living is equally impressive. A large brick patio along the waterfront offers an ideal setting for entertaining and is ready for your vision of an outdoor kitchen. The expansive, open lawn and beautifully maintained landscaping provide plenty of room to enjoy the outdoors, gather with family and friends, or simply appreciate the privacy and natural beauty of this exceptional property. Meticulously maintained and thoughtfully designed for both comfortable everyday living and gracious entertaining, this Wye River waterfront home offers an exceptional combination of panoramic views, boating amenities, generous living spaces, and a convenient location. Experience the Wye River lifestyle—where boating, entertaining, and spectacular waterfront living come together!

377 Hemsley Dr, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

2006 Bennett Point Rd, Queenstown
$1,500,000
4 Beds ⋅ 3 Baths
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!

2006 Bennett Point Rd, Queenstown

Listing courtesy of RE/MAX Executive. Contact:

117 River Run, Queenstown
$1,300,000
4 Beds ⋅ 3 Baths
Wye River Waterfront Living at Its Best! If you love boating, fishing, crabbing, and being on the water, this Cape Cod-style home on the Wye River may be just what you have been waiting for. Situated on 1.46 private acres with more than 250 feet of waterfront, this property offers a peaceful setting surrounded by mature trees, beautiful landscaping, and plenty of privacy. The Wye River is well known for its excellent boating, fishing, and crabbing, along with its deep water that makes it especially appealing to boaters. Whether you are looking for a full-time residence, a second home, or an investment opportunity, this property offers tremendous possibilities. Enjoy the outdoors from the private screened porch, the perfect place to relax, entertain, and take in the peaceful surroundings. Inside, the home offers four bedrooms and two and a half baths, with generously sized rooms throughout. The first-floor primary suite provides the convenience of one-level living and makes the home well suited for those looking to remain in the home long term. Upstairs are three spacious bedrooms and a full bath, providing plenty of room for family and guests. The light-filled family room features a beautiful fireplace and offers a comfortable space for both relaxing and entertaining. A separate game room provides even more flexibility for gatherings, hobbies, or recreation. Recent improvements include new flooring, a new septic system, and a new roof, giving you a great foundation to add your own personal touches. The property also offers excellent versatility. It could potentially be used as a second home or rental property, and the layout lends itself to possibilities such as an in-law suite or caretaker accommodations, depending on your needs and applicable approvals. With its private setting, mature trees, extensive waterfront, deep-water boating potential, and flexible floor plan, this four-bedroom Cape Cod with a two-car-plus garage is a rare opportunity to enjoy the Wye River lifestyle. Bring your boat, fishing gear, crab pots, and your vision—and make this special waterfront property your own!

117 River Run, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

225 Hickory Ridge Dr, Queenstown
$1,195,000
4 Beds ⋅ 3 Baths
A Private Wye River Sanctuary! Some properties offer a home. Others offer a lifestyle. This exceptional Wye River retreat offers both.Set along one of the Eastern Shore’s most beautiful waterways, this beautifully updated ranch home is an invitation to slow down, entertain effortlessly, and enjoy waterfront living at its finest. From morning coffee on the screened porch to sunset swims in the Gunite pool, every day here feels like a getaway.The light-filled, open interior provides an inviting backdrop for relaxed gatherings and everyday living, while a versatile additional living area offers the flexibility for an in-law suite, private home office, game room, or guest retreat. The serene primary bedroom enjoys direct access to the screened porch, creating a private connection to the tranquil waterfront setting.The extensive improvements provide peace of mind while enhancing the home's appeal, including an architectural roof, vinyl siding, gutters, sophisticated hybrid heat pump/propane HVAC system, select updated flooring, and an updated BAT septic system.Outside is where this property truly shines. The Gunite pool features strategically placed bench seating, creating the perfect vantage point for unforgettable Wye River sunsets. The screened porch captures the river breezes and provides an ideal setting for morning coffee, afternoon cocktails, or long evenings with friends and family.For the boating enthusiast, the private dock features two electric boat lifts—8,000 and 12,000 pounds—and 2+ feet of mean low water, providing excellent access for boating and watersports. Spend the day on the river, catch crabs from the dock, or simply let the water set the pace.This is more than a waterfront home—it is a place to create traditions, host unforgettable gatherings, escape the ordinary, and experience the Wye River in a deeply personal way.Private waterfront. Private dock. Gunite pool. Sunset views. Exceptional outdoor living. A rare opportunity to make the Wye River your everyday retreat.

225 Hickory Ridge Dr, Queenstown

Listing courtesy of Pearson Smith Realty, LLC. Contact:

208 Grason Vista Dr, Queenstown
$725,000
3 Beds ⋅ 2 Baths
ABSOLUTELY WONDERFUL RANCHER IN BELLE POINT FARM! 3 large Bedrooms, 2 full Baths, a screened Porch, Patio, Basement, 2-car Garage and more! The Sellers have already taken care of the "big ticket" items. The interior was just repainted in a clean, neutral palette so you're all set to move in and enjoy the holidays in your new home! Open spaces and banks of windows make for a bright, airy, and inviting vibe. The floor plan is practical and spacious, featuring both a comfortable living room and a cozy family room centered around a wood stove and wood-burning fireplace with a raised brick hearth and surround. The screened porch is just off the family room and will quickly become one of your favorite spots. The kitchen is equipped with upgraded counters, wood cabinetry, a central island with a breakfast bar, and a breakfast room with access to the patio area. A separate dining area and laundry/mud room round out this main level. Expansion and storage are not an issue here between the unfinished basement coupled with the crawl space — both in great condition. Outside, the premium 1.93-acre cleared, level lot sits on a no-through street in a great water-oriented community along the Wye River. The oversized attached 2-car garage features front and rear entry, plus a versatile run-in shed addition off the back with double doors opening straight to the large rear yard. It’s a wonderful, solid home, meticulously maintained, with plenty of space. While you'll love the peace and privacy, everyday conveniences are just minutes away. You can grab a quick bite or essentials just down the road and you're minutes away from shopping, restaurants, health centers and major commuter routes. Get ready, you're going to fall in love.

208 Grason Vista Dr, Queenstown

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

1520 John Brown Rd, Queenstown
$699,000
3 Beds ⋅ 2 Baths
Welcome to your own private Eastern Shore retreat! Nestled on approximately 17.6 picturesque acres, this charming property offers the perfect blend of peaceful country living and everyday convenience. The home features comfortable one-level living with spacious gathering areas, a cozy wood stove, and beautiful views of the surrounding countryside. Whether you’re looking for room to garden, hunt, farm, enjoy outdoor recreation, or simply relax and take in the tranquility, this property provides endless possibilities. The expansive acreage offers privacy, open space, and the opportunity to create the lifestyle you’ve been dreaming of while still being just a short drive to shopping, dining, and major commuter routes.

1520 John Brown Rd, Queenstown

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

1306 John Brown Rd, Queenstown
$674,900
4 Beds ⋅ 3 Baths
NEW CONSTRUCTION IN QUEENSTOWN – PRIVATE WOODED SETTING! Welcome to this thoughtfully designed new construction home on beautiful John Brown Road.  This home offers nearly 2,300 square feet of high quality living space in a peaceful, private setting surrounded by towering hardwood trees and backing to the wooded portion of a 1,000+ acre farm. Step inside this bright and inviting home offering super nice kitchen, large great room with gas fireplace, large first floor laundry, and plenty of space for both everyday living and entertaining. The really spacious first-floor primary suite offers convenience and privacy with granite vanity, large tiled shower, and huge closet! Upstairs, you'll find three big bedrooms, providing plenty of room for family, guests, home offices, or additional flex space. Additional highlights include granite counters, oversized trim, LVP flooring, insulated and finished 2 car garage, with stamped concrete walks, porch, and patio really dress this home up!  Secondary driveway is perfect for parking that large RV or boat! Everyone loves that peace of mind that comes with owning a brand-new home. Quality goes well beyond what you can see – spray foam sealed crawlspace walls and concrete floor make the conditioned crawl space a dry and energy efficient feature.   The home is equipped with a whole-house water treatment system designed to address arsenic, iron, and other common well-water contaminants. All exterior walls are flash coated with closed cell insulation for maximum efficiency. If you've been searching for the perfect combination of new construction, space, privacy, and Eastern Shore living, this home deserves a look.

1306 John Brown Rd, Queenstown

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

113 Marlborough Rd, Queenstown
$650,000
3 Beds ⋅ 3 Baths
A rare opportunity in Queenstown: more than two acres with a private in-ground pool, three-car garage and spacious one-level living—with many of the home’s major improvements already completed. Since purchasing the property, the owners have invested significantly in improvements designed to protect, refresh, and open up the home. Updates include a new 30-year roof, all-new gutters and flashing, complete exterior painting, a new 6-foot privacy fence, extensive tree pruning around the home and pool area, fresh interior paint throughout, new recessed lighting, and new ceiling fans. Inside, more than 2,300 square feet of one-level living offers an inviting floor plan with high ceilings, abundant natural light, and generous living spaces. Fresh paint, recessed lighting, and updated ceiling fans have already given the interior a clean, refreshed, comfortable living space. And with no HOA you have no restrictions on your own property!

113 Marlborough Rd, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

7108 Maryland Ave, Queenstown
$580,000
3 Beds ⋅ 3 Baths
RECENT PRICE REDUCTION! Step into a charming piece of history with this stunning Colonial home, built in 1879, nestled in the desirable Queenstown neighborhood, water community and GOLF. Spanning 1,920 square feet, this residence seamlessly blends classic elegance with modern comforts, making it the perfect sanctuary for today's discerning buyer. As you enter, you'll be greeted by exquisite details such as crown moldings and chair railings that evoke a sense of timeless sophistication. The gourmet kitchen is a chef's dream, featuring upgraded countertops and essential appliances, including a refrigerator, stove, dishwasher, and icemaker, ensuring every culinary endeavor is a delight. The inviting dining area is perfect for hosting gatherings, while the cozy living room, complete with a charming fireplace, sets the stage for intimate evenings. This home boasts three spacious bedrooms, including a primary suite with an en-suite bath, providing a private retreat. Outside, enjoy the serenity of a quarter-acre lot, beautiful gardens and ponds, with off-street parking and a detached garage, providing both convenience and privacy. With its rich character and modern amenities, this home is not just a place to live; it's a lifestyle waiting to be embraced. Don't miss the opportunity to make this enchanting property your own!

7108 Maryland Ave, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

108 Gloucester Rd, Queenstown
$574,900
3 Beds ⋅ 3 Baths
Desirably located in Queen Anne Woods just off Bennett Point Road, this impressive brick-front colonial offers a rare combination of privacy, space, and convenience. Significant updates include a brand-new roof (2026), HVAC replacement (2021), new distribution box for septic system (2026), reverse osmosis system installed (2026), updated kitchen and bathrooms, updated windows, doors and siding, fresh interior paint, modern light fixtures, and a Trex deck. Set on a beautiful 1-acre wooded homesite, the home blends timeless appeal with extensive updates and exceptional pride of ownership. Meticulously maintained and move-in ready, it offers a wonderful balance of comfort and flexibility, with no homeowners association and room to enjoy the property on your own terms. Inside, gleaming hardwood floors, fresh interior paint, modern light fixtures, and beautiful interior wood shutters throughout create a warm and refined atmosphere. The welcoming foyer opens to a formal living room or den and a separate dining room, providing inviting spaces for entertaining and everyday living. At the heart of the home, the updated kitchen features granite countertops, counter seating, and brand-new stainless steel appliances, complemented by an adjoining breakfast area and comfortable family room. Glass doors open to the new Trex deck, extending the living space outdoors and overlooking the peaceful, wooded backyard. A main-level powder room and convenient laundry and mudroom with storage connect to the two-car side-entry garage. Upstairs, the spacious primary suite features a generous walk-in closet and a beautifully remodeled en-suite bath with a glass-enclosed tiled shower and built-in seat. Two additional bedrooms and office/bonus room offer flexibility for family, guests, or a home office. A beautifully remodeled hall bathroom with a tub and shower combination completes the upper level. Outside, a spacious and flat backyard that is surrounded by mature trees creates a private, natural backdrop to enjoy throughout the seasons. The Trex deck is ideal for outdoor dining and relaxation, while a storage shed with built-in shelving provides additional storage. The expansive paved driveway offers ample parking, including additional space for your boat. With its extensive updates, meticulous upkeep, generous acreage, and freedom from HOA restrictions, this Queen Anne Woods colonial offers the opportunity to settle in and enjoy the best of comfortable Eastern Shore living. Conveniently located off Bennett Point Road, with easy access to Route 50 and nearby boat ramps, this property combines a peaceful setting with everyday convenience.

108 Gloucester Rd, Queenstown

Listing courtesy of Monument Sotheby's International Realty. Contact:

223 Overlook Dr, Queenstown
$550,000
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:

161 Greenwood Creek Rd, Queenstown
$519,000
4 Beds ⋅ 3 Baths
TWO LOTS FOR SALE with two different tax Ids/addresses. The home sits on 1.16 arces and the additional adjacent lot sits on 1.10 acres which was graded as a Par 3 golf course. The second lots tax ID:1805020174, address is 165 Greenwood Creek Rd, Queenstown, MD 21658. This house is ready for your own personal touches and repairs, with four bedrooms and 2.5 baths sitting on 2.16 lush acres of privacy. This homes offers a mature landscaped yard with WATERVIEWS! Hardwood floors throughout just waiting to be brought back to their original beauty. This home also features a full In-law suite / guest house. Located in Queenstown, with easy commutes to Annapolis, Washington, Baltimore, Delaware and the beaches. Come see this home and make it your own today! Don’t forget this home would qualify for a 203 (k) renovation loan, ask you loan agent today!!

161 Greenwood Creek Rd, Queenstown

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

224 Wye Knot Ct, Queenstown
$512,000
3 Beds ⋅ 2 Baths
Welcome to 224 Wye Knot Court, a charming 3-bedroom, 2-bath home situated on a spacious lot in the peaceful Wye Knot Farms community. Step inside to a bright and inviting layout filled with natural light and comfortable, functional living spaces. This well-maintained home offers the perfect opportunity to enjoy the relaxed lifestyle of Maryland’s Eastern Shore. Wye Knot Farms is known for its quiet setting, generous lots, and welcoming neighborhood feel, while still providing convenient access to Route 50, shopping, dining, and the beautiful Wye River. Whether you’re purchasing your first home, looking to downsize, or simply searching for a little more space and tranquility, 224 Wye Knot Court is a must-see! Professional photographs coming soon!

224 Wye Knot Ct, Queenstown

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

705 Carmichael Rd, Queenstown
$474,900
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:

100 Wall St, Queenstown
$399,900
Situated on a prominent corner lot in downtown Queenstown, this three-level Victorian property, built in 1856, offers a variety of possibilities for residential or commercial use. Zoned CR (Commercial Residential), the property presents potential for a bed-and-breakfast, boutique retail shop, hair salon, professional offices, or other business ventures. Featuring six bedrooms/office spaces, two full bathrooms, and original architectural details, the building offers considerable flexibility for future use. The generous lot provides potential for additional off-street parking to accommodate customers or guests. Located just minutes from Route 50 and the Queenstown Premium Outlets, the property benefits from proximity to a major travel corridor and the area’s shopping destinations. An opportunity to establish a business in historic Queenstown with room to bring your vision to life.

100 Wall St, Queenstown

Listing courtesy of Benson & Mangold, LLC. Contact:

100 Wall St, Queenstown
$399,900
6 Beds ⋅ 2 Baths
This exquisite Colonial home, beautifully renovated in 2010, seamlessly blends historic charm with modern luxury. Spanning 1,840 sq. ft. , the interior boasts six spacious bedrooms and two full baths, featuring elegant wood and carpet flooring throughout. The heart of the home is the inviting country kitchen, equipped with stainless steel appliances, perfect for culinary enthusiasts. Enjoy cozy evenings by one of the two gas fireplaces, or host gatherings in the formal dining room. Set on a generous 0.2-acre corner lot, this property offers a cleared outdoor space ideal for relaxation or entertaining. Just blocks away, indulge in the serene beauty of Queenstown Harbor, where water activities like boating, fishing, and swimming await. With convenient off-street parking and a gravel driveway, this home provides both comfort and accessibility. Experience a lifestyle of tranquility and elegance in this remarkable residence, where every detail invites you to unwind and create lasting memories.

100 Wall St, Queenstown

Listing courtesy of Benson & Mangold, LLC. Contact:

205 Bryantown Lndg, Queenstown
$324,900
4 Beds ⋅ 2 Baths
MAJOR PRICE IMPROVEMENT! Discover this updated home that blends classic architecture with modern living, offering 1,783 sq. ft. of versatile space. Venture inside to find a welcoming traditional floor plan with new luxury vinyl plank flooring and fresh interior paint that flows from the living room to dining room and well-appointed bedrooms. The upgraded kitchen, equipped with white shaker cabinetry, stainless-steel appliances and granite countertops, is a perfect place for culinary enthusiasts. The three bedrooms and full bathroom equipped with a stall shower and whirlpool tub, ensures comfort and relaxation after a long day. The finished 2nd level with new carpet flooring can be converted or used into a 4th bedroom while the main level sunroom with its bright airy ambience is a perfect spot for entertaining. Outside, enjoy the tranquility of your front and rear yards, great for gardening or outdoor activities.

205 Bryantown Lndg, Queenstown

Listing courtesy of Century 21 Downtown. Contact:

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