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7328 Kent Point Rd, Stevensville
$8,000,000
8 Beds ⋅ 10 Baths
Set on 20 private waterfront acres with over 800 feet of shoreline along the Chesapeake Bay, this extraordinary estate offers a rare opportunity to own one of Maryland’s most impressive legacy properties. Behind a gated entrance and winding tree-lined drive, the residence combines timeless architecture, exceptional craftsmanship, and resort-inspired amenities designed for both grand entertaining and everyday enjoyment. The shoreline is simply remarkable, featuring riprap protection, a private pier with lifts, sandy beach areas, water and electric service, and panoramic Bay views that deliver spectacular sunsets year-round. Whether enjoying a quiet morning by the water, setting out for a day on the Bay, or gathering with family and friends for an evening by the fire, every aspect of the property has been thoughtfully designed to embrace the waterfront lifestyle. Inside, over 15,000 square feet of finished living space showcases Brazilian cherry flooring, handcrafted millwork, coffered ceilings, custom paneling, seven fireplaces, and beautifully curated living spaces throughout. The gourmet kitchen serves as the heart of the home, featuring premium appliances, an oversized island, sunlit breakfast room, and a fully equipped butler’s pantry designed for seamless entertaining. The residence offers two luxurious primary suites, including a main-level retreat with fireplace, spa-inspired bath, private office, and direct access to the waterfront. Multiple ensuite guest bedrooms, a theater room, game room, exercise suite, expansive third-floor recreation space, and a private apartment above the garage provide exceptional flexibility for hosting family and guests. Outdoor amenities rival those of a private resort. Enjoy a saltwater pool and spa, covered poolside entertaining pavilion with outdoor kitchen and fireplace, regulation tennis and pickleball court, expansive patios and terraces, fire pit, pond with fountain, playground, and extensive professional landscaping that creates a setting of complete privacy and tranquility. This is more than a home—it is a Chesapeake Bay estate designed for generations to gather, celebrate, and create lasting memories. A rare offering where luxury, privacy, recreation, and waterfront living come together on an extraordinary scale.

7328 Kent Point Rd, Stevensville

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

Selling Office: TTR Sotheby's International Realty.

330 Serenity Ln, Chester
$5,279,000
7 Beds ⋅ 9 Baths
Designed to rival a private resort, this waterfront estate was built for celebrating with family and friends. Sweeping Chesapeake views set the stage for every gathering. The waterfront pool features a cascading rock waterfall, a tucked in bench, and a generous sun shelf, all overlooked by a pool house with a covered summer kitchen, bar, seating area, and full bath with AC. A curated firepit lounge, expansive patios and balconies, and a screened waterside porch bring indoor and outdoor living together for every occasion. At the shoreline, life on the Bay begins, with an expansive private beach perfect for wading, sandcastles, and quiet evenings by the water. The newly expanded L shaped pier stretches 260 feet and is engineered for serious boating, with dockage for a large yacht, 24,000 lb. and 10,000 lb. lifts, electric, R/O water, dual pedestals, and decorative lighting. Protected waters offer calm conditions for docking, fishing, crabbing, and watersports, with direct Bay access and easy cruising to Annapolis, St. Michaels, and beyond. A circular driveway centered by a gorgeous fountain leads to the entry, where a stunning two story foyer and grand staircase greet you, framed by spectacular water views. The great room features a soaring wall of glass and a fireplace, opening to a chef's kitchen appointed with Wolf and Sub Zero appliances, custom cabinetry, a conversation bar, pantry, and breakfast nook. The dining room seats twelve or more, ready for every holiday feast. The primary suite is a private waterfront retreat, with a sitting area beneath a domed ceiling, a fireplace, custom built ins, and a spa bath with heated floors, a jetted soaking tub, and a multi head shower. The waterfront game room offers a fireplace, wet bar, and large TV, while the private theater seats eight in front of a 100 inch screen, making this home the destination for family and friends year round. Upstairs, five architecturally unique bedrooms, three ensuite, include private waterfront balconies and a large activity room opening to a deck overlooking the pool, dock, creek, and bay. A fully equipped in law suite offers its own kitchen, living area, bedroom, fireplace, and attached two car garage, while a separate heated and cooled four car garage with porcelain tile and custom cabinetry serves as studio, workshop, or gym. Six fireplaces, Anderson and Palladian windows, tankless water heaters, a whole house water softener and reverse osmosis system, a 60KW whole house generator, and fiberoptic 2.5GB internet with seventeen access points bring comfort and connectivity throughout. Fully app based control manages lighting, HVAC, security, pool, spa, generator, music, locks, and network, inside and out. Tucked along a quiet private road with easy access to the Bay Bridge, Annapolis, and Washington D.C., this is waterfront vacation living designed to be experienced every day. Serenity Lane describes how you feel, not just where you are. Welcome home.

330 Serenity Ln, Chester

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

Selling Office: Coldwell Banker Realty.

3207 Bennett Point Rd, Queenstown
$3,200,000
5 Beds ⋅ 7 Baths
Welcome to 3207 Bennett Point, a breathtaking Norman Jaffe–designed waterfront estate set on over 5 private acres along the widest stretch of the Wye River. Designed to maximize its setting, the home offers floor-to-ceiling glass, seamless indoor-outdoor living, and panoramic water views from nearly every room. The main residence showcases timeless craftsmanship with Tennessee Quarry FlagStone, rich hardwoods, and warm wood-clad ceilings and walls. Expansive living areas and a waterfront screened porch highlight the home’s indoor-outdoor flow, while a home office, elevator, and a gourmet kitchen that was renovated in 2017 with an oversized island, contemporary cabinetry, and premium finishes that add comfort and function. Upstairs, the primary suite offers a stunning wall of glass framing the river, a fireplace, dual walk-in closets, and a spa-inspired bath. The estate’s separate 4-bedroom, 4-bath guest house was taken down to the studs and completely reimagined in 2017. The renovation added two bedrooms and two bathrooms, a full kitchen, and a spacious living area all with sweeping water views. Providing luxurious accommodations for family and guests. Outdoors, the property delivers resort-style amenities at every turn: a 22’x44’ PebbleTec heated pool with pool house, a Bradford hot tub designed for year-round relaxation, and a 340’ pier with 8’ MLW, boat lift, davits, and deep-water access for boating, fishing, and swimming. Recent upgrades (2017) include kitchen and bath renovations, the guest house addition, elevator installation, whole-house generator for the main and guest house, new insulation, HVAC, electric service, lighting, and flooring- ensuring peace of mind for years to come. With expansive shoreline, mature landscaping, and sunset views over the Wye, this estate pairs architectural pedigree with resort-like amenities that is just minutes from the Chesapeake Bay Bridge. Experience the pinnacle of Eastern Shore living at 3207 Bennett Point.

3207 Bennett Point Rd, Queenstown

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Select Land & Homes, LLC.

148 Vernick Ln, Church Hill
$3,150,000
8 Beds ⋅ 7 Baths
With approximately 2,650 feet of private waterfront along Southeast Creek and sweeping views toward the Chester River, this exceptional 13.2-acre estate in the desirable Kennersley Farm community offers the rare combination of protected water, expansive acreage, and extraordinary privacy — complemented by a beautifully crafted main residence and detached carriage house. Originally constructed as a builder’s personal residence, this coastal farmhouse showcases exceptional craftsmanship and enduring quality throughout. The main home offers eight bedrooms and six-and-a-half baths, including three private ensuites thoughtfully positioned for comfort and privacy. A detached stone carriage house provides two additional bedrooms, a full kitchen, and bath above a side-loading two-car garage with conditioned workshop and storage space — ideal for extended guests, multigenerational living, or private accommodations. Inside, timeless architectural details define the interiors: wide hewn pine hardwood flooring, substantial eight-inch base trim, solid wood doors, raised panel wainscoting, and four fireplaces that add warmth and character throughout. The waterside great room serves as a striking focal point, featuring a coffered ceiling, a dramatic stone fireplace with a custom mantel designed by Vicco VonVoss, built-in media cabinetry, and breathtaking water views. A central gourmet kitchen anchors the home and flows seamlessly into expansive gathering spaces, including a remarkable three-sided waterfront game room with pool table that conveys — designed for year-round entertaining. The main-level ensuite with adjoining sunroom opens to a private side deck, creating an ideal space for quiet mornings or evening retreats. Upstairs, the primary suite offers built-in bookcases, a fireplace, generous walk-in closets, a jetted tub, and plumbing for a future steam shower. An additional expansive ensuite on the second level provides exceptional privacy and includes a separate sitting area large enough for a sofa — perfect for guests seeking their own retreat. Additional bedrooms on the upper level provide ample space to relax and unwind. Dual laundry rooms on both the main and upper levels enhance everyday convenience, while a finished attic suite with sitting area and half bath offers additional flexibility. The unfinished walk-up basement with exterior access presents an opportunity for future customization. Outdoor living rivals that of a private resort. A waterside saltwater pool with a 10-foot diving well and diving rock is surrounded by an expansive paver patio, while a 12-foot-deep wraparound porch, tiered covered porch, upper balcony, and stone fire pit provide multiple vantage points to enjoy sunset views over the water. Custom exterior lighting enhances the architecture and landscaping in the evening, while a private, alarm-secured driveway ensures a refined sense of arrival and seclusion. The private dock has electric service run to it and water access, along with two boat slips and two jet ski lifts, providing direct access to Southeast Creek and beyond. A natural shoreline, kayak launch, mature trees, and resident bald eagles enhance the serenity of the setting. Just minutes from Kennersley Point Marina and within easy boating distance to Chestertown, Rock Hall, and Annapolis, this estate offers both tranquility and accessibility. The residence is also being offered fully furnished, presenting a rare turnkey waterfront opportunity. Defined by the elements that matter most — substantial water frontage, protected deep water, acreage, privacy, quality construction, and turnkey furnishings — this is a legacy offering for refined waterfront living on Maryland’s Eastern Shore.

148 Vernick Ln, Church Hill

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: BHHS Fox & Roach - Hockessin.

200 Mallard Cove Ln, Stevensville
$3,000,000
4 Beds ⋅ 5 Baths
Welcome to 200 Mallard Cove, a rare 15-acre waterfront estate on Maryland’s Eastern Shore, just 23 miles from Annapolis and moments from the Bay Bridge. This private coastal retreat offers an extraordinary blend of refined living, panoramic Chesapeake Bay views, and the wide-open feeling that defines life on the Shore. A long, 1/4-mile paved driveway leads you through acres of manicured land, a freshwater pond alive with wildlife, and nearly five acres of farmland before opening to the stunning residence and sweeping views of the Bay. With approximately 450 feet of protected shoreline, stone revetment, and a substantial pier with 10,000 lb lift providing 3’ MLW, the property is perfectly suited for boating, fishing, and waterfront exploration. Anchoring the outdoor experience is the bayside pool and pavilion, where cascading waterfalls, lush landscaping, and bayside sunrise views set the tone for effortless entertaining. Whether hosting gatherings by the water, relaxing by the pond, or enjoying the surrounding acreage, the lifestyle here is unmatched. The custom home has been updated and maintained to the highest standards, with thoughtful design, quality materials, and timeless coastal architecture. The waterside kitchen features high-end appliances, including a Viking gas stove, travertine flooring, a center island, and a dining area that opens to a four-season patio room overlooking the Bay. Formal living and dining rooms with cherry floors and a gas fireplace create warm and inviting spaces for year-round enjoyment. A soaring two-story great room with an elevated hearth anchors the main level, complemented by a private study, walk-in pantry, and a custom Irish Pub, offering a touch of character rarely found in waterfront homes. The waterside primary suite features a vaulted ceiling, broad Bay views, and a spa-inspired bath. Three guest bedrooms and two additional baths on the second floor provide ample accommodations for all your guests. Connected by a breezeway, the three-bay garage offers exceptional storage for vehicles, boats, and outdoor equipment. Additional amenities include solar panels for ultra-efficient energy use and a raised elevation that keeps the home and its infrastructure above FEMA flood designation, offering added peace of mind. A greenhouse, shed, and multiple outdoor living spaces are designed for both relaxation and entertaining. With neighbors set back 300–400 feet on either side, privacy is inherent. Perfectly positioned near Annapolis, St. Michaels, Kent Island trails, and miles of scenic countryside, this home offers an unparalleled waterfront lifestyle with the ideal blend of privacy and convenience. 200 Mallard Cove is a truly exceptional Eastern Shore estate; an inviting waterfront oasis where every detail has been carefully curated. Come experience the breeze, the views, and the extraordinary sense of place that define this remarkable property.

200 Mallard Cove Ln, Stevensville

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

Selling Office: Coldwell Banker Realty.

3021 Bennett Point Rd, Queenstown
$2,800,000
5 Beds ⋅ 6 Baths
Set on more than five tranquil acres with deep water and over 900 feet plus of protected shoreline, this custom-built waterfront residence new finished square footage 7,129 feet offers timeless design, enduring quality, and a setting unlike any other. With five full en-suites and newly finished spaces for a second family room & kitchenette, it provides flexibility for multi-generational living or exceptional guest accommodation. Originally built in 1981 and completely reimagined in 2006, every detail reflects craftsmanship and artistry. A gated entry and private drive lined with seasonal blooms lead to a circular drive and covered brick porch, where glass entry doors open to reveal soaring vaulted ceilings, skylights, and a wall of windows framing the breathtaking Wye River views. Throughout the home, custom cherry millwork elevates fireplaces, built-ins, and displays with warmth and richness. At the heart of the open floor plan, the gourmet kitchen is outfitted with Alder cabinetry, Sub-Zero refrigeration, three wall ovens, a five-burner cooktop with grill, and a warming oven—designed for both entertaining and everyday living. Formal dining beneath a vaulted ceiling, casual meals at the breakfast bar, or dining al-frescos on the composite deck all capture sweeping water views. Outdoors, cascading deck stairs open to a lush lawn and private pier with boat lift in deep water, offering endless opportunities for boating, kayaking, and sunrise views. Inside, thoughtfully designed spaces accommodate every lifestyle need. A professional office with private entry is ideal for working from home, while a separate en-suite suite with private stair access provides perfect quarters for guests or an au pair. The main-level primary suite features soaring ceilings, panoramic river views, and a spa-inspired bath with onyx floors, jetted tub, walk-in shower, and dual vanities. Upstairs, two additional en-suites and a cedar closet complete the private wing. The walk-out lower level expands the living experience with a recreation room, gas fireplace, full daylight windows, a full bath, and covered patio access. Flex rooms, abundant storage, and a generously sized workshop/studio make the home as practical as it is luxurious. In addition, there is 776 sq. in basement that could be finished if necessary or used as storage.

3021 Bennett Point Rd, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

1810 Love Point Rd, Stevensville
$2,775,000
5 Beds ⋅ 5 Baths
This exceptional Five bedroom, Four and one half bath brick colonial blends timeless design with modern versatility and waterfront charm. Privately situated on a quiet cove just off the mouth of the Chester River, the property offers a rare combination of space, functionality, and lifestyle appeal. Inside, the home features a thoughtfully designed layout ideal for both everyday living and entertaining. A main-level en-suite provides excellent flexibility for multi-generational living or private guest quarters, while an additional upper-level en-suite enhances comfort and convenience for visitors. The spacious primary suite serves as a true retreat, complemented by well-proportioned secondary bedrooms and multiple full baths. Refined living spaces include a formal dining room, a dedicated home office perfect for remote work, and an inviting screened porch overlooking the water—an ideal setting to relax and take in the tranquil views. The nearly fully finished basement expands your living options with generous space for recreation, hobbies, or a workshop. Recent upgrades—including a new roof and septic system—offering peace of mind, while the 2-zone HVAC system ensures efficient year-round comfort. Outdoors, enjoy the in-ground pool surrounded by a patio, perfect for entertaining or unwinding. Complete with a Two car garage and located in a highly desirable waterfront setting, this property presents a rare opportunity to own a versatile estate that balances luxury living and scenic beauty

1810 Love Point Rd, Stevensville

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

Selling Office: Coldwell Banker Realty.

111 Petrie Way, Stevensville
$2,375,000
4 Beds ⋅ 4 Baths
Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along the water’s edge. Inside, the home unfolds across three levels with a thoughtfully designed four bedroom, four bath layout that offers both flexibility and comfort. A private bedroom and full bath on the entry level provide the perfect space for guests or a quiet home office. The main living level is designed for seamless everyday living and entertaining, highlighted by a warm and inviting living room with a gas fireplace that adds both comfort and ambiance. The upper level features two additional bedroom suites, including a serene primary retreat complete with its own gas fireplace. An elegant touch that enhances the sense of relaxation and retreat. Expansive windows frame captivating views over the marina and out to the Chesapeake Bay, filling the home with natural light and creating an ever-changing backdrop of boating activity and open water. As the day winds down, the setting truly comes to life with breathtaking sunsets that paint the sky and reflect across the water. An experience to be enjoyed from both the interior living spaces and outdoor areas. High-end finishes and a modern, open-concept design elevate the interiors, while the beautifully appointed gourmet kitchen and well designed baths enhance both form and function. Every detail has been curated to deliver a low-maintenance, lock-and-go lifestyle without compromising on luxury. Ideally positioned within walking distance to waterfront dining, including Libbey’s Coastal Kitchen & Cocktails and Knoxie’s Table, residents also enjoy immediate access to marina amenities, scenic walking paths, and the relaxed rhythm of life on the Bay. Sunset Wharf offers a rare opportunity to own a newly completed residence in a thoughtfully designed waterfront community where every day feels like a getaway. Welcome Home!

111 Petrie Way, Stevensville

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

Selling Office: One Percent Lists Mid-Atlantic.

2832 Cox Neck Rd, Chester
$2,350,000
4 Beds ⋅ 5 Baths
Sited on Cox Creek with 369 feet of waterfront, this elegant contemporary residence offers 2.3 private acres, spectacular western exposure, and breathtaking sunset views. Thoughtfully designed to maximize water vistas from nearly every room, the home features 4 bedrooms, 3 full baths and 2 half baths, and approximately 4,717 square feet of refined living space. The gourmet kitchen is appointed with rich custom cabinetry, granite countertops, upgraded stainless steel appliances, and a gas cooktop, creating an ideal setting for both everyday living and entertaining. Custom hardwood flooring spans the main level, complemented by two fireplaces and timeless architectural details throughout. The luxurious main-level primary suite offers serene water views, multiple walk-in closets, and a recently renovated spa-inspired bath. A beautiful three-season room overlooks the creek, providing the perfect space to relax and enjoy the tranquil setting. There is also ample room to add a pool. Upstairs, three additional bedrooms and two full baths provide comfortable accommodations for family and guests, with three of the four bedrooms enjoying water views. The upper level has been recently updated with luxury vinyl plank flooring in place of carpet. Additional highlights include mature professional landscaping, a temperature-controlled wine room, a 3-car garage, a new roof, private pier with electric and water, boat lift, jet ski lifts, and riprap shoreline protection. Located in the desirable Southwind community, residents enjoy amenities including a boat launch, boat storage area, tennis courts, walking trails, and a clubhouse — all conveniently located near shopping, dining, and more.

2832 Cox Neck Rd, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

1901 Cox Neck Rd, Chester
$2,350,000
4 Beds ⋅ 5 Baths
Nestled on nearly seven private acres along the protected waters of Crab Alley Bay, this extraordinary waterfront estate offers breathtaking views, serene surroundings, and exceptional living across three spacious levels. Designed for both comfort and elegance, the home features a dramatic wall of windows overlooking the pool and waterfront, filling the interior with natural light. The lush property includes two ponds and wetlands that attract abundant wildlife, creating a peaceful, ever-changing natural setting. Inside, the home is beautifully appointed with a new gourmet kitchen featuring granite countertops and a walk-in pantry, along with cherry and maple floors, a new roof, an updated primary bath, and an additional renovated full bath. Generously scaled living and sitting rooms on every level provide abundant space for entertaining or quiet retreat. The residence includes four oversized bedrooms, four full baths, a workout room, extensive storage, and a four-car garage. Each level is enhanced by its own gas fireplace, adding warmth and ambiance throughout the home. Beautifully maintained gardens and mature trees frame stunning sunrises and make the waterfront setting feel remarkable every day. Great location on Kent Island close to shopping and commute.

1901 Cox Neck Rd, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Cummings & Co. Realtors.

2882 Cox Neck Rd, Chester
$2,300,000
4 Beds ⋅ 4 Baths
Discover an exquisite Mediterranean-style residence nestled in the prestigious Southwind community, where luxury meets comfort while enjoying breathtaking sunset views. This stunning 4-bedroom, 3.5-bathroom home boasts 4,331 sq. ft. The gourmet kitchen features high-end stainless steel appliances, including a built-in microwave, wall oven, and a sleek cooktop, ensuring culinary excellence. Step outside to your private oasis, where a concrete pool invites relaxation amidst lush landscaping on a generous 1.2-acre lot that includes a covered built in Lynx grill and bar seating. Enjoy direct access to Cox Creek, complete with a private dock for fishing, kayaking, or simply soaking in the serene water views. With a double sided fireplace and three tankless water heater, this home combines elegance with modern convenience, making it a true sanctuary. The main living room features sky high ceilings and a wet bar making hosting a snap and flows into the added sunroom that features heated tile flooring. And the three season room off the back is the perfect gathering space with a wall of sliders to maximize the view. Meticulously maintained and thoroughy enjoyed by the original owners. The expansive rear yard and rip-rap shoreline enhance the outdoor experience, while the community amenities, including a beach, tennis/basketball courts, and fishing pier and boat launch, offer an exclusive lifestyle on Maryland's Eastern Shore.

2882 Cox Neck Rd, Chester

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: Gunther-McClary Real Estate.

137 Tanners Point Dr, Stevensville
$2,300,000
5 Beds ⋅ 4 Baths
Price improvement. Welcome home to this stunning waterfront property in Cove Creek Club on Kent Island. Cove Creek is a Golfer's Paradise! This remarkable five bedroom, four bathroom home offers an unparalleled blend of privacy, elegance, and panoramic coastal beauty all located on your very own private peninsula. With an impressive 566 feet of protected shoreline where Tanner’s Creek converges with Cove Creek, opening directly to the Eastern Bay, this southern-facing residence offers breathtaking water views from nearly every room. Upon entering, you’re greeted by a dramatic two-story foyer with soaring vaulted and coffered ceilings that set an immediate tone of refinement, drawing the eye straight through to the large backyard and shimmering water views beyond. The thoughtfully designed main level features high ceilings throughout and a serene primary suite with views of the pool and waterfront. The primary retreat offers a custom walk-in closet with built-ins, tray ceiling, and a spa-inspired bath with dual vanities, private water closet, soaking tub, expansive walk-in shower, and plantation shutters for added privacy. Upstairs, enjoy a recreation room with wide angle water views and balcony perfect for enjoying sunsets while playing a game of pool or darts. Four additional bedrooms can be found here as well, two on either side of the home sharing jack-and-jill style bathrooms with private closets. Designed for effortless entertaining and elevated everyday living, the open-concept living and dining spaces flow seamlessly from the beautifully updated kitchen. Here, refined finishes include soft-close cabinetry, granite countertops, a marble backsplash, center island, walk-in pantry, stainless-steel appliances, gas cooktop, wine refrigerator, and warming drawer. The kitchen opens to an inviting living room with sliding doors to access the outdoor living area. Outside you’ll find extensive hardscaping with a built-in grill, granite countertops, and a granite dining table seating eight, perfect for hosting refined waterfront gatherings. The resort-style backyard is a private sanctuary, featuring a sparkling pool and a private pier equipped with three boat lifts—ideal for boating, paddle boarding, crabbing, or simply enjoying sunsets accompanied by visits from blue herons and bald eagles. Professionally designed landscaping offers year-round color with mature plantings all complemented by a lush, level lawn maintained by a multi-zone irrigation system. Additional highlights include a spacious three-car garage with room for vehicles, golf carts, and storage, along with premium finishes throughout that reflect timeless craftsmanship and meticulous attention to detail. As a resident of Cove Creek, enjoy access to an exceptional array of private amenities including a USGA-rated golf course, deep-water marina, private beach, clubhouse, fitness center, tennis, pickleball, and bocce courts, boat ramp and storage yard, as well as miles of scenic walking and biking trails - all located on Kent Island, just minutes from the Chesapeake Bay Bridge and Route 50.

137 Tanners Point Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

328 Bentons Pleasure Rd, Chester
$2,200,000
5 Beds ⋅ 4 Baths
Gorgeous Waterfront property on Cox Creek with stunning sunset views. Open house Friday June 19, 7:00-8:30 PM for sunset viewing This cottage-style retreat on Cox Creek offers the perfect blend of cozy charm and luxury living. Featuring a refreshing pool (grandfathered in the 100 foot buffer) with 180 degree views, fully equipped gym, 4 garage spaces, dock with 2 boat lifts and jet-ski lift, a versatile guesthouse with full kitchen that sleeps 8, and an outdoor kitchen with Italian pizza oven and Evo grill! The property provides panoramic breathtaking sunset views over the water which makes it the perfect Home for those looking for the ultimate Eastern shore lifestyle! The charming main house, renovated in 2022, with its huge wrap around porch and cozy screened in porch, boasts 3 bedrooms and 3 full baths, expansive windows, high end finishes, custom moldings, and unobstructed water views. The guesthouse, built in 2021 with Full kitchen, living room, and 2 bedrooms and bath, blends character and luxury offering an inviting space with beautiful water views. It comfortably sleeps 8 with king bedroom, and bunk-bedroom with built in bunks. Reclaimed wood floors provide character, blending with the crisp white board-and-batten walls, wood ceilings, and elegant wainscoting molding. Included is a fitness gym featuring top-tier equipment built for rigorous training, and the water views inspire every workout. Guest house was used as a short term rental, generating extra income. The oversized in-ground pool has been extensively renovated to create a true resort-style outdoor experience. Major improvements completed in 2021 included new pool equipment, new plumbing and electric, new tile, a premium pool deck, and sun shelf. Newly resurfaced in 2026 provides years of beauty and enjoyment. Designed for both relaxation and recreation, the pool features an in-water sun shelf with integrated mounts for umbrellas, tables, and seating. Perfectly positioned to capture panoramic Cox Creek views and spectacular sunsets, this exceptional pool setting serves as the focal point of the property’s outdoor living and entertaining spaces, delivering a waterfront resort experience. The guest house is enhanced by a three-car garage configuration consisting of an attached two-car garage and single-car garage, providing exceptional space for vehicles, recreational equipment, and storage. Built-in shelving and storage racks accommodate kayaks, bicycles, and other outdoor gear, making the space ideally suited for an active waterfront lifestyle. In addition, the property includes a separate detached single-car garage offering outstanding flexibility for vehicle storage, a workshop, hobby area, or storage of landscaping and maintenance equipment. The detached garage is equipped with dual 30-amp, 240-volt camper receptacles with weather-protected in-use covers, providing convenient power access for recreational vehicles, trailers, or specialty equipment. Together, these garage facilities provide four enclosed garage bays and abundant storage capacity for vehicles, boats, water toys, outdoor equipment, and workshop needs. The Outdoor kitchen is positioned to capture unobstructed panoramic sunset views of the water, featuring a gas fired Alfa Pizza Oven and a flat top circular EVO cooktop. Its teppanyaki style flattop allows you to sear scallops, stir fry vegetables, or smash burgers facing the water. The private dock with a large over-water entertainment platform, electric, water, decorative lighting, two Magnum boat lifts with remote control, personal watercraft lift, and spectacular western-facing sunset views over Cox Creek. This *must see* home is more than just a house, it's a lifestyle. This property is custom built for family gatherings, entertaining, and endless outdoor recreation: Swimming, Boating, Jet-skiing, Kayaking, Paddle boarding, Yard games, Crabbing and Fishing off the dock, Biking and Pickle ball!

328 Bentons Pleasure Rd, Chester

Listing courtesy of HomeZu by Simple Choice. Contact:

Selling Office: Coldwell Banker Realty.

216 Lighthouse View Dr, Stevensville
$2,175,000
4 Beds ⋅ 5 Baths
Welcome to a Chesapeake Bay retreat where spectacular views and unparalleled waterfront living await. Perfectly positioned on a serene cul-de-sac, this elegantly appointed home offers breathtaking vistas of the iconic Bay Bridge, majestic lighthouses, and sunsets that will leave you speechless. Upon entering the two-story foyer, the formal living room and bonus room welcome you and provide ample space for unwinding or hosting guests. The thoughtfully designed interior offers four bedrooms and four and a half baths, including an upper-level primary suite with a cozy sitting room and a yacht-inspired bathroom. On the lower level, a fifth bedroom studio suite features an ensuite bath, sitting area, and granite bar top — ideal as an in-law or au pair suite. A separate entrance to the outdoors provides additional flexibility and privacy. Natural light floods every room and frames the serene water views at every turn, accentuating the open-concept kitchen, dining area, and family room that flow seamlessly into the outdoor covered living spaces. Three sets of oversized French doors open to the stunning waterside patios, featuring a PebbleTec saltwater heated pool, lush mature landscaping, and perfect elevation outside of the flood zone — a rare combination that enhances both beauty and peace of mind. A covered patio and pool cabana with a dedicated pool bath create the perfect environment for relaxing or entertaining as you take in the beauty of the bay. The private dock with two boat lifts (12,500 lb and 30,000 lb) provides endless opportunities for fishing, crabbing, and boating, completing the ultimate waterfront lifestyle. This home is more than a residence—it’s a masterpiece of design and nature, crafted to immerse you in the soothing rhythm of life on the bay. Welcome Home.

216 Lighthouse View Dr, Stevensville

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

Selling Office: Douglas Realty LLC.

1150 Cheston Ln, Queenstown
$2,050,000
4 Beds ⋅ 3 Baths
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!

1150 Cheston Ln, Queenstown

Listing courtesy of RE/MAX One. Contact:

Selling Office: Coldwell Banker Waterman Realty.

220 Old Steamship Rd, Stevensville
$1,950,000
4 Beds ⋅ 5 Baths
WATERFRONT (20 acres) located on the Northern section of Kent Island, in the area of larger acreage estates, the "Pink House" provides a peaceful respite from the rush of the world. As easy 5 minute drive from the Chesapeake Bay Bridge the home offers access to the western shore metro areas. NO SUBDIVISION POTENTIAL With over a 1000' of protected shoreline fronting along the broad, open waters of the Chester River the has 100'+ pier offers 4' MLW. A waterfowl hunter's delight you'll find a blind on the pier and one offshore as well. A generously proportioned inground pool with an expansive apron for lounging and dining is a focal point between the house and the river. An outdoor kitchen, huge deck and a screened gazebo invite spending time outdoors. A conservatory suitable for greenhouse functions or outdoor dining under cover is reminiscent of older European estate gardens. Established landscaping with unique plants surround the home and outdoor spaces. The residence is a blend of eclectic flair and flowing functionality. Designed to maximize views, the generous square footage offers a main level owners suite and three upper en-suites. Many custom features such as the designer counter tops and backsplash in the kitchen, hint at the uniqueness of this home. The "Pink House" offers secluded acreage at the end of a tree lined circular driveway. With some needed renovations and designer touches this home has the potential to be a showplace! CRAB this opportunity to own one of Kent Islands finer properties along the Chester River.

220 Old Steamship Rd, Stevensville

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

Selling Office: Non Subscribing Office.

92 Long Creek Dr, Stevensville
$1,900,000
5 Beds ⋅ 5 Baths
Welcome to 92 Long Creek Drive, an extraordinary Kent Island waterfront estate where luxury living meets exceptional investment potential. Perfectly positioned on more than 2.5 private acres with approximately 250 feet of shoreline, this remarkable property offers the opportunity to enjoy a waterfront retreat while benefiting from an established, successful short-term vacation rental with proven income history. Profit and loss statements are available upon request, and the home is available fully furnished for a truly turnkey experience. Spanning nearly 4,000 square feet across four finished levels, the home features five bedrooms, four full baths, multiple living and entertaining spaces, and sweeping water views from nearly every room. The beautifully renovated kitchen is the heart of the home, offering white cabinetry, granite countertops, a commercial-grade refrigerator, custom pantry, shiplap accents, generous dining space, and stunning waterfront vistas. The primary suite is a peaceful retreat with panoramic water views and a luxurious bath featuring a soaking tub and tiled shower. Multiple living areas—including a lower-level recreation room with a full bar and full bath—provide abundant space for entertaining family and guests. Outside, every detail has been designed to embrace the Chesapeake Bay lifestyle. Enjoy the in-ground pool, outdoor kitchen and pavilion, expansive waterside deck and patio, beautifully landscaped grounds, and a private pier with boat lift and new electric service for enjoying boating, fishing, crabbing, paddleboarding, and kayaking. The property also includes an attached garage and a heated detached three-car garage, providing exceptional storage for vehicles, boats, water toys, and recreational equipment. Whether you're searching for a full-time waterfront residence, an unforgettable family retreat, or an investment property with an established rental history, 92 Long Creek Drive delivers an exceptional lifestyle just minutes from the Bay Bridge, Annapolis, and the rest of Maryland's Eastern Shore.

92 Long Creek Dr, Stevensville

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

416 Cove Rd, Queenstown
$1,890,000
3 Beds ⋅ 4 Baths
Welcome to “This is Wye”! Set on a spectacular elevated lot overlooking the Wye River, this Exceptional property captures breathtaking views of both the river and Wye Island. This beautifully designed one-level residence offers 3 bedrooms and 3.5 baths, delivering effortless waterfront living with a refined, thoughtful layout. Completely renovated in 2018 and enhanced with ongoing updates through 2026, the home features hardwood flooring throughout, along with abundant windows and skylights that fill the interiors with natural light and showcase expansive water views from nearly every room. The renovated gourmet eat-in kitchen is both stylish and functional, equipped with top-of-the-line appliances, a generous center island, convenient mudroom, and seamless flow into the main living spaces. The living room opens naturally to the dining area and is anchored by a wood-burning stove insert, creating a warm and inviting focal point. A separate yet connected family room provides additional gathering space, and both rooms feature sliding glass doors that lead to the waterside patio, pool, and deck—ideal for indoor-outdoor living. The primary suite is a private retreat, set in its own wing and thoughtfully appointed with dual walk-in closets and two en suite baths. One bath features a double-sink vanity, soaking tub, and glass-enclosed shower, while the second offers a single-sink vanity and glass-enclosed shower. Two additional bedrooms share a well-designed Jack-and-Jill bath, and a charming powder room completes the interior. Outdoors, the property is equally impressive, with a waterside gunite pool, expansive decking, and approximately 450 feet of bulkheaded shoreline. The new protected pier offers 5+'MLW and includes a lift, three slips, and a floating dock, making it ideal for boating enthusiasts. A detached, oversized garage, connected by a breezeway, includes a spacious office and workshop, while two additional storage sheds provide ample space for equipment and tools. Mature landscaping, trees, and extensive hardscaping create a private, picturesque setting. Recent improvements include the renovated kitchen and baths, refurbished pool, Andersen windows and doors, encapsulated crawlspace, generator, and tankless water heater and so much more—offering a truly turnkey waterfront lifestyle.

416 Cove Rd, Queenstown

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

Selling Office: Benson & Mangold, LLC.

712 Bay Dr, Stevensville
$1,750,000
4 Beds ⋅ 3 Baths
712 Bay Drive isn't simply a waterfront home—it's a turnkey Chesapeake lifestyle, beautifully executed from shore to door. Just two years young, this exceptional waterfront residence combines thoughtful design, elevated finishes and impressive waterfront infrastructure with sweeping views of the Bay. The open-concept main level was designed around the view, with a dramatic wall of windows overlooking the water and a propane fireplace anchoring the living space. The kitchen delivers both beauty and function with an extra-long island, quartz countertops, high-end appliances, crisp white cabinetry, statement hood and walk-in pantry. The main-level primary suite offers a private retreat with a walk-in closet and beautifully finished bath featuring a spacious walk-in shower and shiplap detailing. Upstairs, you'll find three additional bedrooms, a bonus room and abundant walk-in storage, plus a floored, temperature-controlled attic. And then there's the waterfront. A vaulted covered side porch creates another incredible place to take in the views, complete with a hot tub that conveys, while the home's piling construction creates an expansive “Below Deck” entertaining area at ground level—perfect for waterfront gatherings, crab feasts and relaxed summer evenings. The waterfront infrastructure is equally impressive, with a newer bulkhead and pier, 12,500-lb boat lift, electric and water at the pier directly on the Chesapeake Bay. Thoughtful systems include a whole-house water filtration system, tankless water heater, two-year-old roof and HVAC, plus electric HVAC with propane backup for efficiency and peace of mind. Newer construction. Exceptional waterfront infrastructure. Thoughtfully engineered. Turnkey. And a front-row seat to life on the Bay.

712 Bay Dr, Stevensville

Listing courtesy of Samson Properties. Contact:

Selling Office: TTR Sotheby's International Realty.

252 Eareckson Ln, Stevensville
$1,720,000
5 Beds ⋅ 4 Baths
The waterfront dream home you've been waiting for... the one everyone else will wish they had bought first. This quintessential Kent Island waterfront estate captures everything buyers love about Eastern Shore living. Perfectly positioned on 1.99 private acres just minutes from the Bay Bridge, this exceptional property offers over 3300 SF in main house, and another 450 SF+/- guest space w/ full bath atop detached garage! Designed for effortless waterfront living and entertaining. The main residence features 5 bedrooms and 4 full baths, including a desirable main-level bedroom and full bath, while the detached two-car garage is topped by a private guest suite and full bath—ideal for visitors, extended family, or a private home office retreat. Step outside and discover the lifestyle you've been dreaming about. A private pier, sparkling waterfront pool, expansive covered porch, and beautiful Ipe decking create a resort-like setting where every day feels like a vacation. Southern Eastern Bay views provide the perfect backdrop for boating adventures, summer gatherings, quiet mornings with coffee, and unforgettable sunsets. This is more than a home—it's a waterfront destination. A place where memories are made, boats are launched, friends linger longer, and every season brings a new reason to fall in love with life on the water. Extremely well-maintained with polished updates, to include: Anderson windows (2024 & 2020), refreshed dock & boat lift (8K lb capacity), Additional pilings for guest boat tie-up. Whole-house generator w/1000 Gallon OWNED tank, tankless water heater, fully encapsulated crawlspace, Sub-zero refrigerator & Wolf gas stove, Pool pumps, filter (2020-2023) & new liner (2024). One look and you'll understand why there is nothing like this beauty on market!

252 Eareckson Ln, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

106 N Creek Ct, Stevensville
$1,715,000
4 Beds ⋅ 4 Baths
Welcome to the pinnacle of waterfront living in Cove Creek Club—one of Kent Island’s most sought-after and low-turnover communities. What truly sets this property apart is what so few homes here can offer: direct navigable waterfront with a private pier. While many homes in the community enjoy water views, only a select few provide the ability to keep your boat right out back with protected, calm waters and easy access to the Chesapeake Bay. Whether it’s sunset cruises, paddleboarding from your backyard, or spending the day on the water, this home delivers the true Eastern Shore boating lifestyle. Extensively renovated and spanning over 4,200 square feet, this one-level residence has been completely reimagined with high-end updates throughout. The renovation included an impressive 1,000-square-foot addition and the addition of a rare 3-car garage, creating exceptional space for both everyday living and waterfront storage needs. The layout features four spacious bedrooms, four full baths, a private study, and a stunning modern addition completed within the last three years. Major improvements include new Hardie Board siding and a high-efficiency three-zone HVAC system for comfort and peace of mind. Outside, your private retreat awaits with an in-ground pool, expansive entertaining decks, and wide-open views overlooking the protected marina basin. The setting is peaceful, private, and designed to embrace waterfront living at every turn. Beyond the home itself, Cove Creek Club is a true lifestyle destination. One of the community’s biggest draws is the unlimited golf included in the HOA, featuring a private 9-hole course played as 18 with multiple tee boxes, along with a driving range and practice areas. Residents also enjoy a marina, boat storage, tennis and pickleball courts, a fitness center and gym, clubhouse, private sandy beach with fire pits, and beautifully maintained grounds surrounded by tidal creeks and the Chesapeake Bay. All of this is tucked away in a quiet waterfront setting while still offering convenient access to Route 50 for easy trips to Annapolis, Washington DC, and the beaches.

106 N Creek Ct, Stevensville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Real Broker, LLC - Chester.

132 Tanners Point Dr, Stevensville
$1,690,000
5 Beds ⋅ 3 Baths
Positioned along the serene waters of Tanners Creek within the enclave of Cove Creek Club, this exceptional waterfront residence offers a rare opportunity to secure a premier setting while tailoring the interiors to your own vision. Major capital improvements have already been completed—including a new roof, upgraded HVAC system, and the addition of a private pool; providing a strong foundation for the next owner to elevate the home to their exact standards. From nearly every room, sweeping water views create a seamless connection to the surrounding landscape, with sunsets that define the daily experience. The home features a light-filled, open-concept layout designed for both comfortable living and effortless entertaining. The kitchen offers generous cabinetry, a spacious pantry, and a gas cooktop, flowing naturally into the main living and dining areas—all oriented to capture the waterfront backdrop. With four bedrooms and three full baths, there is ample space for family and guests, along with the flexibility to reimagine and enhance over time. Outdoors, the lifestyle is immediate. A private dock provides direct access to kayaking, paddle boarding, crabbing, and fishing just steps from your door, while the protected waters of the creek offer a peaceful, usable setting. For larger vessels, the community marina accommodates boats up to approximately 40 feet and offers water, electric, fuel, and pump-out services which delivers a level of convenience rarely found. The addition of the pool introduces a resort-style element, ideal for relaxing afternoons or entertaining against a waterfront backdrop. The setting, combined with the home’s footprint and improvements, creates a compelling opportunity for a buyer seeking both lifestyle and long-term value. Residents of Cove Creek Club enjoy access to an exceptional amenity package, including a USGA-rated golf course, private beach, marina with boat launch, clubhouse, tennis and basketball courts, and bocce. This is a rare chance to secure a waterfront property with strong fundamentals, significant recent upgrades, and the ability to create a truly custom coastal retreat in one of the Eastern Shore’s most desirable gated communities.

132 Tanners Point Dr, Stevensville

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

Selling Office: Washington Fine Properties, LLC.

409 Craney Creek Rd, Stevensville
$1,650,000
3 Beds ⋅ 3 Baths
Experience the beauty, privacy, and tranquility of Chesapeake Bay living from this exceptional waterfront retreat set on approximately two private acres. Perfectly positioned to capture sweeping Bay views and spectacular sunsets, 409 Craney Creek Drive offers the rare combination of timeless coastal charm, thoughtful updates, and an unmatched waterfront lifestyle. This beautifully maintained Cape Cod features three bedrooms, a bonus room, dedicated office, and a highly desirable main-level primary suite. Hardwood flooring, fresh paint, updated bathrooms, and new carpeting in the upper-level bedrooms create a move-in-ready home that balances warmth, character, and modern comfort. Designed to embrace its waterfront setting, the home offers multiple living spaces oriented toward the Bay, including a stunning four-season sunroom with its own HVAC system. Whether enjoying your morning coffee, entertaining guests, or unwinding at the end of the day, the ever-changing views and unforgettable sunsets provide the perfect backdrop. The updated kitchen features gas cooking, generous workspace, and seamless flow into the surrounding living and dining areas. Two fireplaces add warmth and ambiance throughout the seasons, creating inviting spaces for gathering with family and friends. Outside, the Shore lifestyle awaits. The private pier with electric boat lift provides direct access to the Chesapeake Bay, while riprap shoreline protection offers both beauty and peace of mind. The expansive two-acre setting provides exceptional privacy, room to roam, and endless opportunities to enjoy the outdoors. Additional highlights include a side-loading two-car garage, abundant storage, and a brand-new septic system scheduled for installation in July 2026. Rarely does a Chesapeake Bay property offer this combination of acreage, privacy, updated living spaces, protected shoreline, boating access, and breathtaking sunset views. Whether you're searching for a full-time residence or an extraordinary waterfront escape, 409 Craney Creek Drive delivers the very best of Eastern Shore living.

409 Craney Creek Rd, Stevensville

Listing courtesy of Samson Properties. Contact:

Selling Office: Samson Properties.

102 Little Neck Rd, Stevensville
$1,600,000
5 Beds ⋅ 6 Baths
Set on more than six private acres in one of Kent Island’s most desirable locations, this exceptional estate offers a rare blend of luxury, scale, and refined livability. Encompassing approximately 5,995 square feet, the residence has been thoughtfully elevated through extensive improvements, resulting in a truly turnkey offering in a setting defined by privacy, presence, and the freedom of no HOA restrictions, including the ability to keep livestock. At the heart of the home, a spectacular chef’s kitchen sets the tone for both everyday living and elevated entertaining. Custom cabinetry frames a suite of premium Viking and Miele appliances, complemented by an oversized refrigerator and freezer, multiple ovens, dual dishwashers, beverage refrigeration, a dedicated ice maker, and a walk-in pantry. This is a space designed to perform just as well for quiet evenings as it does for large gatherings. A soaring two-story family room anchors the main level, filled with natural light and centered around a newly installed pellet stove insert. The main-level primary suite serves as a private retreat, featuring a fully reimagined spa-inspired bath with a steam shower, soaking tub, and bespoke cabinetry. Across three finished levels, five bedrooms provide exceptional flexibility for family, guests, and multi-generational living. In addition, a spacious home office featuring a large closet and custom built-in shelving offers an ideal workspace or library, while the finished third level includes a generous loft and recreation room that provide endless possibilities for a media room, game room, fitness space, hobby area, or additional gathering space. Throughout the home, refreshed interiors, custom built-ins, and thoughtful updates contribute to a cohesive sense of comfort and refinement. Outdoors, the property unfolds like a private resort. An expansive patio, gazebo, curated landscaping, and swimming pool create an effortless setting for entertaining or quiet relaxation. The surrounding acreage enhances the sense of seclusion, with space for recreation, gardening, livestock, or simply enjoying the quiet rhythm of estate living. The detached two-story garage extends the property's versatility, with a dedicated fitness studio above and generous space below for vehicles, equipment, hobbies, or future expansion. What truly distinguishes the property is the quiet confidence of what has already been accomplished. Comprehensive improvements to core systems and infrastructure ensure a level of reliability and peace of mind rarely found in homes of this scale, allowing the next owner to simply arrive and enjoy. Despite its private and pastoral setting, the estate remains just minutes from Route 50, providing convenient access to Annapolis, Baltimore, Washington, D.C., and the Eastern Shore. Positioned near the highly regarded Matapeake school campus, it offers a rare combination of seclusion, accessibility, and everyday convenience. Rarely does a property combine acreage, scale, and refinement in such a complete way. This is more than a home. It is a private Kent Island estate designed for living well, entertaining effortlessly, and enjoying space without compromise.

102 Little Neck Rd, Stevensville

Listing courtesy of HomeSource Pro Real Estate. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

313 Wye Rd, Queenstown
$1,600,000
5 Beds ⋅ 6 Baths
Experience a true “wow” moment the instant you arrive at this meticulously maintained estate in the exclusive Bennett Point community, set on a private street with views of the renowned Wye River. Step into the grand foyer and be greeted by soaring ceilings, elegant columns, lighted niches, graceful arches, and a stunning curved staircase. The home opens into a formal dining room perfect for entertaining, flowing seamlessly into a dramatic two-story family room with a wall of windows overlooking the patio, saltwater Gunite pool, fenced backyard, and barn. A floor-to-ceiling stone gas fireplace anchors the space—ideal for cozy winter nights or gathering for the big game. The open-concept layout continues into a chef’s dream kitchen, featuring granite countertops, abundant Merillat Masterpiece solid cherry cabinetry, and premium appliances including a Sub-Zero refrigerator/freezer, commercial-grade Viking cooktop with hood and pot filler, double wall ovens, built-in microwave, beverage cooler, dishwasher, and ice maker. A spacious island, built-in desk, appliance cabinet, hidden cutting board, and corner pantry make this kitchen as functional as it is beautiful. The main level offers two luxurious owner’s suites. The primary suite includes a wet bar, private sitting area, dual walk-in closets, and a spa-inspired bath with heated soaking tub, dual-head shower, travertine floors, and marble countertops. The second suite features a gas fireplace, built-in desk, and an accessible ensuite bath with roll-in shower and elegant finishes—ideal for multi-generational living or guests. A main-level laundry room adds everyday convenience. Throughout the home, you’ll find rich teak flooring, tray ceilings, and abundant recessed lighting. Upstairs, three spacious bedrooms each feature private ensuite baths, along with a large game room. A generous unfinished third level offers endless possibilities for expansion, including an au pair suite or additional bedrooms. Outdoor living is equally impressive. Enjoy the fenced saltwater pool with water feature, a screened porch with Easy-Breeze windows for year-round use, and a beautifully maintained yard with underground irrigation, vegetable garden, and whole-house generator. The conditioned crawl space adds efficiency and peace of mind. Equestrian enthusiasts will appreciate the adjacent horse training facility with covered arena. The property includes a 3-stall barn with heat sensor, two pastures, dry lot, heated water, electric, and vinyl fencing—perfect for year-round care and riding. This exceptional property offers luxury, functionality, and lifestyle—all in one remarkable setting.

313 Wye Rd, Queenstown

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

Selling Office: Coldwell Banker Realty.

802 Broadcreek Dr, Stevensville
$1,600,000
4 Beds ⋅ 3 Baths
STUNNING waterfront private oasis just minutes from the Bay Bridge, where coastal luxury meets effortless Chesapeake Bay living. Nearly 3100 sf, , this gorgeous retreat features four spacious bedrooms and three beautifully updated baths, designed for comfort, style & unforgettable gatherings. Main level bedroom & full bath offer flexibility! The heart of the home? A magazine-worthy coastal kitchen with new custom cabinetry, gleaming white quartz countertops, & shiny stainless steel appliances. Wide-plank white oak flooring that carries warmth and sophistication. Open, airy, and filled with natural light — every space feels intentional and elevated. Primary suite emulates the finest of hotels with cozy gas fireplace, catwalk to waterfront balcony, bonus room/office & STUNNING spa bath with sunken tub, walk-in-shower & vanity for two, heated floors & spacious closet for ample storage. Step outside to your own resort setting — with private in-ground pool, expansive entertaining areas, maintenance-free deck with cable rails for nautical feel. and a private pier with boat lift & two jet ski lifts - just three lots from direct Chesapeake Bay access. With 4' MLW, boating enthusiasts will appreciate effortless access to open water in minutes. This is more than a home — it’s a lifestyle, waterfront living re-defined. Opportunities like this don't float by twice- your boat belongs here!

802 Broadcreek Dr, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact:

Selling Office: TTR Sotheby's International Realty.

405 Quail Run Dr, Centreville
$1,500,000
4 Beds ⋅ 3 Baths
Waterfront on the Corsica River—opportunities like this don't come along every day! Proudly positioned on a spectacular 2-acre lot with approximately 540 feet of shoreline, this exceptional 4-bedroom, 3-bath home offers breathtaking panoramic views and an unmatched waterfront lifestyle. Located at the end of a quiet cul-de-sac in the established community of Corsica Landing Estates, just outside Centreville town limits, you'll enjoy the benefits of no town taxes or HOA fees. Mature landscaping and thoughtfully designed hardscaping create a private setting that perfectly complements the expansive river views. Designed for entertaining, the backyard is truly a waterfront oasis. Enjoy the in-ground concrete pool with diving board, a spacious hot tub housed in its own versatile room for year-round enjoyment, and a 145-foot private dock with approximately 6 feet of mean low water, complete with electric, water, two boat lifts, and a floating dock. Whether you prefer relaxing in the sun or unwinding in the shade, the beautifully landscaped outdoor living spaces have something for everyone, including an expansive 47.5' x 18' Trex deck with two pergola-like covered cooking and dining areas and a spacious waterside patio. Inside, the home offers comfortable living with generous spaces throughout. The eat-in kitchen features granite countertops, stainless steel appliances, including a new oversized refrigerator, and a separate wet bar with wine refrigerator and wine rack. The main level also includes a spacious living room with a wood-burning fireplace, an oversized formal dining room, a home office with custom built-ins and a large bay window, a full bath, and a convenient laundry/mudroom. One of the home's standout features is the incredible waterside sunroom, filled with natural light from walls of windows and offering spectacular views of the pool and river. Complete with a beautiful stone propane fireplace and ceiling fans, it's the perfect place to relax in every season. The spacious primary suite includes hardwood flooring, a walk-in closet, dual vanities, a walk-in shower, and direct access to a large 18.5' x 24' bonus room above the garage. With its own private staircase from the attached two-car garage, this flexible space is ideal for a guest suite, recreation room, fitness area, studio, or additional home office. Next to the garage is an attached exterior storage/utility room which provides even more convenience. THE FINISHED LIVING AREA SQUARE FOOTAGE FOR THIS HOME IS LARGER THAN THE ASSESSMENT OFFICE REPRESENTS AND THE GOOGLE SATELLITE IMAGE MAP DOES NOT REFLECT ALL OF THE PROPERTY. PLEASE SEE DEEDS AND MAPS ATTACHED IN THE DOCUMENTS. Numerous updates have been completed over the years, including the HVAC system and ductwork, roof, triple-pane windows and sunroom doors with a lifetime warranty. The pool was renovated in 2016, with a new pool pump and skimmer pipe installed in 2023 and a new pool motor in 2026. The well pump was replaced and lowered in 2007, offering additional peace of mind. Whether you're searching for a full-time waterfront residence, the ultimate family gathering place, or a home designed for entertaining, this remarkable property delivers. With boating, fishing, kayaking, swimming, and unforgettable sunsets right from your backyard—and a county boat ramp, playground, and pavilion just minutes away—there's still plenty of summer left to enjoy. Schedule your private tour today and experience everything this extraordinary Corsica River property has to offer. Located within an hour to Baltimore, Washington, DC or Delaware. Stay Tuned For Professional Photos Coming Soon !

405 Quail Run Dr, Centreville

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

500 Nesbit Rd, Queenstown
$1,400,000
5 Beds ⋅ 5 Baths
This is the quintessential Eastern Shore Waterfront Estate to turn into your legacy property. Sitting on over 12 acres just minutes from the Bay Bridge, this substantial craftsman built in 1914 once served as the primary residence for one of the lead engineers for the Pentagon, Jefferson Memorial, and other DC marvels due to its balance of proximity to the city and quality of life. Lifestyle amenities have improved since then with nationally renowned Queenstown Harbor Golf Resort and the marinas/dining options in Kent Narrows all minutes away. Privacy is paramount here with a wooded and gated entry lane but without sacrificing access due to the exit on Route 50 still less than a mile away. The sweeping views here are unmatched with the protected lands of Eastern Neck Wildlife Refuge across the Chester from the residence also guaranteeing this peace and tranquility for years to come. The home itself is a historic masterpiece with hardwood floors, hand blown glass windows, and grand center hall staircase. The connection with the water is celebrated here with multiple sunrooms boasting big water views for those special moments. A rough cut timber 2 car garage and workshop provides old Eastern Shore charm. Wildlife here is abundant for the outdoorsman and nature lover due to it being one of the first large parcels after crossing through the hustle and bustle of Kent Island. Invest wisely while improving your quality of life with your own waterfront sanctuary to create those special memories for generations.

500 Nesbit Rd, Queenstown

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

Selling Office: Potomac Country Real Estate.

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