luxury real estate for sale Friendship, United States

Welcome to the James Avenue Beach Cottage in the Fairhaven Flats! This delightful home will hit the market on June 5th. Stunning interior photos coming in a few days.

This stunning custom-designed home is the forever home you've always dreamed of owning. Boasting a spacious open floor plan, generously sized rooms, abundant natural light, and soaring vaulted ceilings, it creates a bright, welcoming, and airy atmosphere throughout. The luxurious primary suite offers a true private retreat, featuring its own sitting/living room and a sun-filled Florida room. Below, the expansive lower level includes a complete bedroom suite with a full bath and a private walkout patio drenched in sunshine—ideal for relaxation or guests. Nestled on a serene, private 3-acre lot with no HOA, this exceptional property provides unmatched privacy and plenty of space to enjoy the outdoors. This home will officially hit the market on June 5th, 2026.

Welcome to your private oasis on a serene 3.4-acre cul-de-sac in highly sought-after Northern Calvert County. Custom-designed and built by a premier builder for his own family, this extraordinary all-brick residence masterfully blends luxury, functionality, and comfort. Every detail has been thoughtfully considered, from the first-floor primary suite with vaulted ceilings and custom built-ins to the seamless indoor-outdoor flow that makes entertaining effortless and enjoyable. This stunning home presents like a showcase model, with numerous recent upgrades completed within the last few years, including a brand-new roof (2025), a 4-zone Carrier HVAC system with digital thermostats (2024), a Bosch dishwasher (2024), a synthetic shaker roof on the detached garage (2024), an upgraded alarm system (2023), and durable epoxy floors in the garages (2022). These improvements enhance both modern living and long-term value. The thoughtfully designed layout creates a natural connection between the expansive gourmet kitchen, sunroom, and resort-style outdoor spaces. Step outside to enjoy a 44' x 18' Gunite pool with automatic safety cover, a 6-person hot tub, expansive brick patios, and a fully equipped pool house complete with a kitchen, full bath, TV, and surround sound, perfect for gatherings of any size. A true standout feature is the extensive heated garage space: over 2,200 square feet across seven bays, accommodating up to nine vehicles, plus room for a workshop, studio, or hobby area. The detached 2-bay garage offers 13' of additional door clearance for RV or boat storage. Crafted with enduring quality and refined finishes, including extensive custom millwork, hardwood and imported tile flooring, and commercial-grade mechanicals, this one-of-a-kind home offers a level of craftsmanship rarely found in the area. It truly serves as a private sanctuary for those who appreciate excellence in both form and function. Just minutes from the Chesapeake Bay, the property provides easy access to marinas, the scenic North Beach boardwalk, waterfront dining, and all the charm of Bay life. Enjoy peace and privacy in a quiet, no-thru-traffic neighborhood while benefiting from excellent commuter access via Routes 2, 4, and 260. Dunkirk offers convenient proximity to Washington, D.C., Annapolis, and Northern Virginia, making daily travel straightforward without sacrificing the tranquility of rural living.

Tucked into 6.46 acres in Lothian, this custom built log cabin offers space and long term ownership pride. Crafted with exposed beams and soaring ceilings, the home centers around a large living room with a fireplace. The layout includes three bedrooms and two full bathrooms. One bedroom is located on the main level with an attached full bath and spacious closet. The laundry room is also located on the main floor. A two car garage provides everyday practicality, while a detached accessory building, currently outfitted with a hot tub, offers additional flexible space. Set back from the road, the property offers a private setting while remaining convenient to Route 4. Nearby access to marinas, waterfront dining, garden centers, and shopping in Edgewater adds to the appeal, with Annapolis and Washington, D.C. also within reach.

Historic Portland Manor – Allendale is privately set on 4.5 acres off sought-after Brooks Woods Road, surrounded by mature trees, neighboring acreage, and pastoral surroundings. A heritage tree-lined drive leads to the residence, framed by established landscaping, gorgeous brick walkways surrounding the home, landscape lighting, covered porches, and a renovated in-ground pool. Dating back to the late 1700s, with additions completed in the early 1800s, the home has been thoughtfully restored and updated while preserving its historic integrity and original craftsmanship. Offering an estimated 5,100 square feet, the property includes six bedrooms and four and a half baths across the main residence and separate in-law suite. Interior features include original heart pine flooring, restored historic windows, six fireplaces, a traditional central hall layout, three staircases, multiple gathering spaces, and extensive custom built-ins and storage throughout. The main level includes a formal dining room with marble fireplace and adjoining butler’s pantry, family room with restored marble fireplace, living room with fireplace and custom built-ins, greenhouse room, powder room, and multiple access points to the home’s covered porches and outdoor living spaces. The custom kitchen features extensive handmade cabinetry and tile work, custom shelving and pantry storage, soapstone and butcher block countertops, commercial-grade gas cooking with a double gas range, vent hood, griddle, separate service sink, and generous preparation space designed for entertaining and everyday functionality. A storage closet beneath the main staircase and extensive built-in cabinetry throughout the connecting gallery to the in-law suite provide exceptional functional storage rarely found in historic homes. The second level includes the primary suite with a large walk-in closet, private kitchenette, fireplace, and ensuite bath. Two additional bedrooms are located on this level, each featuring fireplaces, with one offering an ensuite bathroom. The third floor offers two additional bedrooms, a full bathroom, a large finished storage closet, and expansive attic storage space. The separate in-law suite, originally constructed in 1785, includes a living and dining area, kitchenette, full bathroom with private laundry, and an upper-level bedroom with vaulted A-frame ceiling. The residence includes eight exterior doors leading to approximately 1,000 square feet of covered brick porches, landscaped walkways, pool areas, and outdoor gathering spaces, creating a seamless connection between the home and grounds. Additional upgrades include foam insulation in attic space and crawlspace. Siding was removed and restored, the entire exterior of the home was repainted in 2026. Outdoor features include a fully renovated 20’ x 40’ pool (2025), pool house, custom fire pit patio with built-in seating, large deck with new decking (2025), fenced areas, extensive landscape lighting, and a custom Williamsburg-style chicken coop. Major system updates include two high-efficiency HVAC systems, updated plumbing and electrical systems, and new 400-amp electric service (2025). The exterior was fully repainted in 2026. A rare offering combining historic character, extensive restoration, privacy, acreage, and modern livability, conveniently located near The Cannon Club, local farmers markets, waterfront dining, and commuter routes. Two Tax IDs convey.

Discover an extraordinary opportunity for waterfront living on the Patuxent River. This stunning brick-front residence offers 7 bedrooms, 4 full bathrooms, and a private 2-bedroom guest apartment with full kitchen and separate entry. Designed with comfort and accessibility in mind, the home features an elevator serving all three levels, expansive entertaining areas, and a sparkling pool with maintenance-free decking. An oversized 3-car garage, multiple sheds, and two laundry rooms provide outstanding functionality. The outdoor amenities are unmatched — a private paved access road leads to the shoreline with deep-water pier, dual boat lifts, and jet ski lift, ideal for boating enthusiasts. Additional highlights include an all-seasons room, wood-burning fireplace, new roof (2022), new hot water heater (2023), new septic system with nitrogen removal (2023), new well (2024), and a brand-new pool liner (2024). With panoramic river views, modern upgrades, and an incomparable setting, this property offers the perfect blend of luxury, versatility, and privacy — all just minutes from major commuter routes.

Set along a coveted stretch of the Chesapeake Bay, this exceptional waterfront residence offers a rare combination of sweeping panoramic views, a sandy, private community beach, and beautifully curated indoor-outdoor living. From the moment you enter, the home is defined by its connection to the water. Sunlight pours into the main living spaces, where expansive Bay views take center stage and create a serene, ever-changing backdrop. The flow from interior to exterior is seamless. Step directly from the living room onto an expansive deck, ideal for elegant entertaining or quiet mornings by the water. Beyond, a striking dual-level deck extends toward the shoreline, thoughtfully designed to maximize both perspective and privacy. Overlooking the sandy beach below, it offers an elevated setting for gatherings, sunset cocktails, or simply taking in the rhythm of the bay. Inside, the home has been refined with new flooring and lighting, creating a clean, sophisticated aesthetic that complements its natural surroundings. Meaningful upgrades, including a new deep well and a high-efficiency Mitsubishi climate control system, ensure both comfort and peace of mind. An EV charger adds a modern, forward-thinking touch. Whether enjoyed as a full-time residence or a weekend getaway, this home offers a unique opportunity to own a piece of the Bay with exceptional views, direct beach access, and seamless indoor-outdoor living.

Welcome to this charming 3-bedroom, 2.5-bath home nestled on a private, wooded lot in the sought-after Selby on the Bay community. Offering the perfect blend of comfort and lifestyle, this home provides an exceptional opportunity to enjoy water-privileged living in one of the area’s most desirable neighborhoods. The main level features a spacious eat-in kitchen, hardwood flooring, and an updated living room filled with natural light from large Pella windows, anchored by a cozy gas fireplace. A wraparound deck and porch extend the living space outdoors; ideal for relaxing or entertaining while taking in the serene surroundings. Enjoy all the benefits of Selby on the Bay, including access to water amenities, a beach, and a vibrant community atmosphere. Located within the South River school district, this home is an excellent opportunity for those seeking both value and lifestyle in a premier waterfront setting.

We heard the Public and Seller is going to BE DOING MAJOR UPDATES, INCLUDING NEW SIDING, RAILINGS, ALL NEW INTERIOR PAINT, LANDSCAPING AND MORE! COME BACK AT END OF MAY AND SEE THIS SPECTACULAR TRANSFORMATION!!!! 6+ BEDS AND 5 FULL BATHS with over 7700 Square Feet of finished living! Private setting in the center of Edgewater! This is a Waterfront home on 10.77 acres off of Beards Creek and located in Scotts Cove. It has a private pier and 2 boat lifts. Mean Low water is 18 inches. It features 665 ft of creek front. The tide does not accommodate a large boat, mostly kayaks and small watercraft. There has been neighborhood talk of dredging. This home is for somebody looking for privacy as it is located on its own little peninsula, NO HOA, R-2 ZONING, surrounded by wooded conservation easement ( the previous owner put into place with the county) - roughly about 9.12 acres worth are conserved. This house is ready for your own personal touches to make it more spectacular! Window views throughout most of the rooms facing the water! Many special details: '22 New Elevator, Newly installed 4 Geo Thermal heat pumps '22-23- 5 zones, '23 Tankless Water heater, '3 working Steam Showers -2 on upper level and one in the basement, 24 Well line, '22 all new decking (railings need work) '20 Deck Swim Spa, 2018 Whole House Generator., 108 Solar panels owned and so much more! This is a Natural Cedar Siding home, which is very indigenous to the wooded surroundings. Needs to be maintained regularly for it to shine! Wonderful and convenient location- located off of Route 2 south, Near Lee Airport, Village at Lee Airport for shopping and many restaurants, including Yellowfin and close to Route 50 and 97 for easy access commuting! Down town Annapolis is Minutes away as well as a quick drive to Bowie, BWI and Washtington DC!

This historic property known as The Elms was built in 1900 and originally used as a fishing lodge for many years. The property sits on 2 acres, has public sewer and well water and consists of three buildings which are: The original main building, the detached garage and a shed/storage building. The buildings hold virtually no value unless an extensive historic renovation were completed, but the opportunity is fantastic. Tilghman is an historic waterfront town that features a waterman's museum, marina, many restaurants, and established neighborhoods/communities such as Tilghman on the Chesapeake, Fairbanks, and Black Walnut Point. In addition to restoring the buildings, there may be opportunity to build new. A truly iconic piece of Tilghman history. Property being sold As-Is.

Charming 2-3BR/2BA coastal cottage with tranquil water views of Black Walnut Cove and the Choptank River - ideal for easy full-time living or a relaxed weekend retreat. Beautiful hardwood floors run throughout, complementing the home’s warm, welcoming character and comfortable scale. The living room, anchored by a wood-burning fireplace, offers a cozy gathering space, while the kitchen is thoughtfully designed with a large center island, wet bar, and French door access to a beautiful screened porch overlooking the cove - perfect for morning coffee, quiet afternoons, or casual evening entertaining. The primary suite is a peaceful retreat, featuring an ensuite bath, walk-in closet, and convenient laundry cubby. An adjoining second bedroom offers flexibility as a private office, sitting room, or additional sleeping space. A third bedroom and full hall bath provide comfortable accommodation for guests. Additional highlights include a garden shed and a fully conditioned “she shed” with heat and AC, currently used as an art studio – a versatile space for hobbies or creative pursuits. Numerous improvements include a new roof, Pella architectural windows, encapsulated crawlspace, 3-zone Mitsubishi mini-split system, reverse-osmosis water filtration, and more. This thoughtfully updated cottage offers the best of Eastern Shore living with a relaxed, waterside feel.

Tucked along the protected waters of Ramsgate Harbor with direct access through the canal to the South River and the Chesapeake Bay beyond, this exceptional waterfront retreat captures the essence of relaxed coastal living. Set on beautifully landscaped grounds with approximately 100 feet of waterfrontage, the property is designed to embrace the outdoors at every turn, from the heated saltwater pool and expansive waterside entertaining areas to the private pier ready for boating adventures and sunset cruises. The main level is thoughtfully arranged for both everyday comfort and effortless entertaining. A well-appointed galley kitchen with high-end appliances flows seamlessly into the adjacent family room with fireplace, while the expansive living and dining areas open directly to the covered waterside deck, creating a seamless indoor-outdoor connection overlooking the pool and tranquil harbor views. Whether hosting summer gatherings or enjoying a quiet morning coffee with the breeze off the water, the setting is both inviting and unforgettable. The upper level offers four bedrooms and two full baths, including a spacious waterfront primary suite with vaulted ceilings, a beautifully appointed ensuite bath, and calming water views that create a true private retreat. The walkout lower level adds exceptional flexibility with two additional bedrooms, a full bath, laundry room, and a recreation room with doors leading directly to the covered patio and pool area. A cozy fireplace beneath the covered patio creates the perfect year-round gathering space after a day on the boat or evenings spent poolside. Completing the property is a three-car garage, circular driveway, and lush mature landscaping that enhances the privacy and natural beauty of this waterfront setting. The amenities-rich Watergate community offers a marina, pavilion, and playground just moments away, adding to the exceptional lifestyle this property provides. Ideally situated off of the South River allowing for quick cruises to waterfront destinations like Mike’s Crab House, Historic Annapolis Harbor, the Chesapeake Bay, and countless waterfront restaurants and destinations beyond. Welcome Home!

Reduced Price! Amazing opportunity to be on the water in Talbot County. Waterfront home situated on Back Creek in Sherwood. Conveniently located near St Michaels and Tilghman Island, the property includes views of sunsets over Poplar Island and is located minutes from restaurants, and shopping. Interior features include hickory hardwood floors, custom built-ins, crown molding, and recessed lighting. The kitchen is equipped with stainless steel appliances, a built-in pantry, and granite countertops. The open floor plan incorporates a gas fireplace and a formal dining room. The primary suite has a walk-in shower, soaking tub, and walk-in closet. An attached three-car garage provides additional space with an upstairs bonus game/theatre room. The backyard is built for fun with a swimming pool, an outdoor kitchen with bar area, gas fire features, a hot tub, and a pool house for storage. The property also includes a 30x30 pole building with concrete floors, as well as a dock. New septic installed in 2025!

PRICE IMPROVEMENT*** Welcome to waterfront living at its finest on picturesque Tilghman Island! This beautifully maintained 3,040 sq ft Colonial offers stunning open water views and a lifestyle of comfort, elegance, and ease. Boasting four spacious bedrooms and two and a half baths, this home features a flowing floor plan with natural light, generous living spaces, and a perfect blend of indoor and outdoor living. Enjoy your morning coffee while watching boats drift by, or relax in the evening with views that will take your breath away. The home is located in a sought-after waterfront community offering fantastic amenities including a clubhouse, pool, and marina—perfect for boating, entertaining, and leisure. Whether you’re looking for a peaceful full-time residence or a weekend retreat, this home checks all the boxes. Just bring your boat and your dreams! NEW ROOF & FIREPLACE 2024, NEW APPLIANCES 2019

Absolutely transformed with a recently completed interior remodel this stunning contemporary home boasts panoramic water views across Lake Hillsmere and out to the South River; located in the coveted Hillsmere Shores community. With 5 bedrooms that all provide newly updated private baths, over 4,000 sqft of living space, 9'+ ceilings, freshly renovated first floor office, multiple decks including a unique, spacious 360 sqft roof garden accessed from the third floor bedroom suite and lounge area, this home is perfect for entertaining gatherings large or small. Enjoy the captivating views from almost every room! The brand new beautifully designed and appointed gourmet Kitchen features leathered countertops, stylish backsplash, high end appliances and fabulous butcher block island. A conveniently located main level Bedroom suite with full bath provides flexibility for one level living. The luxurious Primary bedroom suite includes a large adjacent living space with panoramic uninterrupted water views and fireplace. The private balcony is the perfect location to unwind and watch the sunset over the South River and the luxurious primary bath is sure to please with 2 sinks, soaking tub, walk-in shower and large walk-in closet with windows offering natural light. The thoughtful layout and design throughout the home captures both an abundance of natural light and takes advantage of the views, while the open floor plan and gourmet Kitchen makes daily life and entertaining easy. Abundant outdoor living space including the wrap around porch, roof deck and covered balcony along with the backyard creates a private sanctuary within the community. Tucked in on a quiet street just a stroll away from the many community and surrounding amenities including the neighborhood Marina and boat ramp, community pool, community beach with pavilion, playground and picnic area, close proximity to public/private schools, restaurants/shopping and Quiet Waters Park with over 300 acres of beautiful parkland featuring trails winding through forests and grasslands, summer concerts and winter ice skating; year-round activities are always readily available. Additionally, it is conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, D.C. Annapolis living at its best. Welcome Home!

An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyle. Located within the prestigious enclave of Wimbledon Farms, surrounded by grand estates and moments from local vineyards and equestrian facilities, the residence was masterfully conceived by acclaimed architect Scarlett Breeding and flawlessly built by Pyramid Builders. A complete refit elevated the home to an uncompromising standard where timeless architecture and modern sophistication exist in perfect harmony. An enchanting winding crushed gravel driveway framed by Belgian block curbing sets the tone for the remarkable experience that awaits. Perfectly positioned with western exposure, the property captures breathtaking sunsets as golden light melts into the horizon across the river and the surrounding landscape. Professionally designed landscaping creates a lush resort like setting that enhances the home’s striking architectural presence. Inside, high lacquered woodwork, bespoke millwork, hidden passage doors, attention to detail, and coffered ceilings create an atmosphere of refined sophistication. Ultra luxe Chesneys fireplace surrounds anchor multiple living spaces with warmth and elegance, while expansive walls of glass frame sweeping water views and seamlessly connect the indoors with the surrounding waterfront setting. A richly appointed wood-clad office with custom built ins offers an executive retreat designed for both privacy and inspiration. At the heart of the residence, the extraordinary St. Charles kitchen rivals those found in internationally celebrated estates, featuring Premier custom cabinetry, a statement Le Cornue range and island, exquisite fixtures, and an artisan-crafted focal point range hood, all designed for elevated entertaining and effortless daily living. Outdoor living reaches resort caliber with an elevated spa and a spectacular four sided overflow vanishing edge pool, where the waterline sits flush with the pool edge, creating a seamless visual connection to the river beyond. Exotic Ipe hardwood decking surrounds the pool and expansive rear terrace, while pergolas and a screened porch provide beautifully designed spaces for entertaining and relaxation. A new private pier, private beach, and panoramic river and pond views complete this extraordinary waterfront lifestyle. The upper level offers four luxurious ensuite bedrooms, including a phenomenal primary suite with sweeping water views, barrel ceiling, a fireside sitting room, a boutique inspired dressing gallery, and a spa quality bath with a soaking tub overlooking the water. Integrated Control4 home automation delivers effortless comfort and convenience throughout. Tucked away on the coveted Annapolis Neck peninsula, Wimbledon Farms offers a rare blend of tranquility, exclusivity, and convenience. Just moments from Downtown Annapolis and major commuter routes, the setting feels worlds away, defined by peaceful surroundings and an unmistakable sense of retreat. Encompassing only 19 estate homesites, this intimate waterfront enclave is gracefully bordered by Harness Creek and the South River, creating a breathtaking backdrop for both sunrise and sunset vistas. Residents enjoy a warm yet private community atmosphere, highlighted by occasional neighborhood gatherings and an expansive marina on protected Harness Creek, a prized deep water haven known for its calm, sheltered waters and exceptional boating access. Welcome Home!

Welcome to 150 South River Landing, an exceptional lock and leave waterfront community where lifestyle and convenience come together seamlessly. Residents enjoy the peace of mind of 24 /7 gated security, along with resort-style amenities including a private marina with deep water slips on Almhouse Creek, off the South River, a sparkling community pool, two tennis courts, scenic walking paths and breathtaking overlooks of the Chesapeake Bay. This four bedroom, three -and -a -half -bath traditional brick colonial, originally built in 1995, has been thoughtfully updated and beautifully improved throughout. It offers a timeless design paired with modern enhancements creating a warm and inviting home perfectly suited for everyday living and effortless entertaining. A perfect year round family home or weekend retreat. Close to Annapolis, D.C. and Baltimore.

Experience the ease of waterfront living on Oyster Creek, where direct access to the Chesapeake Bay places boating, waterfront dining, and endless days on the water just beyond your private pier. Thoughtfully designed to embrace its picturesque setting, this beautifully appointed residence offers an ideal blend of modern coastal style, comfortable gathering spaces, and seamless indoor-outdoor living. The main level features a bright open floor plan filled with natural light and anchored by a sleek gourmet kitchen with an oversized island, abundant cabinetry, and effortless flow into the dining and living areas. Expansive sliding glass doors frame peaceful water views and open to a full-width waterside deck, creating the perfect setting for outdoor dining, entertaining, or simply relaxing while overlooking the creek. Upstairs, the waterside primary suite serves as a private retreat with balcony access overlooking Oyster Creek, a spa-inspired bath with a freestanding soaking tub, walk-in shower, and tranquil design that creates a true sense of escape. An additional waterside bedroom and full bath complete the upper level, offering comfortable accommodations for family and guests alike. The walk-out lower level expands the home’s versatility with a spacious family room, an additional bedroom and full bath, and direct access to the covered waterside patio and beautifully landscaped lawn leading to the private pier. Designed for boating enthusiasts, the pier is equipped with a boat lift and two jet ski lifts, making it effortless to enjoy everything the Chesapeake Bay lifestyle has to offer. Located within the sought after Oyster Harbor community, residents enjoy exceptional amenities just moments away, including water access for launching boats and kayaks, a swimming beach, volleyball courts, and gathering spaces designed for connection and celebration. Here, every day feels like a getaway. From morning coffee on the balcony to sunset cruises and weekends spent on the water, this exceptional Oyster Creek property delivers the waterfront lifestyle so many aspire to, all within a peaceful and scenic setting just moments from the open Bay. Welcome Home!

Standing proudly along the South River, just minutes from downtown Annapolis and the open waters of the Chesapeake Bay, this custom-built 2015 shingle-style residence captures the essence of refined waterfront living with a seamless balance of elegance, comfort, and connection to the outdoors. Thoughtfully designed and bathed in natural light, the home is positioned to take full advantage of its spectacular, ever-changing views, while an energy-efficient geothermal system provides exceptional year-round comfort and sustainability. The main level is anchored by a beautifully appointed primary suite, offering a private retreat with a custom-designed closet and a spa-inspired bath. A soaking tub perfectly positioned to overlook the pool and waterfront creates a serene daily ritual, complemented by a walk-in shower and refined finishes throughout. The living spaces flow effortlessly from the kitchen to the dining area and living room, creating an inviting setting for both intimate gatherings and larger-scale entertaining, all enhanced by walls of windows that frame the surrounding landscape and water views from every room Upstairs, two ensuite bedrooms each enjoy sweeping views of the South River, along with private balconies that invite quiet mornings and sunset reflections. The home’s thoughtful layout ensures both privacy and connection, with each space designed to highlight the remarkable setting. Outdoors, the experience is equally compelling. The inviting waterside pool and multiple stone patios serve as the centerpiece for summer living, surrounded by impeccable, professionally curated landscaping that enhances both beauty and privacy. At the water’s edge, a charming auxiliary structure offers endless flexibility, ideal as a studio, creative retreat, or convenient storage for waterfront essentials. With 219 feet of shoreline and just under an acre of beautifully sited land, this exceptional waterfront setting is designed for those who truly embrace life on the water. A private deep-water, multi-slip pier equipped with two boat lifts makes it effortless to head out at a moment’s notice, whether for an early morning cruise, an afternoon of fishing and watersports, or a sunset run along the South River into the open expanse of the Chesapeake Bay. From leisurely days spent boating and exploring nearby coves to hosting friends dockside or simply enjoying the ever-changing views, this property offers a seamless connection to a lifestyle defined by freedom, adventure, and the enduring appeal of waterfront living. Set within the sought-after Wild Rose Shores community on Ferry Point, this exceptional property delivers a rare combination of newer construction, thoughtful design, and an elevated waterfront lifestyle in one of the Annapolis area’s most desirable settings. Welcome Home!

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.

Welcome to your beautifully reimagined home in sought-after Hillsmere Shores—where timeless design meets effortless, move-in-ready living. This thoughtfully renovated 4-bedroom, 2-bath residence has been completely refreshed from top to bottom. At the heart of the home, a brand-new kitchen showcases modern finishes, stylish cabinetry, and all-new appliances, creating a space that’s as functional as it is inviting. Both bathrooms have been fully redesigned with clean, enduring finishes, while other major updates add everyday peace of mind. The sellers approached this renovation with intention—selecting quality materials and classic design choices built to stand the test of time. The result is a home that feels fresh, cohesive, and—most importantly—ready for its next owners to simply move in and enjoy without the burden of immediate updates or repairs. Beyond the home itself, enjoy all that Hillsmere Shores has to offer. This water-privileged community, located just minutes from downtown Annapolis, features a voluntary HOA through the Hillsmere Shores Improvement Association, giving residents the option to access an incredible array of amenities. Lifestyle here centers around the South River and Chesapeake Bay, with community offerings that include: a private marina with boat slips and direct water access, multiple boat ramps and kayak launches, sandy beach with pavilions and waterfront gathering spaces, and more! Residents also enjoy proximity to Quiet Waters Park, along with nearby shopping, dining, and everyday conveniences—blending natural beauty with accessibility. With its combination of thoughtful upgrades, lasting quality, and access to one of Annapolis’ most beloved waterfront communities, this home offers a rare opportunity to enjoy the best of Hillsmere Shores from day one.

Bolton Farm, available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new four stall horse barn, pool and tennis. Originally known as Quaker Kemp Farm, dating back to 1790, this remarkable 115-acre waterfront estate with two deeded lots has breathtaking western views across the Chesapeake Bay. A gated entrance and mature tree-lined drive create a gracious approach to the main residence while highlighting the property’s stunning water views, natural beauty with mature landscaping and specimen trees. The generous porch-front manor house blends classic architecture with relaxed coastal style with newly updated kitchen and baths. The expansive waterside living room features brick flooring and floor-to-ceiling windows and French doors that flood the space with natural light and showcase stunning water views. A formal living room and dining room sit adjacent, seamlessly connecting the rooms. The well-appointed kitchen and family rooms include a large center island, breakfast area, wet bar, high-end stainless appliances, built-ins and fireplace. A waterside screened porch extends the living space outdoors, perfect for dining and relaxation. The main floor also offers a guest or owners suite with an en-suite marble bath. The paneled mudroom and powder room complete this floor. Upstairs, the hall landing provides access to the generous primary suite which includes built-ins and a beautifully appointed en-suite marble bath. Two additional bedrooms are connected by a renovated bath. The oversized fourth bedroom suite includes a sitting room, en-suite bath and stunning views. This floor is completed with a laundry room. The third floor provides two additional guest bedrooms and a shared full bath. The lower-level basement offers excellent storage. The charming brick guest house, circa, 1790 has two-bedrooms featuring a new cedar shake roof, center hall, high ceilings, wood floors, moldings, full kitchen and renovated bath. The Equestrian and agricultural amenities include a new four-stall barn with loft game room, fenced pastures, a wooded forest, two equipment barns, and a greenhouse/garden shed. Meandering paths connect the main house, guest house, and barns. The property includes a parcel across from the main entrance to ensure additional privacy. The outdoor features give the farm the opportunity for large family occasions with numerous areas to gather and enjoy the stunning sunsets. Features include a waterside pool, covered pavilion, private tennis court, two ponds, a pier and hiking trails throughout the expansive grounds. An adjacent 37+-acre waterfront parcel (included in the total acreage) has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

Brand New Home Ready for Move-In! Step into this stunning two-story home designed for modern living, offering the perfect blend of style, comfort, and functionality. The open-concept layout features upgraded lighting, hardware, and railings throughout, complemented by a premium exterior color package. The gourmet kitchen includes a large island, walk-in pantry, and stainless steel appliances, flowing seamlessly into a bright and spacious family area ideal for entertaining. The main level features a private primary suite with a luxurious en suite bath, along with a convenient half bath and laundry room. Upstairs, you'll find three additional bedrooms and two full baths, providing plenty of space for family or guests. Located in Lakeside at Trappe, just minutes from Easton and Cambridge, this amenity-rich community offers a pool, fitness room, and dog park.

A magnificent, stately, Daffin-built, Chesapeake Bay Brick Estate exudes excellent design and craftsmanship in this 5 bedroom (suites), 5.5 bath 6,500 sq. ft brick home that majestically sits on 21.7 acres facing the Chesapeake Bay. Excellent construction quality and design are evident throughout this magnificent estate. Geothermal system on 1st and 2nd floors; Heat Pump for the 3rd floor; Ductless units for 1st floor porch and 2nd floor porch, 3 hot water heaters. Double porches allow you to embrace arguably the most spectacular sunsets on the Eastern Shore. The front of the property is abundant with trees that offer ultimate privacy, and all but 4 acres are taxed under agricultural use, conveniently located between St. Michaels and Tilghman Island, this Chesapeake Bay oasis will far surpass your expectations. No For Sale sign on property but the property’s name ‘Baycup’ is on a small sign at the entrance.