luxury houses with pool for sale Maryland, United States (page 4)

GREAT Opportunity to Build Your Next Home on One of Potomac's Most Iconic Street.

Build your own piece of the Chesapeake Bay lifestyle in Turkey Point. This lot offers water views across the Chesapeake Bay, South River, and Ramsey Bay, creating a beautiful setting for a future home. Surrounded by water, Turkey Point offers multiple community beach access points, a community pier, and Cloud Field, a large community play and recreation area. Boating, fishing, crabbing, kayaking, paddleboarding, and days along the shoreline are all part of what makes this peninsula such a special place. This lot is being offered for sale with the adjacent lot at 3727 Ramsey Drive, providing the opportunity to own two neighboring parcels and create a larger footprint.

Custom-built by Sandy Spring Builders as the builder's own residence, this exceptional 5 Bedroom 4.5 Bathroom Colonial reflects a level of craftsmanship, thoughtful design, and quality construction rarely found today. Nestled on a beautifully landscaped 0.35-acre lot in the highly sought-after Luxmanor neighborhood, this meticulously maintained home combines timeless architecture, generous living spaces, custom built-ins throughout, and quality updates. Offering an ideal floor plan for both everyday living and elegant entertaining, it presents a rare opportunity in one of the area's most desirable communities. A gracious foyer welcomes you inside, opening to a library with custom built-ins on the left and an elegant formal living room on the right. The formal dining room provides the perfect setting for holiday gatherings, dinner parties, and special celebrations. The spacious kitchen features a sunny breakfast area overlooking the beautifully landscaped backyard and offers seamless access to the expansive deck, ideal for outdoor dining, relaxing, and entertaining. Just beyond, the inviting family room showcases a striking stone fireplace and custom built-ins, creating a warm and comfortable gathering space. Throughout the home, thoughtfully designed built-ins add both timeless character and abundant storage. A convenient main-level laundry room and attached oversized two-car garage complete the first floor. The upper level offers four spacious bedrooms and three full baths. The luxurious primary suite serves as a private retreat with a beautifully renovated spa-inspired bath featuring dual vanities, a soaking tub, a glass-enclosed shower, and a custom walk-in closet. The second bedroom with a newly renovated en suite provides exceptional comfort and privacy for family members or guests, while two additional generously sized bedrooms share a updated Jack-and-Jill bath. The expansive walk-out lower level offers remarkable flexibility with a large recreation room, a separate bedroom, a private office, and a full bath ideal for overnight guests, working from home, hobbies, or extended family living. Ideally located, the home is just minutes from the shopping, dining, and entertainment destinations like Cabin John Village, Park Potomac, Wildwood Shopping Center, Westfield Montgomery, and Georgetown Square. It's just a few minute walk to Pike & Rose. Residents of Luxmanor enjoy a vibrant, community-oriented lifestyle with year-round neighborhood events and exceptional amenities, including two community pools with active swim teams, tennis and paddleball courts, a neighborhood park, and scenic hiking trails. Commuters will appreciate easy access to I-270, I-495, and both the White Flint and Grosvenor–Strathmore Metro stations.

Build your own piece of the Chesapeake Bay lifestyle in Turkey Point. This lot offers water views across the Chesapeake Bay, South River, and Ramsey Bay, creating a beautiful setting for a future home. Surrounded by water, Turkey Point offers multiple community beach access points, a community pier, and Cloud Field, a large community play and recreation area. Boating, fishing, crabbing, kayaking, paddleboarding, and days along the shoreline are all part of what makes this peninsula such a special place. This lot is being offered for sale with the adjacent lot at 3725 Ramsey Drive.

Stock Range Farm spans 350 acres of prime waterfront and is available for purchase in its entirety OR with reduced acreage including the main residence, if the buyer so chooses. Options include selling main residence with 20+ acres, 40+ acres, and 100+ acres. **CALL listing agent for more information! The property is free of easements and includes development rights, subject to all applicable Talbot County zoning regulations. With vast working farmland and resort-style amenities, this rare gem truly combines luxury and sophistication with seclusion and tranquility. The 12,000+ sq. ft. primary residence showcases the breathtaking stylings of acclaimed architect Peter Jay Zweig and exemplifies the pinnacle of luxury living. Built by Ilex Construction, striking architectural details and unparalleled craftsmanship are demonstrated throughout, seamlessly integrating with the breathtaking beauty of the landscape. This magnificent home is filled with an abundance of natural light and boasts panoramic views, thanks to soaring glass walls that overlook the tranquil waters of Pickering Creek, expansive fields, and picturesque vineyards. The thoughtfully curated interior includes spacious living areas, a stunning owner's wing that offers privacy and comfort, and a separate guest wing that features a full kitchen, providing ideal accommodations for family and visitors. High-end features abound, including a gourmet kitchen, recreation room complete with kitchen and bar for entertaining, full exercise room, 5 car garages, elevator, heated limestone floors, Venetian plaster walls, and multiple outdoor decks. At every turn, this property exudes the loving care it has received. Outside, the resort-style amenities include a large, heated infinity pool, complete with waterfall and hot tub, stunning pool pavilion with full outdoor kitchen, stone fireplace, and two TV’s and AV system. Along with the waterside tennis/pickleball court, tranquil koi pond, and private pier with 4-5’MLW, the opportunities for outdoor fun and relaxation are boundless. In addition is the beautifully renovated 4-bedroom guesthouse with views of the vineyards, providing comfortable accommodations for family and friends. A well-equipped 9-stall barn includes a tack room/office, kitchenette, and a riding ring, complemented by 20 acres of fenced pastures. There is also a 3-4 BR caretaker's home, a fully outfitted greenhouse, large equipment barn complete with an office and full workshop, and hay barn for storage. The property also offers excellent hunting opportunities, making it a versatile retreat for outdoor enthusiasts. The highlights of this extraordinary property continue through every acre, including sweeping landscapes and hardscapes, 200 acres of working farmland, 5 acres of vineyards, and a 6-acre stocked pond with private island. Unparalleled in its mix of tranquility and luxury, the opportunity to experience the very best of the Eastern Shore’s refined lifestyle and natural beauty is only possible at Stock Range Farm. Please don't drive in driveway as there are security cameras and alarm. All appointments must be made with listing agent and additional information and details are available upon request.

Set on 31 private acres along the peaceful waters of Hunting Creek, this exceptional Eastern Shore estate combines timeless architecture with modern sophistication. With over 1,000 feet of waterfront and approximately 6 feet of mean low water, the property offers deep-water access, stunning views, and an unmatched sense of privacy. The five-bedroom, five-and-a-half-bath residence has been completely renovated from top to bottom, showcasing impeccable finishes, custom millwork, and thoughtfully designed spaces throughout. Sunlight pours through large windows that frame panoramic views of the creek and surrounding landscape. The home features two luxurious primary suites, each offering a private retreat with refined finishes, spa-inspired baths, and generous closets. Two additional bedrooms share a beautifully designed ensuite bathroom, while a first-floor bunk room with its own bath provides the perfect space for guests. Outside, the saltwater pool overlooks the water, surrounded by manicured lawns and mature trees that extend to the shoreline. A long, tree-lined driveway creates an impressive approach to the home, setting the tone for the peaceful retreat that awaits. Located just minutes by car to Easton and St. Michaels—and even closer by boat—this Hunting Creek estate captures the very best of the Chesapeake Bay lifestyle: elegance, tranquility, and effortless connection to the water.

“Henrys Delight” – Timeless Fieldstone Farmhouse with Modern Luxury & Private Pool Welcome to Henrys Delight, a beautifully renovated fieldstone farmhouse with Colonial Revival influence, seamlessly blending historic charm with modern luxury in the heart of Timonium. This exceptional property offers 5 bedrooms, 2.5 bathrooms, and 3,586 square feet of thoughtfully updated living space, set on picturesque wooded grounds designed for both relaxation and entertaining. From the moment you arrive, the home's character is undeniable. A recently renovated front porch with a standing-seam metal roof, newly repointed stone façade, new windows, and fresh interior and exterior paint on both the home and barn create a striking first impression. Inside, a welcoming foyer showcases original hardwood floors and timeless craftsmanship. The versatile living room—ideal as a home office—features abundant natural light, custom built-ins, and a classic fireplace, offering both warmth and functionality. The expansive dining room is perfect for hosting and flows seamlessly into the beautifully updated kitchen (August 2020). Designed with both style and practicality in mind, the kitchen features quartz countertops, abundant cabinetry, and modern finishes, making it a true centerpiece for everyday living and entertaining. Just off the kitchen, the spacious family room impresses with a dramatic fireplace and walls of natural light, creating a comfortable yet stunning gathering space. A convenient half bath and oversized pantry complete the main level. Upstairs, you'll find four generously sized bedrooms and two full bathrooms. The primary suite serves as a private retreat with two walk-in closets, new designer carpet (2025), and a luxuriously updated en-suite bath (January 2021). Additional bedrooms offer hardwood flooring, large windows, and ample storage, while one provides flexibility as a home office or den. A fully renovated guest bath (2017) completes this level. The third floor adds even more versatility with a fifth bedroom, ideal for guests, creative space, or remote work. The unfinished basement provides excellent storage. Step outside to your own private oasis. The beautifully landscaped grounds feature a new flagstone patio with fire pit, outdoor speakers, and uplighting, a gardening shed, and a sparkling in-ground pool—perfect for enjoying warm summer days and evenings under the stars. Functionality meets convenience with a 4-car barn featuring new siding, a standing-seam roof, and exterior lighting, as well as a separate heated gym and electric vehicle readiness. A long, newly paved driveway ensures ample parking for guests and gatherings. Despite its serene, retreat-like setting, Henrys Delight is ideally located just minutes from shopping, dining, grocery stores, and major commuter routes—offering the perfect balance of privacy and convenience.

Nestled within the sought-after Deer Fox community, this elegant all-brick townhome offers timeless appeal, thoughtfully designed living spaces, and a carefree lifestyle. Featuring three bedrooms, two full baths, and a main-level powder room, the home seamlessly blends classic charm with everyday comfort. Rich hardwood floors extend throughout the living room, dining room, and kitchen, while the inviting family room is anchored by a handsome wood-burning fireplace, creating the perfect setting for relaxing or entertaining. The open-concept design flows effortlessly to a private rear brick terrace overlooking a serene backdrop of mature trees, offering a peaceful outdoor retreat. A welcoming front terrace provides an additional space to enjoy your morning coffee or unwind at the end of the day. The upper level features a spacious primary suite complete with a large walk-in closet and private bath, along with two generously sized secondary bedrooms and a well-appointed hall bath. Enjoy the ease of low-maintenance living with beautifully maintained grounds and exceptional community amenities, including a neighborhood pool. Ideally located just moments from shopping, dining, parks, and major commuter routes, this exceptional residence offers an outstanding combination of privacy, convenience, and enduring style.

Highfield House.....one of Mies van der Rohe's most significant residential high rises....on the National Register of Historic Places. This sleek, sophisticated one-bedroom unit has an updated kitchen and a wall of built-in bookshelves, offering both style and functionality. The wall of windows, with expansive westerly views, is designed to create a visually unobstructed feeling of openness and space... Monthly condo fee includes heat, central AC, cooking gas, water and hot water, pool and 24-hour front desk. Convenient to Johns Hopkins University, Penn Station, Union Memorial Hospital, Baltimore Museum of Art and neighborhood dining.

Nestled in the prestigious Avenel community, 9705 Holloway Hill offers a harmonious blend of timeless elegance and modern comfort. Showcasing thoughtful renovations and an exceptional floor plan, this beautiful home is designed for both everyday comfort and entertaining. This residence is not just a home; it's a lifestyle. Step inside to discover a thoughtfully designed layout that seamlessly connects spacious living areas, perfect for both intimate and grand gatherings. A two-story foyer welcomes you inside, leading to a main level complete with a private home office, a formal living room anchored by a fireplace, and an elegant dining room. The sun-drenched kitchen features floor-to-ceiling windows, flowing seamlessly into a cozy family room warmed by a second fireplace. For effortless outdoor living, enjoy the deck, or the sunroom which boasts skylights and serene backyard views. The upper level serves a grand primary en-suite, three additional bedrooms, two full baths, and a conveniently located walk-in laundry room. The lower level extends the living space with a recreation room, a sleek wet bar, a fourth full bath, and a versatile bonus room. Residents of Avenel enjoy premium community amenities, including a pool, tennis and pickleball courts, a dedicated security patrol, and included landscape plan. Ideally located just minutes from upscale shopping, dining, the C&O Canal, Congressional Country Club, TPC Potomac, and Great Falls. Virtually staged for your reference. This remarkable residence is an absolute Must-See!

Set behind automatic gates on over two landscaped acres in Potomac's Golden Horseshoe, this landmark Bradley Farms estate has undergone a complete transformation by Kent Construction & Development. Built in 1971, the residence has been reimagined from the inside out, preserving its Georgian Colonial proportions while introducing every expectation of contemporary luxury. A sweeping driveway crosses the front lawn to the stately façade, where new Pella windows, restored masonry, and a complementary garage addition bring the exterior forward without disturbing the home's country-estate ethos. The gloss black front door opens to a gracious foyer with checkerboard marble flooring and custom picture frame molding, introducing 14,300 total square feet of exceptional workmanship. Hand-stained solid oak flooring, intricate millwork, solid brass Emtek hardware in polished nickel, and designer fixtures carry a layered design narrative throughout. The main level balances grandeur and livability. The living room spans 35 feet with a roaring fireplace, one of four. Opposite, a dignified library offers a richly outfitted hideaway. A central dining room in a moody dark palette is juxtaposed by the light-filled solarium with flagstone flooring. Structural enhancements open the informal spaces to contemporary demands. At their heart is the bespoke kitchen and adjoining butler's pantry, where custom cabinetry handmade in Italy conceals a suite of Wolf, Sub-Zero, and Miele appliances. Calacatta Fantasy Quartzite clads the center island, farmhouse sink, and slab backsplash, paired with antique brass hardware and Waterworks fixtures. An open breakfast area and family room complete the level, alongside a mudroom accessing the four-car garage, with storage for six vehicles. The grand staircase rises to a primary suite in a dedicated wing. Its spa-inspired bath is clad in Bianco Puro marble, with a marble archway separating dual handcrafted walnut vanities from the freestanding tub and walk-in shower. Custom dressing room cabinetry, imported from Italy, features accent lighting complementing the Acquabelle marble island. Four additional bedroom suites and a laundry room complete the upper level. The top floor opens with a large living space punctuated by dormers in the slate roof. Two bedrooms share a hall bath, and bonus spaces flank either end. A kitchenette and breakfast room suit an in-law suite, au pair quarters, or extended guest stays. The lower level is announced by a custom glass wine cellar, glowing at the entrance to a professional home cinema. Conceived as a private screening room rather than a media space, it is finished with the same rigor as the formal rooms above: custom box molding detailing the walls, automatic Lutron shades, and an integrated Crestron system governing picture, sound, and light from a single control. An adjoining bar completes the experience, as suited to an evening with friends as to a film alone. The remainder is dedicated to wellness: a mirrored fitness room, massage room, sauna, and full bath. Nearly every infrastructure component has been replaced or modernized. Four new HVAC zones, new natural gas service, two 75-gallon water heaters, new electrical infrastructure with a dedicated Pepco transformer, new Comcast service, Lutron lighting automation, indoor and outdoor Sonos audio, integrated security, irrigation, landscape lighting, and renovated pool systems create an estate that performs as impressively as it presents. The fully fenced grounds are equally compelling: expanses of lawn framed by mature trees provide privacy, while the 50-foot lap pool, new stone terraces, extensive lighting, and irrigated landscape suit intimate evenings and large-scale entertaining al fresco. A union of Georgian Colonial architecture, rare craftsmanship, and sophisticated technology, 8901 Durham Drive stands among the finest estate homes along Potomac's Millionaire's Mile.

Bay Ridge Waterfront! Built by Pilli Custom Homes and beautifully curated by Erin Paige Pitts Interiors, this exceptional waterfront residence blends timeless architecture, impeccable craftsmanship, and extraordinary attention to detail. Rich custom millwork, extensive crown molding, elegant wainscoting, and coffered ceilings create an atmosphere of refined luxury throughout. A welcoming bluestone walkway and front porch opens to the foyer, while a dramatic circular foyer at the foot of the staircase serves as the heart of the home, seamlessly connecting the formal dining room, elegant club room, and expansive kitchen and family room. Designed for effortless entertaining and everyday living, the chef's kitchen opens to the spacious family room featuring coffered ceilings and a striking fireplace. Just beyond, the waterside deck expands the living space with a swim spa, outdoor kitchen, and an exterior half bath, thoughtfully positioned so guests coming from boating, swimming, or relaxing by the water never need to enter the home. These exceptional amenities create the perfect setting for entertaining while embracing the waterfront lifestyle. Off the 2-car garage, the thoughtfully designed mudroom offers a built-in workspace, abundant storage, and a convenient powder room. A private main-level guest suite with an ensuite bath provides ideal accommodations for guests or multigenerational living. The upper level offers four spacious bedrooms, including two with private ensuite baths, while two additional bedrooms share a beautifully appointed bath. One bedroom has been transformed into a custom dressing room and can easily be converted back if desired. A large bonus room above the garage, complete with its own powder room, provides endless flexibility as a media room, playroom, home gym, or studio. The luxurious primary suite is a true retreat, featuring sweeping Lake Ogleton views from its wraparound balcony, a private office, spacious walk-in closet, and a spa-inspired bath with heated floors, soaking tub, oversized walk-in shower with built-in bench, and designer finishes. The top level is designed for entertaining with an expansive recreation room and a dramatic spiral staircase leading to one of the home's most remarkable features, a private rooftop deck perched among the highest elevations in Bay Ridge, offering breathtaking panoramic views and the perfect setting for morning coffee, sunset cocktails, or evening stargazing. Outside, the waterfront experience is equally impressive with a newly constructed pier featuring upgraded electrical service, LED lighting, three boat lifts, including an impressive 40,000-pound lift, and convenient waterside shed, providing exceptional accommodations for a variety of vessels and effortless access to the Chesapeake Bay. Bay Ridge offers an unmatched waterfront lifestyle with a community pool and clubhouse overlooking the Chesapeake Bay, sandy beaches on both the Bay and the river, a marina with a newly renovated clubhouse, playgrounds, basketball courts, ball fields, and miles of scenic waterfront roads for walking and biking. An active social calendar and year-round events make Bay Ridge one of Annapolis' most sought-after communities. Just minutes from Historic Downtown Annapolis and Eastport, enjoy award-winning restaurants, boutique shopping, marinas, and waterfront parks, with convenient access to Routes 50 and 97 for commuting to Baltimore, BWI Airport, Fort Meade/NSA, Washington, D.C., or Maryland's Eastern Shore. Welcome Home!

Beautifully positioned as an end-unit with southern field views, this townhouse offers 2,433 square feet of living space with 4 bedrooms, 3 full baths, and 1 half bath. Recently painted throughout, the home features gorgeous hardwood floors throughout the first floor and a well-designed floor plan for everyday living and entertaining. The open-concept living and dining areas connect to the kitchen, while two-story ceilings, skylights, and large windows provide abundant natural light. A gas fireplace is the focal point of the main living area. The first-floor primary suite includes two walk-in closets and an ensuite bath. A den, true laundry room, and powder room complete the main level. The upper-level loft overlooks the main living area and provides flexible space for a home office, sitting area, or reading nook. One guest bedroom has an ensuite bath, while two additional bedrooms share a second full bath—making this the only townhouse currently available with two full bathrooms on the upper level. Ample walk-in attic storage provides additional space for seasonal items and storage. The landscaped backyard overlooks open fields and is bordered by mature trees, offering privacy and pleasant views. An attached two-car garage adds everyday convenience. Located in Cooke's Hope, residents enjoy access to ponds, walking trails, tennis courts, a fitness center, dog park, picnic pavilion, and a community dock, all just minutes from downtown Easton.

PRICE IMPROVEMENT.... PRIVATE Estate Living Minutes from Historic St. Michaels... Escape to nearly twenty acres of unspoiled countryside just moments from the charm and waterfront allure of historic St. Michaels. This 4,492-square-foot home offers refined comfort with four bedrooms, two and a half baths, and a gourmet kitchen designed for both everyday living and effortless entertaining. A dedicated space for a future elevator adds thoughtful flexibility for years to come. Outside, the possibilities are as expansive as the land itself- 19.5 private acres with pastures suited for up to eleven Horses, plus a car barn for storage, hobbies, or collections. Agricultural and livestock production also permitted (buyers should confirm specifics with Easton P&Z). Notably, 5.75 wooded acres are enrolled in the DNR's Forest Stewardship Plan, preserving the agricultural tax discount without the requirement to grow crops or house livestock.

Steeped in history and surrounded by the timeless beauty of Maryland's Eastern Shore, 1130 Old Love Point Road presents a once-in-a-generation opportunity to own an extraordinary family farm in the heart of Kent Island. Spanning approximately 36.73 acres, this remarkable property blends agricultural heritage, historic character, and exceptional future potential in one of the Shore's most storied locations. At the center of the property sits an historic Victorian farmhouse dating to circa 1896, recognized by the Maryland Historical Trust as a historically contributing structure representative of the classic 19th-century Delmarva farmhouse. The home and grounds reflect generations of stewardship and offers tremendous opportunity for its next generation renovation, rehabilitation and future development prior to occupancy. Old Love Point Road itself carries a rich and fascinating history. Before the Chesapeake Bay Bridge connected Maryland to the Eastern Shore, Love Point served as one of the principal gateways to the Shore. Ferries, steamships, and rail lines once brought travelers from Baltimore and Annapolis to Kent Island, where they continued eastward across Maryland and Delaware. Love Point became known as a romantic waterfront destination and transportation hub, welcoming visitors arriving by ferry and the historic Queen Anne's Railroad. The property's location captures the spirit of that history while offering exceptional convenience to today's modern traveler. Situated just minutes from Route 50 and the Chesapeake Bay Bridge, the farm offers easy access to Annapolis, Washington D.C., Baltimore, and the Delaware beaches while maintaining the peaceful charm of Eastern Shore living. Currently farmed and designated as prime farmland, the property is ideally suited for a gentleman's farm, equestrian estate, vineyard, winery, agritourism venue, or luxury country retreat. The Development Analysis Report identifies a winery as one of the site's most favorable and viable uses, noting that agritourism operations such as vineyards and wineries are specifically encouraged within Queen Anne's County's future agricultural economy plans. In addition to its agricultural and lifestyle appeal, the property, perhaps most importantly, offers substantial long-term development potential. Located within the County's Suburban Estate zoning district and designated growth area, the site may support future residential subdivision opportunities, including large-lot estate development, clustered single-family communities, multifamily concepts, or additional residential lots under current moratorium guidelines. Whether envisioned as a private family compound, vineyard and winery destination, legacy investment, or future development opportunity, 1130 Old Love Point Road represents a rare chance to own a meaningful piece of Maryland's Eastern Shore history — where the past, present, and future converge along one of Kent Island's most iconic roads.

Introducing 8880 Bradley Blvd, a striking contemporary estate set on a fully gated two-acre parcel in one of Bethesda’s most prestigious enclaves. Designed for those who value architectural distinction, privacy, and resort-caliber living, this extraordinary residence offers approximately 13,750 square feet across three levels, with 7 bedrooms, 7 full baths, 2 half baths, and a custom hydraulic elevator serving every floor. From the moment of arrival, the estate makes a commanding impression. An app-controlled arched iron gate opens to a long, scenic approach, culminating in a circular motor court, manicured grounds, and a custom Italian bronze entry door. Inside, the dramatic foyer rises to 24-foot ceilings and is crowned by a sculptural custom light installation by Cameron Design of London, setting the tone for the home’s bold modern aesthetic and refined craftsmanship. Created for both grand entertaining and seamless daily living, the residence showcases expansive interiors, clean architectural lines, sophisticated finishes, and state-of-the-art smart home integration. The main kitchen is appointed with commercial-grade appliances and exceptional workspace, while a separate scullery kitchen with its own entrance provides ideal support for catered events, staff, or effortless everyday functionality. The home’s lower level delivers a true private wellness and entertainment retreat. Thoughtfully designed for leisure at the highest level, it features a Turkish bath with separate warm room and heated marble surfaces, a fully equipped fitness studio, state-of-the-art theater, wine and cigar lounge, and an additional kitchenette with full-size refrigerator, dishwasher, and microwave. Upstairs, the private quarters continue the home’s sense of elevated comfort and calm. The owner’s suite is a sanctuary unto itself, complete with a spa-inspired bath with heated floors, an expansive two-room dressing area, and a serene sitting room with morning bar. Each secondary bedroom is generously scaled and beautifully appointed. The exterior amenities rival those of a luxury resort. Framed by mature trees for exceptional privacy, the outdoor living environment includes a saltwater pool with infinity edge, mosaic-tiled spa, four gas fire pits, and a cabana pavilion with outdoor kitchen, fireplace, and generous entertaining areas. Whether envisioned as a private family compound, ambassadorial residence, or executive retreat, the estate offers a rare combination of grandeur and seclusion. A four-car attached garage with Porsche charging station, basketball hoop, and air conditioning adds further convenience. Throughout the home, remote-controlled window treatments, expansive windows, whole-house soundproofing and insulation, central vacuum, app-controlled surround sound, advanced security, five commercial-grade HVAC systems, two 75-gallon hot water tanks, and generator backup underscore the property’s exceptional infrastructure and readiness. Only minutes from the finest golf, acclaimed schools, upscale shopping, fine dining, and the heart of Washington, D.C., 8880 Bradley Blvd offers a lifestyle that is at once prestigious, private, and profoundly peaceful. Whether serving as a family legacy property, an ambassadorial residence, or a refined executive escape, this remarkable estate captures the essence of modern luxury—where striking design, uncompromising privacy, and the ease of a five-star resort are woven into everyday life.

Perched above the Severn River in the gated waterfront community of Epping Forest, this exceptional property captures sweeping water views and effortless indoor/outdoor living just minutes from downtown Annapolis. Thoughtfully designed with an open floor plan and walls of windows, the home is filled with natural light, high ceilings, custom millwork and seamless sightlines to the Severn river from nearly every vantage point. Expansive ipe decks with sleek cable railing extend the living space outdoors, creating the perfect setting for sunset entertaining or quiet mornings overlooking the water. The primary suite is a true retreat, complete with a private balcony overlooking the Severn; an idyllic perch for enjoying elevated river views and summer breezes. On the lower level, a covered flagstone patio offers an additional outdoor haven, ideal for relaxed evenings, gathering with friends or stepping directly out toward the waterfront. Inside, beautifully appointed gathering spaces flow easily from the gourmet kitchen to the dining and living areas, offering both comfortable everyday living and gracious entertaining. Three spacious bedrooms, three full baths and two half baths are thoughtfully distributed across four finished levels, providing flexibility for guests, work from home needs or additional recreation space. The private pier with deep water and two lifts, including a dedicated jet ski lift, invites endless days on the Severn, with quick access to Annapolis waterways and beyond. Ideally positioned close to Epping Forest’s renowned amenities, residents enjoy a clubhouse with waterside dining, marina, sandy beach, boat ramp, tennis courts, walking trails and a vibrant calendar of social events. An additional 0.115-acre parcel on Sherwood Trail (Tax ID: 224010114205) conveys with the sale and offers convenient supplemental parking, providing easy access for the many guests who will be sure to come visit. A rare opportunity to embrace panoramic river views, exceptional community amenities and the quintessential Annapolitan waterfront lifestyle. Epping Forest is a Special Tax District ($3,059.47 annually) with binding Rules and Regulations. Welcome Home!

See listing MDTA2012146 which includes an adjacent 37+-acre waterfront parcel which has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. "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 76+-acre waterfront estate 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. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

"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 114+-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.

NEWLY ENHANCED AND WORTH A SECOND LOOK! A beautifully enclosed second bedroom transforms this residence into a true 2-bedroom, 2.5 bath home, offering added privacy, versatility, and an even more appealing living experience. Enjoy resort-style waterfront living with harbor and Chesapeake Bay views in the gated community of Chesapeake Harbour. This beautifully updated two-level residence offers the ideal blend of comfort, natural light, and low-maintenance coastal living. Freshly painted throughout with new carpet, the home features a thoughtfully designed floor plan with over 1,900 square feet of living space, an attached 2 car garage with interior access and additional parking out front, a rare and coveted amenity in the neighborhood. The entry level features an eat-in kitchen with white cabinets and counters, powder room and laundry room with a few steps up to the living room. The thoughtfully designed split-level layout creates a natural separation between the home’s functional spaces and its main entertaining areas, allowing gatherings to flow effortlessly while keeping day-to-day tasks discreetly tucked away. The dramatic living area where soaring ceilings, gas fireplace with custom built-ins, and walls of windows fill the space with natural light while framing the harbor views. Step outside to the expansive full-width waterside deck, the perfect setting for morning coffee, evening cocktails, or simply enjoying the marina activity and views stretching toward the Chesapeake Bay. Upstairs, the spacious primary suite offers a balcony, an ensuite bath with new cabinet and drawer fronts, and a peaceful retreat for relaxing after a long day. A loft-style flex space overlooks the living room below and can easily function as a second bedroom, home office, or additional lounge area, complemented by a full hall bath. Life in Chesapeake Harbour feels like a year-round vacation with an unmatched collection of resort-style amenities, including two waterfront pools, a private sandy beach, exclusive fitness center for a small enclave of residents, tennis and pickleball courts, fishing piers, walking and jogging paths, picnic areas with grills, scenic Chase Pond, and the security of a 24-hour attended gatehouse. The newly opened waterfront marina restaurant adds to the vibrant atmosphere with outdoor dining and live music on weekends. Ideally located just minutes from Downtown Annapolis, Eastport, the United States Naval Academy, waterfront dining, shopping, and historic attractions, this exceptional residence also offers easy access to Washington, DC, Baltimore, and Baltimore/Washington International Thurgood Marshall Airport. Whether you are searching for a full-time residence or a lock-and-leave waterfront retreat, this home offers the very best of the Annapolis waterfront lifestyle. Welcome Home!

See listing MDTA2012146 which includes an adjacent 37+-acre waterfront parcel which has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. "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 76+-acre waterfront estate 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. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

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 5,060 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 fresh exterior paint on the entire home (2026), high-efficiency foam insulation in the attic, roof space, and crawlspace, and a comprehensive exterior restoration. The siding was removed and rebuilt with new Rockwool sidewall insulation, plywood sheathing, and infiltration fabric. 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, plumbing system replaced in 2013, electrical systems and new 400-amp electric service was redone (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.

Welcome to this extraordinary waterfront estate, gracefully sited on 6.92 lush, landscaped acres with sweeping views of Leadenham Creek. Designed by architect Alan Meyers, constructed by Ilex Construction, and masterfully styled by interior designer Skip Sroka, this 10,000+/-sq. ft. residence is a showcase of timeless craftsmanship and elevated design. The custom brick exterior is crowned by a new cedar shake roof with copper caps and bands, creating a refined profile that blends seamlessly into the natural surroundings. Double mahogany doors with full-view, artistically designed leaded glass open to a luminous foyer with immediate, breathtaking views of the water. Inside, riff-sawn red oak floors flow through expansive formal and informal living areas. Vaulted ceilings add architectural drama, while curated lighting provides warmth and sophistication throughout. The main level features formal living and dining rooms, a stunning gourmet kitchen, and multiple spaces designed for both relaxation and entertaining. The kitchen is a chef’s dream—equipped with top-tier appliances, a large center island, sitting area with fireplace, and an eat-in dining space. Just off the kitchen, a beautifully crafted screened porch with an octagonal ceiling offers a peaceful, year-round retreat. A walk-in pantry and custom-designed bar enhance both function and hospitality. Also on the main level is a striking private office wrapped in Anigre wood paneling, featuring custom built-ins and a circular backlit ceiling. A separate guest wing includes a spacious family/recreation room with spectacular river views and two guest suites with ensuite baths. The primary suite enjoys its own private wing, with serene water views, a cozy sitting area and fireplace, dual walk-in closets, and an elegant dressing hall. The luxurious, spa-inspired bath includes a soaking tub and glass-enclosed shower, creating a true sanctuary of comfort and privacy. Upstairs, dual wings on opposite sides of the home offer two additional guest suites with ensuite baths, a bonus/music room, and a dedicated fitness room. Five fireplaces handcrafted by Collecio Brothers Stone Masons bring warmth and timeless character throughout the home. Modern systems include geothermal heating and cooling, a new Honeywell HVAC control system, Vantage lighting automation, a fully encapsulated crawlspace, and a Generac generator. In addition to the oversized 3+ car attached garage, a separate detached two-bay garage offers equipment storage, a workshop, and a half bath. Outdoors, the estate is designed for both grand entertaining and quiet waterfront living. Features include an extended waterside patio, beautiful pool house with a fully equipped outdoor kitchen, two dressing rooms, an outdoor shower, and an in-ground pool with heated spa. Over 1,000 feet of riprapped shoreline and a 210-foot private dock with two slips, a floating dock, and 7-foot MLW offer direct access to the Chesapeake Bay. This remarkable estate was built for luxurious living, effortless entertaining, and a deep connection to the natural beauty of Maryland’s Eastern Shore. *Current taxes are based on homestead credit.

Located in the highly sought-after Sheffield community, this stunning 3-level end-unit townhome offers the perfect blend of space, style, and convenience. Featuring over 2,100 square feet, 3 spacious bedrooms, 4 bathrooms, and a 2-car garage, this home is designed for modern living. The main level showcases an open-concept floor plan with beautiful hardwood flooring throughout and abundant natural light. The updated eat-in kitchen is a true centerpiece, complete with a large center island, granite countertops, stylish backsplash, stainless steel appliances, and ample cabinet space — perfect for entertaining or everyday living. Upstairs, you’ll find a convenient laundry room, three generously sized bedrooms, a full hall bathroom, and an oversized primary spa-like bathroom featuring a sizable walk-in closet. The lower level offers a versatile recreation room with a powder room, plus direct access to both the front-entry 2-car garage and rear exterior access, making it ideal for a home office, gym, or additional entertainment space. Enjoy unmatched convenience with the newly built Fairway Village Shopping Center just a short walk away, along with nearby restaurants, shops, and everyday essentials. Outdoor enthusiasts will appreciate the close proximity to Regency Furniture Stadium (Blue Crab Stadium), White Plains Golf Course, local parks, and scenic walking/jogging trails. Commuters will love the easy access to Route 301, providing a direct route north toward Washington, D.C. and south toward Virginia. This move-in ready home combines comfort, location, and lifestyle — a rare opportunity you don’t want to miss.

Set on 2.85 waterfront acres with panoramic views of Dixon Creek along the coveted Easton–St. Michaels corridor, this beautifully renovated coastal home offers over 5,000 square feet of light-filled living space with 4+ bedrooms, 5 full baths, and 1 half bath. Originally built in 1964 and thoughtfully transformed, the home blends timeless waterfront appeal with refined coastal style, featuring shiplap accents, hardwood flooring, vaulted beamed ceilings, custom built-ins, and expansive windows showcasing breathtaking water views throughout. Designed for both everyday living and effortless entertaining, the open floor plan includes a gourmet kitchen with top-tier appliances, a waterside breakfast nook, spacious dining area, inviting living room with woodburning fireplace, and a separate billiard room with its own woodburning fireplace. Filled with natural light, the main living spaces flow seamlessly from one room to the next, creating an inviting atmosphere for intimate gatherings. The main-level primary suite serves as a private retreat, complete with luxurious ensuite bath and large walk-in closet. Two separate upper-level wings provide exceptional accommodation for family and guests. One wing offers three bedrooms, served by an ensuite bath and a shared hall bath. The opposite wing features an expansive bonus room with custom built-in bunks, a full bath, and abundant space for recreation, overflow guests, or private guest quarters. Stunning water views and thoughtfully designed built-ins enhance many of the home's living spaces. At the heart of this exceptional waterfront retreat, thoughtfully designed outdoor spaces invite you to embrace the relaxed elegance of Eastern Shore living. Enjoy a screened porch overlooking the water, gunite pool, heated spa, expansive slate patio, outdoor kitchen, arbor-covered sitting area, fire pit, outdoor shower with full bath facilities, and beautifully landscaped grounds. Additional improvements include an attached 2-car garage with generous storage space and a storage shed. The private pier is equipped with a floating dock, two boat lifts, two slips, and approximately 4’ MLW, providing access to Dixon Creek and beyond for boating, fishing, kayaking, and exploring the surrounding waterways. The property is currently operating as a successful vacation rental. Showings during the summer season are limited to turnover days and approved availability. Sellers prefer a November 2026 settlement.