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26546 Presquile Farm Dr, Easton
$7,850,000
7 Beds ⋅ 8 Baths
PRESQUILE MANOR HOUSE – An extraordinary waterfront estate steeped in history, architectural distinction, and timeless elegance. Magnificently positioned along the Wye River with breathtaking panoramic views and coveted western exposure, this distinguished circa-1800 manor house offers an exceptional combination of historic character, refined luxury, and unparalleled waterfront living. Originally part of the historic Lloyd family holdings, the 10.48-acre estate has been meticulously renovated by renowned Peter Zimmerman Architects and West & Callahan Construction, reflecting an extraordinary commitment to preserving its architectural heritage while incorporating the finest modern appointments. The magnificent 7BR/6FB/3HB manor house showcases exquisite craftsmanship throughout, with exceptional millwork, beautifully proportioned rooms, soaring ceilings, rich hardwood floors, elegant fireplaces, and graceful architectural details. Expansive windows fill the interiors with natural light while framing spectacular views of the river and surrounding grounds. A stunning curved staircase with a beautifully crafted wood handrail serves as an architectural centerpiece. Gracious formal living and dining rooms provide elegant spaces for entertaining, while inviting gathering areas offer warmth and comfort for everyday living. The extraordinary gourmet kitchen features extensive custom cabinetry, an expansive center island, premium appliances, and beautifully appointed finishes. Seven generously appointed bedrooms and beautifully renovated baths provide exceptional comfort and privacy for family and guests. Throughout the residence, sophisticated finishes and thoughtful design reflect a remarkable balance between the home's distinguished history and contemporary luxury living. Beyond the residence, the spectacular grounds provide a setting of extraordinary beauty and tranquility. Expansive lawns sweep toward the river, complemented by magnificent mature trees, formal gardens, and beautifully maintained landscaping. A waterside swimming pool offers an idyllic setting for relaxation and outdoor entertaining, while a private tennis court adds to the property's outstanding recreational amenities. Extensive riprapped shoreline and a coveted deepwater boathouse provide exceptional access to the Wye River and surrounding Chesapeake Bay waterways. Sweeping river vistas and magnificent western sunsets create a breathtaking backdrop for this remarkable waterfront retreat. Rarely does a property of such historical significance, architectural refinement, and exceptional waterfront presence become available. Presquile Manor House represents a remarkable opportunity to own one of the Wye River's most distinguished estates, where centuries of history, extraordinary craftsmanship, and the natural beauty of Maryland's Eastern Shore come together in a truly exceptional offering. The estate is approached by an impressive, tree-lined entrance drive extending across approximately 7.1 additional acres, with access secured by a perpetual easement.

26546 Presquile Farm Dr, Easton

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

50645 Holly Point Rd, Dameron
$7,500,000
4 Beds ⋅ 3 Baths
Nestled within the prestigious St. Jeromes subdivision, this exquisite Bayfront residence offers an unparalleled lifestyle defined by luxury and tranquility. Spanning over 175 acres just with the main house, this coastal architectural masterpiece seamlessly blends sophisticated design with nature's beauty, providing a serene retreat for discerning homeowners. Step inside to discover a harmonious open floor plan adorned with rich hardwood. The expansive family room, complete with a cozy wood-burning fireplace and elegant mantel, invites relaxation and gatherings. The kitchen is a culinary enthusiast's dream, featuring an island, ample pantry space, and an inviting eat-in area. The primary suite is a sanctuary of comfort, boasting a Bayfront view, and a luxurious primary bath equipped with a walk-in shower. Additional highlights include built-ins, recessed lighting, and a dedicated entry-level bedroom, ensuring convenience and style throughout. The exterior of this residence is equally impressive, showcasing extensive hardscaping that enhances the property's aesthetic appeal. Enjoy the ultimate outdoor lifestyle with a private beach, perfect for sunbathing or leisurely strolls along the sandy shore. The roof deck offers panoramic views of the Chesapeake Bay, while the tennis court (should you choose to restore it) provides an active lifestyle option right at your doorstep. Multiple patios and decks create inviting spaces for al fresco dining and entertaining, all set against a backdrop of lush greenery and serene Chesapeake Bay views. This premium lot is a true gem, bordered by trees and offering a secluded atmosphere that feels worlds away from the hustle and bustle. With direct access to the Bay, indulge in fishing, boating, or simply soaking in the natural beauty that surrounds you. Ample parking with an attached garage and expansive driveway. Breathtaking views of the Bay, pond, and wooded areas create a picturesque setting that changes with the seasons. Located just steps from the water's edge, this home offers a unique opportunity to embrace a lifestyle centered around nature and luxury. With over 6,136 feet of water-frontage, this property provides direct access to the Chesapeake Bay, where swimming, kayaking, and water skiing await. This exceptional residence is not just a home; it's a lifestyle choice that embodies luxury, comfort, and the beauty of nature. Experience the ultimate in coastal living, where every day feels like a vacation. Sale includes 91 lots in St. Jeromes shores and 71 lots in Bay Harbor totaling approximately 280 acres. There is nothing else like this in Southern Maryland. Your legacy awaits.

50645 Holly Point Rd, Dameron

Listing courtesy of CENTURY 21 New Millennium. Contact:

9933 Bentcross Dr, Potomac
$7,500,000
6 Beds ⋅ 8 Baths
Tucked away at the end of a quiet, private cul-de-sac in one of Potomac’s most sought-after neighborhoods sits something truly special: 2.6 acres of pure possibility. This is your chance to build a stunning contemporary residence of roughly 13,000 square feet that feels more like a private resort than a home. Imagine a beautifully designed estate with six bedrooms and nine bathrooms, anchored by an incredible primary suite complete with a spacious lounge area, a fireplace, massive closets, and a spa-like bathroom you’ll never want to leave. The rest of the house is just as thoughtful; there’s a dedicated office, a library, exquisite stone and woodwork throughout, and every smart-home feature you could possibly want. Outside, the fun really begins. You’ve got a cabana with a full outdoor kitchen, cascading waterfalls feeding into the pool, your own basketball/pickleball sport court, a private putting green, and plenty of inviting spots to gather with friends and family. There are organic gardens if you love to grow things, and we’ve even included space for a fantastic indoor spa so you can unwind year-round, no matter the weather. Picture this: hosting a lively ping-pong tournament on the sport court, practicing your short game on the putting green at golden hour, or gathering everyone around the fire pit with music flowing through the surround-sound system. With parking for up to ten cars, you can easily bring in a house full of guests. And when the party’s over, slip away to your home office or gym, then end the night soaking in the tub of your spa-inspired primary bath while enjoying those serene pool views. Every last detail here can be customized exactly the way you want it. This is more than just a luxury home; it’s your personal escape, where sophistication meets total tranquility. Ready to make it yours?

9933 Bentcross Dr, Potomac

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

3728 Ramsgate Dr, Annapolis
$6,995,000
4 Beds ⋅ 6 Baths
Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in Annapolis. With coveted southern exposure, the property is immersed in sunlight from dawn to dusk, creating an ever-changing backdrop of sparkling water, passing sailboats, and panoramic Chesapeake vistas. Completely reimagined in 2017 by renowned architect Cathy Purple Cherry, this residence was rebuilt and renovated to an exceptional standard, blending timeless coastal architecture with modern luxury and uncompromising construction quality. Spray-foam insulated walls and roof, steel reinforcement, double plywood construction, four-zone HVAC with humidifiers, gas backup heat, tankless propane water heaters, water treatment systems, generator backup, Sonos audio, and Lutron lighting create a home that is as efficient and functional as it is beautiful. Designed for both grand-scale entertaining and comfortable everyday living, the interior offers over-the-top craftsmanship and thoughtful details throughout. Maple hardwood flooring flows through elegant yet inviting spaces including a dramatic waterfront living room with a custom wet bar, an informal gathering room with built-in bookshelves, a private office with custom cabinetry, wet bar, balcony, and commanding views stretching down the Chesapeake Bay, and a state-of-the-art theater room complete with its own wet bar, refrigerator, and ice maker. The chef’s kitchen is a masterpiece featuring double Wolf ovens, Wolf cooktop, Sub-Zero refrigerator, three dishwashers, wine cooler, ice maker, built-in microwave, instant hot water, walk-in pantry with custom built-ins, and a sun-filled breakfast nook overlooking the water. The luxurious primary suite serves as a private waterfront retreat, highlighted by a stunning spa bath finished with Italian water-cut marble. Three additional bedrooms feature ensuite baths, while a full bath on the main level conveniently serves the pool and outdoor entertaining areas. Outdoor living rivals the finest resorts. Expansive Ipe decking surrounds a heated PebbleTec pool and spa, complemented by an outdoor kitchen, fire pit, integrated sound system, and extensive landscape lighting. The private pier is equipped with water, electric, approximately 4 feet of MLW, a 12,000-pound boat lift, an 8,500-pound boat lift, and a 1,500-pound personal watercraft lift, providing immediate access to the Chesapeake Bay and beyond. Offering 4 bedrooms, 5 full baths, 1 half bath, a dedicated office, and a deep four-car garage, this is a rare opportunity to own one of Annapolis’ premier waterfront properties in a setting where extraordinary architecture, unmatched craftsmanship, and world-class outdoor living come together on the shores of the Chesapeake.

3728 Ramsgate Dr, Annapolis

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

1524 Cedar Lane Farm Rd, Annapolis
$6,995,000
7 Beds ⋅ 6 Baths
Escape to another world with this striking French modern waterfront estate. Exquisitely sited on a premium and private 4.15 acre lot with 600 feet of impressively rip-rapped water frontage, coveted waterfront pool, tennis court and picturesque views of the serene waters of Whitehall Creek. This ultra-luxe 9,000+ square-foot, 7 bedroom, 5.5 bathroom custom built home has been completely renovated. It is evident from the moment you walk in the front door that no expense was spared with this stunning home. Curated with premium quality, top of the line materials, combined with the tranquil views, exquisite design, and top-tier finishes, 1524 Cedar Lane Farm Road is truly one-of-a-kind and showcases unparalleled craftsmanship. The property both inside and out is an absolute entertainer's dream. The lush lawn and landscaping gracefully extends to the water's edge and leads to the well-appointed multi-slip IPE pier with boat lifts, 2 jet ski lifts, upgraded power, water and great lighting including underwater LED fishing lights. Inside, this stunning home boasts an awe-inspiring Great Room with soaring ceilings, architectural beams, and panoramic water views and features brushed Teak hardwood flooring, renovated high-end gourmet Kitchen with marble counters, 10 burner Wolf range, 5 fireplaces, Restoration Hardware lighting, renovated bathrooms throughout and much more! Fall asleep to captivating, sweeping views from the Primary's suite, enjoy watching the early morning wildlife activity on the water. Located on Whitehall Creek which flows out to Whitehall Bay and beyond to the Chesapeake Bay, you are perfectly located to take advantage of the Bay's best cruising and fishing areas. Attractive destinations such as the Annapolis Harbor, Baltimore's Inner Harbor, St. Michaels, Oxford, and Solomon's Island are only a short cruise away and just minutes from accessing Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., or head over the Bay Bridge to the Eastern Shore for a quick beach vacation. Welcome Home!

1524 Cedar Lane Farm Rd, Annapolis

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

21100 W Offutt Rd, Poolesville
$6,975,000
4 Beds ⋅ 4 Baths
Stoney Springs Farm is a one of a kind and extraordinary 315+/- acres for collectors, hunters, equestrians, and agritourism visionaries alike. Just 30 miles from Washington, DC, the property commands breathtaking panoramic views stretching from Sugarloaf Mountain to downtown Bethesda. The anchor of the property is a masterfully BOWA-built, timber-framed bank barn. Spanning 8,200 square feet on three secure and climate-controlled levels, it features Douglas Fir beams and flooring, commercial-grade capability including a chain hoist and hydraulic lift, a full kitchen with high-end appliances, 1.5 baths, and the infrastructure to showcase and care for a collection of up to 20 exotic cars. This estate also caters to the huntsman, offering mature woods, open fields, and strategically placed stands and food plots creating exceptional habitat and trophy opportunities. The custom built, 4-bedroom, 3.5 bath colonial farmhouse is comprised of 4,800 finished square feet and features a coveted main level primary bedroom suite, a country kitchen with top-of-line appliances, gorgeous reclaimed oak floors, custom millwork, an oversized and versatile upper bonus room with rear staircase, inviting front and rear covered porches offering tranquil vista and spectacular sunsets, and is equipped with Geothermal HVAC. Completing the property is a detached three-car garage with workroom and covered porch, and a substantial and functional four-bay agricultural shed. There are two high-producing wells, multiple productive crop fields and cultivable land, and it is perc approved for an additional 6-bedroom house. Nationally acclaimed magnet Poolesville High School cluster and the quaint Town of Poolesville are located less than three miles away. As one of the largest private estates in western Montgomery County, Stoney Springs offers unmatched versatility and a rare opportunity to invest in an irreplaceable landscape, shape a lasting legacy, and bring your vision to life! NOTE: There is no sign on property - please do not walk or drive on property without permission from listing agent. Cross reference MLS #MDMC2156274

21100 W Offutt Rd, Poolesville

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

9115 Redwood Ave, Bethesda
$6,950,000
6 Beds ⋅ 7 Baths
***OPEN HOUSE Saturday Oct 10th from 3 to 5 PM*** An exceptional offering encompassing 1.12 beautifully level acres, complemented by the adjacent 0.57-acre buildable lot—presenting a rare opportunity for enhanced privacy, expansion, or future development. Ask about 7-year ARM at 5.865%, 35% down, and $500K relationship; subject to buyer qualification and lender terms. <br> <br> Crafted by Foxhall Homes and designed by GTM Architects, the award-winning custom home offers nearly 7,700 square feet of beautifully designed living space, and side-load three-car garage. With six bedrooms, seven baths, and a private elevator serving every level, the home pairs refined craftsmanship with a floor plan thoughtfully designed for both everyday living and entertaining. Nine-foot mahogany double doors open to a gracious foyer and a beautifully proportioned interior with an effortless flow from room to room. <br><br> At the heart of the home, the kitchen features an eight-foot island with inset cabinetry, leathered Taj Mahal quartzite, a 30-inch JennAir refrigerator, 24-inch freezer, and 48-inch BlueStar gas range finished in custom grey-white enamel with brass accents. The light-filled family room is anchored by an elegant François & Co. Scagliola fireplace mantel, while oversized doors extend the living space outdoors to a 19′ × 14′ screened porch and adjoining slate patio with gas grill connection, all overlooking the expansive, level backyard. Bathed in southern light, the library features a deep bay window and custom built-ins topped with Vancouver quartzite, creating an inviting and sophisticated space for work, reading, or quiet retreat. <br><br> The serene primary suite features custom inset cabinetry and a spa-inspired bath appointed with Kallista fixtures, heated floors, a deep soaking tub, and an expansive 7.5-foot double shower with thermostatic controls. Thoughtfully designed, the mudroom includes custom cubbies, a second main-level powder room, secondary laundry, direct access to both the three-car garage and rear porch, and a private back staircase to the upper level. The expansive lower level was designed with entertaining and flexible living in mind, with a spacious recreation room featuring a 98-inch television with Sonos surround sound and subwoofer, a dedicated theater with Klipsch audio, wraparound wet bar, gym/flex room, and sixth bedroom ideal for guests, teens, an au pair, or multigenerational living. <br><br> Additional features include Andersen 400 Series Low-E casement windows; three-zone Carrier HVAC; Ecobee thermostats; an Aprilaire steam humidifier and media air filters; epoxy garage flooring and EV charging capability; LiftMaster Secure View garage openers with integrated cameras, LED lighting, and battery backup; Cat6 and HDMI wiring; Klipsch speakers throughout multiple rooms; a security system and video doorbell; landscape lighting; solid-core doors with Emtek hardware; sound-attenuation insulation; extensive custom millwork; plantation shutters; Visual Comfort lighting; and a Savaria Eclipse elevator. 9117 Redwood Avenue is architecturally distinctive yet warm and welcoming—a home where exceptional materials, thoughtful design, sophisticated infrastructure, and generous indoor and outdoor spaces come together in a floor plan exceptionally well suited to modern family life. Certain photos have been AI-enhanced. Floor plans in the photo stream. <div style="padding:177.78% 0 0 0;position:relative;"><iframe src="https://player.vimeo.com/video/1216477731?badge=0&autopause=0&player_id=0&app_id=58479&loop=1" frameborder="0" allow="autoplay; fullscreen; picture-in-picture; clipboard-write; encrypted-media; web-share" referrerpolicy="strict-origin-when-cross-origin" style="position:absolute;top:0;left:0;width:100%;height:100%;" title="9117 Redwood Avenue in Bethesda - Carl Becker, Premier Properties 301-873-3221"></iframe></div><script src="https://player.vimeo.com/api/player.js"></script>

9115 Redwood Ave, Bethesda

Listing courtesy of Premier Properties, LLC. Contact:

5289 Ferry Neck Rd, Royal Oak
$6,890,000
4 Beds ⋅ 5 Baths
An Exceptional Eastern Shore Estate - 145 Acres of Waterfront, Farmland & Timeless Beauty. There are properties that offer a beautiful setting and then there are properties that possess an unmistakable sense of place. This extraordinary 145 acre estate in coveted Royal Oak is one of the latter - a private waterfront sanctuary where expansive farmland and pasture, mature trees, tranquil ponds and sweeping waterviews converge to create a setting of rare distinction. From the gated drive, the experience is extraordinary. A gracefully paved approach winds through a pastoral landscape of open vistas, three ponds, white-fenced fields and paddocks, and a magnificent canopy of mature sawtooth oaks. Beyond the landscape, the elegant Colonial-style main residence reveals itself, perfectly positioned to capture the serenity of Fox Hole Creek and its long view toward the Tred Avon River. The architecture is gracious and beautifully proportioned. The two-and-a-half-story central section is framed by side wings that step down elegantly to one-story elevations, creating a classic country estate character. Inside, generous proportions, heart pine floors, and natural light complement the home's timeless design. A compelling feature of the residence is its relationship to the water. On the main level, the sunroom, breakfast room, living room, family room, and primary suite all enjoy direct visual connections to the waterfront and open to a sweeping brick terrace extending the length of the house. It is an extraordinary setting for entertaining or simply enjoying the seasons of the Eastern Shore. The second-floor stair hall opens onto a substantial private deck, creating an elevated vantage point overlooking the water and surrounding acreage. Two-bedroom suites and two offices occupy this level, while an additional bedroom suite on the third floor provides comfortable accommodations for guests. The grounds unfold as a collection of distinct destinations. A two-bedroom guest house offers privacy for visitors while the detached garage with apartment above provides versatile space. The resort-style pool is complemented by an elegant pool house featuring a sauna, bath, kitchenette, porch, and lounging areas. A private pier and small boathouse extend the experience to the water, while a greenhouse with its own sitting area offers a tranquil retreat for gardening or quiet reflection. The estate includes a handsome five-stall barn with tack room, washroom, and fenced paddocks. A second barn has been transformed into an impressive garage accommodating classic automobiles—an exceptional amenity that could serve a collector or those seeking extraordinary workspace. Outdoor living is woven throughout the property. The front porch welcomes guests; the expansive covered brick terrace provides an exceptional setting for waterfront entertaining; and a covered brick walkway connects the main residence to the pool and pool house. At the pool, a pergola-shaded lounging area creates an intimate outdoor room designed for long afternoons and summer evenings. The estate is impeccably maintained and equipped for modern living, including a new composite roof, geothermal HVAC, wine cellar, sprinkler system, and high-speed connectivity. Starlink internet is in place, broadband cable is available, and Easton Velocity service is available for hookup. A gated main entrance and separate farm entrance provide convenience and privacy. The Bellevue Ferry to Oxford is nearby, while Easton and St. Michaels are approximately equidistant. Annapolis is approximately 50 miles, Washington, D.C. approximately 70 miles, and Easton Airport: 12 miles. This is a complete Eastern Shore lifestyle—private, elegant, equestrian, agricultural, and intimately connected to the water. SUBDIVISION POTENTIAL presents an additional opportunity, further enhancing the possibilities of this rare offering.

5289 Ferry Neck Rd, Royal Oak

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

7508 Cooper Point Rd, Bozman
$6,850,000
6 Beds ⋅ 8 Baths
Set along the peaceful waters of Caulk Cove, this extraordinary waterfront estate offers luxury, privacy and natural beauty across more than 10 acres. The property features open farm fields and professionally landscaped, park-like grounds, with a tree-lined driveway creating a breathtaking approach to the residence. Built in 2013, the custom-designed home encompasses nearly 8,500 square feet of thoughtfully curated living space, positioned to capture sweeping waterfront views. A gracious front porch welcomes you into a grand foyer, setting the tone for the exceptional craftsmanship found throughout. The main level offers soaring 12-foot ceilings, rich hardwood floors, expansive windows and doors and custom millwork including crown molding, coffered and tray ceilings and elegant board-and-batten detailing. At the heart of the home, the living room serves as a remarkable gathering space with a dramatic floor-to-ceiling stone fireplace, custom built-ins, coffered ceilings, a wet bar and access to the rear porch. The kitchen is a stunning focal point, featuring a diamond coffered ceiling, custom handmade walnut cabinetry, two oversized islands, white and leathered granite countertops, and a Wolf six-burner, dual-oven range. A fully equipped butler’s pantry offers extensive cabinetry, generous counter space, a secondary refrigerator, dual dishwashers, a wine refrigerator and an electric oven. The open dining area flows seamlessly between the kitchen and living room. The primary suite is a private retreat with a tray ceiling, wood-burning fireplace, expansive walk-in closet with custom built-ins and vanity and a luxurious bath featuring heated floors, a jetted soaking tub, separate vanities, an open tile-and-glass shower and a private water closet. The suite is completed by a private sitting room with fireplace and wet bar, along with a private screened porch overlooking the gardens and serene waterfront. Four additional ensuite bedrooms each offer unique and luxurious bath designs. A well-appointed laundry room with ample cabinetry and generous counter space enhances everyday convenience and leads directly to a functional mudroom with access to the attached two-car garage. The second level features 9-foot ceilings and is anchored by a spacious family room with a stone hearth wood-burning fireplace and built-in window seating, flowing into a billiards area with wet bar, creating an ideal space for entertaining. The sixth bedroom currently includes custom built-in bunk beds but was originally designed as a home office and offers flexibility to be restored to its original use. The home’s exceptional design extends seamlessly outdoors, with a spacious screened porch leading to an open-air porch with a wood-burning fireplace and outdoor entertainment setup. Bluestone walkways and patios lead to a 20’ x 40’ lagoon-style Gunite pool with a waterfall feature, an outdoor kitchen and a waterside fire pit offering stunning sunset views over the cove. The property also includes a charming one-bedroom guest house with a luxury kitchen, open living area with fireplace and screened porch. A private dock with approximately 6’ MLW offers two boat slips, a floating dock and access to waterfront dining and premier fishing throughout the Chesapeake Bay and surrounding tributaries. Additional highlights to the home include a greenhouse with raised garden beds, a fenced garden area, professional landscaping with accent lighting, and a full irrigation system. This exceptional estate is truly one-of-a-kind!

7508 Cooper Point Rd, Bozman

Listing courtesy of Benson & Mangold, LLC. Contact:

7090 Cooper Point Rd, Bozman
$6,800,000
5 Beds ⋅ 6 Baths
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.

7090 Cooper Point Rd, Bozman

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

416 Mitton Rd, Chesapeake City
$6,750,000
4 Beds ⋅ 4 Baths
Unicorn Farm includes two parcels, #022095 and #007967. Total acreage is 393.346. Set on a picturesque landscape, this exceptional working equestrian estate offers a rare blend of privacy, heritage, and opportunity. Comprised of two parcels—both protected by easements that preserve the land’s natural beauty and long-term integrity. The property is thoughtfully designed to support a wide range of equestrian pursuits, all within convenient reach of Virginia, Washington, D.C., and New York. A long, scenic approach reveals a setting defined by fields, established paddocks with run-in sheds, barns, and various outbuildings—creating a turnkey environment for a fully functioning horse operation, with income-generating potential. At the heart of Unicorn Farm stands the distinguished circa-1900 residence, with the original section dating back to 1750, lovingly maintained by its present stewards for over 50 years. The property reflects a deep commitment to its land and legacy, making a farm of this caliber increasingly rare. Rich in character, warmth, and timeless appeal, the main level is both inviting and refined, with a spacious eat-in kitchen and gathering area, featuring a saltbox ceiling, exposed beams, and brick flooring. The bright, sun-filled space is framed by large windows that offer lovely outdoor views, and a door leading to a brick patio. Elegant entertaining spaces unfold throughout the home, including a formal dining room and a gracious living room—both with beautiful fireplaces. Built-ins further enhance the rooms. A separate formal sitting room, also with its own fireplace and exterior entrance, completes the first floor. Brick and hardwood floors run throughout, complementing the home’s historic integrity while adding warmth and texture to each space. Period details blend effortlessly throughout. Eight fireplaces lend charm and architectural significance. The second floor features a total of four bedrooms and three full baths, with an ensuite bath in the primary. Also included is the charming, attached “Wister Loft.” Wister Loft with its own private entrance. Wister Loft is a thoughtfully designed space that offers one bedroom and one full bath, highlighted by exposed beams and a fireplace—an inviting retreat that provides guests or family with privacy while remaining seamlessly connected to the main home. Enhancing the property’s versatility is a newly renovated 1,400-square-foot apartment, ideal for rental, guest accommodations, or on-site staff. This is more than a property—it is a legacy holding. A place where history, land, and lifestyle converge—protected for generations to come—offering a truly rare opportunity to bring your equestrian vision to life in a private, exceptional, and accessible location.

416 Mitton Rd, Chesapeake City

Listing courtesy of Patterson-Schwartz - Greenville. Contact:

5529 Devon Rd, Bethesda
$6,500,000
7 Beds ⋅ 9 Baths
An exceptional opportunity to create a brand-new custom residence in one of Bethesda’s most desirable settings. To be built by acclaimed builder Welty Homes, 5529 Devon Road is envisioned as a sophisticated modern estate offering approximately 7,600 square feet of finished living space across three expansive levels, with an impressive 8,350 square feet including the three-car garage. Set on a generous 15,509-square-foot lot, the home has been thoughtfully designed for elevated everyday living, effortless entertaining, and exceptional flexibility. The main level is planned around gracious, light-filled gathering spaces, including an expansive kitchen with oversized island and walk-in pantry, adjoining family room with fireplace, formal dining room, den/library, mudroom, and a flexible guest room or private office. A covered rear porch creates a seamless connection between indoor and outdoor living, while an elevator provides convenient access to all three levels. Upstairs, the private bedroom level is designed with five spacious bedrooms, including a substantial primary suite with a spa-inspired bath and generous closet space, along with additional en-suite accommodations and a dedicated laundry room. The lower level expands the home’s lifestyle offerings with an oversized recreation room, bar, exercise room, guest or au pair suite, and abundant storage. A three-car garage completes this thoughtfully conceived residence. A rare chance to secure new construction of exceptional scale and design in Bethesda, with the opportunity to enjoy a home created for modern luxury from the ground up. Plans and specifications are subject to change during the building process.

5529 Devon Rd, Bethesda

Listing courtesy of Serhant. Contact:

24679 Deep Neck Rd, Royal Oak
$6,495,000
4 Beds ⋅ 5 Baths
Irish Creek Waterfront Estate Set along more than 1,000 +/- feet of pristine, navigable waterfront on Irish Creek, this remarkable 22.14 +/- acre waterfront estate captures the very essence of luxury living on Maryland’s Eastern Shore. Surrounded by sweeping southwest-facing water views and unspoiled natural beauty, the property offers exceptional privacy and scale just minutes from the charming towns of Easton and St. Michaels. Approached by a long, private paved drive, the stately Colonial residence blends timeless architecture with comfortable sophistication, designed for both elegant entertaining and relaxed waterfront living. Inside, refined interiors feature rich hardwood flooring, extensive crown molding, custom built-ins, and four wood-burning fireplaces, creating warm gathering spaces throughout the home. The main level is thoughtfully designed for hosting and everyday living, with gracious formal and informal spaces that flow effortlessly together. A formal dining room, expansive living and family rooms, and a well-appointed kitchen with island and pantry create the perfect setting for gatherings with family and friends. The main-level primary suite offers a peaceful retreat with its own fireplace, walk-in closet, and spa-inspired bath. Upstairs, three additional bedrooms and two full baths comfortably accommodate guests for extended weekends on the Shore. Outdoors, the estate unfolds as a private waterfront retreat designed for unforgettable weekends and celebrations. Spend warm summer days by the Gunite pool and outdoor spa, gather around the built-in fire pit at sunset, or enjoy a friendly match on the bocce court. A tranquil pond and expansive grounds enhance the sense of serenity, while the vaulted three-season porch provides the perfect vantage point for watching boats drift by and taking in the breathtaking evening sunsets over Irish Creek. The property is exceptionally well-suited for hosting, with a charming pool house and a separate two-bedroom guest apartment above the detached four-car side-entry garage—ideal for visiting family, weekend guests, or extended stays. Located in the coveted Royal Oak waterfront community, and within easy reach of Easton, St. Michaels, and the Chesapeake Bay, this extraordinary offering is less than two hours from Washington, D.C., Baltimore, and Philadelphia, making it the perfect luxury retreat for weekend escapes or year-round living on the Eastern Shore. Here, life slows down—boating at sunset, long summer weekends with family and friends, and the timeless beauty of Chesapeake Bay living.

24679 Deep Neck Rd, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact:

6150 Oxford Rd, Easton
$6,375,000
2 Beds ⋅ 3 Baths
Duvall Farm is a rare Eastern Shore offering — a 408± acre farm that blends meaningful conservation efforts with immense easement potential, productive farmland, and refined residential improvements in a location between Easton and Oxford. Significant in both scale and character, the farm is comprised of 20 recorded parcels, presenting long-term value and a wide range of opportunities. The land itself is remarkable. With significant acreage enrolled in the Conservation Reserve Program, over 185± acres provide restored habitat for wildlife and waterfowl. Another 50± acres remain under active cultivation, sustaining the farm’s agricultural heritage. The balance of the property presents a diverse mix of wetlands, mature woodland, wooded buffers, upland habitat, and scenic fields. These varied landscapes support habitat restoration and sporting use, while offering beautiful vistas in every season. A carefully maintained network of trails, and farm lanes provide access throughout the property, making it well-suited for recreation, hunting, and conservation management. At the heart of Duvall Farm is Duvall Lodge, constructed in 2006 by Ilex Construction. Drawing inspiration from Tennessee Pioneer architecture, the lodge is both timeless and inviting. The design embraces rustic authenticity while incorporating every modern comfort. Inside, the great room makes a dramatic impression with soaring ceilings, reclaimed timbers, wide-plank wood floors, and a massive stone fireplace that anchors the space. Exposed beams and natural materials create a warm ambiance, while broad windows and doors seamlessly connect the interior to the surrounding landscape. One of the lodge’s defining features is its full wraparound screened porch, offering sweeping views over a tranquil pond, stocked with bass and with a small pier. Whether for quiet mornings or gatherings with friends, the porch underscores the property’s seamless blend of indoor and outdoor living. Nearby, a hand-hewn log guest cabin extends the accommodations, creating a setting well suited to hosting family and friends. The improvements are understated yet thoughtful, designed to complement rather than dominate the landscape. They reflect the same stewardship evident across the farm itself — an approach that values authenticity, conservation, and the enduring character of the land. Duvall Farm is more than acreage; it is a complete environment, where agricultural productivity, habitat diversity, and architectural charm intersect. Few properties on Maryland’s Eastern Shore offer this combination of size, recorded parcels, conservation value, and a central lodge that feels historic with modern amenities. The location, just minutes from Easton and Oxford, places Duvall Farm within easy reach of the region’s cultural and culinary attractions, while the sheer scale of the farm ensures privacy and a retreat-like atmosphere. For those seeking a legacy property, conservation showcase, sporting retreat, or family compound, Duvall Farm represents an unparalleled opportunity. With its rich mix of land, water, and architecture, it is a property of enduring importance — one that honors the past while offering a wide horizon for the future. Please Note, tax ID and Property Taxes are showing the information on record for the improved parcel. Please contact agent for additional parcel information.

6150 Oxford Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

11501 Riverview Rd, Fort Washington
$6,299,000
9 Beds ⋅ 9 Baths
A Masterpiece on the Potomac The largest and most iconic sale in Prince George’s County—a breathtaking sanctuary of luxury and distinction. Nestled on 10.57 acres of pristine landscape, this palatial 16,000 plus -square-foot residence offers an unparalleled blend of grandeur and comfort, boasting 700 feet of Potomac River waterfront—the largest in the county. A gated entrance opens to a stately extended driveway, leading to a graceful roundabout and a grand, oversized entrance framed by majestic exterior steps. Inside, a two-story atrium foyer with marble floors and a sweeping double-curved staircase welcomes you to an environment of timeless elegance. The main level is designed for both lavish entertaining and relaxed living, featuring two formal dining rooms, a spacious living room, a game room, and a large open kitchen with an extended island eat-in area adjacent to the family room. Direct access to the rear balcony offers seamless indoor-outdoor flow and panoramic views. The indoor pool, visible from the main level, invites serenity, complemented by a pool deck with steps to the lower pool area. The estate’s expansive layout includes 9 total bedrooms, a bonus room, 7 total full bathrooms, and 1 half bathroom. The upper level showcases five bedrooms, a bonus/sitting room, and an opulent primary suite with a private terrace capturing sweeping views of the Potomac River, the Woodrow Wilson Bridge, and neighboring Alexandria, VA. A fully functional attic space provides versatility with a spacious bedroom, a multi-use flex room, and an upper loft. The meticulously designed basement offers a 2-bedroom apartment with a full bathroom and a large eat-in kitchen, a theater room, a lounge area, and direct access to the in-ground pool area and a side 5-car garage. Embrace the ultimate in luxury living where architectural beauty, sophisticated interiors, and unrivaled waterfront vistas create an extraordinary residence without peer.

11501 Riverview Rd, Fort Washington

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

2601 Butler Rd, Glyndon
$6,000,000
5 Beds ⋅ 5 Baths
"Warburton", This Completely Renovated/Beautifully Furnished 79 Acre Estate includes a Five (5) bedroom Estate Home Perched High Upon the Hilltop w/ Incredible Views for miles in all Directions Overlooking Worthington Valley, and is available for Rent or Sale. High End Top to Bottom Renovation. Features Hand Carved Wood Arched Openings, Plaster Walls, Wine Room, Marble Wood Burning Fireplaces, Wet Bar, Wood Flooring, Plaster Mouldings, Large Bluestone Patio w/ Veranda and Southern Exposure Overlooking Miles of Gorgeous Farmlands. Large Stone Covered Patio. The Primary Bedroom opens to Large Deck w/ Stunning Views, and includes a Glorious Bathroom w/ Built Ins, Front and Rear Staircases, 1st and 2nd Floor Laundry, 2 Car Garage, Unfinished Basement, whole house generator, and central vacuum. Approved Tenant House Site, Fenced Paddocks, Woods, THIS WORTHINGTON VALLEY ESTATE IS INCREDIBLY SPECIAL AND HAS SOME OF THE FINEST VIEWS AND IS IN THE ULTIMATE HORSE COUNTRY IN STATE OF MARYLAND.

2601 Butler Rd, Glyndon

Listing courtesy of Falcon Properties. Contact:

11 S Acton Pl, Annapolis
$5,999,999
4 Beds ⋅ 4 Baths
Perfectly positioned on the waterfront in Annapolis’ coveted Murray Hill neighborhood, 11 S Acton Place offers a rare combination of privacy, boating access, substantial outdoor space, and walkability to downtown Annapolis. The home has undergone an extensive renovation encompassing the interiors, systems, and outdoor living spaces. Never lived in since completion, it offers the rare opportunity to enjoy a newly reimagined waterfront home with fresh finishes, appliances, and modern infrastructure throughout. Set on an exceptionally generous waterfront property for Murray Hill, the home offers a sense of space and privacy rarely found this close to downtown. Mature landscaping, expansive outdoor living areas, Brazilian Ipe decking, and panoramic water views take full advantage of the setting. A private pier with electric and boat lift provides direct access to the water, while an extended paver driveway and refinished gates enhance both the arrival and functionality of the property. Inside, wide-plank white oak flooring, custom white oak ceiling beams, Restoration Hardware lighting, Baldwin hardware, and custom plaster fireplaces create a cohesive interior. The reimagined chef’s kitchen features a complete JennAir Noir appliance suite with a 48-inch dual-fuel range and double ovens, professional refrigeration, two integrated dishwashers, multiple beverage centers, and a built-in ice maker. Custom Schrock “Trademark” maple cabinetry, Waterworks fixtures, Calacatta Miraggio Cielo quartz with waterfall detailing, and layered architectural lighting complete the space. An adjoining butler’s pantry provides additional prep, storage, and entertaining space. The primary suite features custom built-ins, California Closets systems, integrated laundry, and a bespoke fireplace. Secondary bedrooms and living spaces continue the same attention to materials and detail throughout the home. Integrated Sonos audio, Lutron lighting controls, upgraded sound-attenuating insulation, and CAT6 wiring provide modern technology and infrastructure throughout. Outdoors, generous entertaining spaces and Ipe decking provide multiple areas for dining and gathering overlooking the water. From quiet mornings along Spa Creek to evenings entertaining outdoors or returning home by boat after a day on the Chesapeake Bay, the property captures the waterfront lifestyle that makes Annapolis so distinctive. Located minutes from downtown Annapolis, the United States Naval Academy, restaurants, yacht clubs, and boutique shopping, 11 S Acton Place is equally suited as a primary residence or waterfront retreat. Its combination of substantial land, private boating access, extensive renovation, and proximity to downtown presents a rare opportunity in one of Annapolis’ most established waterfront neighborhoods.

11 S Acton Pl, Annapolis

Listing courtesy of Real Broker, LLC - Severna Park. Contact:

12957 Harbor Rd, Ocean City
$5,999,999
5 Beds ⋅ 5 Baths
Welcome to “The Nautilus” – one of the most breathtaking waterfront properties in all of Maryland. This stunning 4-story home is located in the quiet harbor area of West Ocean City and offers unmatched views in every direction. Look out over the Ocean City Inlet, downtown skyline, Assateague Island, and the Atlantic Ocean—all from your own home. It truly feels like you’re living on a luxury cruise ship, surrounded by water and endless horizons, while enjoying the calm and privacy of the bay. Enjoy 5 bedrooms, 3 full and 2 half bathrooms, 2 full kitchens, a private elevator, and an incredible rooftop deck with sunrise and sunset views. Step out your back door to your private dock with a boat slip and lift, giving you direct access to the water. This location offers both peace and convenience—tucked away in a quiet neighborhood but just minutes from Ocean City’s beaches, restaurants, and marinas. The Nautilus is more than a home—it’s a once-in-a-lifetime property with views you won’t find anywhere else.

12957 Harbor Rd, Ocean City

Listing courtesy of Coastal Life Realty Group LLC. Contact:

8612 Tilghman Island Rd, Wittman
$5,995,000
8 Beds ⋅ 6 Baths
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.

8612 Tilghman Island Rd, Wittman

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

27293 Southside Island Creek Rd, Trappe
$5,995,000
6 Beds ⋅ 6 Baths
Wilderness Estate- This quintessential Eastern Shore farm is located along the Choptank River in Trappe, Maryland. Comprised of 47± acres, with original structures that are impeccably well-kept and improved with modern amenities, The Wilderness provides a unique opportunity to enjoy the best of the Eastern Shore. Surrounded by open space and preserved farmland with proximity to Oxford, Easton, Cambridge, and St. Michaels, The Wilderness is sure to please the discerning buyer. Sited among large waterfront estates, The Wilderness enjoys privacy and a commanding presence with old-growth trees, broad southerly views, and deep water. The scope of improvements includes the primary residence, waterside guest cottage, beach house, pool, pier, tennis court, early 20th-century barn, and a host of accessory structures for life on the farm. Visit the virtual tour for an inside look. The main house has great historical significance not only for the original owner’s grandson who lived there and served two terms as the Governor of Maryland but also for its place in the development of Maryland’s domestic architecture, as noted on two markers from the Maryland Bicentennial Commission and the Maryland Historical Society. The smaller and original of the two brick wings dates from the late 18th century and the larger wing from the early 19th century. The house’s architecture is unusual in that the 19th-century wings telescope up, instead of down, from the original wing. The white brick, black shutters, and historical olive green trim color are a serene palette against the house’s majestic specimen trees around the property, including a gigantic Sycamore that was at one time, the largest of its species in Maryland. The long white gravel drive under the sheltering canopy of mature trees passes by the barn and other outbuildings then curves around the front of the house. Brick steps lead up to the front porch of the early 19th century wing opening into a gracious foyer and stair hall with an elegant elliptical arch that rests on pilasters at the side walls to separate the public from private areas of the house. A French door at the rear of the foyer frames a vista of the lawn and Choptank River. To the side of the foyer are two identical parlors at the front and rear corners of the house. Both rooms have magnificent fireplace mantles and surround; one is a 1740 hand-carved mantel by noted English artisan woodcarver Grinnling Gibbons and the other is a 1780 mantel surrounded by the famous English architect and artisan, Robert Adam. The main floor of the 18th-century wing contains a spacious living room, dining room, original kitchen, and larger kitchen, pantry, two powder rooms, and a stunning sunroom connecting to a terrace along the rear of the house overlooking the Choptank River. Part of this wing was the final addition to the original home. The second floor of the 19th-century wing contains two bedrooms over the two parlors below with fireplaces and walk-in closets and two baths. The 18th-century wing and later addition contain an artist’s studio with cabinetry and sink that has a myriad uses– TV room, arts and crafts room. The primary suite is located at the rear corner of this wing. It has a fireplace flanked by single windows and another window on the rear wall for panoramic views of the mature landscape and the Choptank River. Two baths complete the suite, with one bath off a hall for access from the art studio. Two stairs access the attic level; one in the 18th-century wing leads to two bedrooms and one bath. The main stair in the 19th-century wing leads to a large game room and another cozy bedroom ensuite.

27293 Southside Island Creek Rd, Trappe

Listing courtesy of Benson & Mangold, LLC. Contact:

4011 Bradley Ln, Chevy Chase
$5,990,000
7 Beds ⋅ 8 Baths
YOUR OWN RETREAT IN THE HEART OF CHEVY CHASE! Fabulous 7-Bedroom Home with Exceptional Features. Situated in a prime location near the heart of Chevy Chase and Bethesda, this substantial, newer brick residence on nearly one-half acre in close in Chevy Chase, offering estate- scale space with walkability to Bethesda, shopping, restaurants and the Capital Crescent Trail combines the best of city convenience with private, tranquil living. IT IS A MUST SEE! Designed by GTM Architects and expertly built by Chartwell Builders in 2010, this exceptional 7 -bedroom, 6 full bath and 2 half-bath residence was partially renovated in 2024 to seamlessly blend timeless elegance with thoughtful modern updates. Offering over 9,000 square feet of luxurious living space, this bright and sunny home is equally suited for grand scale entertaining as well as intimate everyday living. With elevator ready infrastructure and a floor plan that balances sophistication and warmth, this home makes a striking impression the moment you arrive. The first floor showcases soaring 9 1/2 foot ceilings, detailed crown molding and rich trim work that enhances the elegant Living and Dining rooms. The recently renovated gourmet kitchen is a chef's dream, featuring a large Taj Mahal quartzite island and countertops, high-end appliances and a lovely Butler's Pantry with a second dishwasher and plentiful cabinet storage. Adjacent is a sunny family room both leading to an expansive, private terrace which overlooks a large, private, flat back yard that is fabulous for outdoor entertaining or just relaxing. A private office, two lovely powder rooms and a mudroom on this level enhance the easy living and wonderful flow on this floor. The two car garage with storage cabinets and sink are a real plus to make your living easy. Upstairs, the elegant and wide staircase leads to the luxurious primary suite, complete with an en-suite bathroom with heated floors, two walk in closets and a very large and private terrace to enjoy sunrises, sunsets, and serene moonlit starry nights. Two additional bedrooms with en-suite baths complete the front wing. The rear wing offers two more bedrooms, a shared full bath, and a large and sunny laundry room. The third floor is a hidden gem, offering a spacious and versatile retreat. A cozy bedroom with it's own private bath makes it perfect for guests while the expansive open area provides endless possibilities- ideal as a playroom, home office, or additional lounge space. Generous storage closets enhance the functionality of this floor, making it as practical as it is inviting. Descend to the lower level- accessible by two staircases- where heated tile floors provide warmth and comfort throughout. This expansive space features a large recreation room centered around a lovely stone fireplace, a full bathroom, and a versatile room that can serve as an exercise room or additional bedroom. A well appointed prep kitchen, complete with dishwasher, makes entertaining effortless. Step outside to a beautiful loggia with elegant brick arches that open to a spacious and flat yard- perfect for indoor-outdoor gatherings. The large and flat 20,000 sq ft expansive, private backyard provides a serene setting with endless possibilities to create a truly fabulous outdoor retreat. Additional features include an attached two car garage at street level and an additional attached two car garage at the rear, providing ample parking and storage. The home is elevator ready, offering convenience and future accessibility. Conveniently located near excellent shopping and restaurants in Bethesda and Chevy Chase. Close to the Capital Crescent Trail Agent is Owner

4011 Bradley Ln, Chevy Chase

Listing courtesy of Compass. Contact:

6009 Highland Dr, Chevy Chase
$5,950,000
7 Beds ⋅ 8 Baths
“HOME ALONE,” anyone?! While Kevin McCallister may not be here, this exquisite Kenwood residence is truly a home for a lifetime—an extraordinary private oasis designed for both gracious living and unforgettable entertaining. Set on beautifully landscaped grounds, the fully enclosed property is framed by mature privacy plantings and expansive lawns, creating an idyllic setting for play, relaxation, and outdoor enjoyment. A sparkling pool and spa, along with multiple inviting patios, make the grounds equally suited to quiet afternoons and spectacular gatherings. Offering 9,100 square feet (8,000 finished) of exceptional living space, the light-filled residence is distinguished by its effortless flow, generously proportioned rooms, and soaring ceilings. The main level is designed for both formal entertaining and comfortable everyday living, featuring elegant living and dining rooms, a sun-filled solarium off the living room, and a remarkable chef’s kitchen with heated floors. A magnificent family room stretches from the front to the rear of the home, while a handsome office with a fireplace provides a sophisticated private workspace. A spacious mudroom, conveniently located just inside the rear entry to the kitchen, includes one of two main-level powder rooms. The second level includes a luxurious primary suite with fireplace, spa-inspired bath featuring a separate soaking tub and shower, and walk-in closets. Three additional generously sized bedrooms (one with its own study and walk-in closet), two more full baths and a laundry room complete the level, which is also accessible via a convenient rear staircase. The third floor provides another two bedrooms, including an exceptionally spacious bedroom with a dramatic cathedral ceiling and exposed beams, plus a full bath. The lower level delivers an extraordinary array of amenities designed for play and relaxation: a spacious recreation room, game room with wet bar and powder room, private home theater, gym or potential additional bedroom with a full bath, and wine cellar. A truly exceptional residence in the heart of Kenwood, this remarkable home offers an unparalleled combination of scale, privacy, comfort, and amenities. Special in every way—and absolutely not to be missed.

6009 Highland Dr, Chevy Chase

Listing courtesy of Washington Fine Properties, LLC. Contact:

9113 Redwood Ave, Bethesda
$5,950,000
8 Beds ⋅ 10 Baths
***OPEN HOUSE Saturday Oct 10th from 3 to 5pm, next door at 9117 Redwood Ave*** Permit ready, New Construction Opportunity: Nestled on a premier, level 0.57-acre lot in the prestigious Arrowood subdivision, this exquisite new construction estate designed by renowned GTM Architects (completion 2027) embodies the pinnacle of luxury living and offers approximately 9,800sf of conditioned space. A harmonious blend of traditional and transitional design, the residence boasts an all-brick or stucco exterior, elegant cast stone entry porch, and meticulously curated finishes across four spectacular levels. <br> <br> Inside, a grand center-hall foyer is flanked by formal living and dining rooms, flowing seamlessly into an expansive family room and a chef’s gourmet kitchen outfitted with a butler’s pantry and custom built-ins. Designed for effortless multigenerational living and unmatched privacy, the estate features 8 spacious bedrooms—each with an ensuite bath and large closet—plus two elegant powder rooms. <br> <br> The Ultimate Entertainment Oasis - The fully finished, daylight lower level with five large south facing windows features soaring almost ten-foot ceilings and is primed for world-class leisure: a state-of-the-art integrated surround sound system in the recreation room, a sophisticated 19th hole bar overlooking the dedicated golf simulator room with almost eleven-foot ceiling, and large exercise room with glass door. <br> <br> Attic-Level Wellness Retreat - Escape to the top floor, a thoughtfully designed wellness space illuminated by three large skylights featuring a private sauna, beverage bar, 6th bedroom up, and full bathroom complete with oversized tub shower. <br> <br> Resort-Style Outdoor Living - Transition outdoors to your private paradise, featuring heated saltwater pool, beautifully landscaped grounds, and pool bar with full bathroom and laundry. Enjoy twilight entertaining on the screened porch with grilling area, or central covered porch with skylights, fully illuminated by custom exterior lighting. <br> <br> Luxury & Convenience - Elevator serving multiple levels for long-term accessibility. Main level bedroom or office with connected full bathroom. <br> <br> • 4-Car Garage Capacity: Oversized attached garage with 12-foot ceilings, perfectly outfitted for stacking lifts, plus side bay and abundant overhead storage. <br> <br> • Smart & Secure: Advanced security measures, central vacuum system, two laundry rooms, and three cozy gas fireplaces. <br> <br> Experience the epitome of modern sophistication, where every detail can be tailored for the discerning homeowner. Note: Final pricing depends on selected options and lot settlement timing. See approved floor-plans in photo stream.

9113 Redwood Ave, Bethesda

Listing courtesy of Premier Properties, LLC. Contact:

9170 Hunting Creek Ln, Easton
$5,895,000
5 Beds ⋅ 6 Baths
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.

9170 Hunting Creek Ln, Easton

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

15208 Jarrettsville Pike, Monkton
$5,888,000
6 Beds ⋅ 7 Baths
A long, gated estate drive winds through sweeping lawns and past a large spring-fed pond before arriving at an estate house commanding the highest aspect of its 55 acres, with panoramic vistas across the property and beyond. Walls of windows capture the remarkable views and bring an open quality to the interiors. Completely renovated by its current owners, the residence combines modern elegance and inviting comfort. Oversized French doors from the portico open to the two-story Foyer, where matching semi-circular staircases rise gracefully from the gleaming white marble floor. Architectural doorcases and impeccably crafted custom millwork set the tone for the rooms beyond. Directly ahead, the dramatic two-story Living Room echoes the scale and finishes of the Foyer, with the same marble flooring and a full-height wall of glass. A distinctive rusticated marble-clad feature wall with a gas fireplace provides a striking focal point. Contrasting exotic wood finishes, custom bookcases, wrought-iron railings, and a two-story wood-paneled chimney piece with gas fireplace contribute to the old-world ambiance of the two-level Library. The formal Dining Room is distinguished by its marble floor, radius wall, and classic dentil molding. The Kitchen takes a warmer approach with tumbled limestone flooring, custom espresso-finished cabinetry, granite counters, a large island and breakfast bar, Sub-Zero refrigeration, Wolf cooking appliances and a generous breakfast area. Beyond the Kitchen, the two-story Family Room offers another comfortable gathering space centered around a contemporary gas fireplace. The adjoining Recreation Room expands the entertaining areas considerably, with hand-scraped hardwood floors, a vaulted beamed ceiling, direct access to the pool area, and an open connection to a handsome cherry wet bar. A dedicated Gym is positioned just beyond, while the nearby Home Office/Laundry Room incorporates custom built-in workstations and cabinetry. A full Bath conveniently located near the Recreation Room also serves the pool area. The two-story Primary Bedroom creates a spectacular private retreat with its own gas fireplace and access to an upper-level Dressing Room. The Primary Bath is equally substantial, with a heated marble floor, custom wardrobe cabinetry, a two-person walk-in shower, and an adjoining Dressing Room. The upper level overlooks several of the home’s principal spaces, including the Foyer, Living Room, and Family Room. A Loft with extensive built-in bookcases and workstations creates an additional informal living or study area. Bedrooms 2, 3, and 4 each feature a walk-in closet and private Bath, while Bedroom 4 also connects to a separate Study with custom built-ins. A back Hall leads to Bedrooms 5 and 6, which share a generously appointed Hall Bath. The Lower Level adds an entirely different dimension with a dedicated home theater. A cinema-style Lobby with a concessions stand and movie-poster displays introduces the Theater, which features tiered seating, a projection screen, sound-absorbing wall panels, and a starlight ceiling. An additional Bonus Room offers direct exterior access to the patios and pool area. The exterior setting is as impressive as the residence itself. The home is approached by a circular paver drive and surrounded by covered porches overlooking the grounds. A fenced and gated pool and patio area includes an in-ground pool, hot tub, and outdoor cooking center, while the large spring-fed pond and Parker Run stream contribute to the pastoral character of the 55 landscaped acres. An extensive barn complex includes a substantial indoor Sport Court with a 165-foot turf area and basketball court, an Auto Shop, Workshop/Garage, additional garage space, and an upper-level Apartment with its own living room, kitchen, bedroom, and bath. Together, the residence, recreational amenities, and expansive grounds create a remarkable country estate in scenic Monkton.

15208 Jarrettsville Pike, Monkton

Listing courtesy of Hubble Bisbee Christie's International Real Estate. Contact:

24390 Deep Neck Farm Ln, Royal Oak
$5,850,000
7 Beds ⋅ 6 Baths
Introducing White Swan Point, an exceptional Chesapeake waterfront estate offering one of the Eastern Shore's most commanding settings. Positioned at the confluence of Broad Creek and the Choptank River, the property enjoys nearly 5,000 feet of shoreline with sweeping western and southwestern vistas that capture spectacular sunsets, cooling summer breezes, and an ever-changing panorama of sailboats, yachts, and waterfowl. With close proximity to major metropolitan areas, this private waterfront retreat offers a rare combination of architectural quality, recreational opportunity, and lasting investment. Whether envisioned as a family compound, executive retreat, or waterfront residence for entertaining on a grand scale, the setting delivers an experience that is increasingly difficult to replicate along the Chesapeake Bay. Constructed in 2006 by its builder as their personal residence, the approximately 8,500 square foot home reflects enduring craftsmanship and design throughout. Seven ensuite bedrooms provide generous accommodations for family and guests, while soaring ceilings, three fireplaces, richly appointed living spaces, and a sunlit morning room create an atmosphere that is both elegant and welcoming. A distinctive turret crowns the residence, providing a remarkable vantage point from which to enjoy the sunset as it settles across Broad Creek. Outdoor living is at the heart of the estate. Expansive terraces, waterside porches, and beautifully landscaped gathering spaces transition naturally toward the shoreline, where the pool, pool house, outdoor kitchen, and riverfront fire pit become the backdrop for unforgettable evenings overlooking the water. Nearly every outdoor amenity has been carefully positioned to take advantage of the property's extraordinary western exposure and uninterrupted water views. For the boating enthusiast, the estate offers exceptional privacy and water access along Broad Creek, providing an ideal setting for cruising to St. Michaels, Oxford, Tilghman Island, and destinations throughout the Chesapeake Bay. Approximately 1,900+/- feet of stone revetment protects the prominent shoreline, while an additional 2,500+/- feet along the quiet waters of Bridge Creek remains preserved in its natural state, creating a diverse waterfront environment rich with wildlife and native vegetation. Beyond the residence, the property continues to offer remarkable flexibility. Approximately 13 acres are under cultivation with an additional 3.5 acres in pasture, presenting opportunities for equestrian pursuits, hobby farming, or simply preserving the estate's open landscape. A substantial 40-foot by 60-foot barn includes workshop space, equipment storage, and a second-floor caretaker or guest apartment, providing exceptional utility for managing the property or accommodating extended stays. White Swan Point represents far more than an extraordinary waterfront home. It is an opportunity to own one of Maryland's signature Chesapeake estates, where privacy, recreation, architectural quality, and timeless waterfront living come together in one exceptional offering.

24390 Deep Neck Farm Ln, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact:

7101 Longwood Dr, Bethesda
$5,750,000
6 Beds ⋅ 7 Baths
Set on a prominent .75-acre corner lot, 7101 Longwood Drive is a masterfully executed custom residence with design-forward panache. Built in 2018 by GBI Builders, designed in collaboration with architect Carmel Greer and interior designer Julie Geyer, this stunning home spans 9,100 square feet across four meticulously finished levels. The home unfolds with a sense of scale (note the 11’ ceilings on main level), light, and intention at every turn with high-end designer finishes including stunning custom lighting. Outdoors, the home transforms into a private resort surrounded by mature trees and landscaping for added privacy with a stunning heated in-ground pool, expansive patio, and outdoor kitchen. A grand, light-filled foyer makes an unforgettable first impression with a Murano glass chandelier and anchored by a sweeping, sculptural staircase with refined detailing that rises dramatically through the home. Wide-plank white oak hardwood floors, elegant millwork, and soaring ceilings carry throughout, setting a cohesive tone of understated luxury. Formal living and dining rooms are both gracious and inviting—ideal for entertaining—while the dining room connects seamlessly to the kitchen via a fully outfitted butler’s pantry, complete with custom cabinetry and additional prep space. The formal living room is anchored with a fireplace, white oak wood in ceiling beams, and doors leading to the covered patio with retractable screens. The kitchen is a true centerpiece: an expansive, chef-caliber space with Calacatta Vagli counters and backsplash, an oversized island, high-end appliances (including a Dacor range and fridge/freezer), custom cabinetry, Brizo fixtures, and designer lighting. A sun-drenched breakfast nook, wrapped in windows and additional built-in cabinetry. The kitchen flows effortlessly into the family room, where a statement fireplace and coffered ceilings create a warm yet elevated gathering space. Large glass doors blur the line between indoors and out. A private office with bespoke built-ins offers a quiet retreat, while a thoughtfully designed mudroom with ample storage connects directly to the three-car garage. Finishing this level are two powder bathrooms. Upstairs, the primary suite is both serene and sophisticated, featuring white oak wood in ceiling beams, custom automated window treatments, dual custom walk-in closets, and a spa-like bath clad in luxurious finishes —complete with Nero Marquina marble counter and floors, a freestanding soaking tub, oversized glass-enclosed carrara shower and walls, waterworks hardware, and dual vanities. Three additional bedrooms are beautifully appointed, accompanied by two well-designed baths and a versatile lounge space ideal for relaxing or studying. The top level provides an additional private suite. The lower level is designed for indulgent living and entertaining, featuring a sprawling recreation space, a showstopping wine cellar—with a biometric lock, standalone cooling system, extensive storage and space for a tasting table—serves as both a functional and visual focal point. This level also includes a fitness room, an additional bedroom and full bath, and storage. The professionally landscaped exterior serves as an extension of the home and is the perfect place to enjoy the upcoming summer months. A beautifully designed patio anchors the backyard, featuring a covered living area with retractable screens, heaters, a fan, and a fireplace. The outdoor kitchen is fully equipped with Granite countertops, a mini-fridge, built-in grill and gas burner, warming drawer, and ice maker for effortless entertaining, while the pool—set against lush landscaping—creates a striking and tranquil backdrop. A circular driveway enhances the home’s stately curb appeal, complemented by a secondary driveway leading to the side-entry three-car garage.

7101 Longwood Dr, Bethesda

Listing courtesy of Compass. Contact:

1 Shipwright Hbr, Annapolis
$5,675,000
3 Beds ⋅ 4 Baths
Stately French Villa on Spa Creek in downtown Annapolis! This jewel box of a home was designed and built by a renowned local architect as the culmination of an award-winning career. Offered completely turn-key, this exceptional residence conveys fully furnished and thoughtfully appointed—including furniture, fully equipped kitchen, linens, etc —allowing you to arrive with nothing more than a suitcase and begin enjoying the Annapolis waterfront lifestyle from day one. The unrivaled architectural detail, exquisitely curated finishes, and sweeping views across Spa Creek elevate this residence into a class of its own. Privately positioned at the end of a quiet street within one of downtown’s most coveted waterfront enclaves, this 3-bedroom, 3.5-bath retreat is equally suited as an elegant weekend escape or a full-time residence. Dramatic Palladian windows bathe the interiors in natural light while perfectly framing the ever-changing harbor views. At the heart of the home, the gourmet kitchen—appointed with custom cabinetry, premium appliances, and a striking designer hood—flows seamlessly into both the formal living room and inviting family room, each enhanced by a gas fireplace and captivating water vistas. A main-level secondary primary suite offers comfort and flexibility for guests of all generations. Upstairs, the extraordinary waterside primary suite features vaulted ceilings, walls of glass, a gas fireplace, spa-inspired bath with soaking tub, and a custom dressing room with center island. A private balcony provides the ideal perch for sunrise coffee or sunset reflections overlooking Spa Creek, Annapolis Harbor, and Eastport. Designed for effortless waterfront living, two deep-water piers with approximately 9 feet of MLW accommodate substantial vessels, with immediate access to the Severn River, the Chesapeake Bay, and beyond. Walkable to the shops, restaurants, and charm of downtown, this rare offering delivers convenience, privacy, elegance, and ease in one remarkable package. Welcome Home!

1 Shipwright Hbr, Annapolis

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

7009 Natelli Woods Ln, Bethesda
$5,500,000
6 Beds ⋅ 9 Baths
Introducing an extraordinary new-construction luxury residence set for completion in 2026, located in the prestigious Avenel community of Bethesda. This architectural masterpiece is thoughtfully designed to blend modern elegance with timeless livability, offering an unparalleled lifestyle in one of the region’s most sought-after settings. Nestled on a quiet cul-de-sac and backing to a serene wooded vista, this impressive home features 6 bedrooms and 8 bathrooms, crafted with exceptional attention to detail. A three-car garage, elevator, and expansive indoor–outdoor entertaining spaces elevate convenience and sophistication. The spectacular custom pool and tiered outdoor living spaces offers year-round entertaining. At the heart of the home, a dramatic two-story great room that showcases floor-to-ceiling windows, flooding the interior with natural light and capturing sweeping views of the surrounding nature. The open-concept design flows seamlessly into a gourmet designer kitchen and an additional catering or prep kitchen, ideal for effortless entertaining. Retreat to the luxurious bedroom suites, each offering refined finishes, generous proportions, and spa-inspired bathrooms. The primary suite includes a fireplace and a private walk-out balcony overlooking the peaceful rear grounds—an intimate sanctuary for morning coffee or evening relaxation. On the lower level, the home continues to impress with direct access to the poolside patio and outdoor entertainment spaces. This level includes a full bedroom suite, and a state-of-the-art Zen spa facility designed for relaxation and rejuvenation. A stylish wet bar anchors the recreation space. A striking glass-front wine storage and display area adds a sophisticated focal point, perfect for showcasing a curated collection. An additional dedicated room provides the ideal setting for a golf simulator or private theatre. The exterior is equally impressive, highlighted by a spectacular custom pool, tiered outdoor living spaces, and room for year-round entertaining. Located within the coveted Avenel community—featuring a clubhouse, pool, tennis, and optional golf membership—this exceptional residence presents a rare opportunity to own a newly built estate in an elite Bethesda neighborhood.

7009 Natelli Woods Ln, Bethesda

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

6908 Carmichael Ave, Bethesda
$5,495,000
7 Beds ⋅ 8 Baths
Newly completed by renowned Francis Development in the heart of coveted Bannockburn Estates, 6908 Carmichael Avenue is an extraordinary new residence where exceptional craftsmanship, remarkable natural light and an irreplaceable setting come together on a nearly half-acre lot. Backing directly to parkland, the property occupies one of Bethesda’s most compelling settings—a broad, flat and remarkably private canvas surrounded by lush, verdant views, with abundant room for a pool and the freedom to create an outdoor environment entirely your own. A gracious portico and glass front door open to a dramatic gallery entrance and more than 8,500 finished square feet across three beautifully conceived levels. Oversized windows and glass doors flood the home with light and maintain a constant connection to the landscape. 10-foot ceilings, wide-plank hardwood floors, custom inset cabinetry and lighting from Visual Comfort, Hinkley and Studio McGee bring warmth and refinement throughout. Formal living and dining rooms flank the gallery entrance, while the private home office features custom built-ins and large windows framing verdant views. At the heart of the home, the kitchen is both striking and impeccably executed, with Taj Mahal marble countertops with waterfall mitered edges across an expansive center island, custom inset cabinetry, a Wolf range and custom hood, dual dishwashers and extensive prep and storage space. An adjacent bar adds another polished entertaining element, while the separate scullery keeps everyday function beautifully out of sight with extensive pantry storage, a sink, third dishwasher and washer/dryer. The kitchen flows into the breakfast area and expansive family room, where walls of glass capture the greenery beyond and sculptural alabaster lighting adds warmth and character. Doors open to a generous deck and approximately 28-foot screened porch overlooking the rear grounds and parkland.A private main-level bedroom suite offers vaulted ceilings and expansive views, ideal for guests or multigenerational living. The mudroom provides multiple points of entry and connects to four garage bays arranged as two separate two-car garages. An elevator services all three levels. Upstairs, five bedrooms on one level create a rare and highly functional layout. The expansive primary suite is filled with natural light and features a tray ceiling, two walk-in closets and a beautifully appointed bath with Kallista fixtures, a large shower, slipper tub and dual sinks. Four additional bedrooms, abundant closet space and a dedicated upstairs laundry room complete the level. The full-daylight, walk-out lower level is flooded with natural light and feels like a true continuation of the home. With 10-foot ceilings, it offers an expansive game room and wet bar with a waterfall-edge countertop, a dedicated room for golf simulator/theater, private gym and a true seventh bedroom with walk-in closet and full bath. Multiple glass doors open directly to a covered patio and the spectacular rear grounds beyond. What ultimately distinguishes 6908 Carmichael is the extraordinary attention to detail paired with a setting that simply cannot be replicated. Custom millwork, beautifully selected stone and fixtures, designer lighting and expansive glass create a home that feels polished yet deeply livable. The flat, private lot opens to parkland and provides a stunning natural canvas for a pool, gardens, play areas or whatever comes next. It is a bespoke residence that achieves the elusive balance of form and function, created for a glorious life. And then there is Bannockburn Estates itself, one of Bethesda’s most coveted neighborhoods, known for its distinctive homes, generous properties, strong sense of community and top rated schools. Residents enjoy convenient access to nearby trails, Glen Echo Park, the C&O Canal and Potomac River, while remaining just minutes from Bethesda and within easy reach of Washington, DC

6908 Carmichael Ave, Bethesda

Listing courtesy of Compass. Contact: