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Introducing Napley Green Farm, an extraordinary 808-acre waterfront estate on the renowned Chester River, an expansive tributary of the Chesapeake Bay, now available for purchase for the first time in nearly a century. This rare and iconic legacy property offers unmatched privacy, breathtaking natural beauty, and incredible recreational opportunities, making it one of the most significant estates on the East Coast. Spanning over seven miles of pristine shoreline, Napley Green features a diverse landscape including fertile farmlands, mature woodlands, and acres of ecologically rich marshlands and ponds.

At the heart of the property is a grand 5,600 sq. ft. classic southern-style home with stunning views of the Chester River and Gray’s Inn Creek. The residence features spacious living areas, historic details, and a welcoming atmosphere perfect for entertaining. Additional structures include a waterside log home estimated to be from the 1600s, a caretaker house, a waterside pool, and a shop with a club room for gatherings. The estate also offers a scenic, tree-lined driveway, farm roads, and a 280-foot private dock for boating, fishing, and water-sports.

Napley Green is a premier recreational retreat, especially for hunting enthusiasts. Its location along the Chesapeake Bay’s migratory routes offers outstanding waterfowl hunting, while Kent County’s renowned trophy deer and turkey populations add to its appeal. The diverse landscape of fields, forests, and wetlands teems with wildlife, making it ideal for both hunters and nature lovers. With no current conservation easement, the property presents significant investment potential through Maryland’s easement programs, likely offering tax benefits and financial incentives. Its fertile soils further enhance its value for farming, conservation, and sustainable land use. Situated within the Chester River Watershed and bordered by the 2,300-acre Eastern Neck Island National Wildlife Refuge and the 430-acre Chesapeake Bay Foundation property, Napley Green enjoys unparalleled ecological integrity and long-term protection from major development.

Despite its serene, private setting, the estate offers remarkable convenience, located just two hours from Washington, D.C., Baltimore, and Philadelphia, and a short boat ride from nearby waterfront towns, including Annapolis, St. Michaels, Chestertown, and Rock Hall. The nearby village of Rock Hall, just two miles away, provides access to restaurants, shops, and cultural events, blending seclusion with accessibility.

Napley Green is steeped in history, with its origins dating back nearly 8,000 years. In the late 1600s, it became Maryland’s second settlement and KentCounty’s first, home to the historic town of New Yarmouth. Acquired in 1929 by Eugene E. DuPont, Napley Green became a premier hunting and social destination, hosting gatherings and competitions throughout the 1930s and 1940s. The estate also saw Prohibition-era celebrations and was later transformed into a welcoming retreat for the entire DuPont family. Whether you are seeking a private retreat, a premier hunting estate, or a conservation investment, Napley Green Farm offers a truly unique opportunity to own an exceptional piece of Chesapeake Bay heritage. With its rich past, breathtaking natural beauty, and incredible potential for future generations, this is more than just a property—it is a rare chance to secure a legacy estate.

Do not enter property without an approved appointment.

This property is co-listed by Select Land and Homes Inc. & Monument Sotheby's International Realty.

ROCK HALL

22076 NAPLEY GREEN ROAD

6 Beds

4 Baths

6,144 Sq.Ft.

$14,800,000

MLS#: MDKE2004788

Magnificently resplendent, captivating, and wholly irreplaceable, Cecilia’s Point is an offering unlike any other. Situated on the Chlora's Point peninsula along Maryland’s glamorous Eastern Shore, the estate boasts 3000 feet of protected shoreline and spans 117 acres. It serves as a serene contrast to urban living, affording an authentic getaway to a place of sculpted grounds and open expanses, permeated only by the gentle sounds of the Choptank River.

A long, meandering driveway winds through a verdant canopy of trees, a bubbling pond and white picket fences before skimming alongside the shoreline and concluding. The motor court, with its lighted entry pillars, comprises herringbone brick pavers and presents a regal introduction to the majestic estate. Distinctly coastal yet ornate in detail, slate shingles and striped awnings meet Corinthian columns in an old-world fashion reminiscent of the most exclusive private clubs and finest inns. An upper-level terrace spans the main residence’s entire width, creating an intimate loggia underneath, bathed in the glow of the sun, old-world lanterns and magnificent sunsets. Through arched glass and mahogany double doors, the greeting hall is artfully luxurious with its checkered marble floor, sweeping wrought iron staircase, and intricate millwork. A groin vault ceilinged gallery immediately ahead extends the depth of the home. The paneled game room is a byword for quiet sophistication, warmly lit, and composed of multiple intimate game and seating areas. The kitchen, with its wooden beam ceiling, blends such traditional touches with exacting craftsmanship and more modern conveniences such as a full suite of SubZero, Wolf, and Miele appliances. At the end of the main gallery and centered on the main level is the spectacular great room. Ceiling trusses gracefully merge into the coffered ceiling above the double-height space, an etherealness accentuated by stained glass windows and panoramic water views. The four bedrooms are each up to par with the world’s leading hotel suites and finished with a distinct old-world theme. Chief amongst them is the upper-level primary suite. Uninterrupted views over the rear lawns and water from the private terrace couple with twin dressing rooms, spa bathrooms, and a massage room to constitute a hidden home within a home. A sumptuous media room, home office, fitness center, and private elevator complete the main home. An airy breezeway connects to the self-sufficient guest house. A large SubZero-Wolf kitchen, full laundry facilities, and five additional bedroom suites offer ample accommodation. A carriage house includes two additional bedroom suites. The garages can accommodate 10 vehicles. Yet, the amenities against this stunning natural backdrop are what truly sets Cecilia’s Point apart. Pickleball courts, a heated saltwater pool and hot tub with accompanying cabana, outdoor kitchen, fire pit, miles of trails, a deepwater dock with both boat and jet ski lifts, putting green, and a sandy beach all alongside glorious westerly sunset views of the Choptank River will likely never be replicated. The feel of the cabana is total relaxation with boat bar, two TV's and a full bathroom surrounded by magnificent water views that is spectacular.

The estate is located near charming Downtown Easton and all of its entertainment, but feels like an entirely separate world. Unquestionably one of Maryland’s most hidden gems, Cecilia’s Point is an estate to last generations.

TRAPPE

27189 ISLAND CREEK ROAD

11 Beds

13 Baths

14,137 Sq.Ft.

$14,500,000

MLS#: MDTA2006268

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.

EASTON

27772 SHARP ROAD

5 Beds

7 Baths

13,228 Sq.Ft.

$13,750,000

MLS#: MDTA2010626

EASTON

27772 SHARP ROAD

5 Beds

7 Baths

13,228 Sq.Ft.

$13,750,000

MLS#: MDTA2011742

Live authentically. Sunny Hill Farm circa 1937. Brilliantly designed by William McMillan, storied architect. McMillan was also commissioned locally to design Alfred Vanderbilt's residence at Sagamore. McMillan married Grace G. Roosevelt, granddaughter of Theodore Roosevelt. They lived their days out at Sunny Hill. This is the second time it has been offered. A significant estate perched on 261 glorious acres with spectacular panoramic views of Worthington Valley. Masterful architecture. This English Country estate was sited in a way that dances with the sun. Your sense of arrival is punctuated by a very purposeful Moon Gate. I can only imagine an architect who is just as avid of a yachtsman would incorporate such a feature to connect with a framed view of the cosmos. Remarkable. Poetic interior and exterior courtyards grace every space. Soothing fountains are placed just so. Artistically framed views abound. Dazzling use of expansion and contraction. Sunny Hill will have a profound effect on you. A place to be cherished for generations. A cultivated trail network exists... adventure through vast woodlands, streams, orchards, and rolling farmland. You will experience microclimates from one end of the property to the other. Teeming with wildlife. Stroll seamlessly into the great outdoors and never miss a sunrise or sunset from one of your many terraces. Exquisite pool and hot tub. Ample space to curate pasture and equestrian facilities if desired. Greenhouse. Amish built five bay barn. Additional potential densities. Cultivate your existence. The art of uniting human and home.

GLYNDON

3600 BUTLER ROAD

5 Beds

7 Baths

13,612 Sq.Ft.

$13,000,000

MLS#: MDBC2141712

GLYNDON

3600 BUTLER ROAD

5 Beds

7 Baths

13,612 Sq.Ft.

$13,000,000

MLS#: MDBC2140202

ANNAPOLIS

17 REVELL STREET

4 Beds

5 Baths

5,069 Sq.Ft.

$12,750,000

MLS#: MDAA2115242

Duvall Farm is a rare Eastern Shore offering — a 525± 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 30 recorded parcels, presenting long-term value and a wide range of opportunities.

The land itself is remarkable. More than 150 acres are enrolled in the Conservation Reserve Program, providing restored habitat for wildlife and waterfowl. Another 100 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. 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.

EASTON

6150 OXFORD ROAD

2 Beds

1 Baths

2,388 Sq.Ft.

$12,500,000

MLS#: MDTA2011328

MELVIN ROAD WATERFRONT ESTATE! A winding, tree-canopied drive leads to Silver Maple Manor, a breathtaking waterfront and equestrian estate nestled on nearly eight acres along Little Aberdeen Creek. Designed by the renowned Scarlett Breeding and built with masterful craftsmanship, this European-inspired retreat feels as if it has stood for centuries, its mature landscaping and thoughtful details evoking the grandeur of a bygone era. With 5 bedrooms, 6 full baths and 2 half baths, this home is a masterpiece of custom millwork, rough-sawn oak flooring, and exquisite stonework. The grand foyer welcomes you with soaring 21-foot ceilings, a sweeping curved staircase with a brass handrail, and Venetian plaster walls that glow in the natural light. Every room is designed to embrace the water views, from the elegant living spaces to the chef’s kitchen, where marble countertops and a Thermador cooktop await culinary creations. The finished room above the garage offers a wonderful game room or retreat. The home also features 2 offices and a bonus room with cedar closet that is perfect for a gym. A temperature-controlled wine cellar offers a place to store prized vintages, while the butler’s pantry, complete with a Sub-Zero beverage cooler and Miele double ovens, ensures effortless entertaining. Beyond the home, the estate unfolds into a sanctuary of outdoor luxury. A heated saltwater pool, framed by bluestone pavers and a pergola-shaded terrace, invites both relaxation and celebration. The screened sunporch, with its stacked-stone fireplace and beadboard ceiling, provides a cozy retreat in every season, flowing seamlessly to the flagstone patio, where the water shimmers just beyond. For those drawn to the water, the estate offers four deep-water slips, two boat lifts, and a cedar boathouse, a work of art in itself with handcrafted shutters and masterful carpentry. Whether setting sail for an afternoon on the Chesapeake or simply watching the boats drift by, life here is tied to the rhythm of the water. Equestrians will find a barn thoughtfully designed for both function and beauty, with horse stalls, a conditioned tack room, a traditional hayloft, and its own dedicated driveway for trailers. The rolling pastures provide ample space for grazing, offering a picturesque setting for riding or simply enjoying the serene surroundings. Though it feels like a secluded retreat, Silver Maple Manor is just minutes from Historic Annapolis and an easy commute to Washington, D.C., Baltimore, and major airports. A home of rare beauty and distinction, it is a place where elegance, nature, and craftsmanship intertwine, creating a timeless estate. Welcome Home!

ANNAPOLIS

948 MELVIN ROAD

5 Beds

6 Baths

10,505 Sq.Ft.

$12,500,000

MLS#: MDAA2103832

SAINT MICHAELS

7751 ROLLYSTON DRIVE

9 Beds

9 Baths

13,617 Sq.Ft.

$12,500,000

MLS#: MDTA2004414

EASTON

6150 OXFORD ROAD

2 Beds

1 Baths

2,388 Sq.Ft.

$12,500,000

MLS#: MDTA2011914

EASTON

29587 MATTHEWSTOWN ROAD

3 Beds

2 Baths

2,397 Sq.Ft.

$12,000,000

MLS#: MDTA2010144

Live authentically. Magnificent stone estate tucked away overlooking Worthington Valley and beyond. Upper Melinda awaits perched on 235.00+/- acres. Commanding views of the valley complement the strength grandeur of this enduring architectural masterpiece. Relish the meandering drive home through lush woodlands. A sanctuary of tranquility and serenity. Crafted by acclaimed architect Louis McLane Fisher and adorned by the legendary Baltimore native, Billy Baldwin. Discover the whispers of Baldwin’s timeless touches lingering in dashes of red lacquer accents and smokey mirrors throughout. Within, nine roaring fireplaces beckon conversation and radiate comforting warmth. Main level owner’s suite. Transform your nocturnal journey as you gaze across the valley before falling into restful slumber. Your inner chef will flourish in the cooking space. Partake in lighthearted fun and competition in the basement game room. Original cork flooring embellished with exotic animal inlays; intact. Immerse yourself in the opulence of rich landscaping as you explore your outdoor haven. Savor the stillness and go for an invigorating round of laps in the sublime pool.. Recharge in the ambiance. An expansive stone terrace embraced by abundant greenery beckons for an elevated outdoor dining experience. Other worldly views that are hard to grasp. A palpable depth of wonder permeates. A sensory experience. Vistas that mirror paintings. Gaze over glistening ponds in the distance. Truly a living canvas from which to paint the next chapter of your life. A legacy property. 5 +/- miles of extensive trail network throughout the grounds. Revel in the extreme privacy. Indulge in the vast beauty that unfolds around you. Enchanting stone guest house recently renovated. Four income generating tenant houses convey that are unable to be divided. Cultivate your existence. The art of uniting human and home. Do not drive to property without an appointment. Property is subject to conservation easement.

GLYNDON

12501 BONITA AVENUE

7 Beds

5 Baths

15,643 Sq.Ft.

$12,000,000

MLS#: MDBC2088434

GLYNDON

12501 BONITA AVENUE

7 Beds

5 Baths

15,643 Sq.Ft.

$12,000,000

MLS#: MDBC2091644

Cedar Crossing is a well located student housing portfolio for sale and has attractive assumable debt. All units are walking distance to the Salisbury University campus and across the street from the football stadium and other sports fields. Current rental rates are lower than most competitors and there is space for amenities to be added.
The portfolio consists of 58 individual units with 228 bedrooms that were all built new in 1999 - wood frame construction with vinyl siding, asphalt shingles, vinyl wood, carpet and vinyl tile flooring throughout. Kitchens are complete with refrigerator, dishwasher and stove; laminate and cultured marble tops in kitchens and bathrooms. All units have washers and dryers.
Addresses include: (units listed in the 'portfolio properties' are only 2 of the 58 total, see below for addresses:)
101-207 Cedar Crossing Rd.

SALISBURY

101 CEDAR CROSSING

None Beds

None Baths

1,272 Sq.Ft.

$11,950,000

MLS#: MDWC2009316

1 ... 75 76 77 78 79 ... 666

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