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THE FRIARY a Trophy property in a league of its own! Set on 23 private acres overlooking a gracious bend of the Severn River with 1,500ft of prime waterfrontage, just minutes from downtown Annapolis and less than an hour from the nation's capital, lies one of the most distinctive estates offered for sale on the East Coast. A true architectural masterpiece, this exquisite 35,000+ sqft residence, is the result of a mammoth and complex renovation that brought it back to its classic Georgian style yet with an acknowledgment of the owner's contemporary tastes and interests. Formerly a Capuchin monastery, this stately brick structure offers modern amenities for comfortable family living yet easily accommodates elegant grand scale entertainment and private events. The attention to detail and emphasis on proportions and craftsmanship are unparalleled. The exterior features spectacular 270 degree river views, nine car garage, roof garden, pool pavilion, 60 feet infinity edge pool, tennis court and direct access by funicular to a 6 slip private dock with 10' MLW and boat lift. Step into the main core of the home, where 18th-century elements, like original heart pine floors & foyer arch moldings, have been flawlessly preserved. A cleverly designed limestone rotunda containing a conservatory & atrium lead to either of the house’s wings: the impeccably appointed guest wing with spacious common room, or the chapel-turned-ballroom with sweeping limestone fireplace, herringbone teak floors, & arched double doors with a picturesque terrace beyond. The extraordinary estate contains a total of seven bedrooms, eight bathrooms and eighteen fireplaces, formal dining room and formal parlor, commercial size gourmet kitchen, over sized ballroom, conservatory, family room, library, music room, indoor spa, game room, wine cellar, catering kitchen, work shop, and a secret vault. Additional structures on the property include a three bedroom, two bath-guest/staff house, an Asian tea house and mechanical facilities. Only minutes from Washington D.C. and multiple international airports, this elegant and opulent property is worlds away from the hustle and bustle of everyday life yet offers an easy commute to several major metropolitan cities. Unmatched opulence and privacy awaits on the Severn River!
#MDAA2102408

ANNAPOLIS

1604 WINCHESTER ROAD

7 Beds

8 Baths

35,435 Sq.Ft.

$19,995,000

MLS#: MDAA2102408

Historic Eldon Farm, nestled in the foothills of the Southwest Mountains in Keswick, Virginia, is a premier sporting plantation with roots dating back to 1715. Just 20 minutes from Charlottesville and near Monticello, Eldon lies within 10 miles of the birthplaces of Jefferson, Monroe, and Madison. Spanning 372� acres, the estate includes pastures, a Gil Schafer-designed lodge, a main house, guest cottages, and restored historic buildings by top designers including Suzanne Kasler and Amy Morris. The 2024-built Eldon Lodge, inspired by Blackberry Farm, features reclaimed timber and Roxbury granite, a grand hall, wine room, and catering kitchen. The Eldon Office serves as a refined gentleman?s retreat with curated interiors and a sportsman?s wing. The renovated main house offers 4 bedrooms, a bunkhouse sleeping 12, and additional cottages. Amenities include barns, riding ring, fishing ponds, trails, and apiaries.With deep historic ties, luxury design, and unmatched outdoor recreation, Eldon is a rare turnkey sporting estate.,Marble Counter,Fireplace in Bedroom,Fireplace in Den,Fireplace in Family Room,Fireplace in Living Room,Fireplace in Master Bedroom
#669001

KESWICK

1097 SAINT JOHN RD

6 Beds

6 Baths

4,300 Sq.Ft.

$19,950,000

MLS#: 669001

Rarely… does such a unique, well-designed, constructed, and maintained world-class equestrian facility grace the international real estate market. Spanning 510 preserved acres, this iconic equestrian estate boasts a rich legacy and unparalleled amenities, including a state-of-the-art equestrian training facility built by B&D Builders, a nationally renowned custom builder. RiverEdge Farm is synonymous with world-class equestrian training, ideally suited to any discipline. The farm has previously housed numerous Olympic dressage and three-day event horses, operated as a top-class private thoroughbred breeding facility, and most recently served as a training mecca for world-class dressage. At the heart of the property is a spectacular 31-stall, 45,000-square-foot indoor dressage show barn. Built with unmatched craftsmanship and old-world charm second to none. Visitors are welcomed through a charming, covered porch and elegant, glass-paneled double doors into a grand reception area featuring a central stone fireplace and a private meeting room, all adorned with custom millwork throughout. Overlooking the 100’ x 200’ indoor dressage arena are stunning glass-enclosed observation areas on both the first and second floors, that are brilliantly filled with natural light and character. This impressive space includes twin service bars, a conveniently located commercial-grade kitchen, and a spacious area ideal for entertaining. An ornate wide-plank staircase leads to a lofted second level with private office suites, an exercise room, and a lounge area. The barn itself is thoughtfully designed, featuring barreled ceilings, six grooming/wash stalls, two well-appointed tack rooms, a central eat-in kitchen/break area, a laundry room, and a three-season sitting room offering panoramic views through grand window walls on two sides. The barn’s layout seamlessly flows through a bank of 31 spacious (mostly 14’ x 14’) stalls, curving into an additional wing with even more accommodations. Complementing the equestrian facilities is a beautifully appointed 9,000-square-foot brick manor home of Georgian architectural style, offering four bedrooms and 3 full & 2 half bathrooms. This wonderful home features an updated kitchen, brick and antique wood flooring, beamed ceilings, a sunken living room, multiple fireplaces, a spacious game room, and a detached three-car garage. The extensive grounds are thoughtfully and professionally landscaped. It artfully blends traditional character with modern conveniences—perfectly suited for today’s lifestyle. Also included within this breathtaking property is a luxurious guest home featuring a chef’s kitchen and an enclosed timber-framed pavilion over a heated indoor pool. Additionally, there is a 15-stall center-aisle block barn with a six-horse Kraft Eurocizer, as well as numerous ancillary operational buildings, including a fully functional brick office building—and numerous double-fenced fields and paddocks with approximately 10 miles of four-rail post-and-board fencing offering unparalleled views throughout the farm. RiverEdge is set within one of Maryland’s largest agricultural preservation areas and is protected by a conservation easement, ensuring its beauty and legacy for generations to come. The property includes 4 parcels: 0802016206 - 109.4 acres, 0802019078 - 186.7 acres, 0802029049 - 106 acres, and 0802029537 - 109.4 acres.
#MDCC2017872

CHESAPEAKE CITY

1455 CAYOTS CORNER ROAD

4 Beds

3 Baths

N/A

$19,900,000

MLS#: MDCC2017872

Prime investment Opportunity in DC! Presenting a high-potential 108-unit multifamily community consisting of 9 garden-style buildings located at the intersection of Wheeler Rd SE and 10th Pl SE in the heart of Washington, D.C. This asset offers exceptional accessibility—just one mile from the Congress Heights Metro Station, within walking distance to Harris Teeter, and a short commute to Joint Base Anacostia-Bolling, the Washington Navy Yard, and MGM National Harbor. The unit mix is thoughtfully designed to meet strong rental demand, including: 12 one-bedroom, one-bath units, 33 two-bedroom, one-bath units, 60 three-bedroom, one-bath units and 3 four-bedroom, one-bath units. A large portion of the community participates in tenant-based voucher programs such as HCVP, GWUL, and Pathways to Housing DC, providing stable occupancy and predictable cash flow. This asset has undergone significant capital improvements within the past two years, including major mechanical, electrical, and plumbing upgrades, newer windows, doors, and kitchen cabinetry, updated appliances and modern flooring, sewer line enhancements, installation of 42 high-definition security cameras and renovated laundry rooms in each building. Notably, 70 of the 108 units have been fully renovated between 2023–2025, and the exteriors of all buildings have been freshly painted. The community has also embraced sustainability, with solar panels installed as part of the Sustainable DC initiative, reducing operating costs and environmental impact. This is an exceptional investment prospect offering a blend of stability, recent improvements, and long-term upside in one of D.C.’s fastest-growing submarkets.
#DCDC2192710

WASHINGTON

3316-3324 WHEELER ROAD SE

None Beds

None Baths

21,966 Sq.Ft.

$19,900,000

MLS#: DCDC2192710

Rarely… does such a unique, well-designed, constructed, and maintained world-class equestrian facility grace the international real estate market. Spanning 510 preserved acres, this iconic equestrian estate boasts a rich legacy and unparalleled amenities, including a state-of-the-art equestrian training facility built by B&D Builders, a nationally renowned custom builder. RiverEdge Farm is synonymous with world-class equestrian training, ideally suited to any discipline. The farm has previously housed numerous Olympic dressage and three-day event horses, operated as a top-class private thoroughbred breeding facility, and most recently served as a training mecca for world-class dressage. At the heart of the property is a spectacular 31-stall, 45,000-square-foot indoor dressage show barn. Built with unmatched craftsmanship and old-world charm second to none. Visitors are welcomed through a charming, covered porch and elegant, glass-paneled double doors into a grand reception area featuring a central stone fireplace and a private meeting room, all adorned with custom millwork throughout. Overlooking the 100’ x 200’ indoor dressage arena are stunning glass-enclosed observation areas on both the first and second floors, that are brilliantly filled with natural light and character. This impressive space includes twin service bars, a conveniently located commercial-grade kitchen, and a spacious area ideal for entertaining. An ornate wide-plank staircase leads to a lofted second level with private office suites, an exercise room, and a lounge area. The barn itself is thoughtfully designed, featuring barreled ceilings, six grooming/wash stalls, two well-appointed tack rooms, a central eat-in kitchen/break area, a laundry room, and a three-season sitting room offering panoramic views through grand window walls on two sides. The barn’s layout seamlessly flows through a bank of 31 spacious (mostly 14’ x 14’) stalls, curving into an additional wing with even more accommodations. Complementing the equestrian facilities is a beautifully appointed 9,000-square-foot brick manor home of Georgian architectural style, offering four bedrooms and 3 full & 2 half bathrooms. This wonderful home features an updated kitchen, brick and antique wood flooring, beamed ceilings, a sunken living room, multiple fireplaces, a spacious game room, and a detached three-car garage. The extensive grounds are thoughtfully and professionally landscaped. It artfully blends traditional character with modern conveniences—perfectly suited for today’s lifestyle. Also included within this breathtaking property is a luxurious guest home featuring a chef’s kitchen and an enclosed timber-framed pavilion over a heated indoor pool. Additionally, there is a 15-stall center-aisle block barn with a six-horse Kraft Eurocizer, as well as numerous ancillary operational buildings, including a fully functional brick office building—and numerous double-fenced fields and paddocks with approximately 10 miles of four-rail post-and-board fencing offering unparalleled views throughout the farm. RiverEdge is set within one of Maryland’s largest agricultural preservation areas and is protected by a conservation easement, ensuring its beauty and legacy for generations to come. The property includes 4 parcels: 0802016206 - 109.4 acres, 0802019078 - 186.7 acres, 0802029049 - 106 acres, and 0802029537 - 109.4 acres.
#MDCC2017870

CHESAPEAKE CITY

1455 CAYOTS CORNER ROAD

4 Beds

3 Baths

N/A

$19,900,000

MLS#: MDCC2017870

Set amid the picturesque countryside of Upperville, Virginia, Ayrshire Farm rises from the landscape with a presence that feels both timeless and stately. Encompassing 571 acres in the heart of the Virginia Piedmont, the estate is rich in heritage, design, and purposeful land stewardship. Few properties in the region balance these elements with such ease or at this scale. The manor house, completed in 1912, stands as the estate’s architectural anchor. Constructed of fieldstone quarried from the property, its four-foot-thick walls and steel-reinforced structure were bold innovations in their day. The residence carried the rare distinction of offering electricity, indoor plumbing, and central heating at a time when such comforts were little more than distant ideas for most of the country. More than a century later, its original cypress windows, beams, and intricate masonry speak to a standard of craftsmanship that endures with remarkable clarity. In recent years, the home has undergone a careful and comprehensive restoration, bringing modern performance and convenience to its historic framework. Its 17,000-square-foot interiors have been methodically rewired and re-plumbed, outfitted with three-phase power, central air, underground utilities, and a sophisticated security and communication system. Twelve restored fireplaces, finely calibrated lighting, locally crafted cabinetry, and an English conservatory designed by Glass Houses of England reflect a discerning approach to preservation. The materials, textures, and architectural details that define the residence create an atmosphere of quiet grandeur, grounded in authenticity rather than overt opulence. Ayrshire Farm’s influence extends far beyond the manor. The property became the first in Virginia to achieve both Certified Humane and USDA Certified Organic status, marking a defining moment in the state’s agricultural landscape. Its fields, orchards, and pastures continue to support working organic operations, helping shape regional standards for sustainable and ethical farming. This commitment to the land is not ornamental; it is foundational to the estate’s identity. The natural setting surrounding the home is as compelling as its history. Upperville’s storied equestrian traditions blanket the landscape with a quiet sophistication unique to the Virginia Piedmont. Located just 65 miles from the heart of Washington, DC, and 35 miles from Dulles International Airport, Ayrshire offers a sense of escape without isolation. The charming village of Middleburg, with its boutiques, cafés, and equestrian heritage, lies only a short drive away, placing everyday conveniences and refined country life within effortless reach. To the west, the ridgelines of the Blue Ridge Mountains and the expanse of Shenandoah National Park form a dramatic horizon. Artists and filmmakers have long been drawn to this terrain, captivated by its pastoral simplicity and sense of permanence. Alfred Hitchcock’s Topaz was among the works filmed on the estate, a testament to the property’s cinematic presence. Today, Ayrshire Farm stands as one of the region’s most significant estate holdings, a rare convergence of architectural provenance, ecological leadership, and natural beauty. It is a property defined not only by its past, but by the clarity of its vision. In an area known for remarkable estates, Ayrshire remains singular, offering a balance of history, purpose, and place that feels both beautifully rooted and unmistakably relevant.
#VALO2111024

UPPERVILLE

21846 TRAPPE ROAD

11 Beds

9 Baths

17,000 Sq.Ft.

$19,800,000

MLS#: VALO2111024

Oakendale Farm, a prestigious 435-acre estate dating to 1938, represents the pinnacle of equestrian living. Designed by celebrated architect William Lawrence Bottomley and crafted by master builder W.J. Hanback, this Colonial Revival stone manor commands breathtaking vistas from the Bull Run to the Blue Ridge Mountains. The estate's gracious interiors feature wide-board walnut flooring, a curved staircase, and elegant formal spaces including a banquet-sized dining room and handsome paneled library. Multiple courtyards connect the manor to additional structures including a private office, guest house, and a custom greenhouse. The grounds showcase meticulously manicured gardens, a 60-foot pool with pool house, and extensive equestrian facilities. Protected by the Virginia Outdoors Foundation across two parcels, Oakendale Farm offers unparalleled opportunities for countryside pursuits and distinguished entertaining.
#VAFQ2010208

THE PLAINS

2227 PENNY LANE

6 Beds

5 Baths

8,000 Sq.Ft.

$19,600,000

MLS#: VAFQ2010208

The Cove is the ultimate private oasis steeped in luxury for the discerning buyer seeking a personal resort or the opportunity for a family compound. Sited on approx 2000 acres at the foothills of the Blue Ridge mountains, it commands one of the most magnificent panoramic views in the area. In addition to the superbly constructed and maintained custom built (8BR/11 BA) main residence and carriage house, its full spectrum of amenities includes: a pool, home theater, gym, 10 fireplaces, 3,500 bottle wine cellar and tasting room, high speed internet, professional office suite, 2 ponds and a lake for fishing and kayaking, as well as hiking/walking trails and prime hunting grounds. For the car enthusiast, there is storage for 9 vehicles. This private retreat offers something for everyone. There is the option to build additional residences or create possible tax credits with conservation easements. The Cove offers access to the Virginia wine and hunt country amenities while being about 60 miles to DC.
#VAFQ2000052

HUME

12410 COVE LANE

8 Beds

7 Baths

20,571 Sq.Ft.

$19,500,000

MLS#: VAFQ2000052

Development Opportunity of a Lifetime. The 4th Corner of Commerce in Inwood WV located in South Berkeley County, one of the fastest growing areas of the country conveniently located on the Interstate 81 Corridor between Winchester and Hagerstown, is now for sale. Prime land for development of all types, as Berkeley County has no specific zoning, thus allowing the property to be subdivided to accommodate different types of use. Located next to the newly built Food Lion, which is reportedly the 4th highest producing Food Lion in the country. Inwood is the home to Proctor and Gamble, Knauf Insulation, Orgill, Clorox, Amazon, Eastern Regional Airport, Tabler Station Logistics Park and more. Conveniently located less than 1 mile from Interstate 81 which has current traffic counts at approximately 70,000 vehicles a day which provides unmatched exposure across the Eastern United States from Tennessee to Canada. Property has access road/round about project completed, main line sewer, water and gas installed. **This property is multiple parcels. See documents for tax records. **Please note: Price listed is a placeholder and not the price for the entire parcel if purchased in it's entirety.. As parcels have different values according to location, each parcel that is desired by developer will be priced accordingly. See agent for details. Pricing listed is not price per acre for the individual parcels.
#WVBE2026982

INWOOD

7519 WINCHESTER AVENUE

None Beds

None Baths

N/A

$19,500,000

MLS#: WVBE2026982

132 +/- Acres. 166 Building Lot Subdivision Known As Showfield - Sold Approved Unimproved. $117,470 per Lot. Central Sewer/Water Available.
#1001011708

LEWES

Parcel 51 GILLS NECK ROAD

None Beds

None Baths

132.0 acres

$19,500,000

MLS#: 1001011708

Rare redevelopment opportunity to purchase a five-story urban office building located at 2626 Pennsylvania Avenue, NW in Washington, DC. Exceptionally well-positioned just outside of Georgetown in the West End submarket, this 32,750 SF office building rests on 0.20 acres and has significant residential redevelopment potential. The property offers a prestigious Pennsylvania Avenue address and the building overlooks Rock Creek Park with spectacular views from window lines on three sides, across the bridge from Georgetown. This area will always be valuable and in high demand, and any property that is redeveloped would be considered a trophy location. It is presently owner-occupied by The Salvation Army DC/VA Headquarters. The Salvation Army plans on relocating from this property but will consider a sale/rent back not to exceed 9 – 12 months as they transition to a new location. The building was constructed in 1975 and renovated in 1998. There are five floors of offices with two levels of underground parking garage with 42 parking spaces. The property benefits from immediate access near the end of I-66, Whitehurst Freeway, and K Street while being only five blocks from the Foggy Bottom Metro Station. There is convenient access to Georgetown’s popular restaurants, entertainment, and shopping destinations. Numerous windowed offices and the rooftop offer panoramic views of Washington, DC and the Potomac River. The buyer may consider a light renovation of the building and continue to hold the property while generating income with a new tenant, but the building has many other possibilities for redevelopment under the MU-10, Mixed Use zoning. Redevelopment should be able to get up to ten (10) floors, plus the underground garage levels, with a variance from the DC government. A more in-depth description and additional property details are included in the Offering Memorandum, available through the Listing Agent.
#DCDC2029018

WASHINGTON

2626 PENNSYLVANIA AVENUE NW

None Beds

None Baths

36,407 Sq.Ft.

$18,500,000

MLS#: DCDC2029018

Set in the heart of bucolic Southern Albemarle amidst other noted properties, c. 1790 Liberty Corner and c. 1800 Scottland Farm offer a statement Virginia estate. At the heart of this manicured, 1,888 acre property & set in absolute tranquility, is an historic residence in flawless condition that melds period charm w/ modern amenities. Improved by 3 guest houses, pool, pool house and gardens, the home enjoys stunning, panoramic views of the rolling Virginia countryside and two large lakes. A third, charming guest house aka 'The Lodge' looks over a third lake on the property. Pristine farm improvements include an equestrian facility with indoor and outdoor arenas & 26 stalls, kennels complete with an office and trophy display room, two large hay barns that could be converted to dramatic event structures and numerous tenant or rental cottages ideal for staff or income. Rarely does such an incredibly well maintained, historic estate property reach the marketplace. Truly, no stone has been left unturned by the owners in their careful stewardship of Liberty Corner & Scottland Farm. With multiple division rights, the property offers a significant Conservation Easement opportunity. 25 minutes to Charlottesville.,Fireplace in Bedroom,Fireplace in Dining Room,Fireplace in Family Room,Fireplace in Kitchen,Fireplace in Living Room,Fireplace in Master Bedroom
#661974

ESMONT

8199 SCOTTLAND FARM DR

4 Beds

3 Baths

5,924 Sq.Ft.

$18,500,000

MLS#: 661974

Building #2 is a Build to Suit 52,000+/- SF medical professional building. Options range from a 5,040+/- SF building, a 11,500+/- SF building, and a 52,000+/- SF building with a minimum of 2,500 SF. Over 68,000+ SF of build-to-suit professional/medical office space in 3 lots/buildings available for sale and/or lease within Woodbrooke in Salisbury, MD. The Woodbrooke campus offers great visibility with easy access to Routes 50 & 13 and the Bypass. Join Tidal Health, Peninsula Orthopedic Associates, Chesapeake Healthcare, Peninsula Imaging & more! Starting at $350 PSF and also available for lease starting at $25 PSF.
#MDWC2018850

SALISBURY

WOODBROOKE DRIVE BUILDING #2

None Beds

None Baths

52,000 Sq.Ft.

$18,200,000

MLS#: MDWC2018850

An address with panache! 1171 Chain Bridge Road’s prominent location is the cornerstone of Langley Farms, McLean’s most desirable neighborhood. Designed by Custom Design Concepts Architecture + Interiors, this exceptional estate is currently under construction. Now is the perfect time to purchase at an excellent value and complete it with your vision and personalized selections. Spanning over 24,000 interior square feet, the property epitomizes quality, elegance, and craftsmanship, featuring steel, concrete, and block construction—ensuring generations of enjoyment. Its stunning slate roof with magnificent copper dome, along with stucco and limestone accents, define its striking and timeless exterior. High-efficiency metal-clad triple-pane windows provide a quiet interior and low-maintenance exterior. The massive rotunda with soaring 30-foot ceilings and grand double staircase offers an impressive reception gallery to this incredible residence. Seven bedrooms, nine full baths, generous entertaining spaces, expansive terraces, garages for 10 vehicles, separate guest house, safe room, and options for a pool, spa, and outdoor pavilion are all viable. Call for your private tour of this magnificent McLean estate, primed to be the crème de la crème of luxury at its finest.
#VAFX2254808

MCLEAN

1171 CHAIN BRIDGE ROAD

8 Beds

10 Baths

20,000 Sq.Ft.

$18,000,000

MLS#: VAFX2254808

Set among other properties of similar importance, Shadowbrook is one of the last remaining estates of substantial size in the Centreville-Greenville area. The sprawling 152 acres of unrestricted land are comprised of farm acreage, both open land and woods, a waterfall, a creek and a nearly seven acre pond. Shadowbrook includes the Main house, Tower house, Pool house, Gate house, a Farmhouse duplex, and a Mill house as well as two masonry horse barns. Perched atop one of the highest points in Delaware sits the distinguished Main house, built in the Okie style of architecture, boasting approximately 12,000 square feet of living space, ten bedrooms, ten bathrooms, formal living and dining rooms, numerous guest quarters and main kitchen plus catering kitchen. Various living areas both indoors and out are also found. No detail has been spared crafting this exquisite home. The crowning glory of the house is the elliptical stair, a replica of the Montmorenci stair now located at Winterthur Museum. The stately library is paneled in rare Butternut. Throughout the home you will find original brass hardware, wide plank hardwood floors, museum quality millwork, denticulated and stepped crown molding as well as intricately designed fireplaces and mantels uniquely designed for each room. The Main house has been modernized with sensitivity to it's history, and can compare with the most energy efficient homes built today. Constructed with stone exterior walls, the Main house has stood the test of time. The roof of the Main house is a Ludowici ceramic tile roof that is fire resistant, entirely renewable, chemical free and one that will last well over fifty years. Six Geothermal systems were installed in 2017. The home has six heat zones and five central air zones including a high velocity zone. The Propane generator will back up the geothermal systems, the kitchen, the water heater and various outlets. The electrical service has been upgraded to a 400 AMP service and the home has been rewired. These modern mechanical upgrades result in lower utility bills and create a more energy efficient home. Shadowbrook is a charming country estate that has been lovingly cared for and cherished by the families who have had the pleasure of calling it their home. We invite you to take in the panoramic views of this bucolic estate and to tour this magnificent home.
#DENC2044116

GREENVILLE

1201 SNUFF MILL ROAD

10 Beds

10 Baths

11,875 Sq.Ft.

$18,000,000

MLS#: DENC2044116

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