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424 Bailiff Rd, North East

Listing courtesy of RE/MAX Chesapeake. Contact:

Property is also listed as: 424 BAILIFF RD NORTH EAST, MD 21901 Farm - MLS# MDCC2008110 Land - MLS# MDCC2008112 Residential - MLS# MDCC2022552

424 Bailiff Rd, North East

Listing courtesy of RE/MAX Chesapeake. Contact:

$3,599,000

The Cocoon, a Monkton legacy property sited on My Lady’s Manor, is a private oasis encompassing more than 18 rolling acres. At nearly 8,000 square feet, this exceptional estate is an entertainer’s dream. The gourmet kitchen, enormous great room, dining room with seating for 20+, multiple outdoor living spaces, and fully finished lower level provide exquisite settings for gathering with friends and family. A heated pool and hot tub overlook preserved land and capture some of the most spectacular sunset views in the 21111. A detached three-car garage and dedicated canine suite further distinguish this remarkable property. Equine enthusiasts, take note. Mature pastures feature four-board fencing and automatic waterers, complemented by bridle paths and an impressive 20-stall barn. Multiple tack rooms, a wash stall, feed room, three-bedroom tenant quarters, and additional workshop provide exceptional functionality. The indoor arena is equally well-appointed, featuring a viewing area, premier footing, dust-suppression system, rolling windows for seasonal use, and a separate wash bay with hot water. The equestrian facilities at The Cocoon enjoy a private entrance completely separate from the residence, providing an added level of privacy and security as ell as it's own dedicated well and septic system, separate from the main residence. The location is quintessential Monkton, with convenient proximity to St. James, The Manor Tavern, Inverness Brewery, the Monkton NCR Trail head, and so much more. Truly one of a kind, The Cocoon represents an extraordinary combination of luxury, location, privacy, and lifestyle—and one of Monkton’s most distinctive offerings. Property is also listed as residential: MDBC2176152

6 Beds ⋅ 6 Baths

The Cocoon, a Monkton legacy property sited on My Lady’s Manor, is a private oasis encompassing more than 18 rolling acres. At nearly 8,000 square feet, this exceptional estate is an entertainer’s dream. The gourmet kitchen, enormous great room, dining room with seating for 20+, multiple outdoor living spaces, and fully finished lower level provide exquisite settings for gathering with friends and family. A heated pool and hot tub overlook preserved land and capture some of the most spectacular sunset views in the 21111. A detached three-car garage and dedicated canine suite further distinguish this remarkable property. Equine enthusiasts, take note. Mature pastures feature four-board fencing and automatic waterers, complemented by bridle paths and an impressive 20-stall barn. Multiple tack rooms, a wash stall, feed room, three-bedroom tenant quarters, and additional workshop provide exceptional functionality. The indoor arena is equally well-appointed, featuring a viewing area, premier footing, dust-suppression system, rolling windows for seasonal use, and a separate wash bay with hot water. The equestrian facilities at The Cocoon enjoy a private entrance completely separate from the residence, providing an added level of privacy and security as ell as it's own dedicated well and septic system, separate from the main residence. The location is quintessential Monkton, with convenient proximity to St. James, The Manor Tavern, Inverness Brewery, the Monkton NCR Trail head, and so much more. Truly one of a kind, The Cocoon represents an extraordinary combination of luxury, location, privacy, and lifestyle—and one of Monkton’s most distinctive offerings. Property is also listed as residential: MDBC2176152

16116 Carroll Rd, Monkton

Listing courtesy of Samson Properties. Contact:

$3,599,000

The Cocoon, a Monkton legacy property sited on My Lady’s Manor, is a private oasis encompassing more than 18 rolling acres. At nearly 8,000 square feet, this exceptional estate is an entertainer’s dream. The gourmet kitchen, enormous great room, dining room with seating for 20+, multiple outdoor living spaces, and fully finished lower level provide exquisite settings for gathering with friends and family. A heated pool and hot tub overlook preserved land and capture some of the most spectacular sunset views in the 21111. A detached three-car garage and dedicated canine suite further distinguish this remarkable property. Equine enthusiasts, take note. Mature pastures feature four-board fencing and automatic waterers, complemented by bridle paths and an impressive 20-stall barn. Multiple tack rooms, a wash stall, feed room, three-bedroom tenant quarters, and additional workshop provide exceptional functionality. The indoor arena is equally well-appointed, featuring a viewing area, premier footing, dust-suppression system, rolling windows for seasonal use, and a separate wash bay with hot water. The equestrian facilities at The Cocoon enjoy a private entrance completely separate from the residence, providing an added level of privacy and security as ell as it's own dedicated well and septic system, separate from the main residence. The location is quintessential Monkton, with convenient proximity to St. James, The Manor Tavern, Inverness Brewery, the Monkton NCR Trail head, and so much more. Truly one of a kind, The Cocoon represents an extraordinary combination of luxury, location, privacy, and lifestyle—and one of Monkton’s most distinctive offerings. Also listed as a farm: MDBC2176300.

6 Beds ⋅ 6 Baths

The Cocoon, a Monkton legacy property sited on My Lady’s Manor, is a private oasis encompassing more than 18 rolling acres. At nearly 8,000 square feet, this exceptional estate is an entertainer’s dream. The gourmet kitchen, enormous great room, dining room with seating for 20+, multiple outdoor living spaces, and fully finished lower level provide exquisite settings for gathering with friends and family. A heated pool and hot tub overlook preserved land and capture some of the most spectacular sunset views in the 21111. A detached three-car garage and dedicated canine suite further distinguish this remarkable property. Equine enthusiasts, take note. Mature pastures feature four-board fencing and automatic waterers, complemented by bridle paths and an impressive 20-stall barn. Multiple tack rooms, a wash stall, feed room, three-bedroom tenant quarters, and additional workshop provide exceptional functionality. The indoor arena is equally well-appointed, featuring a viewing area, premier footing, dust-suppression system, rolling windows for seasonal use, and a separate wash bay with hot water. The equestrian facilities at The Cocoon enjoy a private entrance completely separate from the residence, providing an added level of privacy and security as ell as it's own dedicated well and septic system, separate from the main residence. The location is quintessential Monkton, with convenient proximity to St. James, The Manor Tavern, Inverness Brewery, the Monkton NCR Trail head, and so much more. Truly one of a kind, The Cocoon represents an extraordinary combination of luxury, location, privacy, and lifestyle—and one of Monkton’s most distinctive offerings. Also listed as a farm: MDBC2176300.

16116 Carroll Rd, Monkton

Listing courtesy of Samson Properties. Contact:

$3,595,000

**Your Holiday Celebration starts with this!!****Nestled in the prestigious CAMOTOP community, this exquisite Colonial-style residence offers a harmonious blend of luxury and comfort. Spanning over 9,000 square feet, this meticulously maintained home features 8 spacious bedrooms and 7.5 elegantly appointed bathrooms, ensuring ample space for relaxation and entertainment. Step inside to discover a grand foyer with a stunning curved staircase, leading to an open floor plan that seamlessly connects the gourmet kitchen, complete with stainless steel appliances and a butler's pantry, to the inviting family room adorned with a marble fireplace. The luxurious primary suite boasts a spa-like bathroom with a jetted tub and walk-in shower, while additional bedrooms feature walk-in closets and abundant natural light from energy-efficient windows. The outdoor oasis is equally impressive, featuring an indoor pool, extensive hardscaping, and a gazebo, perfect for hosting gatherings or enjoying serene moments by the pond. Multiple patios and a wrap-around deck provide ideal spaces for outdoor dining and relaxation amidst lush gardens and mature trees. Additional highlights include a fully finished basement with multiple entrances, a sport court, and a 4-car garage with a circular driveway for convenience. With 24-hour security and advanced surveillance systems, peace of mind is paramount. This property is not just a home; it's a lifestyle of unparalleled luxury and tranquility.

8 Beds ⋅ 8 Baths

**Your Holiday Celebration starts with this!!****Nestled in the prestigious CAMOTOP community, this exquisite Colonial-style residence offers a harmonious blend of luxury and comfort. Spanning over 9,000 square feet, this meticulously maintained home features 8 spacious bedrooms and 7.5 elegantly appointed bathrooms, ensuring ample space for relaxation and entertainment. Step inside to discover a grand foyer with a stunning curved staircase, leading to an open floor plan that seamlessly connects the gourmet kitchen, complete with stainless steel appliances and a butler's pantry, to the inviting family room adorned with a marble fireplace. The luxurious primary suite boasts a spa-like bathroom with a jetted tub and walk-in shower, while additional bedrooms feature walk-in closets and abundant natural light from energy-efficient windows. The outdoor oasis is equally impressive, featuring an indoor pool, extensive hardscaping, and a gazebo, perfect for hosting gatherings or enjoying serene moments by the pond. Multiple patios and a wrap-around deck provide ideal spaces for outdoor dining and relaxation amidst lush gardens and mature trees. Additional highlights include a fully finished basement with multiple entrances, a sport court, and a 4-car garage with a circular driveway for convenience. With 24-hour security and advanced surveillance systems, peace of mind is paramount. This property is not just a home; it's a lifestyle of unparalleled luxury and tranquility.

10240 Democracy Blvd, Potomac

Listing courtesy of Hometime Realty, LLC. Contact:

$3,595,000

An extraordinary opportunity to create the luxury waterfront estate you've always envisioned. Perfectly positioned on a spectacular homesite offering approximately 120 feet of pristine shoreline and 8 feet of mean low water, this exceptional to-be-built custom residence by Whitehall Building & Co. combines timeless architecture, uncompromising craftsmanship, and an unparalleled waterfront lifestyle. Designed to maximize breathtaking panoramic water views from nearly every room, the home features soaring ceilings, walls of glass, and an open-concept floor plan that seamlessly blends elegant indoor living with exceptional outdoor entertaining. Every detail has been thoughtfully curated to create a residence that is both sophisticated and comfortable. The gourmet chef's kitchen serves as the heart of the home, showcasing premium appliances, custom cabinetry, an oversized center island, and luxurious finishes that make both everyday living and grand-scale entertaining effortless. The expansive great room flows seamlessly to covered outdoor living spaces where you can enjoy spectacular sunrises, waterfront dining, and endless views of the water. The luxurious main-level owner's suite offers the convenience of first-floor living while serving as a private retreat, complete with spa-inspired bath, oversized walk-in closets, and stunning waterfront vistas. Upstairs, each spacious bedroom features its own beautifully appointed ensuite bath, ensuring comfort and privacy for family and guests alike. The lower level offers endless possibilities and can be customized to suit your lifestyle. Whether you envision a state-of-the-art home theater, fitness studio, wine cellar, golf simulator, additional guest suites, waterfront bar, or expansive recreation room, every space can be tailored to your personal vision. Outside, the property becomes your own private waterfront resort. There is room to create a spectacular waterside pool , allowing you to enjoy resort-style living without ever leaving home. The private deep-water pier, with approximately 8 feet of mean low water and 120 feet of shoreline, easily accommodates large yachts, sailboats, and multiple watercraft, providing immediate access to some of the Chesapeake Bay's finest cruising, fishing, and waterfront destinations. This is more than a new construction home, it is an opportunity to collaborate with one of the region's premier luxury builders to create a residence uniquely tailored to your lifestyle while enjoying the peace, privacy, and beauty that only an exceptional waterfront setting can provide. Rarely does a homesite of this caliber become available, offering the perfect combination of privacy, deep water, the ability to build a waterside pool, and luxury new construction. If you've been searching for a waterfront property that truly has it all, your search ends here. Begin building now and be enjoying your new waterfront lifestyle by next boating season.

6 Beds ⋅ 6 Baths

An extraordinary opportunity to create the luxury waterfront estate you've always envisioned. Perfectly positioned on a spectacular homesite offering approximately 120 feet of pristine shoreline and 8 feet of mean low water, this exceptional to-be-built custom residence by Whitehall Building & Co. combines timeless architecture, uncompromising craftsmanship, and an unparalleled waterfront lifestyle. Designed to maximize breathtaking panoramic water views from nearly every room, the home features soaring ceilings, walls of glass, and an open-concept floor plan that seamlessly blends elegant indoor living with exceptional outdoor entertaining. Every detail has been thoughtfully curated to create a residence that is both sophisticated and comfortable. The gourmet chef's kitchen serves as the heart of the home, showcasing premium appliances, custom cabinetry, an oversized center island, and luxurious finishes that make both everyday living and grand-scale entertaining effortless. The expansive great room flows seamlessly to covered outdoor living spaces where you can enjoy spectacular sunrises, waterfront dining, and endless views of the water. The luxurious main-level owner's suite offers the convenience of first-floor living while serving as a private retreat, complete with spa-inspired bath, oversized walk-in closets, and stunning waterfront vistas. Upstairs, each spacious bedroom features its own beautifully appointed ensuite bath, ensuring comfort and privacy for family and guests alike. The lower level offers endless possibilities and can be customized to suit your lifestyle. Whether you envision a state-of-the-art home theater, fitness studio, wine cellar, golf simulator, additional guest suites, waterfront bar, or expansive recreation room, every space can be tailored to your personal vision. Outside, the property becomes your own private waterfront resort. There is room to create a spectacular waterside pool , allowing you to enjoy resort-style living without ever leaving home. The private deep-water pier, with approximately 8 feet of mean low water and 120 feet of shoreline, easily accommodates large yachts, sailboats, and multiple watercraft, providing immediate access to some of the Chesapeake Bay's finest cruising, fishing, and waterfront destinations. This is more than a new construction home, it is an opportunity to collaborate with one of the region's premier luxury builders to create a residence uniquely tailored to your lifestyle while enjoying the peace, privacy, and beauty that only an exceptional waterfront setting can provide. Rarely does a homesite of this caliber become available, offering the perfect combination of privacy, deep water, the ability to build a waterside pool, and luxury new construction. If you've been searching for a waterfront property that truly has it all, your search ends here. Begin building now and be enjoying your new waterfront lifestyle by next boating season.

1668 A Homewood Landing Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

$3,590,000

Nestled within the prestigious Wolf Farm community, this exquisite residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. This property is one of few on Kent Island that has unobstructed views of Annapolis, Baltimore and the Chesapeake Bay Bridge. Guests are welcomed with a gated circular drive adorn with stone pillars, lush flower beds and a professionally manicured lawn. The neoclassical architectural style mimics that of Thomas Jeffersons home Monticello. Spanning an impressive 10,152 square feet, the kitchen has been meticulously renovated in 2026, ensuring convenience of use while gazing at the Bay. Step inside to discover an open floor plan that invites natural light to dance across the stunning marble and luxury vinyl plank flooring. The eat-in kitchen and separate formal dining room provide ample space for entertaining, while the pantry ensures that all your culinary needs are met. The primary suite is a true sanctuary, boasting a bay-front view, a lavish primary bath, and expansive walk-in closets. Each of the nine bedrooms is designed with comfort in mind, offering generous space and thoughtful details. With eight full bathrooms, morning routines are a breeze, ensuring privacy and convenience for all. The heart of the home is complemented by three elegant fireplaces, creating cozy nooks for relaxation. Recessed lighting and upgraded countertops throughout add a touch of sophistication, while the wet/dry bar and custom wine cellar elevate your entertaining experience. Step outside to your personal oasis, where a stunning in-ground pool awaits, surrounded by multiple terraces and balconies that overlook the serene Chesapeake Bay. With 500 feet of waterfrontage, this property offers unparalleled access to the water, complete with a private composite dock that accommodates multiple slips for your boating adventures. Whether you enjoy power boating or kayaking, the navigable waters provide endless opportunities for exploration. Additional features include a full daylight basement with outside access, perfect for guests or recreational activities, and an attached side-entry garage with ample driveway space for up to 15 vehicles. This home is not just a residence; it's a lifestyle. Experience the tranquility of waterfront living combined with the luxury of modern amenities, all within the embrace of a warm and inviting atmosphere. Embrace the exclusive lifestyle that awaits you in this remarkable property.

9 Beds ⋅ 8 Baths

Nestled within the prestigious Wolf Farm community, this exquisite residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. This property is one of few on Kent Island that has unobstructed views of Annapolis, Baltimore and the Chesapeake Bay Bridge. Guests are welcomed with a gated circular drive adorn with stone pillars, lush flower beds and a professionally manicured lawn. The neoclassical architectural style mimics that of Thomas Jeffersons home Monticello. Spanning an impressive 10,152 square feet, the kitchen has been meticulously renovated in 2026, ensuring convenience of use while gazing at the Bay. Step inside to discover an open floor plan that invites natural light to dance across the stunning marble and luxury vinyl plank flooring. The eat-in kitchen and separate formal dining room provide ample space for entertaining, while the pantry ensures that all your culinary needs are met. The primary suite is a true sanctuary, boasting a bay-front view, a lavish primary bath, and expansive walk-in closets. Each of the nine bedrooms is designed with comfort in mind, offering generous space and thoughtful details. With eight full bathrooms, morning routines are a breeze, ensuring privacy and convenience for all. The heart of the home is complemented by three elegant fireplaces, creating cozy nooks for relaxation. Recessed lighting and upgraded countertops throughout add a touch of sophistication, while the wet/dry bar and custom wine cellar elevate your entertaining experience. Step outside to your personal oasis, where a stunning in-ground pool awaits, surrounded by multiple terraces and balconies that overlook the serene Chesapeake Bay. With 500 feet of waterfrontage, this property offers unparalleled access to the water, complete with a private composite dock that accommodates multiple slips for your boating adventures. Whether you enjoy power boating or kayaking, the navigable waters provide endless opportunities for exploration. Additional features include a full daylight basement with outside access, perfect for guests or recreational activities, and an attached side-entry garage with ample driveway space for up to 15 vehicles. This home is not just a residence; it's a lifestyle. Experience the tranquility of waterfront living combined with the luxury of modern amenities, all within the embrace of a warm and inviting atmosphere. Embrace the exclusive lifestyle that awaits you in this remarkable property.

319 Blue Bay Rd, Stevensville

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

$3,550,000

Magnificent, Georgian inspired, home in sought after Avenel!!! Unsurpassed quality and design, polished marble entry with archway to gracious sized rooms. Inviting living room, banquet sized dining room with custom built-in cabinetry, private library, delightful large kitchen and family room overlooking gorgeous terraced pool and 2 acre private mature woodland trees and gardens. Bright rooms throughout, with daylight lower level to include family room with fireplace, in-law suite, second full kitchen, yoga studio, 6th bedroom, exercise room and more! Primary Suite also overlooks rear oasis. Second level bedrooms each have their own private bath. Digital light system to garden and trees is breathtaking!

6 Beds ⋅ 8 Baths

Magnificent, Georgian inspired, home in sought after Avenel!!! Unsurpassed quality and design, polished marble entry with archway to gracious sized rooms. Inviting living room, banquet sized dining room with custom built-in cabinetry, private library, delightful large kitchen and family room overlooking gorgeous terraced pool and 2 acre private mature woodland trees and gardens. Bright rooms throughout, with daylight lower level to include family room with fireplace, in-law suite, second full kitchen, yoga studio, 6th bedroom, exercise room and more! Primary Suite also overlooks rear oasis. Second level bedrooms each have their own private bath. Digital light system to garden and trees is breathtaking!

9909 Avenel Farm Dr, Potomac

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

$3,500,000

A rare find and great opportunity to build on a 5.62 acre lot, nestled in a picturesque setting while still offering easy access to major commuter routes. Shopping and dining. Whether you're a builder or a future home owner this is a sleek aerodynamic ready to go opportunity. Also zoned M-2 with potential for possible subdivision or commercial. Property has small houses located on property that can be restored. Don't miss this rare chance restore, redevelop in sought after Elkridge MD. There are two additional addresses included with this listing.

5880 Race Rd, Elkridge

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

$3,500,000

Welcome to Timerity, a natural sanctuary tucked away on an 189-acre waterfront estate where Southern Maryland history, productive farmland, mature woods and protected tidal waters come together in one extraordinary property. Documented by the Maryland Historical Trust as Timerity Farm, the property reflects the agricultural and maritime heritage of the Drayden area and the historic St. George’s Hundred landscape of St. Mary’s County. The Trust identifies the residence as a mid-19th-century historic resource, while an earlier survey records an owner tradition suggesting 1790. At the heart of the farm stands a distinctive one-and-one-half-story frame residence with a traditional side-passage/double-parlor plan, hardwood floors, separate fireplaces, painted moldings and a rare historic brick pent chimney. The home offers three bedrooms, including one on the main level and two upstairs, along with two full baths. A working country kitchen opens to a generous gathering space, while the side porch provides a relaxed setting for entertaining, crab feasts and enjoying the surrounding waterfront views. The property unfolds across approximately 189 acres of open farmland, mature woodland and secluded shoreline, creating an exceptional sense of privacy. Roughly rectangular in shape, the land occupies the end of a peninsula and is surrounded on three sides by water, with the public road coming to an end at the entrance to the property. The 189 acres have approximately 1/3 open farmland and 2/3 mature woodland and secluded shoreline. The agricultural fields are presently leased to a local farmer, while the wooded portions provide habitat for the abundant wildlife for which Southern Maryland’s tidewater country is known. Approximately 5,000 linear feet of protected shoreline extend along School House Creek, with boating access through St. George Creek to the Potomac River. A private pier serves the residence and a grandfathered previous pier depicted by the remaining pilings with water depth estimated at approximately 6 feet at Mean Low Water further up School House Creek. The Schoolhouse Creek shore is historically protected waterfront sheltered from severe storms and is well suited for boating, fishing, kayaking and paddleboarding. In addition to the historic residence, the property includes three modest cottages and three barns/outbuildings, adding flexibility for agricultural use, storage, workshops, guest accommodations or future restoration. Transferable Development Rights “TDR” have not been exercised and remain available. Few properties combine this degree of acreage, waterfront, privacy and documented history in one setting. Whether envisioned as a private family estate, working farm, sporting retreat, waterfront sanctuary or legacy property to be preserved for generations, Timerity, offers a rare opportunity to own an exceptional piece of Southern Maryland’s Chesapeake tidewater landscape. This estate has seen a diverse history. Ownership allows you to write the next chapter adding to the growing legacy of this waterfront retreat.

3 Beds ⋅ 2 Baths

Welcome to Timerity, a natural sanctuary tucked away on an 189-acre waterfront estate where Southern Maryland history, productive farmland, mature woods and protected tidal waters come together in one extraordinary property. Documented by the Maryland Historical Trust as Timerity Farm, the property reflects the agricultural and maritime heritage of the Drayden area and the historic St. George’s Hundred landscape of St. Mary’s County. The Trust identifies the residence as a mid-19th-century historic resource, while an earlier survey records an owner tradition suggesting 1790. At the heart of the farm stands a distinctive one-and-one-half-story frame residence with a traditional side-passage/double-parlor plan, hardwood floors, separate fireplaces, painted moldings and a rare historic brick pent chimney. The home offers three bedrooms, including one on the main level and two upstairs, along with two full baths. A working country kitchen opens to a generous gathering space, while the side porch provides a relaxed setting for entertaining, crab feasts and enjoying the surrounding waterfront views. The property unfolds across approximately 189 acres of open farmland, mature woodland and secluded shoreline, creating an exceptional sense of privacy. Roughly rectangular in shape, the land occupies the end of a peninsula and is surrounded on three sides by water, with the public road coming to an end at the entrance to the property. The 189 acres have approximately 1/3 open farmland and 2/3 mature woodland and secluded shoreline. The agricultural fields are presently leased to a local farmer, while the wooded portions provide habitat for the abundant wildlife for which Southern Maryland’s tidewater country is known. Approximately 5,000 linear feet of protected shoreline extend along School House Creek, with boating access through St. George Creek to the Potomac River. A private pier serves the residence and a grandfathered previous pier depicted by the remaining pilings with water depth estimated at approximately 6 feet at Mean Low Water further up School House Creek. The Schoolhouse Creek shore is historically protected waterfront sheltered from severe storms and is well suited for boating, fishing, kayaking and paddleboarding. In addition to the historic residence, the property includes three modest cottages and three barns/outbuildings, adding flexibility for agricultural use, storage, workshops, guest accommodations or future restoration. Transferable Development Rights “TDR” have not been exercised and remain available. Few properties combine this degree of acreage, waterfront, privacy and documented history in one setting. Whether envisioned as a private family estate, working farm, sporting retreat, waterfront sanctuary or legacy property to be preserved for generations, Timerity, offers a rare opportunity to own an exceptional piece of Southern Maryland’s Chesapeake tidewater landscape. This estate has seen a diverse history. Ownership allows you to write the next chapter adding to the growing legacy of this waterfront retreat.

45776 Boothe Rd, Drayden

Listing courtesy of Century 21 Redwood Realty. Contact:

$3,500,000

The Crystal Sands Motel is a well-maintained, 25-room ocean block property just steps from the beach. This turn-key motel is in pristine condition and clearly reflects pride of ownership throughout—making it ideal for investors looking for a strong income-producing asset in a high-demand resort town. Guests love the unbeatable proximity to the beach, boardwalk, dining, and entertainment, while operators will appreciate the smooth, ready-to-go operation with minimal upkeep needed. Whether you're expanding your hospitality portfolio or entering the Ocean City market, Crystal Sands Motel offers immediate revenue potential and long-term value in one of the East Coast’s most popular vacation destinations.

1705 N Baltimore Ave, Ocean City

Listing courtesy of Coastal Life Realty Group LLC. Contact:

$3,500,000

Welcome to Timerity, a natural sanctuary tucked away on an 189-acre waterfront estate where Southern Maryland history, productive farmland, mature woods and protected tidal waters come together in one extraordinary property. Documented by the Maryland Historical Trust as Timerity Farm, the property reflects the agricultural and maritime heritage of the Drayden area and the historic St. George’s Hundred landscape of St. Mary’s County. The Trust identifies the residence as a mid-19th-century historic resource, while an earlier survey records an owner tradition suggesting 1790. At the heart of the farm stands a distinctive one-and-one-half-story frame residence with a traditional side-passage/double-parlor plan, hardwood floors, separate fireplaces, painted moldings and a rare historic brick pent chimney. The home offers three bedrooms, including one on the main level and two upstairs, along with two full baths. A working country kitchen opens to a generous gathering space, while the side porch provides a relaxed setting for entertaining, crab feasts and enjoying the surrounding waterfront views. The property unfolds across approximately 189 acres of open farmland, mature woodland and secluded shoreline, creating an exceptional sense of privacy. Roughly rectangular in shape, the land occupies the end of a peninsula and is surrounded on three sides by water, with the public road coming to an end at the entrance to the property. The 189 acres have approximately 1/3 open farmland and 2/3 mature woodland and secluded shoreline. The agricultural fields are presently leased to a local farmer, while the wooded portions provide habitat for the abundant wildlife for which Southern Maryland’s tidewater country is known. Approximately 5,000 linear feet of protected shoreline extend along School House Creek, with boating access through St. George Creek to the Potomac River. A private pier and a grandfathered previous pier depicted by the remaining pilings serves the residence with water depth estimated at approximately 6 feet at Mean Low Water further up School House Creek. The Schoolhouse Creek shore is historically protected waterfront sheltered from severe storms and is well suited for boating, fishing, kayaking and paddleboarding. In addition to the historic residence, the property includes three modest cottages and three barns/outbuildings, adding flexibility for agricultural use, storage, workshops, guest accommodations or future restoration. Transferable Development Rights “TDR” have not been exercised and remain available. Few properties combine this degree of acreage, waterfront, privacy and documented history in one setting. Whether envisioned as a private family estate, working farm, sporting retreat, waterfront sanctuary or legacy property to be preserved for generations, Timerity, offers a rare opportunity to own an exceptional piece of Southern Maryland’s Chesapeake tidewater landscape. This estate has seen a diverse history. Ownership allows you to write the next chapter adding to the growing legacy of this waterfront retreat.

3 Beds ⋅ 2 Baths

Welcome to Timerity, a natural sanctuary tucked away on an 189-acre waterfront estate where Southern Maryland history, productive farmland, mature woods and protected tidal waters come together in one extraordinary property. Documented by the Maryland Historical Trust as Timerity Farm, the property reflects the agricultural and maritime heritage of the Drayden area and the historic St. George’s Hundred landscape of St. Mary’s County. The Trust identifies the residence as a mid-19th-century historic resource, while an earlier survey records an owner tradition suggesting 1790. At the heart of the farm stands a distinctive one-and-one-half-story frame residence with a traditional side-passage/double-parlor plan, hardwood floors, separate fireplaces, painted moldings and a rare historic brick pent chimney. The home offers three bedrooms, including one on the main level and two upstairs, along with two full baths. A working country kitchen opens to a generous gathering space, while the side porch provides a relaxed setting for entertaining, crab feasts and enjoying the surrounding waterfront views. The property unfolds across approximately 189 acres of open farmland, mature woodland and secluded shoreline, creating an exceptional sense of privacy. Roughly rectangular in shape, the land occupies the end of a peninsula and is surrounded on three sides by water, with the public road coming to an end at the entrance to the property. The 189 acres have approximately 1/3 open farmland and 2/3 mature woodland and secluded shoreline. The agricultural fields are presently leased to a local farmer, while the wooded portions provide habitat for the abundant wildlife for which Southern Maryland’s tidewater country is known. Approximately 5,000 linear feet of protected shoreline extend along School House Creek, with boating access through St. George Creek to the Potomac River. A private pier and a grandfathered previous pier depicted by the remaining pilings serves the residence with water depth estimated at approximately 6 feet at Mean Low Water further up School House Creek. The Schoolhouse Creek shore is historically protected waterfront sheltered from severe storms and is well suited for boating, fishing, kayaking and paddleboarding. In addition to the historic residence, the property includes three modest cottages and three barns/outbuildings, adding flexibility for agricultural use, storage, workshops, guest accommodations or future restoration. Transferable Development Rights “TDR” have not been exercised and remain available. Few properties combine this degree of acreage, waterfront, privacy and documented history in one setting. Whether envisioned as a private family estate, working farm, sporting retreat, waterfront sanctuary or legacy property to be preserved for generations, Timerity, offers a rare opportunity to own an exceptional piece of Southern Maryland’s Chesapeake tidewater landscape. This estate has seen a diverse history. Ownership allows you to write the next chapter adding to the growing legacy of this waterfront retreat.

45776 Boothe Rd, Drayden

Listing courtesy of Century 21 Redwood Realty. Contact:

$3,500,000

Private showings are available by appointment. Please call for details. Welcome to one of Montgomery County’s most exceptional equestrian estates — a breathtaking 100-acre horse farm and established stable operation offering a rare blend of luxury country living, income-producing potential, and premier equestrian amenities. Perfectly positioned in the heart of Maryland horse country, this remarkable property combines rolling pastures, scenic views, and a fully operational boarding and training business with endless expansion opportunities. The farm features beautifully-maintained barns with multiple stalls, spacious tack and feed rooms, wash stalls, grooming areas, and ample equipment storage. An outdoor and indoor riding arena, fenced paddocks, lush grazing fields, and well-designed turnout areas create an ideal environment for horses and riders alike. Whether you are a professional trainer, investor, breeder, or equestrian enthusiast, this turnkey operation is designed to support both recreational and commercial success. The picturesque acreage includes gently rolling terrain, mature trees, private trails, and stunning panoramic views rarely found in Montgomery County. Existing boarding, training, lesson, and event income streams provide immediate revenue opportunities, while the expansive grounds offer additional development and growth potential. The residence and farm infrastructure have been thoughtfully maintained, creating a seamless balance between elegant rural living and efficient business operations. Convenient access to major commuter routes, Washington D.C., Northern Virginia, and Baltimore makes this a uniquely valuable offering for both local and regional equestrian clients. Opportunities like this are extraordinarily rare — a profitable horse farm business combined with 100 acres of prime Montgomery County real estate offering privacy, prestige, and long-term investment value. AS IS but inspections are allowed. The lawsuit over the 2nd well was settled and the farm owner will receive $75 per month for the use of the well. The farm sellers appealed the lawsuit to settle the amount of the plaintiff's legal charges. There are no other outstanding legal matters.

4 Beds ⋅ 2 Baths

Private showings are available by appointment. Please call for details. Welcome to one of Montgomery County’s most exceptional equestrian estates — a breathtaking 100-acre horse farm and established stable operation offering a rare blend of luxury country living, income-producing potential, and premier equestrian amenities. Perfectly positioned in the heart of Maryland horse country, this remarkable property combines rolling pastures, scenic views, and a fully operational boarding and training business with endless expansion opportunities. The farm features beautifully-maintained barns with multiple stalls, spacious tack and feed rooms, wash stalls, grooming areas, and ample equipment storage. An outdoor and indoor riding arena, fenced paddocks, lush grazing fields, and well-designed turnout areas create an ideal environment for horses and riders alike. Whether you are a professional trainer, investor, breeder, or equestrian enthusiast, this turnkey operation is designed to support both recreational and commercial success. The picturesque acreage includes gently rolling terrain, mature trees, private trails, and stunning panoramic views rarely found in Montgomery County. Existing boarding, training, lesson, and event income streams provide immediate revenue opportunities, while the expansive grounds offer additional development and growth potential. The residence and farm infrastructure have been thoughtfully maintained, creating a seamless balance between elegant rural living and efficient business operations. Convenient access to major commuter routes, Washington D.C., Northern Virginia, and Baltimore makes this a uniquely valuable offering for both local and regional equestrian clients. Opportunities like this are extraordinarily rare — a profitable horse farm business combined with 100 acres of prime Montgomery County real estate offering privacy, prestige, and long-term investment value. AS IS but inspections are allowed. The lawsuit over the 2nd well was settled and the farm owner will receive $75 per month for the use of the well. The farm sellers appealed the lawsuit to settle the amount of the plaintiff's legal charges. There are no other outstanding legal matters.

26220 Mullinix Mill Rd, Mount Airy

Listing courtesy of Keller Williams Lucido Agency. Contact:

$3,500,000

ESSENCE Live authentically. A striking mid-century modern estate set on 3.69 acres in the coveted Caves Valley. Extraordinary views of Caves Valley Golf Course in the distance. Long horizontal lines and walls of glass dissolve the boundary between indoors and the cascading woodlands. Every space magnificently sited to capture the scenery. Enduring architecture for our times. Spaces that make you pause and want to be there. Covered walkways connect the wings of the house. Expansion without interruption. This breathtaking setting is optimized by the artistic footprint of the house that creates inviting courtyards which punctuate the landscape. Whether it's sunrise or sunset, choose your terrace. A very private and generous luxury guest suite exists on the first floor. It lives as two houses within one. Embrace the ease of a one level lifestyle. The finished lower level offers a multitude of functionality. Venture to the great outdoors... swim laps and grill under the stars. Shaded pergola and outdoor kitchen ideal for long summer evenings with fireflies and friends. Cultivate your existence. The art of uniting human and home. Listing does not include 1.066 acre lot LOCAL FLAVOR AND PROVISIONS John Brown Store, Graul's Market, and Wegmans. Favorite local dining at The Milton Inn, The Oregon Grill, The Valley Inn, Peerce's, The Butler Cabin, and The Filling Station. An exit north offers dining at Casa Mia’s, Manor Tavern, The Fill'Er-Up, Woodfire Kitchen and The Creamery Connection. Tap into local breweries, such as Inverness Brewing, Farmacy Brewing and Big Truck Farm Brewery. OUTINGS AND LEISURES If you love the outdoors, Soldiers Delight Natural Environment Area is a rare geological ecosystem with serpentine soil that was actively mined for chromite in the 19th century. Oregon Ridge Park is perfect for hiking and picnics. Plus, the park provides a beautiful fishing lake. The park also hosts events and concerts during the summer. Explore the NCR Trail. A 21-mile flat, crushed-stone trail open to hikers, bikers, and horses, it runs along the scenic Gunpowder Falls river. Prettyboy Reservoir is open to hiking, rowing, or paddle boating, bird watching, horseback riding and nature photography year-round, and for archery hunting during a regulated season. Go tubing on the Gunpowder River. Enjoy Ladew Topiary Gardens... these gardens are 22 acres of spectacular, award-winning gardens, more than 100 remarkable topiaries, a mile-long Nature Walk, and native Butterfly House. Explore The Manor Mill, a pre-revolutionary grist mill that now houses a wide variety of art and entertainment events. Tee off at Caves Valley Golf Club, Hunt Valley Country Club or Hayfields Country Club. Visit The National Lacrosse Hall of Fame and Museum which honors the history and legends in the sport. PROXIMITY Zippy access to the I-83 on ramp, about 18 minutes to Hunt Valley, and about 22 minutes to Towson. Approximately 41 minutes to BWI and 22 minutes to Penn Station. REGION Owings Mills is home to the Under Armour Performance Center, which serves as the official year-round training camp and practice facility for the Baltimore Ravens. It is where players train, the team is headquartered, and football operations happen.

6 Beds ⋅ 7 Baths

ESSENCE Live authentically. A striking mid-century modern estate set on 3.69 acres in the coveted Caves Valley. Extraordinary views of Caves Valley Golf Course in the distance. Long horizontal lines and walls of glass dissolve the boundary between indoors and the cascading woodlands. Every space magnificently sited to capture the scenery. Enduring architecture for our times. Spaces that make you pause and want to be there. Covered walkways connect the wings of the house. Expansion without interruption. This breathtaking setting is optimized by the artistic footprint of the house that creates inviting courtyards which punctuate the landscape. Whether it's sunrise or sunset, choose your terrace. A very private and generous luxury guest suite exists on the first floor. It lives as two houses within one. Embrace the ease of a one level lifestyle. The finished lower level offers a multitude of functionality. Venture to the great outdoors... swim laps and grill under the stars. Shaded pergola and outdoor kitchen ideal for long summer evenings with fireflies and friends. Cultivate your existence. The art of uniting human and home. Listing does not include 1.066 acre lot LOCAL FLAVOR AND PROVISIONS John Brown Store, Graul's Market, and Wegmans. Favorite local dining at The Milton Inn, The Oregon Grill, The Valley Inn, Peerce's, The Butler Cabin, and The Filling Station. An exit north offers dining at Casa Mia’s, Manor Tavern, The Fill'Er-Up, Woodfire Kitchen and The Creamery Connection. Tap into local breweries, such as Inverness Brewing, Farmacy Brewing and Big Truck Farm Brewery. OUTINGS AND LEISURES If you love the outdoors, Soldiers Delight Natural Environment Area is a rare geological ecosystem with serpentine soil that was actively mined for chromite in the 19th century. Oregon Ridge Park is perfect for hiking and picnics. Plus, the park provides a beautiful fishing lake. The park also hosts events and concerts during the summer. Explore the NCR Trail. A 21-mile flat, crushed-stone trail open to hikers, bikers, and horses, it runs along the scenic Gunpowder Falls river. Prettyboy Reservoir is open to hiking, rowing, or paddle boating, bird watching, horseback riding and nature photography year-round, and for archery hunting during a regulated season. Go tubing on the Gunpowder River. Enjoy Ladew Topiary Gardens... these gardens are 22 acres of spectacular, award-winning gardens, more than 100 remarkable topiaries, a mile-long Nature Walk, and native Butterfly House. Explore The Manor Mill, a pre-revolutionary grist mill that now houses a wide variety of art and entertainment events. Tee off at Caves Valley Golf Club, Hunt Valley Country Club or Hayfields Country Club. Visit The National Lacrosse Hall of Fame and Museum which honors the history and legends in the sport. PROXIMITY Zippy access to the I-83 on ramp, about 18 minutes to Hunt Valley, and about 22 minutes to Towson. Approximately 41 minutes to BWI and 22 minutes to Penn Station. REGION Owings Mills is home to the Under Armour Performance Center, which serves as the official year-round training camp and practice facility for the Baltimore Ravens. It is where players train, the team is headquartered, and football operations happen.

40 Caveswood Ln, Owings Mills

Listing courtesy of Krauss Real Property Brokerage. Contact:

$3,500,000

TROPHY INVESTMENT: Fully Furnished 4-Unit Multifamily | 7.02% Cap Rate | Downtown Bethesda Growth Corridor. Rare opportunity to acquire 4535 Avondale Street, a turnkey, fully renovated 4-unit luxury residential asset in the heart of Downtown Bethesda. Operating as a highly successful mid-term rental (MTR) catering to corporate relocations, medical professionals (NIH & Walter Reed), and executive housing, this fully furnished property delivers immediate, high-yield cash flow paired with exceptional long-term redevelopment upside. FINANCIAL & OPERATIONAL HIGHLIGHTS Turnkey Cash Flow: Generating $23,000–$30,000/month ($324,000 GPI baseline) with a strong 7.02% Cap Rate ($245,770 NOI) at a $3.5M asking price. Great Occupancy: booked and stabilized, offering immediate income continuity from day one. The Asset: Four fully furnished luxury 2-bedroom, 2-bathroom residences featuring ductless mini-split cooling, high-efficiency appliances, and only property in the area with 9 assigned off-street parking spaces.

4535 Avondale St, Bethesda

Listing courtesy of Realty of America LLC. Contact:

$3,500,000

Welcome to one of Montgomery County’s most exceptional equestrian estates — a breathtaking 100-acre horse farm and established stable operation offering a rare blend of luxury country living, income-producing potential, and premier equestrian amenities. Perfectly positioned in the heart of Maryland horse country, this remarkable property combines rolling pastures, scenic views, and a fully operational boarding and training business with endless expansion opportunities. The farm features beautifully-maintained barns with multiple stalls, spacious tack and feed rooms, wash stalls, grooming areas, and ample equipment storage. An outdoor and indoor riding arena, fenced paddocks, lush grazing fields, and well-designed turnout areas create an ideal environment for horses and riders alike. Whether you are a professional trainer, investor, breeder, or equestrian enthusiast, this turnkey operation is designed to support both recreational and commercial success. The picturesque acreage includes gently rolling terrain, mature trees, private trails, and stunning panoramic views rarely found in Montgomery County. Existing boarding, training, lesson, and event income streams provide immediate revenue opportunities, while the expansive grounds offer additional development and growth potential. The residence and farm infrastructure have been thoughtfully maintained, creating a seamless balance between elegant rural living and efficient business operations. Convenient access to major commuter routes, Washington D.C., Northern Virginia, and Baltimore makes this a uniquely valuable offering for both local and regional equestrian clients. Opportunities like this are extraordinarily rare — a profitable horse farm business combined with 100 acres of prime Montgomery County real estate offering privacy, prestige, and long-term investment value. AS IS but inspections are allowed. The lawsuit over the 2nd well was settled and the farm owner will receive $75 per month for the use of the well. The farm sellers appealed the lawsuit to settle the amount of the plaintiff's legal charges. There are no other outstanding legal matters.

26220 Mullinix Mill Rd, Mount Airy

Listing courtesy of Keller Williams Lucido Agency. Contact:

$3,500,000

Spectacular does not begin to describe this fabulous residence! Tucked away at the end of a quiet cul-de-sac behind private gates, 9 Oaklyn Court is one of the most striking contemporary residences to come to the market in Potomac this year. Perfectly sited on 2.24 private, level acres with mature landscaping and a resort-style pool, the property offers a serene, parklike setting with exceptional outdoor space and a true sense of seclusion. Designed to impress, the home is filled with natural light, soaring interiors, and captivating views from almost every room. A dramatic two-story covered entry introduces expansive living spaces defined by 20+- foot vaulted ceilings, walls of glass, and skylights that flood the home with light. The main level is thoughtfully designed for both grand-scale entertaining and everyday living, with a seamless indoor-outdoor flow. The impressive, step-down living and family rooms are separated by a two-sided gas fireplace, and walls with steps for displaying artwork. The family room has a built-in bar. Each light-filled room has sliding glass doors to the back yard and swimming pool. Even the most discerning cook will appreciate the beautiful, renovated kitchen with top-of-the-line appliances, dramatic cabinetry, a center island, built-in buffet, circular designer-glass eating space with stool, and an adjacent eating area that overlooks one of the two large patios, perfect for outdoor eating and barbecuing. Off the kitchen is the dining room with special lighting and floor-to-ceiling windows overlooking the side yard. The main level also features the spacious primary suite, a delightful retreat with access to the pool and grounds. The bedroom has a custom wall of built-ins with cabinets, lighted niches, and room for a TV. The adjacent study could also be used as a sitting room, and there are two well-designed large walk-in closets. Two full bathrooms include three separate vanities, a step-up tub, and step-up stall shower. Completing this level are a handsome, cherry-paneled library, two powder rooms, and a large laundry room. The upper level features four bedrooms, two with en-suite bathrooms and a third full bathroom. The balcony overlook offers an impressive view of the stunning main level. The light-filled lower level provides a variety of options for informal gatherings. A huge recreation room, lounge with bar area, exercise room, hot tub room and separate bathroom, an additional bedroom with en-suite bathroom, and plenty of storage space complete the interior of this fabulous, approximately 9,900-square-foot house. The grounds are equally impressive, with a gated, lighted long driveway; beautiful post lanterns; heated pool; expansive patios; and beautifully fenced grounds with room for a future tennis or pickleball court. Ideally located adjacent to Avenel, without the restrictions of an HOA, this exceptional offering combines architectural presence, privacy, and convenience in one of Potomac’s most desirable settings.

6 Beds ⋅ 8 Baths

Spectacular does not begin to describe this fabulous residence! Tucked away at the end of a quiet cul-de-sac behind private gates, 9 Oaklyn Court is one of the most striking contemporary residences to come to the market in Potomac this year. Perfectly sited on 2.24 private, level acres with mature landscaping and a resort-style pool, the property offers a serene, parklike setting with exceptional outdoor space and a true sense of seclusion. Designed to impress, the home is filled with natural light, soaring interiors, and captivating views from almost every room. A dramatic two-story covered entry introduces expansive living spaces defined by 20+- foot vaulted ceilings, walls of glass, and skylights that flood the home with light. The main level is thoughtfully designed for both grand-scale entertaining and everyday living, with a seamless indoor-outdoor flow. The impressive, step-down living and family rooms are separated by a two-sided gas fireplace, and walls with steps for displaying artwork. The family room has a built-in bar. Each light-filled room has sliding glass doors to the back yard and swimming pool. Even the most discerning cook will appreciate the beautiful, renovated kitchen with top-of-the-line appliances, dramatic cabinetry, a center island, built-in buffet, circular designer-glass eating space with stool, and an adjacent eating area that overlooks one of the two large patios, perfect for outdoor eating and barbecuing. Off the kitchen is the dining room with special lighting and floor-to-ceiling windows overlooking the side yard. The main level also features the spacious primary suite, a delightful retreat with access to the pool and grounds. The bedroom has a custom wall of built-ins with cabinets, lighted niches, and room for a TV. The adjacent study could also be used as a sitting room, and there are two well-designed large walk-in closets. Two full bathrooms include three separate vanities, a step-up tub, and step-up stall shower. Completing this level are a handsome, cherry-paneled library, two powder rooms, and a large laundry room. The upper level features four bedrooms, two with en-suite bathrooms and a third full bathroom. The balcony overlook offers an impressive view of the stunning main level. The light-filled lower level provides a variety of options for informal gatherings. A huge recreation room, lounge with bar area, exercise room, hot tub room and separate bathroom, an additional bedroom with en-suite bathroom, and plenty of storage space complete the interior of this fabulous, approximately 9,900-square-foot house. The grounds are equally impressive, with a gated, lighted long driveway; beautiful post lanterns; heated pool; expansive patios; and beautifully fenced grounds with room for a future tennis or pickleball court. Ideally located adjacent to Avenel, without the restrictions of an HOA, this exceptional offering combines architectural presence, privacy, and convenience in one of Potomac’s most desirable settings.

9 Oaklyn Ct, Potomac

Listing courtesy of Washington Fine Properties, LLC. Contact:

$3,500,000

A once-in-a-generation opportunity to own one of Maryland’s most storied and productive working farmsteads just one hour from Washington, D.C.! The P.A. Bowen Farmstead offers a rare convergence of living history, award-winning agricultural enterprise, and extraordinary lifestyle on 95 total acres—an exceptionally rare landholding at this scale so close to the nation’s capital, with a mix of fertile pasture and woodland in Prince George’s County. Rooted in a land patent dating to 1665 and anchored by a lovingly restored Italianate colonial manor house built in the 1870s, this property invites its next steward into a legacy already in motion. P.A. Bowen Farmstead offers a superlative example of regenerative agriculture, producing delicious chemical-free food including award-winning artisan cheese, in a beautiful setting. The diverse multi-species farm—home to a prized Jersey dairy herd, heritage breed pigs, pastured poultry, and a state-of-the-art raw milk cheesemaking facility—operates as a fully-integrated, pasture-based system producing nationally-recognized cheeses. // The P. A. Bowen farm is located on a tract known as “Purchase,” first patented by Thomas Truman in 1665. His original house now serves as the kitchen of the present home, which was built by the next owner, Philander A. Bowen, in the 1870s. This historic Italianate colonial manor house stands at the heart of the estate and encompasses approximately 5,500 square feet. Rich in character and architectural charm, the residence features timeless design elements, including multiple fireplaces, classic architectural details, and inviting living spaces overlooking sweeping pastoral landscapes. Period elements, warm wood accents, and traditional features reflect the home’s historic legacy while providing comfortable spaces suited for modern living and entertaining. The thoughtful layout supports private residential use while also complementing the estate’s potential for events, hospitality, or experiences. The estate includes additional buildings as-is. // From the sizable front porch and seven fireplaces of the manor house, to the restored event barn, pond with dock, in-ground pool, and beloved on-site farm store, every element of this estate has been built to inspire. With three fully-operational barns, extensive outbuilding infrastructure, all farm equipment, all livestock, and a year-round customer base already in place, P.A. Bowen Farmstead is not just a property. It is a living, breathing enterprise with deep community roots, multiple income streams, and limitless potential for its next chapter. // This extraordinary estate offers exceptional opportunities and income-producing possibilities. Envision a premier wedding & event venue, agritourism destination, private retreat, equestrian operation, or thriving working farm. Its scale, scenic setting, and existing improvements create a versatile foundation—balancing peaceful countryside seclusion with convenient accessibility for guests or customers—just an hour from Washington, D.C., Alexandria, Arlington, and Annapolis. // The estate includes: 95 acres, a historic Italianate colonial manor house main residence, 3-car garage, second residence, cottage, trailer, pool, pond, greenhouse, 3 large barns, 7 outbuildings including 4 run-in sheds, hay storage shed, loafing shed, & more.

6 Beds ⋅ 7 Baths

A once-in-a-generation opportunity to own one of Maryland’s most storied and productive working farmsteads just one hour from Washington, D.C.! The P.A. Bowen Farmstead offers a rare convergence of living history, award-winning agricultural enterprise, and extraordinary lifestyle on 95 total acres—an exceptionally rare landholding at this scale so close to the nation’s capital, with a mix of fertile pasture and woodland in Prince George’s County. Rooted in a land patent dating to 1665 and anchored by a lovingly restored Italianate colonial manor house built in the 1870s, this property invites its next steward into a legacy already in motion. P.A. Bowen Farmstead offers a superlative example of regenerative agriculture, producing delicious chemical-free food including award-winning artisan cheese, in a beautiful setting. The diverse multi-species farm—home to a prized Jersey dairy herd, heritage breed pigs, pastured poultry, and a state-of-the-art raw milk cheesemaking facility—operates as a fully-integrated, pasture-based system producing nationally-recognized cheeses. // The P. A. Bowen farm is located on a tract known as “Purchase,” first patented by Thomas Truman in 1665. His original house now serves as the kitchen of the present home, which was built by the next owner, Philander A. Bowen, in the 1870s. This historic Italianate colonial manor house stands at the heart of the estate and encompasses approximately 5,500 square feet. Rich in character and architectural charm, the residence features timeless design elements, including multiple fireplaces, classic architectural details, and inviting living spaces overlooking sweeping pastoral landscapes. Period elements, warm wood accents, and traditional features reflect the home’s historic legacy while providing comfortable spaces suited for modern living and entertaining. The thoughtful layout supports private residential use while also complementing the estate’s potential for events, hospitality, or experiences. The estate includes additional buildings as-is. // From the sizable front porch and seven fireplaces of the manor house, to the restored event barn, pond with dock, in-ground pool, and beloved on-site farm store, every element of this estate has been built to inspire. With three fully-operational barns, extensive outbuilding infrastructure, all farm equipment, all livestock, and a year-round customer base already in place, P.A. Bowen Farmstead is not just a property. It is a living, breathing enterprise with deep community roots, multiple income streams, and limitless potential for its next chapter. // This extraordinary estate offers exceptional opportunities and income-producing possibilities. Envision a premier wedding & event venue, agritourism destination, private retreat, equestrian operation, or thriving working farm. Its scale, scenic setting, and existing improvements create a versatile foundation—balancing peaceful countryside seclusion with convenient accessibility for guests or customers—just an hour from Washington, D.C., Alexandria, Arlington, and Annapolis. // The estate includes: 95 acres, a historic Italianate colonial manor house main residence, 3-car garage, second residence, cottage, trailer, pool, pond, greenhouse, 3 large barns, 7 outbuildings including 4 run-in sheds, hay storage shed, loafing shed, & more.

15701 Doctor Bowen Rd, Brandywine

Listing courtesy of Keller Williams Lucido Agency. Contact:

$3,500,000

A once-in-a-generation opportunity to own one of Maryland’s most storied and productive working farmsteads just one hour from Washington, D.C.! The P.A. Bowen Farmstead offers a rare convergence of living history, award-winning agricultural enterprise, and extraordinary lifestyle on 95 total acres—an exceptionally rare landholding at this scale so close to the nation’s capital, with a mix of fertile pasture and woodland in Prince George’s County. Rooted in a land patent dating to 1665 and anchored by a lovingly restored Italianate colonial manor house built in the 1870s, this property invites its next steward into a legacy already in motion. P.A. Bowen Farmstead offers a superlative example of regenerative agriculture, producing delicious chemical-free food including award-winning artisan cheese, in a beautiful setting. The diverse multi-species farm—home to a prized Jersey dairy herd, heritage breed pigs, pastured poultry, and a state-of-the-art raw milk cheesemaking facility—operates as a fully-integrated, pasture-based system producing nationally-recognized cheeses. // The P. A. Bowen farm is located on a tract known as “Purchase,” first patented by Thomas Truman in 1665. His original house now serves as the kitchen of the present home, which was built by the next owner, Philander A. Bowen, in the 1870s. This historic Italianate colonial manor house stands at the heart of the estate and encompasses approximately 5,500 square feet. Rich in character and architectural charm, the residence features timeless design elements, including multiple fireplaces, classic architectural details, and inviting living spaces overlooking sweeping pastoral landscapes. Period elements, warm wood accents, and traditional features reflect the home’s historic legacy while providing comfortable spaces suited for modern living and entertaining. The thoughtful layout supports private residential use while also complementing the estate’s potential for events, hospitality, or experiences. The estate includes additional buildings as-is. // From the sizable front porch and seven fireplaces of the manor house, to the restored event barn, pond with dock, in-ground pool, and beloved on-site farm store, every element of this estate has been built to inspire. With three fully-operational barns, extensive outbuilding infrastructure, all farm equipment, all livestock, and a year-round customer base already in place, P.A. Bowen Farmstead is not just a property. It is a living, breathing enterprise with deep community roots, multiple income streams, and limitless potential for its next chapter. // This extraordinary estate offers exceptional opportunities and income-producing possibilities. Envision a premier wedding & event venue, agritourism destination, private retreat, equestrian operation, or thriving working farm. Its scale, scenic setting, and existing improvements create a versatile foundation—balancing peaceful countryside seclusion with convenient accessibility for guests or customers—just an hour from Washington, D.C., Alexandria, Arlington, and Annapolis. // The estate includes: 95 acres, a historic Italianate colonial manor house main residence, 3-car garage, second residence, cottage, trailer, pool, pond, greenhouse, 3 large barns, 7 outbuildings including 4 run-in sheds, hay storage shed, loafing shed, & more.

15407 Doctor Bowen Rd, Brandywine

Listing courtesy of Keller Williams Lucido Agency. Contact:

$3,500,000

Harvest oysters year round! Awesome opportunity to purchase an existing oyster aquaculture facility known as Circle C Oyster Ranch. Beautiful setting on 1.25 overlooking St. Jerome Creek with a large building (half unfinished and in need of a roof), production lease, and nursery lease. The production lease area in St. Jerome Creek is approximately 2.27 acres or 988,812 sq ft. The nursery lease is approximately 5000 sq ft. Both areas touch the pier. This is important because it greatly reduces the harvesting regulations. The 8 foot wide pier extends approx 100 feet into St. Jerome Creek with 2 fingers. The grow out oyster leases are Maryland Dept of Environment (MDE) tested and approved. A Shellfish Processing Plant License is in place. There are 4 walk-in coolers, 3 interior and 1 stand alone exterior. The solar panels have not been hooked up, but could be. Electric is 220V 3 phase service. High speed internet is available at the site.

49676 Freemans Rd, Dameron

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

$3,500,000

GENEROUS PRICE REDUCTION!!!! This remarkable property has it all. Private 15 plus acres. Beautiful views overlooking Dunn's Cove sunrises. A shore sportsman's dream. Partially wooded, fields of crops, hunting blind and a pier for your fishing vessel. This was a large compound with the Main house, in-law wing and a separate 2 BR guest house w/fireplace and large screened porch. Waterside in-ground pool and children's play area. Large garage/barn to store all the water toys and pool equipment. It's currently being used as a Vacation Rental. Showings will be staggered between use.

5 Beds ⋅ 7 Baths

GENEROUS PRICE REDUCTION!!!! This remarkable property has it all. Private 15 plus acres. Beautiful views overlooking Dunn's Cove sunrises. A shore sportsman's dream. Partially wooded, fields of crops, hunting blind and a pier for your fishing vessel. This was a large compound with the Main house, in-law wing and a separate 2 BR guest house w/fireplace and large screened porch. Waterside in-ground pool and children's play area. Large garage/barn to store all the water toys and pool equipment. It's currently being used as a Vacation Rental. Showings will be staggered between use.

21721 Heavenly Haven Rd, Sherwood

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

$3,500,000

This beautiful Church is nestled in Takoma Park, Maryland. The property seats approximately 400 and boasts two levels, with three bathrooms. The service area has ample lighting and includes a front stage and audio room. Natural light brightens the space with tall ceilings and wide aisles. The basement level includes multiple classrooms, a Pastor's office, storage, and a kitchenette. It is approximately 1 block from the future purple line station, making metro accessibility at your fingertips. The church has been well maintained and is ready for a new congregation or developers looking for a great area. Owner financing available.

8609 Greenwood Ave, Takoma Park

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

$3,500,000

This property is located directly across from the new 400,000 sf, Wegmans anchored “Foundry Row”, this property is 1,893 sf free standing with drive thru and 3,968 sf free standing building. Less than 1 mile from 1.2m sf “metro centre at owings mills” with direct access to and frontage on Reisterstown Road (rt. 140) and easy access to I-795 via owings mills blvd and to I-695. Existing seafood restaurant and dry cleaner spaces available, with ground lease available 1.4 acres to 2.9 acres (zoned bl and dr). Access to light at corner of Painters Mill Road and Reisterstown Road as well.

10117 Reisterstown Rd, Owings Mills

Listing courtesy of Avenue Real Estate. Contact:

$3,499,999

Built in 2023 by Monumental Builders, this exceptional 7-bedroom, 7.5-bath residence offers refined modern living in prestigious Edgemoor, just steps from the dining, shopping, entertainment, and conveniences of Downtown Bethesda. Approximately 4,959 finished square feet span four beautifully designed levels, combining sophisticated style with remarkable flexibility. The open main level is ideal for everyday living and entertaining, featuring wide-plank hardwood floors, a sleek gourmet kitchen with an oversized island, premium stainless-steel appliances and wine refrigerator, generous dining space, and a light-filled living room with a fireplace. Spacious bedroom suites, abundant walk-in closets, flexible office and recreation areas, and laundry facilities on multiple levels provide outstanding comfort and versatility. Outside, enjoy an expansive stone patio, fenced yard, and onsite irrigation, while the attached garage adds everyday convenience. The home also features an elevator shaft serving the residence; no elevator is currently installed, allowing the next owner to complete the installation according to their preferences. A rare opportunity to enjoy exceptional space, contemporary luxury, and an extraordinary walkable location in the heart of Edgemoor.

7 Beds ⋅ 8 Baths

Built in 2023 by Monumental Builders, this exceptional 7-bedroom, 7.5-bath residence offers refined modern living in prestigious Edgemoor, just steps from the dining, shopping, entertainment, and conveniences of Downtown Bethesda. Approximately 4,959 finished square feet span four beautifully designed levels, combining sophisticated style with remarkable flexibility. The open main level is ideal for everyday living and entertaining, featuring wide-plank hardwood floors, a sleek gourmet kitchen with an oversized island, premium stainless-steel appliances and wine refrigerator, generous dining space, and a light-filled living room with a fireplace. Spacious bedroom suites, abundant walk-in closets, flexible office and recreation areas, and laundry facilities on multiple levels provide outstanding comfort and versatility. Outside, enjoy an expansive stone patio, fenced yard, and onsite irrigation, while the attached garage adds everyday convenience. The home also features an elevator shaft serving the residence; no elevator is currently installed, allowing the next owner to complete the installation according to their preferences. A rare opportunity to enjoy exceptional space, contemporary luxury, and an extraordinary walkable location in the heart of Edgemoor.

5015 Elm St, Bethesda

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

$3,499,000

ESSENCE Live authentically. Hewn from ashlar stone between 1926 and 1930, Wynddon Estate rises above nearly seven acres of sculpted grounds overlooking the glittering expanse of Loch Raven Reservoir. A French manor estate steeped in history, whose architecture will endure. Six fireplaces anchor rooms dressed in original wood paneling and ornate millwork, where craftsman-era proportions quietly command every space. Old soul intact. Unrivaled setting. Walled gardens spill into sweeping lawn and panoramic vistas as koi ponds catch the light. Raised herb beds sit steps from your kitchen door. Revel in the joy of growing your own herbs and veg. Outdoor living aesthetics were inspired by the Chartres Cathedral in France. A crystal pool perches at the landscape's edge, framing summer reservoir vistas with cinematic ease. Expansive stone terraces reach into the landscape and invite you to slow the pace of life. Lovingly restored, thoughtfully modernized, the primary suite offers genuine repose, its luxe bath a private sanctuary. Authentic materials, textures, proportions... the sense of place is captivating. A once in a lifetime property. Cultivate your existence. The art of uniting human and home. LOCAL FLAVOR AND PROVISIONS John Brown Store and Wegmans. Favorite local dining at Peerce's Plantation, The Milton Inn, The Oregon Grill, The Butler Cabin, and The Filling Station. An exit north offers Graul's Market along with Casa Mia’s, Manor Tavern, Woodfire Kitchen and The Creamery Connection. Tap into local breweries, such as Inverness Brewing, Farmacy Brewing and Big Truck Farm Brewery. OUTINGS AND LEISURES Explore the NCR Trail. A 21-mile flat, crushed-stone trail open to hikers, bikers, and horses, it runs along the scenic Gunpowder Falls river. Go tubing on the Gunpowder River. Loch Raven Reservoir offers scenic beauty and water activities. Enjoy Ladew Topiary Gardens... these gardens are 22 acres of spectacular, award-winning gardens, more than 100 remarkable topiaries, a mile-long Nature Walk, and native Butterfly House. Explore The Manor Mill, a pre-revolutionary grist mill that now houses a wide variety of art and entertainment events. Tee off at Hunt Valley Country Club Golf Course or Pine Ridge Golf Course. Or visit The National Lacrosse Hall of Fame and Museum which honors the history and legends in the sport. PROXIMITY Zippy access to the I-83 on ramp, about 13 minutes to Hunt Valley, and about 14 minutes to Towson. 48 minutes to BWI and 26 minutes to Penn Station. Approximately 1 hour 45 minutes to DC. REGION Established in the 1700s, the village was once an old mill town. It notably served as a filming location for scenes in John Waters' 1972 film Pink Flamingos.

13 Beds ⋅ 14 Baths

ESSENCE Live authentically. Hewn from ashlar stone between 1926 and 1930, Wynddon Estate rises above nearly seven acres of sculpted grounds overlooking the glittering expanse of Loch Raven Reservoir. A French manor estate steeped in history, whose architecture will endure. Six fireplaces anchor rooms dressed in original wood paneling and ornate millwork, where craftsman-era proportions quietly command every space. Old soul intact. Unrivaled setting. Walled gardens spill into sweeping lawn and panoramic vistas as koi ponds catch the light. Raised herb beds sit steps from your kitchen door. Revel in the joy of growing your own herbs and veg. Outdoor living aesthetics were inspired by the Chartres Cathedral in France. A crystal pool perches at the landscape's edge, framing summer reservoir vistas with cinematic ease. Expansive stone terraces reach into the landscape and invite you to slow the pace of life. Lovingly restored, thoughtfully modernized, the primary suite offers genuine repose, its luxe bath a private sanctuary. Authentic materials, textures, proportions... the sense of place is captivating. A once in a lifetime property. Cultivate your existence. The art of uniting human and home. LOCAL FLAVOR AND PROVISIONS John Brown Store and Wegmans. Favorite local dining at Peerce's Plantation, The Milton Inn, The Oregon Grill, The Butler Cabin, and The Filling Station. An exit north offers Graul's Market along with Casa Mia’s, Manor Tavern, Woodfire Kitchen and The Creamery Connection. Tap into local breweries, such as Inverness Brewing, Farmacy Brewing and Big Truck Farm Brewery. OUTINGS AND LEISURES Explore the NCR Trail. A 21-mile flat, crushed-stone trail open to hikers, bikers, and horses, it runs along the scenic Gunpowder Falls river. Go tubing on the Gunpowder River. Loch Raven Reservoir offers scenic beauty and water activities. Enjoy Ladew Topiary Gardens... these gardens are 22 acres of spectacular, award-winning gardens, more than 100 remarkable topiaries, a mile-long Nature Walk, and native Butterfly House. Explore The Manor Mill, a pre-revolutionary grist mill that now houses a wide variety of art and entertainment events. Tee off at Hunt Valley Country Club Golf Course or Pine Ridge Golf Course. Or visit The National Lacrosse Hall of Fame and Museum which honors the history and legends in the sport. PROXIMITY Zippy access to the I-83 on ramp, about 13 minutes to Hunt Valley, and about 14 minutes to Towson. 48 minutes to BWI and 26 minutes to Penn Station. Approximately 1 hour 45 minutes to DC. REGION Established in the 1700s, the village was once an old mill town. It notably served as a filming location for scenes in John Waters' 1972 film Pink Flamingos.

12600 Jarrettsville Pike, Phoenix

Listing courtesy of Krauss Real Property Brokerage. Contact:

$3,499,000

ESSENCE Live authentically. Hewn from ashlar stone between 1926 and 1930, Wynddon Estate rises above nearly seven acres of sculpted grounds overlooking the glittering expanse of Loch Raven Reservoir. A French manor estate steeped in history, whose architecture will endure. Six fireplaces anchor rooms dressed in original wood paneling and ornate millwork, where craftsman-era proportions quietly command every space. Old soul intact. Unrivaled setting. Walled gardens spill into sweeping lawn and panoramic vistas as koi ponds catch the light. Raised herb beds sit steps from your kitchen door. Revel in the joy of growing your own herbs and veg. Outdoor living aesthetics were inspired by the Chartres Cathedral in France. A crystal pool perches at the landscape's edge, framing summer reservoir vistas with cinematic ease. Expansive stone terraces reach into the landscape and invite you to slow the pace of life. Lovingly restored, thoughtfully modernized, the primary suite offers genuine repose, its luxe bath a private sanctuary. Authentic materials, textures, proportions... the sense of place is captivating. A once in a lifetime property. Cultivate your existence. The art of uniting human and home. LOCAL FLAVOR AND PROVISIONS John Brown Store and Wegmans. Favorite local dining at Peerce's Plantation, The Milton Inn, The Oregon Grill, The Butler Cabin, and The Filling Station. An exit north offers Graul's Market along with Casa Mia’s, Manor Tavern, Woodfire Kitchen and The Creamery Connection. Tap into local breweries, such as Inverness Brewing, Farmacy Brewing and Big Truck Farm Brewery. OUTINGS AND LEISURES Explore the NCR Trail. A 21-mile flat, crushed-stone trail open to hikers, bikers, and horses, it runs along the scenic Gunpowder Falls river. Go tubing on the Gunpowder River. Loch Raven Reservoir offers scenic beauty and water activities. Enjoy Ladew Topiary Gardens... these gardens are 22 acres of spectacular, award-winning gardens, more than 100 remarkable topiaries, a mile-long Nature Walk, and native Butterfly House. Explore The Manor Mill, a pre-revolutionary grist mill that now houses a wide variety of art and entertainment events. Tee off at Hunt Valley Country Club Golf Course or Pine Ridge Golf Course. Or visit The National Lacrosse Hall of Fame and Museum which honors the history and legends in the sport. PROXIMITY Zippy access to the I-83 on ramp, about 13 minutes to Hunt Valley, and about 14 minutes to Towson. 48 minutes to BWI and 26 minutes to Penn Station. Approximately 1 hour 45 minutes to DC. REGION Established in the 1700s, the village was once an old mill town. It notably served as a filming location for scenes in John Waters' 1972 film Pink Flamingos.

13 Beds ⋅ 14 Baths

ESSENCE Live authentically. Hewn from ashlar stone between 1926 and 1930, Wynddon Estate rises above nearly seven acres of sculpted grounds overlooking the glittering expanse of Loch Raven Reservoir. A French manor estate steeped in history, whose architecture will endure. Six fireplaces anchor rooms dressed in original wood paneling and ornate millwork, where craftsman-era proportions quietly command every space. Old soul intact. Unrivaled setting. Walled gardens spill into sweeping lawn and panoramic vistas as koi ponds catch the light. Raised herb beds sit steps from your kitchen door. Revel in the joy of growing your own herbs and veg. Outdoor living aesthetics were inspired by the Chartres Cathedral in France. A crystal pool perches at the landscape's edge, framing summer reservoir vistas with cinematic ease. Expansive stone terraces reach into the landscape and invite you to slow the pace of life. Lovingly restored, thoughtfully modernized, the primary suite offers genuine repose, its luxe bath a private sanctuary. Authentic materials, textures, proportions... the sense of place is captivating. A once in a lifetime property. Cultivate your existence. The art of uniting human and home. LOCAL FLAVOR AND PROVISIONS John Brown Store and Wegmans. Favorite local dining at Peerce's Plantation, The Milton Inn, The Oregon Grill, The Butler Cabin, and The Filling Station. An exit north offers Graul's Market along with Casa Mia’s, Manor Tavern, Woodfire Kitchen and The Creamery Connection. Tap into local breweries, such as Inverness Brewing, Farmacy Brewing and Big Truck Farm Brewery. OUTINGS AND LEISURES Explore the NCR Trail. A 21-mile flat, crushed-stone trail open to hikers, bikers, and horses, it runs along the scenic Gunpowder Falls river. Go tubing on the Gunpowder River. Loch Raven Reservoir offers scenic beauty and water activities. Enjoy Ladew Topiary Gardens... these gardens are 22 acres of spectacular, award-winning gardens, more than 100 remarkable topiaries, a mile-long Nature Walk, and native Butterfly House. Explore The Manor Mill, a pre-revolutionary grist mill that now houses a wide variety of art and entertainment events. Tee off at Hunt Valley Country Club Golf Course or Pine Ridge Golf Course. Or visit The National Lacrosse Hall of Fame and Museum which honors the history and legends in the sport. PROXIMITY Zippy access to the I-83 on ramp, about 13 minutes to Hunt Valley, and about 14 minutes to Towson. 48 minutes to BWI and 26 minutes to Penn Station. Approximately 1 hour 45 minutes to DC. REGION Established in the 1700s, the village was once an old mill town. It notably served as a filming location for scenes in John Waters' 1972 film Pink Flamingos.

12600 Jarrettsville Pike, Phoenix

Listing courtesy of Krauss Real Property Brokerage. Contact:

$3,498,000

Welcome to Ace’s High Lodge, an extraordinary mountaintop estate offering a rare combination of luxury, scale, and versatility in the gated Ridge Run community at Deep Creek Lake. Featuring 14 bedrooms and 10 baths across two expansive side-by-side residences, this remarkable property was designed for grand-scale entertaining, unforgettable gatherings, and exceptional rental potential. Premium amenities include a private indoor pool, two outdoor hot tubs, multiple great rooms and entertainment spaces, a media room, pub-style game area, wet bars, and a dedicated ski locker room. Expansive decks, private balconies, and an elevated setting showcase breathtaking mountain views throughout the seasons. Best of all, coveted ski-in/ski-out access to Wisp Resort via Chair Lift #7 puts the slopes just outside your door, while Deep Creek Lake and area attractions are only minutes away. A truly distinctive luxury offering with endless possibilities.

14 Beds ⋅ 10 Baths

Welcome to Ace’s High Lodge, an extraordinary mountaintop estate offering a rare combination of luxury, scale, and versatility in the gated Ridge Run community at Deep Creek Lake. Featuring 14 bedrooms and 10 baths across two expansive side-by-side residences, this remarkable property was designed for grand-scale entertaining, unforgettable gatherings, and exceptional rental potential. Premium amenities include a private indoor pool, two outdoor hot tubs, multiple great rooms and entertainment spaces, a media room, pub-style game area, wet bars, and a dedicated ski locker room. Expansive decks, private balconies, and an elevated setting showcase breathtaking mountain views throughout the seasons. Best of all, coveted ski-in/ski-out access to Wisp Resort via Chair Lift #7 puts the slopes just outside your door, while Deep Creek Lake and area attractions are only minutes away. A truly distinctive luxury offering with endless possibilities.

50 & 66 Ridge Run Rd, Mc Henry

Listing courtesy of Railey Realty, Inc.. Contact:

$3,495,000

Located in the coveted Wardour community, this stately home combines timeless architecture with an enviable walkable location near West Annapolis’ shops and restaurants and just minutes from downtown. With stunning curb appeal, spacious 0.55 acre lot, expansive front yard and water views from nearly every room in the home, this property offers a rare combination of privacy and community, where every day feels like a retreat yet conveniences are just minutes away. The main level welcomes with a gracious foyer flanked by formal living and dining rooms, highlighted by custom millwork, crown molding, wainscoting, and hardwood floors. The formal living room features a classic gas fireplace, while the private office with built-ins and the inviting family room with a coffered ceiling provide versatile spaces for work and relaxation. The gourmet kitchen impresses with high-end appliances, a large center island, casual dining area overlooking the backyard, and wet bar adjoining the dining room. A well-designed mudroom off the two-car garage and side entry enhances everyday function. Upstairs, three spacious ensuite bedrooms complement the luxurious primary suite, which offers a serene sitting room with gas fireplace, private balcony, and spa-like bath. The top floor is a flexible open space with full bath, perfect as an office, playroom, studio, or lounge. The lower level is an entertainer’s retreat with a full bar, open gathering space anchored by a wood-burning fireplace, and a room prepped to become a wine cellar. A full bath and additional bedroom complete this versatile level. Conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, DC and just a few short blocks to West Annapolis' charming commercial district's restaurants & shops. Welcome Home!

5 Beds ⋅ 7 Baths

Located in the coveted Wardour community, this stately home combines timeless architecture with an enviable walkable location near West Annapolis’ shops and restaurants and just minutes from downtown. With stunning curb appeal, spacious 0.55 acre lot, expansive front yard and water views from nearly every room in the home, this property offers a rare combination of privacy and community, where every day feels like a retreat yet conveniences are just minutes away. The main level welcomes with a gracious foyer flanked by formal living and dining rooms, highlighted by custom millwork, crown molding, wainscoting, and hardwood floors. The formal living room features a classic gas fireplace, while the private office with built-ins and the inviting family room with a coffered ceiling provide versatile spaces for work and relaxation. The gourmet kitchen impresses with high-end appliances, a large center island, casual dining area overlooking the backyard, and wet bar adjoining the dining room. A well-designed mudroom off the two-car garage and side entry enhances everyday function. Upstairs, three spacious ensuite bedrooms complement the luxurious primary suite, which offers a serene sitting room with gas fireplace, private balcony, and spa-like bath. The top floor is a flexible open space with full bath, perfect as an office, playroom, studio, or lounge. The lower level is an entertainer’s retreat with a full bar, open gathering space anchored by a wood-burning fireplace, and a room prepped to become a wine cellar. A full bath and additional bedroom complete this versatile level. Conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, DC and just a few short blocks to West Annapolis' charming commercial district's restaurants & shops. Welcome Home!

219 Wardour Dr, Annapolis

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

$3,495,000

Set on nearly **3 private acres with more than 300 feet of Chesapeake Bay waterfront**, 419 Craney Creek is a custom-built home designed to embrace its remarkable setting. Over 6,000 square feet of living space offers 4 bedrooms, 4.5 baths, a first-floor primary suite, private office, bonus room and a 3-car side-loading garage. Inside, hardwood floors and abundant natural light carry throughout the home, while the dramatic two-story living room—with its fireplace and expansive windows—captures sweeping Bay views. The spacious kitchen is equally suited for entertaining and everyday living with custom cabinetry, granite countertops, a generous island, abundant workspace and a butler’s pantry. The first-floor primary suite is a retreat of its own, complete with a fireplace and direct access to the waterfront patio. Outdoor spaces unfold across the back of the home, from the covered porch and deck to the paver patio with 10 person hot tub and second-level porch—each offering a front-row seat to the **Chesapeake Bay and unforgettable sunsets**. A private pier with boat lifts and riprapped shoreline complete the waterfront experience, while the expansive grounds offer plenty of room for a future pool. An unfinished basement with rough-in and spacious unfinished attic provide even more opportunity to create additional living, entertaining or recreation space. **Beautifully established yet filled with possibility, 419 Craney Creek offers the space, privacy and waterfront lifestyle that make a Chesapeake Bay property truly special.**

4 Beds ⋅ 6 Baths

Set on nearly **3 private acres with more than 300 feet of Chesapeake Bay waterfront**, 419 Craney Creek is a custom-built home designed to embrace its remarkable setting. Over 6,000 square feet of living space offers 4 bedrooms, 4.5 baths, a first-floor primary suite, private office, bonus room and a 3-car side-loading garage. Inside, hardwood floors and abundant natural light carry throughout the home, while the dramatic two-story living room—with its fireplace and expansive windows—captures sweeping Bay views. The spacious kitchen is equally suited for entertaining and everyday living with custom cabinetry, granite countertops, a generous island, abundant workspace and a butler’s pantry. The first-floor primary suite is a retreat of its own, complete with a fireplace and direct access to the waterfront patio. Outdoor spaces unfold across the back of the home, from the covered porch and deck to the paver patio with 10 person hot tub and second-level porch—each offering a front-row seat to the **Chesapeake Bay and unforgettable sunsets**. A private pier with boat lifts and riprapped shoreline complete the waterfront experience, while the expansive grounds offer plenty of room for a future pool. An unfinished basement with rough-in and spacious unfinished attic provide even more opportunity to create additional living, entertaining or recreation space. **Beautifully established yet filled with possibility, 419 Craney Creek offers the space, privacy and waterfront lifestyle that make a Chesapeake Bay property truly special.**

419 Craney Creek Rd, Stevensville

Listing courtesy of Samson Properties. Contact:

$3,495,000

Nestled in one of Bethesda��s most coveted neighborhoods, this 2004 custom all-brick residence blends dramatic scale, timeless luxury, and exceptional indoor-outdoor living. Set on a beautifully landscaped 0.58-acre lot, the home offers five spacious bedroom suites, six-and-a-half baths, a heated swimming pool, a tranquil waterfall, warm and cozy firepit, and a three-car garage. Step through a striking entrance defined by soaring 24-foot ceilings and pristine marble floors into a home designed for effortless elegance and entertaining. The main level unfolds past a sun-drenched private home office and a grand-scale entertaining space anchored by a gas fireplace to comfortably accommodate 20 or more guests. With french doors open directly to the beautifully paved backyard retreat. Detailed crown molding adds refined craftsmanship throughout. Just half a flight up, the magnificent formal living room with beautiful coffered high ceiling and brand new wood flooring provides a spectacular setting area for family gathering or a piano recital gathering. Nearby, the gourmet kitchen features a bright breakfast area that flows seamlessly onto an expansive, sunlit deck—perfect for morning coffee or sunset gatherings. One of the home’s most exceptional features is its five spacious bedroom suites, each offering a private en-suite bathroom with dual vanities. Bathed in natural light from three to five windows, every bedroom enjoys remarkable scale, privacy and architectural character. Soaring ceilings enhance the sense of openness, while two bedrooms feature charming recessed alcoves that add storybook appeal. Privately positioned in its own wing, the primary suite is a true sanctuary, featuring a recessed coffered ceiling, rich hardwood floors and a cozy gas fireplace—perfect for unwinding on winter evenings. A conveniently located second-floor laundry room completes the upper level. The extraordinary grounds are designed for resort-style living, with a custom paver patio surrounding a heated swimming pool. The adjacent pool-house site is already pre-plumbed and equipped with gas lines, offering an exciting opportunity to create a fully realized pool house or outdoor cabana. Beyond the patio, an expansive lawn provides endless possibilities—from a fire-pit lounge to a private sport court or additional recreation space. Completing the home, the inviting lower level offers a versatile playroom, casual retreat or comfortable setting for family movie nights. Located in the Walt Whitman school district.

5 Beds ⋅ 7 Baths

Nestled in one of Bethesda��s most coveted neighborhoods, this 2004 custom all-brick residence blends dramatic scale, timeless luxury, and exceptional indoor-outdoor living. Set on a beautifully landscaped 0.58-acre lot, the home offers five spacious bedroom suites, six-and-a-half baths, a heated swimming pool, a tranquil waterfall, warm and cozy firepit, and a three-car garage. Step through a striking entrance defined by soaring 24-foot ceilings and pristine marble floors into a home designed for effortless elegance and entertaining. The main level unfolds past a sun-drenched private home office and a grand-scale entertaining space anchored by a gas fireplace to comfortably accommodate 20 or more guests. With french doors open directly to the beautifully paved backyard retreat. Detailed crown molding adds refined craftsmanship throughout. Just half a flight up, the magnificent formal living room with beautiful coffered high ceiling and brand new wood flooring provides a spectacular setting area for family gathering or a piano recital gathering. Nearby, the gourmet kitchen features a bright breakfast area that flows seamlessly onto an expansive, sunlit deck—perfect for morning coffee or sunset gatherings. One of the home’s most exceptional features is its five spacious bedroom suites, each offering a private en-suite bathroom with dual vanities. Bathed in natural light from three to five windows, every bedroom enjoys remarkable scale, privacy and architectural character. Soaring ceilings enhance the sense of openness, while two bedrooms feature charming recessed alcoves that add storybook appeal. Privately positioned in its own wing, the primary suite is a true sanctuary, featuring a recessed coffered ceiling, rich hardwood floors and a cozy gas fireplace—perfect for unwinding on winter evenings. A conveniently located second-floor laundry room completes the upper level. The extraordinary grounds are designed for resort-style living, with a custom paver patio surrounding a heated swimming pool. The adjacent pool-house site is already pre-plumbed and equipped with gas lines, offering an exciting opportunity to create a fully realized pool house or outdoor cabana. Beyond the patio, an expansive lawn provides endless possibilities—from a fire-pit lounge to a private sport court or additional recreation space. Completing the home, the inviting lower level offers a versatile playroom, casual retreat or comfortable setting for family movie nights. Located in the Walt Whitman school district.

8505 Howell Rd, Bethesda

Listing courtesy of Compass. Contact: