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#MDMC2204762

BETHESDA

5305 CARLTON STREET

5 Beds

4 Baths

5,000 Sq.Ft.

$3,850,000

MLS#: MDMC2204762

Tucked away on a serene 3.3-acre parcel in the heart of Ruxton, 1421 Wine Spring Lane is a distinguished Georgian estate where classic architecture meets modern sophistication. Thoughtfully reimagined by Mel Benhoff, this residence spans over 9,000 square feet and offers an exceptional blend of scale, craftsmanship, and privacy. A stately columned entrance opens to a dramatic granite foyer, setting the tone for interiors defined by symmetry, light, and timeless detail. Formal entertaining rooms are anchored by rich millwork and wood-burning fireplaces, while a sun-drenched family room and expansive chef’s kitchen invite everyday comfort. The upper level hosts a luxurious primary suite with soaring tray ceilings, a spa-inspired bath, and a bespoke dressing room. Additional bedrooms are generously proportioned, with elegant finishes and ample storage. A third-floor retreat and fully equipped lower-level gym provide flexible space for recreation and wellness. Outdoors, the grounds unfold into a private oasis with an infinity-edge pool, integrated spa, cascading waterfall, and fire features—all framed by mature trees and curated landscaping. A four-car climate-controlled garage, custom stained-glass accents, and whole-home smart systems complete the offering. Ideally positioned near Towson’s finest schools and amenities, this estate is a rare opportunity to live with grace, comfort, and enduring style.
#MDBC2140216

BALTIMORE

1421 WINE SPRING

5 Beds

4 Baths

9,088 Sq.Ft.

$3,848,000

MLS#: MDBC2140216

Live authentically. Millstone Farm circa 1863, a turnkey equestrian estate, with unrivaled pastoral bliss, over 117 pristine acres in the epicenter of our glorious Worthington Valley, an enduring piece of ground. Feel serene as you arrive and meander down the long tree-lined drive. Classic architecture blends seamlessly with spectacular renovation and expansion designed by Patrick Jaronsinski, realized by John Tiralla Builders. Large bespoke kitchen with sublime cooking space flows to open concept lounge area where oversize windows create a light, airy space to contemplate dreamy vistas of pastures and woodlands. A grand formal dining room beckons for spirited dinner parties… retire to your handsome library with a crackling fire for stimulating conversations into the wee hours. Glorious light-filled living room with French doors opening onto expansive lawns. Oversized primary suite, and five other bedrooms for family, and friends. A covered wrap-around front porch with perfect nooks for leisurely afternoons… and watching fireflies. State-of-the-art pool house/gym with home office, full guest suite above looking over pool and tennis court… explore the possibilities. Equestrian facilities include 11-stall bank barn with wash stall, tack room, office, an over-sized outdoor riding ring, and airy, bright 2-bedroom apartment above barn. Additional private owner’s barn features 5 generous stalls, heated tack room, wash stall, and separate pastures. Total fenced acreage includes ten paddocks and three run-in sheds. Gallop through the country-side with the Greenspring Valley Hounds. Be welcomed by our thriving community and embrace farm life. Live in tune with natures circadian rhythms… an invitation to slow down and savor the sunrise and the promise of all that a new day offers… an invigorating game of tennis, a leisurely ride on wooded trails, or enjoy a refreshing swim and take in nature’s paint brushed sky awash with color as the sun sets. Relish a warm outdoor shower then dinner with friends on the flagstone terrace… Millstone invites you to live life to the fullest. Panoramic vistas abound. The air is crisp and clean… the acreage is tillable… a large tract of land in a coveted location, an increasingly rare asset, a legacy property to gather in for generations to come. Stamp your aesthetic on Millstone Farm… create your future there… stay present and love it as much as the generations who have come before you. Starlink internet. Cultivate your existence. The art of uniting human and home.
#MDBC2120628

REISTERSTOWN

13401 LONGNECKER ROAD

6 Beds

6 Baths

9,017 Sq.Ft.

$3,845,000

MLS#: MDBC2120628

Live authentically. Millstone Farm circa 1863, a turnkey equestrian estate, with unrivaled pastoral bliss, over 117 pristine acres in the epicenter of our glorious Worthington Valley, an enduring piece of ground. Feel serene as you arrive and meander down the long tree-lined drive. Classic architecture blends seamlessly with spectacular renovation and expansion designed by Patrick Jaronsinski, realized by John Tiralla Builders. Large bespoke kitchen with sublime cooking space flows to open concept lounge area where oversize windows create a light, airy space to contemplate dreamy vistas of pastures and woodlands. A grand formal dining room beckons for spirited dinner parties… retire to your handsome library with a crackling fire for stimulating conversations into the wee hours. Glorious light-filled living room with French doors opening onto expansive lawns. Oversized primary suite, and five other bedrooms for family, and friends. A covered wrap-around front porch with perfect nooks for leisurely afternoons… and watching fireflies. State-of-the-art pool house/gym with home office, full guest suite above looking over pool and tennis court… explore the possibilities. Equestrian facilities include 11-stall bank barn with wash stall, tack room, office, an over-sized outdoor riding ring, and airy, bright 2-bedroom apartment above barn. Additional private owner’s barn features 5 generous stalls, heated tack room, wash stall, and separate pastures. Total fenced acreage includes ten paddocks and three run-in sheds. Gallop through the country-side with the Greenspring Valley Hounds. Be welcomed by our thriving community and embrace farm life. Live in tune with natures circadian rhythms… an invitation to slow down and savor the sunrise and the promise of all that a new day offers… an invigorating game of tennis, a leisurely ride on wooded trails, or enjoy a refreshing swim and take in nature’s paint brushed sky awash with color as the sun sets. Relish a warm outdoor shower then dinner with friends on the flagstone terrace… Millstone invites you to live life to the fullest. Panoramic vistas abound. The air is crisp and clean… the acreage is tillable… a large tract of land in a coveted location, an increasingly rare asset, a legacy property to gather in for generations to come. Stamp your aesthetic on Millstone Farm… create your future there… stay present and love it as much as the generations who have come before you. Starlink internet. Cultivate your existence. The art of uniting human and home.
#MDBC2120270

REISTERSTOWN

13401 LONGNECKER ROAD

6 Beds

6 Baths

9,017 Sq.Ft.

$3,845,000

MLS#: MDBC2120270

*Discover a rare opportunity to own an expansive 247-acre working farm nestled in the heart of Carroll County, Maryland. This exceptional property offers multiple building lots with subdivision potential, while still providing the option to place land into preservation for long-term value. The centerpiece is a stunning 3,000+ sq. ft. colonial home, featuring 4 bedrooms and 2.5 bathrooms, offering both charm and modern comfort. The farm boasts three serene ponds and an impressive array of outbuildings, including a custom 4-bay garage complete with HVAC and a bathroom, a large bank barn with an attached machine port, a 3-bay mechanics garage, a smaller hay storage barn, and two large pole barns for equipment storage. Additionally, there are multiple sheds, a machine shop, silos, and a grain drying bin production facility (currently inactive). The sale includes the main home and outbuildings, spanning across several tax parcels for a total of 247.8 acres (150.9 acres at 2200 Fairmount Rd, a 6.02-acre parcel, a 20.35-acre parcel, and a 70.525-acre parcel). Approximately 190 acres are tillable, making it ideal for agricultural pursuits. There is also the potential for 14 additional buildable lots, though buyers should verify any subdivision plans with county planning and development. This is a truly unique opportunity to own a piece of Carroll County's rich farming heritage. Professional interior photos coming soon*This listing is also tied Farm listing MLS MDCR2022448 and Lot listing MLS MDCR2022764*
#MDCR2022758

HAMPSTEAD

2200 FAIRMOUNT ROAD

4 Beds

2 Baths

3,200 Sq.Ft.

$3,840,000

MLS#: MDCR2022758

*Rare opportunity to own a working 247acre farm in the heart of Carroll County*Multiple building lots with development subdivision potential*Land is still available to be put into preservation*Beautiful 3,500 sq foot colonial with 4 Bedrooms & 2.5 Bathrooms*3 large Ponds*Outbuildings include: Custom 4 bay garage with hvac/bathroom, large bank barn with machine port covering attachment, 4 bay mechanics garage, smaller barn used for storing hay, very large newer pole barn with storage/equipment area, another pole barn currently used for additional equipment, multiple large sheds, a machine shop, silos, & grain drying bin production facility (currently not being used)*Sale tax info tied to this listing includes existing home, outbuildings, from tax records: 150.9 acres (2200 Fairmount Rd), 6.02 acre Parcel 696 (Fairmount Rd), 20.35 acre Parcel 800 (Fairmount Rd), and 70.525 acre Parcel 689 (Fairmount Rd) totaling 247.8 acres*190 estimated tillable acres*Potential for 14 Buildable lots plus existing large home, buyer would need to clarify with county planning and development for any official subdivision plans*
#MDCR2022448

HAMPSTEAD

2200 FAIRMOUNT ROAD

4 Beds

2 Baths

2,900 Sq.Ft.

$3,840,000

MLS#: MDCR2022448

*Rare opportunity to own a working 247acre farm in the heart of Carroll County*Multiple deeds with development subdivision potential*Land is still available to be put into ag preservation*Beautiful 3,500 sq foot colonial with 4 Bedrooms & 2.5 Bathrooms*3 large Ponds*Outbuildings include: Custom 4 bay garage with hvac/bathroom, large bank barn with machine port covering attachment, 4 bay mechanics garage, smaller barn used for storing hay, very large newer pole barn with storage/equipment area, another pole barn currently used for additional equipment, multiple large sheds, a machine shop, silos, & grain drying bin production facility (currently not being used)*Sale tax info tied to this listing includes existing home, outbuildings, from tax records: 150.9 acres (2200 Fairmount Rd), 6.02 acre Parcel 696 (Fairmount Rd), 20.35 acre Parcel 800 (Fairmount Rd), and 70.525 acre Parcel 689 (Fairmount Rd) totaling 247.8 acres*190 estimated tillable acres*Potential for 14-16 Buildable lots plus existing large home. Buyer would need to clarify with county and land engineering survey company for any official subdivision plans or permits*
#MDCR2022764

HAMPSTEAD

2200 FAIRMOUNT ROAD

None Beds

None Baths

247.8 acres

$3,840,000

MLS#: MDCR2022764

Set in the Town of Chevy Chase, MD, 4405 Elm Street is a newly built home by Corebuild+ and designed by GTM Architects, offering an unparalleled blend of elegance, functionality, and modern luxury. Boasting 6 Bedrooms, 6.5 Bathrooms, and approximately 6,900 total SF across 4 thoughtfully designed levels, serviced by an elevator for ultimate convenience. The Main Level welcomes you through a covered porch into a grand Foyer, flanked by a private Study and a Formal Dining Room. The Dining Room seamlessly connects to the Gourmet Kitchen through a well-appointed Pantry and Wet Bar, creating a perfect flow for entertaining. Anchored by a Gas Fireplace, the Great Room sits across from the Gourmet Kitchen with Dekton Countertops, Miele and Bertazzoni appliances, and Breakfast Area, offering a warm and inviting atmosphere, providing easy access to a covered rear Deck with gas fireplace, expanding the indoor-outdoor living experience. A Powder Room and a coat closet complete this level’s offerings. The Second Level is home to the luxurious Primary Suite, complete with a spa-like Bathroom, a large walk-in closet, and a private outdoor retreat. Three additional Bedroom Suites, and a well-appointed Laundry Room, ensure both comfort and convenience for family and guests alike. The Third Level offers a flexible and stylish retreat, featuring a 5th Bedroom Suite, a Storage Room, and a Lounge Area with a Wet Bar, and access to a spacious Roofdeck. Designed for ultimate versatility, the Lower Level boasts a multifunctional Recreation Room with a Wet Bar, a 6th Bedroom, a Hall Bathroom, and direct access to the attached 2-car Garage, providing ample space for both day-to-day living and leisurely activities. With its sophisticated design, luxurious finishes, and prime location, 4405 Elm St, offers an extraordinary opportunity to experience refined living at its finest, only minutes away from Bethesda and Washington, DC. The property is conveniently located next to Leland Neighborhood Park, Lawton Rec Center, Elm Street Park, Downtown Bethesda shops and restaurants, and more! Zoned for Chevy Chase ES, Silver Creek MS, and Bethesda-Chevy Chase HS.
#MDMC2166782

CHEVY CHASE

4405 ELM STREET

6 Beds

6 Baths

6,000 Sq.Ft.

$3,825,000

MLS#: MDMC2166782

This property offers the perfect blend of rural charm and convenient access to urban amenities. With the potential for annexation into the town of Leonardtown, there are exciting development possibilities on the horizon. Don't miss this unique opportunity!
#MDSM2019494

LEONARDTOWN

CEDAR LANE ROAD

None Beds

None Baths

52.18 acres

$3,800,000

MLS#: MDSM2019494

A picture perfect piece of waterfront in Eastport with views across Back Creek out to the Bay bridge. This impeccable coastal craftsman style home is beautifully appointed making it turn-key for either a forever home or a fabulous weekend escape. A rare find to be nestled in the heart of Eastport located on a serene protected creek with pier and still have expansive views up the Chesapeake Bay all the way to the Bay Bridge. The highly sought-after Eastport location is conveniently walkable to everything Eastport and Annapolis has to offer. Tucked away in a small enclave of homes, this magnificent custom home with 2 car garage was custom built to the highest standards and boasts the perfect floor plan for enjoying the water views. The community pier services the 10 homes (5 single family and 5 townhomes) in the community and your deeded boat slip is located right in your backyard with 20,000lb boat lift and 8' MLW. Inside, the thoughtful floorplan combines an open floor plan with cozy spaces for easy entertaining for small or large gatherings. Featuring beautiful hardwood floors, extensive millwork, gourmet Kitchen, 2 fireplaces, high ceilings and walls of windows that expertly capture the water views. The soaring ceilings, magnificent views, adjoining office, sitting area, fireplace, multiple balconies and spa-like bath makes the Primary's suite a relaxing private retreat to begin and end every day. The main level bedroom suite provides flexibility for one level living and with 5 bedroom, 4 full baths, 2 half baths there is plenty of room for family and friends. Outside the waterside deck and patio across the back of the home is great for dining al fresco on cool summer nights and the lush backyard is perfect for entertaining. Stroll the artful and nautical streets of Eastport to amenities like: restaurants, pubs and street-end parks. Not to mention you are merely steps away from downtown Annapolis and Naval Academy attractions. From this location, just a short cruise on Back Creek and you can venture off to some of the Bay's best cruising and fishing areas or take a turn up Spa Creek and cruise into downtown Annapolis. The historic 18th-century seaport town of Annapolis, Maryland is America's sailing capital. Annapolis offers the perfect balance of small-town charm and big world sophistication. Welcome Home!
#MDAA2123802

ANNAPOLIS

4 LITTLE HARBOR WAY

5 Beds

4 Baths

5,186 Sq.Ft.

$3,800,000

MLS#: MDAA2123802

Stunning coastal waterfront home with pool has everything you are looking for in a forever home! Experience peace of mind whether home or away while residing in this gated property featuring 8600+ sqft across 3 sprawling floors with one level living option providing flexibility and luxury living at its best! The combination of low maintenance finishes, smart design and stunning interior architectural details offers the best of both worlds; comfortable living with all the modern conveniences to enjoy the everyday AND generously sized spaces both inside and out to accommodate gatherings of all sizes. The screened porch with wood-burning fireplace and pizza oven adjacent to the expansive rear deck with recessed hot tub and the lower level patio with heated, saltwater swimming pool with automatic cover maximizes outdoor entertaining. A picturesque setting, elevated and nestled amongst the trees, while still optimizing waterfront living with a private pier, boat lift and multiple slips on a protected creek with easy access to the South River and Chesapeake Bay. Custom built and constructed in 2016, it is evident that no expense was spared! This turn-key property features hardwood hickory floors, elaborate millwork, high-end finishes and tall ceilings throughout. The main level boasts a luxurious Primary suite with vaulted ceiling, pool view and spa-like bath with glass enclosed shower, bubbler tub for the ultimate in relaxation and double vanities for convenience. The deluxe Chefs Kitchen with island and high-end appliances, coffered ceiling Living room with fireplace, dining area, home office/bonus room, powder room and spacious guest room with ensuite bath highlight the elegance of this home. The upper level is adorned with 4 additional bedrooms, 2 adjoined by shared bath, 1 with ensuite bath that also services the 4th bedroom, sitting area and the fabulous oversized playroom/bonus room. The lower level is devoted to fun and leisure with a fully-equipped bar with seating, rec room area with fireplace, gym, and private guest room with ensuite bath. This property is located in the South River school district and it is the ideal location for quickly accessing the South River or Chesapeake Bay by boat, heading by car to Historic Annapolis or hopping on Rt. 50 to get back to Washington, DC. Escape to this waterfront oasis on Gingerville Creek! Welcome Home!
#MDAA2081518

EDGEWATER

71 WALLACE MANOR ROAD

7 Beds

5 Baths

8,620 Sq.Ft.

$3,800,000

MLS#: MDAA2081518

Step inside this remarkable 5,437 square foot bespoke residence and find breathtaking panoramic water and city skyline views unavailable anywhere else in Baltimore. From sunrise to sunset these sweeping views span 180 degrees across 3 sides of the building and take you from the Inner Harbor to the Chesapeake Bay. Located throughout the residence you will find 6 exterior balconies that complement these amazing interior views and provide a seamless transition from the outside world into a level of wraparound splendor. Featuring 7 bedrooms, an office/den, 5 full ensuite bathrooms and 1 entryway powder room this is luxury living at its’ finest and all on one level. A centrally located and spacious open floor plan provides for endless blissful entertaining between the North and South residence wings. Sophisticated modern design & customization is featured throughout including a gourmet kitchen with Miele appliances, butler pantry, remote control window treatments, custom lighting and spacious walk-in laundry room. Extra household items can be stored within the 3 private deeded storage lockers located within the building. Deeded parking spaces for 5 vehicles is provided for within the lower level parking garage. Community amenities include valet parking, 24/7 front desk and security & on-demand security escorts, private parking garage, heated indoor pool, outdoor pool, outdoor entertaining area, private fitness center, multiple guest suites, conference room, meeting room, business center, event room, game room, concierge services, private trash & snow removal, marina, Bellini’s dock bar, DiPasquale’s Italian deli & market, waterfront promenade walking/jogging/biking path and beautifully landscaped grounds. A conveniently located water taxi can take you to explore any neighborhood in the city. With countless shopping, dining and entertaining options just minutes away from this centrally located Inner Harbor property you can enjoy a lifestyle offered nowhere else in Baltimore.
#MDBA2189362

BALTIMORE

100 HARBORVIEW DRIVE 1901

7 Beds

5 Baths

5,437 Sq.Ft.

$3,800,000

MLS#: MDBA2189362

New roof installed November 2024. Osprey Point is a one-of-a kind, highly crafted composition of nature, architecture and art. A private, serene Eastern Shore retreat or family compound with spectacular sunsets, deep-water pier and approximately 1500 feet of shoreline. The manageable 6.69+/-acre park-like setting features west and southwest exposure of Island Creek with prevailing, cooling summer breeze, exceptional panoramic water views, a multitude of beautiful, specimen trees and gardens, sweeping lawns, protective living-shoreline, and small, stone revetment jetties. An additional adjacent , 2.32+/-acre waterfront lot with high elevation and deep water is listed separately and can not be sold prior to sale of house . Designed by Pamela Gardner and built by Peter Hanlon in 1996, this architecturally distinctive yet elegant and classic 5,828 square foot home with two turrets, 10 foot ceilings, gorgeous exposed-beams, stunning woodwork and ten foot ceilings offers light-filled, water views from every room. The warm, open and inviting interior spaces lend to relaxation and enjoyment of the outdoors from within. The waterside pool, patios and porches are wonderful for entertaining guests and the stately entrance and vast, manicured lawns are welcoming. Grand entry within the front turret showcases its beauty with up-lighting. Rear turret includes a scenic third floor overlook with kitchenette for an additional private space to unwind. The first floor includes a large open kitchen featuring hand-painted, ceramic tiles depicting the wonderful wildlife of Chesapeake Bay, a walk-in wine cellar or larder and a separate pantry, the primary bedroom suite with two walk-in closets, a very large office or additional 5th bedroom, great room with wood burning fireplace, cathedral ceiling and large bar area, the family room with gas fireplace and dining area. The formal dining room is located across the hall from the kitchen. There are many hand-crafted built-ins throughout and additional attic storage on the second floor and above garage. Oversized three car garage has fourth bay for boat and outdoor toy storage. Four-zoned heat pumps with gas back up cool and heat the residence and there is also a back-up generator. Osprey Point is situated perfectly between Oxford and Easton. By water, this address also provides quick access to some nearby, locally known beaches, restaurant and ice cream establishments of Oxford as well as the Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina.
#MDTA2007638

OXFORD

28080 BRICK ROW DRIVE

5 Beds

4 Baths

5,828 Sq.Ft.

$3,800,000

MLS#: MDTA2007638

Designed by acclaimed GTM Architects and Megan Lynn Interiors and built by award winning local builder Kevin Kehoe of The Kehoe Group, this elegant custom home exceeds every expectation of today’s discerning buyer. Nestled on a quiet street in the beautiful Town of Chevy Chase, and just steps from downtown Bethesda, this home offers an unparalleled combination of privacy and convenience. Boasting 5 bedrooms and 5.5 bathrooms, the home spans 4,959 square feet under roof. The Kehoe Group has curated luxury finishes and bespoke details throughout every room. Future property taxes to be assessed by Montgomery County.
#MDMC2211172

CHEVY CHASE

4422 WALSH STREET

5 Beds

5 Baths

N/A

$3,799,000

MLS#: MDMC2211172

Luxury Waterfront home in sought-after Glen Oban. Mere minutes to Annapolis by car or boat! This exceptional waterfront residence embodies modern elegance and unparalleled comfort. Thoughtfully designed to showcase its stunning surroundings, the home features an open floor plan with expansive windows, flooding each room with natural light and offering spectacular views of the Severn River and Asquith Creek. With over 4,600 sq ft of meticulously crafted living space, the home boasts soaring ceilings, refined finishes, and a seamless blend of style and functionality. From the chef-inspired gourmet kitchen to the serene primary suite with a private deck, every detail has been curated for both relaxation and entertainment. A welcoming entrance opens into a light-filled floor plan designed to highlight stunning water views from every angle. The spacious living and dining areas feature soaring ceilings, expansive windows, and seamless access to the outdoors, providing an effortless flow for entertaining. The gourmet kitchen is a chef’s dream, complete with high-end appliances, custom cabinetry, and an oversized island, all strategically placed to capture panoramic views of the Severn River. Outside, the 1.53-acre cul-de-sac lot offers a true waterfront lifestyle of 323 feet of waterfrontage and a tram leading to a 90' pier, multiple lifts, and space for a large yacht, complemented by community amenities like a pool, tennis court, and tot lot. Excellent location for commuting with easy access to the Bay Bridge, Rt 2, 50, 97, that provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC.! Attractive destinations such as the Annapolis Harbor, Baltimore's Inner Harbor, St. Michaels, Oxford, and Solomon's Island are only a cruise away. Explore the many local shops, restaurants, doctors/medical offices, and the Naval Academy minutes from your door. This is more than a home – it’s an extraordinary living experience in a breathtaking setting.
#MDAA2105286

ARNOLD

1252 FENWICK GARTH

4 Beds

4 Baths

4,607 Sq.Ft.

$3,799,000

MLS#: MDAA2105286

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