Homes in Brookside

Welcome to this stunning, truly exceptional home offering 5 bedrooms, 4.5 bathrooms, and situated on a private 1-acre cul-de-sac lot backing to trees. As you arrive, you’ll immediately notice the beautifully landscaped grounds, lush green lawn, and the impressive brick and stone front, complemented by a spacious 3-car garage. A newer flagstone walkway leads you to the inviting front entrance and charming stoop. Step inside to a grand two-story foyer featuring hardwood floors throughout the main level. This level offers a private office with French doors and rich mahogany built-in bookshelves, a formal living room, and an elegant dining room. The heart of the home is the expansive two-story family room filled with natural light from an abundance of windows and anchored by a striking stone fireplace. The spacious, updated kitchen is designed for both everyday living and entertaining, featuring quartz countertops, all-new appliances, a large center island, and plantation shutters found throughout much of the main level. Just off the kitchen, a bright sunroom provides the perfect transition to outdoor living. Step outside to a breathtaking, expansive stone patio enclosed by a stone knee wall and covered by a pavilion—ideal for relaxing or entertaining while enjoying the peaceful, tree-lined backyard. The professionally designed and meticulously maintained landscaping enhances the beauty of the entire property. Recessed lighting is featured throughout much of the home, and built-in speakers enhance the experience in both the family room and the lower-level recreation room. Upstairs, a graceful curved staircase leads to an open hallway overlooking the foyer and family room below. The upper level includes four spacious bedrooms, highlighted by a luxurious primary suite featuring a beautifully updated bathroom with a soaking tub, separate shower, dual vanities, and two large closets. A secondary ensuite bedroom offers added privacy, while two additional bedrooms share a convenient Jack-and-Jill bathroom. The fully finished lower level offers incredible versatility, with a fifth bedroom, a full bathroom, two separate storage areas, and multiple living spaces, including a recreation room, an exercise room, and a game room. The custom bar area features granite countertops, a wine fridge, and a beautifully crafted wood bar with stone accents—perfect for entertaining. This home is truly one-of-a-kind, offering both elegance and functionality in every detail. Recent updates include: Roof -Main House, Pavilion and Shed (2018), HVAC (upper level, 2021), water heater (2024), Driveway repaved (2025), Three full bathrooms fully renovated within the last 4 years, Brand new carpet on the upper level (April 2026), Hardwoods refinished (April 2026)

Elegant Virginia Living in the Heart of Warrenton

$2,999,000
5 Beds 6 Baths
A true luxury estate on 61+ private acres bordering the Liberty Reservoir Preserve in Baltimore County. Part of Baltimore Ravens history, Tucked behind a stone-gated entrance and winding tree-lined drive, this extraordinary property offers unmatched privacy, breathtaking natural beauty, and over 8,000 square feet of beautifully renovated living space. Designed with timeless true post-and-beam architecture, the home showcases soaring cathedral ceilings, exposed chestnut beams, original stonework, floor-to-ceiling windows, three stone fireplaces, and spectacular views from every room. The gourmet chef's kitchen features premium stainless appliances, custom cabinetry, a large island, butler's pantry, granite countertops, skylights and seamless access to expansive entertaining spaces. The luxurious primary suite offers a private balcony with panoramic views of ponds, rolling pastures, and protected woodlands. A separate guest cottage provides exceptional accommodations for family or visitors. Perfectly suited for equestrian living, outdoor recreation, or a private family retreat, the estate includes nearly 20 acres of fenced pasture, a stunning 4-stall post-and-beam bank barn, horse trails, 3 run-in sheds, detached garage, lighted tennis court, resort-style pool, and beautifully landscaped grounds. Backing directly to thousands of protected acres of Liberty Reservoir Preserve, enjoy hiking, horseback riding, fishing, wildlife, and complete tranquility, all just minutes from Hunt Valley, Downtown Baltimore, and BWI Airport. Modern updates including fiber optic internet, generator, Andersen windows, Hardie Plank siding, and extensive renovations complement the home's timeless craftsmanship. An irreplaceable luxury estate offering privacy, elegance, equestrian amenities, and one of the most spectacular natural settings in Maryland.

12500 Ivy Mill Rd, Reisterstown

Listing courtesy of Winning Edge. Contact: 4434636009

$1,699,000
6 Beds 6 Baths
Experience unparalleled luxury on a private, impeccably landscaped 10.6-acre estate featuring a stunning five-bedroom main residence, a beautifully finished guest house, a resort-style saltwater pool and spa, an attached 2-car garage, and an impressive heated detached 5-car garage. Exceptional craftsmanship and timeless design define every space, with rich hardwood flooring spanning the first and second levels, creating a home that is equally suited for grand entertaining and everyday living. At the heart of the home is a chef's kitchen featuring inset cabinetry, quartzite countertops, a professional Viking gas range, Sub-Zero refrigeration, and a refined gas fireplace—designed for both everyday living and gracious entertaining. The kitchen flows seamlessly into the expansive living room, anchored by an oversized fireplace and framed by panoramic views of the pool and secluded woodlands. Upon entering from the attached 2-car garage, you're welcomed by a well-appointed mudroom with dedicated laundry. The main-level primary suite serves as a private sanctuary, offering luxurious finishes, a spa-inspired ensuite bath, and serene garden vistas. Upstairs, a second primary suite features a luxurious ensuite bath, a second laundry area, and a secluded deck overlooking the pool and woodlands. Two additional bedrooms, each appointed with fine millwork and bespoke finishes, are complemented by a light-filled secondary living room with vaulted ceilings, abundant natural light, and private outdoor decks, creating an inviting space for relaxation. The lower level offers abundant ceiling height, a luxurious full bath, and a spacious fifth bedroom—ideal for guests, multigenerational living, a home office, or a private retreat. Step outside to your own resort-style retreat. Rich wood ceilings grace the expansive wraparound porch while professionally designed landscaping frames multiple alfresco entertaining areas. The saltwater pool and spa create a peaceful setting for entertaining and quiet relaxation. The beautifully finished guest house features hardwood floors, a gourmet kitchen with granite countertops, generous living space, laundry, and a stately bedroom, providing exceptional accommodations for extended family or overnight guests. The detached 45' x 30' heated garage is a car enthusiast's dream, thoughtfully designed to accommodate a vehicle lift or stacked storage. Blending the tranquility of a private country estate with the convenience of nearby shopping, dining, major commuter routes, and walking access to Gunpowder Falls State Park, this exceptional property offers a lifestyle that is both refined and inviting. Rarely does a home combine this level of craftsmanship, privacy, and resort-style living in such a coveted setting.

15113 Jarrettsville Pike, Monkton

Listing courtesy of Next Step Realty. Contact: 4439012200

$3,000,000
5 Beds 7 Baths
This custom-built estate in the prestigious Courtland Rural Village community is gracefully sited on nearly 20 wooded acres with frontage along scenic Goose Creek. Built by renowned Creighton Enterprises, this secluded manor estate offers over 7,600 square feet of refined living space, combining timeless architecture, modern technology, and extraordinary privacy in one of Loudoun County's most exclusive conservation communities. Beyond a custom wrought-iron security gate, a sweeping drive winds through professionally landscaped grounds before arriving at the residence, creating a memorable approach befitting a private country estate. A grand circular carriage sweep, extensive hardscaping, and mature woodland surroundings establish a dramatic sense of arrival, while the property's frontage on Goose Creek and neighboring conservation land provide an incomparable natural setting, just minutes from Leesburg's shops, restaurants, wineries, and commuter routes. Inside, thoughtfully designed living spaces blend sophistication and functionality. Formal and informal gathering areas are anchored by multiple fireplaces, expansive windows framing park-like views, and finely crafted architectural details throughout. The gourmet kitchen is designed for both everyday living and elegant entertaining, featuring an induction cooktop with motorized pop-up ventilation, dual dishwashers, generous storage, and two pantries. Occupying its own private wing, the luxurious primary suite offers a true retreat within the home. The thoughtfully designed space features a raised sleeping area, fireplace, sitting room, and private balcony overlooking the property's serene wooded surroundings. The dedicated dressing room with a granite-topped double vanity leads to a spa-inspired bath with a freestanding soaking tub and oversized frameless glass shower. Two custom walk-in closets provide exceptional storage and organization. Each secondary bedroom is generously proportioned and complemented by a spacious closet and private en suite bath, creating a comfortable and refined experience for family and guests. The walk-out lower level is designed as an entertainer's retreat, featuring a custom bar with dishwasher, wine cooler, and microwave, spacious recreation areas, a guest suite, and direct access to the covered patio and outdoor living spaces. The expansive deck, covered patio, and outdoor kitchen provide seamless indoor-outdoor entertaining opportunities while overlooking the property's picturesque wooded landscape. Modern infrastructure and efficiency enhancements elevate the home well beyond typical luxury offerings. Highlights include a Tesla Solar Roof, two Tesla Powerwall 3 battery systems with six expansion packs, a permanently installed backup generator, whole-house spray foam attic insulation, three-zone HVAC with smartphone controls, whole-house water filtration and softening systems, and a comprehensive Vivint security and surveillance system. Additional conveniences include upper and lower-level laundry facilities, a 16-zone irrigation system, invisible fencing, and a three-car side-load garage complemented by extensive guest parking. Rarely does a property offer this level of privacy, natural beauty, architectural presence, and modern efficiency in a location so convenient to downtown Leesburg, Dulles Airport, and Northern Virginia's renowned wine country.

21750 Laurel Wood, Leesburg

Listing courtesy of Keller Williams Realty. Contact: 7034309008

$1,600,000
7 Beds 8 Baths
Welcome to Rocky Top, a truly extraordinary custom log estate nestled on 15.22 private acres in the Wilson School District. Public records reflect 10.54 acres; however, the sale includes an additional 4.68-acre adjoining parcel, resulting in a combined total of 15.22 acres. Combining timeless craftsmanship, remarkable amenities, and incredible versatility, this one-of-a-kind property offers a rare opportunity to own a private retreat, multigenerational estate, or property with hospitality and event potential. A wraparound porch stretching nearly one-third of a city block invites you to relax and enjoy views of mature trees, ponds, manicured grounds, and the peaceful natural surroundings. At the heart of the home stands a breathtaking 32-foot stone fireplace spanning from the finished lower level to the soaring Great Room. Constructed using over 1,000 square feet of stone harvested directly from the property, this architectural centerpiece showcases the exceptional craftsmanship found throughout the estate. The main level features an eat-in kitchen, oversized pantry, formal dining room, laundry room, sunroom with access to a private courtyard, and two bedrooms. One bedroom offers a full bath, while the second features a wood-burning fireplace and attached half bath. Built on a Superior Walls foundation, the home is heated by a 13-zone radiant floor heating system supplied by an oil boiler and supplemented by a connected wood/coal furnace that has served as the owners' primary heat source. The second floor includes a luxurious primary suite with a sitting area, walk-in closet, jetted tub, separate shower, and private balcony overlooking the backyard. Two additional oversized bedroom suites each feature walk-in closets and private full bathrooms. Throughout the home, closets are lined with aromatic cedar, adding both character and functionality. Front and rear staircases provide convenient access throughout the home. Above the oversized four-bay garage is a separate living area with its own private entrance. Previously used as a bridal suite and conference space, it includes a kitchenette, two bedrooms, and a half bath. This flexible space is ideal for guests, extended family, home office use, or other possibilities. Designed for entertaining, the finished lower level offers approximately 1,300 square feet of finished living space featuring a large media and game room, wet bar, additional kitchen, half bath, and a commercial catering kitchen with prep area. An additional 559 square feet of storage space provides exceptional functionality and flexibility, making this level ideal for entertaining, hospitality operations, or everyday living. For more than 20 years, the current owners successfully operated a bed and breakfast and thriving wedding/event venue. Outdoor amenities include a pavilion and outdoor bar capable of hosting large gatherings, a gazebo overlooking a waterfall, two ponds, outdoor barbecue area, extensive parking, and equipment storage. Additional features include over 100 interior doors, 13 exterior access points, a laundry chute, abundant storage, and countless custom details throughout. Whether you're seeking a private luxury retreat, multigenerational residence, hospitality opportunity, or a truly unique estate property, this remarkable offering delivers unmatched character, flexibility, and natural beauty. Property may be suitable for hospitality, event, corporate retreat, multigenerational, or private estate use. Buyers should verify any intended use with local zoning authorities.

2101 Old Lancaster Pi, Reinholds

Listing courtesy of Daryl Tillman Realty Group. Contact: 6109850224

$949,000
5 Beds 5 Baths
Wow, approximately 4582 finished square ft! Experience the perfect blend of modern comfort and peaceful country living in this like-new contemporary ranch home, ideally situated on 10 scenic acres with breathtaking mountain views and no HOA restrictions. The sale includes an additional 5-acre parcel (Tax Map #07-A-3H), creating a rare opportunity to own a total of 10 acres of privacy, recreation, and future potential. Even better, the additional parcel is already approved for a 4-bedroom home, offering the flexibility to build a guest house, multigenerational residence, income-producing property, or future expansion. Designed for effortless one-level living, this turnkey 5-bedroom, 4.5-bath home offers an open-concept layout filled with natural light. The spacious living and dining areas flow seamlessly into the gourmet kitchen, which features a large island with breakfast seating and a custom gas fireplace as the centerpiece of the main living space. Wake up to mountain views from the luxurious primary suite, complete with a cathedral ceiling, barn door entry, and a spa-inspired en-suite bath featuring a soaking tub, separate vanities, and a walk-in shower. Outdoor living is just as impressive, with a covered front concrete porch showcasing panoramic mountain views and a covered rear patio with an outdoor gas fireplace—perfect for year-round relaxation and entertaining. Additional features include a dedicated main-level laundry room with a dog wash station, an attached two-car garage, a concrete walkway to the front entrance, and Starlink satellite service. The finished walk-out lower level expands the home’s versatility with a full bath and plumbing for a sink, refrigerator, and microwave—ideal for guests, multigenerational living, or the ultimate entertainment space. A secondary washer and dryer hookup is also available in the basement. Recent improvements include a septic system pumping in January 2026 and a sump pump battery backup for added peace of mind. Move right in and enjoy the best of country living with modern conveniences, stunning mountain views, and room to grow. With 10 total acres, a buildable 5-acre parcel, and endless possibilities for future expansion, this property offers a unique opportunity that’s increasingly difficult to find. Be sure to explore the attached 3D tour.

886 Middle Fork Rd, Cross Junction

Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362

$1,345,000
5 Beds 6 Baths
Welcome to this spectacular log home built in 2008 situated on 10 acres just south of beautiful, historic Gettysburg. Plum Run Creek runs through the back portion of the property. The generous and open living space on the main floor includes a great room with gas fireplace, dining room, and kitchen. Separate tiled floor room currently set as a dining room could be a sunroom or home office. Enjoy the sweeping views of the property from the main level wrap-around deck. The laundry room is near the kitchen and has ample storage and counter space for a butlers pantry. Primary suite is also on the main floor with full bath and walk-in closet. The second floor includes a loft sitting area, 2 bedrooms and full bath. Stairs from the main level connect you with a completely finished lower level that walks out to the rear of the home. It is currently finished as 1600sf of entertaining space with bar, sitting area. One bedroom and full bath finish out the space. There is a utility room and storage as well. Please don't miss the separate, private 600 sf apartment above the 3 car garage. Possible rental income, space for guests, or live-in help. The garage also includes a full bath for easy clean up after projects! Other features include a central vac, geothermal 6 ton heat pump and in-floor radiant heat in the basement. The second floor has self-controlled heat pump units. Garage has propane heat and the apartment above has its own propane furnace and AC. Make this spectacular home your own! 2026 crops reserved. The 600sf apartment is included in the total, estimated square feet. Tax assessment and taxes are only an estimate due to the subdividing of the property.

2002 Taneytown Rd, Gettysburg

Listing courtesy of Jeff A. Shaffer Real Estate, Inc.. Contact: 7174202981

$4,700,000
5 Beds 6 Baths
Welcome to Glendalough, a truly special “gentleman’s farm” where peace, privacy, and nature converge. Accessed via a long, private driveway, this 18-acre estate is a haven for outdoorsmen, nature lovers, and those seeking a quiet rural retreat. Protected by the Willistown Conservancy Trust and featuring two serene ponds, the grounds offer a landscape defined by natural light and memorable sunsets. This stone colonial has been lovingly maintained, showcasing a classic stone exterior and a cedar roof, all framed by mature, lush landscaping. Inside, you’ll find a home of understated elegance. MAIN LEVEL A gracious foyer leads to fireside living with a large picture window framing pastoral views. The formal dining room features charming built-ins, flowing into a large, updated kitchen and a generous breakfast room. The family room addition is striking, boasting high ceilings, a stone fireplace, and expansive windows that offer what may be the most spectacular views in Willistown Township. Multiple doors lead to a patio and deck overlooking the pool and remarkable views. SECOND LEVEL Features five spacious bedrooms and four baths. The primary suite is a private retreat with its own fireplace, ample closet space, and attached bath. The additional bedrooms offer a flexible layout, perfect for family or guests. ART STUDIO Creative spirits will be inspired by the separate, dedicated art studio, boasting high ceilings, a basement, fireplace, and full bathroom. Bathed in natural light and tucked away from the main house, it provides the perfect quietude for any artistic pursuit. Or, with all its amenities, this could be easily converted into a guest home! Nestled within the rolling, protected landscapes of Willistown Township, this special property represents the pinnacle of the Chester County “gentleman’s farm.” This is a property designed for those who seek the quiet dignity of a rural retreat without sacrificing the refinements of modern life. It is where the rhythmic pace of the seasons meets the sophisticated pulse of the Main Line. Glendalough is more than a residence; it is a legacy. It is a rare opportunity to own a piece of Willistown’s rural splendor that balances the heritage of the past with the luxury of the present. Life at Glendalough is defined by its serene, pastoral character. As a hobby farm, the property offers more than just acreage; it offers a lifestyle of curated agricultural hobbyism. Whether your passion is equestrian pursuits, artisanal gardening, or simply the stewardship of historic Pennsylvania land, Glendalough provides the infrastructure and the atmosphere to indulge those desires. Located within minutes of the prestigious Radnor Hunt Club, the estate is situated in the heart of horse country, where a network of trails and a deep-seated tradition of fox hunting and trail riding still thrive. While the setting feels worlds away from the city, Glendalough is “conveniently located” in every sense. It offers a rare paradox: the ability to check on your pastures in the morning and be in a boardroom or a world-class restaurant by noon. Minutes from regional rail and Amtrak service, providing a seamless commute to Philadelphia or New York. For international travel, Philadelphia International Airport is easily accessible. Ideal for the equestrian, the property includes a 6-stall barn with a tack room and a wash room. The second floor features a bright, rustic loft with potential for conversion into a small guest apartment or staff quarters.

137 Davis Rd, Malvern

Listing courtesy of BHHS Fox & Roach-Rosemont. Contact: 6105276400

$4,350,000
7 Beds 7 Baths
Welcome to Shadowfax Farm! Situated along the border of Thomas Jefferson's Monticello plantation, this extraordinary 69 acre estate offers a rare combination of historic surroundings, luxury living, and premier equestrian amenities just 15 minutes from downtown Charlottesville. Consisting of three separate parcels, the property presents exceptional flexibility for future development, investment potential, or the ability to sell parcels in the future. The custom-built brick residence encompasses approximately 10,802 finished square feet with 7 bedrooms, 5 full baths, and 2 half baths, thoughtfully designed for both grand entertaining and comfortable everyday living. The estate is further enhanced and protected by being adjacent to over a quarter mile of the Rivanna River, creating a remarkably private and scenic setting. Equestrian improvements are equally impressive and include an eight-stall horse barn with tack room and attached 2-bedroom, 2-bath apartment, a roughly 200'x100' outdoor riding ring, multiple run-in sheds, and over 40 acres of fenced pasture divided into multiple paddocks for rotational grazing and riding. Surrounded by protected historic lands, much of the neighboring property can never be developed, preserving the estate's exceptional beauty, privacy, and long-term value. Conveniently located near several award-winning Virginia wineries, this is a once-in-a-generation opportunity to own an iconic Central Virginia estate in one of the region's most historically significant and picturesque settings. By appointment only.

1636 Milton Rd, Charlottesville

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2172859000

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