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$948,800
5 Beds ⋅ 3 Baths
Tucked beneath mature shade trees in the heart of Middleburg, this five-bedroom farmhouse pairs historic character with thoughtful updates. Inside, original heart pine floors run throughout, paired with tall windows, deep crown molding, and the kind of vintage cast-iron radiators that give old Virginia homes their warmth. The front living room centers on a wood-burning fireplace with a classic painted mantel, while the adjoining dining room offers built-in shelving and a capiz-shell pendant overhead. The kitchen presents a well-sized blank slate, ready for a future owner's personal touch. A first-floor bedroom adds welcome flexibility for guests, in-laws, or main-level living. Upstairs, four additional bedrooms share the same wide-plank floors and generous natural light, served by two full baths with tiled shower surrounds, rounding out the home's three full baths. Outside, the aerial view tells the rest of the story: a quiet, tree-canopied street lined with charming homes, open pasture and the Blue Ridge foothills rolling out just beyond town. It's classic Middleburg — walkable, historic, and horse-country close, minutes from the village's shops, restaurants, and wine country beyond. A rare opportunity to own a piece of Middleburg's architectural character with modern-day livability already built in. Note: a new HVAC/AC system is already scheduled for installation, taking one more item off the new owner's to-do list.

107 Walnut, Middleburg

Listing courtesy of Corcoran McEnearney. Contact: 5406876321
$2,695,000
5 Beds ⋅ 5 Baths
Welcome home to Woodland Farm: a legacy equestrian estate in the heart of Loudoun County. Experience the pinnacle of Loudoun County living on this extraordinary 16-acre sanctuary. Woodland Farm offers a rare convergence of country elegance, professional equestrian facilities, and multi-generational flexibility. Pass through stately stone pillars and follow a winding paved drive that crosses a clear, spring-fed stream. Resting atop a private knoll, the custom stone and hardiplank manor commands panoramic views of rolling hills and lush pastures. This is more than a home; it is a retreat designed for both peace and presence. Inside, the home reveals a careful balance of grandeur and warmth. Sunlight pours through expansive windows beneath soaring 14-foot ceilings, illuminating spaces designed for both gathering and quiet retreat. The great room anchors the home, where floor-to-ceiling french doors open onto a sweeping pool terrace, inviting the outdoors in. At its center, a striking double-sided stone wood-burning fireplace creates a natural flow into the formal dining room, making it easy to imagine evenings filled with conversation, laughter, and celebration. Nearby, the library offers a more intimate setting, where a gas fire flickers softly during quiet conversations, while the main-level theater room promises immersive cinematic nights. The kitchen serves as the heart of it all—a place where daily life and entertaining intertwine. With its expansive social island and seamless connection to dining spaces, it becomes a natural gathering point, whether for casual mornings or lively dinner parties. The home’s thoughtful design extends to its private wings, where the east wing offers a serene primary suite alongside two additional bedrooms, while the west wing provides two oversized bedrooms each with their own ensuite bathroom, creating a sense of separation and comfort for family and guests alike. Beyond the main residence, Woodland Farm fully embraces its identity as a working equestrian estate. A five-stall center aisle barn stands ready for daily routines, complemented by a fenced riding arena and four well-maintained paddocks that support rotation and turnout. The land itself invites exploration—gentle acreage for riding, wooded trails for wandering, and the ever-present stream offering a place to pause and reflect. There is room here not just to live, but to grow, with space for future barns, arenas, or expanded facilities. Enjoy warm summer days gathering around the pool, where wide stone patios and covered wood decks set the stage for long Virginia evenings under open skies. And tucked away with their own entrance and parking, two private guest apartments overlook the woods and stream, offering flexibility for extended family, rental opportunities, or a peaceful remote workspace. Though the property feels deeply secluded, it remains closely connected to the world beyond. Starlink high-speed internet supports modern living, while the nearby village of Middleburg provides access to fine dining, charming boutiques, and the surrounding wine country. Woodland Farm is a place where elegance meets function, where open land meets thoughtful design, and where each day carries a sense of both escape and belonging.

38386 Little River Tpke, Middleburg

Listing courtesy of MAXVALUE, REALTORS. Contact:

$3,875,000
5 Beds ⋅ 7 Baths
Stunning custom-built offering over 10,000 sq. ft. across three levels, combining exceptional craftsmanship, advanced technology, and refined design. Set on a beautiful homesite in Middleburg, this 2x6 constructed residence features wide-plank hardwood floors throughout the main and upper levels, 8-ft interior doors, and ceiling heights of 10 ft on the main level and 9 ft on both the upper and lower levels. The main-level primary suite includes a private sitting room with fireplace, custom walk-in closet with built-ins, and a spa-style bath with dual sinks, an oversized walk-in shower with benches, and elegant finishes. A second primary suite on the upper-level offers a private sitting room, three large walk-in closets with built-ins, vaulted ceilings, a spacious spa bath with separate his-and-her toilet rooms, dual vanities with tower storage, an extra-large shower with benches, and a soaking tub. Three additional en-suite bedrooms feature generous walk-in closets; two include showers with benches and one includes a tub/shower. The gourmet kitchen features a Wolf wall steam oven, Wolf warming drawer, 36" Sub-Zero column refrigerator and freezer, 24" Sub-Zero wine column, under-counter beverage center, and hardwood flooring. The home is wired with ceiling speakers throughout and includes Comcast high-speed internet. The partially finished lower-level features matching wide-plank–style LVT flooring, 9-ft ceilings, and flexible spaces for recreation, fitness, along with future customization. A 5-ft fire-rated Liberty safe also conveys. The Guardian security system includes whole-house water shutoff with sensors, 8 exterior recording cameras, an IP/cloud system, and a wall-mounted interface for control. Mechanical systems include high-efficiency Trane HVAC units with fresh-air replacement and air scrubbers, tankless hot water heaters, a 1,000-gallon propane tank (Valley Energy auto-fill), and wiring for a whole-house generator. Garages include two mini-split systems for climate control and two 240V EV charging receptacles. The home is served by a 55 gpm well and a 5-bedroom-rated septic with double-tank system, with an Architectural shingle roof for peace of mind. Oversized circular driveway (approx. 20 ft wide) includes a second asphalt top coat recently added by builder. First-year builder warranty and a paid HVAC service plan through 2026 are included. Additional features include Climate-controlled garages, wide-plank wood floors throughout, built-in closet systems, ceiling LED lighting in all bedrooms, and chandeliers in the upper-level primary suite and bath. All three levels offer functional, flexible layouts and high-end finishes. This newly built Middleburg home offers luxury, advanced home systems, and thoughtful design throughout—ready for immediate enjoyment. Certain furnishings are available for purchase under a separate bill of sale

37291 Seabiscuit Park Pl, Middleburg

Listing courtesy of Corcoran McEnearney. Contact: 5406876321
$3,899,900
5 Beds ⋅ 4 Baths
A completely reimagined estate designed in collaboration with renowned Middleburg architect Timothy Clites. This modern farmhouse is a breathtaking fusion of refined luxury and timeless equestrian elegance, set on 12 acres in the coveted Atoka Chase community with paved roads. An entry framed by original historic stone walls leads to a home and barn cottage that has been completed to the highest standard, surrounded by expansive stone porches capturing panoramic views of rolling pastures and the Blue Ridge Mountains on all sides. Every room was intentionally positioned to frame the intensely beautiful sunrises and sunsets, offering panoramic views from every window and filling the home with natural light from dawn to dusk. Inside, the thoughtful floorplan blends traditional craftsmanship and contemporary sophistication with oak hardwood flooring, shiplap walls and ceilings, vaulted spaces featuring exposed antique beams sourced from local barns, custom closets, designer lighting, heated tile floors and ceiling fans throughout. The main-level primary suite offers incredible western sunset views, a private outdoor screened porch and a bath with heated floors and towel racks. A study with a wood stove and an adjacent office/guest suite is equipped with high-speed fiber internet for seamless remote work and access to an additional full bath all on the main level. The chef’s kitchen is both striking and efficient, featuring heated floors, a gas range, two dishwashers, ice maker and stainless-steel appliances. French doors off the mud room open to the rear covered porch and outdoor kitchen offering a one and only outdoor entertaining space. The living room centers around a dramatic stone wood-burning fireplace, pool views to one side and mountain views out the other. The upper level includes three additional bedrooms and two full baths, each with hardwood flooring, heated tile floors and towel warmers. Large dormer windows provide abundant natural sunlight and mountain views. Every mechanical and electrical system is updated, reflecting the level of detail and investment poured into this property. There is a large unfinished basement with a bathroom rough-in and fireplace. The outdoor living experience rivals a private resort, with a heated saltwater infinity pool and spa overlooking the pastures, Sonos surround sound system, a flagstone patio, gas firepit, a fully equipped outdoor kitchen with gas grill, refrigerator, and a dedicated ice maker. The property is a turnkey horse facility with board-fenced pastures, automatic waterers, electric fencing, run-in sheds with electric and individual two-stall barns—all lined with oak milled from Middleburg trees and clad to match the main residence for perfect visual harmony—as well as a dedicated tack room, covered parking/equipment storage, and a comprehensives smart home security system with exterior cameras for full remote monitoring and peace of mind. Every detail was curated to balance beauty, efficiency, and the ease of a true horse lifestyle. This property is more than a home; it is a masterwork of architecture, design, and lifestyle—an unparalleled Middleburg estate where luxury, privacy, and function meet.

34642 Atoka Chase Ln, Middleburg

Listing courtesy of Douglas Elliman of Metro DC, LLC. Contact: 7035524180
$2,950,000
5 Beds ⋅ 5 Baths
Elegant Vineyard Hunt Box at the Residences at Salamander completed and ready for move-in on very-convenient-to-town Lot 19! Be among the first to own a thoughtfully designed Vineyard Hunt Box in the exclusive Residences at Salamander—a luxury community set adjacent to the Salamander Resort & Spa in the heart of Middleburg��s iconic Wine and Hunt Country. This spec home begins construction in June 2025 with an anticipated completion in 8–10 months.<> Situated on a deep, sought-after lot, this home features four bedrooms and four full baths. A flexible library/bedroom with full bath on the main level offers versatility for guests, work-from-home needs, or additional sleeping quarters. Main level features include: Spacious primary suite with ensuite bath Flex library/bedroom with full bath Light-filled open-concept great room and kitchen with expansive rear glass doors and clerestory windows Oversized two-cook kitchen with a 48” Wolf/Sub-Zero range, 36” Sub-Zero refrigerator, Cove dishwasher, Wolf microwave drawer, and upgraded countertop and backsplash Full walk-in pantry and large mudroom/laundry Wide board European oak flooring throughout Coffered tray ceilings in the primary, flex space, and foyer 10’ ceilings on the main floor Lower level features: Three bedrooms all ensuite Family/media room ideal for gathering and entertaining 9’ ceilings and view-out windows for ample natural light Additional features include: Over 1,100 sq ft of covered bluestone slate porches for year-round outdoor living Standing seam metal roof with black half-round gutters Low-E, floor-to-ceiling insulated windows and doors Prepped garage foundation for future build-out (with or without pool bath) Designer lighting and plumbing packages with dimming capabilities Irrigation and farmhouse-style landscape package Clean, neutral interior finishes that blend Hunt Country charm with modern simplicity As a resident of the Residences at Salamander, you’ll enjoy a serene lifestyle within walking distance to resort amenities, fine dining, boutique shopping, and vibrant community experiences—all set against the backdrop of Virginia’s rolling hills and equestrian heritage. Secure your place in one of Middleburg’s most prestigious addresses.

505 Martingale Ridge Dr, Middleburg

Listing courtesy of Corcoran McEnearney. Contact: 5406876321
$4,995,000
5 Beds ⋅ 10 Baths
Perched majestically in Virginia's prestigious Hunt Country, "The Looking Glass" estate offers an unparalleled living experience across 30 breathtaking acres. Named for its sweeping panoramic views of the mountains and neighboring vineyard, this Tuscan-inspired masterpiece seamlessly blends old-world charm with modern luxury. The magnificent main residence spans 17,000 square feet, with 11,000 square feet of meticulously designed living space on the first two levels and an additional 6,000 square feet on the lower level with room for further customization. Featuring five sumptuous bedrooms and ten elegant bathrooms, the estate creates an atmosphere of refined opulence through its exceptional construction and meticulous maintenance. The exterior showcases a harmonious blend of stone and stucco, complemented by distinctive arched doorways and windows that define its architectural character. Inside, rich hardwood, natural stone, and luxurious marble flooring extend throughout, while wrought iron staircases add to the estate's old-world ambiance. Outdoor entertaining reaches new heights with a heated pool and spa adjacent to an inviting pavilion featuring a stone terrace and outdoor fireplace—all overlooking the estate's stunning grounds and breathtaking vistas. The property is further enhanced by a spacious 2,500-square-foot guest house offering four bedrooms, generous living spaces, and a full kitchen. Equestrian enthusiasts will appreciate the connecting eight-stall stable with its grand ceiling, convenient wash stall, and well-appointed tack room. "The Looking Glass" represents an extraordinary opportunity to own one of Hunt Country's most distinguished estates.

38793 Chelten Ln, Middleburg

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