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1663 Hatchers Mill Rd, Middleburg
$9,875,000
5 Beds ⋅ 7 Baths ⋅ VAFQ2024212 MLS ⋅ ACTIVE Status
Rarely does a horse property of this caliber become available in Middleburg, Virginia. Located just minutes west of town, this exceptional 100+ acre farm is anchored by a gracious 9,500+ square-foot main residence spanning three levels, offering five bedrooms including a guest apartment on the main level. Potential for a home office with separate entrance and full bath in the basement that is currently being used as a gym. A renovated chef’s kitchen, updated baths, reclaimed wide-plank hardwood floors, 10-foot ceilings, refined lighting, and fresh paint leave this home polished and move in ready. Heated pool with electric cover and pool house, along with two 2-car garages. The extraordinary equestrian facility is what truly sets this property apart. An exceptionally built 12-stall center aisle stucco barn with Classic Equine Stalls features two wash stalls, tack room with custom cabinetry and granite counter tops, office, laundry with full bath, feed room, blanket room, and three car garage. Above is a beautifully appointed two-bedroom apartment along with a rider's lounge, as well as two large haylofts with hay drops. The entire second floor is concrete, and both the apartment and lounge have a commercial fire rating. Steps from the barn is a 200' x 100' covered riding arena with mirrors and a 6-horse Kraft walker with central round pen, both with custom footing and lights. Nine fenced paddocks with run-in sheds, an additional 2-stall convertible barn and excellent ride-out complete the equestrian amenities. The very large three-bay equipment shop and pond round out this remarkable Middleburg farm. There are two large generators that run the entire house and barn complex. Multiple wells on property are interconnected to ensure backup water to house and barn. High speed fiber throughout. Extensive trails and entire east side of the property is bordered by Cromwell’s Run creek. The farm is located in Northern Fauquier County, within the Orange County Hunt and is in a VOF conservation easement. See documents section for floor plans and more. Be sure to watch the video! <iframe src="https://listings.upwardstudio.com/videos/01a11163-2247-706c-a6fc-ae20d7f55906" width="640" height="360" frameborder="0" allow="autoplay; fullscreen; picture-in-picture" allowfullscreen style="border: 0"></iframe>

1663 Hatchers Mill Rd, Middleburg

22330 Sam Fred Rd, Middleburg
$4,700,000
7 Beds ⋅ 9 Baths ⋅ VALO2137310 MLS ⋅ ACTIVE Status
Fox Meadow Farm — an exceptional 61-acre country property in an outstanding Middleburg location, just minutes from town and situated in the heart of the Middleburg Hunt country. The main residence, built circa 1989 and thoughtfully updated in 2005, offers 7 bedrooms, 6 full baths, 3 half baths, and 5 fireplaces. Beautiful wood floors, high ceilings, and generous proportions create a warm and inviting interior, while nearly every main-level room opens directly to a spacious brick-floored sunroom overlooking the grounds. The property is exceptionally well improved for both comfortable country living and equestrian use. A 2022 guest house provides additional accommodations, complemented by a 3-car attached garage and a 1-bedroom apartment. The primary stable includes 4 stalls, tack room, and wash stall, with a 2-bedroom apartment above. Additional improvements include a shop, second stable, and multiple run-in sheds. The 61 acres are predominantly open, level to gently rolling, and highly usable, with board fencing, two small ponds, and excellent ride-out directly into the surrounding countryside. Located in the Middleburg Hunt territory and protected by a Conservation Easement, Fox Meadow Farm offers a rare combination of location, acreage, exceptional improvements, and established equestrian amenities.

22330 Sam Fred Rd, Middleburg

35387 Creek Ridge Ln, Middleburg
$4,850,000
7 Beds ⋅ 10 Baths ⋅ VALO2134242 MLS ⋅ ACTIVE Status
"Game Creek", imposing, 10,000 sq.ft., grand country house very privately situated on 31 acres in a sought-after location, seven minutes to the town of Middleburg and ten minutes to Foxcroft School. This home offers 7 bedrooms, 8 full and 2 half baths, 5 fireplaces, 12 foot ceilings on the ground floor, and a dream first floor primary bedroom suite including a sitting room with stone patio, a yoga parlor, private laundry room, large bath with a soaking tub and shower with 5 shower heads and steam bath, his and hers walk-in closets, and a bed chamber with fireplace and French doors to a second stone patio. The Baronial-style living room has striking features with 20 plus foot ceilings and a massive stone fireplace, pub beams, three French doors to a terrace and a wrap-around library on the second level overlooking the living room. The dining room features a serving alcove served by a walk-through pantry from the kitchen and three French doors to the garden. The fully fitted kitchen has a center island and a see-thru fireplace to a bright and airy breakfast room. A well-planned mud room for coats and boots and a half bath are off the kitchen. A hall featuring a wet bar, mini refrigerator and half bath leads to the family room, again with a fireplace, which also connects to the living room and opens to a long covered patio with fireplace, and a back staircase that leads up to the children's wing offering a playroom, 3 bedrooms and 2 baths. Also on this level is a fourth bedroom with bath, sitting room, a child's library and second laundry room. From this level, one can access the 3rd level which can be a home office, studio, bonus room, etc. with a full bath. At the other side of the house on the second level is the guest suite featuring a sitting room with wet bar and refrigerator, access to a private, covered porch overlooking the grounds, 2 bedrooms and 2 baths. Where one enters the home there are two formal staircases - one on the right leads to the guest suite and on the left, to the children's quarters. At the top of the steps there is an open hall leading from one side to the other. The lower level features a 135 bottle climate-controlled wine cellar, a media room, full bath with steam shower and an exercise room. The heart-shaped heated swimming pool and spa includes a cabana, an outdoor shower, and a pool bath is available. The upstairs of the 3 car garage is an all-purpose space with kitchenette. The 31 acres offers long frontage on Goose Creek (considered a river by Virginia). A wonderful and historic 20 foot wide waterway offering opportunities to fish, kayak and swim. For more information on Goose Creek, visit Goose Creek Association. Access to the river is by well maintained grassy trails through the forest. There is also a 4 stall stable with paneled tack room, lounge, wash stall and lots of equipment storage. The house is well equipped with two propane gas furnaces on the first floor with electric air conditioning and the rest of the house has four heat pumps. There is also a heat pump for the garage second floor. There is a generator for the house and a generator for the garage. There are 3 fresh air ventilator systems that serve the house. The house has a full security system. Starlink is available. The roof is copper and the floors are elegantly appointed with tile, ash, oak and old pine. The property is in the land use tax program. Interested parties should verify dimensions and square footage. Covenants are in documents.

35387 Creek Ridge Ln, Middleburg

23232 Sally Mill Rd, Middleburg
$2,135,000
4 Beds ⋅ 5 Baths ⋅ VALO2132296 MLS ⋅ CLOSED Status
Perfectly positioned on the eastern edge of the historic village of Middleburg, this extraordinary custom-built estate captures the timeless character of Virginia's horse country while embracing the comfort, craftsmanship, and sophistication of modern living. Built in 2021, the home was thoughtfully designed to honor the architectural traditions that define this remarkable region, blending classic proportions, natural materials, and refined detailing into a residence that feels both timeless and elegant. <br><br> Surrounded by gently rolling countryside and open skies, the setting offers exceptional privacy while remaining just minutes from Middleburg's acclaimed restaurants, boutiques, wineries, equestrian venues, and commuter routes. Here, mornings begin with sweeping pastoral views, evenings end beside a crackling fire, and every season brings a new appreciation for the landscape. <br><br> A welcoming front porch introduces interiors filled with warmth and exceptional craftsmanship. Wide-plank hardwood floors, soaring ceilings, custom millwork, abundant natural light, and carefully curated finishes create an atmosphere of understated luxury throughout. <br><br> Just beyond the foyer, a remarkable private office showcases dramatic painted millwork, custom built-ins, elegant lighting, and walls of windows overlooking the countryside, creating an inspiring space for work or quiet reflection. <br><br> At the heart of the home, the chef's kitchen was designed for gathering and everyday living. Premium appliances, extensive custom cabinetry, an oversized center island, and an exceptional walk-in pantry provide beauty and function. The adjoining dining area and keeping room center around a handsome wood-burning fireplace, while expansive windows showcase breathtaking countryside views. <br><br> French doors open to an exceptional stone terrace designed for entertaining and relaxation. A fully equipped outdoor kitchen, wood-burning fireplace, and thoughtfully designed gathering spaces create the perfect setting for intimate dinners or memorable evenings beneath Virginia's open skies. <br><br> The upper level provides a peaceful retreat where every bedroom offers generous proportions, elevated ceilings, abundant natural light, and tranquil views. The luxurious primary suite features a spacious sitting area, custom walk-in closets, and a beautifully appointed spa bath with dual vanities and an oversized walk-in shower. <br><br> The finished lower level expands the home's versatility with generous recreation and theater spaces along with a private guest suite, making it ideal for entertaining or extended stays. <br><br> Complementing the residence is an architecturally striking detached three-car garage with a distinctive red exterior and carriage-style design that perfectly reinforces the property's authentic Virginia character. <br><br> Since completion, the property has been enhanced with thoughtfully selected upgrades, including a custom pantry, extensive interior millwork, designer lighting, expanded hardscaping, professionally designed landscaping, additional fencing and gates, Starlink internet, whole-home audio, Nest thermostats, three Air Scrubbers, a steam humidifier, hot water recirculation, water purification servicing, plumbing enhancements, and numerous mechanical improvements that enhance comfort and efficiency. <br><br> Middleburg has long been treasured for its equestrian heritage, scenic beauty, and enduring sense of place. Rolling fields replace busy streets, neighbors value privacy, and life moves at a more peaceful pace without sacrificing convenience. <br><br Homes of this caliber are defined not only by exceptional craftsmanship, but by the experience they create. Filled with natural light, framed by spectacular countryside views, and designed with timeless architecture and enduring quality, this is a rare opportunity to own a recently constructed custom estate that beautifully captures the spirit of Middleburg.

23232 Sally Mill Rd, Middleburg

36190 Turkey Roost Rd, Middleburg
$2,700,000
4 Beds ⋅ 5 Baths ⋅ VALO2126154 MLS ⋅ ACTIVE Status
Set on 12.9 private, rolling acres in Virginia’s premier horse country, this well-appointed three-level stucco home perfectly pairs timeless country aesthetics with state-of-the-art modern luxury. Originally built in 1992 and topped with a premium standing-seam metal roof, the residence has been spectacularly reimagined with top-tier architectural upgrades, offering a flawless turn-key lifestyle for the discerning buyer. As you enter through the field stone columns, you are greeted with beautiful, landscaped gardens boasting established hardwoods, flowering dogwoods, weeping cherry, crabapple and redbud varieties, including large and small boxwood bushes, and various perineal plantings. This backdrop provides charm, privacy and a revolving seasonal landscape. Upon entering the home, you are immediately welcomed with style, form and function, including multiple coat closets, front and back staircases to the upper living areas, walk-in kitchen pantry and an open design concept that flows seamlessly for family and formal living. The heart of the home underwent a complete, full-scale architectural transformation, offering an effortless layout optimized for grand-scale entertaining and warm everyday life. These improvements include a gourmet kitchen with light and airy quartz countertops, a hammered stainless steel metal center island, custom cabinetry and state of the art kitchen appliances. The open-style kitchen flows into the adjoining breakfast room, den, dining, living and powder rooms highlighted with designer spaces that are uniquely styled. Hand hewn beams, custom painted hardwood flooring, shiplap walls, built in bookshelves, two working wood fireplaces, a mudroom/ laundry room and an attached two car garage are all part of this beautifully tailored home. Large windows and French doors throughout create open and airy spaces with views of the separate gardens and outdoor entertainment areas. The back deck with a lovely, draped wisteria trellis overlooks your private three board fenced rolling pastures and views to the west. The two custom-designed stairwells serve as striking centerpieces, anchoring the home's transition to the upper quarters. The upper level is designed with family and guests in mind, featuring a master suite, private guest room with full bath, a playroom/entertainment area and two additional bedrooms linked together by a jack and jill bath. This entire upper level recently underwent a complete top-to-bottom redesign showcasing antique ceiling beams, custom shiplap wall treatments, marble bathroom flooring, custom vanities with upgraded lighting and designated media areas, marrying historic warmth with clean, modern lines. Enjoy your private primary bed and spa like bath with a large dressing room off the bathroom. The primary bathroom is an oasis of luxury, anchored by premium marble tile flooring, upgraded designer lighting, and elite plumbing fixtures. Included with your turnkey home, enjoy a fully finished walk out basement living area including custom hand painted cabinetry in both the wet bar and media/den areas. These areas are enhanced with a copper sink, soapstone countertop, a field stone custom gas fireplace tv area, a separate wine room and cedar closet. Also included in this space is a large game room area, a full bathroom with stand-up shower and large storage utility rooms. Dime Box is a beautiful, private family home custom designed with indoor and outdoor living areas to embrace the breathtaking Virginia countryside.

36190 Turkey Roost Rd, Middleburg

34520 Atoka Chase Ln, Middleburg
$2,499,999
3 Beds ⋅ 3 Baths ⋅ VALO2126254 MLS ⋅ PENDING Status
New price for this Special home and property set in Virginia’s famed Hunt Country just west of Middleburg, this exceptional estate is the first property on the left in the sought-after Atoka Chase community. Enter through the private security gate and follow the tree-lined drive past the horse barn to a beautifully constructed Cape-style stone residence set on 18 fully fenced acres overlooking an amazing pond and manicured fenced pastures. Designed for both elegant country living and equestrian pursuits, the property features copper roofs and gutters on the house, cottage and garage, extensive landscaping and hardscaping, horse barn with heated office tack room, fenced paddocks, a machine barn, and thoughtfully designed outdoor spaces that capture the beauty of the surrounding Virginia countryside. The main residence offers three bedrooms and two-and-a-half baths with warm, timeless interiors and picturesque views from nearly every room. Sought after primary bedroom suite on the main level. The stone work was done by a local master craftsman in 1990. A separate guest house includes one bedroom and one full bath and half bath. All new SS appliances, redone kitchen and bathrooms, providing ideal accommodations for guests, extended family, or a farm manager. Propane heating for the main house and heat pump for the cottage. Additional amenities include an indoor heated spa/lap pool, oversized two-car garage, horse barn, and multiple outbuildings supporting both recreational and working farm use. Stone duck house building overlooking the pond with fountain. Multiple paddocks and 3 automatic waterers. This 18 acre gem combines privacy, beauty, and functionality, and this rare Atoka Chase offering presents an extraordinary opportunity to enjoy refined country living just minutes from historic Middleburg. Property has potential to build another home on the property per counsel opinion for the estate. Subject to the covenants in the Deed of Dedication dated October 20th, 1980 and the approval of the ARC.

34520 Atoka Chase Ln, Middleburg

22065 Whitetail Ridge Ln, Middleburg
$1,849,000
3 Beds ⋅ 4 Baths ⋅ VALO2125122 MLS ⋅ CLOSED Status
Set within the heart of Virginia’s Hunt Country, Goose Berry offers an exceptional blend of charm, privacy, and natural beauty just minutes from Middleburg. Tucked within an extremely private setting on a quiet country lane, the property enjoys a truly storybook atmosphere with spectacular views of historic Goose Creek. Surrounded by mature landscaping, stone walls, and sweeping water views, the property features a spring-fed pond, multiple decks, and beautifully curated outdoor spaces designed for peaceful country living and entertaining alike. Ideal as either a full-time residence or a luxurious weekend retreat, the setting is both serene and remarkably convenient. The stucco and wood residence is rich in character, showcasing wide-plank pine floors, custom-painted interiors, and elegant imported finishes throughout. The main level centers around a chef’s kitchen with Carrara marble countertops, a butcher block island, premium appliances, and vintage Italian lighting. Gracious living and dining spaces flow seamlessly together, while the sun room is filled with natural light and opens directly to expansive decks overlooking the water and surrounding landscape. A wood-burning fireplace, custom window treatments, and Murano lighting from Venice further elevate the home’s sophisticated yet inviting atmosphere. Upstairs, the spacious primary suite offers a walk-in closet and luxurious bath with a soaking tub and oversized shower, accompanied by an additional guest bedroom and bath. The lower level includes a family room with custom built-ins, French doors opening to the deck, and a third bedroom with an updated en-suite bath. Equestrian amenities include a custom three-stall barn with tack room, wash stall, feed room, hay loft, and a charming one-bedroom apartment complete with full kitchen and living space. There is a large paddock off the barn Located within Middleburg Hunt territory with access to nearby riding and walking trails, this exceptional property offers the very best of Hunt Country living just minutes from historic Middleburg.

22065 Whitetail Ridge Ln, Middleburg

21051 St Louis Rd, Middleburg
$3,300,000
5 Beds ⋅ 8 Baths ⋅ VALO2125734 MLS ⋅ CLOSED Status
Welcome to Belvedere — A Legendary Middleburg Estate of Distinction and Unmatched Privacy Perched majestically in the countryside with sweeping panoramic views of the Blue Ridge Mountains, this extraordinary gated estate offers an unparalleled country lifestyle just minutes from historic downtown Middleburg. Spanning approximately 27.53 serene acres, 21051 St Louis Rd embodies timeless elegance, exquisite craftsmanship, and modern luxury — a truly singular property for the most discerning buyer. As you approach through commanding stone pillars, a sweeping paved driveway, and classic four-board black fencing, you are greeted by an atmosphere of refined grandeur. The landscaped grounds feature lush pastures, mature ornamental plantings, newly added perimeter and cross fencing, and multiple outdoor living areas including a charming pergola and expansive terraces that frame unforgettable views. This exceptional residence — designed by respected architect James MacDonald of the Lessard Group and built by University Homes — is acclaimed for its architectural integrity and superior construction quality. Every detail has been thoughtfully designed and executed, including interior accents, Brazilian cherry hardwood floors on the main level, updated lighting, and more. Boasting over 8,400 square feet of meticulously finished living space with a thoughtful, light-filled plan, the estate includes formal and informal entertaining rooms ideal for both grand affairs and intimate gatherings. High ceilings, elegant crown moldings, dual staircases, and expansive windows create an atmosphere of effortless sophistication. The gourmet chef’s kitchen is a showpiece of culinary design — anchored by Cambria quartz countertops, a striking tile backsplash, top-tier Wolf appliances including commercial-grade range and double ovens, an oversized island, custom cabinetry, and adjoining butler’s pantry — delivering both style and functionality for entertaining at any scale. Flowing gracefully from the kitchen, the great room and formal dining spaces provide picturesque views of the estate’s sprawling lawn, ideal for indoor-outdoor living and hosting seasonal events. A vaulted, screened porch offers a peaceful retreat to savor morning coffee or evening sunsets against a backdrop of rolling countryside. The luxurious Owner’s Suite is a private haven, fully remodeled with spa-inspired bath finishes, bespoke lighting, refined plumbing fixtures, premium tile work, and serene natural light. Additional bedrooms offer generous proportions, abundant closet space, and thoughtfully designed baths. A remarkable feature of this estate is the attached carriage house, connected by a covered breezeway and providing complete privacy for guests or extended family. This well-appointed space includes a full kitchen, living and dining area, a bedroom suite with walk-in closet, and a one-car garage, making it ideal for visitors or as a separate income-producing quarters. Beyond its beautiful interiors, this estate delivers functionality and comfort with a four-car attached garage, full basement with walkout access, central vacuum, security system, extensive hardscape patios, and underground utilities. The land, zoned AR2, is fully fenced and can easily accommodate horses, livestock, gardens, or other country pursuits. Belvedere’s location strikes an exceptional balance — offering complete privacy and tranquility while remaining moments from the cultural richness of downtown Middleburg’s fine dining, specialty shops, art galleries, equestrian facilities, and community events. This is a rare opportunity to own a signature estate that embodies the very essence of Virginia countryside living at its highest level. Experience luxury, privacy, and panoramic beauty! No Drive By's.

21051 St Louis Rd, Middleburg

23559 Parsons Rd, Middleburg
$2,700,000
4 Beds ⋅ 5 Baths ⋅ VALO2124276 MLS ⋅ ACTIVE UNDER CONTRACT Status
Canterwood presents a rare and compelling offering just moments from the heart of Middleburg—an exceptional 10.5-acre property that seamlessly blends refined living with a fully equipped equestrian lifestyle. The gracious home is thoughtfully sited to capture the beauty and tranquility of its surroundings. Inside, warm decor and hardwood floors, five fireplaces, and a notable elegant living room. The spacious kitchen flows easily into multiple indoor and outdoor gathering areas. The large finished lower level offers remarkable versatility, featuring a home office, recreation/media room with fireplace, bar, storage and an additional half bath. Outdoors, the property truly shines. Gorgeous, established gardens are complemented by stone walls, multiple patios and terraces—perfect for entertaining or quiet relaxation. The pool, peaceful pond with dock, and open land enhance the sense of retreat, while approximately two acres of woods add privacy and natural charm. Equestrian amenities are equally impressive: a four-stall stable with tack room, hayloft, and wash rack; 3 paddocks; two run-in sheds; and a bluestone riding ring. Additional features include a two-car garage, paved driveway, and high-speed Xfinity fiber internet. Canterwood is a rare opportunity to enjoy a peaceful, private lifestyle with close proximity to Middleburg’s shops, dining, and amenities—an ideal balance of elegance, comfort, and rural charm. Views to the east of the Bull Run Mountains. Live here, work here, swim her and ride here.

23559 Parsons Rd, Middleburg

38386 Little River Tpke, Middleburg
$2,695,000
5 Beds ⋅ 5 Baths ⋅ VALO2117342 MLS ⋅ ACTIVE UNDER CONTRACT Status
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

no property photo
$1,695,000
4 Beds ⋅ 5 Baths ⋅ VALO2066476 MLS ⋅ CLOSED Status
Welcome to Windwood - your secluded sanctuary featuring a custom built home nestled on 10 wooded acres just a short drive North of Middleburg. This recently renovated home boasts a perfect blend of modern amenities and timeless elegance. Step into the heart of the home where the new chef's kitchen takes center stage. A wall was removed to seamlessly connect with the 2-story family room anchored by a striking stone fireplace. The front foyer welcomes guests with a sweeping staircase bookended on either side by a formal dining room and living room. Walk passed the separate library to the main level luxurious primary suite with sitting area, built-ins and a gas fireplace. The spa-like primary bath has his and her vanities, soaking tub and a large 2-person shower. Attached is a spacious walk-in closet. Upstairs discover 3 bedrooms, including another primary suite with a separate bath, spacious walk-in closet and a potential sitting room. The fully finished lower level is an entertainment paradise, offering a recreation room, exercise room, music room, wine cellar, home office and a full Irish Pub with a wet bar. Mature landscaping surrounds the house and pool area. Enjoy the expanded screened in porch which provides a perfect spot to unwind and overlook the back yard area. Immerse yourself in the heated swimming pool featuring an elevated spa, new travertine decking, mesmerizing waterfall and a one-of-a-kind stone diving board. Entertain effortlessly in the new summer kitchen with high-end barbecue, refrigerator and soapstone counters accessible from the new Trex deck off the kitchen. The fully fenced backyard offers a fire pit area, equipment shed, a small chicken house and a play area. A 3-car garage and another large equipment shed complete the property ensuring ample space for your vehicle and storage needs. Internet is Starlink and will convey. There is an EV charging station in the garage and a Generac generator. Move in ready - don't miss!

38127 Snickersville, Middleburg

no property photo
$1,715,000
3 Beds ⋅ 4 Baths ⋅ VALO2064750 MLS ⋅ CLOSED Status
Welcome to this exquisite 3200+ square foot all-brick one-level home, situated on 10 fenced lush acres in the highly coveted community of Atoka Chase, Middleburg VA. This meticulously crafted residence boasts an open floor plan with wide doorways and accessible rooms, designed to elevate everyday living and a gorgeous indoor pool. Entertain guests in the formal living room, complete with a striking wood-burning fireplace, perfect for cozy gatherings on chilly evenings. The kitchen beckons with its inviting sitting area, ample space for a table, stunning cabinetry, and modern stainless-steel appliances. Adjacent to the kitchen is an expansive mudroom adorned with marble tile floors and built-in cabinetry, offering both functionality and style. The thoughtfully designed 2-wing floor plan ensures privacy, with a Primary bedroom Wing secluded from the two additional bedrooms and full bathroom. Retreat to the large primary suite, featuring an expansive bath with a soaking tub, separate shower, and a massive walk-in closet with a dressing room area, providing a serene sanctuary for relaxation. This home also boasts a dedicated workout area and home office, providing the perfect balance of work and leisure. Indulge in the luxury of an indoor heated pool, with four sets of sliding glass doors that open to the backyard and custom patio, offering year-round enjoyment and entertainment opportunities. Residents of this well-maintained community can enjoy access to a 50-acre preserve with trails bordering scenic Goose Creek, providing ample opportunities for outdoor recreation and exploration. Don't miss the opportunity to experience the epitome of luxury living in Middleburg VA. Schedule your private showing today and discover all that this exceptional property has to offer. This is truly a MUST SEE!

23118 Pantherskin Ln, Middleburg

no property photo
$2,900,000
4 Beds ⋅ 5 Baths ⋅ VALO2061916 MLS ⋅ CLOSED Status
The Keene House - c1855 home with Georgian Revival architectural components that has been tastefully renovated over the years. Rich in history, there are timeless details to enjoy such as impressive exposed stone work, signifcant moldings & custom woodworking, six fireplaces, and original heart pine floors. Home has 4 bedrooms with three finished living levels each with their inidiviual outdoor space. Ideal Middleburg property on 21 acres with a guest house, pool, bank barn, and riding ring. Gardens, stone patio & walkways add charm while there is the funtionality of fenced paddocks for horses and other farm animals. Located just outside the historic village of Unison. Guest house is sold as-is.

21223 Unison Rd, Middleburg

no property photo
$1,570,000
3 Beds ⋅ 3 Baths ⋅ VALO2053760 MLS ⋅ CLOSED Status
SUBSTANTIAL PRICE REDUCTION. Find serenity on this 10 acre, Middleburg Hunt Country getaway. Walk out the front door to your private horse paddock with a run-in shed. Walk out the back door and access the Atoka Chase neighborhood walking and riding trail. In the spring meander through the fields of bluebells that sit along the banks of Goose Creek. Enjoy a peaceful afternoon reading or visiting with friends or a quiet night star gazing from the brand new Trex deck which overlooks acres of protected countryside. Located along the quiet Northern edge of the desirable Atoka Chase neighborhood, this property is less than a 10-minute drive from the historic village of Middleburg, accessible entirely via paved roads so sports car aficionados need not worry. For those wanting to keep in touch, this home is equipped with fiber 1GB high speed internet. This home provides spacious first floor living, including a first-floor primary bedroom with walk-in closet, and private bath with high ceilings, heated floors, luxurious soaking tub, and walk-in shower. The kitchen is a chef’s dream with a six-burner stainless steel gas cooktop with grill and vent hood, a large island with granite countertops, and plenty of cabinets and workspace. Open to the kitchen is a bright family room featuring a gas fireplace, wall-mounted TV, and a built-in workspace. Light pours into the kitchen and family room from all directions, combining with tall ceilings and light warm colors to create a relaxing and comfortable living area. A formal living room sits adjacent to the kitchen and family room, with a gas fireplace, plenty of space for a sitting area and separate dining area, with views overlooking the covered deck and countryside beyond. Two guest bedrooms and an office are located upstairs, each with high ceilings and access to the upper-level deck that overlooks Goose Creek. Keep an eye out for the bald eagles that nest in the trees just outside the windows of these upstairs bedrooms. The property also includes a detached two car garage with workbench and a storage shed. Furniture included, if desired. The community of Atoka Chase is surrounded by serene views of mountains and horse farms with their open fields lined with stone walls. It also offers the convenience of charming Middleburg and is within 40 minutes of Dulles International Airport and 80 minutes of Washington, D.C.

34846 Atoka Chase Ln, Middleburg

no property photo
$895,000
4 Beds ⋅ 3 Baths ⋅ VALO2049560 MLS ⋅ CLOSED Status
INCREDIBLE PRICE REDUCTION!! Priced to sell and ready for you to make this stunning 10 acre farm your new home in horse country! Welcome to what we believe could be a lovely home for you! It's a residence set on a peaceful 10-acre lot in the heart of Middleburg's horse country. Upon arrival, you'll find a gracious 4 bedroom, 2 1/2 bath center hall Colonial home. Inviting you to experience a lifestyle of elegance and entertainment. This charming home has an open concept layout that seamlessly connects the kitchen, breakfast area, and family room, creating a warm and inviting space. With no walls between, the potential for renovation into a modern kitchen design is limitless. The kitchen delights with a large bay window over the sink and additional windows along the west side, bathing the space in natural light. And let's not forget the sprawling backyard, providing ample room for outdoor enjoyment. The basement of this home offers great possibilities. Part of it is already finished, making it an ideal spot for additional living space or extra square footage. It even features a separate entrance for added convenience. You'll find a fireplace in the basement and a cozy woodstove insert in the family room, perfect for creating a warm and inviting atmosphere. Imagine delightful dining experiences on the back porch, providing a lovely setting to savor meals and create lasting memories. Both front bedrooms, including the primary bedroom, have doors leading onto the balcony, adding a touch of charm and character to the living spaces. Calling all horse lovers! This property is a dream come true as it boasts three paddocks and a run-in shed, catering perfectly to horse owners with its equestrian-friendly amenities. The flat land is an added benefit, creating an environment where both horses and their owners can enjoy the space comfortably. Rest easy knowing that the septic system has been newly replaced, ensuring a worry-free and well-maintained aspect of this lovely home. Despite the secluded feel, you'll be conveniently located just 15 minutes away from downtown Middleburg. This allows for easy access to the town’s vibrant life, offering diverse dining options, shopping, and cultural attractions. However, when you return to your retreat, you can enjoy a peaceful escape from the hustle and bustle of everyday life in your private haven. You do do not want to miss the opportunity to own your slice of heaven in the most bucolic setting in all of Middleburg!

21709 St Louis Rd, Middleburg

no property photo
$1,600,000
4 Beds ⋅ 6 Baths ⋅ VALO2048234 MLS ⋅ CLOSED Status
Spectacular sunsets, glorious night skies and Blue Ridge Mountain views! Conveniently located between Middleburg and Purcellville, this property's open and level 10.7+/- acres enjoy Blue Ridge Mountain views to the west and pastoral and sunrise views to the east. Originally custom built in 1989, this classic home features brick and wood siding and a standing seam roof with many upgrades over the years. More recently they include a Tesla wall charging unit in the garage, a spacious invisible fence for pets, newly insulated crawl space and recently replaced heat pumps. The home enjoys stable Wi-fi with All Points Broadband through a direct sight line to Mount Weather; and Fiber internet is planned with Dominion Power. In the early 2000’s, the home underwent significant renovation and recently, thoughtful use of color and space beautifully blends more traditional spaces with contemporary ones. Bathed in natural light, the foyer faces the open staircase to both the upper and lower levels. To the right opens into the dining room with wood-burning fireplace, and to the left a sitting room; these rooms enjoy 9' coffered ceilings. The walls, ceiling and trim are all painted a soft white with lightly stained wood floors. Open windows create a very inviting, light, and airy living space. From the living room, one enters the stunning kitchen, which is open to the double family room, a true center of the home where family and friends gather. The kitchen features white cabinetry, wonderful counter space with part marble and part leathered granite countertops, a Subzero with ice maker, dishwasher, and a large island with a 6-burner gas range and breakfast bar. The family room features a 20’ vaulted ceiling, exposed stained beams, and a free-standing, double fireplace which grounds the room. To the left of the family room is a hallway which leads to a full bath, mud room with laundry, two car garage and stairwell to an upper-level bedroom suite or studio with full bath. This above garage bedroom features a vaulted ceiling and a newly installed heating-cooling unit. This floor plan offers wonderful flexibility of rooms with multiple living and bedroom areas. The primary and two additional bedrooms are on the second level above the living and dining rooms. The primary bedroom enjoys vaulted ceilings and natural light and features a private lofted office, large walk-in closet, luxurious bath with separate shower and soaking tub, double vanity, and private water closet room. The lower level features a potential guest room, full bath, den with cabinets and a sink, and the furnace room. Family room French doors lead out to the back deck, partially covered with a pergola draped in wisteria vines, and the backyard enjoys pastoral views with a large fire pit. Sunrises ascend over the back barn and breathtaking sunsets color the mountain range for extraordinary memories. The vast night sky is wonderful for sky gazers with little light pollution. Magnolia trees were thoughtfully transplanted with the start of a small apple orchard—all part of a landscaping architectural plan that can be shared with new owners. A gravel drive leads to the front of the home and provides ample parking for guests. MyQ garage openers and Blink security cameras are installed. A second drive leads to the center aisle 4 stall barn. The barn opens into 2 paddocks with potential ride-out. Three board fencing surrounds the entire property and defines the 2 fenced paddocks, with an invisible dog fence surrounding the central home property. This property is being sold "as is”, inspections will be allowed but no repairs will be made. Enjoy the serenity of the countryside with unparalleled views, equally convenient to the nearby towns of Middleburg and Purcellville with easy access to both major east/west roadways to—Rt. 50 and Route 7—as well as Dulles International Airport.

35919 Turkey Roost Rd, Middleburg

38600 Little River Tpke Tpke, Middleburg
$9,000,000
VALO2119982 MLS ⋅ PENDING Status
The opportunity of a lifetime has come to fall in love with and become the owner Cana Vineyards and Winery and Black Oak Cafe. Cana sits on 43+ picturesque acres with 8 acres under vine in Middleburg, VA. The offering includes all property, equipment and inventory. Black Oak Cafe opened in 2025, open on weekends to serve up dreamy gelato, pizza and espresso drinks. Cana has been a consistent winner of regional and international wine awards..190+ Awards..Virginia Winery of the Year..Loudoun County Winery of the Year..Winemaker of the Year..Virginia Governor’s Cup..Virginia Governor’s Case Gold..Best in Class, 7 Double Gold, 45 Gold, and 123 Silver Medals. The winery is open Thursday-Monday, Black Oak Cafe is open for the season on Saturdays and Sundays and weddings and other private events can be held every day. Reach out today to schedule a private tour!

38600 Little River Tpke Tpke, Middleburg

23333 Four Chimneys Ln, Middleburg
$2,850,000
4 Beds ⋅ 7 Baths ⋅ VALO2118900 MLS ⋅ ACTIVE Status
Fox Hill Farm sits just over a mile east of historic Middleburg, offering a rare chance to own a beautifully remodeled estate that blends refined living with true Virginia equestrian charm. Set on 7.6 picturesque acres and reached via paved Four Chimneys Lane off Little River Turnpike, the property offers 6,547 finished square feet across the main residence and barn apartment. The elegant two-level brick home features a main-level primary suite with a spacious walk-in closet incorporating a second laundry, plus two additional bedrooms each with its own en-suite bath. A gracious foyer opens to formal living and dining rooms, while the expansive gourmet kitchen, anchored by a grand center island, flows into a bright breakfast area and light-filled great room with a striking Palladian window framing views of the paddocks and barn beyond. A side-loading two-car garage completes the main level. The recently finished lower level offers a home theater, recreation room, library/office, sitting room, full kitchen, wet bar, full hall bath, laundry, and two additional en-suite bedrooms, with walk-out access to a rear patio overlooking the landscaped grounds. A separate driveway serves the fully remodeled guest cottage and barn, currently operating as a short-term rental, complete with an oversized detached garage. Additional features include a fenced kitchen garden, outdoor gathering area, and potential for an accessory dwelling, subject to approvals. A truly special Middleburg retreat.

23333 Four Chimneys Ln, Middleburg

22244 Sam Fred Rd, Middleburg
$1,050,000
3 Beds ⋅ 3 Baths ⋅ VALO2116974 MLS ⋅ CLOSED Status
Welcome to 22244 Sam Fred Rd, Middleburg, VA an Active Working Farm. Nestled in the heart of scenic Middleburg, this exceptional 18-acre equestrian property presents a rare opportunity to own a fully operational horse farm in one of Virginia’s most sought-after countryside settings. Offering privacy, open space, and endless potential, this working farm blends comfortable residential living with equestrian amenities. Whether utilized as a Boarding Farm, or maintained as a private farm your family will not be disappointed. The property suits trainers, students, horse owners needing boarding, or those seeking to expand an existing program. For your horses' comfort, the farm includes three barns with a total of 30 horse stalls including five broodmare stalls, three tack rooms, two feed rooms, and a lighted riding ring. This ranch-styled home features approximately 3,326 square feet of living space on two levels.  Two separate entrances afford your the opportunity to sit and enjoy the front porch or ease of access to the farm area. Thoughtfully designed to accommodate both everyday living and entertaining, the 1st level features three bedrooms and two bathrooms, a well-appointed kitchen, and a breakfast area that leads out to a large deck. The walkout basement includes a spacious living room filled with natural light, a welcoming family room, a bathroom, and a multifunctional bonus room ideal for an in-law suite, a home office, studio, or guest space.  For your personal use a detached two-car garage and ample paved parking exist. The property is being sold strictly as-is, in its current condition. A detailed brochure is available upon request. This is a rare opportunity to acquire a turnkey equestrian facility in prestigious Middleburg — where country lifestyle meets equestrian excellence. For the safety of everyone visiting and the animals, we ask that all visitors to the farm be escorted onto the premises. All visits to the farm are by appointment and escort only. Please do not wander or let children roam freely. For the safety of the animals no glass products are allowed on the farm.  Please park on paved surfaces only, no parking on grass surfaces.

22244 Sam Fred Rd, Middleburg

22244 Sam Fred Rd, Middleburg
$1,050,000
3 Beds ⋅ 3 Baths ⋅ VALO2116714 MLS ⋅ CLOSED Status
Welcome to 22244 Sam Fred Rd, Middleburg, VA an Active Working Farm. Nestled in the heart of scenic Middleburg, this exceptional 18-acre equestrian property presents a rare opportunity to own a fully operational horse farm in one of Virginia’s most sought-after countryside settings. Offering privacy, open space, and endless potential, this working farm blends comfortable residential living with equestrian amenities. Whether utilized as a Boarding Farm, or maintained as a private farm your family will not be disappointed. The property suits trainers, students, horse owners needing boarding, or those seeking to expand an existing program. For your horses' comfort, the farm includes three barns with a total of 30 horse stalls including five broodmare stalls, three tack rooms, two feed rooms, and a lighted riding ring. This ranch-styled home features approximately 3,326 square feet of living space on two levels.  Two separate entrances afford your the opportunity to sit and enjoy the front porch or ease of access to the farm area. Thoughtfully designed to accommodate both everyday living and entertaining, the 1st level features three bedrooms and two bathrooms, a well-appointed kitchen, and a breakfast area that leads out to a large deck. The walkout basement includes a spacious living room filled with natural light, a welcoming family room, a bathroom, and a multifunctional bonus room ideal for an in-law suite, a home office, studio, or guest space.  For your personal use a detached two-car garage and ample paved parking exist. The property is being sold strictly as-is, in its current condition. A detailed brochure is available upon request. This is a rare opportunity to acquire a turnkey equestrian facility in prestigious Middleburg — where country lifestyle meets equestrian excellence. For the safety of everyone visiting and the animals, we ask that all visitors to the farm be escorted onto the premises. All visits to the farm are by appointment and escort only. Please do not wander or let children roam freely. For the safety of the animals no glass products are allowed on the farm.  Please park on paved surfaces only, no parking on grass surfaces.

22244 Sam Fred Rd, Middleburg

no property photo
$1,300,000
5 Beds ⋅ 6 Baths ⋅ VALO2058122 MLS ⋅ CLOSED Status
Welcome to this exquisite Middleburg Country Home, nestled on a pristine 5-acre property. This meticulously maintained and thoughtfully updated residence offers 5 bedrooms and 5.5 bathrooms, providing a tranquil retreat in a peaceful area of Middleburg. With no HOA & conveniently located near esteemed educational institutions like Foxcroft School and Cornerstone Christian Academy. As you step inside, you'll be captivated by the spacious and well-appointed design. The heart of this home is a large gourmet kitchen, featuring an expansive breakfast room that seamlessly connects to an inviting deck and the sprawling backyard beyond. Upstairs, four bedrooms await, each boasting its en-suite private bath, ensuring utmost comfort and convenience. The basement of this residence has been transformed into a versatile guest suite, complete with a separate entrance and a well-equipped kitchen, offering the potential for rental income or providing a private haven for guests. The attached 4-car garage is a notable convenience, adding to the overall functionality of the property. This was originally the model home of this charming neighborhood. Hardwood flooring graces most of the main level, stairs, and catwalk, while the open floor plan welcomes an abundance of natural light, creating an inviting atmosphere throughout. Notably, there is no homeowners' association, affording you the freedom to tailor this property to your specific needs.Outside, you'll find a front porch that invites you to relax and soak in the picturesque views of the countryside. If you're a horse enthusiast, you'll be pleased to know that horses are permitted on this property. Nearby, go dine at local favorites like Red Fox and Hunter's Head and embark on adventures up to Salamander Resort. Magnificent nearby wineries such as Greenhill and Boxwood or charming breweries like Lost Barrel and Dirt Farm are but a stone's throw away Schedule your visit today

36510 Wynhurst Ct, Middleburg

no property photo
$2,040,000
4 Beds ⋅ 5 Baths ⋅ VALO2052012 MLS ⋅ CLOSED Status
Welcome to 34840 Atoka Chase Lane, a captivating Cape Cod style retreat nestled on a private, serene 10.92-acre lot. This extraordinary home harmoniously combines timeless elegance, outdoor splendor, and modern luxuries. With 4 bedrooms, 4.5 baths, and three levels of refined living space, this residence offers an exceptional private sanctuary for the discerning homeowner. As you step inside, you'll be immediately struck by the impeccable craftsmanship. The gourmet kitchen, a haven for culinary enthusiasts, opens up to a light-filled sunroom, creating an inviting space for gatherings and relaxation. Solid masonry construction ensures durability and longevity, while the thoughtfully designed layout flows seamlessly. You'll find four separate stone fireplaces throughout the home. Two of which are gas fireplaces. With a main level primary suite it is ideal for multigenerational families or those who prefer the convenience of a main level primary room. Upstairs, you'll discover two more spacious bedrooms, a private office & a private loft sitting/family room providing a cozy nook for reading or unwinding after a long day. Venture downstairs to the spacious basement, an entertainer's dream. Here, you'll find plenty of space for storage, a gym/fitness room to keep you active and healthy, a recreation room for hosting game nights, a wet bar for crafting cocktails, and a private bedroom offering a tranquil retreat for guests or family members. This versatile space is perfect for entertaining and creating cherished memories. Outside, a private oasis awaits. Lounge on the pergola-shaded patio, take a refreshing dip in the heated gunite pool, gather around the open fire pit to roast s'mores, or explore the lush garden beds, where you can cultivate your favorite plants and herbs. The peaceful ambiance of the property is enhanced by the tranquil shared pond, providing a serene backdrop for relaxation. The pond is stocked and there is a delightful gazebo nestled by the pond offering a picturesque spot to enjoy the gentle breeze and soak in the natural beauty that surrounds you. Adjacent to the gazebo, a small dock provides a perfect vantage point to observe the serene waters and perhaps even launch a kayak for a leisurely paddle.If you and your company would like to take a stroll on a summer evening, you will find multiple maintained walking trails along Goose Creek. For horse enthusiasts, this property is ready with fenced-in pastures already established, your four-legged companions will have ample space to roam and graze. The charming 2-stall barn with its own living area offers convenience and comfort for both horses and their caretakers. Embark on rides through the neighborhood's ride-out trails, immersing yourself in the beauty of nature. The home backs up to 50 acres of preserved land protecting both the privacy of the home & the viewshed of the home. In addition to its captivating features, this home is ideally situated in close proximity to the charming town of Middleburg. Immerse yourself in its rich history, explore unique boutiques, indulge in delectable cuisine, and experience the vibrant local culture. Don't miss the opportunity to make this remarkable property your own.

34840 Atoka Chase Ln, Middleburg

35571 Millville Rd, Middleburg
$2,600,000
4 Beds ⋅ 6 Baths ⋅ VALO2112484 MLS ⋅ CLOSED Status
AUCTION BIDDING OPEN: Bidding ends January 27. Previously listed at $4.25M. Current high bid $1.95M. Showings available daily by appointment. A rare opportunity to own an extraordinary piece of Virginia history on this private 37-plus acre estate minutes from historic downtown Middleburg. The Nathan Ayer House, a distinguished Colonial built in 1790 in Connecticut and meticulously relocated to hunt country, showcases unparalleled craftsmanship with nine original stone fireplaces, hand-hewn exposed beams, and authentic period hardware throughout. Lush perennial gardens and an inviting heated pool create an idyllic retreat, while the late 19th-century bank barn—constructed from hand-hewn oak and poplar with fieldstone—offers limitless potential for equestrian pursuits, entertaining, or creative endeavors. Direct frontage along Goose Creek provides ultimate seclusion on this incomparable property where architectural heritage and countryside elegance converge in perfect harmony.

35571 Millville Rd, Middleburg