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1663 Hatchers Mill Rd, Middleburg
$9,875,000
5 Beds ⋅ 7 Baths
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

Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact:

17 S Madison St, Middleburg
$1,499,900
Wonderful commercial opportunity to purchase a mixed use building fully rented in downtown historic Middleburg. This unique building anchors the corner of Madison and Federal Streets just one block south of the stoplight in the middle of town. Great investment property that offers two wonderful commercial store fronts facing Madison Street and 4 residential rental units accessed off Federal Street. Comes with 3 private parking spaces. The building has loads of charm with a stone and stucco front, large picture windows ideal for displays, dormered upper windows, and standing seam metal roof. Walk around the corner to find brick sidewalks that lead to three separate entrances to four 1-2 bedroom upper level and lower level apartments. Ideal location for walking to restaurants, groceries, post office and more. See documents for C-2 Zoning and History District information in the Documents section. Need at least 24-hour notice to show.

17 S Madison St, Middleburg

Listing courtesy of Samson Properties. Contact:

Seabiscuit Park Place, Middleburg
$2,495,000
4 Beds ⋅ 5 Baths
Nestled within the prestigious Banbury Cross Reserve, this exquisite new construction home is a canvas awaiting your personal touch. With a stunning architectural blend of French and Transitional styles, this residence promises to be a sanctuary of luxury and comfort, set against a backdrop of serene landscapes. Spanning over 3.1 acres, the property offers ample space for outdoor enjoyment and future enhancements. The exterior is crafted from elegant brick, exuding timeless sophistication while ensuring durability. As you approach, the front entry garage and side entry garage provide convenience and ease, accommodating multiple vehicles with grace. Step inside to discover a thoughtfully designed layout that boasts four spacious bedrooms and four and a half bathrooms, each designed with high-end finishes and fixtures. The heart of the home features a cozy fireplace, perfect for creating warm memories during chilly evenings. The unfinished basement presents a unique opportunity to customize additional living spaces, whether it be a home theater, gym, or guest suite, tailored to your lifestyle. The property is in excellent condition, reflecting meticulous attention to detail throughout the construction process. While the finishing touches are still underway, envision the possibilities of selecting your own appliances and interior features to create a space that truly reflects your taste and preferences. Imagine hosting gatherings in your expansive living areas, where natural light pours in through thoughtfully placed windows, enhancing the inviting atmosphere. The seamless flow between indoor and outdoor spaces will make entertaining a delight, while the surrounding nature offers a peaceful retreat from the hustle and bustle of everyday life. Banbury Cross Reserve is not just a location; it's a lifestyle. Enjoy the tranquility of suburban living while being just a short drive from vibrant city amenities. This exclusive community is designed for those who appreciate the finer things in life, offering a perfect blend of privacy and accessibility. This is more than just a house; it's an opportunity to create a home filled with cherished moments and lasting memories. Don't miss your chance to be part of this exceptional community and make this luxurious residence your own. The journey to your dream home begins here.

Seabiscuit Park Place, Middleburg

Listing courtesy of Pearson Smith Realty, LLC. Contact:

22330 Sam Fred Rd, Middleburg
$4,700,000
7 Beds ⋅ 9 Baths
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

Listing courtesy of Sheridan-MacMahon Ltd.. Contact:

37603 Little River Tpke, Middleburg
$1,250,000
5 Beds ⋅ 3 Baths
An exceptional and rarely available opportunity just two minutes from Historic Middleburg: two beautifully renovated homes offering the flexibility, privacy and versatility of a private family compound. Whether envisioned as a full-time residence with a separate home for multigenerational living, extended family or guests, or as an income-producing property, the possibilities are as unique as the setting. The larger residence, 37603, features three bedrooms and two full baths with thoughtfully updated interiors throughout. The main level centers around a beautifully renovated kitchen with a generous island, stone countertops, tile backsplash and accent wall, stainless steel appliances, and an inviting connection to the dining area. A separate family room is anchored by a wood-burning fieldstone fireplace, creating a warm and comfortable gathering space. The main-level primary suite features a beautifully renovated ensuite bath with sophisticated finishes, including a seamless glass shower enclosure surrounded by floor-to-ceiling tile. Two additional bedrooms upstairs share another fully renovated bath. Outside, a private paver patio provides an inviting setting for evenings around the firepit, whether enjoying a glass of wine or making s'mores with family and friends. The second residence, 37609, offers two bedrooms and has been equally well cared for and renovated. The stylish kitchen features stone countertops, a modern tile backsplash, stainless steel appliances and recessed lighting, while the adjoining breakfast area opens to a cozy family room. French doors lead to a private paver patio, perfect for alfresco dining, morning coffee or unwinding with a glass of wine after exploring the surrounding countryside. Upstairs, two bedrooms share a beautifully renovated full bath. Two outdoor sheds offers additional storage space & can serve as perfect gardening sheds. Together, these two residences create a truly special Western Loudoun retreat with an extraordinary combination of flexibility and proximity. Just minutes from the boutiques, restaurants, wineries and equestrian charm of Historic Middleburg, as well as the renowned Salamander Resort & Spa, this is an opportunity to create your own private family compound, full-time country residence, guest retreat or income-producing property—all in one of Loudoun County's most sought-after destinations.

37603 Little River Tpke, Middleburg

Listing courtesy of Real Broker, LLC. Contact:

39434 Snickersville Tpke, Middleburg
$1,250,000
4 Beds ⋅ 5 Baths
Happenstance House An extraordinary retreat on the iconic Snickersville Turnpike, moments from the storied villages of Middleburg and Aldie. Perfectly sited on 3.5 park-like acres framed by centuries-old stone walls and mature trees, this contemporary residence was originally crafted in 1977 and meticulously reimagined in 2020. The result is a harmonious blend of modern comfort and timeless architectural character. Inside, an airy open floor plan is bathed in natural light, where warm Mexican tile and rich hardwood floors flow seamlessly through gracious living spaces. The main-level primary suite offers privacy and ease, complemented by three additional bedrooms and four elegantly appointed baths. Distinctive details—two fireplaces, soaring ceilings, and thoughtful design elements—create an atmosphere both refined and welcoming. Outdoors, the landscape invites connection with nature: sweeping lawns, shaded glens, and a heated Blue Haven lap pool discreetly fenced for serene enjoyment *Floor plans and interactive floor plans on Virtual Tour.

39434 Snickersville Tpke, Middleburg

Listing courtesy of Sheridan-MacMahon Ltd.. Contact:

35387 Creek Ridge Ln, Middleburg
$4,850,000
7 Beds ⋅ 10 Baths
"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

Listing courtesy of Allen Real Estate. Contact:

36006 Little River Tpke, Middleburg
$1,395,000
3 Beds ⋅ 3 Baths
Back on the market - no fault of Seller. Buyer's sale of current home did not transpire. Their loss is your second chance! Elegant design, exceptional entertaining spaces, and a private 1.21-acre setting come together in this stunning custom-built French Country residence, tucked away on a quiet dead-end lane in the sought-after location just west of Middleburg. A stately stucco exterior, Palladian-inspired window details and a soaring two-story foyer create a memorable first impression. Mahogany double doors open to a gracious foyer featuring porcelain tile flooring and a sweeping quarter-turn staircase. At the heart of the home is a beautifully appointed gourmet kitchen with stainless steel appliances, granite countertops and upgraded cabinetry. The kitchen flows seamlessly into the breakfast area and family room, where a dramatic wall of windows fills the space with natural light. A covered patio extends the living space outdoors and provides the perfect setting for al fresco dining and sunset views. Designed for both formal and casual entertaining, the home also features an elegant dining room with a bay window and arched opening to the formal living room. Upstairs, the spacious primary suite offers two walk-in closets and a luxurious spa-inspired bath with a jetted soaking tub and oversized double shower. Two additional guest bedrooms feature generous closet space and share a well-appointed hall bath. The unfinished lower level features a full-sized window and offers endless possibilities with ample space for a home office, recreation room, home gym or additional storage. Additional highlights include gleaming hardwood floors, new roof (2016), two new Trane HVAC units, water heater, and central vacuum system (2017). A two-car front-load garage and oversized driveway provide added convenience. Enjoy the best of village and country living just 3 minutes from downtown Middleburg, home to beloved annual traditions including the Middleburg Film Festival, the 1000 Miglia Warm Up USA, Oktoberfest, and Christmas in Middleburg. Nearby wineries, breweries, and a cidery offer endless opportunities to explore Virginia wine country, while commuters will appreciate the easy access to Dulles International Airport, just 35 minutes away, and downtown Washington, D.C., within approximately one hour.

36006 Little River Tpke, Middleburg

Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact:

36190 Turkey Roost Rd, Middleburg
$2,700,000
4 Beds ⋅ 5 Baths
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

Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact:

406 E Washington St, Middleburg
$1,950,000
3 Beds ⋅ 2 Baths
The Jacob Mann House, circa 1817 and once home to Middleburg’s local tanner, is a charming fieldstone residence ideally located on the eastern edge of the historic village. Rich in character and thoughtfully updated, the home offers three bedrooms and two full baths including a main level primary suite. Step inside to find original hardwood floors, two fireplaces, built-ins, custom cabinetry, and abundant natural light throughout. The designer kitchen features high-end appliances and looks out over a bright enclosed back porch overlooking a deck, the private gardens and a swimming pool. The finished walk-out lower level includes a spacious Tavern Room upgraded with exposed beams, custom cabinetry, a gas fireplace, and a mini-split system, along with a private office space and a Butler’s Pantry with more custom cabinetry and an exposed stone wall. Just steps from the main house, the restored Smoke House provides exceptional flexibility with a full bath, heated hardwood floors and a fireplace making it ideal as a guest suite, home office, artist’s studio or workout room. The fully fenced grounds offer rare privacy within town limits and are enhanced by mature landscaping, including more than 50 boxwoods, laurels, arborvitae, hollies, and pines. Other improvements include pool renovations, updated fencing, a tar-based pea gravel driveway, three mini-split systems, a retractable pool cover and a hot tub. Savor the privacy of a secluded in-town setting, while enjoying an easy walk to Middleburg’s shops, restaurants, library, and post office along with quick access to local wineries, breweries, and nearby walking trails through the Salamander Resort. Unique corner parcel on .48 acres fronts three streets and has subdivision potential. A rare opportunity to own a beautifully preserved historic home in Middleburg. Don't miss!

406 E Washington St, Middleburg

Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact:

12 Orange Dr, Middleburg
$1,445,000
4 Beds ⋅ 4 Baths
Proudly presenting an exceptional property located in the Town of Middleburg, situated within walking distance to many ethnic restaurants, several world class museums, a plethora of unique boutiques and the renown, 5-star, Salamander Resort and Spa. This end-unit residence is in pristine condition and masterfully blends artistic design with 'Hunt Country' style. Enjoy private parking, a generous yard, no HOA and hi-speed internet! The French-influenced landscaping features impressive topiary urns, pea gravel trim, copper gutters, and solar lighting. The interior offers 11-foot ceilings, solid hardwood floors, and exquisite details including crystal chandeliers plus hand-carved newel posts. The upgraded kitchen boasts hardwood cabinets, an induction range, a soapstone farm sink, LG appliances and offers a generous eat-in area which can easily accommodating your guest. The primary suite includes a luxurious spa-inspired bathroom punctuated by an Arabesque-style marble floor, a jetted tub, marble shower, private toilet closet and cosmetic, fog-free mirrors. In addition to two, generous upper-level bedrooms sharing a dual vanity bathroom and a fourth-floor spacious loft, this home offers a sunny bedroom and full bathroom on the main level too! A significant highlight is the "Showcase" lower level which features an impressive, fully equipped bar accented by Turkish marble flooring, a custom-designed iron railing, a camouflaged mechanical room, recessed lighting and a full bathroom. This soundproof space which includes an extensive waterproofing system is ideal for the ultimate in entertaining friends and family! You can find additional information at the Town site: www.middleburgva.gov

12 Orange Dr, Middleburg

Listing courtesy of Hunt Country Sotheby's International Realty. Contact:

34520 Atoka Chase Ln, Middleburg
$2,499,999
3 Beds ⋅ 3 Baths
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

Listing courtesy of Washington Fine Properties, LLC. Contact:

23559 Parsons Rd, Middleburg
$2,700,000
4 Beds ⋅ 5 Baths
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

Listing courtesy of Sheridan-MacMahon Ltd.. Contact:

38386 Little River Tpke, Middleburg
$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:

105 Reed St, Middleburg
$1,975,000
4 Beds ⋅ 5 Baths
A truly enchanting 4-bedroom, 4.5-bath residence nestled in the heart of Middleburg, this beautifully crafted home—built in 2019 by a highly esteemed local builder—offers an exquisite blend of timeless elegance and modern luxury. Thoughtfully designed and impeccably maintained, the home is presented in flawless, turnkey condition with refined finishes at every turn. At its heart, the gourmet kitchen is a culinary showpiece, adorned with a generous center island and appointed with premier appliances including a Wolf range, Sub-Zero refrigerator, and Miele dishwasher. It flows effortlessly into a sunlit family room where a warm fireplace, soaring 9-foot ceilings, intricate millwork, and classic plantation shutters create an atmosphere of understated sophistication and comfort. Step outside to savor the charm of gracious outdoor living—whether relaxing on the welcoming front porch or entertaining on the private rear deck. A detached garage and tucked-away rear parking add both convenience and appeal, while high-speed internet ensures seamless modern living. Just a short stroll from Middleburg’s charming boutiques, fine dining, and vibrant village life, this exceptional property offers a rare opportunity to enjoy the romance of small-town living with every contemporary luxury at your fingertips.

105 Reed St, Middleburg

Listing courtesy of Sheridan-MacMahon Ltd.. Contact:

38600 Little River Tpke Tpke, Middleburg
$9,000,000
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

Listing courtesy of EXP Realty, LLC. Contact:

6 Pendleton St, Middleburg
$1,950,000
Prime Middleburg investment opportunity in the heart of the town’s historic downtown district. Offering over 5,500 square feet of versatile commercial space, this two-story brick building enjoys excellent visibility and walkability, just one storefront south of Main Street. The property will be delivered vacant, providing an investor with the flexibility to establish a new tenant, occupy the space or reposition the building for multiple tenants. The two-story configuration, with separate front and rear entrances and staircases, is well suited for a multi-tenant strategy. The existing layout includes private offices, open work areas, conference rooms, three half baths, a supply/copy room, and a generous break room. Additional features include two private front parking spaces, town water and sewer, solid brick construction, and a standing-seam metal roof. Zoned C-2, the property offers a broad range of permitted uses, including professional offices, service businesses, retail, restaurants, fitness studios, and more. An exceptional location for investors seeking a well-located, adaptable commercial asset in one of Northern Virginia’s most established and desirable small-town markets. Restaurants, shops, grocery store and the post office are all within easy walking distance. See documents section for C-2 zoning and historic district information.

6 Pendleton St, Middleburg

Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact:

37291 Seabiscuit Park Pl, Middleburg
$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:

35162 Notre Dame Ln, Middleburg
$2,289,000
4 Beds ⋅ 4 Baths
Designed for both refined entertaining and privacy, this incomparable property captures the essence of Virginia's hunt country with dramatic Blue Ridge Mountain views, mature oak trees, and bold streams creating a private sanctuary. The entertainer's paradise unfolds across 10.76 acre and 7,172 square feet of elegant living space featuring exquisite craftsmanship and seamless indoor-outdoor flow. Nature and luxury converge in perfect harmony with an expansive terrace leading to an opulent backyard oasis of expansive greenery and custom bar entertainment area. A screened-in veranda overlooks panoramic nature views. The luxurious primary suite offers unparalleled privacy with two generous closets, a freestanding soaking tub, and a private balcony overlooking the picturesque landscape. The open-concept kitchen features custom double-door walk-in cabinetry, uniting elegant design with effortless organization. Fresh well water flows through a comprehensive home filtration system with softener and reverse osmosis for drinking. Just minutes from historic Middleburg's charm, this exceptional estate presents an unparalleled opportunity to create a landmark family compound with no HOA restrictions and an additional building site available, enhancing future flexibility.

35162 Notre Dame Ln, Middleburg

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

34642 Atoka Chase Ln, Middleburg
$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:

208 Chestnut St, Middleburg
$1,100,000
2 Beds ⋅ 2 Baths
LOCATION, LOCATION, LOCATION-- 208 Chestnut Street — where comfort, community, and character come together in one perfect Middleburg address. Welcome to 208 Chestnut Street, a charming retreat nestled in the heart of Middleburg, Virginia. This unique home blends small-town charm with modern comfort — perfectly situated just steps away from the boutiques, restaurants, and equestrian culture that make Middleburg one of Loudoun County’s most desirable destinations. Step inside to find a bright, open-concept living space filled with natural light, hardwood floors, fireplace, french doors, and more. Outside, the property offers a private backyard oasis — perfect for outdoor dining, gardening, or simply relaxing under the Virginia sky. The front porch captures the essence of Middleburg living, inviting you to slow down and enjoy the charm of this picturesque village. Located within walking distance to local shops, dining, and the renowned Middleburg Farmers Market, this home offers a rare opportunity to experience the best of country living with convenient town access. It's literally, steps away from The Salamander Resort!

208 Chestnut St, Middleburg

Listing courtesy of Century 21 Redwood Realty. Contact:

606 Martingale Ridge Dr, Middleburg
$3,359,000
4 Beds ⋅ 5 Baths
100% COMPLETE AND READY TO MOVE-IN! This home is the only Salamander Residence offered well below $1000 per square foot and it's on THE PREMIUM LOT in the neighborhood! Property is currently rented for $20,000 per month and available to be shown. Lease is assumable and will produce instant income! When Sheila Johnson, one of America’s foremost business leaders, created Salamander Middleburg in Middleburg, Virginia, her vision included a community of residents fully connected with the vibrant life of the resort. Thoughtful amenities, impeccable service, and a truly creative approach to the guest experience have established the resort as a standout destination. Nestled in the heart of horse and wine country, Residences at Salamander is a curated collection of estate homes set within the grounds of the acclaimed 340-acre Salamander Middleburg. Homes at Residences at Salamander, boast exceptionally private settings and 606 Martingale Ridge sits on the PREMIUM LOT, backing to a 200-acre conservation preserve – an oasis of woodlands, streams, walking, riding, and biking trails. 606 Martingale Ridge is the largest of The Vineyards model and is 100% COMPLETE and ready for your immediate enjoyment. This coveted home showcases true luxury resort living with multiple high-end upgrades set within a pastoral landscape and a Blue Ridge Mountain backdrop. Some of the luxury upgrades include: automatic privacy blinds installed; automatic screens on the covered porch; state-of-the-art AV system; top-of-the-line appointments throughout. At the Salamander Residences, you will find a fabulous array of amenities just beyond your doorstep and the village charms of historic Middleburg a mere stroll away. You’ll enjoy daily access to all the resort has to offer, as well as a collection of perks and benefits further afield designed to ease and enhance the ownership experience. A concierge team can facilitate everything from dining, spa and equestrian reservations to tee times at the nearby Creighton Farms golf course. Every day ease is the goal at Salamander Residences. All you have to do is ask!

606 Martingale Ridge Dr, Middleburg

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

38780 Chelten Ln, Middleburg
$2,805,500
4 Beds ⋅ 8 Baths
Back on market for no fault of owners. House is ready to Show. Very quiet oasis in a very private valley on the east side of Middleburg. 30 minutes to Dulles Airport. Lush gardens surround this fully custom home which also features a separate guest house above a 3.5 car garage. An astounding wildlife and bird habit compliments this estate. A beautiful greenhouse and separate vegetable garden are to the rear of the guest house. Counting the guest house there are 5 bedrooms, 5 full baths and 5 halfbaths. This property is surrounded by even larger tracts of land of which many are in easement and will remain undeveloped. This property is also in Orange County Fox hunt territory and every year they will hunt through in all their revelry. It is a fantastic sight to see and be a small part of. Plenty of room for a pool if wanted with partial infrastructure in place. Have your agent contact for a private showing.

38780 Chelten Ln, Middleburg

Listing courtesy of United Real Estate Horizon. Contact:

400 Martingale Ridge Dr, Middleburg
$2,700,000
2 Beds ⋅ 2 Baths
**To-be Built** Situated adjacent to the acclaimed Salamander Middleburg in the historic town of Middleburg, Virginia, the Residences at Salamander offer an exceptional opportunity to enjoy refined living in the heart of Wine and Hunt Country. Blending timeless elegance with modern comfort, this community provides a lifestyle that is as luxurious as it is serene. Lot 1 can accommodate the Huntbox floor plan, this residence is over 2,000 square feet on the main level, highlighted by a welcoming covered front porch, a foyer with soaring 10-foot ceilings, a fireplace, and custom built-ins. The open-concept main living area captivates with 20-foot vaulted ceilings and expansive windows and doors that frame stunning views while leading to a wide, covered bluestone terrace. The elegant main level primary suite includes a to-die-for primary bath with wet room and spacious walk-in closet. The lower level, consists of an additional 1875 square feet of finished living space with two additional bedrooms, a large rec room, and an office/fitness space. It is also fully walk-out on the eastern exposure and bathed in natural light through well-placed windows and doors. Whether as a permanent residence or a tranquil retreat, this home offers the perfect blend of town, country, and resort living. Just a short walk from Middleburg’s charming shops and fine dining along Washington Street, it allows you to immerse yourself in the town’s vibrant culture while enjoying the serenity of Blue Ridge Mountain views. *** Artistic renderings and photos of previously completed homes are provided for illustrative purposes only and may not reflect the final design, construction, or finishes of the residence.

400 Martingale Ridge Dr, Middleburg

Listing courtesy of Corcoran McEnearney. Contact:

4 Foxtrot Knoll Ln, Middleburg
$3,550,000
4 Beds ⋅ 4 Baths
Elegant Stables Hunt Box Premiere at the Residences at Salamander — Ready for immediate delivery! Be among the first to own a thoughtfully designed Stables Hunt Box Premiere 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. <> Situated on a large, private, sought-after lot (42), 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 2 Car detached garage 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. This home is ready for delivery end of January. Secure your place in one of Middleburg’s most prestigious addresses.

4 Foxtrot Knoll Ln, Middleburg

Listing courtesy of Corcoran McEnearney. Contact:

Seabiscuit Park Place, Middleburg
$2,945,000
4 Beds ⋅ 6 Baths
Discover an unparalleled opportunity in the prestigious Banbury Cross Reserve, where luxury meets potential. This exquisite French Transitional masterpiece, currently under construction, promises to redefine opulent living. Spanning over 3.1 acres, this detached residence boasts a grand total of 4 bedrooms and 4 full bathrooms, complemented by 2 elegant half baths, ensuring ample space for both relaxation and entertainment. Imagine cozy evenings by the fireplace, or envision the endless possibilities of a full basement, prepped for your personal touch with rough bath plumbing and space for additional rooms. The exterior, crafted from timeless brick, exudes sophistication, while the expansive 4-car garage offers convenience and style. This property is not just a home; it's a lifestyle. Embrace the exclusivity of a community designed for those who appreciate the finer things in life. Seize this rare chance to customize your dream residence and elevate your living experience to new heights. Your luxurious future awaits! Visit our Bellewood Manor and Magnolia Way Decorated Model Homes at Banbury Cross in Middleburg. Open Weekends 11am - 5pm or by Appointment. From Leesburg: Take Rte. 15 S to Rte. 50 W. Turn right on Sam Fred Road just before the Village of Middleburg. Banbury Cross is on the right. 23158 Secretariat Park Lane.

Seabiscuit Park Place, Middleburg

Listing courtesy of Pearson Smith Realty, LLC. Contact:

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