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$1,399,000
2 Beds 3 Baths
An exceptionally versatile Middleburg country property, Whitehall combines a thoughtfully designed main residence with a remarkable collection of newer supporting improvements, finished space, workshops, storage and utility buildings - creating a property that would be extraordinarily difficult and costly to reproduce today. The property is centered around a custom-built 1,600+/- SF main residence inspired by the classic Virginia hunt box and designed to provide comfortable, approachable country living without unnecessary formality. It is complemented by a substantial 1,670+/- SF carriage house incorporating a private apartment, office, fitness space, wine cellar and finished two-car garage. Beyond the residences, the property offers an extraordinary amount of usable infrastructure. A 2,200+/- SF flex utility building, approximately 2,840 SF of covered equipment barns, covered entertaining areas and additional support structures provide exceptional capacity for automobiles, collections, workshops, hobbies, storage and property operations while preserving the residential character of the property. The main residence and carriage house were built in 2016, while the property's other buildings, support structures and outdoor amenities are substantially newer. Everything was conceived and executed from the perspective of an experienced builder, with particular attention to durability, efficiency, thoughtful construction and ease of maintenance. Features include standing-seam metal roofs, high-efficiency windows and doors, spray-foam insulation packages, LED lighting, tankless hot water, substantial electrical infrastructure and carefully executed exterior spaces designed to make the property as enjoyable as it is functional. The main residence has benefited from continual reinvestment, including a newly completed Carrara stone primary shower, new or virtually unused kitchen and laundry appliances and built-in sound. Exceptional outdoor living spaces are equally integral to Whitehall, with covered porches, a pavilion and thoughtfully designed patio areas creating multiple settings for entertaining and everyday enjoyment. A custom hot tub and complementary sauna complete a private, year-round retreat that connects naturally with the surrounding grounds. Throughout Whitehall, incomparable care has been devoted not simply to creating the property, but to keeping its buildings, systems, grounds and finishes in exceptional condition. Maintenance has been continuous and proactive rather than deferred for a future owner. The philosophy behind Whitehall is straightforward: quality, longevity and extraordinary utility without creating a property that owns its owner. Entertain family and friends, pursue hobbies or collections, work on the property - or simply close the doors, lower the thermostat and leave for an extended period. This is a remarkably complete Middleburg offering with a combination of residential character, finished auxiliary space, workshops, storage and infrastructure seldom available at this price point. An adjoining, separately recorded .75-acre residential property at 35327 Snake Hill Road is separately offered for $795,000. (MLS# VALO2134092) The two independently deeded parcels are also available together as the complete Whitehall offering for $1,995,000.

35321 Snake Hill Rd, Middleburg

Listing courtesy of Corcoran McEnearney. Contact: 5406876321

$795,000
4 Beds 2 Baths
The Coach Stop presents a rare opportunity to acquire a beautifully maintained and remarkably flexible standalone Middleburg residential property combining approximately 2,300+/- SF, four bedrooms, substantial finished garage space, equestrian capability and an established history as a furnished short-term rental. Completely gutted and rebuilt in 2019, the residence was thoughtfully designed for efficiency, durability and low-maintenance ownership. Its highly functional, predominantly single-level arrangement works equally well as a primary residence, weekend retreat, hunt-country base, second home or investment property. The property offers considerably more than the residence alone. A finished two-car garage, six horse stalls and wash stall, greenhouse, fire-pit entertaining area and beautifully maintained landscaping create unusual flexibility within a manageable .75-acre property. The equestrian infrastructure provides a particularly compelling opportunity for riders seeking a Middleburg base with the ability to accommodate horses for hunting, shows or other equestrian activities. It also expands the property's versatility as a furnished rental or weekend retreat. Quality and efficiency were central to the 2019 reconstruction. Features include high-efficiency windows and doors, spray-foam insulation, LED lighting, tankless hot water and a standing-seam metal roof. Appliances have been recently replaced or have seen exceptionally limited use. Since 2019, the property has operated successfully as a private furnished short-term rental, historically generating approximately $45,000-$60,000 in annual gross rental income. The property is intended to convey furnished, offering a purchaser an unusually turnkey opportunity. Historical rental performance is provided for informational purposes only and is not a representation or guarantee of future income, occupancy or rental availability. For a buyer seeking a manageable Middleburg residence, equestrian foothold, furnished retreat or income- producing property, The Coach Stop offers a combination of condition, flexibility and infrastructure that is increasingly difficult to find at this price point. The adjoining 2.26 -acre Whitehall property at 35317 and 35321 Snake Hill Road is separately offered for $1,399,000 (MLS# VALO2134086). Both independently deeded parcels are also offered together as the complete Whitehall property for $1,995,000.

35327 Snake Hill Rd, Middleburg

Listing courtesy of Corcoran McEnearney. Contact: 5406876321

$1,995,000
4 Beds 5 Baths
Two 10-12 Acre Homesites near historic Middleburg! Price includes our Main Level Owners Suite Floorplan, The Westover. Also offering the Oak Hill and our Magnolia Way Floorplans. See Sales Manager for the many design features available, including the popular Multi-Generational Plan. Visit our Bellewood Farm 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. Features, square footage, beds & baths are per base floor plans. 10-Acre lots near historic Middleburg!

St. Louis Road, Middleburg

Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com

$405,000
This Federal Court office condominium unit offers approximately 1,500 square feet of bright and versatile office space in the heart of historic Middleburg. Occupying a desirable corner location on the second floor, the suite enjoys abundant natural light from three directions creating a welcoming and productive work environment. Currently configured as a medical office with a large reception area and 4 separate offices, the space features non-structural interior walls that can be reconfigured to suit a variety of professional uses. Renovated in 2021, the suite offers high-quality flooring, paint, and updated lighting. It also includes a break room, powder room, separate electric metering and its own dedicated heating and cooling system. Three assigned parking spaces are located directly behind the building for added convenience. Just steps from Middleburg's charming main street, the property is within easy walking distance of local shops, restaurants, banks, the post office, the National Sporting Library & Museum, the Red Fox Inn, and Salamander Resort & Spa. Located within the Town of Middleburg's C-3 zoning district, the condominium is designed for professional office use. The quarterly condominium fee of $1,216.40 includes water and sewer service, snow removal, and trash dumpster service. Comcast Internet. See floor plan included.

107 W Federal St Unit #13, Middleburg

Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact: 5406876500

$899,900
4 Beds 3 Baths
A true gem in the heart of Historic Middleburg’s premier Horse Country! At below market pricing of $899,900, this 2,358-square-foot 1930’s Traditional Gable Front Farmhouse with classic craftsmanship and vintage sophistication will blend nicely with your unique creative style! Nestled among million-dollar estates and an Exceptional Location just a stone’s throw from Town Center, this rare property offers an unprecedented canvas for the visionary buyer. Stately 1930’s architectural features anchor the residence with a stucco exterior resting on a stacked stone foundation and a full-length front porch ideal for resting beside evening sunsets. Inside, soaring 9+ foot main-level ceilings accentuate the natural sunlight flowing through original tall windows. Fine vintage period details of rich woodwork, crown moldings, chair rail, hearty pine floors and a wood-burning fireplace with its original stone and brick surround—add immediate warm elegance. The main level features formal living, dining, and family rooms with decorator paint and paper, as well as a Primary Suite complete with full bath and roll-in shower. The Farmhouse country kitchen offers wood cabinetry and a generous pantry. Beside the kitchen you’ll find the laundry room which offers expansion opportunities for a breakfast sunroom, or an efficiently designed mud room with additional storage! This home offers generous space for one floor living plus a second story for extended family and guests – or, comfortable living space for two floor enjoyment! A center wooden staircase leads to the upper floor, which hosts three generous size bedrooms, two full baths, a private library or den area with walk-in closet, wet bar, and a private rear stairway exit. Current zoning allows raising the upper floor rooftop 5 feet, opening exceptional possibilities for a custom height and window build-out! Explore The Possibilities! Key infrastructure updates provide peace of mind, including a newer boiler, water heater, select stainless steel appliances, relined chimneys, and existing central air ductwork ready for a high-efficiency system setup. This home is sold AS-IS and needs only a few improvements to make it your perfect Dream Home! Outside, enjoy a brick patio, a back deck, a fully enclosed 6-foot privacy fence for gardens and your cherished pets, and a four-car crushed stone parking pad for your off-street parking needs! One of the finest features of this home is its Location and Proximity to the Middleburg Town Center. Nearby attractions include the Middleburg Library with its EV charging station just one block away, the Salamander Resort and the Community Center and Pool just two blocks away. Nearby you will also find Fine Antique and Boutique Shops, Pubs and Gourmet Restaurants, Therapists and Health Practitioners, Museums, Elite Virginia Vinyards and Breweries, the Goodstone Inn, Equestrian Events – Polo, Fox Hunting, Point-to-Point, Steeplechase, Riding Lessons, the Middleburg Tennis Club, a Post Office, Banks, a Hardware Store, Public and well recognized Private Schools, Hiking in the Shenandoah and Blue Ridge Mountains, Golf Courses and Fitness Centers! Enjoy Middleburg, the Perfect Place to call Home!!

107 Walnut, Middleburg

Listing courtesy of Corcoran McEnearney. Contact: 5406876321

$700,000
Rare opportunity to acquire a prime commercial property in the heart of the charming Town of Middleburg. This well-maintained and thoughtfully configured space offers exceptional potential for a medical practice, doctors’ office, clinic, wellness center, or a variety of other professional uses. Encompassing approximately 1,500 square feet, the property features an efficient and highly functional floor plan, available in the documents section. The current layout includes four well-appointed exam rooms, a welcoming reception area, comfortable waiting room, two private offices, three half baths, and a dedicated file/storage room—providing flexibility to accommodate a wide range of business needs. Zoned C-1, this property offers valuable versatility for professional, office, and commercial applications. Additional highlights include a paved parking lot for ease and convenience, as well as ramp access to the building, ensuring accessibility for clients and staff alike. Positioned in one of Virginia’s most sought-after small towns, this is an outstanding opportunity to establish or expand your business in a highly desirable location with excellent visibility and accessibility. Property may be shown by appointment Monday through Friday after 4:00 PM and on weekends.

204 E Federal St Unit #B, Middleburg

Listing courtesy of Sheridan-MacMahon Ltd.. Contact:

$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: 5406876500

$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: 5406876500

$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! The baby grand piano including the rug may be purchased separately. 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: (540) 687-8500

$2,700,000
3 Beds 3 Baths
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:

$2,845,000
4 Beds 5 Baths
Back on the market through no fault of the home. Buyer financing fell through. Amazing opportunity. Move fast! Want to build a custom home near Middleburg, but not wait for new construction? Welcome to Affirmed Park Court …a stunning French transitional home located just minutes from downtown Middleburg in Banbury Cross Reserve, an exclusive enclave of custom homes. Offering over 6,000 square feet of beautifully finished living space, this home was thoughtfully designed for today’s discerning buyer and is move-in ready. The floor plan includes 4 bedrooms with ensuite baths, plus the flexibility for a 5th bedroom and bath on the lower level, ideal for guests or an in-law suite. Privately sited at the end of a cul-de-sac, the premium lot enjoys protected views of fields and woods under permanent open space easement. Stone gate posts and a paved driveway lead to the all-brick residence with a deep front porch, mahogany entry doors, and designer carriage lighting. Inside, wide-plank white oak floors, soaring 10’ ceilings, and extensive custom millwork set the tone. Highlights include a formal dining room, private office, living room with built-ins, wet bar, and a dramatic family room with coffered ceilings and a floor-to-ceiling stone fireplace. The gourmet kitchen features Omega cabinetry, quartz countertops, a 12’ island, and premium Sub-Zero, Wolf and Cove appliances. The kitchen opens to the light-filled breakfast room with doors to the rear deck, complete with a gas-plumbing for a grill and automatic awning for outdoor entertaining. Upstairs, the luxurious primary suite offers a sitting room, dual walk-in closets, and a spa-like bath with soaking tub and oversized shower. Three additional ensuite bedrooms, plus a well-appointed laundry room with double washers and dryers, complete the second floor. The unfinished lower level offers abundant potential for recreation, fitness, a guest space and storage. Residents enjoy walking the community roads and the protected open spaces and easy access to Route 50, Dulles International Airport, and Washington, DC. Please see documents section for the extensive list of upgrades and custom features.

23084 Affirmed Park Ct, Middleburg

Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact: 5406876500

$849,000
Seize the opportunity to build your dream home in Middleburg, in the heart of Virginia wine and horse country! This is one of two beautiful lots available 7 acres each (available together for a total of 14 acres). Road frontage on Beaverdam Bridge Rd. This listing is for LOT #2, a beautiful wooded lot that provides privacy on a hill contiguous to LOT #1 which has an open field with rolling hills and a complete horse fence and tree surround. A few miles from downtown Middleburg with boutique shopping, fine dining, and renowned equestrian culture. Perfect for an equestrian farm or country estate with privacy on all sides and easy access to DC, Dulles Airport, and all Northern Virginia. Price is per lot. Custom builder and architect available if desired. Rare opportunity with very limited lots available in Middleburg.

20962 Beaverdam Bridge Rd, Middleburg

Listing courtesy of Houwzer, LLC. Contact: 2028668787

$874,000
Seize the opportunity to build your dream home in Middleburg, in the heart of Virginia wine and horse country! This is one of two beautiful lots available 7 acres each (available together for a total of 14 acres). Road frontage on Beaverdam Bridge Rd. This listing is for LOT #1, a beautiful open field lot that has rolling hills and a complete horse fence and tree surround. This is contiguous to LOT #2 that is a wooded private lot on a hill. A few miles from downtown Middleburg with boutique shopping, fine dining, and renowned equestrian culture. Perfect for an equestrian farm or country estate with privacy on all sides and easy access to DC, Dulles Airport, and all Northern Virginia. Price is per lot. Custom builder and architect available if desired. Rare opportunity with very limited lots available in Middleburg.

20958 Beaverdam Bridge Rd, Middleburg

Listing courtesy of Houwzer, LLC. Contact: 2028668787

$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:

$549,500
Unique and rare land parcel available right in the heart of the historic village of Middleburg. This offering is for a raw land parcel in the rear of the lot. This parcel was divided into two independent parcels fully approved by the town. (Front lot has a ranch home that is currently being renovated). The rear parcel is open, private and level with a pipe stem driveway for easy access. Enjoy a short walk to downtown shops, restaurants, town pool, post office, grocery stores, library and more. Visit the Museum of Hounds and Hunting or the National Sporting Library & Museum. Walking trails at the nearby Salamander Resort and the campus of the Hill School are easily accessed. Minutes to local wineries, breweries and a cidery. Enjoy all the seasonal town events like the Farmers Market, Octoberfest, the 1000 Miglia car rally, Middleburg Film Festival and Christmas in Middleburg. Build a hunt-box or luxurious home tucked privately off Chestnut Street in the heart of Virginia horse country. Don’t miss this special opportunity! (See documents section).

LOT B - Chestnut St, Middleburg

Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact: 5406876500

$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:

$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: 8668257169

$2,850,000
4 Beds 7 Baths
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

Listing courtesy of Hunt Country Sotheby's International Realty. Contact: (540) 687-8500

$1,289,990
Build your new home on this incredible 12+ acre parcel that is located just off of rte 50. Less than 8 miles from Willowsford & less than 3 miles East of the historic village of Middleburg. This parcel offers close to 400 feet of road frontage.<br><br>There is no formal entrance to this parcel. Please park @ Sally Mill Rd that is across the parcel, LEFT side of the parcel (when facing the front of the subject parcel).<br><br>Seller has contacted VDOT last year. Application has not been made. Verbally on the phone VDOT mentioned to Seller that the driveway access to the subject parcel will most likely be from the RIGHT side of the parcel (when facing the front of the subject parcel). This proposed driveway to the parcel will most likely mimic the new construction home that is right across the subject parcel. Pls check the pictures to get an idea.<br><br>Within a short drive to many local wineries and historic towns. Ideal commuter location with easy access to Dulles International Airport and downtown Washington DC.

Lot 3 Little River Tpke, Middleburg

Listing courtesy of Realty Resource. Contact:

$325,000
Prime High-Density R-4 Development Opportunity in the Borough of Middleburg! This offering includes approximately 10+ acres, fully serviced by public water, sewer, and stormwater infrastructure — a rare find for developers seeking scale and utility access. The property was previously engineered for a high-density residential concept, representing the maximum allowable unit count under current R-4 zoning. The site borders the Middleswarth Potato Chip facility and offers stunning elevated views from the top of the parcel — including scenic views overlooking town. Development flexibility allows a purchaser to maintain high density or reduce lot count for larger parcels, depending on vision and market strategy. Opportunities of this size with utilities, zoning support, and conceptual engineering in place are increasingly difficult to find. Sellers are experienced developers and licensed general contractors who are available to assist a buyer with land development, site work, and home construction under contract. Exceptional investment and development opportunity — bring your vision and unlock the potential.

Lot Furnace Rd, Middleburg

Listing courtesy of Joy Daniels Real Estate Group, Ltd. Contact: 7176953177

$2,095,000
4 Beds 5 Baths
Two 10-12 Acre Homesites near historic Middleburg! Price includes our Magnolia Way Transitional Floorplan. Also offering the Oak Hill and our Westover Floorplans . See Sales Manager for the many design features available, including the popular Multi-Generational Plan. Visit our Bellewood Farm 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. Features, square footage, beds & baths are per base floor plans. 10-Acre lots near historic Middleburg!

St. Louis Road, Middleburg

Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com

$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: 5406876500

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

37291 Seabiscuit Park Pl, Middleburg

Listing courtesy of Corcoran McEnearney. Contact: 5406876321

$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: 3015161212

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

34642 Atoka Chase Ln, Middleburg

Listing courtesy of Douglas Elliman of Metro DC, LLC. Contact: 7035524180

$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:

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

505 Martingale Ridge Dr, Middleburg

Listing courtesy of Corcoran McEnearney. Contact: 5406876321

$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: