Middleburg Real Estate

Middleburg Real Estate

Nestled in the heart of Virginia’s picturesque Loudoun County, Middleburg is a charming town that exudes a unique blend of history, culture, and natural beauty. Known as the “Nation’s Horse and Hunt Capital,” this quaint town is a haven for equestrian enthusiasts and outdoor lovers alike. With its rolling hills, lush landscapes, and sprawling vineyards, Middleburg offers a serene escape from the hustle and bustle of city life, making it an ideal location for those seeking tranquility and adventure.

Founded in the late 18th century, Middleburg is steeped in rich history, featuring beautifully preserved architecture that reflects its storied past. Stroll down the cobblestone streets and discover local boutiques, art galleries, and gourmet eateries that showcase the town’s vibrant culture. The annual Middleburg Film Festival and the renowned Middleburg Hunt are just a few of the events that bring the community together, fostering a strong sense of connection among residents and visitors alike.

For nature enthusiasts, the nearby Blue Ridge Mountains provide endless opportunities for hiking, horseback riding, and exploring the great outdoors. The town is also surrounded by award-winning wineries and breweries, perfect for a leisurely afternoon of tasting and relaxation.

Whether you’re looking to settle down in a historic home, enjoy a weekend getaway, or simply explore the beauty of Virginia’s countryside, Middleburg offers a delightful blend of charm, sophistication, and adventure. Discover the magic of this enchanting town and experience a lifestyle that beautifully balances leisure and elegance.

Newest Listings in Middleburg

$1,995,000
4 Beds ⋅ 5 Baths ⋅ VALO2133170 MLS
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
$2,195,000
4 Beds ⋅ 5 Baths ⋅ VALO2132296 MLS
Perfectly positioned on the eastern edge of the historic village of Middleburg, this extraordinary custom-built estate captures the timeless character of Virginia's horse country while embracing the comfort, craftsmanship, and sophistication of modern living. Built in 2021, the home was thoughtfully designed to honor the architectural traditions that define this remarkable region, blending classic proportions, natural materials, and refined detailing into a residence that feels both timeless and elegant. <br><br> Surrounded by gently rolling countryside and open skies, the setting offers exceptional privacy while remaining just minutes from Middleburg's acclaimed restaurants, boutiques, wineries, equestrian venues, and commuter routes. Here, mornings begin with sweeping pastoral views, evenings end beside a crackling fire, and every season brings a new appreciation for the landscape. <br><br> A welcoming front porch introduces interiors filled with warmth and exceptional craftsmanship. Wide-plank hardwood floors, soaring ceilings, custom millwork, abundant natural light, and carefully curated finishes create an atmosphere of understated luxury throughout. <br><br> Just beyond the foyer, a remarkable private office showcases dramatic painted millwork, custom built-ins, elegant lighting, and walls of windows overlooking the countryside, creating an inspiring space for work or quiet reflection. <br><br> At the heart of the home, the chef's kitchen was designed for gathering and everyday living. Premium appliances, extensive custom cabinetry, an oversized center island, and an exceptional walk-in pantry provide beauty and function. The adjoining dining area and keeping room center around a handsome wood-burning fireplace, while expansive windows showcase breathtaking countryside views. <br><br> French doors open to an exceptional stone terrace designed for entertaining and relaxation. A fully equipped outdoor kitchen, wood-burning fireplace, and thoughtfully designed gathering spaces create the perfect setting for intimate dinners or memorable evenings beneath Virginia's open skies. <br><br> The upper level provides a peaceful retreat where every bedroom offers generous proportions, elevated ceilings, abundant natural light, and tranquil views. The luxurious primary suite features a spacious sitting area, custom walk-in closets, and a beautifully appointed spa bath with dual vanities and an oversized walk-in shower. <br><br> The finished lower level expands the home's versatility with generous recreation and theater spaces along with a private guest suite, making it ideal for entertaining or extended stays. <br><br> Complementing the residence is an architecturally striking detached three-car garage with a distinctive red exterior and carriage-style design that perfectly reinforces the property's authentic Virginia character. <br><br> Since completion, the property has been enhanced with thoughtfully selected upgrades, including a custom pantry, extensive interior millwork, designer lighting, expanded hardscaping, professionally designed landscaping, additional fencing and gates, Starlink internet, whole-home audio, Nest thermostats, three Air Scrubbers, a steam humidifier, hot water recirculation, water purification servicing, plumbing enhancements, and numerous mechanical improvements that enhance comfort and efficiency. <br><br> Middleburg has long been treasured for its equestrian heritage, scenic beauty, and enduring sense of place. Rolling fields replace busy streets, neighbors value privacy, and life moves at a more peaceful pace without sacrificing convenience. <br><br Homes of this caliber are defined not only by exceptional craftsmanship, but by the experience they create. Filled with natural light, framed by spectacular countryside views, and designed with timeless architecture and enduring quality, this is a rare opportunity to own a recently constructed custom estate that beautifully captures the spirit of Middleburg.

23232 Sally Mill Rd, Middleburg
$1,995,000
6 Beds ⋅ 5 Baths ⋅ VALO2131852 MLS
**35317, 35321 & 35327 Snake Hill Road | Middleburg, Virginia 20117** Whitehall is an extraordinary private Hunt Country compound just minutes from the Town of Middleburg. Thoughtfully conceived and developed over more than a decade by an experienced builder, the property spans two separately recorded parcels and offers a rare combination of luxury living, exceptional infrastructure, and remarkable flexibility. Functioning seamlessly as a single private compound, the two separately recorded parcels provide uncommon flexibility for multigenerational living, guest accommodations, rental income, future ownership, or long-term investment. The compound comprises approximately 12,500± square feet of improvements under roof, including 5,570± square feet across three principal buildings and an additional 6,940± square feet of thoughtfully designed accessory improvements, including covered porches and pavilion, utility buildings, equipment barns, equestrian facilities, and support structures. The custom-built main residence is complemented by a beautifully designed carriage house featuring a private apartment, office, fitness space, wine cellar, and finished two-car garage, while the fully renovated guest residence occupies the second separately recorded parcel. Together, the three principal buildings create an exceptionally versatile compound suited for family living, guests, staff, or income-producing opportunities. Beyond the residences, Whitehall is exceptionally well equipped with a substantial flex utility building, covered equipment barns, equestrian facilities, greenhouse, and inviting covered porches and pavilion. Unlike many country properties that evolve through unrelated additions, Whitehall was intentionally planned as a cohesive compound where every structure complements the others architecturally and functionally. Whitehall represents a rare opportunity to own one of Middleburg's most versatile private compounds, combining privacy, enduring quality, and exceptional flexibility in the heart of Virginia's renowned Hunt Country. *The square footage, bedroom count, and room count referenced in this listing reflect the combined improvements comprising the Whitehall compound, including the main residence, carriage house, and guest residence, unless otherwise noted. Buyers are encouraged to review the floor plans and building summary for the individual building layouts and dimensions.*

35321 Snake Hill Rd, Middleburg
$200,000
3 Beds ⋅ 1 Baths ⋅ PASY2002806 MLS
Looking for a ranch home on a spacious lot with plenty of room to enjoy the outdoors? This home offers easy, one floor living & a large backyard perfect for relaxing or entertaining. Inside, you'll find hardwood floors under the carpet (excluding the kitchen & bathroom), just waiting to be uncovered. The full basement provides storage space, along with existing laundry hookups. Laundry has been relocated to one of the bedrooms for convenience but can easily be moved back to the basement. Located just minutes from Selinsgrove & Middleburg, this home offers comfort & convenience. Whether you're looking to downsize or just starting out, this is a wonderful opportunity to make it your own! Square footage taken from Snyder County Assessment office.

124 Vine St, Middleburg
$405,000
VALO2128064 MLS ⋅ Federal Court BLDG.
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
$948,800
5 Beds ⋅ 3 Baths ⋅ VALO2129326 MLS
Tucked beneath mature shade trees in the heart of Middleburg, this five-bedroom farmhouse pairs historic character with thoughtful updates. Inside, original heart pine floors run throughout, paired with tall windows, deep crown molding, and the kind of vintage cast-iron radiators that give old Virginia homes their warmth. The front living room centers on a wood-burning fireplace with a classic painted mantel, while the adjoining dining room offers built-in shelving and a capiz-shell pendant overhead. The kitchen presents a well-sized blank slate, ready for a future owner's personal touch. A first-floor bedroom adds welcome flexibility for guests, in-laws, or main-level living. Upstairs, four additional bedrooms share the same wide-plank floors and generous natural light, served by two full baths with tiled shower surrounds, rounding out the home's three full baths. Outside, the aerial view tells the rest of the story: a quiet, tree-canopied street lined with charming homes, open pasture and the Blue Ridge foothills rolling out just beyond town. It's classic Middleburg — walkable, historic, and horse-country close, minutes from the village's shops, restaurants, and wine country beyond. A rare opportunity to own a piece of Middleburg's architectural character with modern-day livability already built in. Note: a new HVAC/AC system is already scheduled for installation, taking one more item off the new owner's to-do list.

107 Walnut, Middleburg
$700,000
VALO2129896 MLS ⋅ Town Of Middleburg BLDG.
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
$795,000
4 Beds ⋅ 3 Baths ⋅ VAFQ2022624 MLS
Also know as 1548 Weston Lane. Charming stucco cottage beautifully renovated from top to bottom in 2026, offering the perfect blend of timeless character and modern comfort. Ideally located just minutes from Middleburg with convenient access to Route 50, this turnkey home features 3 bedrooms and 3 full baths, thoughtfully designed for easy living. The bright, updated interior includes a new gourmet kitchen, a welcoming living room with fireplace, and a cozy den. The fully finished lower level offers a second kitchen, creating an ideal space for a guest suite, in-law accommodations, or potential rental opportunity. Enjoy outdoor living on the expansive wrap-around deck overlooking a fenced backyard—perfect for dogs—and beautifully landscaped gardens. A rare opportunity to own a completely renovated cottage in a sought-after location. See attached documents for a complete list of improvements.

6428 John S Mosby Hwy, Middleburg
$1,395,000
3 Beds ⋅ 3 Baths ⋅ VALO2128060 MLS
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 Turnpike, Middleburg
$2,850,000
4 Beds ⋅ 5 Baths ⋅ VALO2126154 MLS
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
$1,950,000
3 Beds ⋅ 2 Baths ⋅ VALO2126668 MLS
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
$1,525,000
4 Beds ⋅ 5 Baths ⋅ VALO2126322 MLS
Desirable, updated home in the Melmore neighborhood of Middleburg. Nestled on three acres, this Colonial Williamsburg home has been meticulously maintained and updated. Enter the gracious front porch into the formal foyer. To the left is the large family room with gas fireplace and built in bookcases. To the right is the formal living room with wood burning fireplace which opens to the formal dining room. The adjacent, light filled kitchen, overlooks the large back yard and includes an area for a family dining table. A large mud room/laundry room and half bath with custom vanity and lovely finishes are also found on this level. Upstairs are 4 bedrooms. The large primary bedroom has two NEWLY REMODELED bathrooms--one with a tub, the other with a walk in shower. Abundant closet space and a separate dressing area makes this suite even more desirable. One of the other bedrooms includes an en suite bath. The other two share the use of the central, upstairs full bathroom. There is a large, walk up attic space for future completion as living space or to be utilized now for added storage. There is a large deck spanning the rear of the home. The grounds have been professionally landscaped and includes mature trees, stone walls, garden beds and is fenced for the safe keeping of pets or children's play. This is truly a delightful property, well suited for family living or a weekend escape in the country. This home has many upgrades and recent improvements. See the Partial List of Improvements in the Documents tab.

37143 Adams Green Ln, Middleburg
Start Your Search