Middleburg Real Estate

Middleburg Real Estate

Welcome to Middleburg, Virginia, a picturesque town that perfectly blends rich history with modern charm. Nestled in the heart of Loudoun County, Middleburg is renowned for its stunning landscapes, equestrian culture, and vibrant community spirit. With its cobblestone streets and quaint boutiques, this town exudes a timeless appeal that captivates both residents and visitors alike.

Founded in the 18th century, Middleburg has a storied past that is evident in its well-preserved architecture and historical landmarks. The town played a significant role during the Civil War, and today, you can explore its heritage through various museums and historical sites. Stroll through the charming downtown area, where you’ll find a delightful mix of upscale shops, art galleries, and gourmet eateries, all set against a backdrop of rolling hills and scenic vineyards.

For outdoor enthusiasts, Middleburg offers a wealth of recreational opportunities. The surrounding countryside is perfect for horseback riding, hiking, and cycling, allowing you to immerse yourself in the natural beauty of Virginia. Additionally, the region is home to some of the finest wineries and breweries, making it an ideal destination for wine lovers and craft beer aficionados.

Middleburg is also known for its strong sense of community, hosting numerous events throughout the year, from seasonal festivals to farmers’ markets. This tight-knit atmosphere, combined with its stunning surroundings, makes Middleburg not just a place to visit, but a place to call home. Whether you're looking for a charming getaway or considering a move, Middleburg invites you to experience the warmth and beauty of this enchanting town.

Newest Listings in Middleburg

$1,995,000
6 Beds ⋅ 5 Baths
**35317, 35321, 35327 Snake Hill Rd Middleburg VA 20117** Whitehall is an extraordinary private Hunt Country compound just minutes from the Town of Middleburg. Thoughtfully created over more than a decade by an experienced builder, the property includes three independent residences, nearly 12,000± square feet of architecturally cohesive improvements, mature landscaping, and exceptional infrastructure designed for effortless country living. The compound offers approximately 7,000± square feet of finished living space across three independent residences plus 5,000± square feet of garages, covered outdoor living areas, conditioned storage, workshop space, and accessory buildings. The main residence was custom built in 2016. Improvements include a beautifully designed carriage house with apartment, office, fitness space, and wine cellar, and a fully renovated guest residence that has successfully operated as a private short-term rental. Surrounded by permanently protected countryside with Blue Ridge Mountain views, the property features specimen trees, flowering gardens, orchards, a greenhouse, expansive lawns, flagstone walkways, and multiple outdoor entertaining areas. Public sewer, 600-amp electrical service, lifetime standing-seam metal roofs, modern infrastructure, and conscientious stewardship provide true turnkey ownership with no deferred maintenance. Ideally positioned at the gateway to Middleburg’s renowned gravel road network and just minutes from Salamander Resort, Goodstone Inn, wineries, restaurants, and shopping, Whitehall is perfectly suited as a private family estate, multigenerational compound, executive retreat, or luxury hospitality property. Opportunities to acquire a property offering three independent residences, exceptional flexibility, timeless architecture, and one of the finest locations in Virginia Hunt Country are exceedingly rare.

35321 Snake Hill Rd, Middleburg

Listing courtesy of Corcoran McEnearney. Contact: 5406876321
$200,000
3 Beds ⋅ 1 Baths
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

Listing courtesy of Bowen Agency, Inc.. Contact: 5707432165
$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
$948,800
5 Beds ⋅ 3 Baths
Tucked beneath mature shade trees in the heart of Middleburg, this five-bedroom farmhouse pairs historic character with thoughtful updates. Inside, original heart pine floors run throughout, paired with tall windows, deep crown molding, and the kind of vintage cast-iron radiators that give old Virginia homes their warmth. The front living room centers on a wood-burning fireplace with a classic painted mantel, while the adjoining dining room offers built-in shelving and a capiz-shell pendant overhead. The kitchen presents a well-sized blank slate, ready for a future owner's personal touch. A first-floor bedroom adds welcome flexibility for guests, in-laws, or main-level living. Upstairs, four additional bedrooms share the same wide-plank floors and generous natural light, served by two full baths with tiled shower surrounds, rounding out the home's three full baths. Outside, the aerial view tells the rest of the story: a quiet, tree-canopied street lined with charming homes, open pasture and the Blue Ridge foothills rolling out just beyond town. It's classic Middleburg — walkable, historic, and horse-country close, minutes from the village's shops, restaurants, and wine country beyond. A rare opportunity to own a piece of Middleburg's architectural character with modern-day livability already built in. Note: a new HVAC/AC system is already scheduled for installation, taking one more item off the new owner's to-do list.

107 Walnut, Middleburg

Listing courtesy of Corcoran McEnearney. Contact: 5406876321
$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:

$2,850,000
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
$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:

$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 #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
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