Middleburg Real Estate

Middleburg Real Estate

Welcome to Middleburg, Virginia, a charming town nestled in the heart of Loudoun County. Known for its rich history and picturesque landscapes, Middleburg offers a unique blend of small-town charm and sophisticated living. Established in the 18th century, this quaint town has evolved into a vibrant community that attracts residents and visitors alike with its historic architecture, boutique shops, and renowned equestrian culture.

As you stroll down the tree-lined streets, you’ll find an array of delightful shops, art galleries, and gourmet restaurants that showcase the local flavor. Middleburg is particularly famous for its equestrian events, drawing horse enthusiasts from all over the country. The surrounding countryside, with its rolling hills and sprawling vineyards, provides a stunning backdrop for outdoor activities, including hiking, biking, and horseback riding.

For those who appreciate a slower pace of life, Middleburg offers a sense of community that is hard to find elsewhere. With its friendly residents and numerous community events, you’ll quickly feel at home. The town also boasts a variety of top-rated schools, making it an ideal location for families.

Middleburg's prime location allows for easy access to Washington D.C., making it perfect for commuters who desire a peaceful retreat after a busy day in the city. Whether you’re looking to settle down or invest in a vacation home, Middleburg is a hidden gem that perfectly encapsulates the beauty and charm of Virginia’s countryside. Come explore the allure of Middleburg and discover why so many have chosen to call this enchanting town home!

Newest Listings in Middleburg

3 Beds ⋅ 4 Baths

COMING SOON....................

22125 Waverly Heights Ln, Middleburg

Listing courtesy of Samson Properties. Contact: 7033788810

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

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

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

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

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

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:

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

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

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

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:

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

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