Middleburg Homes for Sale

Middleburg Homes for Sale

Welcome to Middleburg, Virginia—a picturesque gem nestled in the heart of Loudoun County. Known for its rich history and charming small-town atmosphere, Middleburg offers a unique blend of rural tranquility and vibrant community life. With roots dating back to the 18th century, this quaint town is often referred to as the "Nation's Horse and Hunt Capital," attracting equestrian enthusiasts and nature lovers alike.

As you stroll through the tree-lined streets, you'll discover a delightful array of boutique shops, gourmet restaurants, and art galleries that reflect the town's artistic spirit. Middleburg's stunning landscapes, rolling hills, and scenic vineyards create an idyllic backdrop for outdoor activities, including hiking, biking, and horseback riding. Plus, with its close proximity to Washington, D.C., residents enjoy easy access to urban amenities while reveling in the peaceful charm of country living.

For those looking to make Middleburg their home, there are a variety of homes for sale that cater to different lifestyles and preferences. From historic estates with sprawling grounds to modern family homes nestled in friendly neighborhoods, the real estate market here offers something for everyone. Each property is a unique opportunity to embrace the Middleburg lifestyle, where community, nature, and history intertwine seamlessly.

Whether you're seeking a serene retreat or a vibrant community, Middleburg welcomes you with open arms. Explore the homes for sale and discover the perfect place to call home in this enchanting town. Let Middleburg's charm and beauty inspire your next real estate adventure!

Newest Middleburg Homes for Sale

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

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

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

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

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:

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:

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

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