Middleburg Homes for Sale

Middleburg Homes for Sale

Welcome to Middleburg, Virginia, a charming town nestled in the heart of Loudoun County, where history meets modern living. Known for its picturesque landscapes and rich equestrian heritage, Middleburg is often referred to as the “Nation’s Horse and Hunt Capital.” With its quaint boutiques, delightful eateries, and welcoming community, this town offers a unique blend of small-town charm and sophisticated living.

Middleburg is steeped in history, with beautifully preserved architecture that tells the story of its past, from the iconic Middleburg Historic District to the stunning estates that dot the countryside. The scenic beauty of the rolling hills and vineyards provides a stunning backdrop for outdoor enthusiasts and those seeking a peaceful retreat from the hustle and bustle of city life.

For those looking to invest in this idyllic community, there are a variety of homes for sale that cater to diverse tastes and lifestyles. From charming cottages and historic homes to luxurious estates and modern residences, Middleburg's real estate market offers something for everyone. Many properties feature expansive yards, breathtaking views, and proximity to equestrian trails, perfect for horse lovers and nature enthusiasts alike.

Living in Middleburg means embracing a lifestyle filled with cultural events, outdoor activities, and a strong sense of community. Whether you’re sipping wine at a local vineyard, exploring the nearby wineries, or enjoying a leisurely stroll through the town’s charming streets, Middleburg invites you to experience the best of Virginia living. Discover your dream home in this enchanting town today!

Newest Middleburg Homes for Sale

$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
$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
$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
$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:

$2,695,000
5 Beds ⋅ 5 Baths
Welcome home to Woodland Farm: a legacy equestrian estate in the heart of Loudoun County. Experience the pinnacle of Loudoun County living on this extraordinary 16-acre sanctuary. Woodland Farm offers a rare convergence of country elegance, professional equestrian facilities, and multi-generational flexibility. Pass through stately stone pillars and follow a winding paved drive that crosses a clear, spring-fed stream. Resting atop a private knoll, the custom stone and hardiplank manor commands panoramic views of rolling hills and lush pastures. This is more than a home; it is a retreat designed for both peace and presence. Inside, the home reveals a careful balance of grandeur and warmth. Sunlight pours through expansive windows beneath soaring 14-foot ceilings, illuminating spaces designed for both gathering and quiet retreat. The great room anchors the home, where floor-to-ceiling french doors open onto a sweeping pool terrace, inviting the outdoors in. At its center, a striking double-sided stone wood-burning fireplace creates a natural flow into the formal dining room, making it easy to imagine evenings filled with conversation, laughter, and celebration. Nearby, the library offers a more intimate setting, where a gas fire flickers softly during quiet conversations, while the main-level theater room promises immersive cinematic nights. The kitchen serves as the heart of it all—a place where daily life and entertaining intertwine. With its expansive social island and seamless connection to dining spaces, it becomes a natural gathering point, whether for casual mornings or lively dinner parties. The home’s thoughtful design extends to its private wings, where the east wing offers a serene primary suite alongside two additional bedrooms, while the west wing provides two oversized bedrooms each with their own ensuite bathroom, creating a sense of separation and comfort for family and guests alike. Beyond the main residence, Woodland Farm fully embraces its identity as a working equestrian estate. A five-stall center aisle barn stands ready for daily routines, complemented by a fenced riding arena and four well-maintained paddocks that support rotation and turnout. The land itself invites exploration—gentle acreage for riding, wooded trails for wandering, and the ever-present stream offering a place to pause and reflect. There is room here not just to live, but to grow, with space for future barns, arenas, or expanded facilities. Enjoy warm summer days gathering around the pool, where wide stone patios and covered wood decks set the stage for long Virginia evenings under open skies. And tucked away with their own entrance and parking, two private guest apartments overlook the woods and stream, offering flexibility for extended family, rental opportunities, or a peaceful remote workspace. Though the property feels deeply secluded, it remains closely connected to the world beyond. Starlink high-speed internet supports modern living, while the nearby village of Middleburg provides access to fine dining, charming boutiques, and the surrounding wine country. Woodland Farm is a place where elegance meets function, where open land meets thoughtful design, and where each day carries a sense of both escape and belonging.

38386 Little River Tpke, Middleburg

Listing courtesy of MAXVALUE, REALTORS. Contact:

$1,975,000
4 Beds ⋅ 5 Baths
A truly enchanting 4-bedroom, 4.5-bath residence nestled in the heart of Middleburg, this beautifully crafted home—built in 2019 by a highly esteemed local builder—offers an exquisite blend of timeless elegance and modern luxury. Thoughtfully designed and impeccably maintained, the home is presented in flawless, turnkey condition with refined finishes at every turn. At its heart, the gourmet kitchen is a culinary showpiece, adorned with a generous center island and appointed with premier appliances including a Wolf range, Sub-Zero refrigerator, and Miele dishwasher. It flows effortlessly into a sunlit family room where a warm fireplace, soaring 9-foot ceilings, intricate millwork, and classic plantation shutters create an atmosphere of understated sophistication and comfort. Step outside to savor the charm of gracious outdoor living—whether relaxing on the welcoming front porch or entertaining on the private rear deck. A detached garage and tucked-away rear parking add both convenience and appeal, while high-speed internet ensures seamless modern living. Just a short stroll from Middleburg’s charming boutiques, fine dining, and vibrant village life, this exceptional property offers a rare opportunity to enjoy the romance of small-town living with every contemporary luxury at your fingertips.

105 Reed St, Middleburg

Listing courtesy of Sheridan-MacMahon Ltd.. Contact:

$1,625,000
3 Beds ⋅ 3 Baths
Circa 1938, this storybook stone and frame residence is beautifully nestled in the heart of the village of Middleburg, where timeless elegance and small-town charm converge. Meticulously restored to an exceptional standard, the home exudes warmth, character, and understated luxury, offering 3 bedrooms and 2½ baths in pristine, turnkey condition. From the moment you enter, you are welcomed by rich hardwood floors and an inviting ambiance that speaks to the home’s heritage. The gracious living room, centered around a classic fireplace, provides the perfect setting for intimate gatherings, while the thoughtfully appointed gourmet kitchen blends style and function, ideal for both everyday living and refined entertaining. Step outside to discover a truly enchanting setting. The expansive lot is adorned with lush, mature gardens that offer a tapestry of color through the seasons, creating a private oasis in the middle of the village. A charming side porch invites you to unwind with morning coffee or evening cocktails, surrounded by the beauty of the landscape. Completing the property is a detached two-car garage with a versatile workshop, offering ample space for hobbies or storage. Rarely does a home of this caliber and character become available—an extraordinary opportunity to own a piece of Middleburg’s charm, where history, beauty, and modern comfort come together effortlessly.

700 W Washington St, Middleburg

Listing courtesy of Sheridan-MacMahon Ltd.. Contact:

$2,850,000
4 Beds ⋅ 7 Baths
Fox Hill Farm sits just over a mile east of historic Middleburg, offering a rare chance to own a beautifully remodeled estate that blends refined living with true Virginia equestrian charm. Set on 7.6 picturesque acres and reached via paved Four Chimneys Lane off Little River Turnpike, the property offers 6,547 finished square feet across the main residence and barn apartment. The elegant two-level brick home features a main-level primary suite with a spacious walk-in closet incorporating a second laundry, plus two additional bedrooms each with its own en-suite bath. A gracious foyer opens to formal living and dining rooms, while the expansive gourmet kitchen, anchored by a grand center island, flows into a bright breakfast area and light-filled great room with a striking Palladian window framing views of the paddocks and barn beyond. A side-loading two-car garage completes the main level. The recently finished lower level offers a home theater, recreation room, library/office, sitting room, full kitchen, wet bar, full hall bath, laundry, and two additional en-suite bedrooms, with walk-out access to a rear patio overlooking the landscaped grounds. A separate driveway serves the fully remodeled guest cottage and barn, currently operating as a short-term rental, complete with an oversized detached garage. Additional features include a fenced kitchen garden, outdoor gathering area, and potential for an accessory dwelling, subject to approvals. A truly special Middleburg retreat.

23333 Four Chimneys Ln, Middleburg

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