Middleburg VA Historical Real Estate, Homes for Sale

Tucked at the end of a quiet side street in the historic town of Middleburg, this renovated ranch-style home offers comfortable, easy living just a short walk into town. The home was extensively renovated in 2020 and has recently been freshly painted on the exterior, making it truly move-in ready. The main level features an open floor plan with a well-appointed kitchen offering upgraded countertops, stainless steel appliances and a large island for casual dining or entertaining. The adjoining dining and living areas have recessed lighting and a large picture window overlooking the rear yard. There are three bedrooms, including an entry-level primary suite, and three full bathrooms, each with ceramic tile flooring and upgraded vanities, lighting and tub/showers. The fully finished lower level offers a spacious Recreation Room, bonus room, home office, full bath and separate laundry room. Other features include energy-efficient windows and ceiling fans throughout. Outside the 0.28-acre lot offers a large open rear deck for outdoor dining and entertaining, along with a covered front porch, an attached 1-car garage and paved driveway. An easy walk into Middleburg puts shops, restaurants and the town's many events right outside your door from the Christmas Parade and Oktoberfest to the Middleburg Film Festival. The Salamander Resort and National Sporting Library are also close by. Ideal commuter location only 35 minutes to Dulles International Airport and an hour to Washington DC. A nicely renovated home in a convenient in-town location that is turnkey and ready to enjoy.

409 E Marshall St E, Middleburg

Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact: 5406876500

$795,000

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

$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

$899,900

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

$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

$330,000

Situated on 2.9 private acres, this property offers a rare opportunity to finish and customize to your vision. Featuring a newly constructed crawl space and brand-new floor joists already in place, much of the foundational work has been started for you. Bring your ideas and complete this home exactly the way you want it. Plenty of space for gardening, recreation, or simply enjoying the peaceful setting.

21964 St Louis Rd, Middleburg

Listing courtesy of Hunt Country Sotheby's International Realty. Contact:

$449,900

2 Beds ⋅ 1 Baths

PENDING RELEASE SINGLE FAMILY HOME FOR CONDO PRICE-BUT NO CONDO FEE -NO HOA- FEE. Welcome to “The Pink Cottage” — A Sunny Retreat Just Minutes from the Heart of Middleburg on half acre lot! Tucked away in the scenic countryside just 8 minutes to downtown Middleburg, this cheerful and sun-drenched cottage offers a perfect blend of charm, convenience, and tranquil living. Located in the heart of Virginia’s renowned horse and wine country, you'll enjoy quick access to all the delights of historic Middleburg—a town celebrated for its boutique shopping, fine dining, art galleries, equestrian events, and luxurious destinations like Salamander Resort. Step inside this lovingly cared-for home and you'll be greeted by warm wood floors, abundant natural light, and picturesque views of the western mountains from the front living room window. The thoughtful layout includes two main-level bedrooms a refreshed full bath, offering true main-floor living that’s both functional and inviting. The updated kitchen features newer appliances (propane gas cooking) and a cozy, efficient layout that opens onto the rear deck—an ideal spot for sipping morning coffee or hosting casual gatherings while enjoying the expansive yard and mature landscaping. Downstairs, the enormous unfinished basement has been professionally waterproofed (2024) with a full dehumidifier system, sump pump with battery backup, and interior French drain—offering incredible storage space with walkout door. Additional recent updates include light fixtures (2024). Insulation Kitchen water pipes (2026) New water heater (2024) and a NEW whole-house water treatment system with filters and softener (2024) and newer windows. Gardeners will love the designated space for planting, while horse lovers will appreciate being close to multiple boarding facilities. This home offers peaceful living in one of Virginia’s most desirable countryside communities. Owned by two licensed VA Realtors. Property has strong rental history-@ $2450.00 a month .NO HOA. GRASSY AREA TO RIGHT OF HOME IS PART OF PROPERTY TO THE GRAVEL ROAD

22282 St Louis Rd, Middleburg

Listing courtesy of On The Market Properties. Contact: 7034084261

$1,950,000

Prime Middleburg investment opportunity in the heart of the town’s historic downtown district. Offering over 5,500 square feet of versatile commercial space, this two-story brick building enjoys excellent visibility and walkability, just one storefront south of Main Street. The property will be delivered vacant, providing an investor with the flexibility to establish a new tenant, occupy the space or reposition the building for multiple tenants. The two-story configuration, with separate front and rear entrances and staircases, is well suited for a multi-tenant strategy. The existing layout includes private offices, open work areas, conference rooms, three half baths, a supply/copy room, and a generous break room. Additional features include two private front parking spaces, town water and sewer, solid brick construction, and a standing-seam metal roof. Zoned C-2, the property offers a broad range of permitted uses, including professional offices, service businesses, retail, restaurants, fitness studios, and more. An exceptional location for investors seeking a well-located, adaptable commercial asset in one of Northern Virginia’s most established and desirable small-town markets. Restaurants, shops, grocery store and the post office are all within easy walking distance. See documents section for C-2 zoning and historic district information.

6 Pendleton St, Middleburg

Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact: 5406876500

$1,100,000

2 Beds ⋅ 2 Baths

LOCATION, LOCATION, LOCATION-- 208 Chestnut Street — where comfort, community, and character come together in one perfect Middleburg address. Welcome to 208 Chestnut Street, a charming retreat nestled in the heart of Middleburg, Virginia. This unique home blends small-town charm with modern comfort — perfectly situated just steps away from the boutiques, restaurants, and equestrian culture that make Middleburg one of Loudoun County’s most desirable destinations. Step inside to find a bright, open-concept living space filled with natural light, hardwood floors, fireplace, french doors, and more. Outside, the property offers a private backyard oasis — perfect for outdoor dining, gardening, or simply relaxing under the Virginia sky. The front porch captures the essence of Middleburg living, inviting you to slow down and enjoy the charm of this picturesque village. Located within walking distance to local shops, dining, and the renowned Middleburg Farmers Market, this home offers a rare opportunity to experience the best of country living with convenient town access. It's literally, steps away from The Salamander Resort!

208 Chestnut St, Middleburg

Listing courtesy of Century 21 Redwood Realty. Contact:

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Middleburg Historical Real Estate