$21,350,000 Landmark 1,100� acre estate in the heart of the Middleburg/Upperville hunt country. Steeped in history, Llangollen dates to 1795 and is anchored by a gorgeous 9-bedroom Colonial Revival house. Sited at the end of a mile long driveway, the house features sweeping 180-degree views over the property and surrounding landscape. Extensive improvements include 8 tenant cottages, numerous outbuildings, and 8 ponds, among others. Equestrian resources include a best-in-class polo facility, 7 barns, and expansive turnout options. 700� acres of mostly level open ground, and 400� acres of forested land. Phenomenal scenery and privacy, yet only 1 hr to Washington, D.C. and 15 minutes to Middleburg. Under conservation easement, contact broker for details. Llangollen is a true generational asset in one of Virginia?s most iconic landscapes. 9 Beds ⋅ 11 Baths Landmark 1,100� acre estate in the heart of the Middleburg/Upperville hunt country. Steeped in history, Llangollen dates to 1795 and is anchored by a gorgeous 9-bedroom Colonial Revival house. Sited at the end of a mile long driveway, the house features sweeping 180-degree views over the property and surrounding landscape. Extensive improvements include 8 tenant cottages, numerous outbuildings, and 8 ponds, among others. Equestrian resources include a best-in-class polo facility, 7 barns, and expansive turnout options. 700� acres of mostly level open ground, and 400� acres of forested land. Phenomenal scenery and privacy, yet only 1 hr to Washington, D.C. and 15 minutes to Middleburg. Under conservation easement, contact broker for details. Llangollen is a true generational asset in one of Virginia?s most iconic landscapes. 21515 Trappe Rd, Upperville Listing courtesy of HALL AND HALL PARTNERS, LLP. Contact: Selling Office: UnrepresentedBuyer.
$19,800,000 Set amid the picturesque countryside of Upperville, Virginia, Ayrshire Farm rises from the landscape with a presence that feels both timeless and stately. Encompassing 571 acres in the heart of the Virginia Piedmont, the estate is rich in heritage, design, and purposeful land stewardship. Few properties in the region balance these elements with such ease or at this scale. The manor house, completed in 1912, stands as the estate’s architectural anchor. Constructed of fieldstone quarried from the property, its four-foot-thick walls and steel-reinforced structure were bold innovations in their day. The residence carried the rare distinction of offering electricity, indoor plumbing, and central heating at a time when such comforts were little more than distant ideas for most of the country. More than a century later, its original cypress windows, beams, and intricate masonry speak to a standard of craftsmanship that endures with remarkable clarity. In recent years, the home has undergone a careful and comprehensive restoration, bringing modern performance and convenience to its historic framework. Its 17,000-square-foot interiors have been methodically rewired and re-plumbed, outfitted with three-phase power, central air, underground utilities, and a sophisticated security and communication system. Twelve restored fireplaces, finely calibrated lighting, locally crafted cabinetry, and an English conservatory designed by Glass Houses of England reflect a discerning approach to preservation. The materials, textures, and architectural details that define the residence create an atmosphere of quiet grandeur, grounded in authenticity rather than overt opulence. Ayrshire Farm’s influence extends far beyond the manor. The property became the first in Virginia to achieve both Certified Humane and USDA Certified Organic status, marking a defining moment in the state’s agricultural landscape. Its fields, orchards, and pastures continue to support working organic operations, helping shape regional standards for sustainable and ethical farming. This commitment to the land is not ornamental; it is foundational to the estate’s identity. The natural setting surrounding the home is as compelling as its history. Upperville’s storied equestrian traditions blanket the landscape with a quiet sophistication unique to the Virginia Piedmont. Located just 65 miles from the heart of Washington, DC, and 35 miles from Dulles International Airport, Ayrshire offers a sense of escape without isolation. The charming village of Middleburg, with its boutiques, cafés, and equestrian heritage, lies only a short drive away, placing everyday conveniences and refined country life within effortless reach. To the west, the ridgelines of the Blue Ridge Mountains and the expanse of Shenandoah National Park form a dramatic horizon. Artists and filmmakers have long been drawn to this terrain, captivated by its pastoral simplicity and sense of permanence. Alfred Hitchcock’s Topaz was among the works filmed on the estate, a testament to the property’s cinematic presence. Today, Ayrshire Farm stands as one of the region’s most significant estate holdings, a rare convergence of architectural provenance, ecological leadership, and natural beauty. It is a property defined not only by its past, but by the clarity of its vision. In an area known for remarkable estates, Ayrshire remains singular, offering a balance of history, purpose, and place that feels both beautifully rooted and unmistakably relevant. 11 Beds ⋅ 13 Baths Set amid the picturesque countryside of Upperville, Virginia, Ayrshire Farm rises from the landscape with a presence that feels both timeless and stately. Encompassing 571 acres in the heart of the Virginia Piedmont, the estate is rich in heritage, design, and purposeful land stewardship. Few properties in the region balance these elements with such ease or at this scale. The manor house, completed in 1912, stands as the estate’s architectural anchor. Constructed of fieldstone quarried from the property, its four-foot-thick walls and steel-reinforced structure were bold innovations in their day. The residence carried the rare distinction of offering electricity, indoor plumbing, and central heating at a time when such comforts were little more than distant ideas for most of the country. More than a century later, its original cypress windows, beams, and intricate masonry speak to a standard of craftsmanship that endures with remarkable clarity. In recent years, the home has undergone a careful and comprehensive restoration, bringing modern performance and convenience to its historic framework. Its 17,000-square-foot interiors have been methodically rewired and re-plumbed, outfitted with three-phase power, central air, underground utilities, and a sophisticated security and communication system. Twelve restored fireplaces, finely calibrated lighting, locally crafted cabinetry, and an English conservatory designed by Glass Houses of England reflect a discerning approach to preservation. The materials, textures, and architectural details that define the residence create an atmosphere of quiet grandeur, grounded in authenticity rather than overt opulence. Ayrshire Farm’s influence extends far beyond the manor. The property became the first in Virginia to achieve both Certified Humane and USDA Certified Organic status, marking a defining moment in the state’s agricultural landscape. Its fields, orchards, and pastures continue to support working organic operations, helping shape regional standards for sustainable and ethical farming. This commitment to the land is not ornamental; it is foundational to the estate’s identity. The natural setting surrounding the home is as compelling as its history. Upperville’s storied equestrian traditions blanket the landscape with a quiet sophistication unique to the Virginia Piedmont. Located just 65 miles from the heart of Washington, DC, and 35 miles from Dulles International Airport, Ayrshire offers a sense of escape without isolation. The charming village of Middleburg, with its boutiques, cafés, and equestrian heritage, lies only a short drive away, placing everyday conveniences and refined country life within effortless reach. To the west, the ridgelines of the Blue Ridge Mountains and the expanse of Shenandoah National Park form a dramatic horizon. Artists and filmmakers have long been drawn to this terrain, captivated by its pastoral simplicity and sense of permanence. Alfred Hitchcock’s Topaz was among the works filmed on the estate, a testament to the property’s cinematic presence. Today, Ayrshire Farm stands as one of the region’s most significant estate holdings, a rare convergence of architectural provenance, ecological leadership, and natural beauty. It is a property defined not only by its past, but by the clarity of its vision. In an area known for remarkable estates, Ayrshire remains singular, offering a balance of history, purpose, and place that feels both beautifully rooted and unmistakably relevant. 21846 Trappe Rd, Upperville Listing courtesy of TTR Sotheby's International Realty. Contact: Selling Office: TTR Sotheby's International Realty.
$6,500,000 Welcome to 21281 Belle Grey Farm in beautiful Upperville Virginia, where you can enjoy breathtaking sunrises and sunsets on this spectacular 122-acre equestrian estate. This unforgettable farm includes multiple residences for the Owner (3Br, 3 Ba), Manager, (3 Br, 1Ba) and Staff (1 3Br, 1 Ba, 1 2Br, 2Ba and 2 1Br's 1 Ba units) and includes an ideal site for your custom home. There is a 20-stall main barn, an additional 8 stall show barn each fully equipped to pamper the most discriminant equestrian. Enjoy the 220' X 80' indoor arena, 220' X 180' outdoor arena, and 5/8-mile exercise track, each with premium all-weather footing, multiple crossed fenced paddocks, open fields, organic orchards, 2 ponds, one with hydraulic pump, a two-story climate control workshop, 3 additional storage and equipment buildings. Infused with modern design, the list of exquisite details, luxuries, and improvements - both big and small - is endless at Belle Grey Farm, making it more than just a home... it's an experience. Located less than 4 miles from the historic Upperville Colt and Horse Show grounds this estate is like a private oasis located at the foothills of the Blue Ridge Mountains. 3 Beds ⋅ 3 Baths Welcome to 21281 Belle Grey Farm in beautiful Upperville Virginia, where you can enjoy breathtaking sunrises and sunsets on this spectacular 122-acre equestrian estate. This unforgettable farm includes multiple residences for the Owner (3Br, 3 Ba), Manager, (3 Br, 1Ba) and Staff (1 3Br, 1 Ba, 1 2Br, 2Ba and 2 1Br's 1 Ba units) and includes an ideal site for your custom home. There is a 20-stall main barn, an additional 8 stall show barn each fully equipped to pamper the most discriminant equestrian. Enjoy the 220' X 80' indoor arena, 220' X 180' outdoor arena, and 5/8-mile exercise track, each with premium all-weather footing, multiple crossed fenced paddocks, open fields, organic orchards, 2 ponds, one with hydraulic pump, a two-story climate control workshop, 3 additional storage and equipment buildings. Infused with modern design, the list of exquisite details, luxuries, and improvements - both big and small - is endless at Belle Grey Farm, making it more than just a home... it's an experience. Located less than 4 miles from the historic Upperville Colt and Horse Show grounds this estate is like a private oasis located at the foothills of the Blue Ridge Mountains. 21281 Belle Grey Ln, Upperville Listing courtesy of Saltz Realty, Inc.. Contact: Selling Office: On The Market Properties.
$6,500,000 Welcome to 21281 Belle Grey Farm in beautiful Upperville Virginia, where you can enjoy breathtaking sunrises and sunsets on this spectacular 122-acre equestrian estate. This unforgettable farm includes multiple residences for the Owner (3Br, 3 Ba), Manager, (3 Br, 1Ba) and Staff (1 3Br, 1 Ba, 1 2Br, 2Ba and 2 1Br's 1 Ba units) and includes an ideal site for your custom home. There is a 20-stall main barn, an additional 8 stall show barn each fully equipped to pamper the most discriminant equestrian. Enjoy the 220' X 80' indoor arena, 220' X 180' outdoor arena, and 5/8-mile exercise track, each with premium all-weather footing, multiple crossed fenced paddocks, open fields, organic orchards, 2 ponds, one with hydraulic pump, a two-story climate control workshop, 3 additional storage and equipment buildings. Infused with modern design, the list of exquisite details, luxuries, and improvements - both big and small - is endless at Belle Grey Farm, making it more than just a home... it's an experience. Located less than 4 miles from the historic Upperville Colt and Horse Show grounds this estate is like a private oasis located at the foothills of the Blue Ridge Mountains. 3 Beds ⋅ 3 Baths Welcome to 21281 Belle Grey Farm in beautiful Upperville Virginia, where you can enjoy breathtaking sunrises and sunsets on this spectacular 122-acre equestrian estate. This unforgettable farm includes multiple residences for the Owner (3Br, 3 Ba), Manager, (3 Br, 1Ba) and Staff (1 3Br, 1 Ba, 1 2Br, 2Ba and 2 1Br's 1 Ba units) and includes an ideal site for your custom home. There is a 20-stall main barn, an additional 8 stall show barn each fully equipped to pamper the most discriminant equestrian. Enjoy the 220' X 80' indoor arena, 220' X 180' outdoor arena, and 5/8-mile exercise track, each with premium all-weather footing, multiple crossed fenced paddocks, open fields, organic orchards, 2 ponds, one with hydraulic pump, a two-story climate control workshop, 3 additional storage and equipment buildings. Infused with modern design, the list of exquisite details, luxuries, and improvements - both big and small - is endless at Belle Grey Farm, making it more than just a home... it's an experience. Located less than 4 miles from the historic Upperville Colt and Horse Show grounds this estate is like a private oasis located at the foothills of the Blue Ridge Mountains. 21281 Belle Grey Ln, Upperville Listing courtesy of Saltz Realty, Inc.. Contact: Selling Office: On The Market Properties.
$1,875,000 Just south of the charming village of Upperville, Stone Oaks is a beautifully maintained brick home privately situated on 14 acres with sweeping Blue Ridge Mountain views. A maple-lined driveway leads past open hay fields to the residence thoughtfully positioned on a hillside to capture spectacular sunsets and panoramic countryside vistas. A flagstone walkway framed by mature landscaping welcomes guests into a light-filled home featuring hardwood floors, generous living spaces, and a floor plan designed for both comfortable daily living and entertaining. The formal living and dining rooms enjoy beautiful natural light, while the updated kitchen opens seamlessly to a breakfast area, family room with fireplace, and renovated screened porch overlooking the landscape beyond. The main-level primary suite enjoys stunning mountain views and a luxurious bath. A guest bedroom and private office complete the first floor, while two additional bedrooms are located upstairs. The walkout lower level offers abundant storage and excellent potential for future finished living space. Just beyond the home is a detached all-brick two-car garage with water, electricity, and plumbing for a future bath, offering flexibility for workshop, studio, fitness, or guest space. A fenced vegetable garden with raised beds, electricity, and water provides an ideal setting for those seeking a small farm lifestyle. Surrounded by larger farms and protected countryside, Stone Oaks offers exceptional privacy while remaining convenient to Upperville, Middleburg, and the amenities of Virginia’s renowned horse and wine country. A rare opportunity to enjoy mountain views, peaceful surroundings, and a beautifully cared-for home in one of Fauquier County's most desirable locations. 4 Beds ⋅ 4 Baths Just south of the charming village of Upperville, Stone Oaks is a beautifully maintained brick home privately situated on 14 acres with sweeping Blue Ridge Mountain views. A maple-lined driveway leads past open hay fields to the residence thoughtfully positioned on a hillside to capture spectacular sunsets and panoramic countryside vistas. A flagstone walkway framed by mature landscaping welcomes guests into a light-filled home featuring hardwood floors, generous living spaces, and a floor plan designed for both comfortable daily living and entertaining. The formal living and dining rooms enjoy beautiful natural light, while the updated kitchen opens seamlessly to a breakfast area, family room with fireplace, and renovated screened porch overlooking the landscape beyond. The main-level primary suite enjoys stunning mountain views and a luxurious bath. A guest bedroom and private office complete the first floor, while two additional bedrooms are located upstairs. The walkout lower level offers abundant storage and excellent potential for future finished living space. Just beyond the home is a detached all-brick two-car garage with water, electricity, and plumbing for a future bath, offering flexibility for workshop, studio, fitness, or guest space. A fenced vegetable garden with raised beds, electricity, and water provides an ideal setting for those seeking a small farm lifestyle. Surrounded by larger farms and protected countryside, Stone Oaks offers exceptional privacy while remaining convenient to Upperville, Middleburg, and the amenities of Virginia’s renowned horse and wine country. A rare opportunity to enjoy mountain views, peaceful surroundings, and a beautifully cared-for home in one of Fauquier County's most desirable locations. 1310 Delaplane Grade Rd, Upperville Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact: Selling Office: Thomas and Talbot Estate Properties, Inc..
$1,135,000 Rare village offering with acreage and views! Tucked away on a quiet dead-end street on the southern edge of historic Upperville, this beautifully updated brick home offers the best of country living—peaceful, private, and within walking distance to a village favorite - the Hunter’s Head Tavern. Set on 1.8 acres and offered with an adjacent 2+ acre buildable parcel, this is a unique opportunity for expanded living or future investment. Thoughtfully renovated, this split-foyer home features an open main-level layout ideal for modern living. The living and dining areas flow seamlessly into a bright, eat-in kitchen with a new oversized island, quartz countertops, LVT flooring and updated lighting. Also on the main level are the primary bedroom suite, a guest bedroom, and a stylishly renovated full bath. The lower level is designed for comfort and versatility. It includes a cozy family room with a wood-burning fireplace, two additional bedrooms (one currently used as a fitness room), a second updated full bath, and a dedicated home office complete with custom built-ins and wet bar. The laundry/mudroom includes a new built-in cubby area and ample storage with direct access to the detached garage. Outdoor living is just as special: a fenced-in pool with a charming pool house (shower + half bath), two open decks, a covered front porch, and sweeping views of neighboring protected farmland and open lawn. An oversized two-car brick garage and a separate storage shed provide additional functionality. The property is fully fenced and offers ample room to relax, entertain, or explore future possibilities. Just minutes to Route 50, this home is perfectly located for commuters yet feels worlds away. Live in the heart of Upperville, but with privacy, space, and the bonus of an extra lot. A must-see! 4 Beds ⋅ 2 Baths Rare village offering with acreage and views! Tucked away on a quiet dead-end street on the southern edge of historic Upperville, this beautifully updated brick home offers the best of country living—peaceful, private, and within walking distance to a village favorite - the Hunter’s Head Tavern. Set on 1.8 acres and offered with an adjacent 2+ acre buildable parcel, this is a unique opportunity for expanded living or future investment. Thoughtfully renovated, this split-foyer home features an open main-level layout ideal for modern living. The living and dining areas flow seamlessly into a bright, eat-in kitchen with a new oversized island, quartz countertops, LVT flooring and updated lighting. Also on the main level are the primary bedroom suite, a guest bedroom, and a stylishly renovated full bath. The lower level is designed for comfort and versatility. It includes a cozy family room with a wood-burning fireplace, two additional bedrooms (one currently used as a fitness room), a second updated full bath, and a dedicated home office complete with custom built-ins and wet bar. The laundry/mudroom includes a new built-in cubby area and ample storage with direct access to the detached garage. Outdoor living is just as special: a fenced-in pool with a charming pool house (shower + half bath), two open decks, a covered front porch, and sweeping views of neighboring protected farmland and open lawn. An oversized two-car brick garage and a separate storage shed provide additional functionality. The property is fully fenced and offers ample room to relax, entertain, or explore future possibilities. Just minutes to Route 50, this home is perfectly located for commuters yet feels worlds away. Live in the heart of Upperville, but with privacy, space, and the bonus of an extra lot. A must-see! 1170 Parker St, Upperville Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact: Selling Office: Corcoran McEnearney.
$892,000 Tucked away on a quiet side street in the heart of historic Upperville, the delightful “Hatcher’s Cottage” has been thoughtfully and thoroughly renovated offering the rustic charm of hunt country with the comfort and style of today. Set on nearly half an acre, this picture-perfect property welcomes you with stepping-stones that lead to a handsome antique door adorned with a brass fox knocker. Inside, refined yet inviting spaces unfold which ideal for quiet moments or lively gatherings. The formal living room features gleaming hardwood floors, while the open gourmet kitchen impresses with top-of-the-line appliances, new cabinets and countertops, and views into the sun-drenched dining room. A wall of windows here frames a beautiful view of the gardens and sparkling pool below. Two bedrooms and two all-new full baths complete the main level. From the sunroom, step outside to the pool, or take the interior staircase to a bright and spacious lower level. Downstairs, you’ll find a cozy family room with fireplace, a private home office, large laundry/mudroom, a third guest bedroom, and an additional full bath. A charming garden room complete with exposed stone walls, two greenhouse-style windows and French doors allow easy access to the pool area. The distinctive octagon-shaped pool features slender entry steps and an underwater bench all surrounded by an expansive pool deck perfect for lounging and entertaining. The fenced garden area includes a stylish new pool house with a full bath, sitting room and a private deck on one side. On the other side is the detached two-car garage with extra storage both above and behind. Improvements include new metal roof, new HVAC + mini-split system, updated septic, upgraded electric, new privacy fencing, fresh gravel on the driveway and buried fiber internet. A rare turnkey offering in one of Virginia’s most picturesque villages—don’t miss it! Be sure to check out the video. 3 Beds ⋅ 3 Baths Tucked away on a quiet side street in the heart of historic Upperville, the delightful “Hatcher’s Cottage” has been thoughtfully and thoroughly renovated offering the rustic charm of hunt country with the comfort and style of today. Set on nearly half an acre, this picture-perfect property welcomes you with stepping-stones that lead to a handsome antique door adorned with a brass fox knocker. Inside, refined yet inviting spaces unfold which ideal for quiet moments or lively gatherings. The formal living room features gleaming hardwood floors, while the open gourmet kitchen impresses with top-of-the-line appliances, new cabinets and countertops, and views into the sun-drenched dining room. A wall of windows here frames a beautiful view of the gardens and sparkling pool below. Two bedrooms and two all-new full baths complete the main level. From the sunroom, step outside to the pool, or take the interior staircase to a bright and spacious lower level. Downstairs, you’ll find a cozy family room with fireplace, a private home office, large laundry/mudroom, a third guest bedroom, and an additional full bath. A charming garden room complete with exposed stone walls, two greenhouse-style windows and French doors allow easy access to the pool area. The distinctive octagon-shaped pool features slender entry steps and an underwater bench all surrounded by an expansive pool deck perfect for lounging and entertaining. The fenced garden area includes a stylish new pool house with a full bath, sitting room and a private deck on one side. On the other side is the detached two-car garage with extra storage both above and behind. Improvements include new metal roof, new HVAC + mini-split system, updated septic, upgraded electric, new privacy fencing, fresh gravel on the driveway and buried fiber internet. A rare turnkey offering in one of Virginia’s most picturesque villages—don’t miss it! Be sure to check out the video. 9068 John S Mosby Hwy N, Upperville Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact: Selling Office: Thomas and Talbot Estate Properties, Inc..
$469,500 Welcome to 33960 Welbourne Rd a beautifully updated and well-appointed stucco and stacked stone cottage nestled in the heart of Virginia’s renowned Hunt Country. Offering a rare combination of immediate livability and exceptional future potential. Zoned AR-2 with access to on-site sewer, it provides a unique opportunity for expanded or additional building without the typical drain field limitations. Featuring three bedrooms and one full bath, along with a detached two-car garage and a conditioned outdoor studio/workspace, ideal for a home office, creative pursuits, or fitness. Perfectly situated just minutes from the Upperville Colt & Horse Show Grounds, approximately 12 minutes to Middleburg, and 18 minutes to Purcellville, this property delivers both convenience and the timeless appeal of country living. Agent Partial Owner 3 Beds ⋅ 1 Baths Welcome to 33960 Welbourne Rd a beautifully updated and well-appointed stucco and stacked stone cottage nestled in the heart of Virginia’s renowned Hunt Country. Offering a rare combination of immediate livability and exceptional future potential. Zoned AR-2 with access to on-site sewer, it provides a unique opportunity for expanded or additional building without the typical drain field limitations. Featuring three bedrooms and one full bath, along with a detached two-car garage and a conditioned outdoor studio/workspace, ideal for a home office, creative pursuits, or fitness. Perfectly situated just minutes from the Upperville Colt & Horse Show Grounds, approximately 12 minutes to Middleburg, and 18 minutes to Purcellville, this property delivers both convenience and the timeless appeal of country living. Agent Partial Owner 33960 Welbourne Rd, Upperville Listing courtesy of Corcoran McEnearney. Contact: Selling Office: Corcoran McEnearney.
$430,000 Situated in the heart of Upperville, Virginia, this historic property offers a rare opportunity to own a piece of the community's rich heritage. The Upperville Post Office building is a charming stone structure that reflects distinctive design, including old brass mailboxes and a graceful upper-level dormer, and has served as a vital fixture in the rural landscape for over two centuries. Constructed in 1917, the building was initially the Peoples National Bank of Leesburg, utilizing stone salvaged from the historic Concordia Meeting House, adding layers of historical significance to this property. By 1937, the bank transitioned to the Upperville Post Office, solidifying its role in the community. The property is .39 acres & has a freestanding stone building that is 1,288 sqft, per the tax record. The build-out includes a retail customer area with individual mailboxes and a service counter, an office area, a mail sorting room, one bathroom, storage, the old bank safe, a basement (with brand new oil burning boiler furnace the postal service installed in October 2025), and a conference room upstairs. This building has been cherished by the Fleming family since the 1950s. As a beloved landmark, it holds a special place in the hearts of Upperville residents. While the property is zoned for both residential and commercial use—with special exceptions and permits—the seller envisions a future where it continues to operate as a post office, serving the community that she holds dear. To facilitate a smooth transition, the seller has committed to a lease agreement with the post office that will transfer to the new owner, ensuring continuity for its operations and the community it serves. This exceptional property is not only a testament to Upperville's history (listed on the national register of Historic places since October 1972) but also offers potential for new ventures. Inquire today for more details regarding future showings & the current lease agreement. Only available for showings Monday- Friday 11-12 or 1-5PM by appointment only. Offer deadline is 5pm 3/13/26. Situated in the heart of Upperville, Virginia, this historic property offers a rare opportunity to own a piece of the community's rich heritage. The Upperville Post Office building is a charming stone structure that reflects distinctive design, including old brass mailboxes and a graceful upper-level dormer, and has served as a vital fixture in the rural landscape for over two centuries. Constructed in 1917, the building was initially the Peoples National Bank of Leesburg, utilizing stone salvaged from the historic Concordia Meeting House, adding layers of historical significance to this property. By 1937, the bank transitioned to the Upperville Post Office, solidifying its role in the community. The property is .39 acres & has a freestanding stone building that is 1,288 sqft, per the tax record. The build-out includes a retail customer area with individual mailboxes and a service counter, an office area, a mail sorting room, one bathroom, storage, the old bank safe, a basement (with brand new oil burning boiler furnace the postal service installed in October 2025), and a conference room upstairs. This building has been cherished by the Fleming family since the 1950s. As a beloved landmark, it holds a special place in the hearts of Upperville residents. While the property is zoned for both residential and commercial use—with special exceptions and permits—the seller envisions a future where it continues to operate as a post office, serving the community that she holds dear. To facilitate a smooth transition, the seller has committed to a lease agreement with the post office that will transfer to the new owner, ensuring continuity for its operations and the community it serves. This exceptional property is not only a testament to Upperville's history (listed on the national register of Historic places since October 1972) but also offers potential for new ventures. Inquire today for more details regarding future showings & the current lease agreement. Only available for showings Monday- Friday 11-12 or 1-5PM by appointment only. Offer deadline is 5pm 3/13/26. 9090 John S Mosby Hwy, Upperville Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact: Selling Office: Thomas and Talbot Estate Properties, Inc..