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Welcome to 292 Stacey Lane in Middleburg, a beautifully maintained 3-bedroom, 2-full-bath ranch situated on a landscaped corner half-acre lot in the Midd-West School District. Built in 2006, this approximately 1,700-square-foot home offers convenient one-level living along with a spacious full unfinished basement providing plenty of additional storage and future possibilities. Inside, you’ll find real hardwood flooring throughout the main living areas, custom Dale Wolff kitchen and bathroom cabinetry, Corian countertops, stainless steel appliances, and a separate laundry room. The bedrooms are carpeted, while both bathrooms feature tile flooring. Additional features include natural gas heat, central air conditioning, central vacuum, double-hung windows with grids between the glass, and a 9- foot Superior Walls foundation. The home also features an attached two-car garage, welcoming front porch, and a backyard patio with a retractable awning—perfect for relaxing or entertaining. Beautiful, established landscaping surrounds the property and adds to its curb appeal. Stainless steel kitchen appliances, washer, and dryer are included. Located in a quiet residential setting while still offering convenient access to Middleburg, Selinsgrove, shopping, dining, and other local amenities. 8 Move-in ready and waiting for its next owners

3 Beds ⋅ 2 Baths

Welcome to 292 Stacey Lane in Middleburg, a beautifully maintained 3-bedroom, 2-full-bath ranch situated on a landscaped corner half-acre lot in the Midd-West School District. Built in 2006, this approximately 1,700-square-foot home offers convenient one-level living along with a spacious full unfinished basement providing plenty of additional storage and future possibilities. Inside, you’ll find real hardwood flooring throughout the main living areas, custom Dale Wolff kitchen and bathroom cabinetry, Corian countertops, stainless steel appliances, and a separate laundry room. The bedrooms are carpeted, while both bathrooms feature tile flooring. Additional features include natural gas heat, central air conditioning, central vacuum, double-hung windows with grids between the glass, and a 9- foot Superior Walls foundation. The home also features an attached two-car garage, welcoming front porch, and a backyard patio with a retractable awning—perfect for relaxing or entertaining. Beautiful, established landscaping surrounds the property and adds to its curb appeal. Stainless steel kitchen appliances, washer, and dryer are included. Located in a quiet residential setting while still offering convenient access to Middleburg, Selinsgrove, shopping, dining, and other local amenities. 8 Move-in ready and waiting for its next owners

292 Stacey Ln, Middleburg

Listing courtesy of OwnerEntry.com. Contact:

$700,000

Rare opportunity to acquire a prime commercial property in the heart of the charming Town of Middleburg. This well-maintained and thoughtfully configured space offers exceptional potential for a medical practice, doctors’ office, clinic, wellness center, or a variety of other professional uses. Encompassing approximately 1,500 square feet, the property features an efficient and highly functional floor plan, available in the documents section. The current layout includes four well-appointed exam rooms, a welcoming reception area, comfortable waiting room, two private offices, three half baths, and a dedicated file/storage room—providing flexibility to accommodate a wide range of business needs. Zoned C-1, this property offers valuable versatility for professional, office, and commercial applications. Additional highlights include a paved parking lot for ease and convenience, as well as ramp access to the building, ensuring accessibility for clients and staff alike. Positioned in one of Virginia’s most sought-after small towns, this is an outstanding opportunity to establish or expand your business in a highly desirable location with excellent visibility and accessibility. Property may be shown by appointment Monday through Friday after 4:00 PM and on weekends.

204 E Federal St Unit B, Middleburg

Listing courtesy of Sheridan-MacMahon Ltd.. Contact:

$2,700,000

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.

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:

$2,700,000

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.

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

ACTIVE UNDER CONTRACT WITH 7 DAYS KICK OUT. 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.

5 Beds ⋅ 5 Baths

ACTIVE UNDER CONTRACT WITH 7 DAYS KICK OUT. 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:

38600 Little River Tpke Tpke, Middleburg

$9,000,000

The opportunity of a lifetime has come to fall in love with and become the owner Cana Vineyards and Winery and Black Oak Cafe. Cana sits on 43+ picturesque acres with 8 acres under vine in Middleburg, VA. The offering includes all property, equipment and inventory. Black Oak Cafe opened in 2025, open on weekends to serve up dreamy gelato, pizza and espresso drinks. Cana has been a consistent winner of regional and international wine awards..190+ Awards..Virginia Winery of the Year..Loudoun County Winery of the Year..Winemaker of the Year..Virginia Governor’s Cup..Virginia Governor’s Case Gold..Best in Class, 7 Double Gold, 45 Gold, and 123 Silver Medals. The winery is open Thursday-Monday, Black Oak Cafe is open for the season on Saturdays and Sundays and weddings and other private events can be held every day. Reach out today to schedule a private tour!

38600 Little River Tpke Tpke, Middleburg

Listing courtesy of EXP Realty, LLC. Contact:

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