fill
fill
fill
Kathy Trainor
Direct Office:
703-629-4777
trainorkathy@gmail.com
fill
fill
fill
fill
Kathy Trainor
fill
Direct Office:
703-629-4777
trainorkathy@
gmail.com
fill
fill
fill
fill
fill
fill
fill
Buyers Info
fill
Sellers Info
fill
Owning Your Home
fill
Investing Advice
fill
Mortgage Info
fill
Neighborhood Info
fill
School Info
fill
Mortgage Calculator
fill
fill
fill

Upperville VA Real Estate & Homes for Sale

9 Properties Found

The median home value in Upperville, VA is $580,000. This is higher than the county median home value of $475,000. The national median home value is $308,980. The average price of homes sold in Upperville, VA is $580,000. Approximately 55% of Upperville homes are owned, compared to 25% rented, while 15% are vacant. Upperville real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Upperville real estate agent to arrange a tour today!
Learn more about Upperville Real Estate.


1–9 of 9 properties displayed
Refine Property Search
Page 1 of 1    Prev | Next
Beds:
2
Baths:
2 Full
Sq.Ft.:
2,808
Status:
NEW LISTING
MLS#:
VAFQ2012558
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
10 Acres
Year built:
1984
Courtesy: Thomas and Talbot Estate Properties, Inc., 5406876500
View additional info

Discover Your Serene Retreat: A Prime Horse and Wine Country Property Welcome to your private haven nestled in the heart of horse and wine country, where luxury meets tranquility. This exquisite property offers exceptional value promising a lifestyle of serenity, privacy, and refined living. Unmatched Scenic Beauty and Unique Design Immerse yourself in breathtaking vistas, from formal gardens and majestic oak trees to rolling hills that define this one-of-a-kind property. Designed by the esteemed architect, Eliot Goss, this home is a testament to architectural brilliance. The residence seamlessly integrates with its natural surroundings, celebrating exquisite landscaping and providing a low-profile front elevation that ensures privacy. Sophisticated Living Spaces A raised walkway cuts through lush perennial gardens, guiding you to the front entrance, which exudes a distinct southwestern charm. Inside, the artistic use of exposed wood and numerous spectacular details create a warm, inviting ambiance. The main level boasts spacious living and dining areas, a well-appointed kitchen with deck access, and two bedrooms, each with en-suite baths. Revel in expansive views and magnificent sunrises from the dining area, kitchen, and primary bedroom. Elegant Entertainment and Family Areas A stunning pinewood staircase leads to a sunlit family room on the ground level, featuring high ceilings and direct access to a fenced yard â ideal for children and pets. Adjacent to the main living room, a doorway opens to a European-inspired stone courtyard, complete with a statue and meticulously maintained shrubs. This magical space connects the three-car garage and the guest house/studio, perfect for hosting or creative pursuits. Equestrian Excellence Equestrian enthusiasts will appreciate the facilities, including temporary 12x12 horse stalls within the garage bays and a separate two-stall barn with a grooming area and tack room. The property also features a dedicated parking area for a horse trailer, seven fenced paddocks, and two generously sized run-in sheds, making it a prime location for horse lovers. Prime Location with Unrivaled Convenience Situated on 10 acres of gently rolling terrain, this estate offers both seclusion and convenience. Located less than a mile from the quaint village of Upperville and just 8.9 miles from the charming village of Middleburg, you'll enjoy easy access to local amenities, shops, and dining while relishing in your private sanctuary. This serene retreat offers an extraordinary blend of natural beauty, sophisticated living, and exceptional equestrian facilities. Don't miss the chance to make this extraordinary property your own â a place where every sunrise is a masterpiece.

Beds:
5
Baths:
6 Full/1 Half
Sq.Ft.:
8,187
Status:
Active
MLS#:
VALO2068860
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
16.09 Acres
Year built:
2023
Courtesy: TTR Sothebys International Realty, (703) 714-9030
View additional info

Nestled in the picturesque countryside of Upperville, Virginia, 21881 Willisville Rd unveils a brand new architectural masterpiece, seamlessly blending modern luxury with the timeless charm of rural living. This elegant estate welcomes you with a long, tree-lined driveway, offering a sense of seclusion and tranquility. As you approach the front entrance, the grandeur of the residence becomes apparent. The exterior boasts a perfect fusion of traditional and contemporary design, featuring a mix of stone and stucco that harmonizes with the natural surroundings. Large, strategically placed windows flood the interior with natural light and provide panoramic views of the lush landscape. Upon entering, you are greeted by a spacious foyer adorned with custom-designed lighting fixtures and exquisite detailing. The open-concept layout of the main floor seamlessly connects the living, dining, and kitchen areas, creating a fluid space for both relaxation and entertainment. High ceilings, hardwood floors, and a neutral color palette contribute to an atmosphere of understated elegance. The gourmet kitchen is a chef's dream, equipped with top-of-the-line stainless steel appliances, a center island with a quartz countertop, and ample storage space. The adjacent dining area, surrounded by oversized windows, allows for delightful views of the meticulously landscaped gardens. The living room, centered around a fireplace with a handcrafted mantle, provides a cozy retreat for intimate gatherings. Large glass doors open onto an expansive outdoor patio, creating a seamless transition between indoor and outdoor living spaces. The patio overlooks manicured lawns and offers an ideal setting for al fresco dining and entertaining. The master suite is a sanctuary of luxury, featuring a spa-like bathroom with a freestanding tub, a walk-in shower, and dual vanities. The bedroom itself offers a private balcony, perfect for enjoying the sunrise or sunset in complete serenity. Additional bedrooms are thoughtfully designed, each with its own unique character and access to well-appointed bathrooms. This property goes beyond the house itself, as it includes sprawling grounds that provide endless possibilities. From a charming garden and outdoor seating areas to a potential pool or tennis court, the expansive acreage allows for the realization of personalized outdoor retreats. With its impeccable design, high-end finishes, and idyllic setting, 21881 Willisville Rd is not just a house; it's a luxurious haven where modern comfort meets the timeless allure of Virginia's countryside. This residence offers a unique opportunity to embrace a lifestyle of sophistication and tranquility in one of the region's most coveted locations.

Beds:
5
Baths:
6 Full/1 Half
Sq.Ft.:
8,187
Status:
Active
MLS#:
VALO2068854
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
16.09 Acres
Year built:
2023
Courtesy: TTR Sothebys International Realty, (703) 714-9030
View additional info

Nestled in the picturesque countryside of Upperville, Virginia, 21881 Willisville Rd unveils a brand new architectural masterpiece, seamlessly blending modern luxury with the timeless charm of rural living. This elegant estate welcomes you with a long, tree-lined driveway, offering a sense of seclusion and tranquility. As you approach the front entrance, the grandeur of the residence becomes apparent. The exterior boasts a perfect fusion of traditional and contemporary design, featuring a mix of stone and stucco that harmonizes with the natural surroundings. Large, strategically placed windows flood the interior with natural light and provide panoramic views of the lush landscape. Upon entering, you are greeted by a spacious foyer adorned with custom-designed lighting fixtures and exquisite detailing. The open-concept layout of the main floor seamlessly connects the living, dining, and kitchen areas, creating a fluid space for both relaxation and entertainment. High ceilings, hardwood floors, and a neutral color palette contribute to an atmosphere of understated elegance. The gourmet kitchen is a chef's dream, equipped with top-of-the-line stainless steel appliances, a center island with a quartz countertop, and ample storage space. The adjacent dining area, surrounded by oversized windows, allows for delightful views of the meticulously landscaped gardens. The living room, centered around a fireplace with a handcrafted mantle, provides a cozy retreat for intimate gatherings. Large glass doors open onto an expansive outdoor patio, creating a seamless transition between indoor and outdoor living spaces. The patio overlooks manicured lawns and offers an ideal setting for al fresco dining and entertaining. The master suite is a sanctuary of luxury, featuring a spa-like bathroom with a freestanding tub, a walk-in shower, and dual vanities. The bedroom itself offers a private balcony, perfect for enjoying the sunrise or sunset in complete serenity. Additional bedrooms are thoughtfully designed, each with its own unique character and access to well-appointed bathrooms. This property goes beyond the house itself, as it includes sprawling grounds that provide endless possibilities. From a charming garden and outdoor seating areas to a potential pool or tennis court, the expansive acreage allows for the realization of personalized outdoor retreats. With its impeccable design, high-end finishes, and idyllic setting, 21881 Willisville Rd is not just a house; it's a luxurious haven where modern comfort meets the timeless allure of Virginia's countryside. This residence offers a unique opportunity to embrace a lifestyle of sophistication and tranquility in one of the region's most coveted locations.

Beds:
3
Baths:
3 Full
Sq.Ft.:
3,303
Status:
Active
MLS#:
VALO2065826
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
122.27 Acres
Year built:
2008
Courtesy: Saltz Realty, Inc.
View additional info

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.

Beds:
7
Baths:
6 Full/2 Half
Sq.Ft.:
12,620
Status:
Active
MLS#:
VALO2059220
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
153 Acres
Year built:
1950
Courtesy: Thomas and Talbot Estate Properties, Inc., (540) 687-6500
View additional info

Littleton Farm comprises over 153 spectacular acres with a serene four-acre lake, two smaller ponds and Beaverdam Creek meandering through the property. Tucked in the southwest corner of Loudoun County and situated at the foothills of the Blue Ridge Mountains the property offers spectacular views. Considered the heart of horse and hunt country, this estate is situated within the famed Piedmont Hunt territory and provides tremendous ride-out. Anchoring the farm is the over 14,000 square foot French country fieldstone residence which presents comfortable living and entertaining spaces with soaring ceilings, unique and inviting gathering areas and breathtaking views of the lake and rolling hills. The oldest part of the home is believed to be well over 50 years old, but in the year 2000 a tremendous addition designed by well-known local architect Errol Adels was added. For the car enthusiasts there two detached garages with 4 and 6-bays. Within the main home are 7 bedrooms, 6 full bathrooms, and 2 half baths. Upon entry, you are welcomed into the incredible living room with 14 foot ceilings with exposed wood beams, two fireplaces with limestone hearths imported from France and large tile limestone floors. Three French doors open to a flagstone terrace with views of the lake and the impeccable grounds. From the living room, one can enter the guest wing or the main living wing through sun-drenched hallways. The guest wing offers 3 bedrooms and 2 full baths. The main living wing of the home was the original stone farmhouse and includes a cozy wood paneled library with a fireplace, a formal dining room, a commercial-grade kitchen with a breakfast area and the mudroom/pantry. Directly above the dining and kitchen area are the laundry room and two guest bedroom suites with their own full bathrooms. Above the library is a separate set of stairs to a one-bedroom guest suite with a full bath. Relax and unwind in the primary suite showcasing sweeping views from two sets of French doors and numerous windows. Located above the large living room, this private space provides all the luxuries expected in a primary suite â a sitting area, fireplace, separate walk-in closet with ample built-ins, full bathroom with dual vanities, separate soaking tub and standing shower, as well as a home office. To complete the house, family and friends will love the extravagant family room and home theater located on the finished lower level. From a separate outside entrance one can access the over 2000+ bottle wine cellar. A few hundred feet from the main home is the 60-foot saltwater pool and a pool house complete with a steam room, large gym, guest bedroom and full bath. There are two additional guest suites with their own full bathrooms and separate entrances located above the 4-bay car garage near the pool house. Other farm outbuildings include: 2 horse barns (12 stall barn and 17 stall barn), 1 machine shed, 4 run-in sheds, a 100 x 200 riding arena, 3 and 4 board fenced pastures with Nelson automatic waterers. The property is protected by a VOF open space easement. Littleton Farm is conveniently located 38 miles from Washington Dulles International Airport and 52 miles from our nation's capital. Be sure to watch the video!

Beds:
7
Baths:
6 Full/2 Half
Sq.Ft.:
12,620
Status:
Active
MLS#:
VALO2059222
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
153 Acres
Year built:
1950
Courtesy: Thomas and Talbot Estate Properties, Inc., (540) 687-6500
View additional info

Littleton Farm comprises over 153 spectacular acres with a serene four-acre lake, two smaller ponds and Beaverdam Creek meandering through the property. Tucked in the southwest corner of Loudoun County and situated at the foothills of the Blue Ridge Mountains the property offers spectacular views. Considered the heart of horse and hunt country, this estate is situated within the famed Piedmont Hunt territory and provides tremendous ride-out. Anchoring the farm is the over 14,000 square foot French country fieldstone residence which presents comfortable living and entertaining spaces with soaring ceilings, unique and inviting gathering areas and breathtaking views of the lake and rolling hills. The oldest part of the home is believed to be well over 50 years old, but in the year 2000 a tremendous addition designed by well-known local architect Errol Adels was added. For the car enthusiasts there two detached garages with 4 and 6-bays. Within the main home are 7 bedrooms, 6 full bathrooms, and 2 half baths. Upon entry, you are welcomed into the incredible living room with 14 foot ceilings with exposed wood beams, two fireplaces with limestone hearths imported from France and large tile limestone floors. Three French doors open to a flagstone terrace with views of the lake and the impeccable grounds. From the living room, one can enter the guest wing or the main living wing through sun-drenched hallways. The guest wing offers 3 bedrooms and 2 full baths. The main living wing of the home was the original stone farmhouse and includes a cozy wood paneled library with a fireplace, a formal dining room, a commercial-grade kitchen with a breakfast area and the mudroom/pantry. Directly above the dining and kitchen area are the laundry room and two guest bedroom suites with their own full bathrooms. Above the library is a separate set of stairs to a one bedroom guest suite with a full bath. Relax and unwind in the primary suite showcasing sweeping views from two sets of French doors and numerous windows. Located above the large living room, this private space provides all the luxuries expected in a primary suite â a sitting area, fireplace, separate walk-in closet with ample built-ins, full bathroom with dual vanities, separate soaking tub and standing shower, as well as a home office. To complete the house, family and friends will love the extravagant family room and home theater located on the finished lower level. From a separate outside entrance one can access the over 2000+ bottle wine cellar. A few hundred feet from the main home is the 60-foot salt water pool and a pool house complete with a steam room, large gym, guest bedroom and full bath. There are two additional guest suites with their own full bathrooms and separate entrances located above the 4-bay car garage near the pool house. Other farm outbuildings include: 2 horse barns (12 stall barn and 17 stall barn), 1 machine shed, 4 run-in sheds, a 100 x 200 riding arena, 3 and 4 board fenced pastures with Nelson automatic waterers. The property is protected by a VOF open space easement. Littleton Farm is conveniently located 38 miles from Washington Dulles International Airport and 52 miles from our nation's capital. Be sure to watch the video!

Beds:
5
Baths:
4 Full/2 Half
Sq.Ft.:
10,044
Status:
Active
MLS#:
VALO2054174
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
99.74 Acres
Year built:
1998
Courtesy: CENTURY 21 New Millennium, (703) 922-4010
View additional info

Price adjustment reduced to the recent appraised value by a local appraiser. Enjoy luxury living in this exquisite English Manor. This architectural masterpiece is perched at an impressive elevation of 1500 Ft surrounded 99.74 acres of serene woodlands. With breathtaking panoramic views of the valley, this lovely home is an unparalleled haven of tranquility. The home demonstrates elegance and craftsmanship. Its interior features soaring 14' ceilings, custom plaster moldings, and rich wood-paneled walls, illuminated by the sparkle of crystal chandeliers. The main level opens into a magnificent sun-filled great room, and an ornate mahogany library offers a space for a possible book in front of the fireplace. This home, designed with the art of entertaining in mind, houses two kitchens â a gourmet kitchen on the main level and another fully equipped kitchen on the lower level, adjacent to a walk-in wine cellar. Complementing these features, the basement level also has a spacious recreation room, complete with a cozy stone fireplace and new wood floors and windowed doors. Whether entertaining or spending time with creating family moments, this space is perfectly suited to accommodate all your needs. Each of the home's spacious rooms, wood floors, exquisite ceiling crown and panel moldings, dual staircases, and French doors opening to the flagstone veranda. The primary bedroom suite includes a sitting room that faces the stunning view off the back of the home. Outdoor spaces are equally impressive with a sprawling patio/balcony running the length of the home, a huge covered terrace off the walk-out basement, formal lawns, and a charming courtyard. New asphalt has been applied to a significant portion of the driveway, leading to a detached 3-car garage. There are 5 acres to the back of the property cleared and ready for a future barn and paddock. Gated for privacy, this gorgeous stone home offers magnificent views of local wildlife, including deer, wild turkeys, pheasants, squirrels, and rabbits. Witness the changing seasons and the beauty of nature from the comfort of this extraordinary home. The property's recent updates include: Completely new stone exterior, new copper gutters, new window walls for panoramic views, doors, and windows replaced within the last 4 years, an updated kitchen with new appliances and so much more. The beauty of this home is further enhanced by its five crystal chandeliers and crystal wall sconces. Experience the incredible value of this exquisite estate, a blend of timeless elegance, top-notch craftsmanship, and unparalleled natural beauty. Explore the enchanting English Manor for a truly elevated lifestyle. Highlights Include: Exquisite English Manor All New Stone Exterior with Copper Gutters Perched at an impressive 1500' elevation Set amidst 99.74 acres of serene woodlands 5 Cleared Acres ready for a Barn & Paddock Breathtaking panoramic views of the valley from every room Grand interiors featuring 14' ceilings, custom plaster moldings, and rich wood-paneled walls Ornate mahogany library Gourmet kitchen on Main Level, Secondary kitchen in Lower Level Expansive walk-in wine cellar Lower-level recreation room with stone fireplace French doors opening to a flagstone veranda Primary bedroom suite with sitting room overlooking stunning view Patio/balcony running the length of the home Sprawling formal lawns and charming courtyard Detached 3-car garage Gated for privacy New window walls for panoramic views Recently updated kitchen appliances Five huge crystal chandeliers and crystal wall sconces Unparalleled haven of tranquility with sightings of local wildlife.

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
3,352
Status:
Active
MLS#:
VAFQ2008864
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
0.89 Acres
Year built:
1984
Courtesy: Thomas and Talbot Estate Properties, Inc., 5406876500
View additional info

Price reduced! Enjoy a weekend retreat or full-time residence on almost an acre in the heart of the historic village of Upperville. Just minutes west of Middleburg, this home was fully renovated in 2010 by a local custom home builder for himself. Therefore, no details were spared. Materials used include reclaimed antique heart pine flooring from a warehouse in Brooklyn NY and old oak fence boards used for cabinetry. Other features include a 2-sided field stone raised hearth fireplace, heated primary bathroom floor, custom pine cabinetry and geothermal heating and cooling. The house offers 3 bedrooms and 3 and 1/2 baths on two levels. Gourmet chefâs kitchen with island, separate dining room and living room that share a 2-sided fireplace, main level primary bedroom suite with a separate dressing room and luxury bath. Two more guest bedrooms each have their own full baths. There is a unique hobby room on the main level with a wall of built-in shelves. This could easily be converted into an office, but there is already a home office on the fully finished walk out lower level. The lower level offers a spacious Family Room with custom built-ins, media center, fireplace and ceramic tile floors. A bonus room, separate laundry room, storage room and the utilities finish off that level. Surrounding the house is mature landscaping and a wraparound porch with a terrace below. These spaces are ideal for entertaining with room for seating areas and a table. Outbuildings include a detached over-sized garage with a workshop space and a garden shed. Systems include geothermal heating/cooling, water softening system and Marvin windows and doors. New high speed buried fiber internet. Don't miss this move in ready property!

Beds:
3
Baths:
3 Full
Sq.Ft.:
3,303
Status:
Active
MLS#:
VALO439654
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
122.27 Acres
Year built:
2009
Courtesy: Saltz Realty, Inc.
View additional info

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, an 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. GO TO VIDEO FOR FLOOR PLANS & PLAT .

Refine Property Search
Page 1 of 1    Prev | Next
1–9 of 9 properties displayed

How may I help you?

Get property information, schedule a showing or find an agent






We respect your privacy