Upperville VA Real Estate & Homes for Sale

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Beds:
4
Baths:
4.00
Sq.Ft.:
8,613
Status:
Active
MLS#:
VAFQ2024304
Type:
Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
365.6 Acres
Year built:
1809
Courtesy: Hunt Country Sotheby's International Realty 540-687-8500
View additional info

ADDITIONAL INFORMATION

Peace and Plenty at Bollingbrook, circa 1809, is a remarkable Virginia estate with breathtaking sunset views and a history reaching back to the earliest years of the Commonwealth. The property was originally part of a 9,600-acre land patent granted by Lord Fairfax in 1731. In 1809, 790 acres were given as a wedding present, upon which the original one-story Federal brick house was constructed. In 1830, Robert Bolling expanded the residence to 21 rooms, creating the handsome Jeffersonian house that remains today, distinguished by 14-foot ceilings, finely carved fireplace mantels, intricate cornices and columns, a graceful staircase, hand-blown glass walk-through windows, original decorative hardware and white oak floors. The estate retains all 17 of its historic structures, creating an unusually complete record of life on a Virginia country estate: the Manor House (4BR/3.5BA), Pool House (2BR/1.5BA), Stone Guest Cottage (1BR/1BA), Gate House Cottage (1BR/1BA), Chapel, Estate Manager’s House (2BR/2.5BA), 12-stall Barn, Broodmare Barn, Underground Silo—the oldest in the State of Virginia, the Cannery, Scale House, Blacksmith Shop, Wood Shed, Schoolhouse, Smokehouse, Summer Kitchen, Barn Apartment (2BR/1BA), and the Hilleary House. This amazing property could serve as a multi-generational compound, thriving equine business, showplace for entertaining, private luxury escape or all of the above. The first-floor of the Manor House opens to a grand foyer and four magnificent entertaining rooms—a Music Room, Living Room, Meeting Room, and Library. Beyond is an expansive Dining Room suited to large gatherings. The second-floor hallway leads to the Primary Suite which includes an adjoining sitting room that opens to the sunroom and wraparound upper balcony. The primary bath leads to an exceptional 27-by-18-foot closet and dressing room. There are two additional bedrooms, each with a fireplace and private bath. A wrought-iron spiral staircases lead to a cupola with spectacular 360-degree views. The Manor House also includes a back staircase, full basement, three-car garage, and mudroom entry adjoining the kitchen and enclosed porch. The Pool House overlooks the saltwater, heated pool surrounded by French cast iron statues and long views of the Blue Ridge, particularly beautiful at sunset. Across the grounds are open lawns, historic outbuildings, horse pastures and fields, and magnificent mature trees including the notable 250-year-old Cedar of Lebanon, recognized as one of the largest in Virginia. Preserved in easement with the Land Trust of Virginia and within the Piedmont Hunt territory, the 365-acre Bollingbrook estate remains a rare example of a Virginia estate preserved in both character and setting.

Beds:
3
Baths:
2.00
Sq.Ft.:
3,801
Status:
Active
MLS#:
VAFQ2023926
Type:
Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
0.47 Acres
Year built:
1918
Courtesy: Samson Properties 703-378-8810
View additional info

ADDITIONAL INFORMATION

NEW PRICE $1,450,000 — EUROPEAN-INSPIRED LIVING IN VIRGINIA’S HUNT COUNTRY LIMITED TIME BUYER INCENTIVE: The purchase price has already been reduced by $100,000. In addition, the seller is offering a $50,000 seller credit toward eligible buyer closing costs, prepaid expenses, and/or an approved mortgage interest-rate buy-down with a fully ratified contract by December 29, 2026. Subject to lender approval, applicable loan-program limits, eligible costs, and mutually agreed contract terms. Any unused portion of the $50,000 credit may be applied toward an additional reduction in the purchase price, subject to mutually agreed terms. What if the charm of a French country retreat were just eight miles from Middleburg? Discover approximately 3,800 square feet of thoughtfully reimagined living space, where distinctive architecture, inviting interiors, and countryside character come together. From the copper-roofed entrance and custom cedar details to the slate patios and landscaped gardens, this home makes an impression. Inside a dramatic marble hallway introduces an expansive living room with hand-laid parquet floors, generous windows, patio access, and a striking gas fireplace.The adjoining dining room and library features another fireplace with an imported French mantel, while the renovated kitchen pairs custom European cabinetry and quartz countertops with premium JennAir appliances. A main-level bedroom suite offers a spa-inspired bath with a Japanese soaking tub. Upstairs, two additional bedrooms and flexible gathering spaces accommodate guests, work, and relaxation. Modern conveniences include fiber-optic connectivity and independently controlled HVAC systems. Enjoy proximity to Middleburg, equestrian destinations, wineries, historic villages, and countryside dining—all within reach of Washington, DC. Experience the craftsmanship, character, and setting for yourself. Schedule your private tour today.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,384
Status:
Active
MLS#:
VAFQ2023968
Type:
Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
1.07 Acres
Year built:
1840
Courtesy: Keller Williams Realty 703-430-9008
View additional info

ADDITIONAL INFORMATION

The simple pleasures of farmhouse living, in the heart of Upperville. There is something wonderfully comforting about an old farmhouse—the wide-plank feel of hardwood floors beneath your feet, rooms that feel connected rather than formal, sunlight moving through the windows, and the sense that generations have lived, gathered, cooked, and celebrated here. 1150 Poplar Row Lane captures that feeling beautifully, tucked along a quiet private street in the historic village of Upperville. Set on a full acre, this charming antique farmhouse offers three bedrooms and two full baths, with an easy, inviting floor plan designed for the way people actually live. The main level includes a living room, dining room, kitchen, sunroom, and the practical spaces that make a farmhouse work so well—a mudroom/pantry and laundry just off the kitchen. The kitchen is very much at the heart of the home, connecting everyday life with the dining and living spaces. The sunroom adds another layer of charm—a place to enjoy a morning cup of coffee, curl up with a book, bring in garden flowers, or simply watch the seasons change. Upstairs, three bedrooms and a large full bath offer comfortable private quarters, with hardwood floors throughout adding warmth and continuity to the home. Outside is where the farmhouse lifestyle truly comes to life. The one-acre setting provides room for gardens, outdoor gatherings, and the simple pleasures of having space around you. A large stone patio creates a natural gathering place for long summer dinners and evenings with friends, while the screened gazebo offers a shady retreat for lemonade, conversation, or an afternoon nap. A large shed provides plenty of room for gardening equipment and outdoor necessities, and the carriage house adds both character and wonderful potential. But perhaps the most appealing feature is the setting. This is not a farmhouse isolated miles from anywhere—it is farmhouse living within the beloved village of Upperville. Historic homes, mature trees, quiet streets, and the traditions of this remarkable Virginia village surround you, while Middleburg, wineries, farms, and the broader beauty of the Piedmont are close by. There is no pretense here—just the appeal of an old house with soul, a generous piece of land, and room to live a little more slowly. Grow a garden. Gather around the dining table. Spend summer evenings on the stone patio. Tuck away in the gazebo with a good book. Enjoy the changing seasons from the sunroom. And at the end of the day, come home to a house that feels as though it has always belonged here. 1150 Poplar Row Lane is a rare opportunity to embrace the charm, character, and everyday pleasures of an antique Virginia farmhouse—right in the heart of Upperville. High Mountain Broadband installed.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,432
Status:
Active
MLS#:
VAFQ2022772
Type:
Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
1 Acres
Year built:
1909
Courtesy: Corcoran McEnearney 540-687-6321
View additional info

ADDITIONAL INFORMATION

Nestled in the heart of historic Upperville, this charming farmhouse offers timeless character on a picturesque 1-acre lot. Featuring 3 bedrooms, 2.5 bathrooms, and over 2,400 square feet of living space, the home welcomes you with a classic covered front porch, metal roof, and mature landscaping. A standout feature is the CV (Commercial Village) zoning, presenting a unique opportunity for buyers seeking a live/work lifestyle, boutique business potential, or future flexibility (buyers should verify permitted uses with Fauquier County). Enjoy the charm of village living while remaining just minutes from wineries, equestrian facilities, local shops, and commuter routes. Whether you're searching for a primary residence, weekend retreat, or property with business potential, this Upperville gem offers a rare combination of character, location, and opportunity.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,432
Status:
Active
MLS#:
VAFQ2022772
Type:
Single Family-Detached
Subdivision:
NONE
Lot size:
1 Acres
Year built:
1909
A broker reciprocity listing Courtesy: Corcoran McEnearney 540-687-6321
View additional info

ADDITIONAL INFORMATION

Nestled in the heart of historic Upperville, this charming farmhouse offers timeless character on a picturesque 1-acre lot. Featuring 3 bedrooms, 2.5 bathrooms, and over 2,400 square feet of living space, the home welcomes you with a classic covered front porch, metal roof, and mature landscaping. A standout feature is the CV (Commercial Village) zoning, presenting a unique opportunity for buyers seeking a live/work lifestyle, boutique business potential, or future flexibility (buyers should verify permitted uses with Fauquier County). Enjoy the charm of village living while remaining just minutes from wineries, equestrian facilities, local shops, and commuter routes. Whether you're searching for a primary residence, weekend retreat, or property with business potential, this Upperville gem offers a rare combination of character, location, and opportunity.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,324
Status:
Active
MLS#:
VALO2124578
Type:
Single Family-Detached
Subdivision:
UPPERVILLE
Lot size:
27.15 Acres
Year built:
1800
Courtesy: Thomas and Talbot Estate Properties, Inc. 540-687-6500
View additional info

ADDITIONAL INFORMATION

New price - a significant price repositioning! Small Spring Farm is being offered for the first time in over 50 years. Nestled on 27 scenic acres just north of Upperville, this charming horse property enjoys beautiful Blue Ridge Mountain views and offers a rare combination of history, character, and equine amenities in the heart of Virginia's hunt country. At the center of the farm is a unique residence created by linking two historic stone cottages, one dating back to 1812. The result is a warm and inviting home that can function as a single residence or as two connected living spaces, each with its own kitchen, making it ideal for extended family, guests, or a variety of living arrangements. Together, the home offers four bedrooms, four full baths, original hardwood floors, three fireplaces and numerous spaces for gathering and entertaining. Outdoor living is equally appealing, with a covered front porch, side porches, and a spacious rear deck overlooking the surrounding countryside and capturing spectacular sunset views. Equine facilities include a six-stall center-aisle barn with hayloft, five fenced paddocks, a round pen, riding ring and a large run-in shed. A detached equipment building provides multiple storage bays, a garage, and a charming one-bedroom, one-bath studio apartment with its own private garden. Protected by a VOF conservation easement and located within Piedmont Hunt territory, Small Spring Farm offers the privacy, beauty, and rural character that make this area so sought after. Don't miss!

Beds:
4
Baths:
4.00
Sq.Ft.:
8,613
Status:
Active
MLS#:
VAFQ2019532
Type:
Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
365.6 Acres
Year built:
1809
Courtesy: Hunt Country Sotheby's International Realty 540-687-8500
View additional info

ADDITIONAL INFORMATION

Peace and Plenty at Bollingbrook, circa 1809, is a remarkable Virginia estate with breathtaking sunset views and a history reaching back to the earliest years of the Commonwealth. The property was originally part of a 9,600-acre land patent granted by Lord Fairfax in 1731. In 1809, 790 acres were given as a wedding present, upon which the original one-story Federal brick house was constructed. In 1830, Robert Bolling expanded the residence to 21 rooms, creating the handsome Jeffersonian house that remains today, distinguished by 14-foot ceilings, finely carved fireplace mantels, intricate cornices and columns, a graceful staircase, hand-blown glass walk-through windows, original decorative hardware and white oak floors. The estate retains all 17 of its historic structures, creating an unusually complete record of life on a Virginia country estate: the Manor House (4BR/3.5BA), Pool House (2BR/1.5BA), Stone Guest Cottage (1BR/1BA), Gate House Cottage (1BR/1BA), Chapel, Estate Manager’s House (2BR/2.5BA), 12-stall Barn, Broodmare Barn, Underground Silo—the oldest in the State of Virginia, the Cannery, Scale House, Blacksmith Shop, Wood Shed, Schoolhouse, Smokehouse, Summer Kitchen, Barn Apartment (2BR/1BA), and the Hilleary House. This amazing property could serve as a multi-generational compound, thriving equine business, showplace for entertaining, private luxury escape or all of the above. The first-floor of the Manor House opens to a grand foyer and four magnificent entertaining rooms—a Music Room, Living Room, Meeting Room, and Library. Beyond is an expansive Dining Room suited to large gatherings. The second-floor hallway leads to the Primary Suite which includes an adjoining sitting room that opens to the sunroom and wraparound upper balcony. The primary bath leads to an exceptional 27-by-18-foot closet and dressing room. There are two additional bedrooms, each with a fireplace and private bath. A wrought-iron spiral staircases lead to a cupola with spectacular 360-degree views. The Manor House also includes a back staircase, full basement, three-car garage, and mudroom entry adjoining the kitchen and enclosed porch. The Pool House overlooks the saltwater, heated pool surrounded by French cast iron statues and long views of the Blue Ridge, particularly beautiful at sunset. Across the grounds are open lawns, historic outbuildings, horse pastures and fields, and magnificent mature trees including the notable 250-year-old Cedar of Lebanon, recognized as one of the largest in Virginia. Preserved in easement with the Land Trust of Virginia and within the Piedmont Hunt territory, the 365-acre Bollingbrook estate remains a rare example of a Virginia estate preserved in both character and setting.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,216
Status:
Active
MLS#:
VAFQ2016372
Type:
Single Family-Detached
Lot size:
7.57 Acres
Year built:
1820
A broker reciprocity listing Courtesy: Thomas And Talbot Estate Properties, Inc. 540-687-6500
View additional info

ADDITIONAL INFORMATION

Welcome to Slate Hill, an exquisite country estate on almost 10 acres. Fully renovated interior and exterior in 2021 with all original features retained, including wide heart pine flooring throughout and detailed woodwork. This elegant c. 1700's property has 4 bedrooms, 2.5 full baths and combines a wonderful mix of old and new. The property was originally a portion of the 2,000 acre land patent granted to George Washington by Lord Fairfax in 1768. The original house and cabin structures date from 1770s with additions to the house built in the 1820s. A stone entrance bridge with stone pillars crosses a small spring-fed stream, flanked by ancient boxwoods and wrought iron gates. A large parking area and driveway provides ease of access. Towering trees ring the property, providing a sense of your this beautifully private glen. The perfect country lifestyle awaits inside the house. A gourmet kitchen offers soapstone counters, custom cabinetry, farmhouse sink, imported AGA appliances and a casual dining area. The formal dining room retains its exposed original stone walls, restored beams, original fireplace and antique lighting. Living Room has expansive windows allowing the natural light to flood in, 9ft ceiling beams, and the origin

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1–8 of 8 properties displayed
Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

© BRIGHT, All Rights Reserved - The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Xome Inc. participates, and is provided by BRIGHT through a licensing agreement. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is a provider of home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.
Andrea D. Conner, License 225222413, Xome Inc., License 226024700, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Information is provided by Charlottesville Area Association of Realtors®. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interestedin purchasing. Copyright © 2026 Charlottesville Area Association of Realtors®. All rights reserved.




Upperville Real Estate

Upperville is located in Virginia. Upperville, Virginia has a population of 118. Upperville is more family-centric than the surrounding county with 100% of the households containing married families with children. The county average for households married with children is 35.08%.

The median household income in Upperville, Virginia is $78,987. The median household income for the surrounding county is $111,368 compared to the national median of $69,021. The median age of people living in Upperville is 59.3 years.

Upperville Weather

The average high temperature in July is 86.6 degrees, with an average low temperature in January of 23.3 degrees. The average rainfall is approximately 43.7 inches per year, with 19.1 inches of snow per year.

Upperville Map

Upperville Real Estate Market Conditions

  • Median sales price

    $469,500
    8.1%
    change since last quarter
  • # Active listings

    8
    30-day change

Upperville Schools and Demographics

Education near Upperville, VA

City County
High School Graduates 100 92.84
College Degree - 2 year 26.09 7.66
College Degree - 4 year 48.91 37.7
Graduate Degree 11.96 10.53
Expenditures per Student 13,767 13,767
Students per Teacher 13 13

Elementary Schools near Upperville, VA

Grades Students P/T Ratio ZIP
Banneker Elementary School PK - 05 157 17.8 20117
Boyce Elementary School KG - 05 319 14.3 22620
Claude Thompson Elementary School PK - 05 296 16.4 20115
Middleburg Community Charter KG - 05 114 22.8 20117
Round Hill Elementary School PK - 05 553 17.5 20141
W.G. Coleman Elementary PK - 05 346 15.7 20115

Middle Schools near Upperville, VA

Grades Students P/T Ratio ZIP
Marshall Middle School 06 - 08 471 10.9 20115
Middleburg Elementary School PK - 05 61 10.7 20117

Ungraded Schools near Upperville, VA

Grades Students P/T Ratio ZIP
ALC At Burke UG - UG 0 20115

Demographics near Upperville, VA

City County
Neighborhood Type Suburban
Population 118 72,416
Population Density 279 112
Median Age 59.3 40.9
People per Household 1.7 2.8
Median Household Income 78,987 111,368
Average Income per Capita 46,383 49,440

Real estate near Upperville