Charlottesville Historic Homes For Sale

Unparalleled in its beauty and charm, this historic, circa 1776, 1,471 acre Virginia estate is surrounded by breathtaking rural countryside, yet is less than one hour to our Nation's Capital and 45 minutes to Dulles International Airport. The stately Georgian-style manor house is one of America's great homes and is situated in a private park-like setting with vistas reminiscent of the English countryside. Estate dependencies include a two-story Georgian Revival-style stone carriage house, farm and equestrian improvements, a guesthouse, additional residences and a shooting preserve, all adding to the property's unique character and distinction. Listed on both the National Register of Historic Places and the Virginia Landmarks Register, as well as under a preservation easement, this extraordinary property is in excellent condition and is a rare offering of a National treasure. $26,700,000 Active

7500 IRONWOOD LN WARRENTON, Virginia

22 Beds 16 Baths 25,939 SqFt 1,471.710 Acres

Liberty Corner - the epitome of Albemarle County farms. This historic property, spanning 1085 acres, stands as a testament to the essence of Virginia's countryside charm. It features a distinguished estate from the 1790s and multiple outbuildings, offering versatility for various agricultural endeavors. Scottland Farm - the quintessential Albemarle County estate. Spread across 803 acres, Scottland Farm captures the true essence of Virginia's pastoral beauty. It showcases an 1800s estate and multiple tenant buildings, creating a unique blend of agricultural opportunities and income generation from the tenant houses. This is a rare opportunity to own a substantial piece of Albemarle County's historic and picturesque landscape. $19,995,000 Active

2328 LIBERTY CORNER RD ESMONT, Virginia

4 Beds 4 Baths 6,758 SqFt 1,888.690 Acres

Oakendale Farm, ca. 1938 is the epitome of an exquisite Virginia Hunt County Estate. Located within minutes of Middleburg, Virginia, its 435 acres are in prime Orange County Hunt territory with potential for incredible ride-out. From the Manor house to the meticulously manicured gardens, grounds, dependencies, and the hundreds of acres of surrounding pastures with protected view-sheds, Oakendale is in a class of its own. The entrance to the estate is from a quiet country road, 5 minutes south of historic Middleburg. Once inside the gates, the first drive to the left leads to the courtyard of the manor house, a second courtyard with private office and guest house, and a third courtyard which features the custom greenhouse, and the oversized and heated 5 bay garage with a spacious second floor entertainment room. Next to the garage is a 105k generator which provides back-up power to the manor house and most of the other buildings in these courtyards. MANOR HOUSE: Designed by renowned architect, William Lawrence Bottomley and constructed by master builder, W. J. Hanback, the Colonial Revival stone manor house is sited perfectly to enjoy the commanding views of the estate and surrounding countryside from the Bull Run to the Blue Ridge $19,600,000 Active

2227 PENNY LN THE PLAINS, Virginia

6 Beds 7 Baths 8,000 SqFt 435 Acres

Nestled in the foothills of the Blue Ridge Mountains is this Palladian inspired masterpiece called Edgemont. Surrounded by 572 acres of rolling Virginia farmland, with the Hardware River running through the lush fields, is a home whose design is reputed to be the only remaining private residence attributed to Thomas Jefferson. Complete with tennis court, pool, pool house, and guest houses. Fiber internet throughout the property now. The land is not under conservation easement. $15,000,000 Active

3392 EDGEMONT FARM NORTH GARDEN, Virginia

8 Beds 7.5 Baths 4,836 SqFt 572.340 Acres

Beautiful 2788 sq ft Antebellum style Mansion. Needs work, new windows, updated baths, huge Rooms, new mini split A/C and heat plus oil baseboard heat.. Could be Community Association Building for Residential Property development. IT IS WORTH KEEPING. Property suitable for development in HIGHLY SOUGHT OUT AREA OF ROCKINGHAM COUNTY. $8,000,000 Active

370 FRIEDENS CHURCH RD MOUNT CRAWFORD, Virginia

3 Beds 2.5 Baths 2,788 SqFt 21 Acres

NEW OFFERING- in addition to Mount Sharon Farm, the neighboring acreage ( approx 147 ac) with an iconic 20 stall barn can also be purchased ( 10289 Mt Sharon Rd/ MLSVAOR2006492) ) . Bringing total available acreage to about 224 acres and creating a prime equestrian property. Mount Sharon which combines exquisite architecture with world-class gardens and grounds is one of Virginia's grandest estates . This unique property in a safe, rural setting is an ideal home for raising a family or as a country retreat. A hidden gem of a community, Orange is also an easy drive to nearby metropolitan areas. The 8BR/ 10BA brick Georgian is set in a private oasis surrounded by pastoral and mountain views. The meticulously maintained gardens, designed by noted landscape architect Charles Stick, are among the finest in America and have been featured in numerous publications. The main house features both grand reception rooms and cozy and intimate family spaces. Ideally suited for entertaining, the house boasts excellent circulation both inside and out for larger gatherings. Dependencies include a farm manager's house, guest house/ office complex, stables, kennels, pool, and barns. Pastures are well planted for horses or other livestock and/or hay p $7,980,000 Active

19184 MT SHARON RD ORANGE, Virginia

8 Beds 10 Baths 10,200 SqFt 77.490 Acres

This expansive estate, tailored for the Virginia Sportsman, unfolds across 510 acres of landscapes, featuring a mix of wooded areas, open pastures, and multiple ponds. Meticulously preserved through the centuries, the Georgian-style manor home from the 1830s and 1840s stands as an exemplary testament to the craftsmanship of bygone eras, showcasing enduring care and attention to detail. Complementing the estate are accessory buildings, including a pool and pool house with a library and guest accommodations. A carriage house/garage with a two-bedroom apartment and a cabin overlooking the pond. Additionally, a variety of barns, garages, and other supporting structures contribute to the property's versatility. The potential for an events venue caters to those who wish to entertain, while the 500-yard rifle range appeals to those who wish to hone their marksmanship. Conveniently located just 15 miles north of Charlottesville, this estate offers a serene retreat in the heart of rural Virginia, making it an ideal haven for the discerning Virginia Sportsman. $7,000,000 Active

1756 MOORE RD RUCKERSVILLE, Virginia

3 Beds 4.5 Baths 5,344 SqFt 510 Acres

One of the State’s finest examples of Classical Revival/Neoclassical architecture, sited on 716-acres of rolling, highly productive crop land and pasture land with nearly 1.5 miles of frontage on the Rapidan River. The home is instantly recognizable with its 4 massive Doric columns and “M” shaped copper roof. Built in 1854, the well-proportioned residence with 11+ foot ceilings was meticulously restored by high-end contractor, Alexander Nicholson, to its present condition. The restoration kept the original doors, mantels, woodwork, and most of the heart pine floors intact. Listed on the National Register and VA Landmarks Register. The Rapidan River and its lowlands offer endless recreation including canoeing/kayaking, fishing and some of the area’s best duck hunting (enhanced by duck impoundment pond). Additional improvements include a restored, period summer kitchen/office, guest cottage, conservatory, pool and pool house, stables, managers cottage and farm infrastructure. $6,995,000 Active

23501 GREENVILLE RD CULPEPER, Virginia

5 Beds 3.5 Baths 10,273 SqFt 716.520 Acres

Lovely stone residence in Farmington Country Club with excellent Blue Ridge Mountain views. Built in 1930 with tasteful additions, this charming ,elegant house offers 5 bedrooms ,living room , dining room, chef's kitchen, study , and an orangery. The landscaped grounds include a two story guesthouse with kitchen and 1.5 baths, a separate office with full bath and fireplace, a large detached garage, pool, koi pond and garden sheds. There are stone terraces walkways, garden walls and fountains. The 5 acre property offers unusual privacy with convenience to town, UVA and the many amenities of the Club: including golf, tennis , pool, fitness center , and fine dining. Primarily one room deep the residence has excellent light and exhibits fine details and great craftsmanship throughout. This is a special property ,comfortable ,elegant and to be treasured. $6,650,000 Active

610 IVY LN CHARLOTTESVILLE, Virginia

5 Beds 5 Baths 6,636 SqFt 5 Acres

“High Acre Farm” First offering in over 50 years. Prime location in Fauquier County between Middleburg and The Plains in the heart of Orange County Hunt territory. Elegant main residence is a brick Georgian style, circa 1909 designed by New York architect Julius Gregory. 4 bedrooms, 3 full baths, 2 half baths, 7 fireplaces, wood floors throughout, high ceilings, 2 balconies off primary bedroom, classic family room with stone floor and pickled pine paneling. Entire home has gorgeous millwork and detailed finishes. Tree lined approach, extensive stone walls and notable terraced garden. 263.47 acres of rolling and elevated land with magnificent views. Property is a mix of open pasture , mature woods, and two spring fed ponds. Additional improvements include the manager's house and 2 tenant houses. Multiple outbuildings include machine shed, long barn and dairy complex with many possibilities and old kennels, small barn. More land may be available. Property is in Conservation Easement. May not be subdivided. Sold in “As Is” Condition. $6,500,000 Active

5415 MACMAHON LN THE PLAINS, Virginia

4 Beds 5 Baths 4,950 SqFt 263.470 Acres

Greenfields is an historic Southern Albemarle hunting & farming estate ideally suited to outdoor enthusiasts incl' equestrians, wing shooters (turkey, dove, ducks, released quail), deer hunters & anyone who might want to take advantage of the fertile croplands. The centerpiece of this storied property is a c.1905 manor home offering 12ft ceilings, incredible woodwork, massive windows, endless fireplaces & also modern luxuries incl' his & per primary suite bathrooms & an expansive, modern kitchen. There are 3 modern, 1 bedroom aprtmnts in excellent cond. for guests or staff. In an area of noted farms & estates 25 mins from Charlottesville. Along Ballenger Creek sits the remains of Boiling Springs Grist Mill (photos in slide show), constructed in 1780 to grind local landowners' corn & whole wheat w/ millstones imported from Italy. During the Civil War Sherman's troops intended to burn the mill down however then owner WH 'Buck' Langhorne's slave Peter Jefferson poignantly & successfully pleaded that it be spared. The mill & Greenfields Farm have been owned or visited by many prominent Virginians well into the mid 1900's incl. Nancy Astor, 1st female member of the English House of Commons. 2 div. rights. Add'l 258 acres avail. $4,250,000 Active

9313 GREENFIELD FARM SCOTTSVILLE, Virginia

4 Beds 4.5 Baths 9,623 SqFt 495.400 Acres

c.1856, Oakleigh is a beautifully renovated, turn-key country estate in the heart of the Green Springs Historic District. The property includes 149 manicured acres with 2 ponds. The home enjoys total tranquility, with no road exposure whatsoever. It has been carefully modernized and renovated over the last 30 years by the current owners and includes 3 bedrooms, 2.5 bathrooms and endless charm. Truly, this home is Architectural Digest- worthy! Other structures include a smokehouse, horse or livestock barn, chicken coop and large workshop/equipment shed, which could be finished as a guest house. All dependencies have water and electricity. Wonderful boxwood ringed vegetable garden. Under Conservation easement with 1 division right. There is an excellent building site with mountain views and tucked well away from the main residence. 25 mins to Charlottesville and 40 to Richmond. Fiber optic! $3,950,000 Active

3535 E JACK JOUETT RD LOUISA, Virginia

3 Beds 2.5 Baths 3,224 SqFt 144 Acres

Exquisite!!! As one enters the Estate of Delaplane Manor, one crosses the picturesque stone bridge over Crooked Run before passing through the gated entry. The drive then gently curves as it ascends to the front portico of the home. Built for Channing Delaplane, Jr. in 1921, the manor house with its exquisite symmetry is beautifully sited on its 75 acres. Located within the Crooked Run Valley Rural Historic District, the home is a handsome example of the early twentieth century Colonial Revival style. Delaplane Manor is a magnificent home for entertaining, the front portico provides an elegant entry into the grand foyer, with its 11' ceiling height and beautiful molding. The foyer opens to the left into the 30' x 17' living room and to the right into the 30' x 17' banquet sized dining room, each with a fireplace and wonderful natural light. In addition, the main level features a den, a half bath and a separate shower room, kitchen with breakfast room and a large pantry, and at each end of the home and to the back there are three season sunrooms. The sunroom at the back opens out to a large terrace and swimming pool. The second level of the home features 5 bedrooms, 3 full baths, sitting room, library, and kitchenette. The third le $3,900,000 Active

2082 WINCHESTER DELAPLANE, Virginia

10 Beds 8 Baths 9,579 SqFt 75.670 Acres

Frascati, c. 1823. Here is an exceedingly rare opportunity to acquire a national landmark perfectly located on 62.74 acres in the Somerset estate area of Orange County. Frascati was built for Philip Barbour, Associate Justice for the Supreme Court by John Perry, known for his work for Thomas Jefferson in building the University of Virginia and Monticello. Frascati is on the National Register of Historic Places and is a Virginia Historic Landmark. For a full history and architectural details about Frascati please see the Wikipedia listing in the documents section. In addition to the manor home the restored summer kitchen now serves as a charming guest cottage, the original formal gardens still exist with magnificent 200 year old boxwoods and extraordinary specimen trees. A lovely gunnite swimming pool is tucked away in a "secret garden" The 62 acres with Frascati is mostly open in high quality pasture and is suitable for any agricultural pursuit. There are several useful barns and sheds. The gently rolling land boasts superb views of the Blue Ridge mountains and is surrounded by large farms. Frascati is protected with a conservation easement with the VOF and The Virginia Board of Historic Resources. (See Documents). $3,250,000 Active

9281 FRASCATI DR SOMERSET, Virginia

3 Beds 3.5 Baths 6,759 SqFt 62.740 Acres

Welcome Home to this extraordinary farmhouse built in 1893 and has been completely updated. This remarkable property offers an array of features that surpass any expectation. 5 bedrooms, 3 full baths, gorgeous wood floors, sunroom, and covered large porches are just a few. With 272 acres of land.  One highlight of this property is the large in-ground saltwater swimming pool, perfect for relaxing and enjoying the warm summer days. This property features incredible mountain views creating a space of tranquility and natural beauty to the surroundings. For those with agricultural interests, this farmhouse includes well-maintained barns and essential equipment storage providing an opportunity for self-sustainability. The spring produces about 360 gallons of water per minute a huge plus for cattle ranchers. it is truly a private oasis, with serene views and a sense of seclusion from the outside world. Whether you are seeking a peaceful retreat or a versatile space for various ventures, this farmhouse is an exceptional opportunity. Don't miss the chance to own this remarkable piece of history and experience the charm and elegance this property offers. Contact us today to tour and envision the possibilities it holds for you. $2,600,000 Active

3334 BROWNSBURG TPKE RAPHINE, Virginia

5 Beds 3 Baths 3,361 SqFt 272.080 Acres

Millwood Farm combines history, comfort, and craftsmanship in equal measure.  Situated on a small bluff, the farmhouse is at the core of the farm.  Various outbuildings are connected to the house by garden areas with centuries old boxwood lined paths.  Views of the Blue Ridge from the house and gardens are centered on Old Rag Mountain in the distance.  In the foreground are the pastures and paddocks of Millwood and neighboring farms.  It is an idyllic setting for those who wish to enjoy a relaxed country life. Built in 1836 to the highest standards of the day, the main house remains an example of quality workmanship throughout its nearly 200 years of existence.  Noted cabinet and furniture maker, Peter Kramer, spent over 40 years adding custom touches to all the main rooms and providing exquisite detailing to wall panelling, bookcases, kitchen cabinetry and other built-in furniture. Today the house is a very comfortable home for either a young family or those seeking a weekend or retirement home.  Sited on a gentle rise, the house has expansive mountain, garden, or pastoral views from every window.   The main level master bedroom provides easy access with additional bedrooms on the upper level.  The basement level has mo $2,350,000 Active

4733 SPERRYVILLE PIKE WOODVILLE, Virginia

4 Beds 6 Baths 4,096 SqFt 25 Acres

Former house of noted local architect Floyd E. Johnson, the Miller's House has been restored and graciously, lovingly and attractively added to in order to accommodate the needs of both the Johnson family and the current owners. On the banks of Totier Creek, which runs through the property, the house was originally the home of the miller of Dyers Mill. Today, the beautifully and thoughtfully renovated and expanded home is a delightful 5 bedroom, 3 full and 2 half bath home graced by tall ceilings, cozy rooms, numerous fireplaces and modern-day kitchen and baths. Additional amenities include fiber internet, geothermal hvac, soapstone floors, copper roof, and wormy chestnut in the home office. Guest house, 2-bay garage, pool, equipment shed plus 130 acres of open and wooded land. Don't miss this gem! $2,245,000 Active

7452 DYERS MILL LN SCOTTSVILLE, Virginia

5 Beds 4 Baths 4,704 SqFt 129.400 Acres

Escape to Virginia's Piedmont, the Madison-Barbour Historic District & live in Orange County horse country. 294 acres of pasture & timber (protected by Virginia Outdoors Foundation easements) surround our 1850's Italianate 4 bedroom home w/ few modifications (ready for a new owner to personalize). The front & rear porch views of the lawn/gardens, pasture, woods & mountains remain breathtaking. The English basement opens to a patio garden w/ Blue Ridge Mountain views. Come see the large rooms, intricate woodwork, fireplaces, wood floors, handmade peg doors, & 1850's craftsmanship throughout the home. Old farm buildings & horse barn have potential for repurposing to meet your needs. Showings by appointment only. $1,999,797 Active

6088 BLUE RUN RD SOMERSET, Virginia

4 Beds 1.5 Baths 3,324 SqFt 294.690 Acres

Note: There is a limited number of exquisite Charlottesville historic homes for sale at one time. The finest usually come on the market in the Spring.

I have hand-picked the finest historic homes for sale and ventured no more than 1.5 hours outside the city of Charlottesville.

Exploring Charlottesville’s Historic Real Estate

Charlottesville, Virginia, is a city steeped in history, boasting a rich tapestry of historic homes that offer a glimpse into its storied past. From stately Greek Revival mansions to quaint Victorian cottages, these historic properties showcase the architectural diversity and cultural heritage of Charlotesville. For those seeking to own a piece of history, Charlottesville’s historic homes offer a unique opportunity to immerse oneself in the charm and character of yesteryears including homes designed and built by Thomas Jefferson and his apprentices.

Charlottesville’s historic homes are not just houses; they are living monuments to the past. Walking through the halls of these homes, one can almost hear the echoes of the past, envisioning the lives of those who once called these properties home. From presidents to poets, the walls of these homes have witnessed the comings and goings of some of history’s most prominent figures, adding to their allure and mystique.

For those interested in purchasing a historic home in Charlottesville, there are several options to choose from. Whether you are looking for a grand estate with sprawling grounds or a cozy cottage nestled in the countryside, Charlottesville has something to offer for every taste and budget. One of the best ways to explore the available options is to work with a local real estate agent who specializes in historic properties. These agents have a deep understanding of the local market and can help you find the perfect home that meets your needs and preferences.

One of the most sought-after areas for historic homes in Charlottesville is Albemarle County. Located just outside the city, Albemarle County offers a serene and picturesque setting similar to the rolling hills of Yorkshire, England amd is perfect for those looking to escape the hustle and bustle of city life. With its rolling hills, lush forests, and charming small towns, Albemarle County is the epitome of idyllic country living.

Historic homes in Albemarle County offer the perfect blend of historic charm and modern convenience, making them highly desirable among homebuyers from all over the world.

Charlottesville’s historic homes are not just pieces of property; they are part of the city’s cultural heritage. Home to four American presidents, Thomas Jefferson, Jmaes Madison, James Monroe, and Theodore Roosevelt; and Meriwether Lewis and William Clark of Lewis and Clark Expedition fame have made Albemarle County their home. By preserving and maintaining these homes, we are not only protecting our past but also ensuring that future generations can continue to appreciate and enjoy them. Whether you are a history buff, an architecture enthusiast, or simply someone looking for a unique and charming home, Charlottesville’s historic homes offer a truly special opportunity to own a piece of history.

Charlottesville, Virginia, is a city steeped in history, boasting a vibrant cultural scene and a unique architectural heritage. Beyond the renowned University of Virginia and the captivating Monticello estate lies a treasure trove of historic homes, each whispering tales of the past. For those seeking a residence woven into the city’s rich tapestry, Charlottesville historic homes for sale offer an unparalleled opportunity to own a piece of history.

A Walk Through Time: Architectural Styles

Charlottesville’s historic real estate encompasses a diverse range of architectural styles, reflecting the city’s evolution over centuries. Georgian townhouses with their red brick and symmetrical facades stand proudly near Federal-style dwellings, characterized by their rectangular proportions and fanlights above doorways. Picturesque Italianate homes with their bracketed eaves and arched windows add a touch of European charm, while Queen Anne residences located along Park Street, with their asymmetrical layouts and decorative details, exude a sense of grandeur.

Charlottesville was considered one of the finest Gerogian cities in 1912 along with Charleston, SC and Newport, RI much of which had to be from Thomas Jefferson’s fine Palladian architecture and the building of the University of Virginia.

Preserving the Past: The Significance of Historic Homes

These historic homes are more than just bricks and mortar; they are tangible connections to the past. They offer a glimpse into the lives of those who came before us, showcasing the craftsmanship and architectural trends of different eras. Owning a historic home comes with the responsibility of stewardship, ensuring its preservation for future generations to appreciate.

Charlottesville Historic Homes for Sale: Finding Your Perfect Gem

The search for Charlottesville historic homes for sale can be an exciting and rewarding journey. As a dedicated Charlottesville luxury realtor real with expertise in historic properties since 1996, I will guide you through the process, ensuring you find a home that aligns with your needs and preferences. From grand estates nestled amidst Peidmont’s rolling hills to charming Georgian houses in the heart of the city, the options cater to diverse tastes and budgets.

Considering a Charlottesville Historic Home: Factors to Ponder

While the allure of owning a piece of history is undeniable, it’s essential to be realistic and understand the unique considerations associated with historic properties. Many of these homes may require ongoing maintenance and restoration, potentially involving specialized contractors and materials. Additionally, certain architectural features may not be readily adaptable to modern living styles, necessitating creative solutions to integrate modern amenities while preserving the home’s character.

Beyond the Brick and Mortar: The Charlottesville Lifestyle

Living in a historic Charlottesville home extends beyond the walls of the residence. It’s about becoming part of a vibrant community rich in history and culture. Residents can stroll through the historic Charlottesville Downtown Mall, explore the many museums and art galleries, or delve into the world of Thomas Jefferson at Monticello and explore the surrounding gardens. The city also boasts a thriving culinary scene, offering a diverse range of restaurants and cafes.

Embrace the Legacy: Invest in a Historic Home

Choosing a historic home in Charlottesville is not simply a real estate decision; it’s a conscious choice to embrace a unique lifestyle. Steep yourself in history, become a steward of the past, and contribute to the city’s vibrant future. While challenges may exist, the rewards of owning and living in a piece of Charlottesville’s history are unmatched and are a super investment.

For those seeking a home brimming with character, steeped in history, and offering a connection to a vibrant community, Charlottesville historic real estate presents an unparalleled opportunity. With careful consideration, expert guidance, and a passion for preservation, owning a historic home in Charlottesville can be a deeply rewarding and enriching experience.

Additional Resources:

If you’re interested in learning more about Charlottesville historic homes for sale, consider exploring the following resources:

Remember, the journey of finding your perfect Charlottesville arae historic home begins with a spirit of exploration and a deep appreciation for the stories these remarkable properties have to tell. Let’s talk 434-327-2999.