Charlottesville 19th Century Homes for Sale

Locust Grove Tavern

Year Built: 1812

With incredible taste and vision, the current owners of this historic gem undertook a multi-million dollar renovation and addition from 2019 to 2022. The result is a lavish, 100% turn-key small estate under 10 minutes from Charlottesville that respects the home's early 19th century charms yet adds all of the luxuries of one built in the 21st century. Period features incl' 7 working fireplaces, high ceilings, wonderful light quality and charming patina at every turn. Please see the attached, long list of enhancements the renovation includes. Extraordinary marble selections in bathrooms and laundry room, amazing trim work, reclaimed floors, new windows and systems to name just a few. A freestanding garage with guest suite or gym above, large, heated salt water pool and garden with incredible potting shed enhance the offering. Master landscape plan by Rachel Lily includes extensive hardscaping and endless native species (boxwoods, magnolias, azaleas, hydrangeas, japanese maples, crepe myrtle). This statement property lives and entertains fabulously, year round!

Details about Locust Grove Tavern

$3,975,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Darby Rd

Year Built: 1820

Darby’s Homestead If these walls could talk…nestled adjacent the “Great Valley Road”, which is now called US Rt 11. The main homestead was built around the 1820 era. A vintage framework with newer “fixins”. Ie roof, septic, plumbing, electrical, HVAC, paint, windows, trim, cabinetry & fixtures. US 11 separates the homestead into 2 parcels. Total over 4.5 acres. Garden space & year round creek. Large red barn currently used for storage. 2 separate paddocks, each with automatic waterers. This homestead exudes a country flare while still offering close proximity to town amenities, the Appalachian Trail & National Forest.

Details about Darby Rd

$449,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Frascati

Year Built: 1823

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).

Details about Frascati

$2,750,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Glen Haven Farm

Year Built: 1832

Discover Glen Haven Farm, a 49.03-acre estate established in 1832, set along the Cowpasture River, one of the cleanest rivers on the East Coast. Once home to the Jordan family, this historic property offers modern amenities, including a 4,824 sq ft farmhouse with 4 bedrooms, 3 baths, and a one-bedroom apartment. The property features a rustic, industrial-chic 3,500 sq ft event barn, a river pavilion, a performance stage, a 5,000 sq ft industrial workshop, a 1-acre commercial hop yard, and low-light conditions ideal for stargazing. Operating as a venue since 2017, Glen Haven hosts 20+ weddings and events annually, including fireworks shows. The property comes fully furnished, includes farm equipment, and a primitive campground with potential for expansion. Located within 3 hours of D.C. and 1.5 hours from Charlottesville, Glen Haven Farm blends historical charm, business success, and natural beauty, ready for its next chapter.

Details about Glen Haven Farm

$3,650,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Spring Hill Farm

Year Built: 1837

Welcome to Spring Hill Farm, an exceptional 294-acre farm located in Virginia's horse country in Culpeper County. Just an hour’s drive from Dulles International Airport, this property is perfect for those seeking country living with close proximity to city amenities. The town of Culpeper with its wonderful restaurants is a quick 15 minute drive. Spring Hill consists of mostly open pastures with 93+/- acres in productive cropland. While the farm is currently utilized for livestock & crops, it has the potential to be an incredible horse farm located near several foxhunts. Should you prefer to enjoy the farm lifestyle without the work, the current farmer would love to continue to lease the farm & help to maintain its current low real estate taxes. The historic circa 1837 farmhouse blends old home charm with modern comforts, including 3 bedrooms, 2 updated bathrooms & a spacious country kitchen. You’ll love the stunning Blue Ridge Mountain views while relaxing on the front porch & the peaceful setting overlooking the rolling pastures from the rear deck. If you have been dreaming of a beautiful farm, Spring Hill is a must see!

Details about Spring Hill Farm

$3,850,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Brownsville Rd

Year Built: 1839

Step into the charm of history with this beautiful and unique farmhouse, set on 1.38 picturesque acres in the highly sought-after Crozet area. The original house, since added on to, was built in 1839. Offering 5 large bedrooms and 3 full bathrooms, this generously sized home is full of possibilities—whether you envision restoring its original charm or transforming it with more modern upgrades. Enjoy breathtaking Blue Ridge Mountain views and unwind in the backyard, which features mature trees, a tranquil koi pond, a greenhouse/workshop, and plenty of space for gardening, outdoor activities, or future expansion. Inside, you'll find original hardwood floors, soaring 12-foot ceilings in the primary bedroom, and an updated kitchen with modern flooring—seamlessly blending historic charm with contemporary conveniences. Perfectly located just 25 minutes from Charlottesville and minutes from downtown Crozet, you’ll have easy access to wineries, breweries, cideries, and outdoor adventures, all while enjoying the privacy of your own retreat. Don’t miss this rare opportunity to own a timeless farmhouse with endless possibilities. Schedule your showing today and start imagining your future in this one-of-a-kind home!

Details about Brownsville Rd

$505,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Slate River Farm

Year Built: 1846

Nestled in the heart of nature, this exceptional 119-acre estate offers over a mile of Slate River frontage and an idyllic setting for outdoor living and relaxation. At the heart of the property stands a beautifully restored 1846 home, featuring 5 spacious bedrooms and 3 bathrooms. Modern additions and updates complement the home’s historic charm. The inviting covered porches and patio offer sweeping views of the surrounding landscape, while the meticulously maintained grounds, which include an orchard, are perfect for enjoying the outdoors. The property also boasts an entertainment pavilion, ideal for hosting gatherings or simply soaking in the peaceful surroundings. For convenience, the estate includes a 3-car garage, an 8-car carport, and multiple equipment barns, providing ample space for storage and operations. The estate's private trails meander through the property, leading to serene wildlife viewing stands and a beautiful sandy beach along the river. With quiet nature sounds, abundant wildlife, and the tranquility of riverfront living, this property offers a rare opportunity to experience true outdoor living and country elegance.

Details about Slate River Farm

$1,750,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Anwesen

Year Built: 1846

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.

Details about Anwesen

$1,999,797.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Greenville

Year Built: 1854

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.

Details about Greenville

$6,995,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Oakleigh

Year Built: 1856

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!

Details about Oakleigh

$3,875,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Upper Stony Run

Year Built: 1875

Very charming home built mid to late 1800's, retaining the original wavy glass windows, heart pine floors and clapboard siding. Stunning views of the Blue Ridge Mountains in WAlbe, the sunrises and sunsets are spectacular. The 9.44 acres has Stony Run at the rear and a spring that historically provided water to numerous homes in the area via a ram pump and stored water in a concrete cistern that is still on the property. There is an old partially log structure in disrepair and we ask that no one goes into the structure because of it's condition. It would be a great restoration project. The adjoining homes in the area are of very high quality. There is a possibility that this land could be divided and two more building sites developed if all the county approvals are met. The metal roof was replaced in 2013 and the forced air furnace around 2013. An addition in 2004 added a large mud room, full bath, laundry area, side deck. The entire interior has been painted and plaster repaired. None of the fireplaces are in working order. The chimney tops were re-pointed in 2013 prior to the new roof going on. The home, all appliances & outside structures are sold in "as is" condition. The home needs continued restoration but worth it.

Details about Upper Stony Run

$780,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Shenandoah Manor Bed & Breakfast

Year Built: 1883

Presenting Shenandoah Manor, a historic Bed & Breakfast poised near vibrant downtown Lexington in the sought-after Shenandoah Valley. Nestled on 10 serene acres with rolling meadows, a scenic pond, and a creek, this property is perfect for a hospitality business, offering modern amenities like fiber internet and reliable cell service. The main house features three guest rooms, each with private bathrooms and balconies, expansive owners' quarters, two versatile studio spaces, a cozy library/music room, and a well-equipped kitchen. A separate guest house adds five more guest rooms with private bathrooms, a kitchenette, and a living room. A stone patio connects both houses, offering a perfect outdoor setting for gatherings, complete with a campfire area. The estate is ideal for various ventures, from vineyards and wedding venues to hosting events with its flat area for tents, a gazebo by the pond, and ample parking. Suitable for any kind of retreat—yoga, wellness, corporate, or artistic—the property is ready for new ownership, with the option to purchase furnishings. Own and operate a distinguished venue in a desirable location.

Details about Shenandoah Manor Bed & Breakfast

$998,900.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Old Spring Hill

Year Built: 1888

Private estate minutes from Charlottesville and the University with wonderful Blue Ridge views. The 1888 traditional farm house has been completely renovated and decorated by well known interior decorator, yet retains the charm and woodwork of the original house. The main house includes 3 bedrooms with private baths, large kitchen with high end appliances, family room, large living room with fireplace. Other improvements include a new guest / pool house, pool, and 2 car detached garage with a charming office. Also includes a small tenant / manager cottage. All improvements are beautifully situated on the 21 acres with complete privacy.

Details about Old Spring Hill

$3,750,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

James River Rd

Year Built: 1890

A rare opportunity to unlock the door to history with this captivating Circa 1890 estate that offers more than just a home; it provides an opportunity to own a piece of the past. Nestled on sprawling acreage with lots of road frontage, this property boasts an exceptional combination of old-world charm and modern convenience. Wake up to the awe-inspiring beauty of the Blue Ridge Mountains every morning. The unobstructed views from this estate are truly a sight to behold. Experience the tranquility of life by the water with the convenience of walking to the nearby James River. Perfect for fishing, kayaking, and relaxation. Nature enthusiasts will appreciate the abundance of wildlife on this estate. You will have a front-row seat to the wonders of the natural world. A new roof has been put on home.

Details about James River Rd

$895,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Cottage Ln

Year Built: 1896

Lovingly maintained and tastefully added on to upgraded home on an extremely quiet street close to the University and Barracks Road shopping. The original 2 over two built in 1896, addition reno dates from around 2000. The home is totally filled with light, with comforting views of the mature landscaping. There are two "primary suites" on the first floor, two bedrooms and a bath on the second floor.

Details about Cottage Ln

$1,500,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!

Rugby Rd

Year Built: 1896

Located on historic Rugby Road, this stately circa 1896 home offers timeless elegance and modern convenience, all within an easy walk to The Corner, UVA Grounds, Downtown, and Barracks Road Shopping Center. Set on a large lot framed by mature trees and landscaping, the home features flowing, light-filled rooms that capture its rich history and charm. Pocket doors, built-in bookshelves, and crown moldings are just a few of the intricate design details that make this home truly special. With 4 bedrooms, 4 baths, and a beautiful library, this residence is a rare find and a must-see.

Details about Rugby Rd

$1,995,000.

For more information contact Gayle Harvey Real Estate at 434-220-0256 or E-mail us!