Charlottesville 19th Century Homes for Sale

The Jordan Gilmer House

Year Built: 1806

Fabulous Historic Victorian home in the North Downtown mixed use corridor, currently used as a residence, with offices. With its gracious double front porches, and views to Monticello, it was built for Jordan Gilmer by an apprentice to Thomas Jefferson, and is so close to the Historic Downton Mall. With the historic crown-molding and door/window trims, rooms have the original exposed beams, and 10' ceilings. The location is perfect for easy access to Downtown, The University, UVA Medical Center & all N, S, W & E routes to/from town. Built in 1806, w/renovations in 1885, 1907 (and in more recent years! Ample parking in the rear of the property. There are 12 spacious rooms to be configured in many ways, and four charming interior staircases.

Details about The Jordan Gilmer House

$1,450,000.

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

Spring Hill

Year Built: 1814

SPRING HILL ~ Beautiful 207+ acre farm in a protected enclave of Madison County with incredible views of both the Blue Ridge and Southwest Mountains. The natural beauty and privacy are unparalleled. An attractive farmhouse with a c. 1804 section is perfect as a weekend getaway or guesthouse leaving numerous incredible building sites for a main residence. Additional improvements include a large pond with dock, pool, manager’s cottage, a center aisle stable with 8, 12 x 12 stalls and finished office space above, garage and good farm buildings and farm infrastructure An excellent candidate for conservation easement.

Details about Spring Hill

$2,195,000.

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

Plank Rd

Year Built: 1820

Opportunity to own a rare treasured piece of local history with modern updates that include central air, modern electric, plumbing and more. Meticulously restored/period correct antebellum home 1780-1820. Owned during the past 48 years by one family. Creek frontage, mountain views. Built by Samuel O. Moon. 4,284sf home with 1,302sf unfinished. Kitchen, baths, built-ins restored by Gibson Magerfield. Cabinets by Jaeger & Earnst. European Soapstone countertops w/ Cherry desk inset. 9 fireplaces, heart pine flooring throughout, extensive custom moldings, copper roof & gutters, Generac whole house generator (1 year old), HS internet, attached greenhouse, 1,000 gallon private owned propane tank plus 325 gallon tank at garage/shop. 3 bay barn & shop by Hazard Construction. 1152 SF with and additional 756SF of storage. Garage has Copper roof, poured concrete, heat & running water. Hot water heat, two wells, mature rock gardens & landscape. Walk to Batesville store with live music weekly & gourmet food. Vibrant community scene. Close proximity to 151's finest wineries & breweries. Blue Ridge Mountain views. Sit on the balcony to enjoy the expansive views and listen to the stream on property.

Details about Plank Rd

$2,100,000.

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

Oak Lawn

Year Built: 1822

Oak Lawn is notably one of the most historic homes in Charlottesville, designed and built by a Scots-Irishman James Dinsmore for Col. Nimrod Bramham c.1822. This fine residence is a classic example of Jeffersonian Palladianism. Dinsmore, a master carpenter for Thomas Jefferson, worked on Monticello, the Rotunda and Pavilions III, V & VIII on the Lawn at the University of Virginia. The property was purchased by James Fife in 1847 and it is still owned by his descendants today. The historic home is privately situated in Fifeville on a knoll, boasting a very large 5.20 acre parcel of lawn and woodlands. Five fireplaces, original pine flooring, two adjacent, enclosed dog-leg staircases and a three bay, one story front porch supported by four Tuscan columns are just a few of the interesting features. Cook's house at the rear of house. The property is a Virginia Landmark & is on the National Register of Historic Places. This is an opportunity for historic preservation, development or a combination of both.

Details about Oak Lawn

$4,200,000.

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

$3,500,000.

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

Celt Rd

Year Built: 1830

Nestled among 25 beautiful acres with Blue Ridge views, this meticulously maintained, early 19th century farm house is a perfect melding of historic charm and modern convenience. Work of master craftsmen is evidenced throughout by beautiful heart pine floors, wainscoting, crown molding, and custom cabinetry. The modern kitchen includes a wall oven, commercial range, farmhouse sink, large island and breakfast nook. Living, family, and dining rooms feature fireplaces converted to gas. Main level primary suite includes oversized walk-in closet, spacious bathroom featuring slipper tub, and sleeper porch. Upstairs are two bedrooms, study, and two unfinished bedrooms ready for the next owner’s vision (one with bathroom rough-in). Basement level includes stunning rec room, kitchen, bathroom, extra laundry, living room and two more bedrooms. Garage can accommodate multiple vehicles and has loft above for additional storage. Lower level of garage has 12’ ceiling with girders to allow for car lift and oversized garage door. Great proximity to wineries, Blue Ridge and Shenandoah Valley. 20 minutes from Charlottesville airport, 30 minutes from Downtown Mall, 1.5 hours from Richmond and less than 2 hours from Washington DC.

Details about Celt Rd

$1,495,000.

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

Sunset Dr

Year Built: 1840

Nestled in the foothills of the Blue Ridge Mountains is this state of the art Equestrian Facility. Amazing 1840's Brick Manor Home with large bedrooms, gleaming pine floors, tile baths, main floor laundry closet, numerous fireplaces and full basement with game room. 34 acres with hardwoods, several water sources, pond, rolling fenced pastures and beautiful views all around. The Ultimate Horse Barn features HVAC, wash area, office, automatic waterers, bath, tack room and so much more. Outdoor arena, working pen and additional utility/equipment barn, paddocks and run-in shed. A true horse lovers dream! Additional 90 acres that adjoins this property is available for an additional $495,000.00

Details about Sunset Dr

$1,499,900.

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

Lovell C.1840

Year Built: 1840

Located in the Virginia Piedmont region is Lovell c.1840, a stately Georgian Manor house on 165 +/- acres of rolling farmland with three ponds and bordered by the Robinson River. Surrounded on three sides by properties under conservation easement, Lovell enjoys Virginia horse country's timeless beauty and tradition. The Georgian Manor house welcomes you through the front doors framed with glass transom and side lights set in the double wedding ring style. Intricate woodwork, heart pine flooring, nine original mantled fireplaces, and period details are throughout. Rooms are spacious and include a parlor, music room, living room, four bedrooms, kitchen and terrace level with apartment. The new rear wing addition includes wide white pine floors milled in New Hampshire. Details and craftsmanship are seen in the sunroom, gathering room with a conversation and dining area, cooking fireplace, gourmet kitchen, powder room, office, primary suite, and attached garage. On the property are four tenant houses, an airplane hanger, numerous barns and outbuildings, gardens, two car garage, and three ponds. 20 acres in pasture, 80 in hay and 65 in forest. See detailed online brochure in documents.

Details about Lovell C.1840

$2,750,000.

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

Llanath

Year Built: 1840

This amazing estate property is a true delight. Privately situated on 3 wooded acres. When you enter the property , it is as if the trees wraps around you to create a feeling of serenity. A perfect getaway for a full time residence. Beautifully proportioned rooms. Meticulous attention to detail with the renovation. Lots of private spaces in the home. Could make an ideal AirBandB. Lots of covered porches and balconies. Italinate in design. House was built as a 2 over 2 built in the 1840's and added onto in 1890. The most recent renovation has been during the current owner's stewardship in the last 20 years. This home has 5 working fireplaces. 5 bedrooms and 3.5 baths. This would be a really fun home to live in. Further includes a studio/cottage. It is around 1200 +/- sq ft. Total delight!

Details about Llanath

$840,000.

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

Greyledge

Year Built: 1842

Exceptional 739 acre estate exuding sophistication and allure, gifting the esteemed with panoramic views of the Blue Ridge & Allegheny mountains. A verdant tree lined driveway makes your acquaintance before revealing Greyledge, a Virginia Landmark which was US President Calvin Coolidge’s second choice for a Summer White House home. Boasting 9,723 SF, this 2 story Greek Revival is one of the finest ever built, meticulously cared for and recently renovated to a pristine level rarely seen amongst National Historic Register homes. Expert architect-led restoration stayed true to her original 1842 elegance: 17-inch thick, Flemish bond laid brick walls, oversized 6 over 6 windows, 13 fireplaces, hand-laid plaster walls and tongue and groove flooring. 7 spacious bedrooms—complete w/ en suite baths—serviced by 3 separate staircases allow the seamless flow to elegant common areas. 33 generous rooms with WIFI throughout. Soaring 12-foot ceilings offer spectacular views in every direction, bearing witness the majesty of mountains, lush landscaping, and massive sparkling 6 acre lake with Koi, trophy size Bass, and Catfish. Other buildings: 4BR/2BA Gatehouse (2,260 SF), 2-room studio (489 SF), and 2-story barn with 7 stalls (3,917 SF).

Details about Greyledge

$6,500,000.

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

$2,224,797.

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

Osceola Mill

Year Built: 1849

Welcome to Osceola Mill, a one-of-a-kind, beautifully remodeled Inn & Restaurant located on over 6 picturesque acres just off the famous Blue Ridge Parkway in Vesuvius, Virginia. This historic converted water mill, circa 1849, is a dream come true for those seeking a turn-key hospitality business in a serene and scenic location. Osceola Mill features 6 spacious lodging units that have been thoughtfully designed and furnished to provide maximum comfort and luxury to your guests: a detached King cabin, four King guest suites, and a 2-room guest suite/owners quarters. Each suite boasts modern amenities and an inviting ambiance that is sure to impress even the most selective travelers. In addition to the guest lodging, Osceola Mill also boasts a full restaurant with a commercial kitchen, providing an excellent opportunity for those looking to create a unique dining concept, or create hands-off income by leasing to an operator. The covered patio and large raised-bed garden terrace deliver the perfect ambiance for outdoor dining. Host events or weddings on the grassy lawn bordering the South River. Don't miss your chance to own this magnificent property and capitalize on the thriving hospitality industry in Virginia’s Shenandoah Valley!

Details about Osceola Mill

$989,000.

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

Rusty's Hard Time Hollow

Year Built: 1856

This rare offering consists of 19 acres (5 cleared) of beautiful, private, mostly wooded land with open, gently rolling mountain pasture offering extraordinary, undisturbed privacy bordering the Blue Ridge Parkway (mile 16.7) on three sides. Proximal to The Priest (milepost 17.6) find several rustic cabins and buildings nestled in a small hollow just under 2,700 ft elevation. The property has five springs. This is a rare opportunity to build in one of the most bucolic settings in VA. One of only deeded private driveways in the whole National Park system. Some fencing for horses or garden lots of game and privacy. You will be just 4.7 miles from Lake Sherando (bike via Love Rd.) & easy drive to downtown Waynesboro. Land listing

Details about Rusty's Hard Time Hollow

$750,000.

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

Poindexter Farm

Year Built: 1870

Poindexter Farm - An historic home dating to 1870 located in the picturesque Green Springs district. The classic two over two farm house has wide plank pine floors throughout, 3 bedrooms and 2 baths, and sits on almost 25 acres. The kitchen has been completely renovated with a Bertazzoni 4 burner gas range, granite counters, and center island. One level living with the main bedroom on the first floor. Lovely side screen porch that overlooks the open pastures. 3 fireplaces and a new wood stove. New septic system. Outbuildings include a newly constructed barn exterior that can have 1 stall, workshop and storage, two separate equipment sheds, and run in shed. The land has a blueberry patch and 4 active pecan trees. Southwest mountain views. The perfect small historic farm less than 25 minutes to Charlottesville.

Details about Poindexter Farm

$795,000.

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 sometime mid to late 1800's, retaining the original wavy glass windows, heart pine floors and clapboard siding. Situated near the base of the Blue Ridge Mountains in WA the views are stunning and sunrises and sunsets are spectacular. The 9.44 acres has Stony Run at the rear as well as a spring that historically provided water to numerous homes in the area via a ram pump and then stored 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. 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. All appliances & outside structures are sold in "as is" condition. The home needs continued restoration but worth it.

Details about Upper Stony Run

$790,000.

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

Arrowhead Farm

Year Built: 1880

Arrowhead Farm in southern Albemarle county is centrally located in the midst of many historic estates. Adjacent to Arrowhead are Old Woodville, Nydrie, Esmont House, Guthrie Hall, and Tallwood. You have complete seclusion as you drive in from Forsyth Road. The beauty of Arrowhead is evident as you approach with multiple gables, a deep wrap around porch and stunning red metal roofing. Heavy chestnut timbers throughout have created a stable foundation. Inside, each main level room is spacious, with 10 1/2 foot ceilings, and the dining table (included in this sale), actually came from Nydrie years ago, and with existing inserts, can expand beyond the length of the dining room. There has been a master bed/bath added downstairs, and upstairs are 4 more bedrooms plus 2 full baths. The home has a 2 separate heat pumps, drilled well, and brand NEW 5 bedroom conventional septic installation (2022). Arrowhead Farm has approximately 1/3 of the acreage in open fields, the rest in mixed woodland. There are 2 barns on the property, in poor condition, and behind the main home, the old "servants quarters", which is unsafe and needs to be removed. The property is under conservation easement, with one division potential.

Details about Arrowhead Farm

$1,700,000.

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

Sycamore Springs

Year Built: 1880

Sycamore Springs---A fully renovated farmhouse in an idyllic setting in northwestern Rockbridge County. Completely charming older home with clapboard siding, standing seam roof, screened porch, exterior stonework on foundation and chimney, gorgeous heart-pine floors, and woodburning fireplace. Open and airy kitchen with walnut countertops and huge center island. Plenty of natural light...this is not a dark old house with cramped spaces. Beautiful, landscaped lawn, huge shade trees, all overlooking bold Hays Creek, complete with swimming holes and picnic areas. Surrounded by bucolic farmland, this perfect retreat is on a quiet gravel road just minutes from the historic village of Brownsburg. Plenty of recreational activities nearby, and the vibrant college town of Lexington is an easy 25-minute drive.

Details about Sycamore Springs

$425,000.

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

Canal St

Year Built: 1880

2 Homes on 2 parcels sharing the same septic for decades. 740 Canal St, the original farm house, 4 bedrooms and 3 baths, is from the 1880's and took in boarders coming and going from Scottsville. 730 Canal St, the 2nd home, 2 bedroom and 1 baths, originally a cannery, built in the 1960's. With 8 acres from both properties, there is plenty of flexibility for any boundary adjustments you can imagine.

Details about Canal St

$490,000.

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

Shenandoah Manor Bed & Breakfast

Year Built: 1883

This is your chance to own a gorgeous historic retreat and B&B located just a few miles from beautiful, booming downtown Lexington - one of the most sought-after areas of the Shenandoah Valley. Shenandoah Manor is set on 10 tranquil country acres of rolling meadows with a pond, making it the perfect setting for your lodging and retreat business. FIBER INTERNET and cell phone signal! The manor house features 3 guestrooms with private bathrooms and balconies, a spacious owners’ quarters, two large studio spaces, a library/music room, and a large well-equipped kitchen. The detached guest house boasts an additional 5 guestrooms with private bathrooms, along with a common kitchenette and living room. A beautiful stone patio connecting the houses is a perfect setting for evening group sessions around the campfire. Dreaming of getting into the wedding business? The grounds are perfect for hosting with a flat area for large tents, a gazebo and lawn by the pond for ceremonies, and plenty of on-site parking. The property is set up perfectly to host multi-day retreats of any kind such as yoga, wellness, corporate, or art. The possibilities are endless! Turn-key opportunity - Furnishings included. This is the one - Inquire today!

Details about Shenandoah Manor Bed & Breakfast

$1,189,000.

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

Orchard House B&b

Year Built: 1885

*Ask about partial owner financing* Incredible opportunity to own a charming B&B, wedding venue & vineyard! Sitting on 13.7 acres, this property includes two historic homes with nine en-suite guest rooms with separate owners' quarters, a picturesque 1-acre vineyard that has been meticulously maintained, pond, pool, gas fire pit, gazebo, an event barn, and more! The Orchard House was built in 1885 and was seamlessly converted to a B&B by the previous owners and redecorated and renovated by the current owners. Step into an incredibly successful business on day one that has 5-stars on Google! Recent renovations include but are not limited to the event barn conversion, three guest bath remodels, Orchard House kitchen model, saltwater pool installation, whole home generator, gazebo, and farmhouse transformation! Keep your business running with firefly fiber optic internet and the electric vehicles charged while your guests snooze! Much room for growth wherever the new owners choose to take this historic property. 20 min to Afton (wineries & breweries galore), 30 min to Cville, and 40 min to Lynchburg, you really can’t beat this convenient central location. "Even more beautiful in real life!" is a comment the owners get all the time!

Details about Orchard House B&b

$2,500,000.

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

Midloch Farm

Year Built: 1885

Midloch Farm is situated at the center of the Green Springs Historic District, which is one of the most protected scenic areas in all Virginia. The 200 acre, mostly open property has not been available in over 50 years. The 1885 late Victorian farm house sits on a high point over looking pastoral, and mountain views. Improvements include the 3 bedrooms, and 2 baths manor house, which retains much of its original details such as wooden floors, mantels, transoms, and doors. Close to the main house are two cottages, a 1920 guest house with 2 bedrooms, and a 1790 cottage, ideal as a studio, or office.. Farm buildings include two barns, equipment/garage shed, and garden shed. A rare opportunity to own a significant farm in a protected area, with a view that will never change. Property is protected by a conservation easement.

Details about Midloch Farm

$2,550,000.

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

Hidden Fox Farm

Year Built: 1890

HIDDEN FOX is one of the few remaining farms in Northwest Albemarle County with over 100 acres that has division rights, no conservation easement , and spectacular Blue Ridge Mountain views. HIDDEN FOX is less than 12 miles to Charlottesville and UVA. The land is predominantly in fenced pastures, with areas of hardwood forest, and some pine, plus great water sources throughout the farm including springs, creeks and two lakes. One stocked lake is approximately three acres, and another is four acres in size, shared with a neighbor. THE VIEWS AND SETTING ARE SPECTACULAR!!! There are several great homesites with these big views, and numerous improvements for a farming operation, including a circa 1890 farmhouse with 3 bedrooms and two baths, a barn apartment, an eleven stall stable, hay barn, cattle barn and equipment shed ( see DOCS for more complete description of buildings sand other important features of HIDDEN FOX FARM).

Details about Hidden Fox Farm

$4,975,000.

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