Historic Homes for Sale in Charlottesville, VA

Rented to UVA students through May 27 at $3975/month. Tucked away on quiet Valley Road just steps from the University of Virginia Grounds, this beautifully renovated 1920 cottage offers an exceptional opportunity in one of Charlottesville’s most desirable in-town locations. Set on a .24-acre lot, the property blends historic charm with thoughtful modern updates and the ease of true one-level

Voe & Bobby Montgomery NEST REALTY GROUP

Situated just outside Charlottesville, Shack Mountain is a historic masterpiece designed by Fiske Kimball, founder of UVA’s School of Architecture. Built in 1935–36, the home pays tribute to Thomas Jefferson’s architectural legacy, modeled after Jefferson’s design for Farmington. A stunning example of Colonial Revival style, the residence features a Tuscan portico, triple-hung windows, Chinese

Ann Hay Hardy FRANK HARDY SOTHEBY'S INTERNATIONAL REALTY

Now Priced Below County Assessment. Perched above the Rivanna River, the Millhouse is a historic 1850s Woolen Mills building thoughtfully transformed into three distinctive residences. Originally the Woolen Mills office, the building’s rich character endures, highlighted by a striking stone outcropping at the shared entrance. This top-floor condo spans the 2nd and 3rd levels and showcases

Yates McCallum FRANK HARDY SOTHEBY'S INTERNATIONAL REALTY

Stroll to the Historic Downtown Mall and enjoy boutique shopping, live music and fabulous dining from this beautifully designed Greenbuilt condo completed in 2019. Surrounded by native plants and trees in the landscaped courtyard, the maintenace free condomimium blends modern living with a connection to nature. Soaring ceilings and expansive windows fill the great room and open kitchen with

Lindsay Milby LORING WOODRIFF REAL ESTATE ASSOCIATES

Midtown urban home in the heart of the Fifeville National Register Historic District. This beautifully updated 3-bedroom, 2.5-bath solid brick home blends 110 years of architectural character with modern updates. Large windows and 10-foot ceilings fill the open living space with natural light, highlighting original pine hardwood floors, exposed brick, dentil molding, and custom plantation

Voe & Bobby Montgomery NEST REALTY GROUP

INCREDIBLE central C'ville location with fenced back yard! Move right in or add to your investment portfolio with this turnkey, highly desirable townhome conveniently located to shopping, entertainment and UVA. Main level features sunken living room with cozy fireplace, dining room, and eat-in kitchen. Convenient first floor laundry room and half bath. Upstairs features 3 carpeted bedrooms, full

CRAIG SPICER KELLER WILLIAMS ALLIANCE - CHARLOTTESVILLE

Set along one of Charlottesville’s most iconic and coveted addresses, this beautifully restored 1930 residence offers a rare opportunity to own a piece of history just moments from the University of Virginia. Thoughtfully renovated to honor its architectural character while embracing modern living, the home blends timeless elegance with refined updates. Light-filled interiors, gracious living

Robert Schwartz LORING WOODRIFF REAL ESTATE ASSOCIATES

INCREDIBLE LOCATION- walk to UVA Hospital/Grounds, Historic Downtown Mall and all of the shops, restaurants etc. in-between. This zero-entry (no stairs) home that is open and inviting. The kitchen flows nicely to the dining room (flex space)/ living room and opens to an awesome patio that overlooks the courtyard. The primary bedroom has a large, attached bathroom with granite top vanity and a

Heather Griffith NEST REALTY GROUP

Just four blocks from Charlottesville’s beloved Downtown Pedestrian Mall, this rare 1889 Victorian sits on a quiet dead-end street in highly sought-after North Downtown. Blending historic character with modern updates, this spacious 6-bedroom, 3-bath home offers exceptional versatility for comfortable living, entertaining, and investment. Inside, a sun-filled living room with striking

REIDAR STIERNSTRAND LORING WOODRIFF REAL ESTATE ASSOCIATES

OPEN HOUSE 12:00-2:00 PM Sunday (03/22)! Located in the highly sought-after BELMONT neighborhood, this UPDATED 3-bedroom, 1.5-bath home offers modern upgrades, energy efficiency, and exceptional in-town convenience. WALK or BIKE to Belmont restaurants, Quarry Park, the Rivanna Trail, and the Historic Downtown Mall, while UVA, Fifth Street Station, and I-64 are just minutes away. The bright main

JUSTINE BECKHAM THE HOGAN GROUP-CHARLOTTESVILLE

Entering Unit 600 you are welcomed by a soaring 22-foot wall of windows spanning two floors, with a picturesque scene of The Historic Downtown Mall nestled in the mountains of Central Virginia. The open concept of the main level provides effortless entertaining options both indoors and out. A modern spiral staircase lures you upstairs to the master suite in the expansive loft. Enjoy unbelievable

John Neal GREAT EASTERN MANAGEMENT CO

Located just one block from Charlottesville’s Historic Downtown Mall, The 550 represents the pinnacle of boutique, luxury living. Designed by Formwork and constructed by Martin Horn, this award-winning glass and brick landmark was recognized by the Urban Land Institute as the Most Influential Residential Construction Project of 2018. It is the only residence in the building with its own private

Lindsay Milby LORING WOODRIFF REAL ESTATE ASSOCIATES

A unique opportunity to own a versatile studio-style efficiency, perfect as an investment, a second home, or a personal residence. This charming unit is located in the heart of downtown Charlottesville, within the classic 1926 building that formerly housed the Monticello Hotel. Since its conversion to condominiums, this popular location offers historic charm with modern conveniences. You'll enjoy

Debi Dotson REAL ESTATE III, INC.

WALK to all the Historic Downtown Mall has to offer or explore the Rivanna Trail, Botanical Garden and the Skateboarding Park. Either way, you will love the location! This classic ranch home has been transformed into a sophisticated modern design. The newly renovated kitchen offers hard surface countertops, marble backsplash, SS appliances, recessed lighting and tall white cabinets. Off the

Heather Griffith NEST REALTY GROUP

REDUCED $30,000! Spacious 2 bedroom 2 1/2 bath 4th floor condominium with 1525 finished square feet. Premier location at Lewis & Clark Square with a covered balcony that offers views down West Main Street and the Blue Ridge Mountains. Across the street from Historic Downtown Charlottesville Mall. Many upgrades and improvements made to kitchen and bathrooms over the last couple of years. High

Jan-Bas van Beek Today's Realty Co, LLC

This extraordinary penthouse condo is the embodiment of city living in Charlottesville. The floor to ceiling windows have northern views over the Historic Downtown Mall as well as southern views of the Blue Ridge Mountains. With 3,602 square feet of customizable interior space, this “core and shell” unit leaves no limits but your imagination in design. The 1,230 square feet of exterior living

John Neal GREAT EASTERN MANAGEMENT CO

Just four blocks from Charlottesville?s beloved Downtown Pedestrian Mall, this rare 1889 Victorian sits on a quiet dead-end street in highly sought-after North Downtown. Blending historic character with modern updates, this spacious 6-bedroom, 3-bath home offers exceptional versatility for comfortable living, entertaining, and investment. Inside, a sun-filled living room with striking

REIDAR STIERNSTRAND LORING WOODRIFF REAL ESTATE ASSOCIATES

Experience the pinnacle of downtown condo living in this exceptional, architect-designed residence. Custom created in 2010 by the original owner-architects at the time of the building’s construction, this distinctive home blends modern sophistication with effortless comfort. An expansive open floor plan is framed by oversized windows, soaring ceilings, and sleek porcelain flooring, bathing the

Robert Headrick NEST REALTY GROUP

This extraordinary Georgian estate is set on 179 acres with two ponds, seven natural springs, and two barns, offering timeless elegance in a truly remarkable setting with additional subdivision and vineyard potential. Designed for both entertaining and everyday living, the home blends historic charm with modern comfort, all while capturing breathtaking mountain views from nearly every room. The

Lisa Lyons LORING WOODRIFF REAL ESTATE ASSOCIATES

Location, location, location! Charming city Cape Cod filled with classic details and a well-designed floor plan. This well maintained home features numerous system updates, including windows, HVAC, roof, driveway, and more. The main and upper levels offer 3 bedrooms (including one on the main level) and 2 full bathrooms. The home also includes a recently renovated 1-bedroom, 1-bath basement

Voe & Bobby Montgomery NEST REALTY GROUP

Bel Aire – Elegant and timeless, this stately 1810 Federal-style residence on 100+/- acres blends historic detail & craftsmanship w/ contemporary livability. The gracious foyer opens to beautifully proportioned formal rooms – living & dining rooms, complemented by an updated gourmet kitchen flowing seamlessly into a light-filled family room & screen porch overlooking the grounds, creating an

Charlotte Dammann MCLEAN FAULCONER INC., REALTOR

Opportunity awaits at this historic downtown gem. Built in 1850 and renovation begun, 211 E High is a blank slate ready for your vision. Mixed use CX-5 zoning allows for multitude of uses both residential and commercial. Most recently serving as law offices but has approved plans to become a 10 suite boutique inn. This property uniquely offers ample parking with 12+ spaces and two points of

Sydney Robertson LORING WOODRIFF REAL ESTATE ASSOCIATES