Historic Homes for Sale in Charlottesville, VA

Situated along the border of Thomas Jefferson's Monticello plantation, this extraordinary 69 acre estate offers a rare combination of historic surroundings, luxury living, and premier equestrian amenities just 15 minutes from downtown Charlottesville. Consisting of three separate parcels, the property presents exceptional flexibility for future development and investment potential. The

KYLE WATERS WHITETAIL PROPERTIES REAL ESTATE

Contemporary Belmont living just moments from Downtown Charlottesville! This stylish 3 bedroom, 3.5 bath townhome offers nearly 2,000 finished square feet and an unbeatable location with easy walking access to Belmont’s popular restaurants, shops, and the Historic Downtown Mall. Designed with a contemporary-style floorplan, the home is filled with natural light and features sun-soaked living

GARY PALMER TOWN REALTY

Top-floor condo offering easy, maintenance-free living. The bright living room opens seamlessly to the kitchen and dining area, creating an inviting and functional layout. The home features two bedrooms and two full baths, along with a screened porch—perfect for relaxing or enjoying morning coffee. Ideally located close to Historic Downtown, Sentara Martha Jefferson Hospital, I-64, and a wide

Lindsay Milby LORING WOODRIFF REAL ESTATE ASSOCIATES

Charming 3-bedroom home in the heart of Charlottesville! Perfectly situated in the Oakmont subdivision, this property offers a "Walker’s Paradise" lifestyle just minutes from the Historic Downtown Mall, UVA Hospital, and University Grounds. This residence features a functional layout with 1.5 baths and a private lot. Enjoy the convenience of being blocks away from local dining, shopping, and the

MIKE BROWN REAL ESTATE III, INC.

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

LOCATION and privacy are just a few of the highlights in this custom-built (Abrahamse & Company Builders, 2006) residence located just minutes from historic Farmington Country Club. The property is adjacent to a 224-acre tract of land owned by the University of Virginia Foundation. The floor plan was carefully designed (Bushman Dreyfus Architects) with both elegance and comfortability in mind.

Steve White MCLEAN FAULCONER INC., REALTOR

Sought-after Ednam location within walking distance to the Boar’s Head Resort and Birdwood Golf Course, and just minutes to UVA Grounds, Scott Stadium, John Paul Jones Arena, and Historic Downtown Charlottesville. Tucked away on a quiet cul-de-sac, this immaculate stand alone brick residence offers over 4,500 finished square feet with a rare combination of elegance, privacy, and timeless

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

TOTAL MAKEOVER. Side by side Duplex with all new appliances, kitchen cabinets, light fixtures, windows, roof, new fixtures and tiled showers both units, vinyl flooring throughout, siding, huge new rear deck and new concrete walkway complete the remodeling. Units just minutes away from the new Wegmans Shopping center, Food Lion, Route 64 and the Historic Downtown Mall. Make great rental units or

JAMES P SCHROEDER RAY CADDELL & CO. REAL ESTATE

Main level condo with covered patio convenient to all things Charlottesville and the Rivanna Trail! No step entry and ample parking just outside your door. New HVAC (2025). Updated luxury vinyl plank flooring throughout. Nice size, open concept living, kitchen and dining space. Two nicely separated bedroom suites each with private full baths: one with an updated tile walk-in shower and the other

Katelyn Mancini HOWARD HANNA ROY WHEELER REALTY CO.- CHARLOTTESVILLE

MICHTOM-WILLIAMS — A timeless c 1923 Colonial Revival Four Square, beautifully constructed, carefully preserve & rich in character. This classic four-bedroom brick residence, crowned with a slate roof, sits prominently on historic Ridge Street & is introduced by a gracious, oversized front porch spanning the full façade—an ideal setting for relaxed outdoor living. Inside, a traditional foyer

Charlotte Dammann MCLEAN FAULCONER INC., REALTOR

REDFIELDS — where comfort meets convenience in a location that truly delivers. Situated on a desirable corner lot, this inviting residence offers a thoughtfully designed layout with flexible living spaces to suit your lifestyle. Step into the vaulted-ceiling living area, complete with a cozy fireplace, seamlessly flowing into the dining space—perfect for both everyday living and entertaining. The

Charlotte Dammann MCLEAN FAULCONER INC., REALTOR

Overlooking historic Court Square, this beautifully renovated residence places you in the center of Downtown Charlottesville’s vibrant dining, shopping, and cultural scene. Located just moments from the Downtown Mall and the University of Virginia, the Condo offers a lifestyle defined by convenience, connection, and access to everything that makes Charlottesville unique. Inside, thoughtful

Adam Aucoin OLD DOMINION REALTY INC - AUGUSTA

IVY – Welcome home to this comfortable well-loved residence on 2.26 acres in the desirable Langford Farms neighborhood. The welcoming entrance hall opens to gracious & architect-redesigned living spaces on the first floor. The thoughtfully planned main level features flexible space w/ a family room, an enlarged bright, fully equipped kitchen w/ a wall of windows viewing the backyard, bar seating

Charlotte Dammann MCLEAN FAULCONER INC., REALTOR

Sky-High Sophistication: A Two-Story Masterpiece Upon entering Unit 600, you are immediately greeted by the sheer scale of a soaring 22-foot glass curtain wall. This two-story span of windows frames a perfect living portrait of the Historic Downtown Mall, set against the timeless silhouette of the Blue Ridge Mountains. The main level’s open-concept design flows effortlessly from the sleek

John Neal GREAT EASTERN MANAGEMENT CO

Great City Location! 3BR, 2 Full Baths, 2 Half Baths, Freshly Painted, Refinished Hardwoods, All New Kitchen Appliances, New Carpet - SHOWS LIKE NEW! One Car garage - Convenient to the University, Historic Downtown Mall, shopping and wonderful restaurants! Easy Living at it's Best!

GLENDA TAYLOR BILL HOWARD & ASSOCIATES REAL ESTATE

Significant Price Drop!! Charming, fully renovated bungalow in the heart of Belmont! 706 Castalia offers the perfect blend of historic charm and modern updates just moments from the vibrant Downtown Mall, Belmont's most popular restaurants and a short drive to UVA. This beautifully remodeled 2-bedroom, 1.5-bath home has been thoughtfully updated with all new plumbing and electrical systems, a

DANNY HUGUS THE HOGAN GROUP-CHARLOTTESVILLE

Charming historic stucco home in the heart of Belmont, just moments from Historic Downtown Charlottesville, Belmont proper, acclaimed restaurants, live music venues, and boutique shopping. Ideally located minutes from the UVA campus, UVA Medical Center, and Sentara Medical Center. Currently configured as two separate units, this property offers exceptional flexibility for investors or

Lindsay Milby LORING WOODRIFF REAL ESTATE ASSOCIATES

*OPEN SAT 6/28 2-4pm* Maintenance-free townhouse backing to grassy common area just two miles from the Historic Downtown Mall. Step inside to a welcoming foyer and beyond to a rec room with full bath ideal for a bedroom suite. Plenty of storage under the stairs, in the utility room or in walk-in closets. The middle level features an open concept floor plan featuring a well-equipped kitchen with

Katelyn Mancini HOWARD HANNA ROY WHEELER REALTY CO.- CHARLOTTESVILLE

Tucked away in the Greenbrier School District and one of Charlottesville’s most sought-after neighborhoods, this stately brick home offers an exceptional combination of timeless charm & unbeatable convenience. Beautifully maintained, the home welcomes you with a sun-filled foyer that opens into a spacious living room featuring floor-to-ceiling windows, & a wood-burning fireplace. This main level

BRITTNEY WILLS LORING WOODRIFF REAL ESTATE ASSOCIATES

Elevated Living, Tailored to You: Penthouse 801 Experience the pinnacle of Charlottesville living in this extraordinary 3,629-square-foot penthouse. Currently under professional build-out, Suite 801 offers the rare advantage of a brand-new, high-end construction paired with a significant custom finish allowance. From the floor-to-ceiling windows overlooking the Blue Ridge Mountains and the

John Neal GREAT EASTERN MANAGEMENT CO

A Mid-May completion in the sought-after Lochlyn Hill neighborhood in the City, this 3 bedroom/2 bath home offers a rare opportunity to own new construction without the wait. The bright open kitchen/great room layout serves as a gathering place with warm painted perimeter cabinetry, an 8' bayou-stained island, stainless steel appliances and a large walk-in pantry. Custom great room built-ins are

Rebecca White LORING WOODRIFF REAL ESTATE ASSOCIATES

Incredible opportunity to own this first floor, 2-bedroom, 2-bath, impeccably maintained & updated condo, in amenity-rich Turtle Creek...all while being perfectly situated just moments away from Stonefield shopping, Trader Joe's, Whole Foods, Barracks Road, Route 29, UVA and Historic Downtown. All the work has been done for you... freshly painted throughout, beautiful & durable luxury vinyl plank

CAROL DAVIS LONG & FOSTER - CHARLOTTESVILLE

This distinctive downtown condo has a chef’s kitchen, a unique master suite and an expansive 37’ x 18’ living/dining area. Adding simple-to-build walls creates a private den that can also serve as a guest bedroom. This corner unit has 9 ft. ceilings with track lighting, glass patio doors and over-sized windows with roll-down shades and bead curtains that ripple when the a/c system is on. 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

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

Nestled on 17+ pastoral acres in Southern Albemarle, Down Branch Farm offers an exceptional farmette just 15 mins from downtown & UVA. Masterfully built in 1984 w/ reclaimed materials - heart pine, slate, soapstone, wainscoting & brick - all from local historic homes & businesses. Current owners have honored the custom quality, warmth & soul of this one-of-a-kind home while adding practical &

Lorrie Nicholson NEST REALTY GROUP

Modern living meets unbeatable convenience in this beautiful home ideally located just minutes from IX Park, Belmont's popular eateries, the Historic Downtown Pedestrian Mall, Ting Pavilion, UVA Grounds, and UVA and Sentara Hospitals. Thoughtfully designed with spaces that flow seamlessly into one another, this 3 bedroom, 3.5 bath home offers an open and inviting layout perfect for both everyday

Lindsay Milby LORING WOODRIFF REAL ESTATE ASSOCIATES

Historic house meets architectural masterpiece in this unique offering. The owner/architects have taken one of the original stately Cville homes from 1870 & brought the outdoors into the house. Keeping the charm at the front with original moldings & windows, the 2 story addition flows seamlessly to the backyard. This newer build has floor to ceiling Spanish cedar windows with stunning views of

Erin Garcia NEST REALTY GROUP