Historic Homes for Sale in Charlottesville, VA

Investment or Dream Home! Discover an exceptional cash-flowing historic gem, perfectly positioned just two blocks from UVA Hospital and minutes from Main Street, Downtown Charlottesville, Forest Hills Park, and the Smith Aquatic Center. This R-C zoned property offers instant income and long-term upside. Inside, you'll find generous room sizes with high ceilings and a classic, flowing layout that

H. JORDAN HAGUE Equity Saver USA

Historic Rugby Road Estate Available for the First Time in Half a Century. Built in 1917 in the Eugene Bradbury style, this remarkable estate features a main house with a deep front porch that opens to a gracious foyer, living room, and library. The generous dining room flows into an eat-in kitchen with antique cupboards. Throughout, you'll find Craftsman detailing, elegant built-in bookshelves,

Robert Headrick NEST REALTY GROUP

Historic Estate in Charlottesville – The Farm (c. 1826) Step into history with The Farm, also known as the John A. G. Davis Farm and the Lewis House, a remarkable estate in the heart of Charlottesville. Originally constructed in 1826 by craftsmen who also worked with Thomas Jefferson on the University of Virginia, this two-story brick residence is a rare example of early 19th-century architecture

Robert Headrick NEST REALTY GROUP

Robin Hill- An Exclusive Retreat in Ivy, Just Minutes from Charlottesville and UVA. Nestled on a magnificent 4.11-acre estate that embodies the essence of historic English homes, Robin Hill presents a rare opportunity to own a stunning brick residence in a highly sought-after location. This exceptional property blends modern luxury with timeless architectural elegance. Upon entering, you are

KATHERINE LEDDINGTON MCLEAN FAULCONER INC., REALTOR

This extraordinary Georgian estate is set on 200 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

Ideally located and extraordinarily private, this one-level home is completely updated with hardwood floors in the living and dining areas, ceramic tile in the kitchen and baths, and stainless appliances. A large, 490-square-foot, custom-built deck is perfect for outdoor entertaining. The master bedroom has its own private balcony facing west with wonderful winter views, two closets, a spacious

Sasha Tripp STORY HOUSE REAL ESTATE

In historic Fry's Spring, situated on a sweet cul de sac, this city home has craftsman charm and new-construction comfortable features. Walk on to an inviting, spacious front porch and into a convenient open flowing floor plan with hardwood floors throughout the entire first floor. With spacious living room that flows to kitchen (large island with seating, stainless appliances, granite tops), and

Erin Garcia LORING WOODRIFF REAL ESTATE ASSOCIATES

1920 Brick Farmhouse in supremely walkable downtown Belmont. Historic home renovated by an artisan woodworker with local black walnut flooring in the kitchen, custom built in bar, window trim, and accents throughout. Original brick chimney, heart pine floors, and trim throughout preserve the charm and character while renovated kitchen and baths make it functional for modern living. Wrap around

Sydney Robertson LORING WOODRIFF REAL ESTATE ASSOCIATES

Enchanting setting overlooking expansive lush landscapes in Downtown Charlottesville. Discover the ease of single-level living just minutes from Charlottesville’s Historic Downtown Mall. Enjoy easy access to boutique shopping, fine dining, live music, the Paramount Theater and Ting Pavilion. Taken down to the studs and completely reimagined, this residence features a reconfigured open floor plan,

Lindsay Milby LORING WOODRIFF REAL ESTATE ASSOCIATES

A smart elegant apartment in the center of the historic quarter of Charlottesville, it has a capacious balcony with impressive mountains views, that is ideal for entertaining. The interior is designer planned with a library tower for books, papers, collections and other kinds of storage. The fixtures are in the best marbles, tiles and other quality materials. It is a great retreat from the

Thomas Hennerty NetRealtyNow.com, LLC

A rare investment opportunity on East High St in the heart of Charlottesville. This stately circa 1925 brick building sits steps from Court Square and the Downtown Mall, offering exceptional walkability to dining, shopping, and all that downtown has to offer. Currently configured as three residential units, the property offers strong income potential and could easily transition into office or

Andrew Hardy FRANK HARDY SOTHEBY'S INTERNATIONAL REALTY

This exceptional 2 bedroom, 2.5 bath condo is ultra-conveniently located just a few steps from the bricks of the historic Downtown Mall of Charlottesville in The Holsinger building! This unit enjoys the best of Downtown living with easy access to all of downtown's great amenities. An inviting floor plan with 1,891 finished square feet of living space featuring spacious living & dining room, fully

Jim Faulconer MCLEAN FAULCONER INC., REALTOR

This 2019 Belmont Station townhome is in pristine condition, loaded with upgrades and an easy 5 minute walk to Beer Run and a pleasant 20 minute stroll to the historic downtown mall. Upgraded selections include hardwood floors throughout, screened and covered porch adjacent to Trex deck with stairs to backyard and patio, gas line for grill, and under cabinet lighting. The vaulted ceiling in the

Jay Reeves HOWARD HANNA ROY WHEELER REALTY CO.- CHARLOTTESVILLE

Fantastic opportunity to invest in a condo just a block away from the Downtown Mall in the historic 500 Court Square building. As a corner unit, this elegant condo is filled with natural light and full of potential. The main living area is large and comfortable with great views of downtown. The tidy, efficient kitchen is usable as-is and could be expanded into the living space to create a modern,

Jackie Kingma NEST REALTY GROUP

OPEN HOUSE: SATURDAY 9/20 @ 1-3 PM. Welcome to The Towns at Stonefield—where comfort, style, and efficiency meet. This 4-bedroom, 3.5-bath townhouse, built in 2019, is Energy Star Certified and meets National Green Building Standards for lower utility costs and eco-friendly living. The open main level features a sunlit living area and a chef’s kitchen with granite countertops, a large island, and

SOPHIE LIN LONG & FOSTER - CHARLOTTESVILLE

This exceptional residence, originally 2 distinct units within the former historic Monticello Hotel, presents a superb opportunity for either a discerning private resident or as a strategic investment. 2021, these units underwent a comprehensive, architecturally designed renovation, encompassing significant upgrades including new windows, plumbing, & hot water heater. 1252 sq feet on the 5th

ELLEN WOOSLEY WESTHILLS LTD. REALTORS

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

Enjoy everything Downtown Charlottesville has to offer from this prime location on East Jefferson Street only 2 blocks from the Downtown Mall with restaurants, theaters, art openings, and open air concerts all within walking distance. From the balcony you have a panoramic view of historic downtown buildings, churches, and homes and Market Street Park. Renovated interior has hardwood floors,

Kelly Ceppa NEST REALTY GROUP

NEW PRICE! This private 4 bed, 2.5 bath home in the HIGHLANDS neighborhood boasts MOUNTAIN VIEWS, 9' ceilings, an UPDATED KITCHEN (2023) featuring white cabinets and Granite countertops, newer appliances and faucet, large eat-in and dining room areas and WALK-IN PANTRY, PRIMARY SUITE with tray ceilings, WALK-IN CLOSET and ENSUITE BATH with a spa-like jetted soaker tub and glass shower! Other

Erin Samuels NEST REALTY GROUP

This remarkable and spacious Belmont gem finds the perfect balance of historic Charlottesville charm and modern living and is not to be missed. Fronted by a classic wraparound porch, the opened and expanded entry level boasts numerous windows, high ceilings & a variety of sitting and mixing spaces which flow easily into the central kitchen. Close at hand is the breakfast nook, cozy under

HEGARTY & PEERY Real Estate Partners KELLER WILLIAMS ALLIANCE - CHARLOTTESVILLE

Unique opportunity to own a true piece of Charlottesville's history. This 3-bedroom condominium offers incredible charm with the original hardwood floors, arched doorways and built-in shelves. This home is located on the first floor and is a corner unit which enhances the natural light. The location is ideal! Just three blocks from the Historic Downtown Mall, Live Arts, the Paramount and a

Heather Griffith NEST REALTY GROUP

Premium end unit in The Randolph, secure lobby, two designated tandem garage parking spots, windows & views in all rooms of Carter's mountain, large outdoor covered porch off great room, wonderful for entertaining or relaxing. Just 3 blocks to the historic pedestrian mall, restaurants, shops, entertainment, relax on your covered balcony with views of Carter's Mnt.This popular one level floor

Janice Kavanagh NEST REALTY GROUP

This luxe estate will be sold at Luxury AUCTION Without Reserve on September 18, 2025! List price for REFERENCE ONLY. Offered in cooperation with Platinum Luxury Auctions. Inquire for details. Timeless elegance and modern luxury set apart this one-of-a-kind estate in historic Farmington Country Club. The turnkey home is generous in scale and sophistication. Its meticulous renovation and expansion

Macon Gunter NEST REALTY GROUP

Historic Craftsman in Downtown Charlottesville – A Visionary’s Dream! Located in the highly sought-after Martha Jefferson neighborhood of Downtown Charlottesville with alley access, this historic Craftsman-style home is waiting to be reimagined! Just moments from restaurants, live music, coffee shops, and all the charm of downtown, this property is an incredible opportunity for those looking to

THE GUNNELS GROUP LONG & FOSTER - LAKE MONTICELLO

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

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