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$795,000
4 Beds 3 Baths 668242 MLS
"Twenty Columns" is a rare opportunity to own a piece of Virginia history. Originally constructed for the 1907 Jamestown Exposition, the home was relocated by train to Esmont, where it is set on 18.5 acres of lush, private land. The home features a perfect blend of original architectural details and modern amenities, including a Hallman 48” gas range, oversized soapstone sink and marble countertops. Enjoy expansive views of the surrounding nature from the wrap around porch and through large picture windows. The outdoor space is ideal for relaxation and entertaining, featuring a built-in pool, fire pit and walking trails that lead to a peaceful creek. With gardens, wooded areas and open lawns, the property provides both beauty and privacy, while being less than 25 minutes to downtown Charlottesville.

3132 Wynova Ln, Esmont

$2,100,000
7 Beds 5 Baths 667884 MLS
A hidden gem within the scenic Keswick area! Only 10 minutes to Charlottesville and a couple minutes to I64 makes this location ideal! With over 33 acres, multiple ponds, a main house and a 2000 square foot cabin, the possibilities of this property are endless! There is even a portion of the land that has been used for weddings in the past! Bring your ATV! This property is the Outdoorsman's dream as it offers plenty of room for hunting and fishing! Turn it into your own personal retreat! Plenty of room for extended family or guest! The main house is custom built and holds a bit of history as the woodwork is from James Madison's Montpelier. You will find high craftsmanship through-out, including the Italian tile on the back porch. Make your appointment and come claim it for yourself!

4995 Moriah Way, Keswick

$4,950,000
4 Beds 6 Baths 667777 MLS
Keswick Springs | Set on five acres blending manicured gardens with natural beauty in Keswick Estate just outside Charlottesville, this 4,900+ sq ft home offers 4 bedrooms and 4 full-plus-2 half baths, combining traditional Southern architecture with modern livability. Light-filled interiors include a refined dining room, library, chef’s kitchen with scullery and wet bar, and multiple spaces for entertaining. The primary suite is a private retreat, while additional bedrooms and a snug studio offer flexibility for guests or work. Custom wallpaper, artisan-crafted millwork, and expansive windows frame garden and water views. Outdoor living features deep porches, a screened porch, and terraces overlooking native plantings, kitchen gardens, fruit trees, and a tranquil lake. Within Keswick Estate, owners have the option to join the Keswick Club, offering Pete Dye’s Full Cry championship golf course, an adults-only infinity-edge pool, tennis courts, fitness center, spa, and dining at Marigold by Jean-Georges. Enjoy a rare blend of timeless design, resort-style amenities, and a serene natural setting in one of Virginia’s most prestigious communities.

2863 Palmer Dr, Keswick

$700,000
667749 MLS
PRICED 54K BELOW TAX ASSESSMENT…A wonderful opportunity to build 1 or 2 dream homes on this gorgeous 37 acre parcel in Keswick! Albemarle County has approved this land for subdividing into 2 lots. This level to gently rolling parcel offers great building site options as well as a babbling stream along one lot line which softly touches on Limestone Creek. Multiple building sites for 2 homes can be situated on this land, with each offering privacy. Several walking trails & old horse trails criss cross this property making this an easy one to walk and view all the pretty places! Legend tells us that Thomas Jefferson and his friend, Robert Sharp, rode on this land in the 18th century, from Sharp's neighboring plantation, Limestone Farm. Secluded, yet just minutes away from shopping at 5th Street Station, Downtown Charlottesville and the Pantops area. Truly a gorgeous piece of property. This acreage is currently in Land Use with Albemarle County and could continue with new owner, if desired.

Tbd Running Deer Dr, Keswick

$495,000
667067 MLS
Lot 4 Club Drive presents an increasingly rare opportunity to build on the course within Keswick Estate, with direct frontage along the green of hole #2 on Full Cry—Keswick Hall’s acclaimed Pete Dye-designed golf course. Set on just over 2 acres, the lot features gently rolling topography and sweeping views, offering an ideal setting for a custom home. Located behind the gates of Keswick Estate—the residential side of the renowned Keswick Hall—this private community blends refined living with access to resort-style amenities. Property owners have the option to join Keswick Hall, with offerings that include fine dining, tennis, spa services, and a state-of-the-art fitness center. Just minutes from Charlottesville and the University of Virginia, Keswick Estate provides a unique combination of privacy, elegance, and convenience. With no required timeline to build, Lot 4 is a compelling opportunity in one of Central Virginia’s most sought-after enclaves.

Lot 4 Club Dr, Keswick

$829,000
665843 MLS
Stunning 21-acre mountaintop parcel in Hyland Ridge, Charlottesville VA. Tucked at the end of a quiet cul-de-sac, this expansive property offers unparalleled privacy and sweeping mountain vistas. Located close to Darden Towne Park, it provides direct access to scenic walking trails and outdoor recreation within a friendly neighborhood. Less than a mile from Pantops, the site blends rural serenity with close proximity to Charlottesville’s downtown, shopping, and dining. The land is approved for two dwellings, offering flexibility for a guest house or rental unit. The home you build will boast extraordinary mountain views, creating a picturesque backdrop for years to come. Additionally, the property features high-speed fiber optic internet, ensuring fast, reliable connectivity for remote work and streaming. Surrounded by mature trees and open space, this unique acreage invites you to create a private retreat in the heart of scenic Virginia.

Hyland Ridge Dr, Charlottesville

$6,450,000
4 Beds 5 Baths 665653 MLS
Greenfields Farm spans 753 acres just outside historic Scottsville, VA. A rare blend of rolling pasture, mature timber, and rich history, the property features a 1904 Colonial Revival main house with original architectural detail, a grand spiral staircase, arched transoms, and sweeping views from the widow’s walk. The residence offers copious amounts of living space, with three separate apartments and a caretaker’s home providing options for guests, staff, or extended family. Formerly a working horse farm, Greenfields includes fenced paddocks, a spring-fed creek, a stocked pond, a lake, and five wells. Equestrian facilities include a stable with 48 stalls, an indoor arena, a tack room, foaling stalls, grooming bays, hay storage, offices, and wash bays. Additional improvements include two equipment barns, grain silo, dog kennels, riding trails, and four gated entrances. With ties to Governor Wilson Cary Nicholas and Lady Astor, Greenfields is a legacy estate of rare scale and beauty.

9313 Greenfield Farm, Scottsville

$899,000
3 Beds 4 Baths 665529 MLS
You will Love this home in North Garden with an ELEVATOR, and this one is accessible to all floors by wheelchair or scooter, and the design allows for a disabled person to have features to allow more independence! In terms of location, this property offers rural tranquility without compromising on accessibility. It's just a short 15-minute drive from The University of Virginia and close to Charlottesville VA. Southern Albemarle County, where the home is located, is known for its local vineyards and cideries. this spacious 4,417 sq ft home sits on a private 2-acre lot with breathtaking views. The elevated position of the property enhances its natural charm and appeal. The home features three bedrooms and three bathrooms. The primary bedroom and bath on the main level also has a special tub for easy transfer from a mobility device. The rear patio provides absolute privacy and quiet living! Lower level can be for a companion or guest quarters and there is tons of storage. Mature landscaping, lots of special features - Generac generator works for main floor only. There is a special air filtration system, instant hot water heat, central vac system in most of the rooms and more! Internet Provided by Firefly!

4175 Edge Valley Rd, North Garden

$200,000
665509 MLS
Welcome to your paradise for all things adventure and Virginia's wine country industry! 2.24 park like acres with a wet weather stream and year a round creek. Perked for a 4 bedroom conventional septic and ready for your custom dream home or vacation site. Just walking distance from Pollak Vineyards, 5 minutes from the 151 trail, 20 minutes from Wintergreen, a 4 season resort offering golf, skiing and much more. Charlottesville Va. featuring UVA and Monticello are 20 minutes, Waynesboro, Va. is just 10 minutes away with so much more being a short drive. The Skyline Drive, Blue Ridge Parkway and National Forests are just minutes away, with the famous Appalachian Trail cresting the mountain tops. This is a lot situated right in the middle of a paradise to quench your thirsts for all kinds of outdoor, adventure, historical and culture activities! Grab your agent and come take a tour today!

Tbd Newtown Rd, Greenwood

$8,800,000
5 Beds 5 Baths 665249 MLS
Situated at the foothills of the Blue Ridge Mountains, White Hall Estate offers a rare blend of natural beauty, viticultural pedigree, and architectural distinction - just 14± miles from the City of Charlottesville. Spanning 212± acres with approximately 48 acres of established estate vineyards within the acclaimed Monticello AVA - recently named the top wine region in the U.S. - this turnkey winery and farm offers both lifestyle enjoyment & production success. The stone manor home, custom built in 1992, with 5 bedrooms and 4.5 baths, is on a gentle rise, framing absolutely breathtaking panoramic views of the Blue Ridge Mountains & Shenandoah National Park. The over 12,600 sq.ft. winery building is the perfect flex space for a variety of pursuits and is equipped for not only production but also for events. The property also includes a tenant home and numerous outbuildings. A haven for wine enthusiasts, investors, and those seeking an elegant rural retreat, the property combines elevated terroir, proven varietals, and timeless design in a setting of serene grandeur. Whether as a private estate, boutique label, or hospitality venture, White Hall Estate is a legacy opportunity in the heart of Virginia wine country.

5190 Sugar Ridge Rd, Crozet

$849,000
3 Beds 5 Baths 664209 MLS
MOTIVATED SELLER! Raven Oak is a rare combination of craftsmanship, history, space, privacy & hidden discoveries built by local builder/craftsman, Charles McRaven. This is McRaven’s hand-crafted, one-of-a kind, home place. With seamlessly married the reclaimed features with the newer parts of the build during construction- 2 hewn log sections & 2 timberframe sections. Much of the structural and finish material is of historic recycled heart pine, chestnut, & heart poplar w/ the majority of timbers and logs in the house from structures dating from the 1700s and 1800s. It includes beautiful, INTRICATE STONEWORK constructed with local granite & West Virginia sandstone-there are 2 fireplaces & full chimneys, a notable massive Russian fireplace which heats a large portion of the home, beautiful exterior stonework framing both ends of the house. The kitchen cabinetry of rare American chestnut, copper panels & counter tops, as well as heart pine shelving. On the grounds there are native plantings galore. There are farm outbuildings including a private meditation log chapel down by the stream. Two additional building rights. 17 beautifully wooded & private acres only 10 mins to the Cville Airport & 23 mins to Cville/UVA.

1816 Davis Shop Rd, Earlysville

$4,950,000
4 Beds 4 Baths 664419 MLS
Set on 102 acres just minutes from Charlottesville, Shack Mountain is a remarkably private estate where architecture and landscape exist in quiet balance. Designed by Fiske Kimball and inspired by Thomas Jefferson’s Farmington, the residence reflects timeless proportion and intention. A long drive reveals sweeping views and complete seclusion. The home is elevated yet restrained, offering light-filled interiors and a seamless connection to the surrounding land. The acreage provides both scale and serenity—rolling terrain, mature trees, and a rare sense of calm just minutes from town. A property of architectural significance that remains deeply livable, Shack Mountain offers a unique opportunity to own a private, legacy estate in one of Virginia’s most storied landscapes.

1790 Lambs Rd, Charlottesville

$998,000
4 Beds 4 Baths 663416 MLS
Nestled in the sought-after northern end of Albemarle County, this stunning move-in ready custom home sits on more than 2 wooded acres with no HOA! The property offers privacy and space, with a yard ideal for a future pool or patio. Inside, you’ll find tall ceilings and main-level living with real white oak hardwood floors, a mahogany entry door, and oversized Pella windows throughout. The gourmet kitchen features stainless steel appliances, wall oven, custom cabinetry, and a walk-in pantry, flowing seamlessly into spacious living areas. Relax on the expansive screened porch overlooking the trees or enjoy the large, finished walkout basement with endless possibilities for additional living areas or guests. Blending timeless craftsmanship with modern comfort, this home offers the best of Albemarle living—private, peaceful, and ready for you to make it your own.

2362 Lonicera Way, Charlottesville

$720,000
3 Beds 1 Baths 661879 MLS
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 exceptional 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.

2005 Upper Stony Run, Greenwood

$160,000
663114 MLS
BUILD YOUR DREAM HOME ON 4.9 ACRE LOT IN ALBEMARLE COUNTY! Discover the perfect canvas for your custom home on this serene 4.91-acre corner lot in the desirable Saddlewood Farms community. Nestled in the rolling countryside of Albemarle County, this buildable parcel offers a peaceful, rural setting just 10 minutes from downtown Charlottesville. With no HOA restrictions, you have the freedom to design a home that suits your lifestyle, whether you're envisioning a private retreat or a family estate. The property's gentle terrain and wooded backdrop provide both privacy and natural beauty. Enjoy the tranquility of country living while maintaining convenient access to city amenities, including shopping, dining, and entertainment. This is a rare opportunity to create your ideal living space in a prime location.

Lot 27 Martin Kings Rd, Charlottesville