Charlottesville Homes for Sale with Private Pools

Unique opportunity to acquire a breathtaking property just outside the city of Charlottesville, Virginia, within minutes of The University of Virginia. Reventon Farm consists of 744 acres situated along Rolling Road in Southern Albemarle County with an impressive inventory of physical features, including spectacular mountain views, rolling hills, hardwood forests, and 14 separate lakes, including the largest privately owned lake in the Commonwealth of Virginia, marking Reventon Farm as a jewel of the region. The Property includes a fully approved comprehensive site plan for an experiential agritourism resort comprised of 210 luxury cabins with significant amenities such as restaurant, aquatic center , fitness center, marina facilities, and an event facility. The Property also includes an existing Class A Farm Winery License. In addition the Property can be further enhanced by right with a 67 lot single family home subdivision. (Lot layout and engineering drawings are in place.) Alternatively, an additional 59 single family homes can be added by right to complement the resort as branded short term rental residences . The Property currently boasts extensive improvements including white-sand beaches, a grand 8500 sq ft event building $20,000,000 Active

6155 ROLLING ROAD S SCOTTSVILLE, Virginia

4 Beds 5 Baths 744 Acres

Experience the epitome of privacy in this exquisite estate boasting unparalleled luxury in close proximity to the University of Virginia campus and medical centers, and mere minutes from the Charlottesville-Albermarle airport. A perfect retreat or family compound, this meticulously maintained property features multiple dwellings, including a grand manor house inspired by Presidential Mansions like Mount Vernon and Monticello. Spanning approximately 17,000 square feet, the main residence offers 7 bedrooms and 7.5 baths. Impeccable landscaping adorns the grounds, showcasing boxwoods, rhododendrons, and azaleas. A 40x60-foot pool with fountains, lighted drives, herringbone brick patios, and Italian marble statuary create a serene outdoor oasis. Entertain effortlessly in the screened porch with a commercial barbecue grill, or revel in the Greek pavilion overlooking the 88-foot long reflecting pool with fountains. Inside, French doors bathe most main level rooms in natural light. The octagon-shaped, two-story great room echos the Presidential theme, while the formal dining area features a wall mural of early American life. The gourmet kitchen is thoughtfully appointed with cherry cabinetry, Subzero and Thermador appliances, 2 dishwashe $9,500,000 Active

621 WOODLANDS RD CHARLOTTESVILLE, Virginia

7 Beds 8 Baths 17,000 SqFt 140 Acres

Sited beautifully amongst massive oak trees, this dazzling home enjoys incredible views of rolling hills & the mountains beyond, to the front and rear of the residence. The centerpiece of the interiors is a great room that soars to 31 feet with walls of glass to take in the views. Other ceilings are 10-11ft. Dramatic stone & tile selections throughout. 1st floor master plus an additional 1st fl bedroom suite that doubles as a home office. 3 bedroom suites up and guest suite in the basement. A large, covered rear porch is ideal for entertaining next to the horizon pool. Features incl' wide plank oak flooring on all 3 floors, geothermal HVAC, home gym, and butler's pantry. Comprised of two 21 acre parcels, one of which fronts on Red Hill Rd, the property enjoys 2 entrances & can be subdivided. Below the house is a large, multi-purpose barn with half bath, devoted septic. Horse friendly land! Lovely, bold creek traverses the property. 15 gallon per minute well. Fiber optic internet. 12 minutes to town, Boar's Head, Farmington et al $5,950,000 Active

1414 WALDEMAR DR CHARLOTTESVILLE, Virginia

6 Beds 7.5 Baths 8,794 SqFt 42.07 Acres

Lovely stone residence in Farmington Country Club with sweeping Blue Ridge Mountain views. Built in 1930 with tasteful additions, this charming and elegant house offers 5 bedrooms, living room, dining room, chef’s kitchen, study, and an orangery. The quiet private 5 acre property includes a two-story guesthouse with kitchen and 1.5 baths, a separate, second, guest house or office with full bath and fireplace, a large, detached garage, pool, koi pond and garden sheds. There are stone terraces walkways, garden walls and fountains. The professionally landscaped grounds with native plantings offer unusual privacy with convenience to town, UVA and the many amenities of the Club: including golf, tennis, pool, fitness center, and fine dining. Primarily one room deep the residence has excellent light and exhibits fine details and great craftsmanship throughout. This is a special property, comfortable, elegant and to be treasured. Close to the Club. . $5,795,000 Pending

610 IVY LN CHARLOTTESVILLE, Virginia

5 Beds 5 Baths 6,636 SqFt 5 Acres

White Hall Vineyards is a spectacular farm winery located at the base of the Blue Ridge Mountains in White Hall, Virginia, about 14 miles northwest of Charlottesville. The property is at an ideal elevation for the production of Vinifera grapes in the region. It was established in 1992 and has grown to produce elegant award-winning wines on its abundant 48 acres of estate vineyards. White Hall Vineyards offers wine tastings, tours, weddings and events, and a scenic picnic area with a panoramic view of the Blue Ridge Mountains. The vineyards produce a wide variety of wines that include Chardonnay, Viognier, Pinot Gris, Gewürztraminer, Cabernet Franc, Merlot, Petit Verdot, and Touriga Nacional. Very importantly, White Hall Vineyards is also a part of the Monticello AVA, the wine region that was recently voted the best wine region in the USA. White Hall Vineyards is a beautiful and relaxing destination for wine lovers and nature enthusiasts alike. Acreage to be determined by final survey $5,500,000 Active

5190 SUGAR RIDGE RD CROZET, Virginia

5 Beds 5 Baths 7,662 SqFt 37.57 Acres

White Hall Vineyards is a spectacular farm winery located at the base of the Blue Ridge Mountains in Whitehall Virginia, about 14 miles northwest of Charlottesville. The property is at an ideal elevation for the production of Vinifera grapes in the region. It was established in 1992 and has grown to produce elegant award-winning wines on its abundant 48 acres of estate vineyards. White Hall Vineyards offers wine tastings, tours, weddings and events, and a scenic picnic area with a panoramic view of the Blue Ridge Mountains.The vineyards produce a wide variety of wines that include- Chardonnay, Viognier, Pinot Gris, Gewürztraminer, Cabernet Franc, Merlot, Petit Verdot, and Touriga Nacional. Very importantly,White Hall Vineyards is also a part of the Monticello AVA, the wine region that was recently voted the best wine region in the USA. White Hall Vineyards is a beautiful and relaxing destination for wine lovers and nature enthusiasts alike. Acreage to be determined by final survey $5,500,000 Active

5190 SUGAR RIDGE RD CROZET, Virginia

5 Beds 4.5 Baths 7,662 SqFt 37.57 Acres

Bentivar Manor - Nestled on over 88 acres of pristine and very private land very close to Charlottesville! This magnificent brick manor home stands as a testament to luxury and refinement. Boasting over 11,600 square feet of finished living space, this estate offers an unparalleled blend of elegance and tranquility. The manor home exudes charm, and showcases superior craftsmanship and attention to detail throughout. Perched upon a gently rolling and elevated knoll, the residence commands panoramic vistas of picturesque fields, mountains, and forests, creating an idyllic retreat just six miles from the heart of Charlottesville. Designed for both relaxation and recreation, the property features extensive trails and boasts long frontage along the Rivanna River. The estate offers an array of amenities, including pastures ideal for keeping animals, a spacious fenced yard complete with a sparkling swimming pool and an impressive professional pickleball court. Several expansive terraces and porches provide additional spaces for entertaining. This captivating estate offers the epitome of luxury living, and a terrific venue for entertaining both small and large groups. PRICED SUBSTANTIALLY BELOW TAX ASSESSMENT!!! $4,875,000 Active

1701 BENTIVAR DR CHARLOTTESVILLE, Virginia

7 Beds 9.5 Baths 11,605 SqFt 88.86 Acres

Situated in the heart of Colthurst Farm, comprehensively renovated and expanded to uncompromising standards. This privately situated 6 bedroom / 7.5 bathroom, including a studio, has amazing finishes, mature landscaping, beautiful pool and complemented with a sports court. All bedrooms are en-suite with a very expansive separately located primary suite. Floor plan is on point perfectly suited for both family living and entertainment, flowing effortlessly between kitchen, family room, living room, theater, outdoor stone patio, pool and sports court all connected with whole home backup generator, Lutron Lighting, and Savant media systems. Oversized 3 car garage with a private guest studio complements the house in a perfect way. Located just minutes to UVA, Farmington Country Club, St. Anne’s-Belfield School and Barracks Road & Stonefield Shopping Centers without traffic to slow you down. Truly no compromises were made when renovating and expanding this property into a fantastic home. MLS #: 657066 $4,250,000 Pending

108 TALLY HO DR CHARLOTTESVILLE, Virginia

6 Beds 7.5 Baths 6,515 SqFt 1.89 Acres

Seeking stunning 360-degree mountain views just minutes from town? Experience unparalleled luxury in this distinguished residence on Garth Road. Renovated by Alexander Nicholson, this property features a charming pear tree-lined driveway and is ideally situated less than 15 minutes west of town, directly across from Oakencroft Farm and Winery. This 7,239 sq. ft. masterpiece offers breathtaking panoramic vistas of the Blue Ridge in a serene pastoral setting. Inside, you'll find six luxurious bedrooms, a vaulted-ceiling family room, an oversized dining area, and a gourmet kitchen equipped with a Wolf Range, two dishwashers, and an additional wall oven. The estate seamlessly integrates with its surroundings, featuring a delightful wildflower field in the summer, pond, back deck, pool, and a barn. With its dramatic indoor-outdoor design, this residence epitomizes refined elegance and elevated living. $3,950,000 Pending

1382 GARTH RD CHARLOTTESVILLE, Virginia

6 Beds 6 Baths 7,239 SqFt 9.42 Acres

Price Reduced! Welcome to Kesmont, an idyllic 46-acre horse farm nestled in the stunning countryside of Keswick, VA, where both you & your horses will enjoy living. Tailored for equestrian enthusiasts, this property boasts functional facilities & cozy living spaces. It features 5 paddocks with automatic waterers & 4 run-in sheds. The 10-stall center aisle barn, refreshed with new Pella windows & paint, includes a wash rack, tack & feed rooms. Additionally, there's a new three-bay garage with a 50 amp RV connection, alongside equipment & hay barns. The farm is secured by 2 solar-powered gates. The charming Cape Cod-style home has been beautifully remodeled, featuring 3 bedrooms & 3.5 baths, including a 1st-floor primary suite, a new gourmet kitchen, new HVAC, new Pella windows & doors, & 2 generators capable of powering the entire farm. Outdoor living is enhanced with a new pool/hot tub & a spacious deck area, complemented by a picturesque pond. A renovated farm manager’s apartment offers a new kitchen & bath. Just a short drive from local amenities & vibrant community activities, Kesmont offers a perfect blend of pastoral charm & modern convenience. This is a place where you & your horses will love! $2,420,000 Active

6480 GORDONSVILLE RD KESWICK, Virginia

3 Beds 3.5 Baths 5,413 SqFt 46.78 Acres

Madras Hill ~ A Tuscan Villa style manor home in the heart of the noted Greenwood Estate area of western Albemarle at the foothills of the Blue Ridge mountains. The main residence is comprised of the original, historic c.1820, two story log home beautifully complimenting the Shelter Associates built residence completed in 1998. This fine property also offers 1,351 sq. ft. guest house with dramatic vaulted ceilings, 484 sq. ft. detached studio/office on the parking plaza with a two-bay, 4 car garage with hydraulic lifts. The park-like 8 acres offers an elevated southern view of a valley with long frontage on the south fork of Stockton Creek. The grounds offer a 60x20 pool and reflection pond that can enjoyed from the covered terrace or the screened porch, both with Blue Ridge Mountain views and complete privacy. A special property with easy access to Crozet, Charlottesville and the Shenandoah Valley. Eight fireplaces in the main house (10 total), heart pine floors and an open-concept floor plan with lots of natural light. This property is a blend of historic structures with a modern design in a bucolic setting. Many features highlighted in documents. $1,989,000 Active

7537 ROCKFISH GAP TPKE GREENWOOD, Virginia

4 Beds 4.5 Baths 6,635 SqFt 8.07 Acres

Amazing, quality built home with attention to details and custom features... Stunning spiral staircase overlooking 20x30 great room with 18' high ceilings...20x40' kitchen with custom cabinets with beautiful granite counters tops...all new appliances...Viking gas stove, SubZero 4' refrigerator, huge walk-in pantry...Primary suites on first and second floors...The family room addition opens to the outdoor kitchen and pool.... Set on 2 extensively landscaped acres, just 2 miles to town with easy access to shopping...Fabulous one floor living is possible or use the multi-room primary suite on the second floor(the huge dressing room/closet(20x20)can be the 4th bedroom if needed)...The terrace level quality remains the same opening to a large patio with outside bar...another fantastic bedroom suite, sunken living room and kitchen...a most exciting, fully equipped mud/utility room...over-sized 2 car garage and workshop and tremendous storage... List of extras in documents....Home can covey with most of the furnishings... $1,477,000 Pending

1691 FRANKLIN DR CHARLOTTESVILLE, Virginia

4 Beds 5.5 Baths 6,998 SqFt 2.01 Acres

Privacy, views, pool, pond, trails, sport court, four car garage and more embody this potential multi generational 6+ acre compound. Extensive remodel of this 6 bed 6 full bath property. Incredible offering so close to downtown Cville and surrounded by great and historic local attractions. Open concept gourmet kitchen flows into family room and dining room, Hardwood flooring throughout main level. First floor primary suite with large bathroom and closets. Secondary primary suite located on second floor with extensive closet and storage space and not one but TWO primary baths flanking this 2nd floor primary suite. Finished basement with large recreation space, en suite bedrooms. Large deck with pool leading to a detached 1 bed and full bath auxiliary dwelling. 3D and full motion video tours viewable in media sections. $1,450,000 Pending

927 MICHIE TAVERN LN CHARLOTTESVILLE, Virginia

6 Beds 7 Baths 6,012 SqFt 6.07 Acres

Extremely rare opportunity to live on one of Downtown Charlottesville’s premiere streets just a few scenic blocks from city parks, restaurants and shopping. 1920’s character abounds in this charming light-filled home that offers original woodwork, moldings and hardwood floors, dramatic foyer with fireplace, tall ceilings, deep welcoming front porch, and a truly remarkable backyard oasis with swimming pool and wonderful entertaining spaces. Gorgeous heart pine flooring on the main level has recently been restored to it's original natural finish. 5 BRs and 3.5 baths, including a 1st floor primary suite/bath, & an elevator that services the main level and partially finished basement that has the potential for an in-law suite, nanny space, or teen hang out. Beautifully landscaped yard features large shade trees, mature plantings, plenty of lawn, and three off-street parking spaces! So much to love about this gorgeous home as it is, with endless opportunities awaiting a new owner’s personal touches. Offered for sale for the first time in over 40 years, this stunning residence presents a unique opportunity in an unbeatable location. Easy access to Main Street, UVA Hospital, UVA Grounds, Interstate 64, and the 250 corridor. $1,395,000 Active

113 ALTAMONT CIR CHARLOTTESVILLE, Virginia

5 Beds 3.5 Baths 2,856 SqFt 0.17 Acres

Quality constructed solid brick residence has been completely remodeled & updated. The classic floor plan allows for gracious living and flexible use of the spaces on the main & lower levels. The renovated dual zone kitchen features the highest quality finishes including custom cabinets, Quartz Counters, Kohler Farm House Sink, beautiful hardware, and Upgraded Appliances. Cozy sunroom is a charming addition to the main level. New molding has been added throughout the home. Doors have Baldwin Hardware. Stunning powder room is tucked off the foyer. Newly re-designed primary bedroom now includes a walk-in closet and private attached bath. The primary bath features timeless and elegant selections. Hardwood Floors can be found under the carpet in all bedrooms. Renovated hall bath with double sinks and walk-in shower with skylight. Walk out terrace level has multiple spaces entertaining and includes a new laundry room and renovated full bath. New Well. 3 Acres of Electric Fence. Detached Garage has space for a large recreation vehicle, car, and flex space, plus additional storage upstairs and below. Outdoor entertaining areas with lovely pool. Gorgeous and tranquil setting with complete privacy minutes to town. $1,379,000 Pending

1707 LAMBS RD CHARLOTTESVILLE, Virginia

4 Beds 3.5 Baths 4,319 SqFt 6.22 Acres

There are numerous Charlottesville luxury neighborhoods with pools. The best examples are in Ednam, Farmington, Glenmore, Keswick Estate, and Old Trail.

If you prefer a Charlottesville luxury home with a private pool then this is where you’ll find them ALL. And there are not going to be many…