Charlottesville Homes for Sale with Private Pools

Set in the heart of bucolic Southern Albemarle amidst other noted properties, c. 1790 Liberty Corner and c. 1800 Scottland Farm offer a statement Virginia estate. At the heart of this manicured, 1,888 acre property & set in absolute tranquility, is an historic residence in flawless condition that melds period charm w/ modern amenities. Improved by 3 guest houses, pool, pool house and gardens, the home enjoys stunning, panoramic views of the rolling Virginia countryside and two large lakes. A third, charming guest house aka 'The Lodge' looks over a third lake on the property. Pristine farm improvements include an equestrian facility with indoor and outdoor arenas & 26 stalls, kennels complete with an office and trophy display room, two large hay barns that could be converted to dramatic event structures and numerous tenant or rental cottages ideal for staff or income. Rarely does such an incredibly well maintained, historic estate property reach the marketplace. Truly, no stone has been left unturned by the owners in their careful stewardship of Liberty Corner & Scottland Farm. With multiple division rights, the property offers a significant Conservation Easement opportunity. 25 minutes to Charlottesville.

$18,500,000 Active

8199 SCOTTLAND FARM DR ESMONT, Virginia

4 Beds 3.5 Baths 9,982 SqFt 1,888 Acres

Set in the heart of bucolic Southern Albemarle amidst other noted properties, c. 1790 Liberty Corner offers a statement Virginia estate. At the heart of this manicured, 500 acre farm and set in absolute tranquility, is an historic residence in flawless condition that melds period charm with modern amenities. Improved by 3 guest houses, pool, pool house and gardens, the home enjoys stunning, panoramic views of the rolling Virginia countryside and two large lakes. A third, charming guest house aka 'The Lodge' looks over a third lake on the property. Pristine farm improvements include an equestrian facility with indoor and outdoor arenas and 26 stalls, kennels complete with an office and trophy display room, two large hay barns that could be converted to dramatic event structures and 3 tenant or rental cottages ideal for staff or income. Rarely does such an incredibly well maintained, historic estate property reach the marketplace. Truly, no stone has been left unturned by the owners in their careful stewardship of Liberty Corner. With multiple division rights, the property offers a significant Conservation Easement opportunity. Significant additional acreage available. 25 minutes to Charlottesville.

$7,175,000 Active

2328 LIBERTY CORNER RD ESMONT, Virginia

4 Beds 3.5 Baths 9,982 SqFt 498 Acres

Just 10 minutes from Charlottesville, Milton Farm spans 54 acres of rolling countryside with a well-designed estate and exceptional amenities. The nearly 8,000 sq. ft. main residence includes five bedrooms, six baths, and generous indoor and outdoor living spaces. The pool, hot tub, and pool house offer a perfect space for entertaining, complemented by expansive patios and landscaped grounds. Three cottages provide ample guest accommodations or rental opportunities. A detached three-car garage includes an upper-level suite, perfect for an office, gym, or private guest retreat. Equestrian facilities include a three-stall barn, a run-in shed, a large paddock, and an outdoor riding ring. An equipment and tractor shed offers convenient storage. The property has two ponds—one located in the paddock and the other stocked, featuring a dock and bubbler for private use. Recreational amenities feature a lighted sport court for pickleball and basketball, a sunken firepit, and wooded trails for walking, running, or riding. Open fields and wooded areas create a balance of usable land and natural beauty. Milton Farm offers a rare mix of comfort, space, and prime location—with easy access to UVA, Downtown, I64 & Keswick Hall.

$5,200,000 Active

2687 MILTON FARM CHARLOTTESVILLE, Virginia

5 Beds 6.5 Baths 7,839 SqFt 54.09 Acres

One of Farmington’s most polished & luxurious properties sited on a majestically landscaped 1.65 acres overlooking the 5th hole of Farmington’s East Course & a 5 min. drive to UVA, Farmington Country Club, Boar’s Head, shopping & restaurants. Enjoy quick access to all C'ville has to offer & return home to your private sanctuary, behind a groomed Hemlock hedge, w/ glistening pool, delightful pool house, bluestone & brick patios, level, lush lawns & blooming gardens from every view. Current owners have impeccably renovated & upgraded virtually every aspect of the home & grounds w/ masterful design, exceptional quality & timeless elegance. Easy- living floor plan includes 2 primary suites & over 4,500 square feet of gorgeous living space on the main level. The sunny, well-appointed, walk-out terrance level features 2 more ensuite bedrooms, spacious living room, kitchenette, 2nd laundry & fabulous flex space for exercise, storage & more!

$4,995,000 Pending

2715 FARMINGTON HTS CHARLOTTESVILLE, Virginia

4 Beds 5 Baths 6,870 SqFt 1.65 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 Pending

1701 BENTIVAR DR CHARLOTTESVILLE, Virginia

7 Beds 9.5 Baths 11,605 SqFt 88.86 Acres

With incredible taste and vision, the current owners of this historic gem undertook a multi-million dollar renovation and addition from 2019 to 2022. The result is a lavish, 100% turn-key small estate under 10 minutes from Charlottesville that respects the home's early 19th century charms yet adds all of the luxuries of one built in the 21st century. Period features incl' 7 working fireplaces, high ceilings, wonderful light quality and charming patina at every turn. Please see the attached, long list of enhancements the renovation includes. Extraordinary marble selections in bathrooms and laundry room, amazing trim work, reclaimed floors, new windows and systems to name just a few. A freestanding garage with guest suite or gym above, large, heated salt water pool and garden with incredible potting shed enhance the offering. Master landscape plan by Rachel Lily includes extensive hardscaping and endless native species (boxwoods, magnolias, azaleas, hydrangeas, japanese maples, crepe myrtle). This statement property lives and entertains fabulously, year round!

$3,975,000 Active

2010 MILTON RD CHARLOTTESVILLE, Virginia

4 Beds 4 Baths 5,384 SqFt 2.7 Acres

This architecturally distinguished French provencal style Albemarle Estate nestled among history and Vineries. Welcoming visitors through a gated entrance, the estate features a meticulously crafted home with on point floor plan suited for formal and informal living with 5 on suite bedrooms, an expansive first floor primary suite, 4 wood burning fireplaces, stunning kitchen with seamless flow between dining, living, library and the outdoors, a beautiful 3 car detached garage accompanies the house. The 45.15 private and tranquil wooded acres with a comprehensively designed garden connects with the pool in a wonderful way. This offering consiste of 3 separate lots. Vineyard Estates is a small exclusive gated community located mins from Jefferson's Monticello, Monroe's Highlands & Downtown Charlottesville. About 85 additional adjoining acreage available that would make this a very versatile property primed for various use.

$3,795,000 Active

2621 COOPERS LN CHARLOTTESVILLE, Virginia

5 Beds 6.5 Baths 6,584 SqFt 45.15 Acres

Private estate minutes from Charlottesville and the University with wonderful Blue Ridge views. The 1888 traditional farm house has been completely renovated and decorated by well known interior decorator, yet retains the charm and woodwork of the original house. The main house includes 3 bedrooms with private baths, large kitchen with high end appliances, family room, large living room with fireplace. Other improvements include a new guest / pool house, pool, and 2 car detached garage with a charming office. Also includes a small tenant / manager cottage. All improvements are beautifully situated on the 21 acres with complete privacy.

$3,750,000 Active

3652 IRONWOOD LN IVY, Virginia

4 Beds 5 Baths 4,840 SqFt 21.4 Acres

Temple Hill c. 1790 is an extraordinary revolutionary era estate in Western Albemarle comprised of 10.35 scenic acres. An exceptional & rare offering that has been thoughtfully renovated & expanded to incorporate modern luxuries while maintaining the property's historical integrity. Temple Hill offers breathtaking mountain and pastoral views, creating a picturesque backdrop that changes with the seasons. The main residence offers 4 bedrooms, 4 full + 2 half baths & 2 home offices. The guest cottage also serves as a pool house with a full kitchen & bath directly off of the pool for convenient entertaining. Located in Ivy with easy access to Rt250 & I64, ~7 min to Crozet, 10 mins to Boars Head & Farmington & 10mi to UVA. Property features 5 working fireplaces, wide antique heart pine flooring, hand hewn exposed beams, vaulted ceilings, bricked patios, covered porches, pool, sports/tennis court, detached 2 bay garage, fenced paddock, equipment shed with feed room & option for 1 level living with 1st floor level primary suite. Part of the 2010 garden tour, Temple Hill enjoys beautifully landscaped grounds with formal gardens, cutting garden, and 100 year+ boxwoods.

$3,600,000 Active

240 BROAD AXE RD CHARLOTTESVILLE, Virginia

5 Beds 6 Baths 6,915 SqFt 10.35 Acres

A seamless blend of modern luxury and rural tranquility, this custom barn-style estate offers breathtaking mountain views in Crozet’s sought-after Meriwether Lewis district. Designed with premium finishes and smart-home upgrades, it delivers elegance, comfort, and cutting-edge technology. A striking two-story glass entryway, framed by a sliding barn door, leads into this sophisticated retreat. Primary suites on both floors offer flexible living. The open-concept kitchen features two oversized islands, reclaimed locust wood, and a Wolf range with a French cooktop—ideal for entertaining. Custom woodwork adds warmth and character throughout. A private guest suite above the garage offers added comfort. Outdoors, enjoy the heated saltwater pool, spa, hot tub, and greenhouse. The fully gated and fenced property ensures privacy, with a stately maple-lined driveway and peaceful river-rock stream. Upgrades include an Eero Pro 6 PoE and Outdoor 7 Mesh WiFi system with fiber-optic 1GB internet and an Alarm.com security system with 24/7 monitoring, an IQ4 Panel, exterior cameras, and wired smoke & carbon detectors—a $10K+ investment. Luxury, privacy, and modern convenience—schedule your private tour today!

$3,495,000 Active

320 BARN HOUSE LN CHARLOTTESVILLE, Virginia

5 Beds 6 Baths 5,100 SqFt 5.67 Acres

Drive under a Willow Oaks lined, canopied driveway, flanked by mountains, & enjoy the pond & pastoral views, leading to this magnificent English country estate home. Fall in love with picturesque walking trails around this unique wildlife rich property, which also features a pool, tennis/sport court, stream & barn. Entering the home, immediately fall in love with the bucolic views highlighted in the conservatory, featuring a blistered poplar wet bar. Spacious living areas with mountain views & access to private patios. The great room & kitchen feature soaring 20’ ceilings, solid Cherry hardwood floors, & hand-hewn beams, reclaimed from a 200-year-old Virginia barn. Custom built fireplace was hand laid by a local artisan. Enjoy a kitchen designed for function, family & entertaining featuring a 11-ft granite island, Wolf induction & gas cooktop, dual KitchenAid dishwashers, 48” refrigerator. Vintage, Venetian glass doors open to the wine cellar. 1st floor & 2nd level primary bedroom options. All bedrooms have ensuite baths with access to patios & balcony views. The guest wing has two bedrooms, kitchenette, and full bathroom. New composite roof. New pool liner & cover. Room for horses! Video tour and 3D tour links avail. by request.

$3,295,000 Active

4749 WESLEY CHAPEL RD FREE UNION, Virginia

5 Beds 5.5 Baths 5,800 SqFt 33.8 Acres

A remarkable property in Bellair.... Set on a 1.9 acre beautifully landscaped, elevated lot...Magnificent trees and grounds...Gracious and comfortable....Unique and gracious floor plan ...Living room(w/FP) and dining rooms with floor to ceiling walk-in bay windows, family room with fireplace opens, to the bright sunroom overlooking the stunning pool setting...Many custom features: copper gutters, slate roof, 2 sunrooms, circular driveway to the front entrance, lower driveway to the terrace level...Full terrace level with french doors open the family room has built-in bookcases, masonry fireplace, huge wet bar, room for a pool table, wide corridor to study, laundry room and playroom...more photos soon

$2,990,000 Active

42 OLD FARM RD CHARLOTTESVILLE, Virginia

4 Beds 3 Baths 5,394 SqFt 1.9 Acres

Set privately within moments of Farmington and minutes to UVA and Downtown, this classic, all brick Georgian sits on 3 lovely acres of mature landscaping complete with pool and hot tub. The floor plan provides a 1st floor primary as well as a 2nd floor primary. Recent renovations and additions provide dramatic living and entertaining spaces. The centerpiece of the home is the recently added great room with soaring ceilings, endless windows and french door access to bluestone terraces. On the terrace level, in addition to a family room with fireplace, there is a a bed, bath with sauna, and efficiency kitchen with its own entrance, all added in the last 10 years. The entire rear elevation of the house offers expansive bluestone terraces accessed via the great room, kitchen, and family room for wonderful flow btw interiors and the lovely outdoor living spaces. Furnishings available. Zero road exposure.

$2,695,000 Pending

1125 OLD GARTH RD CHARLOTTESVILLE, Virginia

5 Beds 5 Baths 6,198 SqFt 3 Acres

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 the 1.1 acre manicured lawn. This park-like setting is lush with mature plantings & historic Oaks & Tulip Poplars. The heart of the house has accordion doors that open completely to a Sapele deck overlooking the 6.5 acres of green space at Davis Park. Seasonal mountain views in North Downtown CVille. Baths include Italian glass tile, Waterworks soaking tub & Dornbracht faucets. The Kitchen includes custom cabinetry, separate bar and large pantry. Soapstone counters, Subzero refrigerator. Private concrete pool with Bluestone terrace. 1 car garage. Building specs include Insulated Concrete Form for energy efficiency, cooper roof & gutters. The list of the special features is extensive.

$2,585,000 Active

1112 PARK ST CHARLOTTESVILLE, Virginia

4 Beds 3.5 Baths 5,340 SqFt 1.11 Acres

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 welcomed by a grand entrance hall leading to a spacious great room, ideal for both entertaining and relaxing. The dining room, featuring a fireplace, exudes sophistication, while the updated kitchen connects seamlessly to a cozy library/media room and a sun-drenched porch, perfect for enjoying morning coffee. The upper level includes a luxurious primary suite and three additional en suite bedrooms, providing ample space for family and guests. The estate is enhanced by a refreshing pool surrounded by mature trees, a lovely blue slate patio, a guest house, a four-car garage, and a versatile barn, all contributing to its unique character. Offering an unmatched blend of elegance, comfort, and convenience in a picturesque setting, Robin Hill is not just a home; it’s a lifestyle.

$2,500,000 Pending

3972 IVY RD CHARLOTTESVILLE, Virginia

4 Beds 4.5 Baths 5,056 SqFt 4.11 Acres

Charlottesville Homes For Sale With Private Pools

A Smart Investment in Central Virginia’s Warming Climate

As global warming drives hotter summers in Central Virginia, the demand for pool homes for sale in Charlottesville has surged. Buyers seeking Charlottesville luxury homes for sale with a pool are not just investing in resort-style living—they’re future-proofing their properties against rising temperatures.

There are numerous Charlottesville 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…

With over 20 years as a top Charlottesville realtor, I’ve seen firsthand how climate trends and lifestyle shifts are reshaping the local luxury market.

In this guide, I’ll cover:

– Why pool homes are in high demand (and how much value they add)
– Current inventory trends for Charlottesville VA luxury real estate for sale with pools
– Top neighborhoods for luxury pool homes
– Expert buying strategies in a competitive market
– How I help clients secure the best pool homes in Charlottesville

Whether you’re a relocating executive, a UVA faculty member, or a luxury investor, this article will help you navigate the market with confidence.

Why Pool Homes Are a Hot Commodity in Charlottesville

1. Climate Change & Rising Summer Temperatures

– Central Virginia has seen summer temperatures increase by 3°F since 1970 (NOAA).
– 2023 was Charlottesville’s 5th hottest summer on record, with 32 days above 90°F.
– Result: Buyers prioritize homes with private pools for comfort and resale value.

2. Luxury Buyers Want Resort-Style Amenities

– Post-pandemic, high-net-worth buyers seek turnkey estates with premium features:
– Infinity pools with mountain views
– Saltwater pools (lower maintenance)
– Pool houses & outdoor kitchens for entertaining

3. Strong Return on Investment (ROI)

– Homes with pools sell for 10-15% more than comparable properties without (National Association of Realtors).
– In Charlottesville’s luxury market, that premium can exceed $200,000+.

Current Market Trends for Charlottesville Homes with Private Pools

1. Limited Inventory, High Demand

– Only 12-15 luxury pool homes are typically available at any given time in Charlottesville.
– Average days on market: 22 days (vs. 45 days for non-pool luxury homes).

2. Price Trends for Pool Homes| Year | Median Price (Pool Homes) | % Increase |

| 2021 | $1,250,000 | — |
| 2023 | $1,550,000 | 24% |
| 2025 (Projected) | $1,700,000+ | 10% |

Source: Charlottesville Area Association of Realtors

3. Most Sought-After Neighborhoods

– Glenmore – Gated community with Olympic-sized pools & golf course views.
– Farmington – Historic estates with sprawling pool decks.
– Keswick Estate – Equestrian properties featuring natural stone pools.

Expert Insights: Navigating Charlottesville’s Luxury Pool Home Market

As a Charlottesville real estate agent with 20+ years of experience, here’s what I tell my clients:

For Buyers:

✅ Act Fast – Luxury pool homes sell within weeks.
✅ Consider Resale Value – Opt for heated pools (extend usability into fall).
✅ Explore Off-Market Listings – Many high-end sellers prefer discreet sales.

For Sellers:

💰 Highlight the Pool – Professional photography & drone videos attract buyers.
💰 Stage the Outdoor Space – Create a resort-like vibe with lounge areas.
💰 Price Strategically – I use hyperlocal comps** to maximize your return.

For Investors:

📈 Rental Potential – Luxury pool homes rent for $8,000-$15,000/month in peak season.
📈 Future-Proofing – As temperatures rise, pools will become must-have features.

How I Help Clients Secure the Best Pool Homes in Charlottesville

My twenty-two as a Charlottesville realtor have given me unique insights into the luxury market. Here’s how I deliver results:

1. Exclusive Access to Off-Market Listings
– Many elite sellers avoid public listings. My network** connects you to hidden gems.

2. Climate-Smart Buying Strategies
– I analyze microclimates—some neighborhoods stay cooler, enhancing pool usability.

3. Negotiation Mastery
– In multiple-bid situations, I craft offers that stand out without overpaying.

Is Now the Right Time to Buy or Sell a Pool Home in Charlottesville?

✅ Buyers: With limited inventory, waiting could mean missing your dream home.
✅ Sellers: It’s a prime time to list, as demand outpaces supply.
✅ Investors: Pool homes offer appreciation + rental income potential.

Ready to Dive Into Charlottesville’s Luxury Pool Home Market?

If you’re searching for Charlottesville luxury homes for sale with a pool, let’s discuss your goals.

📞 Contact Toby Beavers, Charlottesville Real Estate Agent at 434-327-2999

🌐 Website: TobyBeaversRealtor.com