Hillsboro Homes with Pool

Hillsboro Homes with Pool

Welcome to Hillsboro, Virginia—a charming town nestled in the heart of Loudoun County, where history meets a vibrant community spirit. This picturesque locale is known for its scenic landscapes, rich heritage, and a welcoming atmosphere that makes it an ideal place to call home. With its quaint streets lined with historic buildings, Hillsboro offers a serene lifestyle while being conveniently located near the bustling metropolitan areas of Northern Virginia.

One of the standout features of Hillsboro is its selection of homes with pools, perfect for those warm summer days and entertaining friends and family. Imagine stepping into your own private oasis, where you can relax by the water, host unforgettable gatherings, or simply enjoy a refreshing dip after a long day. These homes not only provide a luxurious lifestyle but also create a sense of community, where neighbors can connect over backyard barbecues and poolside parties.

The real estate market in Hillsboro is diverse, offering a range of properties that cater to various tastes and preferences. From charming historic homes to modern constructions, there’s something for everyone. The added allure of homes with pools elevates the living experience, making it a sought-after feature for buyers looking to embrace the quintessential Virginia lifestyle.

With its captivating charm, strong sense of community, and beautiful homes with pools, Hillsboro is more than just a place to live—it's a place to thrive. Discover your dream home in this enchanting town and experience all that Hillsboro has to offer!

Newest Hillsboro Homes with Pool

$1,395,000
5 Beds 5 Baths VALO2135050 MLS
Set on three private acres in Winding Creek and there is no HOA. This beautiful home offers five bedrooms, six full baths, an in-ground pool, a detached two-bay garage, and a fully finished walk-out lower level. The entire home was recently painted, and all major inspections were completed in Spring 2026. Significant improvements include Hardie Plank and stone exterior, new windows and frames, HVAC systems and condensers, and attic insulation—all completed in 2024. Inside, the main level features hardwood flooring, a two-story foyer, formal dining room, sunroom/private study, and a family room with a wood-burning fireplace and floor-to-ceiling windows. The kitchen includes granite countertops, stainless steel appliances less than two years old, gas cooking, dual wall ovens, a pantry with a second refrigerator, and a spacious breakfast area with direct access to the deck and pool. A main-level bedroom and full bath provide comfortable accommodations for guests or extended family. Upstairs, each of the four bedrooms includes a private en-suite bath. The primary suite features a sitting area, expansive walk-in closet, dual vanities, and a walk-in shower. The finished walk-out lower level adds a full bath, bonus room, daylight windows, wet/dry bar, and flexible space for recreation, entertaining, or working from home. Outside, the property features an in-ground pool, established gardens, an electric- and water-equipped greenhouse added in 2022, and an electric-equipped shed. The heated and insulated 29' x 29' detached garage offers epoxy flooring, two bays, and 10' x 10' doors. Additional features include an attached garage with EV charging, whole-house water filtration, and smart garage systems. Located on a private corner lot, this extensively updated home offers exceptional flexibility, storage, and outdoor living space.

14254 Bookcliff Ct, Hillsboro

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