The last official month of summer is the perfect time to hunt for a new house, thanks to lovely weather and the first hints of fall—plus the possibility of being settled in the new abode in time for the holidays. From a show-stopping estate in New York to a bucolic sanctuary in the Virginia countryside, we’ve rounded up 8 exceptional real estate listings from our scouted cities that prove that you should prepare to spend your September attending open houses.


1985-4 Cedar Swamp Road // Brookville, New York // Contact: John Messina, Daniel Gale Sotheby’s International Realty, 516.241.0761

The details: 7 bedrooms, 9 bathrooms, 8 acres
Features we love: A Long Island gold coast gem, Haut Bois was inspired by the Louis XIII hunting lodge that would become the Palace at Versailles. Built in 1916, this exceptional restored estate boasts 18 rooms and 6 fireplaces, plus a heated gunite pool and tennis court on the gorgeous 8-acre property.

Little Rock, Arkansas

5 Masters Circle // Little Rock, Arkansas // Contact: Jon Underhill Real Estate, 501.590.9099

The details: 5 bedrooms, 5 bathrooms, 5,673 square feet
Features we love: Located in the heart of Pleasant Valley, this custom home includes a gourmet kitchen, formal and informal living spaces, a first-floor master suite, a breakfast area that opens up to a covered outdoor porch, and a pool perfect for relaxing or entertaining.

Charlottesville, Virginia

5600 Turkey Sag Road // Keswick, Virginia // Contact: Murdoch Matheson, Frank Hardy Sotheby’s International Realty

The details: 6 bedrooms, 7 full and 2 half bathrooms, 14,000 square feet, 522 acres
Features we love: This private country estate situated in a valley of the southwest mountains in Keswick, Virginia, was thoughtfully designed from start to finish, with gracious rooms and custom stone and wood details throughout. With gorgeous gardens and grounds (seen in this video), a meandering driveway showcasing bridges, ponds, and specimen trees, and two additional houses and a barn, this property is a true gem.

Naples, Florida

6621 George Washington Way // Naples, Florida // Contact: Taber Tagliasacchi, Calusa Bay Properties, 239.287.0777

The details: 5 bedrooms, 7 bathrooms, 6150 square feet
Features we love: Situated on a golf course in the gated Georgetown, Pelican Bay community, this new construction contemporary home features an open floor plan, plus plenty of private spaces, quality craftsmanship, and custom cabinetry.

Richmond, Virginia

309 Wickham Glen Drive // Goochland, Virginia // Contact: Sharon Ligon, The Steele Group Sotheby’s International Realty, 804.338.0501

The details: 5 bedrooms, 7 bathrooms, 6,494 square feet
Features we love: With 10-foot ceilings, triple-crown molding, a hand-carved mantel, and more, this brick home is brimming with beautiful details. In addition, the kitchen includes high-end appliances, and the master suite offers dual walk-in closets and a large picture window.

Northwest Arkansas

4559 Caddo Lane // Fayetteville, Arkansas // Contact: Kristen Boozman, Portfolio Sotheby’s International Realty, 479.273.6697

The details: 4 bedrooms, 4 full and 1 half bathrooms, 4,710 square feet, 0.46 acres
Features we love: This stunning home was custom built with the utmost appreciation for detail and design. Standout features include the great room with cast stone fireplace and open gourmet kitchen, which are filled with natural light, and the screened porch and English-style courtyard, which provide additional living space ideal for entertaining and unwinding.

Williamsburg, Virginia

300 Cousins Point // York County, Virginia // Contact: Sherry Martin, Abbitt Realty Company, 757.827.6995

The details: 4 bedrooms, 4 bathrooms, 4,223 square feet, 6.15 acres
Features we love: Located on over 6 acres, this waterfront home comes complete with a six-foot-wide pier, floating dock, pool, hot tub, and covered entertaining area. Adding to the appeal is a master suite with private balcony.

Virginia Beach, Virginia

1844 North Alanton Drive // Virginia Beach, Virginia // Contact: Fackler + Company, 757.412.7606

The details: 7 bedrooms, 7 full bathrooms, 11,200 square feet
Features we love: Surrounded by lush landscaping and natural wildlife, and featuring 180-degree water views, this coastal Georgian-style estate is a welcoming escape with much to offer. Outdoor amenities include a pool, two koi ponds, a gazebo, and a private beach; inside, high-end finishes and spacious rooms combine for a luxurious yet comfortable feel.