Wimbledon Dreams: Four Sotheby’s Homes with Tennis Courts You’ll Love

It’s that time of year again—Wimbledon season. As the world’s best players compete on the iconic grass courts of the All England Club, many of us find ourselves inspired to pick up a racket…or at least daydream about playing a match in a spectacular setting.

Luckily, some homes come with their very own courts—no reservations required. From a private Greek seaside estate to a grand villa in Barbados, these exceptional Sotheby’s International Realty listings offer not only world-class tennis facilities, but also breathtaking surroundings, impeccable design, and all the amenities for luxurious living.

Whether you’re an avid tennis player or simply love the idea of court-side living, here are four extraordinary properties that bring the Wimbledon lifestyle home.

Alexander in Peloponnese, Greece

Alexander in Peloponnese, Greece, Price Upon Request

With sweeping sea views and total privacy, this home is a Mediterranean dream. Located on the southeastern cape of the Peloponnese—near the glamorous islands of Spetses and Porto Cheli—this sprawling 10,700+ sq ft estate offers resort-style amenities and timeless Greek architecture.

Set on pristine grounds with lush gardens, a saltwater pool, and an underground tunnel that leads directly to the beach and private jetty, this home is designed for coastal relaxation. For tennis lovers, there’s a private court ideal for afternoon matches with the Aegean Sea as your backdrop. With nine bedrooms, ten bathrooms, and two guest houses, this is a rare seaside retreat that offers both serenity and sophistication.

Le Mansion | Sydney

Le Mansion, Syndey, Price Upon Request

If your Wimbledon fantasy comes with a dash of Sydney glamour, Le Mansion delivers. Set in one of Australia’s most prestigious locations, this palatial residence offers every luxury imaginable.

With nine bedrooms and eight bathrooms, this home is designed for grand living, boasting panoramic views, stunning entertaining spaces, and resort-like amenities. The private tennis court is the cherry on top—perfect for early-morning workouts or evening rallies under the stars. In a home like this, you don’t just watch Wimbledon—you live it.

Westfield | Saint James, Barbados

Westfield, Saint James, Barbados, Price Upon Request

Sun-drenched, sophisticated, and effortlessly stylish, Westfield on Barbados’ west coast is a Caribbean escape like no other. Designed by renowned architect Larry Warren, this 18,000 sq ft villa blends classic colonial charm with island elegance.

Crafted with coral stone and Italian marble, the home features sweeping sea views, elegant bedroom suites, a media room, and a sea-view games pavilion with a bar and pool table. And for tennis enthusiasts, the private court set among lush gardens is the ultimate luxury—perfect for a tropical morning match, followed by a dip in the pool or a cocktail at sunset.

29 Round Hill Club Road | Greenwich, Connecticut

29 Round Hill Club Road, Greenwich, Connecticut, $16,500,000

For those seeking classic East Coast luxury, this timeless Greenwich estate offers the perfect blend of elegance, privacy, and recreation.

Situated on coveted Round Hill Club Road, this stately 11,870 sq ft home features seven bedrooms, nine full bathrooms, and sweeping grounds ideal for entertaining. The tennis court—tucked among mature trees—provides a quiet, picturesque setting for a match or leisurely afternoon rally. A short distance from the famed Round Hill Club, this property is a true gem for tennis lovers and estate enthusiasts alike.

As Wimbledon unfolds, it’s impossible not to imagine what it would be like to have a court of your own—whether overlooking the sea, tucked into lush gardens, or located in a classic countryside estate.

These stunning homes prove that tennis isn’t just a sport—it’s a lifestyle. And for those seeking the ultimate luxury, there’s nothing quite like a home where you can live—and play—in style.

Thinking about buying or selling in Alexandria? Let’s talk! The Patterson Group offers a strategic approach and expert guidance in today’s market.

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