Windsor Cay Resort Real Estate

Welcome to Windsor Cay Resort, a picturesque haven nestled in the heart of Clermont, Florida, within the beautiful Lake County. This enchanting subdivision is designed for those who seek a perfect blend of relaxation, adventure, and community spirit. Whether you’re looking for a vacation home or a permanent residence, Windsor Cay Resort offers an idyllic lifestyle that caters to all.

As you stroll through the charming streets of Windsor Cay, you’ll be captivated by the stunning architecture and meticulously landscaped surroundings. The community features a variety of modern homes, each thoughtfully designed to provide comfort and style. Residents here enjoy access to an array of world-class amenities, including a sparkling resort-style pool, a well-equipped fitness center, and scenic walking trails that encourage outdoor exploration.

Located just a short drive from the excitement of Orlando, Windsor Cay Resort is perfectly positioned for those who want to experience the magic of theme parks, shopping, and dining while still enjoying the tranquility of suburban living. Clermont itself is renowned for its beautiful lakes and rolling hills, providing endless opportunities for outdoor activities like boating, fishing, and hiking.

Families will appreciate the proximity to highly-rated schools and community parks, making Windsor Cay an ideal place to raise children. With a friendly atmosphere and a strong sense of community, this subdivision is more than just a place to live; it’s a lifestyle choice that offers peace, excitement, and a true sense of belonging. Come discover the charm of Windsor Cay Resort and see why it’s the perfect place to call home!

Newest Listings in Windsor Cay Resort

$1,125,000

7 Beds ⋅ 6 Baths ⋅ Windsor Cay Resort SubDv. ⋅ 34714 Zip Code

Welcome to this exceptional, fully furnished 7-bedroom, 5.5-bathroom vacation home at Windsor Cay Resort, one of Central Florida’s premier short-term rental communities. Whether you're seeking a luxury vacation retreat, an income-producing investment property, or both, this turnkey residence delivers outstanding value and appeal. Thoughtfully designed to accommodate large families and groups, the spacious open-concept floor plan features expansive living and dining areas, a gourmet kitchen with modern finishes, and stylish furnishings throughout. The first-floor primary suite offers privacy and convenience, while six additional bedrooms and multiple bathrooms provide ample space for guests to relax in comfort. Entertainment and versatility abound with a dedicated game room and a spacious upstairs flex room, providing additional space for recreation, media, work, or relaxation. These thoughtfully designed areas enhance the home's appeal for both vacation guests and owners alike. Step outside to your own private resort-style oasis, complete with a sparkling screened-in pool, soothing spa, and fully equipped summer kitchen—perfect for entertaining and enjoying Florida’s year-round sunshine. Located within Windsor Cay Resort, guests enjoy access to world-class amenities and are just minutes from Orlando’s renowned theme parks, dining, shopping, and entertainment. With short-term rental approval already in place, this fully furnished home is ready to generate income from day one. Don't miss this rare opportunity to own a luxury vacation property in one of Central Florida’s most desirable resort communities.

16231 Trinidad Way, Clermont

$1,060,000

8 Beds ⋅ 6 Baths ⋅ Windsor Cay Resort SubDv. ⋅ 34714 Zip Code

Exceptional fully furnished 8-bedroom, 6-bath luxury vacation home in the new gated Windsor Cay Resort, just minutes from Disney. Key Features include strong short-term rental potential, with confirmed 2025 net revenue (after cleaning and taxes) of $97,551, plus $35,000 in confirmed 2026 bookings. This turnkey property features an open-concept living area, gourmet kitchen, elegant king suites, and professionally themed bunk rooms. Guests enjoy a Minions-themed game room, loft with pool table, private theater, and a screened pool and spa with covered patio. Windsor Cay offers resort amenities including a clubhouse, lazy river, fitness center, and sports courts, making it a top guest draw and exceptional investment opportunity. Schedule your showing today.

16364 Saint Kitts Circle, Clermont

Start Your Search