Windsor Cay Resort Homes with Gated Community - Guard Community Features

Welcome to Windsor Cay Resort, a premier gated community nestled in the heart of Clermont, Florida. This enchanting subdivision offers a perfect blend of luxury, comfort, and security, making it an ideal choice for families, vacationers, and retirees alike. With its picturesque surroundings and meticulously designed homes, Windsor Cay Resort stands out as a serene retreat in Lake County.

As you enter this exclusive community, you are greeted by the warm embrace of a guard-gated entrance, ensuring peace of mind and a sense of security for all residents. The stunning architectural designs of the homes reflect a commitment to quality and style, with options ranging from spacious single-family homes to elegant townhouses, catering to a variety of lifestyles and preferences.

Windsor Cay Resort is not just about beautiful homes; it’s about a vibrant community. Residents enjoy access to an array of amenities, including a sparkling resort-style pool, a state-of-the-art fitness center, and beautifully landscaped parks perfect for family gatherings or leisurely strolls. The community also hosts regular events, fostering a friendly atmosphere where neighbors become friends.

Located in Clermont, Windsor Cay Resort offers the perfect balance of tranquility and accessibility. With its prime location, residents are just a short drive away from Orlando’s world-renowned attractions, shopping, dining, and entertainment options. Whether you are looking for a permanent residence or a vacation getaway, Windsor Cay Resort is the perfect place to call home. Experience the charm and allure of this exceptional community today!

Newest Windsor Cay Resort Homes with Gated Community - Guard Community Features

$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