Windsor Cay Resort Real Estate

Windsor Cay Resort Real Estate

Welcome to Windsor Cay Resort, a captivating subdivision nestled in the heart of Clermont, Florida, within scenic Lake County. This enchanting community is designed for both relaxation and adventure, making it an ideal destination for families, retirees, and vacationers alike.

Windsor Cay Resort boasts a stunning array of modern, spacious homes that perfectly blend luxury and comfort. Each residence features contemporary designs, open floor plans, and high-end finishes, ensuring that every homeowner enjoys a lifestyle of sophistication. With ample outdoor spaces, private pools, and beautifully landscaped gardens, your home becomes a serene retreat from the hustle and bustle of everyday life.

The resort-style amenities at Windsor Cay are second to none. Residents and guests can take advantage of a sparkling community pool, a state-of-the-art fitness center, and recreational areas designed for social gatherings and family fun. The clubhouse serves as a hub for community events, fostering a sense of camaraderie among neighbors.

Situated in Clermont, Windsor Cay Resort offers easy access to a wealth of attractions. Just a short drive away, you’ll find world-renowned theme parks, picturesque lakes, and lush golf courses. The vibrant local dining scene and shopping options provide something for everyone, while the nearby nature trails and parks invite you to explore the stunning Florida landscape.

Whether you’re looking for a permanent residence or a vacation getaway, Windsor Cay Resort offers the perfect blend of luxury, convenience, and community spirit. Discover your dream home in this idyllic Florida paradise today!

Newest Listings in Windsor Cay Resort

1248 Blue Island Drive, Clermont
$649,000
5 Beds ⋅ 5 Baths ⋅ O6445212 MLS ⋅ 1248 BLDG.
Discover this beautifully appointed, turnkey 5-bedroom townhome located in the highly desirable Windsor Cay Resort in Clermont, Florida! Perfectly suited as a vacation home, investment property, or personal getaway, this spacious residence offers comfort, style, and convenience in one of Central Florida's sought-after resort communities. The thoughtfully designed floor plan features 5 bedrooms, including 2 private en-suites, a convenient half bathroom at the pool area, a spacious kitchen, and an inviting living and dining area ideal for entertaining. The upstairs loft provides additional space for relaxation, movie nights, or family gatherings. Step outside to your private swimming pool, where you can unwind and enjoy the Florida sunshine. Ideally situated near the resort clubhouse, this property offers convenient access to Windsor Cay's impressive amenities, including a resort-style pool, lazy river, water slides, fitness center, sports courts, and recreational areas. Offered turnkey and ready to enjoy, this property presents an excellent opportunity for buyers seeking a vacation retreat or a potential short-term rental investment near Orlando's world-famous theme parks, shopping, dining, and entertainment. Don't miss this opportunity to own a turnkey vacation home in Windsor Cay Resort!

1248 Blue Island Drive, Clermont
16208 Saint Martin Street, Clermont
$1,058,000
8 Beds ⋅ 6 Baths ⋅ O6437652 MLS
Welcome to this spacious two-story home located in Windsor Cay Resort. Built in 2024, this property offers 8 bedrooms, 6 bathrooms, and 4,026 square feet of living space thoughtfully designed for comfort and entertainment. The open-concept main level features a spacious living room seamlessly connected to the kitchen and dining area, creating an inviting space for gathering and entertaining. Two bedrooms are conveniently located downstairs, including the primary suite and an additional traditionally styled bedroom. A dedicated game room adds even more entertainment with arcade games, foosball, air hockey, and an indoor basketball game. Upstairs, six additional bedrooms provide plenty of accommodations, including beautifully decorated Frozen- and Harry Potter-themed rooms, along with traditionally styled bedrooms. The second floor also features an additional TV and entertainment area with a poker table. Outside, enjoy a private screened-in pool and spa with a covered patio, offering the perfect setting to relax and enjoy the Florida lifestyle. With generous accommodations, multiple entertainment spaces, and a desirable location within Windsor Cay Resort, this home is an excellent option for a vacation retreat or investment property. Schedule your private showing today!

16208 Saint Martin Street, Clermont
16231 Trinidad Way, Clermont
$1,125,000
7 Beds ⋅ 6 Baths ⋅ O6412995 MLS
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
16364 Saint Kitts Circle, Clermont
$1,040,000
8 Beds ⋅ 6 Baths ⋅ O6398658 MLS
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
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