Windsor Cay Homes with Sidewalks Community Features

Windsor Cay Homes with Sidewalks Community Features

Welcome to Windsor Cay, an enchanting subdivision nestled in the heart of Clermont, Florida. This picturesque community in Lake County offers a perfect blend of suburban charm and modern convenience, making it an ideal destination for families, retirees, and anyone in search of a serene lifestyle.

Windsor Cay boasts beautifully designed homes that reflect both elegance and comfort. Each residence is thoughtfully constructed with spacious layouts, modern finishes, and ample natural light, ensuring that every family feels right at home. One of the standout features of this community is its commitment to walkability; the homes are connected by charming sidewalks that invite residents to stroll, jog, or bike through the neighborhood. This emphasis on pedestrian-friendly living fosters a sense of community and encourages neighbors to connect with one another.

In addition to its inviting homes, Windsor Cay offers a variety of community amenities that cater to active lifestyles. Residents can enjoy leisurely afternoons at the nearby parks, take advantage of the community playgrounds, or host gatherings at the picnic areas. The proximity to Clermont’s vibrant downtown area means that shopping, dining, and entertainment options are just a short drive away.

With its lush landscapes, friendly atmosphere, and a strong sense of community, Windsor Cay is more than just a neighborhood; it’s a place where memories are made and lifelong friendships are forged. Discover the charm of Windsor Cay and experience the best of Florida living in a community that truly feels like home.

Newest Windsor Cay Homes with Sidewalks Community Features

$775,000
5 Beds ⋅ 6 Baths ⋅ Windsor Cay SubDv. ⋅ 34714 Zip Code
Florida Contemporary, beautifully decorated vacation home located in the desirable Windsor Cay Resort. From the moment you enter, you are welcomed into an open-concept living, dining, and kitchen space with expansive views of the private pool through oversized sliding glass doors. The screened outdoor living area is oversized and thoughtfully designed, with convenient access to a nearby half bath—perfect for pool days without tracking through the home. Inside, the living room features a custom decorative accent wall with a 75-inch Samsung curved TV, built-in storage, and a cozy fireplace. The kitchen is fully equipped and ideally laid out for cooking and entertaining, complete with a generously sized pantry. The garage has been masterfully repurposed into a game room that is sure to provide hours of entertainment. The first floor also offers a spacious primary suite with sliding glass door access to the pool, along with a discreet yet easily accessible utility room. Upstairs, you’ll find a meticulously decorated media room featuring a built-in TV, surround sound, and an electric fireplace. The adjacent dry bar, complete with wine refrigerator and LED lighting, sets the stage for unforgettable movie nights. Each of the four bedrooms upstairs is privately situated at its own corner of the home and includes an en-suite bathroom. Windsor Cay is one of Central Florida’s premier short-term rental communities, offering a 24-hour staffed gated entrance and resort-style amenities including a zero-entry pool, water slides, lazy river, hot tub, poolside cabanas, fitness center, on-site dining, sundry marketplace, arcade, mini putt-putt golf, cornhole, sand volleyball court, and daily family activities. The owner spared no expense with upgrades and furnishings, making this property truly turnkey. As an active vacation rental, showings may require flexibility—but once you experience the home, you’ll quickly see it is well worth the wait. Ideally located near Central Florida’s world-famous attractions: approximately 14 miles to Walt Disney World® Resort and Disney Springs®, 18 miles to SeaWorld®, 22 miles to Universal Studios®, and 30 miles to Orlando International Airport. HOA covers community amenities, along with yard, irrigation and trash.

16205 Saint Kitts Circle, Clermont
$649,900
5 Beds ⋅ 5 Baths ⋅ Windsor Cay SubDv. ⋅ 34714 Zip Code
Beautiful and fully turnkey five-bedroom, 4.5-bath vacation townhome in the sought-after Windsor Cay Resort! Built in 2024, this property is professionally decorated with themed rooms and is being sold fully furnished, making it ready for immediate short-term rental operations. Features include a private screened pool, spacious open-concept living area and modern finishes throughout. Ideal opportunity for investors seeking a proven vacation rental property just minutes from Orlando's world-famous attractions. Approximately 15 minutes from Disney, with easy access to shopping, dining, golf courses and major highways. Eligible for Airbnb, Vrbo and other short-term rental platforms. Resort amenities offer excellent guest appeal and strong rental potential.

1280 Blue Island Drive, Clermont
$649,900
5 Beds ⋅ 5 Baths ⋅ Windsor Cay SubDv. ⋅ 34714 Zip Code
Welcome to your fully furnished dream vacation home in the heart of Central Florida! This stunning two-story residence features five spacious bedrooms, four full baths and one half bath, offering the ideal combination of comfort, style and investment potential. Professionally decorated and turnkey ready, this home is ideal as a vacation retreat, second home or potential income-producing short-term rental property. Enjoy your private screened pool, ideal for relaxing after a day at the theme parks or entertaining family and guests. The open-concept layout provides generous living and dining spaces, while the beautifully appointed interiors create an inviting resort-style atmosphere throughout the home. In a premier resort community, residents and guests enjoy access to world-class amenities, including a spectacular clubhouse, resort-style swimming pool, lazy river, water slides, fitness center, volleyball courts and numerous recreational activities designed for all ages.

1284 Blue Island Drive, Clermont
$685,000
5 Beds ⋅ 5 Baths ⋅ Windsor Cay SubDv. ⋅ 34714 Zip Code
Beautiful furnished and decorated home at Windsor Cay Resort. With 5 bedrooms, 4 full bathrooms and 1 half bathroom, this property offers comfort, style and functionality in every detail. The master suite is located upstairs, ensuring privacy and convenience, while the other tastefully decorated bedrooms welcome the whole family or guests with charm and comfort. Upstairs, a wonderfully decorated loft in a home theater style offers the perfect space to relax and enjoy moments of entertainment with the whole family. The outdoor area is a true invitation to leisure: a private covered gourmet-style pool, with a balcony and outdoor barbecue – ideal for unforgettable moments with friends and family. The open-concept design integrates the kitchen, dining room and living room, promoting a modern and welcoming environment. The kitchen is equipped with stainless steel appliances, a large countertop and custom wooden cabinets. The laundry room is also equipped and ready for use. The Windsor Cay Resort offers a complete infrastructure, with a resort-style pool, gym, sports courts, barbecue areas and much more. Perfect for short-term rentals or for those who want to live as if they were on vacation all year round! Prime location, close to everything you need and just minutes from Disney parks. Don't miss this opportunity! Schedule your visit now and come see your new home or dream investment

1256 Blue Paradise Drive, Clermont
$1,495,000
10 Beds ⋅ 8 Baths ⋅ Windsor Cay SubDv. ⋅ 34714 Zip Code
Exceptional opportunity to own a fully furnished, income-producing vacation home in the highly desirable Windsor Cay Resort community. Built in 2024, this impressive 10-bedroom, 8-bathroom residence offers more than 4,300 square feet of beautifully designed living and entertainment space, thoughtfully created to accommodate large groups and deliver an unforgettable guest experience. The home features a spacious open-concept layout, an elegant living and dining area, and a modern kitchen with stainless steel appliances, abundant cabinetry, and an oversized island—perfect for gathering and entertaining. Professionally designed themed bedrooms add personality and excitement, while multiple ensuite accommodations provide comfort and privacy for guests. Every detail has been planned to maximize enjoyment and rental appeal. Guests can experience a private home theater, an immersive game room, and an incredible custom indoor slide that makes this property truly stand out among competing vacation homes. Outside, the screened-in pool and spa create a private resort-style retreat, complete with a covered lanai and child safety fence—ideal for relaxing, dining, and enjoying the Florida lifestyle year-round. More than a beautiful vacation residence, this is a proven short-term rental property with strong guest demand and an active booking schedule. The home’s consistent occupancy demonstrates its appeal and income-producing potential, while Windsor Cay’s resort amenities and convenient location near Central Florida’s world-famous attractions, shopping, dining, and golf make it an outstanding addition to an investment portfolio. The property is being offered fully furnished and ready to continue operating as a vacation rental. Showings are limited due to frequent guest occupancy and must be scheduled around existing reservations. **Please request the property presentation, booking information, and financial details for additional investment information.**

16000 Sandy Cliffs Drive, Clermont
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