Windsor Cay Homes with Pool Community Features

Windsor Cay Homes with Pool Community Features

Welcome to Windsor Cay, a stunning subdivision nestled in the picturesque city of Clermont, Florida, within the charming Lake County. This vibrant community is the perfect blend of modern living and serene natural beauty, making it an ideal destination for families and individuals alike.

Windsor Cay boasts a variety of beautifully designed homes, each thoughtfully crafted to provide comfort and style. One of the standout features of this community is its inviting homes with private pools, allowing residents to enjoy the Florida sunshine right in their backyards. Imagine sipping your morning coffee by the poolside or hosting delightful summer barbecues with friends and family in your own personal oasis.

The community is not just about beautiful homes; it also offers a wealth of amenities that cater to an active lifestyle. Residents can take advantage of scenic walking trails, lush parks, and recreational areas, perfect for outdoor activities and family gatherings. The community spirit is palpable here, with friendly neighbors and regular events that foster a sense of belonging.

Located conveniently near major highways, Windsor Cay provides easy access to the vibrant attractions of Clermont and the surrounding areas, including shopping, dining, and entertainment options. Plus, the stunning natural landscapes and nearby lakes offer endless opportunities for outdoor adventures.

Whether you’re looking to settle down or invest in a vacation home, Windsor Cay is a delightful community that promises a lifestyle of comfort, convenience, and fun in the sun. Come discover your dream home in this enchanting subdivision today!

Newest Windsor Cay Homes with Pool Community Features

$1,299,000
10 Beds ⋅ 8 Baths ⋅ Windsor Cay SubDv. ⋅ 34714 Zip Code
Experience the perfect blend of luxury, flexibility, and investment potential in this exceptional 10-bedroom, 8-bath residence offering over 4,300 square feet of thoughtfully designed living space. Built in 2024, this expansive two-story floor plan is ideal for large families, multigenerational living, or maximizing short-term rental opportunities. The open-concept design creates a seamless flow between the chef-inspired kitchen, spacious gathering areas, and outdoor living space, while generously sized bedrooms and multiple private suites provide comfort and privacy for every guest. Located within the highly sought-after Windsor Cay Resort, residents and guests enjoy an outstanding collection of resort-style amenities, including a spectacular clubhouse, resort pool with lazy river, fitness center, mini golf, sports courts, playgrounds, arcade, and gated security—creating a true vacation lifestyle just outside your front door. Positioned in the heart of Central Florida’s premier vacation corridor, this home offers unparalleled convenience with easy access to Walt Disney World, Universal Orlando, world-class golf courses, shopping, dining, and major highways including US-192, SR-429, and I-4. Whether you’re searching for a luxury vacation retreat, a high-performing investment property, or a spacious primary residence, this remarkable home delivers an exceptional combination of location, lifestyle, and long-term value.

16276 Saint Martin Street, Clermont
$770,000
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
$885,000
7 Beds ⋅ 6 Baths ⋅ Windsor Cay SubDv. ⋅ 34714 Zip Code
BRAND-NEW FEEL • FULLY FURNISHED • TURN-KEY VACATION HOME in Windsor Cay Resort. Your chance to own a spacious 7-bed / 5.5-bath home built for unforgettable stays and a high-guest-demand resort, featuring a private screened-in pool and a layout that comfortably accommodates larger groups. Themed rooms for a special vacation in the Orlando parks. The lifestyle is the headline: you’re approximately a 4-minute walk to the Reef Club clubhouse, where guests enjoy a zero-entry resort pool, lazy river, water slides, splash pad, mini-golf, fitness center, and on-site dining—all inside a gated, vacation-focused community. Location seals it. Windsor Cay sits in one of the strongest vacation corridors near the parks, about 8.1 miles to Walt Disney World and within convenient reach of Universal Studios and other major Orlando attractions, making this an ideal second-home-and-income-property combination. Schedule your private showing and secure a fully furnished, like-new resort home that’s ready to perform from day one.

1261 Emerald Row Street, Clermont
Start Your Search