Windsor Cay Homes with Private Pool type

Windsor Cay Homes with Private Pool type

Welcome to Windsor Cay, a beautiful subdivision located in Clermont, Lake County, Florida. This charming community offers residents the perfect blend of comfort and luxury, with a range of homes featuring private pools for your enjoyment.

Homes in Windsor Cay with private pools provide the ideal setting for relaxation and entertainment right in your backyard. Imagine spending sunny afternoons lounging by the pool or hosting unforgettable gatherings with family and friends. Whether you prefer a refreshing dip on a hot day or a relaxing swim under the stars, having a private pool allows you to create lasting memories without leaving the comfort of your home.

In addition to the allure of private pools, Windsor Cay boasts a convenient location near Clermont's amenities, including shopping, dining, and entertainment options. With easy access to major roadways, residents can also explore the natural beauty and recreational opportunities that Lake County has to offer.

Experience the ultimate in Florida living with a home in Windsor Cay, where private pools and modern comforts await you.

Newest Windsor Cay Homes with Private Pool type

$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
$799,000
6 Beds ⋅ 5 Baths ⋅ Windsor Cay SubDv. ⋅ 34714 Zip Code
Exceptional turnkey investment opportunity in one of Central Florida’s most desirable short-term rental and vacation home communities, Windsor Cay Resort. This stunning fully furnished 6-bedroom vacation home is ideal for investors seeking high rental income potential, strong occupancy rates, and excellent cash flow opportunity. Professionally designed with an incredible interior layout and stylish décor, this home offers spacious open-concept living areas, beautifully appointed bedrooms, and a layout that perfectly accommodates large families and vacation guests. Ideal for Airbnb, VRBO, and short-term rental use, this property is truly move-in ready and income-producing, with all furniture, décor, and contents included. Located near Walt Disney World, Universal Orlando, shopping, dining, golf, and major Central Florida attractions, this home is highly attractive to both domestic and international travelers year-round. Whether you are looking for a vacation rental investment, second home, or income-producing property, this exceptional residence offers everything today’s buyers are searching for: location, luxury, rental performance, and turnkey convenience.

1293 Emerald Row Street, 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
$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