Windsor Cay Real Estate

Windsor Cay Real Estate

Welcome to Windsor Cay, a picturesque subdivision nestled in the heart of Clermont, Florida, within the beautiful Lake County. This charming community is designed for those who appreciate a blend of tranquility and modern living, making it an ideal choice for families, retirees, and everyone in between.

Windsor Cay boasts a variety of elegant single-family homes, each thoughtfully designed with spacious layouts and contemporary finishes. The community is characterized by its lush landscaping and serene surroundings, providing residents with a peaceful retreat from the hustle and bustle of everyday life. With a range of amenities, including a sparkling swimming pool, playgrounds, and walking trails, Windsor Cay is perfect for outdoor enthusiasts and families looking to create lasting memories.

Location is key, and Windsor Cay excels in this regard. Situated just minutes away from the vibrant downtown Clermont, residents can enjoy an array of shopping, dining, and entertainment options. The area is also conveniently located near major highways, making commutes to nearby cities such as Orlando a breeze. For those who love the outdoors, Clermont is known for its stunning lakes, parks, and recreational activities, including hiking, biking, and boating.

As a community that values connection, Windsor Cay fosters a friendly atmosphere where neighbors become friends. Whether you’re hosting a barbecue in your backyard or enjoying a leisurely stroll through the neighborhood, you’ll find that Windsor Cay is more than just a place to live; it’s a place to call home. Come discover the charm and warmth of Windsor Cay today!

Newest Listings in Windsor Cay

1287 Blue Paradise Way, Clermont
$670,000
5 Beds ⋅ 5 Baths ⋅ O6445133 MLS ⋅ Na BLDG.
Welcome to this beautifully designed two-story home located in the desirable Windsor Cay Resort community in Clermont. Built in 2024, this impressive 5-bedroom, 4.5-bath residence features approximately 2,281 square feet of thoughtfully designed living space, combining comfort, style, and functionality. The open-concept floor plan creates a bright and inviting atmosphere, with spacious living and dining areas that flow seamlessly into the kitchen—perfect for entertaining family and guests. Generously sized bedrooms provide comfortable accommodations, while the home's modern design and finishes create a fresh, contemporary feel throughout. Step outside and enjoy your own private pool, an ideal setting for relaxing in the Florida sunshine after a day enjoying Central Florida's many attractions. Located within the resort-style Windsor Cay community, residents and guests can enjoy convenient access to community amenities designed for recreation, relaxation, and entertainment. The property is ideally positioned near US Highway 27, with convenient access to major roadways, shopping, supermarkets, restaurants, entertainment, golf, and the world-famous attractions of the Orlando area. Walt Disney World and other Central Florida destinations are within convenient driving distance. Whether you're looking for a Florida getaway, vacation property, investment opportunity, or a place to enjoy the Central Florida lifestyle, this beautifully maintained home combines an excellent location with resort-style living and plenty of space for family and guests. Schedule your private showing and experience everything this exceptional property has to enjoy!

1287 Blue Paradise Way, Clermont
1286 Shoreside Street, Clermont
$599,000
5 Beds ⋅ 5 Baths ⋅ O6445146 MLS ⋅ N/A BLDG.
Welcome to this beautiful two-story, five-bedroom, four-and-a-half-bathroom vacation home located in the desirable gated community of Windsor Cay Resort. Built in 2024, this spacious residence features a bright, open-concept floor plan designed for comfortable living and entertaining. The property is ideal as a primary residence, second home, or short-term rental investment. Windsor Cay Resort provides outstanding amenities, including a clubhouse, resort-style pool, lazy river, fitness center, arcade, miniature golf, sports courts, and more. Conveniently located near US-27, shopping, dining, supermarkets, and Central Florida’s world-famous theme parks. An excellent opportunity to own a home in one of Clermont’s newest resort communities.

1286 Shoreside Street, Clermont
16276 Saint Martin Street, Clermont
$1,299,000
10 Beds ⋅ 8 Baths ⋅ O6425429 MLS
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
16205 Saint Kitts Circle, Clermont
$770,000
5 Beds ⋅ 6 Baths ⋅ S5153317 MLS
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
1256 Blue Paradise Drive, Clermont
$685,000
5 Beds ⋅ 5 Baths ⋅ S5149536 MLS ⋅ Na BLDG.
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
1293 Emerald Row Street, Clermont
$799,000
6 Beds ⋅ 5 Baths ⋅ O6399028 MLS ⋅ Pulte BLDG.
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
1261 Emerald Row Street, Clermont
$885,000
7 Beds ⋅ 6 Baths ⋅ O6376027 MLS
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
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