Windsor Cay Single Family Homes For Sale in Clermont - 17 homes

Remarks: 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.**

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Patricia Zimath, Llc (321-318-1050)

Remarks: 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.

Listing is courtesy of: PRISTINE INTERNATIONAL REALTY LLC (407-286-3846)

Listing Agent: Silvia Fumagalli, Pa (407-535-5564)

Remarks: 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.

Listing is courtesy of: INTEREALTY SERVICE (626-328-8535)

Listing Agent: Emma Yue (626-328-8535)

Remarks: 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.

Listing is courtesy of: RE/MAX HERITAGE (863-424-2309)

Listing Agent: Gene May Sandobal (321-559-9448)

Remarks: 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.

Listing is courtesy of: THE CAVALIERI GROUP REALTY LLC (954-257-5973)

Listing Agent: Daniel Valencia (305-331-6991)

Remarks: Under Construction. Windsor Cay Resort is the perfect choice for your brand-new vacation home or zoned short-term rental with up to 10 bedrooms. With a location that can't be beaten near Orlando's world-class attractions, ample shopping, dining and entertainment. Plus, resort-style amenities the whole family will love including a lazy river, 9-hole mini-golf, arcade, fitness, sports courts, and more!

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)

Remarks: Under Construction. Windsor Cay Resort is the perfect choice for your brand-new vacation home or zoned short-term rental with up to 10 bedrooms. With a location that can't be beaten near Orlando's world-class attractions, ample shopping, dining and entertainment. Plus, resort-style amenities the whole family will love including a lazy river, 9-hole mini-golf, arcade, fitness, sports courts, and more!

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)

Remarks: Pre-Construction. To be built. Windsor Cay Resort is the perfect choice for your brand-new vacation home or zoned short-term rental with up to 10 bedrooms. With a location that can't be beaten near Orlando's world-class attractions, ample shopping, dining and entertainment. Plus, resort-style amenities the whole family will love including a lazy river, 9-hole mini-golf, arcade, fitness, sports courts, and more!

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)

Remarks: 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.

Listing is courtesy of: GROUND LEVEL GROUP (407-496-6474)

Listing Agent: Marcio Teixeira (407-929-6170)

Remarks: Welcome to 16248 Saint Martin Street in the highly sought-after Windsor Cay community of Clermont. This stunning 2024 home offers 10 bedrooms and 8 bathrooms across more than 4,300 square feet, designed for comfort, style, and entertainment. Inside, enjoy an open floorplan with spacious living areas, a modern kitchen, and multiple Disney-themed bedrooms. The home also features a dedicated game room, a home cinema, and a custom-built slide, creating the ultimate fun-filled retreat. Step outside to your private pool with spa, complete with a child safety fence and a covered lanai, perfect for relaxing or entertaining. Solid brick and concrete construction, a two-car garage, and thoughtfully designed living spaces combine durability with luxury. Located just minutes from world-class attractions including Walt Disney World, Universal Orlando, and SeaWorld, as well as shopping, dining, and golf, this home offers a perfect blend of resort-style living and family-friendly adventure.

Listing is courtesy of: PRISTINE INTERNATIONAL REALTY LLC (407-286-3846)

Listing Agent: Juliana Garcia Moraes (407-721-2442)

Remarks: 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.

Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (305-361-5722)

Listing Agent: Emily Bastos Porto (407-969-9830)

Remarks: Welcome to your new investment Home. This property offers comfort, functionality, and a great layout—perfect for those seeking quality living in Central Florida.The home features spacious and well-lit living areas, including a cozy living room and a modern kitchen with ample storage, seamlessly connected to the main living space. The bedrooms are generously sized, providing comfort and privacy, while the primary suite stands out with a relaxing atmosphere and a private bathroom. Enjoy a pleasant outdoor area, ideal for entertaining family and friends. Located in a community with resort-style amenities, including gated security, pool, fitness center, and recreational areas, with easy access to Disney Theme parks, major highways, shopping, dining, and Airport. A great opportunity for homeowners or investors alike!

Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)

Listing Agent: Paulo Goncalves Ferreira (407-818-0717)

Remarks: Beautiful home located in a growing and highly desirable area of Clermont! This property offers a perfect combination of comfort, space, and functionality, ideal for investors. The home features spacious living areas filled with natural light, along with a well-designed kitchen offering ample cabinetry and great flow into the main living and dining spaces. The bedrooms are generously sized, providing comfort and flexibility, while the primary suite offers a private retreat with its own bathroom. Enjoy the outdoor space, perfect for relaxing or entertaining, with room to create your own backyard oasis. Conveniently located near shopping, dining, major highways, and top-rated schools, making daily living easy and accessible. A fantastic opportunity to own a home in one of Central Florida’s fastest-growing areas!

Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)

Listing Agent: Paulo Goncalves Ferreira (407-818-0717)

Remarks: This stunning brand-new 2024 Custom Clearwater Grand 10-bedroom floor plan is located in the exclusive Windsor Cay Resort community, fully zoned for short-term rentals and ideal as a luxury vacation home or high-performing investment. Featuring all available builder upgrades, the home showcases extraordinary custom themes and hand-painted murals crafted by the artists behind Epic Universe, using amusement park-grade materials and glow-in-the-dark special effects for an immersive experience day or night. Spanning 4,382 sq ft of open-concept living across two stories, this customized enlarged floor plan comfortably accommodates 28+ guests. Positioned on a premium oversized 7,500 sq ft lot with no rear neighbors, the property offers enhanced privacy, open views, and direct nightly Disney fireworks views from the backyard a rare and unforgettable feature. The fully screened backyard retreat includes privacy screens, a heated pool and spa with custom lighting, and an expansive AVATAR-themed outdoor entertainment area. Enjoy a premium outdoor movie theater, integrated recreation space with volleyball, basketball hoop, foosball, and Mega Connect 4, plus covered dining, lounge seating, outdoor TV, and optional BBQ setup. A dedicated, fully stocked popcorn bar enhances the theater experience, complete with a commercial-grade popcorn machine, flavor shakers, serving bowls, and supplies perfect for movie nights indoors or under the stars. Inside, two custom-themed game rooms elevate the entertainment experience. The TRON-inspired arcade features a one-of-a-kind custom 360° rotation TRON Legacy replica Virtual Reality racing simulator built exclusively for this home, along with arcade cabinet, Nintendo Switch, air hockey, and immersive neon lighting. The FANTASIA-themed loft offers a pool table, 65” Roku TV, massage chair, board games, and social media wall. Top Income producing potential, positioning this property among the top-performing homes based on comparable rental data and forward booking trends. offering immediate income potential. Windsor Cay allows up to 90 days/year of owner or guest personal occupancy, providing exceptional flexibility for personal enjoyment while maximizing rental performance. Windsor Cay Resort amenities include a resort-style clubhouse, lazy river, water slides, splash park, fitness center, arcade, sports courts, and mini-golf. Located approximately 8 miles to Walt Disney World and minutes to Universal Orlando (including Epic Universe), SeaWorld, Orlando International Airport, major highways, shopping, and dining. This exceptional new construction blends luxury, privacy, rare custom theming, and elite investment performance into a true standout opportunity.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Terra Buckley Pa (954-294-4940)

Remarks: Windsor Cay Resort is the perfect choice for your brand-new vacation home or zoned short-term rental with up to 10 bedrooms. With a location that can't be beaten near Orlando's world-class attractions, ample shopping, dining and entertainment. Plus, resort-style amenities the whole family will love including a lazy river, 9-hole mini-golf, arcade, fitness, sports courts, and more!

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)

Remarks: Strong short-term rental performance with consistent bookings. Fully furnished 8-bedroom, 6-bathroom home located in the desirable Windsor Cay community, currently used as a short-term rental property. Designed with space, comfort, and functionality in mind, this home features a spacious open-concept layout with seamless flow between the living, dining, and kitchen areas, ideal for hosting large groups. The main living area includes custom built-in cabinetry and an expansive seating arrangement, creating a comfortable and practical space for everyday use and guest stays. A combination of themed and traditional bedrooms have broad appeal. Themed rooms include Harry Potter, Star Wars, Minions, and Frozen, providing a unique experience, while the additional bedrooms has a more neutral and relaxing environment. The home also features a LEGO-themed loft, adding an additional gathering and entertainment space, along with a Mario-themed game room designed for extra enjoyment. Outdoor features include a private pool and patio area, ideal for enjoying Florida’s year-round weather. This property is fully furnished and ready for immediate use. Suitable for short-term rental, personal vacation use, or a combination of both. Rental history available upon request.

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Gabriela Pereira Madeira (305-409-6560)

Remarks: Exceptional 8-bedroom pool home located in the highly desirable Windsor Cay Resort community. This spacious, well-designed property offers an ideal combination of comfort, functionality, and strong short-term rental potential. The home features an impeccable open-concept living and dining area, perfect for entertaining and accommodating large groups. The floor plan is thoughtfully designed with generous living space throughout. The property includes a mix of traditional bedrooms and themed rooms, creating a unique and memorable experience for guests. The first floor offers two bedrooms, including a Harry Potter themed bedroom and a spacious primary bedroom suite. Upstairs features multiple themed bedrooms, including Princess, Toy Story, and Jurassic Park themed rooms, along with additional traditional bedrooms. The second floor also includes a loft area with a Super Mario theme, ideal for entertainment or gaming space. The private pool area provides the perfect outdoor space to relax and enjoy Florida living. Residents and guests enjoy access to Windsor Cay Resort’s clubhouse, featuring resort-style amenities designed to enhance the vacation experience and maximize rental appeal. Excellent opportunity for short-term rental investment or personal vacation use in one of Central Florida’s newest resort-style communities.

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Gabriela Pereira Madeira (305-409-6560)