Windsor/Westside-Ph 2a Homes with Clubhouse Community Features

Windsor/Westside-Ph 2a Homes with Clubhouse Community Features

Welcome to Windsor/Westside Phase 2A, a vibrant and inviting subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This charming community embodies the perfect blend of modern living and serene surroundings, making it an ideal choice for families, retirees, and everyone in between.

Windsor/Westside Phase 2A boasts a stunning array of homes designed with style and comfort in mind. Each residence features spacious layouts, contemporary finishes, and ample outdoor space, creating the perfect environment for relaxation and entertainment. Whether you’re looking for a cozy single-family home or a larger property to accommodate your growing family, you’ll find a variety of options that cater to your unique needs.

One of the highlights of this community is its exceptional clubhouse, a hub of activity and social engagement. Residents enjoy access to a range of amenities, including a sparkling swimming pool, fitness center, and recreational areas, providing endless opportunities for leisure and connection. The clubhouse is not just a place to unwind; it’s where neighbors become friends, and memories are made.

Located just minutes from the enchanting attractions of Orlando and the beautiful landscapes of Central Florida, Windsor/Westside Phase 2A offers the perfect balance of convenience and tranquility. With nearby shopping, dining, and outdoor activities, you’ll have everything you need right at your fingertips.

Experience the charm of Windsor/Westside Phase 2A, where a welcoming community and beautiful homes await you. Make this enchanting neighborhood your new home today!

Newest Windsor/Westside-Ph 2a Homes with Clubhouse Community Features

7 Beds ⋅ 6 Baths ⋅ Windsor/Westside-Ph 2a SubDv. ⋅ 34747 Zip Code

Price Improvement!! Welcome to your dream vacation retreat in the highly sought-after Windsor at Westside Resort! This stunning 7-bedroom, 5.5-bath pool home is professionally furnished, beautifully decorated, and completely turnkey—offering everything you need for a successful vacation rental investment, a family getaway, or the perfect combination of both. From the moment you step inside, you'll appreciate the spacious open-concept layout designed for entertaining and relaxation. The fully stocked kitchen features granite countertops, abundant cabinetry, and a large island overlooking the expansive living and dining areas, making it easy to gather with family and friends after a day of fun at the parks. The first-floor primary suite offers a private retreat with direct access to the pool area through the ensuite bathroom—a thoughtful feature that's perfect after an afternoon swim. Step outside and discover your own private oasis, complete with a sparkling screened pool, relaxing hot tub, covered lanai, and the added benefit of no rear neighbors, providing a peaceful setting to enjoy the Florida sunshine year-round. Upstairs, a spacious loft serves as the ultimate entertainment hub, featuring a large-screen viewing area ideal for movie nights, gaming tournaments, or simply unwinding after an exciting day of adventure. The thoughtfully designed split-bedroom floor plan offers plenty of room for multiple families and guests, including two additional ensuite bedrooms and four beautifully themed and/or decorated guest rooms that add an extra touch of magic and fun to every stay. Located within the guard-gated Windsor at Westside Resort, owners and guests enjoy access to world-class amenities centered around the impressive 8,000-square-foot clubhouse. Enjoy dining and drinks at Tu Casa Bar & Lounge, grab essentials at the market and deli, challenge friends in the video arcade, or stay active in the fitness center. Outside, the resort truly shines with its spectacular zero-entry pool, lazy river, water playground with slides, cabanas, tiki bar, volleyball court, and playground. Even better, the HOA includes lawn care and daily valet garbage service, allowing you to spend more time enjoying the resort lifestyle and less time worrying about maintenance. Whether you're searching for a high-performing vacation rental, a second home near Disney, or a luxury retreat for family and friends, this exceptional property checks every box. Just minutes from Walt Disney World, shopping, dining, golf, and Orlando's world-famous attractions, this is your opportunity to own a piece of paradise in one of Central Florida's premier vacation home communities. Schedule your private showing today and experience the Windsor at Westside lifestyle for yourself!

1881 Nice Court, Kissimmee

7 Beds ⋅ 6 Baths ⋅ Windsor/Westside-Ph 2a SubDv. ⋅ 34747 Zip Code

Welcome to this beautiful 7 Bed/ 5.5 Bath luxury vacation/investment home with WATERVIEW, nested in one of the most popular resort in Orlando: Windsor at Westside. This Turnkey vacation home comes with high end furnitures and professionally decorated and can easily accommodate up to 15 guests. Some great features of this house include spacious family/dining room combo, variety of game tables in the garage and upstair loft, spacious private pool/hot spa area in screened patio, which make it perfect for family and friends to gather for entertainment. Open kitchen is equipped with high-end cabinetry, granite countertops, and stainless-steel appliances. Spacious master suites on both floors are available to provide more comfort and privacy for owners and guests. The Windsor at Westside Resort provides massive amenities, including 8,000 square feet resort-style clubhouse, resort-style heated pool and spa, wireless internet on the pool deck, lazy river, recreation center, poolside cabana, playground, volleyball, tennis, basketball, game room, restaurant, bar, relaxing lounge area with indoor/outdoor fireplace, TVs and much more... This community is also in close proximity from Disney World and other attractions, like Universal Studios, Sea World, Golf courses, and Shopping Centers.Come check out this luxury and low maintenance vacation home before it slip away. Schedule a private showing today.

1627 Lima Ave, Kissimmee

7 Beds ⋅ 6 Baths ⋅ Windsor/Westside-Ph 2a SubDv. ⋅ 34747 Zip Code

New Price! Luxurious 7-Bed, 5.5-Bath Retreat in Windsor at Westside! Nestled on a premium lot in the coveted Windsor at Westside gated community, this fully furnished 7-bedroom, 5.5-bathroom home is perfect for vacations, primary living, or investment, just minutes from Disney. Enjoy a spacious open floor plan with owner’s suites on both floors, a gourmet kitchen featuring stainless steel appliances, 42-inch dark wood cabinets, stone countertops, and a large breakfast bar. The living room seamlessly connects to a vast covered lanai and heated pool with a soothing spa, overlooking a serene conservation area, perfect for soaking up Florida’s sunshine and stunning sunsets. Residents gain access to resort-style amenities, including a clubhouse, heated pool, lazy river, water playground, fitness center, sports courts, games room, on-site store, restaurant, and bar.

1724 Lima Ave, Kissimmee

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Uno Sorlie | Broker & Founder of HopKey Realty Orlando

Uno Sorlie is the Broker and Founder of HopKey Realty, a full-service real estate company focused on helping clients buy and sell homes across Central Florida. Originally from Norway, Uno moved to the U.S. in 2008 and quickly established himself in the real estate industry through hard work, deep market knowledge, and a passion for client service. Uno began his career in property management, overseeing vacation rentals throughout the Orlando area. By 2012, he transitioned into real estate sales, specializing in the same vacation and second homes he had been managing for years. This background gave him a unique perspective on both the investment side and the emotional side of homeownership — a combination that continues to benefit his clients today. Over the years, Uno has helped countless buyers, sellers, and investors navigate the Central Florida market with clarity and confidence. His hands-on experience with vacation homes, short-term rentals, and relocation clients allows him to provide strategic insight across a wide range of transactions. Uno is known for his transparent communication, calm demeanor, and commitment to doing what’s best for his clients — always. When he’s not working with buyers and sellers, Uno enjoys spending time with his family, traveling between Norway and Florida, and studying shifts in both U.S. and international real estate trends. Contact Uno today

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Mike Dudley | Orlando Realtor® at HopKey Realty

Mike Dudley brings nearly two decades of international real estate experience to HopKey Realty. His journey began in 2005 with his family’s business, Florida Villas Sales & Rentals, based in the UK, where he worked with British and European buyers and sellers seeking vacation and investment properties in Florida. In 2009, Mike and his family relocated their business to Central Florida, establishing a transatlantic presence with teams operating in both the U.S. and UK. Following the 2008 market crash, Mike founded the Dudley Elite Team, an international group specializing in residential properties and Disney-area short-term vacation rentals. His global network has connected him with clients from Colombia, Brazil, China, Canada, Europe, and across the U.S. Throughout his career, Mike has partnered with top brokerages across South and Central Florida and consistently ranked among the region’s top-producing agents. He was named one of Orlando’s Top 35 Agents Under 35 in 2020 and earned the ORRA YPN 20 Under 40 Rising Stars in Real Estate award in 2021. In 2023, he was recognized in the Top 1% of agents in Central Florida. Now a proud member of HopKey Realty, Mike continues to bring unmatched global perspective, negotiation expertise, and dedication to every client relationship — whether they’re right here in Florida or halfway around the world. Contact Mike today

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Amelia Ali | Orlando Realtor® at HopKey Realty

Amelia became a licensed Realtor® in 2023 and has quickly built a reputation for serving both buyers and sellers across Central Florida with professionalism and care. With over 11 years of experience as a Mortgage Loan Processor, she brings a deep understanding of the lending side of real estate—a perspective that allows her to expertly guide clients through every step of the home financing process. Her background gives her clients a distinct advantage in today’s competitive market, helping them navigate complex procedures with confidence and clarity. Whether you're buying your first home or selling your fifth, Amelia is committed to making the experience as smooth and stress-free as possible. Contact Amelia today

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