Windsor At Westside Ph 2a Homes with Gated Amenities

Windsor At Westside Ph 2a Homes with Gated Amenities

Welcome to Windsor at Westside Phase 2A, a stunning subdivision nestled in the heart of Kissimmee, Florida, within the beautiful Osceola County. This vibrant community offers a perfect blend of luxury, comfort, and convenience, making it an ideal choice for families, retirees, and anyone looking to embrace the Florida lifestyle.

Windsor at Westside Phase 2A is renowned for its exquisite homes, which are thoughtfully designed to cater to a variety of tastes and preferences. Each residence boasts modern architecture, spacious layouts, and high-end finishes, ensuring that you find the perfect sanctuary to call home. With a range of floor plans available, you can choose a home that fits your lifestyle, whether you're seeking a cozy retreat or a grand family abode.

One of the standout features of this community is its gated amenities, providing residents with a sense of security and exclusivity. The gated entrance not only enhances the safety of the neighborhood but also fosters a welcoming atmosphere where neighbors become friends. Residents can enjoy a wealth of amenities, including a resort-style pool, fitness center, playgrounds, and walking trails, making it easy to stay active and connected with the community.

Located just minutes from the vibrant attractions of Kissimmee and the renowned theme parks of Orlando, Windsor at Westside Phase 2A offers the perfect balance of tranquility and excitement. Experience the charm of Florida living in a community designed with you in mind. Come discover your dream home today!

Newest Windsor At Westside Ph 2a Homes with Gated Amenities

8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code

Enjoy breathtaking pond views and exceptional backyard privacy in this stunning 8-bedroom, 5.5-bathroom home located in the highly sought-after Windsor at Westside community. This fully furnished residence offers the perfect blend of luxury, comfort, and investment potential, ideal as a vacation retreat or a high-performing short-term rental. The spacious open-concept floor plan features expansive living and dining areas, a gourmet kitchen with granite countertops and stainless steel appliances, and two master suites—one conveniently located on each floor for added flexibility. Step outside to your private screened-in pool and spa, where the wide-open pond view creates a peaceful and relaxing setting with no rear neighbors. Inside, the home is tastefully designed with stylish furnishings and quality finishes, creating an inviting space that appeals to a wide range of vacation guests. Residents and guests enjoy access to world-class resort amenities, including a 10,000 sq. ft. clubhouse, resort-style pool with lazy river and splash pad, fitness center, arcade, sports courts, playground, and more. The HOA conveniently includes cable, internet, lawn care, and valet trash service. Perfectly located just minutes from Disney, shopping, dining, and major highways, this turn-key property is truly move-in or rental ready — a rare opportunity you don’t want to miss!

8815 Macapa Drive, Kissimmee

9 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code

Beautiful 9-bedroom,6-bathroom water-front pool home in the highly sought-after Windsor at Westside resort community. Situated on a premium lot with stunning water view, this fully furnished property is perfect as a luxury vacation retreat or a high-performing short-term rental investment. The spacious open-concept layout offers expansive living and dining areas, a gourmet kitchen with granite countertops and stainless steel appliances, and two master suites, one on each floor. Enjoy the Florida lifestyle with your private screened-in pool and hot tub overlooking the pond. This home has been thoughtfully upgraded to enhance the guest experience, including newly installed: *Luxury vinyl plank flooring throughout (no carpet)*, all bedrooms are tastefully decorated with quality furnishings and stylish accents to appeal to a wide range of guests! Resort-style amenities include a 10,000 sq. ft. clubhouse, resort pool with lazy river and splash pad, fitness center, arcade, sports courts, playground, and more. HOA includes cable, internet, lawn care, and valet trash service. Conveniently located just minutes from Disney, shopping, dining, and major highways. This turn-key property is move-in or rental ready—an opportunity you don’t want to miss!

8811 Macapa Drive, Kissimmee

8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code

Welcome to the best of Florida resort life! This 8 bedroom 6 bathroom house has all you can ask for and more! Fully furnished, this home is ready for an immediate occupancy, whether you're seeking an ideal AirBNB/Short-Term Rental or a personal vacation/ winter time residence. Airy and bright, the open-concept floor plan connects the living, dining, and kitchen areas, providing the perfect layout. The sliding doors in the family room area lead you directly to the pool patio area, creating a seamless indoor-outdoor living experience. An oversized heated pool with a jacuzzi and large patio space allows for cookouts, pool parties and watching the sunsets. The first-floor primary suite with a private bathroom and direct access to the lanai provides you a great personal space. An additional first-floor bedroom offers flexibility. Upstairs, there are six more spacious bedrooms and a loft space suitable for movie nights or a play area. Located in the luxurious community of Windsor at Westside, you'll have access to a variety of resort-style amenities, including a grand clubhouse, fitness center, lazy river, and more. Theme parks , beaches and shopping are just a short drive away, you'll have endless entertainment options at your fingertips. The HOA covers cable, internet, lawn care, trash, 24 hr security guard for a smooth and worry free life style. Make your appointment today! Equal Opportunity Housing.

8832 Macapa Drive, Kissimmee

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Brian Scott Smith PA

Before launching his real estate career, Brian Smith spent over a decade in the construction industry, working hands-on with builders throughout Central Florida. That experience gave him an in-depth understanding of the homebuilding process—insight he now brings to his real estate clients, offering a level of expertise that sets him apart from most agents. In 2012, Brian joined his family’s firm, ERA Professional Realty. It was a “sink or swim” environment, and at the time, he wasn’t sure why his parents were so tough on him. Looking back, he’s grateful—they were preparing him for the challenges of a demanding industry, and that foundation shaped the dedicated, knowledgeable agent he is today. Since then, Brian has consistently ranked among the area’s top producers. His success is built on attention to detail, deep market knowledge, and a genuine commitment to client service. He stays current with real estate technology and prides himself on creating a smooth, informed experience for every buyer and seller. Brian has helped countless retirees transition to and from Florida, and he takes particular pride in assisting veterans and seniors through major life changes. In 2015, he was honored as REALTOR® of the Year at ERA Grizzard Real Estate. Today, he continues to list and sell millions of dollars in residential real estate annually and is expanding into commercial properties to serve an even broader range of client needs. A fifth-generation Floridian, Brian was born and raised in Central Florida. His local knowledge runs deep—something clients find to be a true asset when navigating the real estate market. Outside of work, Brian’s greatest pride is being a dad. He enjoys fishing with his son and watching his daughters grow into her own unique spirit. If you’re thinking about making a move, Brian Smith, REALTOR®, is a full-time agent ready to bring hard work, experience, and local expertise to your next real estate transaction.

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