Windsor/Westside-Ph 3 Real Estate

Windsor/Westside-Ph 3 Real Estate

Welcome to Windsor/Westside Phase 3, a vibrant and enchanting subdivision nestled in the heart of Kissimmee, Florida, within picturesque Osceola County. This community offers a perfect blend of modern living and serene surroundings, making it an ideal choice for families, retirees, and everyone in between.

Windsor/Westside Phase 3 boasts an array of stunning homes designed with contemporary aesthetics and thoughtful layouts. Each residence is crafted to provide comfort and style, ensuring that you feel right at home from the moment you step inside. With spacious interiors and beautiful outdoor areas, these homes are perfect for entertaining friends or enjoying quiet family evenings.

The community itself is a haven for leisure and recreation. Residents can take advantage of top-notch amenities, including a sparkling resort-style pool, a state-of-the-art fitness center, and well-maintained walking trails. The community clubhouse serves as a social hub, where neighbors can gather for events and activities, fostering a strong sense of camaraderie and belonging.

One of the standout features of Windsor/Westside Phase 3 is its prime location. Just a short drive away, you’ll find world-renowned attractions such as Walt Disney World, Universal Studios, and a plethora of shopping and dining options. The nearby Kissimmee Lakefront Park offers stunning views and outdoor activities, making it easy to embrace Florida’s natural beauty.

Experience the charm and convenience of Windsor/Westside Phase 3, where your dream home awaits in a community designed for a vibrant lifestyle. Come and discover the perfect place to call home!

Newest Listings in Windsor/Westside-Ph 3

5 Beds ⋅ 5 Baths ⋅ Windsor/Westside-Ph 3 SubDv. ⋅ 34747 Zip Code

This beautifully furnished 5-bedroom, 4.5-bath townhouse offers an exceptional investment opportunity just minutes from Walt Disney World. Located in the highly desirable Windsor at Westside Resort—one of Orlando’s premier short-term rental communities—this home is designed to impress guests and maximize rental income. The property features a professionally curated furniture package, high-end décor, and luxurious finishes throughout. The fully equipped chef’s kitchen opens to a spacious dining area and comfortable family room, creating an ideal layout for entertaining and hosting large groups. With generous bedroom suites and stylish living spaces, this home delivers both comfort and convenience for vacationers. Windsor at Westside provides world-class resort amenities, including an impressive clubhouse with guest check-in, a fitness center, resort-style pool with lazy river, splash zone, indoor/outdoor restaurant and bar, outdoor firepit, sports courts, and a playground. The community’s strong reputation and extensive amenities make it a top choice for visitors seeking a high-quality vacation experience. Whether you’re looking for a personal getaway or a high-performing short-term rental, this property offers the perfect blend of luxury, location, and income potential in one of Central Florida’s most sought-after resort communities.

2407 Dubai Street, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Windsor/Westside-Ph 3 SubDv. ⋅ 34747 Zip Code

***We have bookings - great investment opportunity!!! This beautiful townhouse at 8929 Sydney Ave in Kissimmee, FL is ready for immediate occupancy and offers exceptional value in this desirable location. Situated in the heart of Kissimmee, you'll enjoy easy access to world-famous theme parks, shopping centers, restaurants, and major roadways. This impressive 2,263 square foot home features five spacious bedrooms and four and a half bathrooms, perfect for families of all sizes. The open floor plan creates a seamless flow throughout the main living areas, enhanced by soaring high ceilings that add to the sense of space and elegance. The kitchen showcases beautiful granite countertops and modern stainless steel appliances, making meal preparation a pleasure. Hard flooring extends throughout the main living areas, while the bedrooms feature comfortable carpeting. Ceiling fans are installed throughout the home for year-round comfort. The second floor includes a versatile loft area that can serve as a home office, playroom, or additional entertainment space. Step outside to your private oasis featuring a screened-in back porch overlooking a sparkling pool – perfect for Florida's sunny climate. The welcoming front porch adds charm and curb appeal. This move-in ready townhouse combines comfort, style, and convenience in one of Central Florida's most sought-after areas. With theme parks, shopping, dining, and major highways just minutes away, you'll have everything you need within easy reach. Don't miss this opportunity to own a piece of the Florida lifestyle in this well-appointed home.

8929 Sydney Avenue, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Windsor/Westside-Ph 3 SubDv. ⋅ 34747 Zip Code

Step into this stunning and beautifully furnished 5-bedroom, 4-bathroom townhome nestled within an exclusive resort-style community. Designed with comfort and style in mind, this spacious home offers a modern layout perfect for families. Enjoy your own private pool, ideal for relaxing afternoons or entertaining in the Florida sun. The community itself is rich with amenities, including clubhouse access, fitness facilities, resort-style pools, sports courts, playgrounds, and more—ensuring there’s something for everyone to enjoy. Don't miss out on this great opportunitiy! Tour this amazing property today!

8944 Sydney Avenue, 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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