Windsor/Westside-Ph 3 Real Estate

Windsor/Westside-Ph 3 Real Estate

Welcome to Windsor/Westside Phase 3, an enchanting subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This community is a hidden gem that offers a perfect blend of modern living and serene surroundings, making it an ideal choice for families, retirees, and anyone seeking a tranquil lifestyle.

Windsor/Westside Phase 3 boasts beautifully designed homes that reflect contemporary architecture and thoughtful layouts. Each residence is crafted with comfort in mind, featuring spacious living areas, gourmet kitchens, and private outdoor spaces perfect for entertaining or simply enjoying the stunning Florida sunshine. The community is also known for its well-maintained landscaping and friendly atmosphere, fostering a sense of belonging among residents.

One of the standout features of this subdivision is its array of amenities. Residents can take advantage of the resort-style clubhouse, sparkling swimming pool, fitness center, and recreational areas that promote an active lifestyle. The community is also conveniently located near shopping centers, dining options, and entertainment hubs, ensuring that everything you need is just a stone’s throw away.

For nature enthusiasts, Windsor/Westside Phase 3 is in proximity to beautiful parks and nature trails, providing ample opportunities for outdoor activities. Additionally, its strategic location offers easy access to major highways, making commutes to nearby attractions like Walt Disney World and Universal Studios a breeze.

Discover the charm and convenience of Windsor/Westside Phase 3, where your dream home awaits amidst the warmth of Kissimmee’s community spirit. Come experience the best of Florida living today!

Newest Listings in Windsor/Westside-Ph 3

5 Beds ⋅ 5 Baths ⋅ O6398836 MLS ⋅ 2407 BLDG.

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

Listing courtesy of EXP REALTY LLC. 888-883-8509

5 Beds ⋅ 5 Baths ⋅ O6353549 MLS ⋅ 8929 BLDG.

***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

Listing courtesy of KELLER WILLIAMS REALTY AT THE PARKS. 407-629-4420

5 Beds ⋅ 5 Baths ⋅ O6306929 MLS ⋅ Pulte Homes BLDG.

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

Listing courtesy of GOLDEN KEY REAL ESTATE SOLUTIONS LLC. 407-801-8283

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David Hazellief

David E. Hazellief Broker | CENTURY 21 Hazellief & Prevatt Realty With over 40 years of real estate experience and a lifetime of service to the Okeechobee community, David Hazellief is more than just a broker—he’s a trusted local expert who brings unmatched knowledge, leadership, and dedication to every client relationship. David is a fourth-term Okeechobee County Commissioner, currently serving as Chairman of the Board. His extensive involvement in county planning, housing, and land use gives his clients a unique advantage—especially when it comes to understanding growth patterns, zoning, and investment potential. He’s completed the Florida Association of Counties’ Commissioner Certification Program and serves on numerous local boards, including the Affordable Housing Committee (Chairman), Economic Council of Okeechobee, and the Water Resource Advisory Commission. As owner of Hazellief & Prevatt Realty, H&P Holdings, and Hazellief Family Ranch, David combines deep real estate expertise with a strong agricultural and commercial background. He’s a longtime member of the Okeechobee Chamber of Commerce, Cattleman's Association, Farm Bureau (currently serving as secretary), and the local Board of Realtors. Whether you're buying your first home, expanding your investment portfolio, or looking for acreage, David brings a steady hand, sharp eye, and boots-on-the-ground knowledge to help you make confident decisions. Local roots. Proven leadership. Real results. That’s what you get when you work with David Hazellief.

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Cristie Schmidt

Cristie is a very seasoned Real Estate Agent she brings almost 20 years of Real Estate experience with her. Born in Stuart, Florida this native came from Martin County to Okeechobee County in 1995. She started her Real Estate career in 2008 after the untimely death of her husband. Cristie was the Okeechobee County Board of Realtors Rookie of the year for 2008 and hasn't slowed one iota since. She has been the Top Producer of every office she has worked at since she became licensed. Cristie currently serves as the Vice President of the Okeechobee County Board of Realtors. Cristie also is serving her 4th year on the Board of Directors for Stellar MLS the 3rd largest MLS in the United States. Cristie invites anyone she has met to come see her at her C21 office and anyone she hasn't met please feel free to stop by and introduce yourself, this girl has never met a stranger. Cristie is ready, willing and able to do ALL Real Estate transactions with extensive experience in Residential, short sales, bank owned assets and foreclosures. For honest, relaxed no pressure sales combined with close to 20 years experience call Cristie. Her motto speaks for itself "Doing what I say I will do sometimes more but never less."

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Mark Goodbread

Mark was raised in Okeechobee and graduated from Okeechobee High School in 1985. After graduation from High School Mark attended Texas A&M University to further his education and graduated with a Bachelor of Science degree in Agri-Business in 1992. After graduating college he returned to Okeechobee and worked in the family businesses of a local Real Estate Development Company and the active cattle operation of Goodbread Ranches. Mark has been involved in developing Single Family, Multi-Family and Commercial projects in the area. Mark holds two professional licenses of Florida Licensed General Contractor and Florida Real Estate Broker Associate license. Call Mark as he is over qualified to help you with any type of Real Estate transaction.

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Brad Goodbread

Brad is a Sixth Generation Floridian from a Family of Florida Farmers and Ranchers. He was the President of the Okeechobee High School FFA Chapter his Senior year and Graduated in 1982. After Graduation Brad attended Texas A&M University where he graduated with a Bachelors Degree in Agriculture Economics in 1987 and a Masters Degree in Land Economics Real Estate in 1989. He was a Commercial Real Estate Appraiser in Bryan and Houston, Texas for 6 years before moving back to Florida to help his family in their Ranching and Real Estate Development Businesses. He has been a Licensed Real Estate Salesman since 1988. Recently, he has owned and managed a Trucking Company and is presently in his 3rd term as an elected official as a Commissioner on the Okeechobee County Board of County Commissioners and serves as the 1st Vice Chairman. Brad has also been a Licensed Pilot since 1986.

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