Windsor/Westside Ph 1 Homes for Sale

Welcome to Windsor/Westside Phase 1, a picturesque subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming community is designed for those who seek a blend of luxury and comfort, making it an ideal destination for families, retirees, and everyone in between.

Windsor/Westside Phase 1 boasts an array of stunning homes for sale, each thoughtfully designed to cater to modern living. With spacious floor plans, contemporary finishes, and ample outdoor space, these residences are perfect for entertaining or simply enjoying a peaceful evening at home. Many properties feature private pools, gourmet kitchens, and expansive living areas that seamlessly connect to outdoor patios, inviting you to soak up the beautiful Florida sunshine.

The community itself is rich in amenities, offering residents access to a resort-style clubhouse, a sparkling swimming pool, and recreational facilities that include sports courts and playgrounds. The lush landscaping and well-maintained common areas create a welcoming atmosphere that encourages neighbors to connect and enjoy the outdoors.

Situated just minutes away from world-renowned attractions like Walt Disney World and Universal Studios, Windsor/Westside Phase 1 is perfect for those who appreciate the excitement of theme parks while still enjoying the tranquility of suburban living. Additionally, with convenient access to shopping, dining, and top-rated schools, this area truly has it all.

Explore the homes for sale in Windsor/Westside Phase 1 today, and discover your dream home in this enchanting Kissimmee community!

Newest Windsor/Westside Ph 1 Homes for Sale

$535,000

6 Beds ⋅ 5 Baths ⋅ O6422947 MLS

Welcome to your dream investment property in the highly desirable Windsor at West Side Resort, one of Central Florida’s most sought-after vacation destinations. This spacious 6-bedroom, 4.5-bath luxury home is designed for comfort, style, and unforgettable guest experiences—making it a top performer for short-term rentals. This property stands out with its new premium vinyl flooring, offering a modern look, enhanced durability, and easy maintenance—perfect for high-traffic rental use. 6 spacious bedrooms, including themed rooms ideal for family and friends. 4.5 stylish bathrooms with contemporary finishes. Brand-new luxury vinyl plank flooring throughout, new solar panel, new AC unit and new washer and dryer. Open-concept living and dining space designed for entertaining. Fully equipped gourmet kitchen with stainless steel appliances. Private screened-in pool & spa wand covered lanai. Game room for extra entertainment. Professionally furnished and turnkey for immediate rental income.

8913 Rhodes Street, Kissimmee

Listing courtesy of ALLIANCE REAL ESTATE GROUP. agent@alliancerealestategroup.com

$739,999

8 Beds ⋅ 6 Baths ⋅ O6404659 MLS

Turnkey investment opportunity in a highly sought-after resort-style community just minutes from Disney World! This fully furnished home is a heavily booked short-term rental with strong income potential and future bookings in place. Designed to stand out, the property features themed rooms including a Frozen-inspired bedroom and a Star Wars-themed room with immersive LED lighting, creating a memorable guest experience that drives repeat bookings. The garage has been professionally converted into a game room, perfect for entertainment and maximizing rental appeal. Recent updates include new vinyl flooring in the loft, adding a fresh, modern touch to the living space. The open layout, spacious bedrooms, and private accommodations make this home ideal for large groups and vacationing families. Located just minutes from world-class attractions, dining, and shopping, this property offers both a fantastic personal getaway and a income-producing asset. Bookings, financials, and rental history available upon request!

8887 Menton Loop, Kissimmee

Listing courtesy of SPECTRUM GLOBAL REALTY, INC. 407-770-0067

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