Westside Cay Homes with Trees/Woods View

Westside Cay Homes with Trees/Woods View

Welcome to Westside Cay, a hidden gem nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This charming subdivision offers a unique blend of modern living and natural beauty, making it an ideal choice for families, retirees, and anyone seeking a tranquil retreat.

One of the standout features of Westside Cay is its stunning homes, many of which boast picturesque views of lush trees and serene woodlands. Imagine waking up each morning to the gentle rustle of leaves and the soothing sounds of nature right outside your window. These homes are designed to harmonize with their surroundings, providing a peaceful ambiance that invites relaxation and rejuvenation.

The community offers a range of thoughtfully designed residences, each equipped with modern amenities and spacious layouts, perfect for entertaining guests or enjoying quiet evenings at home. With tree-lined streets and well-maintained landscaping, Westside Cay exudes warmth and charm, creating a welcoming atmosphere for all who visit.

Location is key, and Westside Cay is conveniently situated just minutes away from Kissimmee’s vibrant downtown, where you can explore an array of dining, shopping, and entertainment options. Additionally, the community is in close proximity to world-renowned attractions, including Walt Disney World and Universal Studios, making it a perfect base for those who enjoy the excitement of theme parks.

Discover the enchanting lifestyle that Westside Cay has to offer, where every day feels like a vacation surrounded by nature's beauty. Your dream home awaits in this idyllic community!

Newest Westside Cay Homes with Trees/Woods View

2591 Santorini Divide, Kissimmee
$595,000
5 Beds ⋅ 5 Baths ⋅ Westside Cay SubDv. ⋅ 34747 Zip Code
Fully upgraded from floor to ceiling, this luxury townhome blends contemporary elegance with high-end functionality — designed specifically for short-term rental success. Located in the exclusive Doppio Westside community in Kissimmee, just 15 minutes from Walt Disney World, this 5-bedroom, 4.5-bath home features an open-concept layout with spacious integrated living, dining, and kitchen areas that flow seamlessly to your own private heated pool. The kitchen is a showstopper with two oversized islands, Level 5 quartz countertops, designer backsplash, slatted wood detail, and Whirlpool stainless steel appliances. All cabinetry throughout the home includes soft-close features and matte hardware for a sleek, modern finish. Each of the five bedrooms is designed with comfort and rental flexibility in mind — including four full en-suites and one located on the first floor. The bathrooms are finished with high-end porcelain tile, glass shower enclosures, built-in niches, and vessel sinks in select locations. Luxury vinyl plank flooring runs throughout the entire home — no carpet anywhere — and 5.5" square baseboards give a clean, elevated look. Additional features include PVC windows, a smart front door lock, a lockable owner’s closet, a hybrid water heater, thermostat, and 2 Car Parking Spot. Construction is full concrete block, including second floor, with an insulated "sandwich" roof system and rubber membrane roofing designed for durability and energy efficiency. Located within a gated community, Doppio Westside offers resort-style amenities such as a lagoon-style pool, full-service restaurant, clubhouse with front desk concierge, fitness center, playground, convention center, and EV charging stations — all exclusively zoned for short-term rental with no public school restrictions. Don't miss this opportunity to invest in one of Central Florida’s most unique STR communities — fully upgraded as standard, and built with both guest experience and investor return in mind.

2591 Santorini Divide, Kissimmee

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