Westside Homes for Sale

Westside Homes for Sale

Welcome to Westside, a vibrant and welcoming subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This charming community is perfect for those seeking a balance of suburban tranquility and convenient access to urban amenities. Westside boasts a friendly atmosphere, where neighbors become friends and families create lasting memories.

The subdivision features a diverse selection of homes for sale, catering to various lifestyles and preferences. Whether you're searching for a cozy single-family home or a modern townhome, Westside offers options that suit every taste and budget. Many of the residences are designed with open floor plans, spacious backyards, and contemporary finishes, ensuring you find a space that feels just right for you.

One of the standout features of Westside is its prime location. Residents can enjoy easy access to major highways, making commuting a breeze. The vibrant attractions of Kissimmee, including world-renowned theme parks, shopping centers, and dining options, are just a short drive away. For outdoor enthusiasts, the nearby parks and recreational areas provide ample opportunities for hiking, biking, and enjoying Florida's beautiful weather.

In Westside, you’ll find more than just a house; you’ll discover a community that embraces a lifestyle of comfort and connection. Explore the homes for sale today and take the first step towards making Westside your new home sweet home! Whether you’re a first-time buyer or looking to invest, this subdivision is an opportunity you won’t want to miss.

Newest Westside Homes for Sale

2598 Enterprise Osteen Road, Osteen
$495,000
3 Beds ⋅ 2 Baths ⋅ Westside SubDv. ⋅ 32764 Zip Code
Virtually Staged. LISTING PRICE REDUCED TO SELL NOW!! This exceptional, custom-built home stands in a class of its own. The property features brand-new textured ceilings and walls, complemented by fresh paint throughout. The upgraded kitchen is a chef's delight, boasting all-wood, soft-close cabinetry, two lazy Susans, a deep sink, premium stone countertops, an expansive pantry, and modern recessed lighting. A convenient snack bar adjacent to the dining room leads through sliding glass doors to a covered patio, perfect for grilling and outdoor relaxation. The upstairs primary suite includes private balcony access, offering scenic views of the expansive backyard and mature oak trees. The home’s interior is highlighted by a stunning stone fireplace, making this two-story residence a true standout. Situated on approximately 2.5 acres, this property offers significant potential with its partially cleared landscape. Additional features include city water, a septic system, a metal roof installed in December 2025, an RV pad with hookups, and a newly installed driveway. This property is zoned for horses and livestock, with ample space for trucks and equipment. Huge Oversized Garage with ample room for toys and tools! A survey is available in the office; this unique property is a must-see.

2598 Enterprise Osteen Road, Osteen
2784 Roccella Court, Kissimmee
$529,000
5 Beds ⋅ 5 Baths ⋅ Westside SubDv. ⋅ 34747 Zip Code
Located in the highly sought-after community of Tuscany at Westside, this beautifully maintained 5-bedroom, 5-bathroom pool home offers the perfect blend of privacy, convenience, and income potential. Nestled on a cul-de-sac with no rear neighbors and serene conservation views, this fully furnished home features an open floor plan, spacious kitchen with breakfast bar, and a screened-in private pool—ideal for entertaining or relaxing. Zoned for short-term rentals and situated just minutes from Walt Disney World, Margaritaville Resort, and Sunset Walk, the location is ideal for vacationers or year-round residents. Whether you're seeking a primary residence, second home, or an income-producing investment, this move-in-ready home checks every box!

2784 Roccella Court, Kissimmee
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