Westside Real Estate

Welcome to Westside, a vibrant subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This charming community offers a perfect blend of suburban tranquility and accessibility to the excitement of nearby attractions.

Westside is known for its family-friendly atmosphere, making it an ideal place for those looking to settle down and create lasting memories. The subdivision features a variety of beautifully designed homes, catering to diverse lifestyles and preferences. Whether you’re searching for a cozy single-family home or a spacious townhouse, Westside has something to suit everyone.

One of the standout features of Westside is its proximity to some of Florida's most beloved attractions. Just a short drive away, you’ll find the magical world of Walt Disney World, the thrilling rides of Universal Studios, and the serene beauty of the Everglades. Additionally, the area boasts an array of shopping, dining, and entertainment options, ensuring that residents have everything they need right at their fingertips.

Nature enthusiasts will appreciate the numerous parks and recreational areas nearby, perfect for outdoor activities like hiking, biking, and picnicking. With year-round sunshine, residents can enjoy Florida's warm climate while taking advantage of the beautiful landscapes that surround them.

In Westside, community spirit thrives as neighbors come together for local events and gatherings. This friendly environment fosters connections, making it easy to meet new friends and build lasting relationships. Come discover the charm of Westside, where your dream home awaits amidst the warmth of Florida living!

Newest Listings in Westside

$525,000

3 Beds ⋅ 2 Baths ⋅ Westside SubDv. ⋅ 32764 Zip Code

Virtually Staged. Price reduction! 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

$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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