Westside Homes for Sale

Welcome to Westside, a vibrant and inviting subdivision nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This charming community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, retirees, and everyone in between.

Westside is known for its beautifully designed homes that cater to a variety of lifestyles and preferences. From cozy single-family residences to spacious modern layouts, there’s something for everyone here. Many of the homes boast open floor plans, updated kitchens, and lush outdoor spaces, perfect for entertaining or enjoying a quiet evening under the stars. With a strong sense of community, neighbors often come together for events, fostering a welcoming atmosphere that makes you feel right at home.

Location is key, and Westside excels in this regard. Residents enjoy easy access to major highways, making commutes to nearby Orlando and its world-renowned attractions a breeze. The area is also surrounded by nature, with parks and recreational facilities just a stone's throw away, offering endless opportunities for outdoor activities, from hiking to picnicking.

For those looking to invest in their dream home, Westside has an array of homes for sale that suit various budgets and styles. Whether you’re a first-time buyer or seeking a luxurious retreat, you’ll find a selection that meets your needs. Explore the possibilities in Westside and discover why this community is the perfect place to call home in Kissimmee!

Newest Westside Homes for Sale

$595,500

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

THERE IS NO OTHER LIKE THIS ONE. IT'S A CUSTOM-BUILT HOME FROM ONE OF THE BEST BUILDERS AROUND. ALL NEW TEXTURED CEILINGS WALLS AND PAINT THROUGHOUT, NEW KITCHEN 2 LAZY SUSANS BIG DEEP SINK ALL WOOD SOFT TOUCH CLOSING CABINETS EXTRA LARGE PANTRY. ALL NEW CAN LIGHTING AND STONE COUNTERTOPS. SNACK BAR COUNTER NEXT TO THE DINING ROOM WITH SLIDERS TO GO OUTSIDE TO A COVERED PATIO FOR GRILLING OR JUST TO RELAX. THE PRIMARY BEDROOM UP STAIRS OFFERS ITS OWN NEW SLIDERS THAT OPEN UP ONTO A PRIVATE BALCONY OVERLOOKING THE HOLE BACK YARD WITH ITS BEAUTIFUL OAK TREES INSIDE IS THE MOST BEAUTIFUL STONE FIREPLACE, THIS 2 STORY IS SUCH AN EYE CATCHER IT'S A MUST TO SEE AND IT SITS ON 2.5 ACRES +- AND ITS ONLY HALF CLEARED. SO MUCH ROOM THE IDEAS ARE ENDLESS. City Water and Septic tank! Survey in office! Metal roof installed in 12-2025. R V. Hookup and pad. ! YES HORSES AND LIVE STOCK WELCOME. TRUCKS AND EQUIPMENT PLENTY OF PARKING. ALL NEW DRIVE WAY.

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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