Westside Homes for Sale

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 easy access to the bustling attractions of Central Florida. With its tree-lined streets and friendly neighbors, Westside is not just a place to live—it's a place to thrive.

The homes for sale in Westside cater to a variety of lifestyles, making it an ideal choice for families, retirees, and everyone in between. Here, you’ll find an array of beautifully designed single-family homes, ranging from cozy starter homes to spacious residences perfect for larger families. Many properties feature modern amenities, open floor plans, and inviting outdoor spaces, ideal for entertaining or simply enjoying the Florida sunshine.

Living in Westside means you’re just a stone's throw away from the excitement of Orlando’s world-famous attractions, including Walt Disney World and Universal Studios. Yet, when you return home, you can relish the peaceful ambiance of your neighborhood, complete with parks, walking trails, and community gathering spots.

With a strong sense of community and a variety of recreational activities nearby, Westside is more than just a subdivision—it’s a lifestyle. Whether you’re looking to buy your first home or seeking a serene retreat, Westside has something for everyone. Discover your dream home today and embrace the enchanting lifestyle that awaits you in Kissimmee!

Newest Westside Homes for Sale

$595,500

3 Beds ⋅ 2 Baths ⋅ V4947250 MLS

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

Listing courtesy of DELTONA LAKES REALTY INC. 386-574-1401

$529,000

5 Beds ⋅ 5 Baths ⋅ O6360906 MLS

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

Listing courtesy of TRUVALOR REALTY LLC. 407-218-0937

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