Westside Real Estate

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

Westside is known for its picturesque streets lined with beautiful homes, each exuding unique character and warmth. Residents enjoy spacious lots, lush landscaping, and a variety of architectural styles that cater to diverse tastes. The community is designed to foster a friendly atmosphere, where neighbors become friends and gatherings are a delightful norm.

One of the standout features of Westside is its proximity to an array of amenities. Just minutes away, you’ll find a plethora of shopping options, from quaint local boutiques to major retail chains. Families will appreciate the nearby parks and recreational facilities, perfect for weekend outings, picnics, or simply enjoying the Florida sunshine. The community is also served by top-rated schools, ensuring that children receive an excellent education within a supportive environment.

For those who crave adventure, Westside is conveniently located near world-renowned attractions such as Walt Disney World and Universal Studios, providing endless entertainment opportunities. With easy access to major highways, residents can explore all that Central Florida has to offer, from stunning beaches to vibrant cultural hubs.

Come discover the charm and convenience of Westside, where your dream home awaits in a community that truly feels like family. Whether you're looking to settle down or invest, Westside offers a lifestyle that's simply irresistible.

Newest Listings in Westside

$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

Start Your Search