Lakeside Homes for Sale

About Lakeside Neighborhood

Lakeside is the southernmost extension of Buenaventura Lakes, added during the community's second phase of expansion in the 1990s after the original BVL core had been largely built out. Where the original BVL was developed around the Walking Sticks Golf Course in the early 1980s, Lakeside was developed along BVL's southern boundary between Fortune Road (CR 530) and Simpson Road (CR 530) — an area characterized by lower-lying terrain, scattered ponds and lakes, and a quieter residential character than the more commercial northern reaches of BVL.

The Lakeside district encompasses approximately 14 separate subdivisions organized around Lakeside Drive, each with its own identity, HOA structure (where applicable), and mix of home types. This subdivision-within-a-community layout means that buyers in Lakeside are selecting both a neighborhood character and a specific sub-community — whether that's a townhome enclave like Lakeside Reserve, a single-family neighborhood like Mallard Creek or Morgan Point, or one of the other distinct pockets that make up the Lakeside mosaic.

Home types across the Lakeside district range from attached townhomes and villa-style properties at the more affordable end to spacious single-family homes, some with direct pond or lake frontage that provides the premium backdrop the "Lakeside" name suggests. The interior water bodies scattered throughout the district are a defining visual characteristic — ponds and small lakes appear regularly behind homes, alongside walking routes, and at the edges of subdivisions, giving much of Lakeside a distinctly more natural feel than the denser neighborhoods to the north.

Mark Durbin Community Park at Lakeside sits at the heart of the district along Lakeside Drive, providing a fully developed recreational hub that serves all of Lakeside's sub-communities. Its proximity — walkable from most homes in the district — is a genuine quality-of-life asset that residents consistently value.

Lakeside Location & Connections

Lakeside sits at the southern edge of the Buenaventura Lakes community, bounded generally by Lakeside Drive running through its center, Fortune Road (CR 530) along its southern boundary near Simpson Road, and Florida's Turnpike forming a western edge. Its position between the Turnpike and the interior of BVL gives Lakeside residents excellent regional highway access — northbound for the airport and Downtown Orlando, and southbound toward Kissimmee's growing Turnpike corridor communities.

The district's southern orientation also places it closest to Kissimmee Bay Country Club on East Lake Tohopekaliga and the Fortune Road corridor, which connects toward the Boggy Creek / East Lake Toho neighborhoods. Orlando International Airport is approximately 20–25 minutes north via Florida's Turnpike, a particularly direct route from Lakeside given its Turnpike-adjacent position.

Lakeside Amenities & Lifestyle

Lakeside's lifestyle identity is shaped by two things above all: the presence of Mark Durbin Community Park at its center and the prevalence of ponds and interior water bodies throughout the district. These elements combine to give Lakeside a more nature-integrated, park-centric feel than the denser, more commercially framed parts of BVL to the north. Residents regularly walk or bike to the park, enjoy waterfront views from their yards, and take advantage of one of the most comprehensively equipped community parks in Osceola County.

Beyond the immediate neighborhood, Lakeside residents share access to the full amenity ecosystem of Buenaventura Lakes — a community with its own library branch, community park complex, Latin American dining corridor, and convenient retail infrastructure — plus the regional connectivity provided by the Turnpike, Osceola Parkway, and Fortune Road.

How Lakeside Compares

Within BVL, Lakeside stands apart from the original core community by virtue of when it was built, where it sits, and what surrounds it. While the original BVL core developed in the early 1980s with modest block homes around a golf course, Lakeside was developed later — primarily through the 1990s and into the 2000s — on terrain shaped by ponds, lakes, and a park system. The result is a neighborhood that feels distinctly different in character: quieter, more park-oriented, and more water-adjacent than much of what came before it in BVL.

Compared to other southern Kissimmee neighborhoods at similar price points, Lakeside offers the rare combination of established infrastructure, Turnpike proximity, and the Mark Durbin Park recreational complex — all without CDD fees.

Lakeside HOA & CDD Information

Lakeside is a district of approximately 14 individual sub-communities, and HOA structures vary by specific subdivision. Some of Lakeside's sub-communities have active HOAs that maintain community pools, gated entry, or common area landscaping; others operate without an HOA. Buyers should verify the specific HOA status of any individual sub-community within Lakeside before making purchase decisions, as fees and governance can differ significantly even between neighboring streets.

The Lakeside district as a whole does not have a Community Development District (CDD), and no CDD fees apply to homes within the area. Mark Durbin Community Park is a city-operated facility maintained by the City of Kissimmee, separate from any HOA structure.

For general HOA guidance, see our resource: What's an HOA?

Frequently Asked Questions