Twelve Oaks Homes for Sale

About Twelve Oaks Neighborhood

Twelve Oaks sits off Neptune Road in the 34744 ZIP code of east Kissimmee, accessed from Florida's Turnpike Exit 244 by heading west on Neptune Road and turning onto Twelve Oaks Circle — a private maintained road that loops through this intentionally intimate neighborhood. Built beginning in 1987, the homes range from approximately 2,300 to 3,500+ square feet on lots of approximately 0.52 acres each — generous by any Central Florida standard and extraordinary for a community with this proximity to the Turnpike and Orlando International Airport.

The defining feature of Twelve Oaks is its relationship with the water. A community green space at the end of Twelve Oaks Circle provides access to a private dock and fishing pier for the exclusive use of residents — a rare amenity that connects all 15 homes directly to Lake Tohopekaliga, the 18,810-acre lake at the heart of Kissimmee's identity. Lake Toho is famous across the nation for world-class largemouth bass fishing, and Twelve Oaks residents enjoy this access from their own private dock, without the crowds of public boat ramps. The lake also supports year-round boating, kayaking, paddleboarding, and waterfowl watching from this serene eastern shoreline approach.

The mature oak canopy that gives the neighborhood its name is a striking physical presence — towering live oaks shade most lots and form an arching green tunnel along Twelve Oaks Circle. These trees, some estimated to be over a century old, provide natural privacy, shade, and a sense of permanence that no newer community can replicate. Home styles are primarily traditional two-story and single-story designs from the late 1980s through the early 1990s, with generous square footage, wood-burning fireplaces, formal living and dining rooms, and the kind of room layouts built for families who intend to stay. Many homes have been extensively updated — quartz and granite countertops, remodeled kitchens, new pools — while retaining their original footprint character.

With only 15 homesites, Twelve Oaks trades the amenity center and resort pool of a large master-planned community for something increasingly rare in Central Florida: space, quiet, direct lake access, and an established neighborhood where neighbors actually know each other. For buyers seeking this very specific combination — mature trees, large lots, private lake access, and proximity to the Turnpike — Twelve Oaks has no genuine comparison in east Kissimmee.

Twelve Oaks Location & Connections

Twelve Oaks occupies a quiet stretch between Neptune Road and the western shore of Lake Tohopekaliga in east Kissimmee, positioned just north of Partin Settlement Road and within a mile of Florida's Turnpike Exit 244. Its satellite view reveals one of the community's most appealing attributes: a dense tree canopy interrupted only by rooftops and the shimmering edge of Lake Toho to the east, with the rapidly growing Tohoqua master-planned community visible to the south.

Despite its secluded character, Twelve Oaks is extraordinarily well-connected. The Turnpike at Exit 244 is a two-minute drive, placing Lake Nona Medical City 15 minutes north, Orlando International Airport 20 minutes northeast, and Historic Downtown Kissimmee about 12 minutes west. The AdventHealth Partin Settlement campus is practically around the corner to the south, and Neptune Middle School is within walking distance to the east. The NeoCity technology district is adjacent, making this quiet cul-de-sac one of the most employment-proximate established neighborhoods in Osceola County's east corridor.

Twelve Oaks Amenities & Lifestyle

Twelve Oaks attracts a very specific buyer: someone who wants an established home with genuine acreage, direct lake access, complete privacy, and immediate Turnpike connectivity — and who has no use for a resort pool or a clubhouse they'll never visit. The lifestyle here is characterized by outdoor living on personal land: morning fishing from the community dock on Lake Toho, afternoons on private screened lanais under oak shade, and evenings that feel genuinely removed from the surrounding growth even though Orlando International Airport is 20 minutes away.

Neptune Middle School is within walking distance, and the broader east Kissimmee area delivers a remarkable range of shopping, healthcare, sports, and entertainment. The Turnpike corridor means that theme park employment, Lake Nona healthcare workers, and MCO-based airline professionals all find Twelve Oaks unusually practical for their commutes. Residents of the adjacent Tohoqua community's planned Village Center — when built — will also benefit nearby residents, providing walkable retail just south of Twelve Oaks Circle.

How Twelve Oaks Compares

Twelve Oaks occupies a fundamentally different market position than any other neighborhood in east Kissimmee. While the corridor is dominated by large master-planned new-construction communities such as Tohoqua and Kindred, Twelve Oaks offers the opposite proposition: maximum privacy, maximum lot size, direct lake access, and extreme scarcity — with only 15 homes ever built or buildable.

Twelve Oaks HOA & CDD Information

Twelve Oaks is governed by a small voluntary homeowners association covering the 15 homes on Twelve Oaks Circle. Because the community has no resort amenity center, clubhouse, or pool, the HOA's primary responsibilities are maintenance of the private road, the community green space and dock area, and shared street lighting. This focused scope has historically kept HOA dues quite modest relative to larger master-planned communities in the corridor — a meaningful advantage for buyers weighing long-term carrying costs.

Twelve Oaks carries no Community Development District (CDD) fees — another meaningful distinction from many newer communities in the Tohoqua and Kindred corridor. Individual homes use well and septic systems, which eliminates municipal utility fees but requires periodic well pump and septic system maintenance as part of standard homeownership. To learn more about HOAs generally, see our guide to what an HOA is.

Frequently Asked Questions