Steeplechase Homes for Sale

About Steeplechase Neighborhood

Steeplechase occupies a uniquely private position in the southern Kissimmee landscape, accessed via Reaves Road from either Pleasant Hill Road or S Poinciana Boulevard. This exclusive community was developed in the mid-to-late 1990s with a singular vision: to provide custom estate-style living on multi-acre parcels with full equestrian zoning in a location that remains within practical reach of Orlando's major employment corridors. With only 28 homes on the entire street, Steeplechase feels more like a private country lane than a suburban subdivision.

Every home in Steeplechase was individually designed and custom built, resulting in a remarkable variety of architectural styles, floor plans, and property improvements. Residences range from approximately 2,000 to over 5,000 square feet of living space, with three to six bedrooms and two to six bathrooms. Many properties feature vaulted ceilings, gourmet kitchens, stone fireplaces, split floor plans, and expansive screened lanais overlooking private pools, ponds, and acres of cleared or wooded land. Several homes include separate in-law apartments or guest houses — a configuration that is extremely difficult to find in conventional subdivisions.

The equestrian zoning is central to Steeplechase's identity. Properties can legally house horses and include barns, paddocks, riding areas, and fenced pastures. Multiple homes feature multi-stall barns with tack rooms, feed storage, and three-board-fenced paddocks with shade trees and grass. Residents enjoy riding along the community's quiet limestone roads and accessing nearby trails. Even for homeowners who do not keep horses, the equestrian zoning ensures that the surrounding properties will maintain their large-lot, rural character indefinitely.

Steeplechase operates without a homeowner association, giving residents complete autonomy over their properties. There are no monthly fees, no architectural review boards, and no community-level restrictions beyond standard Osceola County zoning. Combined with the absence of CDD fees, this makes Steeplechase one of the most financially unburdened acreage communities in the greater Kissimmee area.

Steeplechase Location & Connections

Steeplechase is located in southern Kissimmee, accessed via Reaves Road which connects to both Pleasant Hill Road and S Poinciana Boulevard. The community sits in a pocket of acreage-zoned residential land surrounded by conservation areas, wetlands, and neighboring horse-zoned properties that reinforce the rural atmosphere. Despite this country setting, residents are just minutes from Valencia College Poinciana Campus, the Village Shops at Bellalago retail center, and the growing commercial infrastructure along Pleasant Hill Road.

Steeplechase Amenities & Lifestyle

Living in Steeplechase is defined by space, privacy, and the freedom that comes with multi-acre equestrian-zoned property. Mornings may begin with feeding horses and riding along limestone-surfaced community roads. Afternoons invite relaxation beside a private pool overlooking wooded acreage and stocked fishing ponds. The absence of an HOA means residents can shape their properties to fit their lives — whether that means building a barn expansion, adding a guest cottage, installing a workshop, or simply enjoying acres of uninterrupted green space.

Despite the rural feel, Steeplechase residents are not isolated from modern convenience. The Village Shops at Bellalago and the retail centers along Pleasant Hill Road provide groceries, dining, and essential services within a short drive. Valencia College Poinciana Campus offers continuing education and community programming nearby, and the growing commercial development along the southern Kissimmee corridor means new retail and dining options continue to open within reach.

How Steeplechase Compares

Steeplechase occupies a category of its own in southern Kissimmee real estate. As a 28-home equestrian community on multi-acre parcels with no HOA, it offers a lifestyle that cannot be replicated in the area's newer master-planned developments. For buyers seeking acreage, horse-zoning, and privacy within practical commuting distance of Orlando, Steeplechase stands alone as a genuinely unique option.

Steeplechase HOA & CDD Information

Steeplechase does not have a homeowner association. There are no monthly dues, no architectural review committees, and no community-imposed restrictions on property use beyond Osceola County's standard zoning regulations. This is particularly significant for equestrian buyers, as it means there are no community-level rules limiting the number of horses, barn configurations, paddock layouts, or riding activities on private property.

The community also has no Community Development District (CDD) assessment. The combined absence of HOA and CDD fees can represent $3,000–$6,000 or more in annual savings compared to newer master-planned communities in the area. Individual homeowners are responsible for all property maintenance, including driveways, fencing, pasture management, and private road access on their parcels.

Frequently Asked Questions