Cypress Hammock Homes for Sale

About Cypress Hammock Neighborhood

Cypress Hammock sits at the corner of Regal King Drive and South Poinciana Boulevard in southwestern Kissimmee, within ZIP code 34746. The community was developed beginning in 2021 by three of Central Florida's most active homebuilders — Pulte Homes, Hanover Family Builders, and Landsea Homes — each contributing distinct floor plan options that expanded buyer choice within the same master community framework. Pulte's contribution focused on single-family homes using their Everyday Entry® and Owner's Retreat design philosophies, while Hanover Family Builders emphasized extensive premium standard features at no additional cost. Landsea Homes added single-family inventory extending into 2024.

The community encompasses 447 total homesites spread across multiple phases, offering one- and two-story single-family homes alongside townhome options. Home sizes range from approximately 1,116 to 2,894 square feet, with floor plans spanning 3 to 4 bedrooms and 2 to 4 bathrooms. Standard features across builders include covered patios, ceramic tile flooring, energy-saving construction, and large master bedrooms designed for everyday comfort. Many homesites offer water or conservation views overlooking the wetland preservation areas that border the community to the south and west — a defining characteristic that gives Cypress Hammock its name and natural identity.

Perhaps the community's most distinctive logistical advantage is its proximity to the Poinciana SunRail station — within walking distance of the neighborhood entrance — providing commuter rail access to downtown Orlando, UCF, and the broader SunRail corridor without requiring residents to get on a highway. Combined with direct access to US-17/92, US-192, and a short drive to SR-429 and SR-417, Cypress Hammock is among the most transportation-connected new-construction communities in southern Kissimmee. The no-CDD fee structure further strengthens its appeal for primary resident buyers.

Cypress Hammock Location & Connections

Cypress Hammock is located in southwestern Kissimmee, positioned off South Poinciana Boulevard just south of Oren Brown Road, in a section of Osceola County that combines growing residential development with significant natural conservation land. The community's southern and western flanks border wetland conservation areas and are within the Lake Tohopekaliga watershed — one of Florida's most celebrated natural lake systems. The northern boundary faces the Poinciana SunRail station, giving the neighborhood an unusual dual identity: simultaneously close to wild Florida ecosystems and connected to the regional commuter rail network.

US-17/92 (John Young Parkway) and US-192 (Irlo Bronson Memorial Highway) provide direct surface-road access northward toward the theme park corridor and downtown Kissimmee. SR-429 (Western Beltway) and SR-417 (Central Florida Greeneway) are a short drive away, providing rapid statewide connectivity. Residents interested in transit can reach the Poinciana SunRail station on foot or by bike — an asset that is genuinely rare in new-construction Kissimmee communities.

Cypress Hammock Amenities & Lifestyle

Life in Cypress Hammock is defined by a balance between natural Florida living and modern new-construction convenience. Residents wake up to water and conservation views that would cost a premium in other communities, yet still have transit access, theme park proximity, and everyday retail within easy reach. The community's generous amenity package — including a resort-style pool, athletic fields, sports courts, and walking trails woven throughout the neighborhood — creates daily gathering spaces that extend well beyond a simple neighborhood pool.

The southern Kissimmee location attracts a mix of young families, first-time buyers moving up from townhomes, and established buyers downsizing into a lower-maintenance new-construction product. The proximity to Lake Tohopekaliga — one of Florida's legendary natural lakes — adds a dimension of outdoor recreation that few new-construction communities anywhere in Central Florida can genuinely claim. Whether it's bass fishing at dawn, SunRail commuting on a workday, or a weekend trip to Disney, Cypress Hammock residents rarely need to choose between lifestyle amenities.

How Cypress Hammock Compares

Cypress Hammock occupies a unique space in the southern Kissimmee new-construction market: it offers multi-builder choice, a no-CDD fee structure, walking-distance SunRail access, and genuine conservation and water views — a combination that few competing communities can fully match. Buyers comparing Cypress Hammock to other 2021–2024 new-construction communities in Osceola County consistently find it differentiated by its transit-accessible location and natural surroundings.

For families prioritizing transit access and natural lake proximity without the financial overhead of a CDD assessment, Cypress Hammock represents one of the strongest overall value propositions in southwestern Kissimmee's growing residential market.

Cypress Hammock HOA & CDD Information

Cypress Hammock is governed by a mandatory Homeowners Association that maintains the community's shared amenities, common area landscaping, and the architectural standards established during development. Because Cypress Hammock was developed by three separate builders — Pulte Homes, Hanover Family Builders, and Landsea Homes — the HOA structure was designed to provide consistent community-wide governance regardless of which builder constructed any individual home.

Critically, Cypress Hammock carries no CDD (Community Development District) fee — a significant financial advantage compared to many new-construction communities in Osceola County that impose annual CDD assessments of $1,500–$3,000 or more. For a primary resident planning to hold a home for 10 or more years, the absence of a CDD represents meaningful long-term savings. For information about the difference between HOAs and CDDs, see our guide to what is a CDD and what is an HOA.

Frequently Asked Questions