Kissimmee · Osceola County

Hammock Trails Homes for Sale

Non-gated Kissimmee community with lakeside homes, community pool, and affordable HOA fees.

Live ListingsFrom $350KEst. 2007
Active Listings

Homes for sale in Hammock Trails

About

Inside Hammock Trails

Hammock Trails is a non-gated residential community in Kissimmee, Florida, located in the Pleasant Hill area off Ham Brown Road south of Highway 17-92. Developed primarily between 2007 and 2016 by AV Homes, the subdivision features single-family homes positioned in the $350,000 to $480,000 price range, with homes ranging from 1,680 to 3,902 square feet. The community maintains a mandatory HOA with monthly fees ranging from $64 to $208 depending on the individual property, covering grounds maintenance, community roads, trash removal, real estate taxes for common areas, property insurance, and recreation facilities.

The neighborhood is situated in Osceola County’s 34758 zip code and is served by the Osceola County School District. Hammock Trails offers residents a variety of community amenities designed for family living and outdoor recreation. The development includes a community pool, clubhouse, playground, soccer field, walking trails, and parks. Many homes in the subdivision feature views of retention ponds and lakes, with some waterfront properties available. The community benefits from a 24-hour guard service included in the HOA fees, adding a layer of security for residents.

Recent market activity shows homes selling at a healthy pace, with twelve sales recorded in the past year (as of March 2025) at an average price of approximately $380,500. This represents a 100 percent list-to-sell price ratio at $144 per square foot, indicating strong market demand. The subdivision appeals to buyers seeking affordable single-family homes with established amenities and convenient access to central Florida attractions.

Buyers interested in Hammock Trails should verify current school assignments with the Osceola County School District and confirm current HOA fees and policies with the community association. Specific schools and short-term rental policies should be confirmed with a local real estate agent familiar with the latest community regulations. Valencia College Poinciana Campus is located nearby, providing additional educational resources for residents.

Community at a Glance

The facts

HOA / Month
$64-$208
School District
Osceola County School District
Questions, Answered

Frequently asked

What is the price range for homes in Hammock Trails?

Homes in Hammock Trails typically range from $350,000 to $480,000, with homes sold recently averaging around $380,500. Homes vary in size from approximately 1,680 to 3,902 square feet. Recent market data shows the community maintains a healthy list-to-sell ratio at $144 per square foot, with homes averaging 87 days on market.

Is Hammock Trails a gated community?

No, Hammock Trails is a non-gated community in Kissimmee. However, the mandatory HOA includes a 24-hour guard service as part of the community security measures. The neighborhood is located off Ham Brown Road in the Pleasant Hill area of southwestern Kissimmee.

What schools are zoned for Hammock Trails?

Hammock Trails is within the Osceola County School District. Specific elementary, middle, and high school assignments depend on the exact property location within the 34758 zip code. Buyers should contact the Osceola County School District or a Market Connect Realty agent to confirm current school zone boundaries for their specific property.

What are the HOA fees in Hammock Trails?

HOA fees in Hammock Trails range from $64 to $208 monthly, depending on the specific property. These fees cover grounds maintenance, community road maintenance, the community pool, a 24-hour guard, real estate taxes for common areas, property insurance, trash removal, and recreation facilities. Fees may vary between homes within the community.

What amenities does Hammock Trails offer?

Community amenities include a clubhouse, swimming pool, playground, soccer field, walking and jogging trails, community parks, and scenic retention ponds and lakes. Many homes offer views of the community's water features. The neighborhood is designed with family recreation in mind and includes 24-hour guard service as part of the HOA.

How many homes are in Hammock Trails?

The exact total number of homes in Hammock Trails is not publicly documented in available sources. Recent listings show approximately 14 homes actively on the market. The community developed gradually between 2007 and 2016 by AV Homes, suggesting a moderate-size subdivision. Contact a Market Connect Realty agent for current community demographics.

Is short-term rental allowed in Hammock Trails?

Information regarding short-term rental policies in Hammock Trails is not available in current public sources. Rental restrictions and policies are governed by the community's CC&Rs and HOA rules. Prospective buyers interested in short-term rentals should contact the Hammock Trails HOA directly or consult with a Market Connect Realty agent for current policy details.

What year was Hammock Trails developed?

Hammock Trails was developed beginning in 2007 and continued development through 2016. The majority of homes were constructed by AV Homes during this nine-year period. The community has matured over the past decade with well-established amenities and landscaping, making it an established neighborhood rather than new construction.