Kissimmee · Osceola County · Gated

Cypress Reserve Homes for Sale

Gated community combining single-family homes and townhomes near theme parks and shopping.

Live ListingsFrom $275KEst. 2004Gated
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Homes for sale in Cypress Reserve

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About

Inside Cypress Reserve

Cypress Reserve is a 486-home gated community in northern Kissimmee that spans single-family residences and townhomes built between 2004 and 2016, primarily by ICI Homes. The subdivision sits along Flora Boulevard east of Dyer Boulevard in Osceola County’s 34741 zip code, positioned within a fifteen-minute drive of Walt Disney World Resort and ten minutes from The Loop shopping center. The neighborhood serves buyers and investment buyers seeking entry-level access to the Orlando metro with proximity to major employment corridors and theme park jobs.

The community’s physical design emphasizes security and recreation. A manned gatehouse provides 24-hour surveillance, while a community pool sits on an on-site pond. Tennis courts, basketball courts, playgrounds, and walking paths form the backbone of resident amenities. Single-family homes range from 1,706 to 3,546 square feet; townhomes span 1,240 to 1,619 square feet. Screened porches and lanais appeal to Florida’s subtropical climate. The neighborhood’s conservation designation protects water features and native vegetation, contributing to its relatively quiet character within the larger Kissimmee region.

Price ranges and HOA fees vary significantly across Cypress Reserve’s distinct phases. Single-family homes from the original phases (2004-2007) list in the $275,000-$280,000 range, while newer construction and townhomes command $350,000-$580,000. HOA fees range from $35 to $392 monthly, depending on the phase and property type. The variance reflects the community’s long development arc and the mix of single-family and attached housing. Current inventory includes roughly forty homes for sale across phases, though supply fluctuates seasonally.

Schools in the area run through the Osceola County School District, including an elementary campus one mile out, a middle school, and a high school. Zoning is assigned by address rather than by subdivision, so check the specific property with the district. The community’s proximity to major retail, The Loop, Publix Super Markets, and interstate access via John Young Parkway and Osceola Parkway, makes it attractive to remote workers and service-industry employees. Prospective buyers should verify current HOA restrictions on short-term rentals and reserve-fund status with the management company, Coldwell Banker Solomon Real Estate Group, at 407-770-1748.

Community at a Glance

The facts

Total Homes
486
HOA / Month
$35-$392
School District
Osceola County School District
Questions, Answered

Frequently asked

What is the price range for homes in Cypress Reserve?

Cypress Reserve homes range from approximately $275,000 for original single-family homes to over $580,000 for newer townhomes and upgraded properties. The variation reflects the community's 12-year build-out (2004-2016) and mix of single-family and attached units. Prices tend to correlate with year built and square footage. For current market data, contact a Market Connect Realty agent.

Is Cypress Reserve a gated community?

Yes. Cypress Reserve is a fully gated community with 24-hour manned gatehouse security and guard patrol. The security amenities are included in HOA fees. All residents must pass through the main gate entrance, and visitor parking is available on a controlled basis.

What schools are zoned for Cypress Reserve?

The assigned Osceola County School District elementary campus, approximately one mile away, serves grades K-5. The assigned middle school covers grades 6-8. High school students are zoned to a campus within the Osceola County School District. School boundaries can shift; verify with Osceola County Schools at 407-483-3671 before purchasing.

What are the HOA fees in Cypress Reserve?

HOA fees range from $35 to $392 per month, depending on the phase and property type. Single-family homes in earlier phases often have lower fees ($35-$98); townhomes and newer phases run higher ($183-$392). Fees cover security, maintenance, amenities, insurance, and reserves. Contact the HOA at 407-770-1748 for phase-specific details.

What amenities does Cypress Reserve offer?

Amenities include a community pool on an on-site pond, tennis courts, basketball court, playground, picnic area, walking paths, fitness center, and clubhouse with community lounge. Most units feature screened lanais. The community prioritizes shared recreation space and landscaped common areas reflecting its conservation setting.

How many homes are in Cypress Reserve?

Cypress Reserve contains approximately 486 homes total: 338 single-family residences and 148 townhomes. The community was fully built out between 2004 and 2016. Lot availability is minimal; most sales are resales on the secondary market.

Is short-term rental allowed in Cypress Reserve?

Short-term rental policies are not explicitly documented in available public sources. The HOA may restrict rentals or require owner occupancy. Contact the HOA management company, Coldwell Banker Solomon Real Estate Group, at 407-770-1748 to confirm rental restrictions before investing.

What year was Cypress Reserve developed?

Cypress Reserve was developed between 2004 and 2016, primarily by builder ICI Homes. The community was initially platted in 2004 and construction concluded in phases through 2016. The majority of homes date to 2004-2007; later phases added townhomes and infill single-family lots through 2016.