About Reserves at Pleasant Hill Neighborhood
Reserves at Pleasant Hill occupies a desirable position in the northern Pleasant Hill corridor of Kissimmee, located off Harbor Road just east of Pleasant Hill Road. Maronda Homes — a well-regarded Florida builder known for value-driven construction — developed all 85 home sites in 2003–2004, creating a cohesive community of one- and two-story single-family residences with concrete block and stucco construction, tile or shingle roofing, and spacious floor plans designed for growing families.
What immediately distinguishes Reserves at Pleasant Hill from most communities developed in the same era is the lot sizing. Every home site in the community exceeds 0.37 acres — roughly 16,000+ square feet — giving homeowners substantial separation from neighbors, room for private pools, workshops, play areas, and mature landscaping. Many lots are even larger, providing a semi-rural sense of space within a maintained, HOA-governed community. Homes range from approximately 2,380 to nearly 3,900 square feet under air, with three to six bedrooms and two to three bathrooms, making this one of the more spacious offerings in the Pleasant Hill corridor.
The community's northern Pleasant Hill location places it closer to Lake Tohopekaliga (Lake Toho) than most Pleasant Hill neighborhoods — the Granada Public Boat Ramp is a short drive east via Harbor Road, providing residents with direct access to one of America's premier bass fishing lakes. This lakefront proximity, combined with the oversized lots and established tree canopy that has matured over two decades, gives Reserves at Pleasant Hill a character distinct from the newer, more densely platted communities developing along the corridor.
The neighborhood is non-gated, maintaining an accessible community feel while a mandatory HOA preserves property standards and common area upkeep. Kissimmee Gateway Airport sits nearby to the east, and Valencia College Poinciana Campus provides higher education access within the corridor.
📊 Quick Facts
🏠 Home Features
Interior: Spacious floor plans with formal living and dining areas, family rooms, eat-in kitchens, generous owner's suites with walk-in closets, inside laundry rooms, and bonus rooms or flex spaces in many models. Some homes include five or six bedrooms, making them well-suited for large families or multi-generational living.
Exterior: Concrete block and stucco construction, tile or shingle roofs, attached two- or three-car garages, oversized lots (0.37+ acres) with room for pools and outdoor structures, mature landscaping, and paved driveways. Many homes feature screened lanais and private pool installations.
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Reserves at Pleasant Hill Location & Connections
Reserves at Pleasant Hill is located in the northern section of the Pleasant Hill corridor of Kissimmee, positioned off Harbor Road just east of Pleasant Hill Road. This northern position within the corridor is advantageous — it places the community closer to US 17-92 (John Young Parkway) and major Kissimmee amenities than many of the newer communities developing further south along the corridor. Lake Tohopekaliga lies to the east, with the Granada Public Boat Ramp providing direct lake access via Harbor Road.
Pleasant Hill Road connects northward to US 17-92, which in turn provides access to the Florida Turnpike, US 192 (Irlo Bronson Memorial Highway), and Osceola Parkway for commuting to Orlando, Walt Disney World, and Orlando International Airport. The Pleasant Hill Commons Shopping Center provides immediate retail access within the corridor.
🏘️ Adjacent Neighborhoods & Areas
- Hidden Harbor — waterfront community to the northeast near Lake Toho
- Harbor Shores — lakeside community along Harbor Road
- Eagle Trace — family-friendly neighborhood nearby
- Kissimmee Isles — residential community in the Pleasant Hill area
- Oak Hammock Preserve — conservation-area community near area schools
Also nearby: Lake Tohopekaliga (Lake Toho), Harbor Road, Pleasant Hill Road, Granada Public Boat Ramp, Kissimmee Gateway Airport, Valencia College Poinciana Campus, Pleasant Hill Commons Shopping Center
🚗 Detailed Commute Times
- Downtown Orlando: 35 minutes (26 miles)
- UCF Campus: 45 minutes (35 miles)
- Walt Disney World: 25 minutes (18 miles)
- Universal Orlando: 35 minutes (25 miles)
- SeaWorld Orlando: 25 minutes (18 miles)
- Cocoa Beach: 70 minutes (65 miles)
- Lake Nona Medical City: 30 minutes (24 miles)
- Downtown Kissimmee: 15 minutes (8 miles)
- Kissimmee Lakefront Park & Big Toho Marina: 15 minutes (8 miles)
✈️ Airport Access
- Kissimmee Gateway Airport (ISM): 10 minutes (5 miles)
- Orlando International Airport (MCO): 30 minutes (18 miles)
- Orlando Sanford International Airport (SFB): 55 minutes (48 miles)
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Reserves at Pleasant Hill Amenities & Lifestyle
Living in Reserves at Pleasant Hill offers a lifestyle centered on space, privacy, and proximity to Lake Tohopekaliga — one of Florida's most celebrated freshwater lakes. The oversized lots provide room for outdoor living that newer, more tightly platted communities cannot match: private pools, backyard workshops, extensive gardens, and play areas are common throughout the neighborhood. The established tree canopy that has matured over two decades of growth provides shade, privacy screening, and a settled character that new construction cannot replicate.
The northern Pleasant Hill position gives residents quicker access to central Kissimmee amenities along US 17-92 while maintaining the quieter residential character of the Pleasant Hill corridor. Lake Toho access via the Granada Public Boat Ramp means fishing, boating, and waterfront recreation are part of the daily fabric of life rather than a weekend excursion.
🏊 Neighborhood Amenities
Amenities within Reserves at Pleasant Hill are focused on the residential experience:
- Oversized lots (0.37+ acres) providing exceptional privacy and space
- Established mature tree canopy throughout the community
- Sidewalks and street lighting
- HOA-maintained common area landscaping
- Proximity to Granada Public Boat Ramp for Lake Toho access
🛍️ Shopping & Services
Pleasant Hill Commons Shopping Center is conveniently located along the corridor, providing everyday retail and services. Additional shopping along US 17-92 includes Publix, Walmart, and specialty retailers. The Loop on John Young Parkway provides a larger open-air shopping center experience approximately 15 minutes north, while Orlando Vineland Premium Outlets are accessible for designer-label shopping.
For comprehensive shopping information: View our Kissimmee Shopping Guide →
🍽️ Restaurants
Dining options near Reserves at Pleasant Hill range from casual chains along US 17-92 to the authentic Latin flavors that define Kissimmee's culinary identity. Downtown Kissimmee's Broadway restaurant district is approximately 15 minutes away, offering 30+ independent restaurants. Waterfront dining on Lake Toho is a short drive east for a memorable meal with a view.
For comprehensive restaurant information: View our Kissimmee Restaurants Guide →
🎭 Arts & Culture
Cultural attractions include Osceola Arts for live theater and concerts, Pioneer Village at Shingle Creek for Florida living history, and the Osceola County Welcome Center & History Museum. The downtown Kissimmee mural and public art scene adds visual interest to every visit to the Broadway corridor.
For comprehensive arts & culture information: View our Kissimmee Arts & Culture Guide →
🏃 Health & Wellness
Healthcare access from Reserves at Pleasant Hill includes AdventHealth Kissimmee and HCA Florida Osceola Hospital along the US 192 corridor, plus HCA Florida Poinciana Hospital to the south. Urgent care and walk-in clinics are available along US 17-92 and Pleasant Hill Road for non-emergency needs.
For comprehensive health & wellness information: View our Kissimmee Health & Wellness Guide →
🌳 Parks & Recreation
The standout recreational asset for Reserves at Pleasant Hill is Lake Tohopekaliga, accessible via the nearby Granada Public Boat Ramp for bass fishing, kayaking, and boating. Kissimmee Lakefront Park and Big Toho Marina provide a full waterfront experience with a boardwalk, marina, and event space. Shingle Creek Regional Park adds hiking and nature options.
For comprehensive parks & recreation information: View our Kissimmee Parks & Recreation Guide →
⚽ Sports & Athletics
Kissimmee offers extensive sports and athletics including championship golf at Kissimmee Bay Country Club and Falcon's Fire Golf Club. The Bob Makinson Aquatic Center provides competitive swimming, and youth sports leagues are available throughout the county.
For comprehensive sports & athletics information: View our Kissimmee Sports & Athletics Guide →
🎉 Fun Things to Do
Entertainment near Reserves at Pleasant Hill includes Gatorland on US 441, Old Town Kissimmee's retro entertainment, Wild Florida airboat adventures, and legendary dinner shows along US 192. The Kissimmee Lakefront Park waterfront hub hosts events, festivals, and community gatherings throughout the year.
For comprehensive events & activities information: View our Kissimmee Events & Things To Do Guide →
🎓 Schools
Reserves at Pleasant Hill is served by:
- Elementary: Pleasant Hill Elementary School
- Middle: Denn John Middle School
- High: Liberty High School
Note: School assignments are subject to change. Osceola County is a Choice District that allows parents to select schools with available capacity. Always verify current zoning with the Osceola County School District (407-870-4600) before making purchase decisions based on school assignments.
For comprehensive school information: View our Kissimmee Schools Guide →
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How Reserves at Pleasant Hill Compares
Reserves at Pleasant Hill occupies a distinctive niche in the Pleasant Hill corridor — it combines the spacious lots and solid construction of early 2000s development with the absence of CDD fees, creating a compelling value proposition for buyers who prioritize space and lot size over newer finishes.
| Feature | Reserves at Pleasant Hill | Hidden Harbor | Harbor Shores |
|---|---|---|---|
| Year Built | 2003–2004 | 2000s | 2010s |
| Lot Size | 0.37+ acres | Varies | Standard |
| Home Sizes (sq ft) | 2,380–3,896 | 1,500–3,000 | 1,800–3,200 |
| CDD Fee | No | No | No |
| Total Homes | 85 | ~50 | ~120 |
| Lake Toho Proximity | Very Close (Granada Ramp) | Adjacent | Close |
💡 Value Proposition: With every lot exceeding 0.37 acres, homes up to nearly 3,900 square feet, no CDD fees, and proximity to Lake Tohopekaliga boat access, Reserves at Pleasant Hill offers a rare combination of space, value, and outdoor lifestyle that is difficult to find in newer Osceola County construction where lots are typically 0.10–0.20 acres.
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Reserves at Pleasant Hill HOA & CDD Information
Reserves at Pleasant Hill has a mandatory homeowners association that maintains community standards, common area landscaping, and the overall appearance of the neighborhood. The HOA enforces architectural guidelines that help preserve property values across the community's 85 home sites.
A key financial benefit of Reserves at Pleasant Hill is the absence of a Community Development District (CDD) fee. Because the community was developed in 2003–2004 when CDD financing was less common in Osceola County, homeowners avoid the annual CDD assessments that newer communities often impose. This can represent savings of $1,500–$4,000+ per year compared to newer developments. For more information, see our guide on what a CDD is and how it affects homeowners.
💰 HOA Fees & Management Contact
HOA fees and management company information often change. Please contact us and we will be happy to provide you with the current HOA fee, payment schedule, and direct contact information for the HOA management company. We can also check for you to see if there are any current or upcoming special assessments.
📋 What HOA Fees Cover
- Common area landscaping and maintenance
- Community entrance upkeep
- Street lighting in common areas
- Architectural review and enforcement
- Property insurance for common elements
- Reserve funds for future capital improvements
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Bianca Ramos

