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Pleasant Hill Lakes Homes for Sale

2600 Shortleaf, Kissimmee image
2600 Shortleaf, Kissimmee $414,000 ▼

One or more photo(s) has been virtually staged. HUGE PRICE DROP! Welcome to your private retreat in the highly desirable Pleasant Hill Lakes community! Situated on nearly...

  • 4 Beds
  • 2 Baths
  • Pleasant Hill Lakes SubDv.
  • 34746 Zip Code
1750 Evergreen Court, Kissimmee image
1750 Evergreen Court, Kissimmee $380,000 ▼

Meet 1750 Evergreen Ct, a well-maintained residence featuring all stainless steel appliances in the kitchen. The primary bedroom includes a walk in closet, and the exteri...

  • 3 Beds
  • 2 Baths
  • Pleasant Hill Lakes Unit 3 SubDv.
  • 34746 Zip Code
2800 Woodsmere Court, Kissimmee image
2800 Woodsmere Court, Kissimmee $470,000

Imagine waking up each morning in a serene oasis, where tranquility meets modern living. Welcome to 2800 Woodsmere Court, nestled in one of Kissimmee's most coveted neigh...

  • 4 Beds
  • 2 Baths
  • Pleasant Hill Lakes Unit 9 SubDv.
  • 34746 Zip Code
Lake Tohopekaliga Boulevard, Kissimmee image
Lake Tohopekaliga Boulevard, Kissimmee $199,900

Pristine 1.16 acre homesite cleared and ready to build! Rare lakefront property on Lake Tohopekaliga where you can build your own private dock on state land behind the pr...

  • Pleasant Hill Heights Unit 2 SubDv.
  • 34746 Zip Code
Home › Kissimmee › Pleasant Hill Lakes
📋 What's on This Page
  • About Pleasant Hill Lakes Neighborhood
  • Location & Connections
  • Neighborhood Amenities & Lifestyle
  • How Pleasant Hill Lakes Compares
  • HOA Information
  • Frequently Asked Questions
  • Available Homes

Pleasant Hill Lakes Homes for Sale

Kissimmee, FL 34746 | Established Lakeside Community with Recreation Amenities off Pleasant Hill Road

Pleasant Hill Lakes is a well-established single-family home community located along Pleasant Hill Road in southern Kissimmee. Built between 1982 and 2006, this non-gated neighborhood features homes on generous lots with community ponds, a playground, tennis courts, basketball courts, and walking trails — all with no CDD fees. Situated just west of Lake Tohopekaliga and near Valencia College Poinciana Campus, Pleasant Hill Lakes offers affordable Osceola County living with genuine recreation amenities. View Available Homes

✔ Information verified current as of April 2026

About Pleasant Hill Lakes Neighborhood

Pleasant Hill Lakes occupies a quiet stretch of southern Kissimmee along Pleasant Hill Road, just south of US 17-92 (Orange Blossom Trail) and west of Lake Tohopekaliga. Developed across multiple phases from the early 1980s through the mid-2000s, the community encompasses a diverse collection of single-family homes built by various builders over its multi-decade development span. The result is a neighborhood with genuine architectural variety rather than the uniform production-home look found in many newer subdivisions.

Homes in Pleasant Hill Lakes range from approximately 1,450 to over 3,400 square feet, typically offering three to five bedrooms and two to three bathrooms. Many properties sit on oversized lots that accommodate private pools, workshops, and outdoor recreation space. The community's namesake ponds and small lakes wind through the neighborhood, providing scenic water views for many homesites and creating a natural character that newer subdivisions often lack.

What truly distinguishes Pleasant Hill Lakes from many surrounding communities is the depth of its on-site recreation amenities. The neighborhood features a community playground, basketball court, tennis courts, walking trails, sidewalks, and direct water access — amenities that were thoughtfully integrated into the community's original design and have been maintained through its modest HOA structure. The absence of CDD fees is a significant financial advantage, keeping recurring costs well below those of newer communities in the Pleasant Hill corridor.

The community's location near Valencia College Poinciana Campus and within the Pleasant Hill Road corridor provides convenient access to schools, shopping, restaurants, and major transportation routes while maintaining the peaceful residential character that defines this part of southern Kissimmee.

📊 Quick Facts
Property Style(s):Single-Family Homes
Home Sizes:Approx. 1,450–3,400+ sq ft
Bedrooms:3–5
Bathrooms:2–3
Year Built:1982–2006
HOA Fee:Contact us for current fee
CDD Fee:No
Total Homes:Approx. 300+ (multiple phases)
Gated:No
Community Features:Community ponds, playground, basketball court, tennis courts, walking trails, sidewalks, water access

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Pleasant Hill Lakes Location & Connections

Pleasant Hill Lakes is located in the Pleasant Hill area of southern Kissimmee, positioned along Pleasant Hill Road just south of the US 17-92 intersection. The community sits in the heart of a residential corridor that has grown steadily over the past several decades, surrounded by established neighborhoods and newer developments alike.

Lake Tohopekaliga lies to the east, accessible via the Granada Public Boat Ramp for residents who enjoy bass fishing, boating, and waterfront recreation. Valencia College Poinciana Campus is located nearby along Pleasant Hill Road, and the Village Shops at Bellalago provide everyday retail convenience to the south. The Pleasant Hill Road corridor connects northward to US 17-92 and southward toward Poinciana Boulevard, giving residents efficient access to the broader Kissimmee transportation network.

🏘️ Adjacent Neighborhoods & Areas
  • Pleasant Hill Heights — immediately adjacent to the south and west
  • Alamo Estates — nearby along the Pleasant Hill Road corridor
  • Eagle Lake — newer community to the south along Pleasant Hill Road
  • Oak Pointe — residential neighborhood to the west
  • Brighton Lakes — lakeside community to the south
  • Parkview at Lakeshore — lakeside community nearby
🚗 Detailed Commute Times
  • Downtown Orlando: 35–40 minutes (28 miles via US 17-92 / I-4)
  • Walt Disney World: 25–30 minutes (18 miles via US 192 / World Drive)
  • Universal Orlando: 35–40 minutes (30 miles via I-4)
  • SeaWorld Orlando: 30–35 minutes (24 miles via I-4)
  • UCF Campus: 45–50 minutes (38 miles via SR 417)
  • Lake Nona Medical City: 30–35 minutes (25 miles via SR 417)
  • Cocoa Beach: 75–85 minutes (68 miles via SR 528)
  • Poinciana: 10–15 minutes (7 miles via Pleasant Hill Road / Poinciana Blvd)
  • Downtown Kissimmee: 15–20 minutes (8 miles via US 17-92)
✈️ Airport Access
  • Orlando International Airport (MCO): 30–35 minutes (25 miles via SR 417)
  • Kissimmee Gateway Airport: 15–20 minutes (10 miles via US 17-92)
  • Orlando Sanford International Airport (SFB): 55–65 minutes (50 miles via I-4)

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Pleasant Hill Lakes Amenities & Lifestyle

Life in Pleasant Hill Lakes centers on the community's natural water features and recreation amenities. The neighborhood's ponds and small lakes create a scenic backdrop for evening walks along the community trails, while the playground, basketball court, and tennis courts provide active recreation without ever leaving the neighborhood. The mature tree canopy and generous lot sizes give Pleasant Hill Lakes a spacious, established feel that appeals to families, retirees, and anyone who values outdoor space.

The broader Pleasant Hill corridor offers a growing selection of everyday conveniences, from grocery shopping and dining to healthcare and educational resources. Residents benefit from proximity to both Kissimmee's downtown core and the expanding retail and service options along Pleasant Hill Road.

🏊 Neighborhood Amenities

Amenities found within Pleasant Hill Lakes:

  • Community ponds and small lakes with water views
  • Community playground
  • Basketball court
  • Tennis court(s)
  • Walking trails and sidewalks
  • Water access and waterfront homesites
  • Street lighting throughout
  • Recreation area and facilities
🛍️ Shopping & Services

Pleasant Hill Lakes residents have convenient access to the Village Shops at Bellalago to the south and the Pleasant Hill Commons shopping center along US 17-92, which includes Publix and everyday retail services. The Loop on John Young Parkway is approximately 10 miles north for expanded retail options.

For comprehensive shopping information: View our Kissimmee Shopping Guide →

🍽️ Restaurants

Dining options along the Pleasant Hill Road and US 17-92 corridors include a rich selection of Latin American restaurants reflecting the area's diverse cultural heritage, along with casual dining and fast-casual chains. Downtown Kissimmee's independent dining scene along Broadway is approximately 15 minutes north.

For comprehensive restaurant information: View our Kissimmee Restaurants & Dining Guide →

🎭 Arts & Culture

The Pleasant Hill area is within easy reach of Osceola Arts for live theater and music performances, Pioneer Village at Shingle Creek for living history, and the downtown Kissimmee mural and public art scene along Broadway.

For comprehensive arts & culture information: View our Kissimmee Arts & Culture Guide →

🏃 Health & Wellness

Healthcare needs are served by AdventHealth Kissimmee and HCA Florida Osceola Hospital in central Kissimmee, along with HCA Florida Poinciana Hospital to the south for expanded emergency and surgical care.

For comprehensive health & wellness information: View our Kissimmee Health & Wellness Guide →

🌳 Parks & Recreation

Beyond the community's own recreation amenities, Pleasant Hill Lakes residents are close to Kissimmee Lakefront Park and Big Toho Marina for boating and waterfront dining, and Lake Tohopekaliga for world-class bass fishing accessible via the nearby Granada Public Boat Ramp.

For comprehensive parks & recreation information: View our Kissimmee Parks & Recreation Guide →

⚽ Sports & Athletics

The community's own basketball and tennis courts provide everyday athletic options. For expanded recreation, Bob Makinson Aquatic Center offers competitive swimming programs, and Kissimmee's championship golf courses including Falcon's Fire and Kissimmee Bay Country Club are within a short drive.

For comprehensive sports & athletics information: View our Kissimmee Sports & Athletics Guide →

🎉 Fun Things to Do

Pleasant Hill Lakes residents are minutes from Gatorland, Old Town Kissimmee, and the legendary dinner show district along US 192. Walt Disney World is approximately 25 minutes away.

For comprehensive events & activities information: View our Kissimmee Events & Things To Do Guide →

🎓 Schools

Pleasant Hill Lakes is served by:

  • Elementary: Pleasant Hill Elementary School
  • Middle: Horizon Middle School
  • High: Liberty High School

Note: School assignments are subject to change. Always verify current zoning with the Osceola County School District (407-870-4600) before making purchasing decisions based on school assignments.

For comprehensive school information: View our Kissimmee Schools & Education Guide →

↑ Back to Top | View Available Homes →

How Pleasant Hill Lakes Compares

Pleasant Hill Lakes offers a compelling value proposition for buyers seeking established homes with genuine community amenities and no CDD fees. Here's how the neighborhood stacks up against neighboring communities along the Pleasant Hill Road corridor.

Feature Pleasant Hill Lakes Eagle Lake Brighton Lakes
Year Built 1982–2006 2003–2019 2003–2012
CDD Fee No Yes Yes
Lot Sizes Generous / oversized available Standard production Standard production
Gated No No No
Community Amenities Ponds, playground, tennis, basketball, trails Pool, playground, picnic area Pool, playground, fitness center
Mature Landscaping Yes — 20–40+ year canopy Moderate — 5–20 years Moderate — 12–20 years

💡 Value Proposition: Pleasant Hill Lakes combines no CDD fees, oversized lot availability, and a full recreation amenity package with the character of mature landscaping — a combination that newer communities along Pleasant Hill Road simply cannot replicate at the same price point.

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Pleasant Hill Lakes HOA & CDD Information

Pleasant Hill Lakes has a mandatory homeowners association that oversees the community's shared amenities, common areas, and neighborhood standards. The HOA maintains the community ponds, playground, basketball court, tennis courts, walking trails, and landscaped common areas that give the neighborhood its welcoming character.

One of Pleasant Hill Lakes' most significant financial advantages is the absence of a Community Development District (CDD) fee. Many newer communities in the Pleasant Hill corridor and throughout southern Kissimmee carry CDD assessments ranging from $1,500 to $4,000 or more annually. Pleasant Hill Lakes residents avoid this additional cost entirely, which can result in meaningful savings over the life of homeownership. For more information about CDD fees and how they affect your total cost of ownership, visit our guide on what a CDD is and how it works.

💰 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
  • Community pond and water feature maintenance
  • Playground upkeep and equipment maintenance
  • Basketball court and tennis court maintenance
  • Walking trail and sidewalk maintenance
  • Common area landscaping and irrigation
  • Street lighting
  • Community insurance and reserve funds

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Frequently Asked Questions

What is the HOA fee for Pleasant Hill Lakes?
Please contact us for the current HOA fee, payment schedule, and HOA management company contact information. HOA fees in Pleasant Hill Lakes typically cover maintenance of the community ponds, playground, basketball court, tennis courts, walking trails, common area landscaping, and reserve funds.
Is there a CDD fee in Pleasant Hill Lakes?
No, Pleasant Hill Lakes does not have a Community Development District (CDD) fee. This is a meaningful financial advantage compared to many newer communities in the Pleasant Hill corridor and throughout southern Kissimmee that carry annual CDD assessments ranging from $1,500 to $4,000 or more.
What schools serve Pleasant Hill Lakes?
Pleasant Hill Lakes is zoned for Osceola County Public Schools: Pleasant Hill Elementary School, Horizon Middle School, and Liberty High School. Charter school options nearby include Mater Brighton Lakes Academy on Pleasant Hill Road. Always verify current zoning with the Osceola County School District (407-870-4600) as boundaries may change.
Is Pleasant Hill Lakes a gated community?
No, Pleasant Hill Lakes is a non-gated community. The neighborhood features an open layout with street lighting and sidewalks throughout, providing a welcoming and accessible residential environment.
How close is Pleasant Hill Lakes to Lake Tohopekaliga?
Pleasant Hill Lakes is located just west of Lake Tohopekaliga (Lake Toho), one of Florida's premier bass fishing lakes. The Granada Public Boat Ramp is nearby, providing convenient access to the lake for boating, fishing, and waterfront recreation. The Kissimmee Lakefront Park and Big Toho Marina are approximately 15 minutes north.
What are the lot sizes in Pleasant Hill Lakes?
Lot sizes in Pleasant Hill Lakes vary significantly across the community's multiple phases. Many homes sit on generous, oversized lots — some exceeding half an acre — which is considerably larger than the typical 0.10–0.18 acre lots found in newer production-home communities along Pleasant Hill Road. These larger lots accommodate pools, workshops, RV storage, and extensive outdoor living areas.
When were homes in Pleasant Hill Lakes built?
Pleasant Hill Lakes was developed across multiple phases from 1982 through 2006. This multi-decade build-out means the community features a range of architectural styles and home sizes, from original 1980s homes to mid-2000s construction. Many earlier homes have been renovated and updated over the years.
What recreation amenities does Pleasant Hill Lakes offer?
Pleasant Hill Lakes features a community playground, basketball court, tennis courts, walking trails with sidewalks, community ponds with water views, water access, and recreation areas — all maintained through the neighborhood HOA. These on-site amenities provide everyday recreation without leaving the community.
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