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Waterside Ocoee Homes for Sale

2747 Cullens Court, Ocoee image
2747 Cullens Court, Ocoee $459,999

Model-like split floorplan home in Waterside! With upgraded kitchen including lots of cabinetry, granite countertops, stainless steel appliances, and breakfast bar. The m...

  • 3 Beds
  • 2 Baths
  • Waterside SubDv.
  • 34761 Zip Code
2706 Kris Xing, Ocoee image
2706 Kris Xing, Ocoee $409,900 ▼

Welcome home to this beautifully updated 3-bedroom, 2-bath pool home nestled on a spacious corner lot in the highly desirable Waterside community of Ocoee. From the momen...

  • 3 Beds
  • 2 Baths
  • Waterside SubDv.
  • 34761 Zip Code
Home › Ocoee › Waterside
📋 What's on This Page
  • About Waterside Neighborhood
  • Location & Connections
  • Neighborhood Amenities & Lifestyle
  • How Waterside Compares
  • HOA Information
  • Frequently Asked Questions
  • Available Homes

Waterside Homes for Sale

Ocoee, FL 34761 | Established East Ocoee Community Off Clarke Road, North of Silver Star

Waterside is an established non-gated community of 116 homes built primarily between 1991 and 2001 by Rottlund Homes of Florida, situated off Clarke Road just north of Silver Star Road in the eastern section of Ocoee. The neighborhood combines mature tree canopy, sidewalks, and a community park with one of the most central commuting positions in the city — minutes to West Colonial Drive (SR 50), the SR 408 expressway, and the Jim Beech Recreation Center. View Available Homes

✔ Information verified current as of April 27, 2026

About Waterside Neighborhood

Waterside is a 116-home single-family community in the 34761 ZIP code of east Ocoee, accessed off Clarke Road north of Silver Star Road (SR 438). Most homes were built between 1991 and 2001 by Rottlund Homes of Florida, with a smaller subset of properties extending the build window into the early 2000s. Eight of the 116 homes are lakefront properties, while the rest are interior and conservation-view lots typical of the era's master-planned single-family communities.

Architectural styles in Waterside include traditional Florida and contemporary designs, with two-story floor plans well represented alongside one-story options. Homes range from approximately 1,200 to 2,800 square feet of conditioned space, with most featuring three to five bedrooms, two-car garages, and quarter-acre lots. Construction is a mix of block, stucco, and wood frame with shingle roofs — standard 1990s production housing with the maintenance profile that comes with that era.

The community is non-gated and operates under a mandatory HOA covering park access, sidewalk maintenance, water access, and fishing privileges. Waterside's location has aged well: it sits inside the Clarke Road / Silver Star / A.D. Mims grid that puts most daily-life destinations — groceries, schools, the rec center, hospital — within a few minutes' drive, while the SR 408 interchange at Clarke Road delivers downtown Orlando in roughly 15 minutes when traffic cooperates.

📊 Quick Facts
Property Style(s):Single-Family Homes (Traditional, Florida, Contemporary)
Home Sizes:Approximately 1,200–2,800 sq ft
Bedrooms:3–5
Garage:2-car standard
Average Lot Size:Approximately 0.25 acre
Year Built:1991–2001 (primary), with limited later infill
Builder:Rottlund Homes of Florida (primary)
HOA Fee:Contact us for current fee
CDD Fee:No
Total Homes:116 (8 lakefront)
Gated:No
🏠 Typical Home Features
  • Construction: Block, stucco, and wood frame
  • Roofing: Shingle
  • Interior: Attic storage, separate breakfast room, family room, formal dining and living rooms common in two-story plans
  • Exterior: Fenced yards, French doors, irrigation systems, exterior lighting, sidewalks throughout
  • Lot character: Quarter-acre average; mature landscaping reflecting 25+ year community age
  • Lakefront homes: 8 of the 116 properties are lakefront with direct water access

↑ Back to Top | View Available Homes →

Waterside Location & Connections

Waterside is located in the 34761 ZIP code on the east side of Ocoee, accessed off Clarke Road just north of Silver Star Road (SR 438) and south of A.D. Mims Road. The community sits inside Ocoee's internal road grid rather than along an expressway frontage, which means quieter day-to-day surroundings combined with a short drive to the SR 408 (Arnold Palmer Expressway) on-ramp at Clarke Road for downtown Orlando access.

The eastern position places Waterside closer to the Orlando city line than most Ocoee neighborhoods — a meaningful commuting advantage for households heading to downtown, the Orlando Health corridor, or the SR 408 East-West Expressway. West Colonial Drive (SR 50) is roughly two minutes south via Clarke Road, putting West Oaks Mall, Health Central Hospital, and the city's full retail spine within easy daily reach.

🏘️ Adjacent Neighborhoods & Areas
  • Reserve — to the north
  • Willows on the Lake — to the south
  • Richfield — to the east
  • Vandergrift Boulevard — internal connector linking Clarke Road to surrounding subdivisions
  • Clarke Road and the Silver Star Road (SR 438) corridor — Ocoee's primary internal grid serving the community
  • A.D. Mims Road — east-west connector running along the community's northern edge
  • Jim Beech Recreation Center — Ocoee's primary city-operated recreation and aquatics facility, minutes from the community
  • Lake Meadow — referenced as a nearby water feature on Ocoee's northern corridor (note: most Lake Meadow-adjacent neighborhoods sit further north along the Lake Apopka corridor; please verify the precise spatial relationship before publication)
🚗 Detailed Commute Times
  • Downtown Orlando: Approximately 15–20 minutes (12 miles) via SR 408
  • UCF Campus: Approximately 30–35 minutes (20 miles) via SR 408
  • Walt Disney World: Approximately 25–30 minutes (15 miles) via SR 429
  • Universal Orlando: Approximately 20–25 minutes (12 miles) via SR 408
  • SeaWorld Orlando: Approximately 25–30 minutes (16 miles) via SR 408 and I-4
  • Cocoa Beach: Approximately 60–70 minutes (60 miles) via SR 408 and SR 528
  • Lake Nona Medical City: Approximately 35–40 minutes (24 miles) via SR 408 and SR 417
  • Health Central Hospital (Ocoee): Approximately 5 minutes (2 miles) via Clarke Road and West Colonial Drive
  • Winter Garden: Approximately 12–15 minutes (6 miles) via West Colonial Drive or SR 429
✈️ Airport Access
  • Orlando International Airport (MCO): Approximately 30–35 minutes (22 miles) via SR 408 or Florida's Turnpike
  • Orlando Sanford International Airport (SFB): Approximately 40–45 minutes (32 miles) via SR 429 and SR 417
  • Orlando Executive Airport (ORL): Approximately 20 minutes (13 miles) via SR 408

↑ Back to Top | View Available Homes →

Waterside Amenities & Lifestyle

Waterside's lifestyle profile is shaped by three things: its mature, tree-lined character; its central position in Ocoee's east side; and its proximity to the Jim Beech Recreation Center, which functions as the practical hub of recreation and youth programming for residents in this part of Ocoee. The neighborhood's quarter-acre lots, sidewalks, and 25+ year canopy give it a settled, walkable feel that newer Ocoee subdivisions further west don't yet have.

For day-to-day living, residents are within minutes of full-service grocery, retail, dining, and medical care along West Colonial Drive — the spine that defines daily life across Ocoee.

🏊 Neighborhood Amenities

Amenities found within Waterside under the mandatory HOA:

  • Community park
  • Sidewalks throughout
  • Water access (community shoreline)
  • Fishing privileges
  • Mature tree canopy and landscaped common areas

Waterside is non-gated; eight of the 116 homes are lakefront with direct water frontage.

🛍️ Shopping & Services

Waterside residents have minutes-away access to West Oaks Mall on West Colonial Drive — Ocoee's anchor retail destination — plus the Plantation Grove Shopping Center for Publix-anchored everyday shopping. Winter Garden Village at Fowler Groves sits roughly 10–12 minutes west via SR 429 for outdoor lifestyle-center retail.

For comprehensive shopping information: Discover even more shopping options with our comprehensive Ocoee shopping guide.

🍽️ Restaurants

Dining options near Waterside concentrate along West Colonial Drive, with chain restaurants, neighborhood favorites, and international cuisine reflecting Ocoee's diverse population. Ocoee's first craft brewery, Toll Road Brewing Company, and the city's broader casual-dining scene are within a short drive, with downtown Winter Garden's restaurant district roughly 12 minutes west.

For comprehensive restaurant information: Explore dining options in our complete Ocoee restaurants and dining guide.

🎭 Arts & Culture

Ocoee's arts and cultural programming centers on the historic downtown district — the Withers-Maguire House (Ocoee's oldest landmark, on the National Register), the Ocoee Christian Church, the Ocoee Lakeshore Center, and Bill Breeze Park on Starke Lake, which hosts the Ocoee Music Festival and the Asian Culture Festival. Waterside is roughly 5–7 minutes from this district.

For comprehensive arts & culture information: Explore more area arts & culture options in our comprehensive Ocoee arts and culture guide.

🏃 Health & Wellness

Orlando Health – Health Central Hospital sits on West Colonial Drive approximately 2 miles from Waterside, providing full-service emergency, surgical, and specialty care. The newer AdventHealth Ocoee freestanding ER offers a second 24/7 emergency option, and AdventHealth Centra Care provides walk-in urgent care. The Jim Beech Recreation Center and Family Aquatic Center handles fitness programming and adult leagues for residents in this part of the city.

For comprehensive health & wellness information: For a complete directory of healthcare providers, visit our comprehensive Ocoee health and wellness guide.

🌳 Parks & Recreation

Waterside's location places residents minutes from Ocoee's full park inventory — the Jim Beech Recreation Center for organized recreation and the public pool, Vignetti Park for organized sports, Bill Breeze Park on Starke Lake for lakefront recreation, and the Ocoee Action Sports Park at Vandergrift for skating and pump tracks. The 22-mile West Orange Trail passes through Ocoee with a major trailhead near downtown.

For comprehensive parks & recreation information: Discover more parks, trails, and outdoor recreation in our detailed Ocoee parks and recreation guide.

⚽ Sports & Athletics

The Jim Beech Recreation Center directly serves Waterside residents with adult fitness leagues, youth programs, and the city's aquatic center. Vignetti Park anchors organized baseball, softball, and soccer programming. Forest Lake Golf Club — recently acquired by the city — provides public-access 18-hole golf within Ocoee, while the planned Dynasty Ocoee complex and incoming Vasant Sports indoor pickleball facility are reshaping the city's sports tourism profile.

For comprehensive sports & athletics information: Find complete information on golf, fitness, and recreation in our detailed Ocoee sports and athletics guide.

🎉 Fun Things to Do

Bill Breeze Park hosts Ocoee's signature community programming — Food Truck Fridays, Movies in the Park, the Ocoee Music Festival, and Founders' Day. West Orange Cinema on Maguire Road is the city's beloved independent movie theater, AMC Theaters at West Oaks Mall handles first-run films, and GameTime Ocoee on West Colonial Drive offers arcades, mini bowling, and a sports bar. Tom West Blueberry Farm and Lake Meadow Naturals on Ocoee's northern edge provide u-pick agritourism.

For comprehensive events & activities information: Find even more things to do in our complete Ocoee entertainment guide.

🎓 Schools

Waterside is served by Orange County Public Schools (OCPS):

  • Elementary: Ocoee Elementary or Citrus Elementary (depending on exact street zoning)
  • Middle: Ocoee Middle School
  • High: Ocoee High School — recognized for back-to-back "A" state grades and a 100% graduation rate

School zone assignments are subject to change. Buyers should always verify current zoning directly with Orange County Public Schools using the OCPS "Find My School" tool before purchase, particularly because OCPS has periodically adjusted east-Ocoee elementary attendance boundaries.

For comprehensive school information: For detailed school ratings and educational resources, visit our comprehensive Ocoee schools and education guide.

↑ Back to Top | View Available Homes →

How Waterside Compares

Waterside competes most directly with other established 1990s east-Ocoee subdivisions and with newer construction further west along the SR 429 corridor. The trade-offs are predictable: established communities offer mature landscaping, no CDD fees, and proven school zones at lower price points; newer construction offers contemporary floor plans and energy efficiency at meaningfully higher cost.

Feature Waterside Reserve (adjacent) Newer SR 429 Construction
Typical Lot Size ~0.25 acre ~0.20–0.25 acre ~0.10–0.18 acre
Year Built 1991–2001 Late 1990s–early 2000s 2018–present
CDD Fee No No Often Yes
Gated No No Sometimes
Tree Maturity High (25+ years) Moderate–High Low (newer plantings)
SR 408 / Downtown Orlando Access Direct (Clarke Rd interchange) Direct (Clarke Rd interchange) Indirect (longer drive)

💡 Value Proposition: Waterside trades new-construction polish for three established advantages: a mature streetscape on quarter-acre lots, no CDD assessments, and one of the shortest practical commutes from Ocoee to downtown Orlando via SR 408. For buyers prioritizing established character, school zone, and commute time over a brand-new floor plan, the equation works.

↑ Back to Top | View Available Homes →

Waterside HOA & CDD Information

Waterside operates under a mandatory homeowners association covering the community park, sidewalks, water access, and fishing privileges. There is no Community Development District (CDD) — a meaningful cost advantage compared to many newer Ocoee-area communities along the SR 429 corridor that carry CDD assessments on top of HOA dues. As with most established 1990s communities, the HOA's primary role is common-area maintenance and architectural standards rather than the broad amenity package found in newer master-planned communities.

💰 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 park maintenance
  • Sidewalk upkeep and common-area landscaping
  • Community water access and shoreline maintenance
  • Fishing privileges for residents
  • Architectural standards review and enforcement
  • Reserve funds for long-term common-area capital needs
  • Administrative and management costs

↑ Back to Top | View Available Homes →

Frequently Asked Questions

What is the HOA fee for Waterside?
Please contact us for the current HOA fee, payment schedule, and HOA management company contact information. The HOA covers the community park, sidewalk maintenance, water access, fishing privileges, and architectural standards.
Is there a CDD fee in Waterside?
No, Waterside does not have a Community Development District (CDD) fee. This is a meaningful cost advantage over many newer Ocoee-area communities — particularly those along the SR 429 corridor — that carry CDD assessments in addition to HOA dues.
What schools serve Waterside?
Waterside is served by Orange County Public Schools, including Ocoee Middle School and Ocoee High School. The elementary assignment is typically Ocoee Elementary or Citrus Elementary depending on the exact street within the community. School zones are subject to change — always verify current zoning directly with OCPS using the "Find My School" tool before purchase.
When were homes in Waterside built and by whom?
The majority of Waterside homes were built between 1991 and 2001 by Rottlund Homes of Florida, with limited later infill extending into the early 2000s. The community contains 116 single-family homes, including eight lakefront properties.
Is Waterside a gated community?
No, Waterside is a non-gated community accessed off Clarke Road north of Silver Star Road.
What size are homes and lots in Waterside?
Homes range from approximately 1,200 to 2,800 square feet of conditioned space, with three to five bedrooms and two-car garages. Lots average roughly a quarter-acre, with a mix of one-story and two-story floor plans in traditional Florida and contemporary architectural styles.
How long is the commute to downtown Orlando from Waterside?
Approximately 15–20 minutes (about 12 miles) via the SR 408 (Arnold Palmer Expressway) on-ramp at Clarke Road. This is one of the shorter practical Ocoee-to-downtown commutes thanks to Waterside's eastern position in the city.
Are there lakefront homes in Waterside?
Yes, eight of the 116 homes in Waterside are lakefront properties with direct water access. Lakefront homes typically command a meaningful premium over interior lots in the community.
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