Parkside
A newer Windermere gated community with resort amenities and OCPS-zoned schools.
Live the MaxLife.
$1.3M
Median Price
$850K – $1.8M
320
Homes
$100–$150
Monthly HOA
2014
Established
Windermere Elementary
School Zone
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Background
A brief history
Parkside was delivered starting in 2014 by national production builders on a large parcel off Apopka-Vineland Road, in the 32836 portion of Windermere. The community filled in one of the last sizeable developable tracts in the Windermere school zone and delivered roughly 320 homes over a build-out that ran through 2020. Plans were drawn from a fixed menu across several builders, which is why the community reads as more architecturally uniform than the older Windermere custom communities nearby. Because the home stock is new, there's been essentially no rebuild activity and only a light layer of custom upgrades to original finishes.
The feel
What it's like to live here
Parkside has the feel of a modern amenity-driven gated community — the kind of place buyers choose when they want Windermere school zoning and a resort lifestyle at a lower entry point than Keene's Pointe or Tildens Grove. The amenity center is the daily-use heart: resort-style pool with lap lanes, fitness room, playground, clubhouse, and an event lawn. Architecture is transitional-traditional (stone veneer, architectural shingle, stucco accents) rather than the Mediterranean vocabulary of the older Windermere communities. Streets are wide with sidewalks on both sides. Lots run 0.15 to 0.3 acre — tighter than older Windermere communities by design.
The details
What to expect
Architecture & Lots
Transitional-traditional production plans delivered 2014–2020 by multiple national builders. Stone veneer, stucco, architectural shingle roofs. Main homes 3,000–4,800 square feet, 4–5 bedrooms, 3-car garage. Lots 0.15 to 0.3 acre.
Lifestyle & Amenities
Staffed gate during peak hours (keypad after), resort-style pool with lap lanes, fitness room, playground, clubhouse, event lawn. Active community event calendar. The amenity center is heavily used by family residents.
HOA Rules & Fees
HOA ~$100/month ($1,200/year) — confirmed via listing data, Apr 2026. Covers gated entrance and community amenity center. Active architectural review for all exterior changes. Short-term rentals prohibited; 6-month minimum lease.
Schools
Zoned for Windermere Elementary, Bridgewater Middle (STEM magnet), and Olympia High. Windermere Prep (private) is 10 minutes.
Access & Commute
Five minutes to Restaurant Row via Apopka-Vineland, 10 minutes to Disney, 12 minutes to the 429, 25 minutes to MCO, 30 minutes to downtown Orlando.
Community
Amenities
- Staffed gated entrance (peak hours)
- Resort-style pool with lap lanes
- Clubhouse, fitness room, playground, event lawn
- Sidewalks on both sides of every street
- Newer transitional-traditional construction
Know Before You Buy
HOA rules worth knowing
- HOA ~$100/month ($1,200/year) — confirmed via listing data, Apr 2026
- Covers gated entrance and community amenity center
- All exterior changes require architectural review
- Short-term rentals prohibited; 6-month minimum lease
Education
School assignments
- Windermere Elementary
- Bridgewater Middle (STEM magnet)
- Olympia High School
- Windermere Prep (private)
School zone assignments change. Verify with Orange County Public Schools before purchase.
Market Commentary
What the market is doing
Current median trades in the $1.15M–$1.35M band. Smaller 4-bedroom plans move $850K–$1.1M. Larger 5-bedroom estate plans on premium lots trade $1.5M–$1.8M. Price-per-square-foot runs $285 to $330, with lot position being the primary spread driver (premium pond-view and cul-de-sac lots carry a 5–10% premium). Days-on-market has averaged 30–45 days.
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Also Worth Seeing
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Information on this page is compiled from public records, MLS data, community associations, and broker observation. Price ranges, HOA fees, school assignments, and community amenities change — verify all details with MaxLife Realty and the relevant community association before making a purchase decision. Ryan Solberg, Broker, License #BK3354351. MaxLife Realty, 321.373.3536.