Parkside
A newer Windermere gated community with resort amenities and A-rated schools.
Live the MaxLife.
$1.3M
Median Price
$850K – $1.8M
320
Homes
$275–$400
Monthly HOA
2014
Established
Windermere Elementary (A-rated)
School Zone
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
Monthly dues $275–$400 including gate and amenity center. Active architectural review for all exterior changes. Short-term rentals prohibited; 6-month minimum lease. Because the homes are new, exterior maintenance issues are still uncommon.
Schools
Zoned for Windermere Elementary (A-rated), Bridgewater Middle (A-rated, STEM magnet), and Olympia High (A-rated). 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
- Monthly HOA $275–$400 (includes amenity center)
- All exterior changes require architectural review
- Short-term rentals prohibited; 6-month minimum lease
Education
School assignments
- Windermere Elementary (A-rated)
- Bridgewater Middle (A-rated, STEM magnet)
- Olympia High School (A-rated)
- 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.
Recent Work
Recent sales in Windermere
Representative closings across Windermere. Our Parkside off-market pipeline is larger than what's shown here.
No recent listings shown yet for Parkside. Join the VIP list to see upcoming inventory first.
Also Worth Seeing
Related communities
Windermere
Tildens Grove
A guard-gated Windermere custom-estate community with resort amenities.
$1.4M – $4M · 175 homes
Explore Tildens Grove →
Windermere
Casabella
A small Tuscan-inspired enclave behind Windermere's quieter gate.
$2M – $4.5M · 50 homes
Explore Casabella →
Dr. Phillips
Phillips Grove
Dr. Phillips' newest production-luxury gated community.
$800K – $1.8M · 230 homes
Explore Phillips Grove →
Dr. Phillips
Ruby Lake
A newer Dr. Phillips gated Lennar community with resort-style amenities.
$650K – $1.4M · 280 homes
Explore Ruby Lake →
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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.