Windermere Wylde
Contemporary Mediterranean estates with modern luxury finishes and smart home tech.
Live the MaxLife.
$2.5M
Median Price
$1.8M – $3.9M
60
Homes
$300–$550
Monthly HOA
2015
Established
Windermere Elementary or Sunset Park Elementary (zoning dependent)
School Zone
Background
A brief history
Windermere Wylde was conceived in the mid-2010s as a gated community emphasizing contemporary Mediterranean architecture and smart home technology. Approximately 60 homesites were platted with an emphasis on larger lots (0.5–1.5 acres) and modern construction standards. Build-out began around 2015 and continued through the 2020s, with builders focusing on energy efficiency, smart home integration, and high-end finishes. The community reflects the shift toward contemporary luxury rather than traditional-only architecture. Homes feature open floor plans, modern kitchens, automated systems, and finishes that appeal to younger affluent buyers and downsizers seeking move-in-ready homes.
The feel
What it's like to live here
Windermere Wylde feels like a sophisticated, contemporary community where design and technology are equally valued. Homes blend Mediterranean elements — barrel tile roofs, courtyards, stucco — with modern open floor plans and high-end finishes. Square footage typically ranges 3,500–6,500, with most homes featuring smart home systems, open kitchens, and spa-like master suites. Lots are generously sized (0.5–1.5 acres), allowing for mature landscaping and privacy buffers between homes. Newer construction means high-quality finishes throughout; there's minimal deferred maintenance in the community. Residents are typically 45–70 years old, affluent, and focused on active lifestyles rather than community socializing.
The details
What to expect
Architecture & Lots
Contemporary Mediterranean with modern open floor plans. Homes 3,500–6,500 square feet, 4–5 bedrooms. Lots 0.5–1.5 acres with mature landscape buffers. High-end finishes including marble counters, hardwood flooring, architect-selected fixtures. Smart home systems integrated throughout. Barrel tile roofs and stucco elevations with modern design lines.
Smart Home & Technology
All homes feature smart home systems: automated lighting, programmable thermostats, integrated entertainment, security systems, and access controls. High-speed internet and fiber-optic infrastructure available. Energy-efficient HVAC and lighting throughout. Homes appeal to technology-comfortable buyers.
Modern Luxury Finishes
High-end kitchen appliances, custom cabinetry, marble or quartz countertops. Master suites with spa-inspired bathrooms, soaking tubs, and large walk-in closets. Open floor plans with high ceilings. Quality window and door systems. Outdoor living with covered patios and resort-style pools common.
HOA Rules & Fees
Monthly HOA $300–$550 depending on section and amenities. Architectural review applies to any exterior changes, though changes are uncommon given high-quality original finishes. Short-term rentals prohibited; 30-day minimum lease. Landscape maintenance standards enforced. Community common areas well-maintained.
Location & Access
Gated entrance accessible via local roads in central Windermere area. Eight to ten minutes to Restaurant Row, 25–30 minutes to downtown Orlando, 15 minutes to Disney, 30–35 minutes to MCO. Quick access to 429 Western Beltway. Convenient to shopping and dining.
Community
Amenities
- Smart home technology integrated throughout all homes
- Contemporary Mediterranean architecture and design
- Generous 0.5–1.5 acre lots with mature landscaping
- Resort-style amenities in select sections
- Walking trails and community gathering areas
- 24-hour gated entrance
Know Before You Buy
HOA rules worth knowing
- Monthly HOA $300–$550 depending on section
- Architectural review for exterior changes
- Smart home systems can be customized within HOA guidelines
- Short-term rentals prohibited; 30-day minimum lease
- Landscape and exterior maintenance standards enforced
- Community amenities maintained to high standards
Education
School assignments
- Windermere Elementary or Sunset Park Elementary (zoning dependent)
- Bridgewater Middle or Gotha Middle (zoning dependent)
- Windermere High or Olympia High (zoning dependent)
- Windermere Prep (private, under 10 minutes)
School zone assignments change. Verify with Orange County Public Schools before purchase.
Market Commentary
What the market is doing
Market trades in the $1.8M–$3.9M band depending on square footage, finish level, and location within the community. Newer homes (2019+) with premium finishes tend toward the higher end. Slightly older homes (2015–2018) in good condition trade mid-range. All homes are fundamentally move-in ready; there's no major renovation market in this community as there would be in older neighborhoods. Days-on-market average 40–60 days — longer than in established communities, reflecting the smaller buyer pool for ultra-luxury homes.
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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.