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
$715–$715
Monthly HOA
2015
Established
Windermere Elementary or Sunset Park Elementary (zoning dependent)
School Zone
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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
HOA $715/month — confirmed via ZFC listing data, Apr 2026. Covers 24-hr gated entrance, grounds maintenance, road maintenance, and common area upkeep. Architectural review for any exterior changes. Short-term rentals prohibited; 30-day minimum lease.
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
- HOA $715/month — confirmed via ZFC listing data, Apr 2026
- Covers 24-hr gate, grounds, roads, and common area maintenance
- Architectural review for exterior changes
- Short-term rentals prohibited; 30-day minimum lease
- Landscape and exterior maintenance standards enforced
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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Homes available in Windermere Wylde
12 homes currently listed in Windermere Wylde.
$1,390,000
2014 Down Woods Ln
Windermere, FL 34786
4 bd · 4 ba · 3,344 sqft
Lake Down Woods
MLS# O6413750
$850,000
11155 Lake Butler Blvd
Windermere, FL 34786
3 bd · 2 ba · 1,935 sqft
Wauseon Ridge
MLS# O6414373
$2,999,000
5073 Latrobe Dr
Windermere, FL 34786
4 bd · 6 ba · 4,706 sqft
Isleworth
MLS# O6414325
$3,395 /mo
6873 Northwich Dr
Windermere, FL 34786
3 bd · 3 ba · 2,229 sqft
Lakes Windermere Ph 01 49 108
MLS# O6414222
$1,400 /mo
Windermere, FL 34786
1 bd · 1 ba · 528 sqft
Carrington Townhomes
MLS# O6414255
$14,990 /mo
801 W 2nd Ave
Windermere, FL 34786
5 bd · 7 ba · 5,639 sqft
Aladar On Lake Butler
MLS# O6414179
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 6, 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA