Windermere Trails
A Horizon West family community with resort amenities and A-rated schools.
Live the MaxLife.
$680K
Median Price
$500K – $950K
1,050
Homes
$125–$200
Monthly HOA
2013
Established
Keene's Crossing Elementary (A-rated)
School Zone
Background
A brief history
Windermere Trails was developed starting in 2013 by multiple production builders on a large Horizon West parcel just north of Summerport. The plan called for roughly 1,050 homes delivered over multiple builder phases plus a shared amenity center with pool, clubhouse, parks, and trails. Build-out ran from 2013 through 2020. The community was designed as a mid-price family-oriented Horizon West option — priced below Waterleigh and Summerport on most plans and targeted at young families relocating to the Horizon West school triangle.
The feel
What it's like to live here
Windermere Trails has the feel of a modern Horizon West production family community — wide streets, sidewalks on both sides, a resort amenity center that gets real daily use, and an active community event calendar. Architecture is transitional-traditional across multiple builders; visually cohesive without being identical. Lots run 0.10 to 0.18 acre — small by Windermere standards but typical for Horizon West. The resident base skews young family, with a meaningful share of Disney-employed and relocation households. Walking and biking within the community is strong; cars are required for essentially everything outside the community.
The details
What to expect
Architecture & Lots
Transitional-traditional production plans delivered 2013–2020 by multiple national builders. Stucco, architectural shingle, stone-accent exteriors. Main homes 1,800–3,800 square feet, 3–5 bedrooms. Lots 0.10 to 0.18 acre.
Lifestyle & Amenities
Resort amenity center with pool, clubhouse, fitness room, playground, and event lawn. Walking and biking trails. Active community event calendar (food trucks, holiday gatherings, summer concerts).
HOA Rules & Fees
Monthly dues $125–$200 plus separate CDD assessment on the tax bill (typical $1,600–$2,400/year). Active architectural review for exterior changes. Short-term rentals prohibited; 7-month minimum lease.
Schools
Zoned for Keene's Crossing Elementary (A-rated), Bridgewater Middle (A-rated, STEM magnet), and Windermere High School (A-rated). The Horizon West school triangle is heavily in demand.
Access & Commute
Four minutes to the 429, 10 minutes to Disney, 22 minutes to Restaurant Row, 27 minutes to Windermere downtown, 37 minutes to MCO.
Community
Amenities
- Resort amenity center with pool and clubhouse
- Walking and biking trails
- Playground and event lawn
- Active community event calendar
- Mid-price entry into Horizon West school zoning
Know Before You Buy
HOA rules worth knowing
- Monthly HOA $125–$200
- Separate CDD assessment $1,600–$2,400/year
- Short-term rentals prohibited; 7-month minimum lease
- Active architectural review for exterior changes
Education
School assignments
- Keene's Crossing Elementary (A-rated)
- Bridgewater Middle (A-rated, STEM magnet)
- Windermere High School (A-rated)
School zone assignments change. Verify with Orange County Public Schools before purchase.
Market Commentary
What the market is doing
Current median trades in the $650K–$720K band. Smaller 3-bedroom plans move $500K–$600K. Larger 5-bedroom estate plans trade $780K–$950K. Price-per-square-foot runs $220 to $255. Lot position (pond view, cul-de-sac) drives most of the spread. Days-on-market has averaged 25–40 days — the community turns over faster than most because the price point sits in a highest-demand band for Horizon West school-zone buyers.
Recent Work
Recent sales in Windermere
Representative closings across Windermere. Our Windermere Trails off-market pipeline is larger than what's shown here.
No recent listings shown yet for Windermere Trails. Join the VIP list to see upcoming inventory first.
Also Worth Seeing
Related communities
Windermere
Summerport
A master-planned Horizon West community on Lake Hancock with a village center.
$550K – $1.4M · 1,250 homes
Explore Summerport →
Windermere
Waterleigh
A master-planned Horizon West community with four amenity centers.
$500K – $1.2M · 2,100 homes
Explore Waterleigh →
Windermere
Sanctuary at Twin Waters
A newer Windermere gated community with resort amenities.
$900K – $1.9M · 190 homes
Explore Sanctuary at Twin Waters →
Windermere
Parkside
A newer Windermere gated community with resort amenities and A-rated schools.
$850K – $1.8M · 320 homes
Explore Parkside →
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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.