Windermere Trails, Horizon West

Windermere Trails is a 2010s neighborhood in south Windermere, in the 34786 zip code. Homes are block and stucco. Most homes fall between about 1,800 and 4,100 square feet under air, the median lot is about an eighth of an acre, and a two car garage is standard.

Homes here carry an HOA, billed monthly, typically around $205. Confirm the figure on a specific parcel before relying on it.

Windermere Trails Greenspace Park and Bay Lake Elementary School sit inside the subdivision.

Windermere Trails is a deed-restricted neighborhood in Lakeside, the oldest Horizon West village, with a Windermere mailing address, and every sale here is a resale. Its homeowners association says three sub-associations make up the community, Phase I, South and the Townhomes, so the dues and what they cover depend on which section a home is in; ask before you compare two houses on price. Listings name Meritage Homes among its builders.

It sells in two tiers. The smaller houses on narrow lots, mostly in Phase 3B and parts of Phase 1C, sold for roughly $280,000 less than the larger houses, and they were the harder sell: half took more than three months to go under contract, against two of the ten larger houses. In October 2026 Pulte and K. Hovnanian were selling new houses nearby from the low and upper $500s, so price a smaller house here against new construction as well as against the neighbors.

Only one house sold here last year was single-story. Buyers who need one level will find far more in Summerport or Lakes of Windermere, where about four in ten or more of last year's house sales were single-story.

Listings describe a resort-style pool, a playground, a dog park and walking trails, and about four in ten listings advertise Disney fireworks views; check the view from the actual house before paying extra for it. Most roofs are shingle and the first homes date from 2013. Under Florida Statute 627.7011, an insurer cannot refuse a policy solely because of roof age while the roof is under 15 years old; after that, the owner may need an inspection showing at least five years of useful life left. Ask the roof's age on any home here.

• A strong fit for buyers who want an established neighborhood with a Windermere address, a pool, a dog park and trails; buyers who want a large two-story house; and buyers of the smaller houses who are ready to negotiate, since many of them sat for months.
• A weaker fit for buyers who need a single-story home; buyers who want new construction, who can compare Palms at Windermere in the same village; and townhome buyers, since townhomes were only a small share of last year's sales here.

Sellers who priced correctly and held their number went under contract in a median 24 days. Sellers who had to reduce took 122 days and still closed at 97.7% of their already reduced price, after a typical cut of $25,050. Opening high costs time and money, in that order.

Questions about a specific home in Windermere Trails, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.