Summerport Trail
Homes for Sale in Windermere, FL

Summerport Trail in Windermere is an amenity-dense community - pool, clubhouse, sport courts, trails, dog park and playground all show up across its MLS history - but the current resale market here is defined by scarcity, not selection.

Stellar MLS sales records identify 22 homes in Summerport Trail that have changed hands since 2013, built between 2013 and 2016 (median 2015), with a median living area of about 2,108 sq ft and a typical 4-bedroom, 2.5-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Summerport Trail is too small for its own price trend, so here is the market around it.

In ZIP 34786, 336 homes are on the market and 26% are under contract — a steady corner of Windermere.

Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).

In ZIP 34786 (WINDERMERE), 784 homes closed in the last 12 months at a median of $622K ($262/sq ft), down 1.5% year over year, with a median 38 days on market. Right now 113 active and 37 pending listings put supply at about 3.0 months - a balanced market. See the live ZIP 34786 housing market and the Orange County market.

ZIP and county figures describe the wider market, not Summerport Trail specifically. Momentum Research analysis of MLS records.

• Keene Crossing Elementary · Elementary
• Bridgewater Middle · Middle
• Windermere High School · High

Zoned schools reflect the assignments reported on recent Summerport Trail listings and can change; always confirm with Orange County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Summerport Trail address.

The amenity list for Summerport Trail reads like a fully built-out master plan: basketball and pickleball and tennis courts, a clubhouse, a park, a playground, trails, a dog park, and a pool. That breadth suggests a community designed around active daily use rather than a single central feature - buyers here are typically weighing the whole recreational package, not one amenity in isolation.

What we cannot tell you right now is much about price behavior, because there is only one active listing to look at. A single data point can't establish a median, a spread, or a pace-of-sale pattern with any confidence. Anyone serious about this street should treat the current listing as a snapshot of one seller's position, then verify HOA-level detail - access rules, court reservations, dog park hours - directly with the association before assuming anything is guaranteed.

With inventory this limited, the value we add is less about comping a market and more about reading one listing correctly - what's actually included, what's HOA-governed, and what a buyer is really paying for beyond the four walls. We verify amenity access and HOA terms directly rather than relying on marketing copy, and we tell clients plainly when a single-listing market is too thin to draw conclusions from.

Listings in this community report association dues of about $37 per month ($444 a year) - the median AssociationFee across 3 MLS records, normalised to a monthly figure; most are billed quarterly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.