Waterford Pointe
Homes for Sale in Windermere, FL

Waterford Pointe is a small, established community of 115 homes in Windermere, weighted toward large residences built across the 1990s and 2000s. The high homestead share — about 76% — points to an owner-occupied, hold-long-term inventory rather than a churn of investor product.

Stellar MLS sales records identify 57 homes in Waterford Pointe that have changed hands since 2010, built between 1990 and 2014 (median 1996), with a median living area of about 4,468 sq ft and a typical 5-bedroom, 4-bath layout; 98% 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.

Waterford Pointe 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 Waterford Pointe specifically. Momentum Research analysis of MLS records.

The defining variable here is age versus updates. With build years spanning 1990 to 2014 and a median of 1999, two homes of similar footprint can trade very differently depending on how much of the original build remains. At this size — median living area near 4,178 square feet — mechanical systems, roofs, and kitchen/bath updates carry real dollar weight, so the per-square-foot figure of roughly $438 is best read as a midpoint, not a rule.

This is a low-turnover, established community — 115 homes total with roughly three-quarters homesteaded. That limits how many options are on the market at once and reinforces the longer selling timeline. Buyers should expect to wait for the right home rather than choose among many, and to underwrite each property on its own condition.

In a condition-driven market with a 71-day median timeline, the value is in reading each home honestly — what the per-square-foot number hides, what the deferred maintenance on a 1990s-to-2010s build will cost, and where a listing is mispriced against its actual updates. We price and negotiate on the specifics of the house, not the neighborhood average, and we will tell you when a given home does not justify its ask.

Listings in this community report association dues of about $325 per month ($3,900 a year) — the median AssociationFee across 6 MLS records, normalised to a monthly figure; most are billed monthly. 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.