Weatherstone on Lake Olivia
Homes for Sale in Windermere, FL

Weatherstone on Lake Olivia is a compact, gated section of Windermere built around larger-format homes, where the size of the inventory itself - just seventeen homes - shapes how the market behaves more than any broader county trend does.

Stellar MLS sales records identify 9 homes in Weatherstone On Lake Olivia that have changed hands since 2010, built between 1999 and 2007 (median 2001), with a median living area of about 5,111 sq ft and a typical 5-bedroom, 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.

Weatherstone on Lake Olivia 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 Weatherstone on Lake Olivia specifically. Momentum Research analysis of MLS records.

• Thornebrooke Elem · Elementary
• Gotha Middle · Middle
• Olympia High · High

Zoned schools reflect the assignments reported on recent Weatherstone on Lake Olivia 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 Weatherstone on Lake Olivia address.

With only 17 homes total and homestead-filed ownership sitting just above half at 52.9%, this isn't a high-turnover community. Listings surface infrequently, and when they do, there usually isn't a deep bench of recent comparable sales to lean on. That makes each transaction more of a standalone negotiation than a data-driven exercise.

The 24 months of supply and buyer-leaning market band tell the practical story: two active listings against very little sales velocity means time is generally on the buyer's side. Sellers who need to move need a sharper strategy on pricing and presentation than they would in a faster-moving community, since there's little momentum to carry a listing that's priced or positioned off the mark.

A community this small doesn't generate enough transaction history to price by formula - it takes someone who will look at the specific home, its condition, and what limited activity exists on Lake Olivia and build a real case from there, not a generic comp sheet.

Listings in this community report association dues of about $227 per month ($2,724 a year) - the median AssociationFee across 9 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.