WEATHERSTONE ON LAKE OLIVIA
Homes for Sale in WINDERMERE, FL
True comps, carrying-cost math, and listings before the portals.
This is a small, gated enclave of just seventeen homes on Lake Olivia, and with only two active listings the market here moves on individual sellers, not broad trends. With months of supply sitting at 24, this is firmly buyer-leaning territory right now — sellers should expect longer marketing times and buyers have room to negotiate.
Homes here were built between 1999 and 2007, with a median build year of 2001, and the median living space runs a substantial 5,092 square feet. Pricing in a community this thin isn't set by comparable sales volume — it's set by the specific home, its condition, and how it's positioned against the one or two others on the market at any given time.
WEATHERSTONE ON LAKE OLIVIA right now
🟢 Buyer-leaning market. 24.0 months of supply and 0% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of August 2, 2026. Confidence: Low (2 active and pending listings, 0 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
Updated August 2, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
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.
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.
The setting & the homes.
Aerial and on-site photos of WEATHERSTONE ON LAKE OLIVIA. Swipe to explore the community.
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WEATHERSTONE ON LAKE OLIVIA
WEATHERSTONE ON LAKE OLIVIA
WEATHERSTONE ON LAKE OLIVIA
WEATHERSTONE ON LAKE OLIVIA
WEATHERSTONE ON LAKE OLIVIA
WEATHERSTONE ON LAKE OLIVIAWho WEATHERSTONE ON LAKE OLIVIA is best for.
Best for
- Buyers set on a larger home footprint near Lake Olivia who are comfortable with a slower, more deliberate search.
- Buyers who want gated access without a full-time guard and are comfortable confirming exact security details with the HOA.
- Buyers with flexible timelines who can wait for the right one of a very small number of listings to come up.
Probably not for
- Buyers who want a large pool of current listings to compare before deciding.
- Sellers needing a quick sale in a market currently running 24 months of supply.
- Buyers expecting recent, abundant comparable sales to anchor an offer strategy.
The market around WEATHERSTONE ON LAKE OLIVIA
WEATHERSTONE ON LAKE OLIVIA is a small community — 12 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.
In ZIP 34786, 320 homes are on the market and 26% are under contract — a steady corner of WINDERMERE.
Across Orange County, 5,873 homes are active and 2,054 pending (26% under contract).
Homes here are single family residence.
ZIP and county figures describe the wider market, not WEATHERSTONE ON LAKE OLIVIA specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in WEATHERSTONE ON LAKE OLIVIA, WINDERMERE
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period August 2026 through August 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in WEATHERSTONE ON LAKE OLIVIA
Live MLS inventory for WEATHERSTONE ON LAKE OLIVIA. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending WEATHERSTONE ON LAKE OLIVIA listings as of 2026-08-23, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2025. Tap any home to ask about it.
WEATHERSTONE ON LAKE OLIVIA on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Life at WEATHERSTONE ON LAKE OLIVIA
- Gated · reported on 2 of 2 listings
- Gated Community - No Guard · reported on 2 of 2 listings
- Gated Community · reported on 1 of 2 listings
- Security Lights · reported on 1 of 2 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- 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.
The WEATHERSTONE ON LAKE OLIVIA buying strategy.
If we were buying in WEATHERSTONE ON LAKE OLIVIA today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in WEATHERSTONE ON LAKE OLIVIA.
A small lake community, priced one house at a time
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.
The location and the amenities are priced into every listing in WEATHERSTONE ON LAKE OLIVIA. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
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.
WEATHERSTONE ON LAKE OLIVIA in 15 seconds.
HOA, CDD & Fees
- Mandatory HOA. Confirm current dues
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a WEATHERSTONE ON LAKE OLIVIA buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed WEATHERSTONE ON LAKE OLIVIA sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in WEATHERSTONE ON LAKE OLIVIA, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your WEATHERSTONE ON LAKE OLIVIA home worth?
Get a no-obligation home value based on real comparable sales in WEATHERSTONE ON LAKE OLIVIA, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See homes for sale in WEATHERSTONE ON LAKE OLIVIA on the map →
WEATHERSTONE ON LAKE OLIVIA Market Scorecard
WEATHERSTONE ON LAKE OLIVIA is currently a strong buyer's market. About 24.0 months of supply, a median asking price of $2,749,995, and homes go under contract in about 32 days.
Go deeper: county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Frequently Asked Questions
Is WEATHERSTONE ON LAKE OLIVIA a buyer's or seller's market right now?
How many homes are in WEATHERSTONE ON LAKE OLIVIA?
What share of WEATHERSTONE ON LAKE OLIVIA is owner-occupied?
When were the homes in WEATHERSTONE ON LAKE OLIVIA built?
Who is the best real estate agent for WEATHERSTONE ON LAKE OLIVIA?
How do I find a top WINDERMERE real estate agent who knows WEATHERSTONE ON LAKE OLIVIA?
Can Momentum Realty connect me with an agent for WEATHERSTONE ON LAKE OLIVIA?
Should you buy in WEATHERSTONE ON LAKE OLIVIA?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near WEATHERSTONE ON LAKE OLIVIA with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: August 2, 2026) |
| Housing stock & ownership | Florida DOR 2025 assessment roll (community parcel extract) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2014 (6 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
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The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.
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