Lakeside At Lakes Of Windermere
Homes for Sale in Windermere, FL
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 21 closed sales in Lakeside At Lakes Of Windermere in Windermere, FL since 2007, the most recent in September 2025. Across Windermere as a whole, 426 homes closed in the last 12 months at a median of $640,000, 37 median days on market, with 100 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $10,670 ($10,000 with the full homestead exemption).
Part of the Lakes of Windermere master-planned community in Windermere, FL — see all Lakes of Windermere homes for sale (3 listings across 6 villages and sections in the MLS).
Sections of Lakeside at Lakes of Windermere in the MLS
Lakeside at Lakes of Windermere in Windermere, FL is recorded as 2 separate subdivisions/phases in the MLS; 0 homes are for sale across them today. Each section has its own page:
This is a thin-data snapshot: a single closing in the current window gives us a location and a market context, but not a reliable read on price or pace. Treat any one sale here as a data point, not a trend, and lean on condition, lot, and finish level to explain where a given home lands rather than assuming a neighborhood-wide number.
For sellers, that means pricing off the specifics of your home and comparable Windermere product, not off a headline figure. For buyers, it means the community is quiet enough that individual listings carry real weight — when something comes up, you evaluate it on its own merits and move deliberately rather than reacting to a crowd.
Nearby homes for sale
No active listings inside Lakeside At Lakes Of Windermere right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Lakeside At Lakes Of Windermere sits within Windermere in Orange County, part of the broader west-Orange lakes area. It is a low-turnover pocket, so the community trades on the quality of whatever comes to market rather than on volume.
Stellar MLS sales records identify 43 homes in Lakeside At Lakes Of Windermere that have changed hands since 2007, built between 2005 and 2009 (median 2007), with a median living area of about 1,442 sq ft and a typical 3-bedroom, 2-bath layout; 100% are condominiums. 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.
Who Lakeside At Lakes Of Windermere is best for.
Best for
- Buyers targeting a specific Windermere location who can wait for the right home to list
- Buyers who will underwrite a home on its own condition and comparable evidence
- Long-hold buyers who value a stable, low-turnover setting over deal volume
Probably not for
- Buyers who want to compare many active listings side by side before deciding
- Buyers who need to move immediately and cannot wait for inventory
- Buyers who want a firm published price band before starting the search
The market around Lakeside At Lakes Of Windermere
Lakeside At Lakes Of Windermere 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 Lakeside At Lakes Of Windermere specifically. Momentum Research analysis of MLS records.
The Lakeside At Lakes Of Windermere buying strategy.
If we were buying in Lakeside At Lakes Of Windermere 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.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
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 Lakeside At Lakes Of Windermere.
A low-turnover Windermere pocket
With minimal recent closing activity, price discovery here is driven by the individual home. Condition, updates, lot position, and how a property shows will explain most of the spread between one sale and the next — more so than in a high-volume subdivision where a clear median does the talking.
The Windermere and west-Orange location is the durable part of the story: proximity to the Lakes of Windermere corridor and the surrounding road network. Beyond that, we resist inventing detail. When a listing appears, the right move is to underwrite it directly against current comparable inventory rather than a community average that a single sale cannot support.
The location and the amenities are priced into every listing in Lakeside At Lakes Of Windermere. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a low-activity community, guessing is expensive. We price and negotiate off the actual condition of the home and live comparable inventory across Windermere, not a thin average — and we will tell you plainly when a listing is worth pursuing and when it is not.
Lakeside At Lakes Of Windermere in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- 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 Lakeside At Lakes Of Windermere 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 Lakeside At Lakes Of Windermere sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Lakeside At Lakes Of Windermere, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Lakeside At Lakes Of Windermere home worth?
Get a no-obligation home value based on real comparable sales in Lakeside At Lakes Of Windermere, 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 all homes for sale in Windermere →
Should you buy in Lakeside At Lakes Of Windermere?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2007 (21 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.
Own a home here?
You just read the data. Now see what your home is worth.
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 local comps.
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See how Lakeside At Lakes Of Windermere fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Lakeside At Lakes Of Windermere
Where is Lakeside At Lakes Of Windermere?
Lakeside At Lakes Of Windermere is a community in Windermere, Orange County, Florida, ZIP 34786.
Are there homes for sale in Lakeside At Lakes Of Windermere right now?
No active listings inside Lakeside At Lakes Of Windermere at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Lakeside At Lakes Of Windermere have an HOA or CDD?
No HOA is on record for Lakeside At Lakes Of Windermere in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
Nearby Communities
Explore more neighborhoods near Lakeside At Lakes Of Windermere with Momentum Realty’s local guides.