Lakeside Lakes
Homes for Sale in Windermere, FL
All 255 homes for sale in WINDERMERE, FL · median $930,000 · 176 homes for sale in 34786 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, Lakeside Lks in Windermere, FL has 1 home for sale. As of September 2026, the MLS records 1 closed sale in Lakeside Lks in Windermere, FL, the most recent in April 2022. 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).
With a single active listing as of this snapshot, Lakeside Lakes is not a market you can read trends into right now - it is a market you watch one listing at a time. Whatever that home is asking becomes the de facto price signal for the whole community until something else comes up.
For a buyer, that means less room to negotiate on comparables and more reliance on a direct walkthrough and condition assessment. For a seller, it means very little competing inventory to price against, which can work in your favor if the home shows well, but there is no cushion of other listings to validate a number if it does not.
The 60-Second Overview
Lakeside Lakes is a small community in Windermere, Orange County, built around shared recreation space and a community pool rather than a large footprint of amenities.
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 Lakes is best for.
Best for
- A buyer who wants a specific home in this community and is prepared to act when it becomes available
- A buyer comfortable verifying HOA amenity and fee details directly rather than relying on listing summaries
- A buyer who values association-owned recreation space and a community pool over a larger amenity list
Probably not for
- A buyer who wants to compare multiple active listings within the same community before deciding
- A buyer relying on recent local sales data to benchmark price, given how little current inventory exists
- A buyer seeking an extensive amenity package beyond shared recreation space and a pool
The market around Lakeside Lakes
Lakeside Lakes 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 Lakes specifically. Momentum Research analysis of MLS records.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Orange County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Orange County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
LAKESIDE/LKS Market Scorecard
LAKESIDE/LKS is currently a thin data market. Limited supply, a median asking price of $299,500, and homes go under contract in about 3 days.
Typical home value in the 34786 ZIP is $706,166, about 7.6% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Homes For Sale Right Now in Lakeside Lakes
Live MLS inventory for Lakeside Lakes. 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 Lakeside Lakes listings as of 2026-09-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2022 through 2022. Tap any home to ask about it.
Life at Lakeside Lakes
- Association Recreation - Owned · reported on 1 of 1 listings
- Pool · reported on 1 of 1 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.
The Lakeside Lakes buying strategy.
If we were buying in Lakeside Lakes 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 Lakes.
A one-listing market
As of this snapshot, Lakeside Lakes shows just one active listing. That is thin enough that standard market indicators - median price trends, days-on-market patterns, absorption rate - are not statistically meaningful here. Anyone evaluating this community right now is really evaluating one home and its asking terms, not a market.
The community's stated amenities are association-owned recreation space and a pool, reported across MLS listings for this neighborhood. Amenity access, HOA fees, and any rules around use are worth confirming directly with the HOA rather than assuming from the listing sheet, since that detail is not independently verified beyond what the MLS reports.
The location and the amenities are priced into every listing in Lakeside Lakes. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community with only one active listing, the value we add is less about market analytics and more about diligence: confirming HOA amenity terms directly, pressure-testing the asking price against actual comparable sales rather than assumptions, and making sure you are not the only side of the transaction doing homework.
Lakeside Lakes in 15 seconds.
HOA, CDD & Fees
- HOA dues reported around $485/month (about $5,820/yr) · median of 3 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $485 per month ($5,820 a year) - the median AssociationFee across 3 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.
Tools for a Lakeside Lakes 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 Lakes sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Lakeside Lakes, 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 Lakes home worth?
Get a no-obligation home value based on real comparable sales in Lakeside Lakes, 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 Lakes?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 12, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2022 (1 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.
Looking to buy here? Search homes for sale →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Lakeside Lakes fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Lakeside Lakes
Where is Lakeside Lakes?
Lakeside Lakes is a community in WINDERMERE, Orange County, Florida, ZIP 34786.
Are there homes for sale in Lakeside Lakes right now?
Yes - 1 active and 0 pending listings as of the last feed refresh (twice daily). They are listed on this page.
Does Lakeside Lakes have an HOA or CDD?
No HOA is on record for Lakeside Lakes 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.
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