Lakeside At Lakes Of Windermere
Homes for Sale in Windermere, FL

Community in Windermere · Orange County
Free · No obligation
Talk to a Lakeside At Lakes Of Windermere Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data19 years of closingsUpdated twice daily
Live · Lakeside At Lakes Of Windermere Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
1
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
25%
Cash buyers · Lakeside At Lakes Of Windermere
1 of 4 sales, 12 mo ending June 2022
Track record · 19 years of records
0
Failed listings · 2024
peaked at 16 in 2009
Jon Brooks, founder of Momentum Realty
Jon's Current Read

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.

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 a small community — 56 recorded sales on file, most recently in 2024 — too few for its own price trend. Here is the market around it.

Across Orange County, 5,886 homes are active and 2,019 pending (26% under contract).

Homes here are condominium.

ZIP and county figures describe the wider market, not Lakeside At Lakes Of Windermere specifically. Momentum Research analysis of MLS records.

If we were buying in Lakeside At Lakes Of Windermere today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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.

Best Buy
Buyers who want a quiet Windermere address and are comfortable acting when the right listing surfaces.
Biggest Risk
Thin data makes price and pace hard to generalize from recent sales.
Sweet Spot
A well-maintained home underwritten against live comparables rather than a headline number.
Avoid If
You need frequent inventory or a lot of choices at once.

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.

Jon Brooks · Founder, Momentum Realty

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.

Best forBuyers who want a quiet Windermere address and are comfortable acting when the right listing surfaces.
Biggest advantageA low-turnover pocket where each home is evaluated on its own merits.
Biggest riskThin data makes price and pace hard to generalize from recent sales.
Sweet spotA well-maintained home underwritten against live comparables rather than a headline number.
Avoid ifYou need frequent inventory or a lot of choices at once.

HOA, CDD & Fees

In short
  • 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.

The takeaway

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.

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 homes for sale in Lakeside At Lakes Of Windermere on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

Do cash buyers compete in Lakeside At Lakes Of Windermere?
Cash buyers took 25% of Lakeside At Lakes Of Windermere sales in the 12 months ending June 2022 (1 of 4 closings, Stellar MLS).
Who is the best real estate agent for Lakeside At Lakes Of Windermere?
The best agent for Lakeside At Lakes Of Windermere is one who actively works Windermere and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Lakeside At Lakes Of Windermere.
How do I find a top Windermere real estate agent who knows Lakeside At Lakes Of Windermere?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Lakeside At Lakes Of Windermere and the wider Windermere area.
Can Momentum Realty connect me with an agent for Lakeside At Lakes Of Windermere?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Lakeside At Lakes Of Windermere purchase or sale - no call center and no pressure.
Buyers targeting a specific Windermere location who can wait for the right home to listExcellent fit
Buyers who will underwrite a home on its own condition and comparable evidenceExcellent fit
Long-hold buyers who value a stable, low-turnover setting over deal volumeExcellent fit
Buyers who want to compare many active listings side by side before decidingProbably not
Buyers who need to move immediately and cannot wait for inventoryProbably not
Buyers who want a firm published price band before starting the searchProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2007 (20 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 your area 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.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →
Talk to a Local Lakeside At Lakes Of Windermere Expert
Call Get Listings