Aerial view of Lakeside Village

Lakeside Village
Homes for Sale in Windermere, FL

All 4,060 homes for sale in Orlando, FL · median $384,945 · 105 homes for sale in 32806 · Orange County homes for sale

Community in Orlando · Orange County · ZIP 32806
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data21 years of closingsUpdated twice daily

As of September 2026, the MLS records 11 closed sales in lakeside village in Orlando, FL since 2005, the most recent in April 2026. Across Orlando as a whole, 5,915 homes closed in the last 12 months at a median of $412,500, 41 median days on market, with 1,608 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $6,880 ($6,210 with the full homestead exemption).

Part of the Horizon West master-planned community in Winter Garden, FL — see all Horizon West homes for sale (107 listings across 56 villages and sections in the MLS).

Villages & sections of Lakeside Village

Lakeside Village in Windermere, FL is a master-planned community recorded as 9 named villages and sections in the MLS; 2 homes are for sale or pending across them today. Each village has its own page with its listings, sales history and HOA/CDD facts.

Live · Lakeside Village Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
50%
Under contract
Orange: 24% (1,877 of 7,786)
0 · 0
For sale · pending
live counts, refreshed twice daily
Jon Brooks, founder of Momentum Realty
Jon's Current Read

With a single active listing as of mid-July 2026, Lakeside Village is not a market in the normal sense right now - it is one property setting the tone for the whole community. Twelve months of supply confirms that: at the current pace of sales, it would take a full year to absorb what is on the market, which is a slow, buyer-leaning read even before you factor in that there is only one data point to work from.

For a seller, this means limited competition but also limited proof of what the market will bear - pricing has to lean on comparable sales elsewhere in Orlando rather than on activity inside the community itself. For a buyer, it means little urgency and real leverage on terms, but also a thin pool to choose from if this one listing does not fit.

Nearby homes for sale

No active listings inside lakeside village 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.

155 S COURT AVENUE #1505
$350K · 0.2 mi away
2 bd · 2 ba · 1,263 sqft
155 S COURT AVENUE #1505
Listed by CONDO METROPOLIS, LLC
155 S COURT AVENUE #P-2901
$1.19M · 0.2 mi away
2 bd · 2 ba · 2,162 sqft
155 S COURT AVENUE #P-2901
Listed by KORR REALTY CORP
155 S COURT AVENUE #1609
$235K · 0.2 mi away
1 bd · 1 ba · 854 sqft
155 S COURT AVENUE #1609
Listed by REDFIN CORPORATION
155 S COURT AVENUE #2514
$199K · 0.2 mi away
1 bd · 1 ba · 728 sqft
155 S COURT AVENUE #2514
Listed by MAINFRAME REAL ESTATE
155 S COURT AVENUE #2111
$265K · 0.2 mi away
1 bd · 1 ba · 857 sqft
155 S COURT AVENUE #2111
Listed by COLDWELL BANKER REALTY
155 S COURT AVENUE #1810
$249K · 0.2 mi away
1 bd · 1 ba · 804 sqft
155 S COURT AVENUE #1810
Listed by COLDWELL BANKER REALTY

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Lakeside Village sits in Orange County within Orlando, offering community-owned recreation space, a park, and lit common areas rather than a large resale pipeline - right now it is effectively a one-listing market.

Stellar MLS sales records identify 12 homes in lakeside village that have changed hands since 2009, built between 1955 and 1991 (median 1964), with a median living area of about 2,594 sq ft and a typical 4-bedroom, 3-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.

Best for

  • A buyer focused on one specific Lakeside Village property who has already confirmed it meets their needs
  • A buyer comfortable negotiating with limited market data and verifying HOA amenity terms directly
  • A seller prepared to price based on broader Orlando comparables rather than in-community competition

Probably not for

  • A buyer who wants several active listings to compare before making a decision
  • Anyone relying on recent community sales activity to validate a price
  • A buyer expecting fast turnover or multiple offers to drive timeline pressure

The market around Lakeside Village

Lakeside Village is too small for its own price trend, so here is the market around it.

In ZIP 32806, 182 homes are on the market and 29% are under contract — a steady corner of Orlando.

Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).

In ZIP 32806 (Orlando), 258 homes closed in the last 12 months at a median of $463K ($295/sq ft), down 1.5% year over year, with a median 32 days on market. Right now 45 active and 21 pending listings put supply at about 3.8 months - a healthy market. See the live ZIP 32806 housing market and the Orange County market.

ZIP and county figures describe the wider market, not Lakeside Village specifically. Momentum Research analysis of MLS records.

Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.

If we were buying in Lakeside Village 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 Village.

Best Buy
Buyers or sellers dealing with the one available property in Lakeside Village rather than expecting a broad selection.
Biggest Risk
With only one active listing, there is not enough current activity to reliably gauge community-wide pricing.
Sweet Spot
Works best for someone specifically drawn to this community's owned recreation space and park, not shopping across several active options.
Avoid If
Skip it if you need multiple listings to compare before deciding - this market does not currently offer that.

A market of one

Twelve months of supply is the headline number here, and it tells you this is currently tilted toward whoever is buying, not selling. But the number comes from an unusually small sample - a single active listing - so it should be read as a signal of low turnover rather than a precise forecast. Community-level data this thin does not support strong conclusions about pricing pressure in either direction.

What is verifiable is the amenity set: security lighting, a park, and association-owned recreation space, all reported across this community's MLS listings. Those are shared-cost, HOA-governed features, so anyone evaluating the community should confirm current access and condition with the HOA directly rather than assuming amenities are static or self-managed.

The location and the amenities are priced into every listing in Lakeside Village. 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 community with one active listing, the real work is context - knowing what comparable Orlando properties have actually closed for, understanding why supply is sitting at twelve months, and confirming HOA amenity access before anyone gets attached to a listing. That is groundwork we do before a showing, not after an offer.

Lakeside Village in 15 seconds.

Best forBuyers or sellers dealing with the one available property in Lakeside Village rather than expecting a broad selection.
Biggest advantageA buyer-leaning posture with twelve months of supply gives purchasers room to negotiate on price and terms.
Biggest riskWith only one active listing, there is not enough current activity to reliably gauge community-wide pricing.
Sweet spotWorks best for someone specifically drawn to this community's owned recreation space and park, not shopping across several active options.
Avoid ifSkip it if you need multiple listings to compare before deciding - this market does not currently offer that.

HOA, CDD & Fees

In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Lakeside Village sales matched to your home.

What is your Lakeside Village home worth?

Get a no-obligation home value based on real comparable sales in Lakeside Village, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

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Real comps, not an automated estimate.
A buyer focused on one specific Lakeside Village property who has already confirmed it meets their needsExcellent fit
A buyer comfortable negotiating with limited market data and verifying HOA amenity terms directlyExcellent fit
A seller prepared to price based on broader Orlando comparables rather than in-community competitionExcellent fit
A buyer who wants several active listings to compare before making a decisionProbably not
Anyone relying on recent community sales activity to validate a priceProbably not
A buyer expecting fast turnover or multiple offers to drive timeline pressureProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 14, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2005 (11 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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Common questions about Lakeside Village

Where is Lakeside Village?

Lakeside Village is a community in Orlando, Orange County, Florida, ZIP 32806.

Are there homes for sale in Lakeside Village right now?

No active listings inside Lakeside Village 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 Village have an HOA or CDD?

No HOA is on record for Lakeside Village 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 Village with Momentum Realty’s local guides.

Mercerdees Grove0.2 mi away · median $568K, 5 sales/12 moTTTraylor Terrace0.3 mi away · median $490K, 3 sales/12 moWEWaterfront Estates0.4 mi away · 3 for saleOIOak Island0.4 mi awayPershing Terrace0.4 mi awayPershing Terrace0.5 mi away · median $410K, 3 sales/12 moPMPershing Manor0.5 mi awayFHFlorence Heights0.5 mi away

Browse all neighborhood guides →

Talk to a Local Lakeside Village Expert
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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.

$2,447/mo
Orange County typical true cost to own
$117/mo
Orange County typical home insurance
Check CDD
Confirm before you offer

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 VILLAGE Market Scorecard

Strong buyer's market

LAKESIDE VILLAGE is currently a strong buyer's market. About 12.0 months of supply, a median asking price of $499,000, and homes go under contract in about 129 days.

12.0
Months supply
$499,000
Median list
$695,000
Median sold
$302
Per sqft
129
Days on mkt
1/1/1
Active/Pend/Sold

Go deeper: 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.