Neighborhood · Windermere, Florida
Lakeside Village
Suburban calm with theme-park proximity
91
Homes for sale
$599,000
Median list price
$264
Avg price / sqft
39
Median days on market
Lakeside Village sits in the heart of Windermere's booming Horizon West corridor, where newer suburban streets, pool homes, and a handful of gated pockets give families room to spread out without straying far from the action. The vibe here is easygoing and residential — a place where you can settle into a 2,190-square-foot home, drop the kids at Windermere homes for sale feeder schools like Windermere High, and still reach Walt Disney World in about 22 minutes. Neighboring communities like Summerport and Lakeside At Lakes Of Windermere round out the area's family-first character.
For buyers, the market is active but not frantic. With 91 homes listed and a median list price of $575,000, there's real range — from $330,000 entry points up to $1.75 million estates near marquee names like Isleworth and Keenes Pointe. Homes are moving at a median 42 days, and 259 sales over the past year closed at a median $585,000 with sellers netting 98% of asking, so well-priced listings still command attention.
Lakeside Village is a community in Windermere, Florida.
Quick facts
$330,000 – $1.8M price range
2,190 sqft median home
$181/mo median HOA
$2,950/mo median rent
258 sold in 12 months
Drive times
On the market now
Homes for sale in Lakeside Village
View all 91 →
$1,750,000
9443 ROYAL ESTATES BOULEVARD, ORLANDO
5 bd · 5 ba · 4,222 sqft
$945,000
9010 REFLECTION POINTE DRIVE, WINDERMERE
4 bd · 3.5 ba · 3,264 sqft
$780,000
8713 CRESCENDO AVENUE, WINDERMERE
3 bd · 2.5 ba · 2,497 sqft
$645,000
7252 BACKWOODS TRAIL, WINDERMERE
4 bd · 3 ba · 2,214 sqft
$639,500
12909 CRAGSIDE LANE, WINDERMERE
4 bd · 2.5 ba · 2,460 sqft
$620,000
8091 BOWERY DRIVE, WINTER GARDEN
4 bd · 3 ba · 2,095 sqft
$615,000
7555 TATTANT BOULEVARD, WINDERMERE
4 bd · 3.5 ba · 2,628 sqft
$560,000
8225 BRYCE CANYON AVENUE, WINDERMERE
4 bd · 2.5 ba · 1,840 sqft
$520,000
12679 CALDERDALE AVENUE, WINDERMERE
3 bd · 2 ba · 1,681 sqft
$500,000
13424 HOPKINTON COURT, WINDERMERE
4 bd · 2 ba · 2,190 sqft
$449,000
12333 VIA DERNA PLACE, WINDERMERE
3 bd · 2.5 ba · 1,919 sqft
$409,900
8860 HERENCIA ALLEY, WINDERMERE
3 bd · 2.5 ba · 1,547 sqft
Every active listing inside the Lakeside Village boundary
Open full map search →Find your fit
Browse Lakeside Village
By feature — on the live map
Where the market lives
The numbers that matter
The Lakeside Village market
258
Sold, last 12 months
$592,500
Median sold price
98%
Sale-to-list ratio
What sellers actually get vs asking
28 days
Median time to sell
Lakeside Village vs Windermere
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 4.3% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Lakeside Village boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Lakeside Village is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Lakeside Village home
≈ $4,098/mo
$599,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$181/mo
Median HOA
From current listings inside the boundary
$2,950/mo
Median rent
Homes for rent inside the boundary
Population
19,390
Median age
36
Median income
$123,605
Median home value
$489,452
Beyond the listings
Living in Lakeside Village
Entertainment
Top 5% in the U.S.Film Lovers
Movie buffs and binge watchers expressing their love for movies, storytelling, and the film making process.
Hobbies & Interests
Top 10% in the U.S.Wanderlust
Always thinking about their next destination, this population loves exploring new places abroad or right in their own backyard. They hold onto past trips by sharing their favorite memories and pictures year round.
Pieces of History
You can find these people researching an upcoming exhibit at the natural history museum or learning about a famous monument. This population enjoys learning about the past.
Food & Drink
Top 20% in the U.S.Sweet Treats
This population has a sweet tooth, and they're looking for treats to satisfy their sugar craving, including candy, cupcakes and flavorful toppings.
Lifestyles
Top 23% in the U.S.Wealth Signaling
Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.
Lifestyles
Nerd Culture
These people aren't afraid to nerd out. Common activities include comic books, video games, and often intellectual pursuits.
Straight answers
Lakeside Village FAQs
Is Lakeside Village a good place to live?+
It's a solid pick for families who want suburban Windermere living with easy theme-park access — Disney is about 22 minutes away and Orlando International Airport roughly 41. Homes feed into Windermere High and Horizon West Middle, and the area sits among established communities like Keenes Pointe.
Is Lakeside Village expensive?+
It's priced in line with the broader Windermere market, with a median list price of $575,000 and a range from $330,000 to $1.75 million. There's genuine breadth here, so entry-level buyers and luxury shoppers both have real choices.
What do homes cost in Lakeside Village?+
The median list price is $575,000, and homes average about $265 per square foot on a median size of 2,190 square feet. Over the past year, the median sold price landed at $585,000 across 259 closings.
How is the market right now?+
Active but balanced — 91 homes are currently listed and the median time on market is 42 days. Sellers have been averaging 98% of asking, so pricing a home correctly still brings offers without a long wait.
What about HOA fees and property taxes?+
The median HOA runs about $185 per month, which is typical for the newer planned communities in this part of Windermere like Summerport. Median annual property tax is around $6,606, and median rent sits near $2,950 a month if you're weighing renting versus buying.
Keep exploring
More Windermere neighborhoods
Neighborhood boundary by edgeAI; listings matched to the polygon. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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