Neighborhood · Windermere, Florida
Lakeside Village
Windermere living with room to breathe
86
Homes for sale
$644,500
Median list price
$274
Avg price / sqft
33
Median days on market
Lakeside Village sits in the western Orange County stretch of Windermere, a part of greater Orlando defined by lakes, tree-lined streets, and a residential rhythm that stays quiet even as the region grows around it. The area shares its footprint with established names like Keenes Pointe, Isleworth, and the more family-oriented Summerport, so buyers get a real range of neighborhood feels within a short drive of each other. Everyday geography works in your favor here: Walt Disney World is about 22 minutes out, downtown Orlando roughly 33, and Orlando International Airport around 41.
Right now there are 89 active listings with a median list price of $650,000, which puts Lakeside Village squarely in Windermere's mid-to-upper tier rather than its extremes. Recorded sales over the past year are limited in this dataset, so lean on your agent to read comparable closings in adjacent communities like Butler Bay when you're pricing an offer. With inventory this deep, buyers have genuine choice and time to be selective.
Lakeside Village is a community in Windermere, Florida.
Quick facts
$330,000 – $2.5M price range
2,504 sqft median home
$155/mo median HOA
$2,825/mo median rent
262 sold in 12 months
Drive times
On the market now
Homes for sale in Lakeside Village
View all 86 →
$558,900
11468 MISTY OAK ALLEY, WINDERMERE
3 bd · 2.5 ba · 2,014 sqft
$1,130,643
14341 CREST PALM AVENUE, WINDERMERE
4 bd · 4 ba · 3,153 sqft
$1,090,000
9373 ROYAL ESTATES BOULEVARD, ORLANDO
5 bd · 4 ba · 3,291 sqft
$780,000
8713 CRESCENDO AVENUE, WINDERMERE
3 bd · 2.5 ba · 2,497 sqft
$780,000
8713 Crescendo, Other City - In The State Of Florida FL 34786, OTHER CITY - IN THE STATE OF FLORIDA
3 bd · 2.5 ba
$669,900
13303 PENSHURST LANE, WINDERMERE
5 bd · 4.5 ba · 2,959 sqft
$669,000
7537 BROFIELD AVENUE, WINDERMERE
4 bd · 3.5 ba · 2,610 sqft
$599,000
13403 RIGGS WAY, WINDERMERE
3 bd · 2 ba · 1,706 sqft
$585,000
12789 BOSWORTH AVENUE, WINDERMERE
3 bd · 2 ba · 1,710 sqft
$565,000
13219 CHARFIELD STREET, WINDERMERE
3 bd · 2 ba · 1,706 sqft
$560,000
8225 BRYCE CANYON AVENUE, WINDERMERE
4 bd · 2.5 ba · 1,840 sqft
$495,000
11822 SILVERLAKE PARK DRIVE, WINDERMERE
3 bd · 2.5 ba · 1,829 sqft
Every active listing inside the Lakeside Village boundary
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Browse Lakeside Village
By feature — on the live map
Where the market lives
The numbers that matter
The Lakeside Village market
262
Sold, last 12 months
$600,000
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
▲ 1.8% 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
≈ $4,313/mo
$644,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$155/mo
Median HOA
From current listings inside the boundary
$2,825/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 fit for buyers who want Windermere's quiet, lake-country setting with easy access to Orlando's job centers and attractions. Homes are typically zoned for Windermere High and Horizon West Middle, and you're surrounded by established communities like Summerport and Lakeside at Lakes of Windermere. The mix of proximity and calm is the main draw.
Is Lakeside Village expensive?+
The median list price is $650,000, which places it in Windermere's mid-to-upper range rather than at the very top. Nearby luxury enclaves like Isleworth push well higher, so relatively speaking this area offers a more attainable entry into the Windermere name. Your budget and financing will shape which of the 89 active listings make sense.
What do homes cost in Lakeside Village?+
Current asking prices center on a $650,000 median across 89 active listings. Detailed per-square-foot and home-size figures aren't available in this dataset, so it's worth walking a few properties to understand how price maps to space here. An agent can pull specifics on any listing you're eyeing.
How is the market right now?+
With 89 homes actively listed, this is a market with meaningful supply, which generally favors buyers who can take their time and negotiate. Recorded sales over the past 12 months are limited in the available data, so comparing recent closings in adjacent communities like Keenes Pointe gives a clearer read. Expect to lean on local comps rather than headline stats.
What about HOA fees and property taxes?+
Specific HOA and property-tax figures aren't captured in the current dataset for Lakeside Village, and they can vary noticeably between the communities that make up the area. Since neighbors range from gated enclaves to family subdivisions, dues differ by community. Ask for the exact HOA and tax numbers on any specific home before you write an offer.
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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