
Neighborhood · Windermere, Florida
Lakeside At Lakes Of Windermere
Attainable Windermere living near Disney's doorstep
4
Homes for sale
$312,250
Median list price
$241
Avg price / sqft
12
Median days on market
Lakeside At Lakes Of Windermere is a compact, walkable community on the west side of Orange County, where townhome-scale living puts you inside one of Central Florida's most sought-after zip codes without the seven-figure price tags of neighbors like Isleworth and Keenes Pointe. It's a practical spot for commuters and families alike, with Walt Disney World about 19 minutes away, Universal Orlando around 27, and downtown Orlando a 33-minute drive. Assigned schools include Windermere High, Horizon West Middle, and Sunset Park Elementary, and nearby communities like Lakeside Village and Summerport round out the local scene.
For buyers, this is one of the more accessible entry points into Windermere. The median list price sits at $312,250, homes run about $241 per square foot, and inventory is tight with just four active listings. Properties here move quickly — a median of 11.5 days on market — so pre-approval and a decisive offer matter.
Lakeside At Lakes Of Windermere is a community in Windermere, Florida.
Quick facts
$295,000 – $330K price range
1,302 sqft median home
$485/mo median HOA
$2,200/mo median rent
22 sold in 12 months
Drive times
On the market now
Homes for sale in Lakeside At Lakes Of Windermere

$299,500
8180 BOAT HOOK LOOP UNIT 109, WINDERMERE
2 bd · 2 ba · 1,161 sqft

$330,000
11446 JASPER KAY TERRACE UNIT 103, WINDERMERE
3 bd · 2 ba · 1,442 sqft

$295,000
8180 BOAT HOOK LOOP UNIT 102, WINDERMERE
2 bd · 2 ba · 1,161 sqft

$325,000
8168 BOAT HOOK LOOP UNIT 724, WINDERMERE
3 bd · 2 ba · 1,455 sqft
Every active listing inside the Lakeside At Lakes Of Windermere boundary
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Browse Lakeside At Lakes Of Windermere
By feature — on the live map
Where the market lives
The numbers that matter
The Lakeside At Lakes Of Windermere market
22
Sold, last 12 months
$310,000
Median sold price
97%
Sale-to-list ratio
What sellers actually get vs asking
39 days
Median time to sell
Lakeside At Lakes Of Windermere vs Windermere
Median list price
Price per sqft
Days on market
Median sold price — 3-yr, 3-mo rolling
▼ 1.1% yr/yr
Homes sold per month
Live Stellar MLS data — every listing and closed sale inside the Lakeside At Lakes Of Windermere boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Lakeside At Lakes Of Windermere is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Lakeside At Lakes Of Windermere home
≈ $2,704/mo
$312,250 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$485/mo
Median HOA
From current listings inside the boundary
$2,200/mo
Median rent
Homes for rent inside the boundary
Population
400
Median age
38
Median income
$87,571
Median home value
$388,900
Beyond the listings
Living in Lakeside At Lakes Of Windermere
Lifestyles
Top 2% 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.
Emotional
Top 3% in the U.S.Awestruck
Great things are meant to be shared, and this population is eager to show others what they find to be amazing, beautiful and exciting.
Active
Top 17% in the U.S.Yoga Advocates
Improving flexibility, strength, and overall well-being is the yogi's aim. This population is looking for the right community, instruction, and accessories.
Lifestyles
Top 18% in the U.S.Daily Grind
Whether throwing punches at the boxing club or punching the clock at work, this population likes to talk about their hard work.
Food & Drink
Top 19% in the U.S.Ingredient Attentive
These folks are conscious about what they eat. They're looking for ingredients that not only taste great, but also have great nutritional benefits.
Beliefs
Top 20% in the U.S.Mindfulness & Spirituality
Seeking peace and well-being through meditation, gratitude and spirituality.
Straight answers
Lakeside At Lakes Of Windermere FAQs
Is Lakeside At Lakes Of Windermere a good place to live?+
It's a well-located, easygoing community that gives you a Windermere address and quick access to the theme parks and downtown Orlando. Assigned schools include Windermere High, Horizon West Middle, and Sunset Park Elementary, and you're minutes from established neighborhoods like Summerport. The tight-knit scale suits families and commuters who want convenience without a sprawling estate.
Is it expensive to buy here?+
By Windermere standards, no — the median list price is $312,250 with a range of $295,000 to $330,000, which is a fraction of what larger Windermere homes command. At roughly $241 per square foot on a median home size of 1,302 square feet, it's one of the more attainable ways into the area.
What do homes cost in this neighborhood?+
Current active listings are priced between $295,000 and $330,000, with a median of $312,250. Over the past 12 months, 22 homes sold at a median price of $310,000, so list and sold values are tracking closely together.
How is the market right now?+
It's brisk and competitive. There are only four active listings, homes sell in a median of 11.5 days, and sellers are averaging 97% of their asking price — so serious buyers should come prepared to move fast.
What about HOA fees and property taxes?+
The median HOA fee here is $485 per month, which is on the higher side and typically reflects community maintenance and amenities. Median property taxes run about $4,367 per year, and if you're weighing renting versus owning, the median rent in the area is around $2,200 per month.
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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