Neighborhood · Windermere, Florida
Lakeside At Lakes Of Windermere
Approachable Windermere living close to the theme parks
5
Homes for sale
$320,000
Median list price
$237
Avg price / sqft
4
Median days on market
Lakeside At Lakes Of Windermere sits in one of Central Florida's most sought-after corners, where established communities like Keenes Pointe and Isleworth set the tone and everyday errands stay short. The neighborhood feeds into Windermere High, Horizon West Middle, and Sunset Park Elementary, and the commute map is enviable minutes to Walt Disney World, 27 to Universal, and 33 to downtown Orlando. If you want the Windermere address without the country-club price ceiling, this is the pocket to know.
For buyers, the reality here is a compact, moving-fast market with just 6 active listings and a median list price of $309,750 — well below what you'll pay in gated enclaves nearby. That scarcity means you'll want to move decisively when the right home surfaces, and it's worth comparing against neighboring Summerport and Lakeside Village or the broader pool of Windermere homes for sale to understand where value sits. Work with an agent who watches this inventory daily, because at this size, listings don't linger.
Lakeside At Lakes Of Windermere is a community in Windermere, Florida.
Quick facts
$295,000 – $330K price range
1,442 sqft median home
$485/mo median HOA
$2,000/mo median rent
23 sold in 12 months
Drive times
On the market now
Homes for sale in Lakeside At Lakes Of Windermere
$320,000
11434 JASPER KAY TERRACE UNIT 106, WINDERMERE
3 bd · 2 ba · 1,455 sqft
$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
$325,000
8168 BOAT HOOK LOOP UNIT 724, WINDERMERE
3 bd · 2 ba · 1,455 sqft
$295,000
8180 BOAT HOOK LOOP UNIT 102, WINDERMERE
2 bd · 2 ba · 1,161 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
23
Sold, last 12 months
$315,000
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
≈ $2,761/mo
$320,000 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
$2,000/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 strong fit for buyers who want a Windermere address with an easy Central Florida commute — Walt Disney World is about 19 minutes out and downtown Orlando roughly 33. The neighborhood is zoned for Windermere High, Horizon West Middle, and Sunset Park Elementary, and it sits among established communities like Keenes Pointe.
Is it expensive to buy here?+
Compared with the gated enclaves nearby, no — the median list price is $309,750, which puts it among the more approachable options in the Windermere area. It's a practical alternative to pricier neighbors like Isleworth while keeping the same coveted location.
What do homes cost in this neighborhood?+
Right now there are 6 active listings with a median list price of $309,750. Because inventory is this limited, pricing can shift quickly, so it's smart to track new listings against nearby Summerport for context.
How is the market here?+
It's a small, tight market with only 6 homes currently active and no recorded sales in the past 12 months, which reflects how rarely inventory turns over at this scale. When a home does hit the market, expect competition, and lean on current data across Windermere homes for sale to gauge timing.
What about HOA fees and property taxes?+
Specific HOA and property-tax figures aren't available in the current data set for this neighborhood, so confirm them listing by listing before you make an offer. Your agent can pull the exact HOA dues and Orange County tax assessment for any home you're considering.
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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