Neighborhood · Windermere, Florida
Weatherstone On Lake Olivia
Lakefront living on a quiet Windermere shoreline
2
Homes for sale
$2,650,000
Median list price
$476
Avg price / sqft
67
Median days on market
Weatherstone On Lake Olivia is a small gated enclave in Windermere, where large custom homes sit on generous lots along the lake. Every active home here is waterfront with a pool, and the median footprint runs just under 5,750 square feet — this is a neighborhood built for space and privacy rather than density. If you know Isleworth and Keenes Pointe, Weatherstone plays in that same estate-home world on a more intimate scale.
Inventory is genuinely tight — there are only two homes on the market, with list prices between $2.45M and $2.85M and a median of $2.65M. Homes here take time to trade: median days on market sits around 66, and the one sale in the past year closed at $1.3M with sellers averaging 87% of asking. Buyers who like the lifestyle of nearby Summerport but want more land and lakefront should treat this as a patient, opportunistic search.
Weatherstone On Lake Olivia is a community in Windermere, Florida.
Quick facts
$2,450,000 – $2.9M price range
5,749 sqft median home
$227/mo median HOA
1 sold in 12 months
Drive times
On the market now
Homes for sale in Weatherstone On Lake Olivia
$2,850,000$2,999,990
9656 WEATHERSTONE COURT, WINDERMERE
6 bd · 7 ba · 7,016 sqft
$2,450,000$2,500,000
9648 WEATHERSTONE COURT, WINDERMERE
6 bd · 4 ba · 4,482 sqft
Every active listing inside the Weatherstone On Lake Olivia boundary
Open full map search →Find your fit
Browse Weatherstone On Lake Olivia
By feature — on the live map
The numbers that matter
The Weatherstone On Lake Olivia market
1
Sold, last 12 months
$1,300,000
Median sold price
87%
Sale-to-list ratio
What sellers actually get vs asking
77 days
Median time to sell
Weatherstone On Lake Olivia vs Windermere
Median list price
Price per sqft
Days on market
Live Stellar MLS data — every listing and closed sale inside the Weatherstone On Lake Olivia boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Weatherstone On Lake Olivia is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Weatherstone On Lake Olivia home
≈ $16,841/mo
$2,650,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$227/mo
Median HOA
From current listings inside the boundary
Population
278
Median age
47
Median income
$250,001
Median home value
$830,900
Beyond the listings
Living in Weatherstone On Lake Olivia
Lifestyles
Top 6% 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.
Relationships
Top 14% in the U.S.Networking
Driven to succeed in the business world, this population seeks to progress in their career through networking happy hours, summits, and connecting with other professionals online.
Emotional
Top 14% 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.
Emotional
Top 15% in the U.S.Happy Place
Expressing feelings of safety, comfort and happiness - especially with loved ones.
Appearance oriented
Top 16% in the U.S.Body Art
Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.
Hobbies & Interests
Top 18% in the U.S.Green Thumb
From tiny sprouts and window plants, to flower arrangements and designing a landscape, this population has an affinity for all things green.
Straight answers
Weatherstone On Lake Olivia FAQs
Is Weatherstone On Lake Olivia a good place to live?+
It suits buyers who want lakefront space and privacy inside a gated setting, with every active home sitting on Lake Olivia with a pool. It's assigned to Olympia High, Gotha Middle, and Thornebrooke Elementary, and it keeps you close to the rest of Windermere. Commutes are easy too, with downtown Orlando about 21 minutes away.
Is it expensive to buy here?+
Yes — this is an estate-home neighborhood. The two current listings range from $2.45M to $2.85M with a median list price of $2.65M, and both fall in the $1M-plus segment. Expect to compete at the top of the Windermere market alongside communities like Isleworth.
What do homes cost in Weatherstone On Lake Olivia?+
Active list prices sit at a $2.65M median, working out to roughly $476 per square foot across homes that median about 5,749 square feet. The single sale in the last 12 months closed at $1.3M, so there's a real spread depending on the property and its condition.
How is the market right now?+
It's thin and slow-moving, which is normal for a small estate enclave. There are just two homes active, the median days on market is about 66, and only one home sold in the past year — closing at 87% of asking. Patience and a strong offer strategy matter more here than speed.
What about HOA fees and property taxes?+
The median HOA runs $227 per month, which is modest for a gated lakefront community. Property taxes are the bigger line item, with a median around $29,304 per year that reflects the estate-level values in the neighborhood.
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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