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
60
Median days on market
Weatherstone On Lake Olivia is a small, gated enclave built around the water, where every active home sits on the lake with its own pool and room to spread out — median size here runs close to 5,749 square feet. It's the kind of address that draws buyers who want Windermere's low-key, lake-first lifestyle without the scale of the marquee golf communities, with neighbors like Keenes Pointe and Isleworth just up the road. The location is genuinely central: Universal Orlando is about 17 minutes out, downtown Orlando around 21, and Walt Disney World roughly 36.
The market here is thin and high-end by nature — right now there are just two active listings, both waterfront, both gated, both priced above $1M. The median list price sits at $2,749,995, and homes have been moving in about 32 days once priced right. If you're weighing this against more attainable Windermere options like Summerport or Lakeside Village, understand that Weatherstone plays firmly in the luxury lakefront tier — inventory is scarce and every home tends to be a considered purchase.
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's a strong fit if you want a gated, waterfront lifestyle in a quiet corner of Windermere rather than a large master-planned community. Every active home sits on the lake with a pool, and you're minutes from the shops and lakes that define the area, with Windermere homes for sale nearby for comparison. Families also appreciate the Olympia High, Gotha Middle, and Thornebrooke Elementary zoning.
Is Weatherstone On Lake Olivia expensive?+
Yes — this is a luxury lakefront pocket, and the numbers reflect it. Median list price is $2,749,995, both current listings sit above $1M, and pricing runs from $2.5M to nearly $3M. It's priced well above more accessible Windermere neighborhoods like Summerport.
What do homes cost in Weatherstone On Lake Olivia?+
Active listings currently range from $2,500,000 to $2,999,990, with a median of $2,749,995 and an average of about $493 per square foot. Homes are large, with a median size around 5,749 square feet. Over the last 12 months a single home sold at $1,300,000, so recent closings can land well below asking depending on the property.
How is the market in Weatherstone On Lake Olivia?+
It's a low-inventory, high-value market — just two active listings and one sale in the past year. Well-priced homes have moved in about 32 days, but sellers averaged 87% of asking on that recent sale, which tells you there's real room to negotiate at this price point. Expect patience and precision on both sides of a deal here.
What are the HOA fees and property taxes like?+
The median HOA runs about $227 per month, which is reasonable given the gated setting. Property taxes are substantial at a median of roughly $29,304 per year — a direct reflection of the high home values in the community. Budget for both when you model your monthly carrying cost.
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.
Never miss a listing
New Weatherstone On Lake Olivia homes, in your inbox
A daily digest of new Windermere listings — straight from the MLS. Unsubscribe anytime.