Neighborhood · Longwood, Florida
Whispering Winds
Space and shade in a settled Seminole County pocket
1
Homes for sale
$699,000
Median list price
$252
Avg price / sqft
91
Median days on market
Whispering Winds sits in the wooded heart of Longwood, where mature tree canopy and generous lots set the tone for an unhurried, residential life. Homes here are sized for families who want room to spread out, and the location keeps you close to the established character of neighboring communities like Sweetwater Oaks, The Springs, and Sweetwater Club. Downtown Orlando is about 23 minutes away, so you get the quiet of suburban Seminole County without surrendering easy access to the city.
For a buyer today, this is a thin, high-ticket market: just one active listing at $699,000, and only two homes have sold in the past twelve months at a median of $815,000. Sellers here have been getting about 93% of asking, and the current home sat around 82 days on market, which means there's room to negotiate if you move decisively. If inventory in Whispering Winds is too tight, it's worth widening your search across Longwood homes for sale and nearby pockets like Wildmere.
Whispering Winds is a community in Longwood, Florida.
Quick facts
$699,000 – $699K price range
2,772 sqft median home
$68/mo median HOA
2 sold in 12 months
Drive times
On the market now
Homes for sale in Whispering Winds
Every active listing inside the Whispering Winds boundary
Open full map search →The numbers that matter
The Whispering Winds market
2
Sold, last 12 months
$815,000
Median sold price
93%
Sale-to-list ratio
What sellers actually get vs asking
59 days
Median time to sell
Whispering Winds vs Longwood
Median list price
Price per sqft
Days on market
Live Stellar MLS data — every listing and closed sale inside the Whispering Winds boundary. Rolling medians smooth single-month swings in small communities.
For the school run
Schools Whispering Winds is zoned for
Attendance boundaries overlapping this community — always verify zoning with the district.
What it really costs
Owning here
Owning the median Whispering Winds home
≈ $4,655/mo
$699,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.
$68/mo
Median HOA
From current listings inside the boundary
Population
176
Median age
52
Median income
$176,464
Median home value
$901,100
Beyond the listings
Living in Whispering Winds
Hobbies & Interests
Bookish
Always seeking the next book, article, or poem to read, this activity is prevalent in areas where reading is a way of life. Although a solo activity, the expression of the love of books is a bonding, communal experience.
Hobbies & Interests
Green Thumb
From tiny sprouts and window plants, to flower arrangements and designing a landscape, this population has an affinity for all things green.
Hobbies & Interests
Natural Beauty
This population marvels at the beauty of nature, and they want to capture every breath-taking scene.
Hobbies & Interests
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.
Hobbies & Interests
Handcrafted
The only thing more beautiful than handmade decor? The hands that made it. This population appreciates the time and care put into one-of-a-kind pieces.
Hobbies & Interests
Animal Advocates
Passionate about animal welfare, this population wants to know how best to care for their own pets (with toys and training) and help other animals find their fur-ever home.
People who close here
Our Longwood experts
Straight answers
Whispering Winds FAQs
Is Whispering Winds a good place to live?+
It's a quiet, residential pocket of Longwood with larger homes, mature landscaping, and a low median HOA of $68 a month. You're assigned to Woodlands Elementary, Markham Woods Middle, and Lake Mary High, and surrounded by long-established communities. Downtown Orlando is only about 23 minutes away, so you get suburban calm with city access.
Is Whispering Winds expensive?+
It sits at the upper end of the Longwood market — the median list price is $699,000 and homes that sold over the past year closed at a median of $815,000. At roughly $252 per square foot for homes around 2,772 square feet, you're paying for size and a desirable location. If that's a stretch, comparing against the broader Longwood homes for sale can put the numbers in context.
What do homes cost in Whispering Winds?+
Right now there's a single active listing at $699,000, and recent sales have come in higher, with a median sold price of $815,000. Expect prices to track home size, since the typical home here is about 2,772 square feet at around $252 per square foot.
How is the market in Whispering Winds?+
It's a low-volume, high-value market — just two homes sold in the last twelve months and one active listing today. The current home has been on the market about 82 days, and sellers have been netting roughly 93% of asking, which tells you there's genuine room to negotiate for a buyer who comes prepared.
What are the HOA fees and property taxes like?+
The median HOA runs a modest $68 a month, which is low for a neighborhood of this caliber. Property taxes are the bigger line item, with a median of about $8,325 a year reflecting the higher home values here.
Keep exploring
More Longwood 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 Whispering Winds homes, in your inbox
A daily digest of new Longwood listings — straight from the MLS. Unsubscribe anytime.