Eric Chery
Map of Whispering Winds
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Neighborhood · Longwood, Florida

Whispering Winds

Spacious homes minutes from Orlando's core

2

Homes for sale

$881,750

Median list price

$268

Avg price / sqft

4

Median days on market

Search Whispering Winds on the map

Whispering Winds sits in the wooded, established stretch of Longwood that Seminole County buyers gravitate toward — big lots, mature trees, and neighbors who put down roots. Homes here run large, with a median size of 3,312 square feet, and the area shares its zip and its character with well-known communities like Sweetwater Oaks and The Springs. You're roughly 23 minutes from downtown Orlando and 42 from MCO, so the commute stays reasonable while the setting stays quiet.

For a buyer today, this is a thin, fast-moving market. There are just 2 active listings with a median list price of $881,750, and the median days on market is only 3 — homes that fit the profile don't sit. Over the past year 3 homes sold at a median of $855,000, with sellers collecting about 92% of asking, so there's some room to negotiate but not much time to hesitate. If Whispering Winds is tight on inventory, nearby Wildmere and Sweetwater Club are worth watching in the same search.

Whispering Winds is a community in Longwood, Florida.

Quick facts

$765,000$999K price range

3,312 sqft median home

$68/mo median HOA

3 sold in 12 months

Drive times

Downtown Orlando23 min
Universal Orlando33 min
Orlando Int’l Airport (MCO)42 min
Walt Disney World53 min

On the market now

Homes for sale in Whispering Winds

Every active listing inside the Whispering Winds boundary

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Find your fit

Browse Whispering Winds

By feature — on the live map

The numbers that matter

The Whispering Winds market

3

Sold, last 12 months

$855,000

Median sold price

92%

Sale-to-list ratio

What sellers actually get vs asking

99 days

Median time to sell

Whispering Winds vs Longwood

Median list price

Whispering Winds$882K
Longwood Co.$462K

Price per sqft

Whispering Winds$268
Longwood Co.$247

Days on market

Whispering Winds4d
Longwood Co.29d

Median sold price — 3-yr, 3-mo rolling

15.9% yr/yr

$875K$973K$1.1MAug ’23Mar ’26

Homes sold per month

011Aug ’23Mar ’26

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

$5,596/mo

Principal & interest $4,646
Property tax $672
HOA / fees $68
Insurance (est.) $210

$881,750 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.

Straight answers

Whispering Winds FAQs

Is Whispering Winds a good place to live?+

It's an established Longwood neighborhood with large homes, mature landscaping, and Seminole County schools including Lake Mary High School. The setting is quiet and residential while staying about 23 minutes from downtown Orlando, which is the balance most buyers here are after.

Is Whispering Winds expensive?+

It sits at the upper end of the Longwood market, with a median list price of $881,750 and active listings ranging from $765,000 to $998,500. You're paying for square footage — the median home is 3,312 sqft at around $268 per foot.

What do homes cost in Whispering Winds?+

Currently the 2 active listings carry a median list price of $881,750, and over the last 12 months 3 homes sold at a median of $855,000. Sellers averaged about 92% of asking, so there's modest negotiating room on the right property.

How is the market here?+

It's fast and low-inventory — just 2 homes are active and the median days on market is only 3. Homes that match the neighborhood's profile tend to go under contract quickly, so buyers should be ready to move; if nothing fits, Sweetwater Oaks offers similar options nearby.

What about HOA and property taxes?+

The HOA is light at a median of $68 per month. Property taxes run higher given the home values, with a median of roughly $8,069 per year.

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.

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