Darrick Cook
Map of Whispering Waters
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Neighborhood · Winter Park, Florida

Whispering Waters

Compact Winter Park living close to Lake Killarney

4

Homes for sale

$291,950

Median list price

$605

Avg price / sqft

121

Median days on market

Search Whispering Waters on the map

Whispering Waters sits in the well-connected middle of Winter Park, a short hop from Lake Killarney and the tree-lined streets that give this part of Orange County its low-key, walkable character. The scale here is intimate — smaller residences that trade square footage for location, with downtown Orlando just 19 minutes away and Universal about 29. If you want to be near the energy of Hannibal Square without paying for a big single-family footprint, this is the kind of pocket worth watching.

The market is small and slow-moving, which changes how you should approach it. There are just 4 active listings and only 4 homes sold in the last 12 months, so inventory turns over rarely and homes sit a median of 121 days. Sellers are getting about 94% of asking, meaning there's room to negotiate, but with a listing range that runs from $275,000 all the way to $1,895,000, you need to know exactly which segment you're shopping. Compare it against nearby options like Winter Park Pines or Eastbrook before committing.

Whispering Waters is a community in Winter Park, Florida.

Quick facts

$275,000$1.9M price range

570 sqft median home

$853/mo median HOA

4 sold in 12 months

Drive times

Downtown Orlando19 min
Universal Orlando29 min
Orlando Int’l Airport (MCO)38 min
Walt Disney World49 min

On the market now

Homes for sale in Whispering Waters

Every active listing inside the Whispering Waters boundary

Open full map search →

Find your fit

Browse Whispering Waters

Where the market lives

3
1
$200K–$300K$1.0M–$2.0M

The numbers that matter

The Whispering Waters market

4

Sold, last 12 months

$375,750

Median sold price

94%

Sale-to-list ratio

What sellers actually get vs asking

113 days

Median time to sell

Whispering Waters vs Winter Park

Median list price

Whispering Waters$292K
Winter Park Co.$627K

Price per sqft

Whispering Waters$605
Winter Park Co.$425

Days on market

Whispering Waters121d
Winter Park Co.34d

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

77.7% yr/yr

$345K$946K$1.5MDec ’23Apr ’26

Homes sold per month

023Dec ’23Apr ’26

Live Stellar MLS data — every listing and closed sale inside the Whispering Waters boundary. Rolling medians smooth single-month swings in small communities.

For the school run

Schools Whispering Waters is zoned for

Attendance boundaries overlapping this community — always verify zoning with the district.

What it really costs

Owning here

Owning the median Whispering Waters home

$2,837/mo

Principal & interest $1,538
Property tax $236
HOA / fees $853
Insurance (est.) $210

$291,950 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.

$853/mo

Median HOA

From current listings inside the boundary

Population

181

Median age

20

Median income

$82,083

Median home value

$619,000

Beyond the listings

Living in Whispering Waters

Hobbies & Interests

Top 1% in the U.S.

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.

Top 2% in the U.S.

Pieces of History

You can find these people researching an upcoming exhibit at the natural history museum or learning about a famous monument. This population enjoys learning about the past.

Lifestyles

Top 5% in the U.S.

Student Life

There's more to student life than academics. It's about the experience - from classes and homecoming, to making lifetime friends and alumni events. These are students at school, taking classes online, or finding other ways to be students in their daily lives.

Hobbies & Interests

Top 6% 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.

Relationships

Top 7% in the U.S.

Happily Ever After

Whether it's the stress of wedding planning or looking back on that special day, this population has their eyes and hearts focused on lifelong commitment.

Food & Drink

Top 7% in the U.S.

Sweet Treats

This population has a sweet tooth, and they're looking for treats to satisfy their sugar craving, including candy, cupcakes and flavorful toppings.

People who close here

Our Winter Park experts

Straight answers

Whispering Waters FAQs

Is Whispering Waters a good place to live?+

It's a strong fit if you value location over size — you're minutes from Lake Killarney and about 19 minutes from downtown Orlando. The homes are compact, so it suits buyers who want a walkable, low-maintenance base in Winter Park rather than a large family house.

Is Whispering Waters expensive?+

It depends heavily on the segment. The median list price is $291,950, which is accessible for Winter Park, but active listings run as high as $1,895,000, so the neighborhood spans everything from entry-level to premium.

What do homes cost in Whispering Waters?+

Median list price is currently $291,950, with the average price working out to about $605 per square foot on a median home size near 570 sqft. Over the last 12 months, the median sold price was $375,750, so recent buyers paid somewhat above the current median list.

How is the market in Whispering Waters?+

It's a small, slow-moving market with just 4 active listings and 4 sales in the past year. Homes take a median 121 days to sell and sellers get around 94% of asking, so buyers who are patient and prepared to negotiate tend to do well here — for more inventory, compare Winter Park Pines.

What about HOA fees and property taxes?+

The median HOA fee runs $853 per month, which is on the higher side and typically reflects shared building or community services in a compact setting. Median annual property tax is about $2,827, so factor both into your monthly budget.

Keep exploring

More Winter Park 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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