Buying or selling? Call (904) 351-6461
WHISPER WOODS in KISSIMMEE

WHISPER WOODS
Homes for Sale in KISSIMMEE, FL

Community in KISSIMMEE · Osceola County · ZIP 34744
97 homesBuilt 1935–1982
Free · No obligation
Talk to a WHISPER WOODS Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data20 years of closingsFL DOR public recordsUpdated twice daily
Live · WHISPER WOODS Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
100%
Under contract
Osceola: 21% (1,149 of 5,586)
0 · 0
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
74%
Owner-occupied · WHISPER WOODS
72 of 97 parcels homesteaded (FL DOR 2025)
26%
Non-owner-occupied · WHISPER WOODS
incl. 9% trust or LLC-held · 7% out-of-state
33%
Cash buyers · WHISPER WOODS
1 of 3 sales, 12 mo ending June 2022
97
Homes in the community
97 residential parcels (FL DOR 2025)
Track record · 20 years of records
Est. 1935
Community established
homes built 1935-1982, median 1980 (FL DOR 2025)
0
Failed listings · 2024
peaked at 5 in 2009
1.0%/yr
Turnover rate
about 1 of 97 homes trade a year
The Area Market

The market around WHISPER WOODS

WHISPER WOODS is a small community — 18 recorded sales on file, most recently in 2024 — too few for its own price trend. Here is the market around it.

In ZIP 34744, 405 homes are on the market and 19% are under contract — a steady corner of KISSIMMEE.

Across Osceola County, 4,437 homes are active and 1,149 pending (21% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not WHISPER WOODS specifically. Momentum Research analysis of MLS records.

The Strategy

The WHISPER WOODS buying strategy.

If we were buying in WHISPER WOODS today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in WHISPER WOODS.

The Deep Dive

A closer look at the WHISPER WOODS market

The housing stock is 97 homes built between 1935 and 1982, and 74% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

“

The location and the amenities are priced into every listing in WHISPER WOODS. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

In short
  • Mandatory HOA. Confirm current dues
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

Run Your Numbers

Tools for a WHISPER WOODS buy.

Free calculators to pressure-test the real cost before you tour.

Mortgage paymentPrincipal, interest, taxes, and insurance on a specific price.Property taxOsceola County millage and the homestead picture.Rent vs buyThe breakeven on owning in WHISPER WOODS.Save Our HomesProject your homestead tax cap over time.
The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed WHISPER WOODS sales matched to your home.

Selling in WHISPER WOODS

Price it to the comps and condition, not an automated estimate.

If you are thinking about selling in WHISPER WOODS, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.

What is your WHISPER WOODS home worth?

Get a no-obligation home value based on real comparable sales in WHISPER WOODS, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

See homes for sale in WHISPER WOODS on the map →

Real comps, not an automated estimate.

WHISPER WOODS Market Scorecard

No active listings

WHISPER WOODS is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$220,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/1/1
Active/Pend/Sold

Go deeper: county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

How many homes are in WHISPER WOODS?
The Florida DOR 2025 assessment roll shows 97 homes in WHISPER WOODS (public records).
What share of WHISPER WOODS is owner-occupied?
74% of WHISPER WOODS parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in WHISPER WOODS built?
Homes in WHISPER WOODS were built between 1935 and 1982, with a median year built of 1980 (FL DOR 2025 roll).
Do cash buyers compete in WHISPER WOODS?
Cash buyers took 33% of WHISPER WOODS sales in the 12 months ending June 2022 (1 of 3 closings, Stellar MLS).
Who is the best real estate agent for WHISPER WOODS?
The best agent for WHISPER WOODS is one who actively works KISSIMMEE and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for WHISPER WOODS.
How do I find a top KISSIMMEE real estate agent who knows WHISPER WOODS?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows WHISPER WOODS and the wider KISSIMMEE area.
Can Momentum Realty connect me with an agent for WHISPER WOODS?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your WHISPER WOODS purchase or sale - no call center and no pressure.

Nearby Communities

Explore more neighborhoods near WHISPER WOODS with Momentum Realty’s local guides.

Sweetwood Estates Kissimmee0.1 mi awayMill Run Kissimmee0.4 mi awayHeather Oaks Kissimmee0.4 mi awayMOMichigan Oaks Kissimmee0.4 mi awayPebble Creek Kissimmee0.5 mi awayKissimmee Heights Kissimmee0.6 mi awayGilchrist 2Nd Add Kissimmee0.7 mi awayMichigan Terrace Kissimmee0.7 mi away

Browse all Florida neighborhood guides →

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: August 2, 2026)
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (3 streets, ZIP 34744))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-sale records back to 2006 (14 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

Own a home here?

You just read the data. Now see what your home is worth.

The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →
Thinking of selling in WHISPER WOODS? 1 recorded closings (window ending 2026-08-02). See the Osceola County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
Talk to a Local WHISPER WOODS Expert
Call Get Listings