Whisper Woods
Homes for Sale in Kissimmee, FL
All 2,959 homes for sale in Kissimmee, FL · median $374,000 · 248 homes for sale in 34744 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 15 closed sales in whisper woods in Kissimmee, FL since 2006, the most recent in July 2026. Across Kissimmee as a whole, 2,523 homes closed in the last 12 months at a median of $387,990, 62 median days on market, with 1,265 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,910 ($5,310 with the full homestead exemption).
Whisper Woods is a small, tightly-held pocket of 34 homes built at the tail end of the 1970s and into the early 1980s, with a median year built of 1979. Price here is driven almost entirely by condition and updates rather than by floor plan variety: the homes cluster around a median of 1,890 square feet of living space, so what separates one sale from the next is whether the systems, kitchens, and baths have been touched since original construction. Expect a wide spread on price for that reason, and read every comp through the lens of how much work it does or does not need.
The market posture is best described as quiet. As of the snapshot there were no active listings and only a single closing in the recent window, which tells you inventory is scarce and turnover is low. For a buyer, that means patience and readiness to move when something does list. For a seller, it means limited competing supply, but also thin comparable data, so pricing has to lean on condition-adjusted judgment rather than a deep bench of recent sales.
Nearby homes for sale
No active listings inside whisper woods right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Whisper Woods is a compact, established enclave of 34 homes in Kissimmee, Osceola County, where roughly 79 percent are homesteaded - a sign of an owner-occupied, slow-turnover community rather than a rental-heavy one.
Stellar MLS sales records identify 22 homes in whisper woods that have changed hands since 2006, built between 1979 and 1981 (median 1979), with a median living area of about 1,567 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
County records show 3 qualified sales in whisper woods across 2024 - 2024, median $300,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
Who Whisper Woods is best for.
Best for
- Buyers targeting a single-story, roughly 1,890-square-foot home who value a stable, owner-occupied street over new construction
- Renovation-minded buyers ready to update an original late-1970s or early-1980s home and build value through condition
- Long-hold buyers who prefer to settle in and are comfortable waiting for scarce inventory
Probably not for
- Buyers who need to choose from several active listings on their timeline
- Buyers wanting newer construction or larger floor plans than the 1,890-square-foot median
- Investors seeking a rental-heavy, high-turnover setting rather than an owner-occupied one
The market around Whisper Woods
Whisper Woods is too small for its own price trend, so here is the market around it.
In ZIP 34744, 418 homes are on the market and 21% are under contract — a steady corner of Kissimmee.
Across Osceola County, 4,423 homes are active and 1,079 pending (20% under contract).
In ZIP 34744 (Kissimmee), 789 homes closed in the last 12 months at a median of $406K ($215/sq ft), up 1.2% year over year, with a median 33 days on market. Right now 128 active and 26 pending listings put supply at about 6.7 months - a balanced market. See the live ZIP 34744 housing market and the Osceola County market.
ZIP and county figures describe the wider market, not Whisper Woods specifically. Momentum Research analysis of MLS records.
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.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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.
A small owner-held pocket
With a homestead share near 79 percent, most of Whisper Woods is owner-occupied, and that shows up in how rarely homes trade hands. Combined with just 34 homes total, the practical effect is that listings are infrequent and each one carries real weight in the comp set. If you want in, set alerts and be prepared to act rather than wait for a menu of options.
The housing stock is consistent in size and vintage - early-1980s and late-1970s construction around 1,890 square feet - so the real variable is updates. Roofs, HVAC, electrical, and plumbing of this era deserve close inspection, and the gap between an original-condition home and a renovated one will be the single biggest factor in what you pay or what you can ask.
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.
Why work with Momentum here
In a 34-home community with almost no active inventory and few recent closings, the number that matters most is not on the listing sheet - it is condition. We underwrite each home on its systems and updates against the median profile, help sellers price where the thin comp set actually supports, and help buyers move quickly and sensibly when the rare listing appears.
Whisper Woods in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- 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.
Tools for a Whisper Woods buy.
Free calculators to pressure-test the real cost before you tour.
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.
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.
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Should you buy in Whisper Woods?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2006 (15 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 local comps.
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See how whisper woods fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Whisper Woods
Where is Whisper Woods?
Whisper Woods is a community in Kissimmee, Osceola County, Florida, ZIP 34744.
Are there homes for sale in Whisper Woods right now?
No active listings inside Whisper Woods at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Whisper Woods have an HOA or CDD?
No HOA is on record for Whisper Woods in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
More Kissimmee & Kissimmee, St. Cloud & Osceola County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Kissimmee, St. Cloud & Osceola County or the full Neighborhood Finder.
Nearby Communities
Explore more neighborhoods near Whisper Woods with Momentum Realty’s local guides.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Brevard County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Brevard County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.