Whispering Oaks
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.
As of November 2026, the MLS records 21 closed sales in Whispering Oaks in Kissimmee, FL since 2011, the most recent in May 2026. Across Kissimmee as a whole, 4,248 homes closed in the last 12 months at a median of $360,000, 61 median days on market, with 2,898 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,480 ($4,880 with the full homestead exemption).
Whispering Oaks is a thin-data market right now: no active listings and a single closing in the most recent window. That means there is no standing inventory to shop and no spread of asking prices to read. Price here will be set almost entirely by the condition and specifics of the next home that comes up, not by a competitive run of comparable listings.
For a buyer, that calls for patience and a standing alert - you cannot tour what is not listed, and you may be negotiating against a scarcity of alternatives rather than a stack of options. For a seller, the absence of competing inventory can work in your favor, but with so few recent data points, pricing should lean on a careful read of the individual home rather than a deep comp set.
Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
The 60-Second Overview
Whispering Oaks is a small, quiet pocket of Kissimmee in Osceola County. As of August 2026 there is nothing actively listed and only one recent closing, so this is a market you watch and wait on rather than browse.
Stellar MLS sales records identify 39 homes in WHISPERING OAKS that have changed hands since 2005, built between 1993 and 2007 (median 1996), with a median living area of about 1,886 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.
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 Whispering Oaks is best for.
Best for
- Buying to hold in a quiet Kissimmee pocket with low turnover
- Buyers who can wait for a rare listing rather than shop from standing inventory
- Willing to value the home itself over shared community amenities
Probably not for
- Needing to close on a tight timeline against available inventory
- Wanting to compare multiple active listings before committing
- Expecting on-site community amenities as part of the draw
The market around Whispering Oaks
Whispering Oaks is a small community — 27 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.
In ZIP 34746, 995 homes are on the market and 21% 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.
In ZIP 34746 (Kissimmee), 1,623 homes closed in the last 12 months at a median of $405K ($199/sq ft), down 4.3% year over year, with a median 67 days on market. Right now 435 active and 80 pending listings. See the live ZIP 34746 housing market and the Osceola County market.
ZIP and county figures describe the wider market, not Whispering Oaks specifically. Momentum Research analysis of MLS records.
Homes For Sale Right Now in Whispering Oaks
Live MLS inventory for Whispering Oaks. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Whispering Oaks listings as of 2026-11-02, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2011 through 2026. Tap any home to ask about it.
The Whispering Oaks buying strategy.
If we were buying in Whispering Oaks 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 Whispering Oaks.
A low-liquidity micro-market
The defining feature here is turnover, or the lack of it. With zero active listings and one closing in the current window, homes trade rarely. That scarcity is the single most important thing to understand before setting expectations on either side of a deal.
No community amenities surfaced in the current MLS data, so the appeal rests on the homes themselves and the Kissimmee location rather than shared facilities. Thin transaction volume also means any single sale carries outsized weight in how the next one is priced - one comp is not a trend.
The location and the amenities are priced into every listing in Whispering Oaks. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a market with no active listings and only one recent sale, the value we add is access and timing: getting you in front of a home before - or as soon as - it hits, and pricing it against the thin data honestly rather than guessing. We would rather tell you to wait for the right listing than push you into the wrong assumptions about a community this quiet.
Whispering Oaks in 15 seconds.
Tools for a Whispering Oaks 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 Whispering Oaks sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Whispering Oaks, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Whispering Oaks home worth?
Get a no-obligation home value based on real comparable sales in Whispering Oaks, 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 all homes for sale in Kissimmee →
Every Home for Sale in Whispering Oaks Kissimmee Right Now (1)
All 1 active and pending Whispering Oaks Kissimmee listings with a detail page, newest first, refreshed twice a day from the MLS.
- 4411 White Oak Circle · $599,000 · 4 bd / 2.5 ba · pending · listed Aug 15, 2026 · listed by Keller Williams Legacy Realty
More Kissimmee home searches
- All homes for sale in Kissimmee, FL
- Kissimmee waterfront homes for sale
- Gated communities in Kissimmee
- Kissimmee golf course homes
- Homes under $300K in Kissimmee
- Kissimmee home values: what is my house worth?
- ZIP 34746 housing scorecard
Kissimmee guides & data
- Market data
- Cost of living
- Best neighborhoods (ranked by data)
- Best neighborhoods
- Flood zones
- Property taxes (Osceola County)
- Homestead exemption (Osceola County)
- Home insurance cost
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
Real estate agent in Kissimmee? Join Momentum in Kissimmee: 100% commission, one $12K cap.
Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- White Oak Circle (39 homes on record)
Email me new listings in Whispering Oaks
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Whispering Oaks
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Whispering Oaks will answer, and the answer is published on this page for the next buyer.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Osceola 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 · Osceola 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.
18% of homes for sale in ZIP 34746 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-11-13).
Frequently Asked Questions
Do cash buyers compete in Whispering Oaks?
Who is the best real estate agent for Whispering Oaks?
How do I find a top Kissimmee real estate agent who knows Whispering Oaks?
Can Momentum Realty connect me with an agent for Whispering Oaks?
Where is Whispering Oaks, and what county is it in?
Should you buy in Whispering Oaks?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: November 2, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2011 (21 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. A Momentum agent can price yours against live local 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.
See how WHISPERING OAKS fits the bigger picture — live prices, inventory, and Momentum Scores: