Whispering Oaks Estates
Homes for Sale in Dade City, FL

All 354 homes for sale in Dade City, FL · median $397,500 · 68 homes for sale in 33523 · Hernando County homes for sale

Community in Dade City · Hernando County · ZIP 33523
Free · No obligation
Talk to a Whispering Oaks Estates Expert

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

Built fromLive Stellar MLS data1 years of closingsUpdated twice daily

As of October 2026, the MLS records 1 closed sale in Whispering Oaks Estates Phase Vi-A in Dade City, FL, the most recent in July 2025. Across Dade City as a whole, 340 homes closed in the last 12 months at a median of $353,820, 51 median days on market, with 150 homes for sale today. At that median and Hernando County's FY2025-26 rate of 18.64 mills, annual property tax runs about $6,590 ($5,820 with the full homestead exemption).

Part of Whispering Oaks Estates, Dade City, FL — see all Whispering Oaks Estates homes for sale (0 listings across 6 sections in the MLS).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

Whispering Oaks Estates Phase VI-A in Dade City currently shows no established pricing pattern in the MLS feed we track. That is not unusual for a smaller phase within a larger platted community — it often means limited turnover rather than an inactive market. Until more listings cycle through, any pricing conversation here has to be handled case by case, not by community-wide averages.

For a buyer or seller, this is a segment where the local listing history matters more than a headline number. We would pull comparable sales from the surrounding Dade City market and cross-reference lot size, build year, and condition on a specific address before setting expectations, rather than leaning on a community median that does not yet exist in the data.

Nearby homes for sale

No active listings inside Whispering Oaks Estates Phase Vi-A 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.

34515 CEDARFIELD DRIVE
$330K · 0.1 mi away
3 bd · 2 ba · 2,462 sqft
34515 CEDARFIELD DRIVE
Listed by COLDWELL BANKER REALTY
34433 CEDARFIELD DRIVE
$285K · 0.2 mi away
2 bd · 2.5 ba · 1,812 sqft
34433 CEDARFIELD DRIVE
Listed by HERNANDO EAST REALTY INC.
5441 CHESTNUT RIDGE ROAD
$309K · 0.3 mi away
3 bd · 2 ba · 1,701 sqft
5441 CHESTNUT RIDGE ROAD
Listed by ELITE BROKERS, LLC
6088 FAIRWAY DRIVE
$285K · 0.4 mi away
3 bd · 2 ba · 1,891 sqft
6088 FAIRWAY DRIVE
Listed by EXP REALTY LLC
6176 FAIRWAY DRIVE
$478K · 0.5 mi away
3 bd · 2 ba · 1,196 sqft
6176 FAIRWAY DRIVE
Listed by WEICHERT REALTORS EXCLUSIVE PROPERTIES
6084 KNOLLWOOD DRIVE
$310K · 0.8 mi away
4 bd · 2 ba · 1,672 sqft
6084 KNOLLWOOD DRIVE
Listed by WJH BROKERAGE FL LLC

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Whispering Oaks Estates Phase VI-A sits in Dade City, Hernando County, as a distinct phase within a larger platted subdivision — a structure that often means the surrounding phases carry more established sales history than this one currently shows.

Stellar MLS sales records identify 77 homes in Whispering Oaks Estates that have changed hands since 2004, built between 1982 and 2025 (median 1985), with a median living area of about 1,728 sq ft and a typical 3-bedroom, 2-bath layout; 61% 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.

Best for

  • A buyer targeting Dade City specifically who is comfortable doing individual-property diligence rather than relying on published community stats
  • A buyer already under contract or in active negotiation on a specific home in this phase who needs custom comp support
  • An investor or relocation buyer with flexible timing who can wait on more listing data to firm up before drawing conclusions

Probably not for

  • A buyer who wants a clear published price range or amenity list before touring
  • A buyer on a tight timeline who needs fast, data-rich comps to make a decision
  • A seller expecting an established community median to anchor a listing price

The market around Whispering Oaks Estates

Whispering Oaks Estates is too small for its own price trend, so here is the market around it.

In ZIP 33523, 102 homes are on the market and 28% are under contract — a steady corner of Dade City.

Across Hernando County, 1,141 homes are active and 431 pending (27% under contract).

In ZIP 33523 (Dade City), 444 homes closed in the last 12 months at a median of $220K ($183/sq ft), up 0.0% year over year, with a median 40 days on market. Right now 34 active and 15 pending listings put supply at about 4.3 months — a balanced market. See the live ZIP 33523 housing market and the Pasco County market.

ZIP and county figures describe the wider market, not Whispering Oaks Estates specifically. Momentum Research analysis of MLS records.

If we were buying in Whispering Oaks Estates 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 Whispering Oaks Estates.

Best Buy
Best suited to a buyer already committed to the Dade City area who is willing to do property-specific diligence rather than lean on community-wide stats.
Biggest Risk
The risk is pricing blind — without an established median or comp set, a buyer or seller can misjudge value without direct comparable research.
Sweet Spot
The sweet spot is a specific known address in this phase where a buyer has already toured the home and wants tailored comp work done around it.
Avoid If
Avoid if you need a quick, data-backed decision — this is not a community where a fast market snapshot will answer your questions.

A phase with a thin current listing record

Current MLS data for this specific phase does not surface a defined set of community amenities, and no price statistics are established at this snapshot. That is a data-availability fact, not a judgment on the community itself — smaller phases and newer sections of larger developments frequently lag behind in listing volume simply because fewer homes trade at any given time.

Anyone evaluating Whispering Oaks Estates Phase VI-A should treat it as a research project rather than a plug-and-play comp. The practical move is to look at adjacent phases and the broader Dade City submarket for pricing context, then verify anything amenity-related — pool, clubhouse, HOA structure — directly against the specific property and its governing documents rather than assuming parity with a neighboring phase.

“

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a phase where the public MLS feed does not yet tell a clear pricing or amenity story, the value we add is legwork: pulling adjacent-phase comps, checking HOA and plat documents, and confirming what is actually built and active before you make an offer or set a list price.

Whispering Oaks Estates in 15 seconds.

Best forBest suited to a buyer already committed to the Dade City area who is willing to do property-specific diligence rather than lean on community-wide stats.
Biggest advantageThe advantage here is low competition on information — few public data points means less noise, but also less shortcut confirmation.
Biggest riskThe risk is pricing blind — without an established median or comp set, a buyer or seller can misjudge value without direct comparable research.
Sweet spotThe sweet spot is a specific known address in this phase where a buyer has already toured the home and wants tailored comp work done around it.
Avoid ifAvoid if you need a quick, data-backed decision — this is not a community where a fast market snapshot will answer your questions.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Whispering Oaks Estates homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Whispering Oaks Estates.
In short
  • 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.

The takeaway

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

What is your Whispering Oaks Estates home worth?

Get a no-obligation home value based on real comparable sales in Whispering Oaks Estates, 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 Dade City →

Real comps, not an automated estimate.
A buyer targeting Dade City specifically who is comfortable doing individual-property diligence rather than relying on published community statsExcellent fit
A buyer already under contract or in active negotiation on a specific home in this phase who needs custom comp supportExcellent fit
An investor or relocation buyer with flexible timing who can wait on more listing data to firm up before drawing conclusionsExcellent fit
A buyer who wants a clear published price range or amenity list before touringProbably not
A buyer on a tight timeline who needs fast, data-rich comps to make a decisionProbably not
A seller expecting an established community median to anchor a listing priceProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2025 (1 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.

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 →

Common questions about Whispering Oaks Estates

Where is Whispering Oaks Estates?

Whispering Oaks Estates is a community in Dade City, Hernando County, Florida, ZIP 33523.

Are there homes for sale in Whispering Oaks Estates right now?

No active listings inside Whispering Oaks Estates at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Whispering Oaks Estates have an HOA or CDD?

No HOA is on record for Whispering Oaks Estates 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 Dade City & Tampa North / Pasco County guides

Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Tampa North / Pasco County or the full Neighborhood Finder.

Nearby Communities

Explore more neighborhoods near Whispering Oaks Estates with Momentum Realty’s local guides.

WOWhispering Oaks Estates0.0 mi away · median $320K, 3 sales/12 moWOWhispering Oaks Estates0.0 mi away · 58 homes, built 1984–88WOWhisp Oaks Estate0.0 mi away · 17 homes, built 1987–15WOWhispering Oaks Estate0.1 mi awayWhispering Oaks Ridge Manor0.1 mi away · 119 homes, built 1984–24, 2 for sale

Browse all neighborhood guides →

Talk to a Local Whispering Oaks Estates Expert
Call Get Listings