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
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Built fromLive Stellar MLS data4 years of closingsUpdated twice daily

As of October 2026, the MLS records 2 closed sales in Whispering Oaks Estates Phase Iv in Dade City, FL since 2022, the most recent in November 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

There is no active pricing or inventory picture to report for Whispering Oaks Estates Phase IV as of this snapshot. No listings in the current MLS feed give us a median, a days-on-market figure, or a sales count to work from, which means anyone evaluating this community right now is doing so without a live comparable set to lean on.

That is not unusual for a smaller, phase-specific subdivision between active listing cycles. It just means the honest posture here is patience: watch the feed for the next listing to hit, then price and negotiate off that data point rather than off assumptions carried over from a different phase or a different part of Dade City.

Nearby homes for sale

No active listings inside Whispering Oaks EstatesHomes for Sale in Dade City, FL 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 · 0.0 mi away
3 bd · 2 ba · 2,462 sqft
34515 CEDARFIELD DRIVE
Listed by COLDWELL BANKER REALTY
34433 CEDARFIELD DRIVE
$285K · 0.3 mi away
2 bd · 2.5 ba · 1,812 sqft
34433 CEDARFIELD DRIVE
Listed by HERNANDO EAST REALTY INC.
5441 CHESTNUT RIDGE ROAD
$309K · 0.4 mi away
3 bd · 2 ba · 1,701 sqft
5441 CHESTNUT RIDGE ROAD
Listed by ELITE BROKERS, LLC
6088 FAIRWAY DRIVE
$285K · 0.6 mi away
3 bd · 2 ba · 1,891 sqft
6088 FAIRWAY DRIVE
Listed by EXP REALTY LLC
6176 FAIRWAY DRIVE
$478K · 0.6 mi away
3 bd · 2 ba · 1,196 sqft
6176 FAIRWAY DRIVE
Listed by WEICHERT REALTORS EXCLUSIVE PROPERTIES
7059 JUNIPER AVENUE
$420K · 0.8 mi away
3 bd · 2 ba · 1,777 sqft
7059 JUNIPER AVENUE
Listed by EXP REALTY 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 IV sits in Dade City, Hernando County, and currently shows no community amenities identified from active MLS listings, so any amenity picture would need to come from plat records or direct research rather than the listing feed itself.

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.

County records show 4 qualified sales in Whispering Oaks Estates across 2024–2025 (3 in 2024, 1 in 2025), median $329,000 — 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.

Best for

  • A buyer targeting a specific lot or home in this phase and willing to verify details outside the MLS.
  • A seller prepared to set an asking price using direct comparables from county records rather than an active local median.
  • An investor comfortable researching a community with limited current listing history before committing.

Probably not for

  • A buyer who wants to compare several active listings side by side before deciding.
  • Anyone relying on a current median price or days-on-market figure to negotiate.
  • A buyer who needs a documented amenity package as part of the decision.

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
Buyers and sellers who are comfortable moving forward without an active comparable set and are willing to do direct diligence on the property and the plat.
Biggest Risk
There is currently no MLS data to confirm pricing, condition trends, or amenities for this phase.
Sweet Spot
A specific property known to the buyer or seller ahead of listing, rather than a search built on browsing active inventory.
Avoid If
You need current comparable sales or an established price pattern before making a decision.

A Phase Without a Current Listing Picture

Phase-specific subdivisions like this one can go through stretches with no active listings at all, especially in smaller Hernando County communities where turnover is infrequent. That absence of data is itself the data point: it tells a buyer or seller to verify condition, lot specifics, and any HOA or deed restriction detail directly rather than relying on an MLS-driven amenity or pricing summary.

Without a median price, sales count, or days-on-market figure to reference, we would treat any claim about value here as speculation. The responsible move is to monitor the feed for the next listing and treat that single data point carefully until a broader pattern emerges.

“

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 community with this little current MLS activity, the value we add is diligence: pulling county records, checking for any HOA documents, and flagging the moment a new listing appears in Whispering Oaks Estates Phase IV so you are working from real information instead of guesswork.

Whispering Oaks Estates in 15 seconds.

Best forBuyers and sellers who are comfortable moving forward without an active comparable set and are willing to do direct diligence on the property and the plat.
Biggest advantageA quiet, low-competition phase where a seller is not up against a wall of active competing listings.
Biggest riskThere is currently no MLS data to confirm pricing, condition trends, or amenities for this phase.
Sweet spotA specific property known to the buyer or seller ahead of listing, rather than a search built on browsing active inventory.
Avoid ifYou need current comparable sales or an established price pattern before making a decision.

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.

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Real comps, not an automated estimate.
A buyer targeting a specific lot or home in this phase and willing to verify details outside the MLS.Excellent fit
A seller prepared to set an asking price using direct comparables from county records rather than an active local median.Excellent fit
An investor comfortable researching a community with limited current listing history before committing.Excellent fit
A buyer who wants to compare several active listings side by side before deciding.Probably not
Anyone relying on a current median price or days-on-market figure to negotiate.Probably not
A buyer who needs a documented amenity package as part of the decision.Probably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2022 (2 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 →

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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.

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