Whispering Oaks Estates
Homes for Sale in Dade City, FL

All 349 homes for sale in Dade City, FL · median $397,000 · 67 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 I-J in Dade City, FL, the most recent in September 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 isn't much of a current MLS footprint here, and that itself is the read. No active listings are surfacing community amenities, and no price data is available to establish what's actually moving in Whispering Oaks Estates right now. That kind of quiet doesn't mean nothing is happening — it usually means low turnover, a small pool of homes, or activity that hasn't hit the feed yet.

For a buyer or seller, this is a community where you lean on direct, local knowledge rather than dashboard data. Pricing and condition here will be decided home-by-home, not by a market trend line, so the conversation with an agent who knows the immediate area matters more than usual.

Nearby homes for sale

No active listings inside Whispering Oaks Estates Phase I-J 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 sits in Dade City, within Hernando County — a smaller phase where current MLS activity doesn't show listed community amenities, meaning any shared features would need to be confirmed directly rather than assumed from feed data.

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 a specific home in Dade City and willing to confirm details directly rather than rely on listing data
  • Someone comfortable making a decision without an established local price trend to lean on
  • A buyer who values a quieter segment of the Hernando County market over a high-turnover community

Probably not for

  • A buyer who wants a clear read on recent comparable pricing before making an offer
  • Someone shopping specifically for confirmed shared amenities like a pool or clubhouse
  • A buyer who prefers communities with active, frequent MLS turnover to gauge the market

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 comfortable doing extra diligence in a community with a thin current listing record.
Biggest Risk
With no active pricing or amenity data, you're working with limited baseline information.
Sweet Spot
A buyer who wants a specific address here and is prepared to verify details firsthand.
Avoid If
You need comparable sales or amenity confirmation before you're comfortable moving forward.

A Market With No Loud Signal

Some communities generate a steady stream of listings and a clear price pattern. This one, based on current MLS data, isn't doing that — no amenities are tagged, and no pricing trend has emerged from recent activity. That's a real data point, not a gap to explain away.

In practice, it means a buyer should treat any specific claim about this community — a pool, a clubhouse, a price point — as something to verify in person, not something to take from a listing sheet. Sellers should expect that their home will be evaluated largely on its own merits, since there isn't an active comp set here setting expectations for buyers walking in.

“

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

When the MLS feed is this quiet, the value of an agent who actually knows Dade City and Hernando County goes up, not down. We'll tell you plainly what we can and can't confirm from current data, and go get the rest — condition, layout, anything shared on the property — through direct diligence rather than guesswork.

Whispering Oaks Estates in 15 seconds.

Best forBuyers comfortable doing extra diligence in a community with a thin current listing record.
Biggest advantageLow visible competition in the feed can mean less noise around any home that does come up.
Biggest riskWith no active pricing or amenity data, you're working with limited baseline information.
Sweet spotA buyer who wants a specific address here and is prepared to verify details firsthand.
Avoid ifYou need comparable sales or amenity confirmation before you're comfortable moving forward.

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 a specific home in Dade City and willing to confirm details directly rather than rely on listing dataExcellent fit
Someone comfortable making a decision without an established local price trend to lean onExcellent fit
A buyer who values a quieter segment of the Hernando County market over a high-turnover communityExcellent fit
A buyer who wants a clear read on recent comparable pricing before making an offerProbably not
Someone shopping specifically for confirmed shared amenities like a pool or clubhouseProbably not
A buyer who prefers communities with active, frequent MLS turnover to gauge the marketProbably 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