Whisp Oaks Estate
Homes for Sale in Dade City, FL

All 333 homes for sale in Dade City, FL · median $389,990 · 84 homes for sale in 33523 · Hernando County homes for sale

Community in Dade City · Hernando County · ZIP 33523
38 homesBuilt 1985–2007
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Built fromLive Stellar MLS data10 years of closingsFL DOR public recordsUpdated twice daily

As of November 2026, the MLS records 8 closed sales in Whisp Oaks Estate Ph 5-B in Dade City, FL since 2016, the most recent in March 2026. Across Dade City as a whole, 633 homes closed in the last 12 months at a median of $384,100, 43 median days on market, with 314 homes for sale today. At that median and Hernando County's FY2025-26 rate of 18.64 mills, annual property tax runs about $7,160 ($6,390 with the full homestead exemption).

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

Live · Whisp Oaks Estate Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Ownership and context
61%
Owner-occupied · Whisp Oaks Estate
30 of 49 parcels homesteaded (FL DOR 2025)
39%
Non-owner-occupied · Whisp Oaks Estate
incl. 0% trust or LLC-held · 100% out-of-state
38
Homes in the community
plus 11 vacant residential lots · 49 residential parcels (FL DOR 2025)
Track record · 10 years of records
11
Recorded sales · 2024-2025
median $303K · qualified sales on the county roll (FL DOR 2025)
1985–2007
Years homes were built
median 1987 · county roll (FL DOR 2025)
Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written July 21, 2026

Whisp Oaks Estate Ph 5-B is a small, established pocket in Dade City with 38 homes total, most originally built in the late 1980s (median year built 1987) with a handful of newer builds extending the range out to 2007. With no price data currently attached to active listings in this snapshot, valuation here has to be worked case by case, weighing age, condition, and lot against what is actually on the market at the time.

The homestead share sits at roughly 61%, which tells you this is a community where a majority of owners have settled in for the long haul rather than cycling through as rentals or quick flips. That kind of tenure pattern tends to mean listings are less frequent and more dependent on individual seller motivation than on broad market timing — patience and local comps matter more than chasing a number.

Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.

Nearby homes for sale

No active listings inside Whisp Oaks Estate Ph 5-B 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.

35040 SMOKETREE LANE
$360K · 0.1 mi away
3 bd · 2 ba · 2,044 sqft
35040 SMOKETREE LANE
Listed by BHHS FLORIDA PROPERTIES GROUP
6074 BEECHWOOD DRIVE
$330K · 0.1 mi away
3 bd · 2 ba · 2,170 sqft
6074 BEECHWOOD DRIVE
Listed by KELLER WILLIAMS TAMPA PROPERTIES
35058 WHISPERING OAKS BOULEVARD
$215K · 0.1 mi away
3 bd · 2 ba · 1,520 sqft
35058 WHISPERING OAKS BOULEVARD
Listed by REST EASY REALTY POWERED BY SELLSTATE
34515 CEDARFIELD DRIVE
$330K · 0.3 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.
34438 CEDARFIELD DRIVE
$215K · 0.4 mi away
3 bd · 2 ba · 1,941 sqft
34438 CEDARFIELD DRIVE
Listed by HOMESMART

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

The 60-Second Overview

A compact, older-built enclave in Dade City where median living space runs about 2,169 square feet and no shared community amenities are showing up in current MLS records — this reads as a straightforward, unamenitized residential pocket rather than a planned lifestyle community.

Stellar MLS sales records identify 85 homes in Whisp Oaks Estate that have changed hands since 2016, built between 1982 and 2025 (median 1986), with a median living area of about 1,836 sq ft and a typical 3-bedroom, 2-bath layout; 69% 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 11 qualified sales in Whisp Oaks Estate across 2024–2025 (1 in 2024, 10 in 2025), median $303,000 — 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

  • Buyers who want an established, low-turnover Dade City neighborhood and are comfortable evaluating an older home on its own merits
  • Buyers prioritizing interior living space near the 2,169 sq ft median over a newer build date
  • Buyers who don't need a shared amenity system and are focused purely on the home and lot

Probably not for

  • Buyers who want a community with a pool, clubhouse, or other organized shared amenities
  • Buyers seeking a newer-construction home with modern systems already in place, given the median build year of 1987
  • Buyers expecting frequent inventory turnover in a market that skews toward long-term ownership

The market around Whisp Oaks Estate

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

In ZIP 33523, 94 homes are on the market and 29% are under contract — a steady corner of Dade City.

Across Hernando County, 1,057 homes are active and 363 pending (26% under contract).

In ZIP 33523 (Dade City), 75 homes closed in the last 12 months at a median of $258K ($166/sq ft), down 9.0% year over year, with a median 36 days on market. Right now 12 active and 6 pending listings put supply at about 1.9 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 Whisp Oaks Estate specifically. Momentum Research analysis of MLS records.

Whisp Oaks Estate by the numbers

From county property records and closed MLS sales for the Whisp Oaks Estate subdivision: 7 homes on record; built 1989–2025; typical size about 1,999 heated sq ft; 3 bedrooms is the median. Housing mix: single-family 100%.

YearRecorded salesMedian price
20172$145,500
20211$305,300
20231$347,000
20252$315,000
20261$332,500

Newest recorded sale: $332,500 on 2026-03-04.

Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.

If we were buying in Whisp Oaks Estate 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 Whisp Oaks Estate.

Best Buy
Buyers looking for an established, low-turnover Dade City address with older-stock housing rather than a new-build amenity package.
Biggest Risk
With homes dating mostly to 1987 and no current amenities identified, condition and updates will vary widely and need individual verification.
Sweet Spot
A move-in ready or lightly updated home near the 2,169 sq ft median size, priced against real recent comps rather than assumptions.
Avoid If
You are shopping for a community with an active amenity package like a pool, clubhouse, or organized common areas.

A Community Built on Longevity, Not Amenities

The math here starts with age and size. Homes built between 1985 and 2007, with a median year built of 1987, means the bulk of the stock is now several decades in — buyers should expect systems, roofs, and finishes that reflect that era unless a given home has been updated. At a median of 2,169 square feet, this is not a starter-cottage footprint; it leans toward more livable, family-sized floor plans without being oversized.

No community amenities are identified from current MLS listings, so whatever appeal this pocket holds is about the home and lot themselves, not a clubhouse or pool system. Combined with a homestead share near 61%, the picture is a quiet, low-turnover neighborhood where inventory moves when individual owners decide to sell — not on a predictable seasonal or amenity-driven cycle.

“

The location and the amenities are priced into every listing in Whisp Oaks Estate. 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 small, low-turnover community like this, the listings that do come up rarely have a deep set of recent comps sitting next to them. We track this pocket of Dade City closely enough to know which sales are genuinely comparable — by age, size, and condition — so pricing conversations start from real data instead of guesswork.

Whisp Oaks Estate in 15 seconds.

Best forBuyers looking for an established, low-turnover Dade City address with older-stock housing rather than a new-build amenity package.
Biggest advantageA stable owner base with a homestead share near 61% suggests less speculative churn than transient rental-heavy pockets.
Biggest riskWith homes dating mostly to 1987 and no current amenities identified, condition and updates will vary widely and need individual verification.
Sweet spotA move-in ready or lightly updated home near the 2,169 sq ft median size, priced against real recent comps rather than assumptions.
Avoid ifYou are shopping for a community with an active amenity package like a pool, clubhouse, or organized common areas.
The takeaway

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

What is your Whisp Oaks Estate home worth?

Get a no-obligation home value based on real comparable sales in Whisp Oaks Estate, 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.
Whisp Oaks Estate key facts
LocationDade City, Hernando County, FL · ZIP 33523
Homes in the community38 (FL DOR 2025 assessment roll)
Years built1985–2007 (median 1987.0)
Typical living area2,169 sq ft (median)
Owner-occupied (homestead) share61%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2016 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Whisp Oaks Estate key facts,” movewithmomentum.com/neighborhoods/whisp-oaks-estate-ph-5-b, data as of September 20, 2026.

Housing distress & ownership in Whisp Oaks Estate Ph 5-B, Dade City

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 3 listings
Distress share trend — 0.0% now (2026-09-14 → 2026-11-08)

Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period November 2026 through November 2026. Deemed reliable but not guaranteed.

Email me new listings in Whisp Oaks Estate

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.

Equal Housing Opportunity. Every community is open to everyone; alerts are about homes, never about who lives here.

Ask an agent about Whisp Oaks Estate

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Whisp Oaks Estate will answer, and the answer is published on this page for the next buyer.

Property facts only: homes, fees, rules, commute. Every community is open to everyone; agents do not answer questions about who lives here.

Frequently Asked Questions

How many homes are in Whisp Oaks Estate?
The Florida DOR 2025 assessment roll shows 38 homes plus 11 vacant residential lots in Whisp Oaks Estate (public records).
What share of Whisp Oaks Estate is owner-occupied?
61% of Whisp Oaks Estate parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Whisp Oaks Estate built?
Homes in Whisp Oaks Estate were built between 1985 and 2007, with a median year built of 1987.0 (FL DOR 2025 roll).
Who is the best real estate agent for Whisp Oaks Estate?
The best agent for Whisp Oaks Estate is one who actively works Dade City and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Whisp Oaks Estate.
How do I find a top Dade City real estate agent who knows Whisp Oaks Estate?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Whisp Oaks Estate and the wider Dade City area.
Can Momentum Realty connect me with an agent for Whisp Oaks Estate?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Whisp Oaks Estate purchase or sale - no call center and no pressure.
Where is Whisp Oaks Estate, and what county is it in?
Whisp Oaks Estate is in Dade City, Hernando County, FL, ZIP 33523. The community's center is about 11 miles northeast of the center of Dade City (straight-line).
Buyers who want an established, low-turnover Dade City neighborhood and are comfortable evaluating an older home on its own meritsExcellent fit
Buyers prioritizing interior living space near the 2,169 sq ft median over a newer build dateExcellent fit
Buyers who don't need a shared amenity system and are focused purely on the home and lotExcellent fit
Buyers who want a community with a pool, clubhouse, or other organized shared amenitiesProbably not
Buyers seeking a newer-construction home with modern systems already in place, given the median build year of 1987Probably not
Buyers expecting frequent inventory turnover in a market that skews toward long-term ownershipProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (2 streets, ZIP 33523))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2016 (8 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.

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Nearby Communities

Explore more neighborhoods near Whisp Oaks Estate with Momentum Realty’s local guides.

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