5001 WHIPPOORWILL DRIVE, HOLIDAY, FL, 34690
Active108 days on marketListed Apr 10, 2026MLS #W7884728
About this home
5001 WHIPPOORWILL DRIVE
West of Grand Blvd. at the end of Whippoorwill Dr. Forested Property, Suitable for a Private Estate Home,(Compound), Water feature, Paved Access, Utilities Available
Facts & features
The home at a glance
10.47 ac
Lot size
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$4,893 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$4,893/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Where it sits
Inside Holiday
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Holiday. See the full Holiday guide →
HOLIDAY 34690 — neighborhood snapshot
Population
12,447
Median age
44.9
Median income
$46,167
Median home value
$152,200
Avg household
2.25
Households w/ children
931
For the school run
Pasco County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Holiday market
$236K → $230K
Holiday median sold, yr/yr
96.1%
Sale-to-list ratio (12 mo)
Median sold price, Holiday, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 269% above the HOLIDAY 34690 median. See the full Holiday market guide →
Paper trail
This home's history
Reality check
What actually sold near 5001 WHIPPOORWILL DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Nov ’25$82,000
4331/4333 MANTON LANE · same community
2 bd · 1 ba · 659 sqft · $124/sqft · 8 DOM
Sold · Sep ’25$150,000
5437 JAGUAR LANE · same community
2 bd · 1 ba · 846 sqft · $177/sqft · 0 DOM
Sold · Jul ’25$127,000
2112 RANCHITA TRAIL · same community
3 bd · 1 ba · 951 sqft · $134/sqft · 7 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 5001 WHIPPOORWILL DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5001 WHIPPOORWILL DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
5001 WHIPPOORWILL DRIVE FAQs
What would the monthly payment be for 5001 WHIPPOORWILL DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $4,893/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 5001 WHIPPOORWILL DRIVE?+
The most recent tax bill on record (2025) was $1,458. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in Holiday?+
At $799,000, this home is listed about 226% above the Holiday median of $245,000. The market section on this page shows how the area is trending.
Which schools are assigned to 5001 WHIPPOORWILL DRIVE?+
Sunray Elementary School (elementary), Paul R. Smith Middle School (middle), Anclote High School (high) — Pasco County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$799,000 runs 269% above the HOLIDAY 34690 median.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Time on market is leverage
108 days on market against a Holiday median of 37 — sellers in this position are usually ready to negotiate.
Keep looking
Similar homes nearby
Listing courtesy of FI GREY & SON INC COMMERCIAL · John Grey. MLS #W7884728.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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