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5247 Whippoorwill Dr

Holiday, FL 34690

3 bd 2 ba 1,344 sqft Built 1973 Lot 5,950 sqft single_family
Most recent sale
$206,000
Jul 18, 2022

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Nov 21, 2025 Sold $242,000 StellarMLS
Oct 14, 2025 Price changed $248,000 StellarMLS
Sep 30, 2025 Listed $255,000 StellarMLS
Jun 28, 2023 Price changed for rent $2,045 AppfolioUnits
May 25, 2023 Listed for rent $2,095 AppfolioUnits
Mar 24, 2023 Listed for rent $2,095 AppfolioUnits
Mar 23, 2023 Listed for rent $2,095 Mynd.co
Jul 18, 2022 Sold $206,000 Public Record
May 25, 2022 Listing removed $280,000 StellarMLS
May 11, 2022 Listed $280,000 MLS #T3372293
Oct 29, 2021 Listing removed $157,000 StellarMLS
Oct 7, 2015 Sold $77,000 MLS #U7731285
Aug 7, 2015 Relisted $79,900 MLS #U7731285
Aug 2, 2015 Listing removed $79,900 StellarMLS
Mar 31, 2015 Listed $79,900 MLS #U7731285
Mar 16, 1998 Sold $69,971 Public Record
Jan 1, 1976 Sold $22,500 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $174,898 $39,627 $214,525 $3,844
2023 $185,448 $29,691 $215,139 $3,852
2020 $94,178 $12,674 $106,852 $2,365
2019 $87,350 $2,830
2018 $79,413 $1,550
2017 $63,974 $12,674 $76,648 $1,416
2016 $52,957 $12,674 $65,631 $1,253
2015 $51,834 $592
2014 $51,015 $572
2013 $51,228 $577
2012 $54,211 $582
2011 $65,247 $656
2010 $63,563 $659
2009 $61,892 $626
2008 $61,830 $593

Property facts

Year built
1973
Property type
single_family
Stories
1
Beds
3
Baths
2
Living area
1,344 sqft
Lot size
5,950 sqft
ZIP code
34690
City
Holiday
Street
Whippoorwill Dr
Coordinates
28.20274, -82.72700

Comparable properties nearby

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$1,236
Gross rental yield
7.20%
Implied cap rate
4.68%
Trend-extrapolated value

Frequently asked questions

When did 5247 Whippoorwill Dr last sell?
5247 Whippoorwill Dr most recently sold on Jul 18, 2022 for $206,000.
What is the current tax assessment for 5247 Whippoorwill Dr?
The most recent total assessment for 5247 Whippoorwill Dr (year 2025) is $214,525 with $3,844 in property tax.
How does 5247 Whippoorwill Dr's assessment compare to its last sale price?
The current assessment is 4.1% above the last sale price of $206,000.
When was 5247 Whippoorwill Dr built?
5247 Whippoorwill Dr was built in 1973.
How does 5247 Whippoorwill Dr compare to others on Whippoorwill Dr?
We track 3 other properties on Whippoorwill Dr. Browse the list under "Other properties on Whippoorwill Dr" to compare beds, baths, and sale history.
What are the property facts for 5247 Whippoorwill Dr?
5247 Whippoorwill Dr is a 3 bed, 2 bath, 1,344 sqft, 5,950 sqft lot single_family.
Is 5247 Whippoorwill Dr a flip candidate?
No — 5247 Whippoorwill Dr does not appear in our flips dataset.
Is 5247 Whippoorwill Dr a tax-appeal candidate?
No — 5247 Whippoorwill Dr is not currently flagged as a tax-appeal candidate.

Forecast for this area

ZIP-area linear projection — not a per-property automated valuation
Quarterly trend
+0.5%
Implied 1-yr
+2.0%
2026 Q3
$238K
2026 Q4
$239.1K
ZIP 34690 — Median Price History + Forecast

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