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4440 Smugglers Dr

Upper Captiva, FL 33924

3 bd 2 ba 1,296 sqft Built 1985 Lot 9,374 sqft single_family
Most recent sale
$315,000
Dec 29, 2016

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Nov 15, 2024 Sold $805,000 FLGulfCoastMLS
Apr 5, 2024 Listed $989,000 FLGulfCoastMLS
Dec 29, 2016 Sold $315,000 Public Record
Oct 2, 2016 Listing removed $355,000 FLGulfCoastMLS
Aug 12, 2016 Price changed $355,000 FLGulfCoastMLS
Aug 12, 2016 Listing removed $355,000 SanibelCaptiva
Mar 19, 2016 Price changed $365,000 FLGulfCoastMLS
Mar 8, 2016 Price changed $365,000 SanibelCaptiva
Nov 23, 2015 Price changed $399,000 SanibelCaptiva
May 15, 2015 Listed $425,000 FLGulfCoastMLS
May 11, 2015 Listed $425,000 SanibelCaptiva
Jan 2, 2013 Sold $188,000 Public Record
Dec 21, 2012 Listing removed $184,900 FLGulfCoastMLS
Nov 5, 2012 Listed $184,900 FLGulfCoastMLS
Sep 8, 2000 Sold $160,000 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $684,172 $106,903 $791,075 $11,622
2024 $684,172 $106,903 $791,075 $7,384
2021 $246,867 $50,000 $296,867 $5,300
2020 $208,115 $64,000 $272,115 $4,996
2019 $221,044 $64,000 $285,044 $5,190
2018 $226,867 $60,600 $287,467 $5,370
2017 $206,270 $59,400 $265,670 $5,247
2016 $178,833 $43,800 $222,633 $4,577
2015 $184,679 $46,125 $230,804 $4,828
2014 $236,105 $4,141
2013 $162,500 $2,888
2012 $167,441 $2,062
2011 $166,268 $2,023
2010 $143,657 $1,055
2009 $139,880 $989
2008 $139,740 $892
2007 $127,930 $1,732

Property facts

Year built
1985
Property type
single_family
Stories
Beds
3
Baths
2
Living area
1,296 sqft
Lot size
9,374 sqft
ZIP code
33924
City
Upper Captiva
Street
Smugglers Dr
Coordinates
26.59626, -82.21946

Comparable properties nearby

Frequently asked questions

When did 4440 Smugglers Dr last sell?
4440 Smugglers Dr most recently sold on Dec 29, 2016 for $315,000.
What is the current tax assessment for 4440 Smugglers Dr?
The most recent total assessment for 4440 Smugglers Dr (year 2025) is $791,075 with $11,622 in property tax.
How does 4440 Smugglers Dr's assessment compare to its last sale price?
The current assessment is 151.1% above the last sale price of $315,000.
When was 4440 Smugglers Dr built?
4440 Smugglers Dr was built in 1985.
How does 4440 Smugglers Dr compare to others on Smugglers Dr?
We track 6 other properties on Smugglers Dr. Browse the list under "Other properties on Smugglers Dr" to compare beds, baths, and sale history.
What are the property facts for 4440 Smugglers Dr?
4440 Smugglers Dr is a 3 bed, 2 bath, 1,296 sqft, 9,374 sqft lot single_family.
Is 4440 Smugglers Dr a flip candidate?
No — 4440 Smugglers Dr does not appear in our flips dataset.
Is 4440 Smugglers Dr a tax-appeal candidate?
No — 4440 Smugglers 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
-5.8%
Implied 1-yr
-23.3%
2026 Q3
$678.9K
2026 Q4
$615.4K
ZIP 33924 — Median Price History + Forecast

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