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288 South Dr

Islamorada, FL 33036

5 bd 7 ba 4,784 sqft Built 2004 Lot 51,845 sqft single_family
Most recent sale
$4,000,000
Aug 25, 2022

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Sep 7, 2024 Listing removed $1,989,000 FloridaKeys
Sep 3, 2024 Listing removed $2,250,000 FloridaKeys
Aug 25, 2022 Sold $4,000,000 MLS #A11230705
Aug 3, 2022 Relisted $4,500,000 MLS #A11230705
Jul 14, 2022 Listing removed $4,500,000 MiamiMLS
Jun 30, 2022 Listed $4,500,000 MLS #601619
Sep 30, 2020 Listing removed $1,989,000 Marathon
Jul 22, 2020 Listing removed $2,250,000 Marathon
Dec 18, 2019 Sold $2,625,000 MLS #584685
Mar 8, 2019 Listed $3,300,000 MLS #584685
Jan 24, 2018 Sold $1,500,000 Public Record
Sep 30, 2017 Listing removed $2,000,000 FloridaKeys
Sep 29, 2017 Listing removed $2,000,000 Marathon
Aug 29, 2017 Listed $2,000,000 MLS #576809
Aug 23, 2017 Listing removed $1,989,000 FloridaKeys
Aug 22, 2017 Listing removed $1,989,000 Marathon
May 23, 2017 Listing removed $1,989,000 FloridaKeys
May 22, 2017 Listed $1,989,000 MLS #575682
May 22, 2017 Listing removed $1,989,000 Marathon
Sep 21, 2016 Listing removed $2,290,000 MiamiMLS
Sep 1, 2016 Listed $1,989,000 MLS #571876
Aug 5, 2016 Listing removed $2,190,000 Marathon
Aug 2, 2016 Listing removed $2,190,000 FloridaKeys
Jun 7, 2016 Price changed $2,190,000 MLS #569969
Apr 5, 2016 Listed $2,290,000 MLS #A10061568
Feb 12, 2016 Listed $2,290,000 MLS #569969
Feb 2, 2016 Listing removed $2,250,000 Marathon
Dec 31, 2015 Listing removed $2,250,000 FloridaKeys
Dec 3, 2015 Price changed $2,250,000 MLS #565985
Oct 19, 2015 Price changed $2,390,000 MLS #565985
Jun 5, 2015 Relisted $2,499,000 MLS #565985
Jun 4, 2015 Listing removed $2,499,000 MiamiMLS
May 13, 2015 Listed $2,499,000 MLS #A2115691
Mar 14, 2015 Listing removed $2,499,000 FloridaKeys
Feb 18, 2015 Price changed $2,499,000 MLS #565985
Jan 7, 2015 Relisted $2,750,000 MLS #565985
Dec 18, 2014 Listing removed $2,750,000 FloridaKeys
Dec 4, 2014 Listed $2,750,000 MLS #565985
Dec 3, 2014 Listed $2,250,000 MLS #565985
Oct 1, 2002 Sold $100,000 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $1,870,456 $1,773,528 $3,643,984 $33,557
2023 $1,769,587 $1,649,555 $3,419,142 $32,075
2021 $1,674,165 $16,703
2020 $1,580,864 $596,007 $2,176,871 $22,036
2019 $851,360 $543,652 $1,395,012 $14,756
2018 $778,972 $8,218
2017 $762,951 $7,899
2016 $747,259 $8,171
2015 $742,065 $7,978
2014 $736,176 $7,979
2013 $725,297 $7,933
2012 $713,173 $7,539
2011 $692,401 $7,254
2010 $682,168 $7,111
2009 $727,265 $7,307
2008 $733,185 $6,848
2007 $765,721 $6,225

Property facts

Year built
2004
Property type
single_family
Stories
3
Beds
5
Baths
7
Living area
4,784 sqft
Lot size
51,845 sqft
ZIP code
33036
City
Islamorada
Street
South Dr
Coordinates
24.95672, -80.56717

Comparable properties nearby

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$24,000
Gross rental yield
7.20%
Implied cap rate
4.68%
Trend-extrapolated value

Frequently asked questions

When did 288 South Dr last sell?
288 South Dr most recently sold on Aug 25, 2022 for $4,000,000.
What is the current tax assessment for 288 South Dr?
The most recent total assessment for 288 South Dr (year 2025) is $3,643,984 with $33,557 in property tax.
How does 288 South Dr's assessment compare to its last sale price?
The current assessment is 8.9% below the last sale price of $4,000,000.
When was 288 South Dr built?
288 South Dr was built in 2004.
How does 288 South Dr compare to others on South Dr?
We track 8 other properties on South Dr. Browse the list under "Other properties on South Dr" to compare beds, baths, and sale history.
What are the property facts for 288 South Dr?
288 South Dr is a 5 bed, 7 bath, 4,784 sqft, 51,845 sqft lot single_family.
Is 288 South Dr a flip candidate?
Yes — 288 South Dr appears in our flips dataset, indicating it sold twice within a short window with a notable price change.
Is 288 South Dr a tax-appeal candidate?
No — 288 South 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
0.0%
Implied 1-yr
-0.1%
2026 Q3
$1.85M
2026 Q4
$1.85M
ZIP 33036 — Median Price History + Forecast

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