S Roosevelt Blvd, Key West, FL Property Records

Monroe County and Dixie County property records for 33 addresses on S Roosevelt Blvd, Key West, FL · Last verified October 2026

S Roosevelt Blvd Highlights

Properties 656
Median Sale Price $575,000
Deeds and Mortgages on File 674
Median Price per Sqft $601
Owner Occupied 42%
Median Annual Tax Bill $4,149
Median Year Built 1991
Median Ownership Tenure 9 years

Properties on S Roosevelt Blvd

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

1300 S Roosevelt Blvd

1,514 sqft · built 1970 · 0.278 acres

Last Sale Tax Bill Prior Sale Owner Records
$55,000Feb 2002 $8,1872024 Amount on Record May 1996 Owner on Record Owner Occupied AssessorUpdated Dec 2025

1325 S Roosevelt Blvd

61,761 sqft · built 1943 · 8.28 acres

Last Sale Tax Bill Prior Sale Owner Records
Owner on Record Owner Occupied AssessorUpdated Dec 2025

1406 S Roosevelt Blvd

4 bd · 3 ba · 3,226 sqft · built 1953 · 0.247 acres

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2004 $10,0202024 Amount on Record Nov 1997 Owner on Record AssessorUpdated Dec 2025

1410 S Roosevelt Blvd

3 bd · 2 ba · 1,232 sqft · built 1977 · 0.123 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,6232024 2 Owners on Record Owner Occupied AssessorUpdated Dec 2025

1424 S Roosevelt Blvd

5 bd · 4 ba · 3,989 sqft · built 1958 · 0.247 acres

Last Sale Tax Bill Prior Sale Owner Records
$100Apr 2019 $9,0542024 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

1435 S Roosevelt Blvd, #1001

3 bd · 3 ba · 2,192 sqft · built 1997 · 5.05 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,400,000Apr 2007 $5,1572024 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026
Last Sale Tax Bill Prior Sale Owner Records
$153,000Mar 2026 $39,9322024 —Feb 2020 Owner on Record Assessor + 5 DocumentsUpdated Apr 2026

1445 S Roosevelt Blvd

32 units · Built 1997 · 25 sq ft

Last Sale Median Tax Bill Median Sale    
$153,000Mar 2026 $5062024 $162,50032 units    

1512 S Roosevelt Blvd

3 bd · 3 ba · 2,572 sqft · built 1963 · 0.164 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,175,000Aug 2021 $11,6112024 Amount on Record Feb 1969 Owner on Record Assessor + 2 DocumentsUpdated Apr 2026
Last Sale Tax Bill Prior Sale Owner Records
Owner on Record Owner Occupied AssessorUpdated Dec 2025

1901 S Roosevelt Blvd

136 units · Built 1984 · 938 sq ft

Last Sale Median Tax Bill Median Sale    
$810,000Apr 2026 $5,5172024 $790,000136 units    
Last Sale Tax Bill Prior Sale Owner Records
$60,500Dec 2003 Owner on Record Owner Occupied AssessorUpdated Dec 2025
Last Sale Tax Bill Prior Sale Owner Records
$1252024 Owner on Record AssessorUpdated Dec 2025
Last Sale Tax Bill Prior Sale Owner Records
Owner on Record Owner Occupied AssessorUpdated Dec 2025

2001 S Roosevelt Blvd

28,761 sqft · built 1993 · 4.86 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,348,200Jul 2015 Owner on Record AssessorUpdated Dec 2025

2018 S Roosevelt Blvd

686 sqft · built 2018 · 7.94 acres

Last Sale Tax Bill Prior Sale Owner Records
Owner on Record Owner Occupied AssessorUpdated Dec 2025

2601 S Roosevelt Blvd

245 units · Built 1967 · 490 sq ft

Last Sale Median Tax Bill Median Sale    
$565,000Aug 2026 $4,3992024 $605,000245 units    
Last Sale Tax Bill Prior Sale Owner Records
$530,000Jan 2018 Amount on Record Sep 2005 Owner on Record Owner Occupied AssessorUpdated Dec 2025

3471 S Roosevelt Blvd

42 ba · 192,397 sqft · built 1968 · 156 acres

Last Sale Tax Bill Prior Sale Owner Records
Owner on Record Owner Occupied AssessorUpdated Dec 2025

3495 S Roosevelt Blvd

170 sqft · built 2003 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
Owner on Record Owner Occupied AssessorUpdated Dec 2025

3501 S Roosevelt Blvd

17,993 sqft · built 1862 · 14.6 acres

Last Sale Tax Bill Prior Sale Owner Records
Owner on Record Owner Occupied AssessorUpdated Dec 2025

3591 S Roosevelt Blvd

21,582 sqft · built 1963 · 1.31 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,550,000Sep 2018 $36,3802024 2 Owners on Record Assessor + 1 DocumentUpdated Oct 2026
Last Sale Tax Bill Prior Sale Owner Records
$1,750May 2021 $160,0012025 Amount on Record Apr 2019 Owner on Record Assessor + 5 DocumentsUpdated Aug 2026

3755 S Roosevelt Blvd, #100

60,305 sqft · built 1952 · 5.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$25,000,000Sep 2018 $270,3662025 Owner on Record Assessor + 1 DocumentUpdated Oct 2026
Last Sale Tax Bill Prior Sale Owner Records
Owner on Record Owner Occupied AssessorUpdated Dec 2025
Last Sale Tax Bill Prior Sale Owner Records
$500,000Nov 2013 —Feb 2013 Owner on Record Owner Occupied AssessorUpdated Dec 2025

3900 S Roosevelt Blvd

225,221 sqft · built 1989 · 17.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$101,500,000Aug 2017 $921,1142025 Amount on Record Sep 2014 Owner on Record Assessor + 2 DocumentsUpdated Oct 2026
Last Sale Tax Bill Prior Sale Owner Records
$8,800Sep 2006 Owner on Record Owner Occupied AssessorUpdated Jun 2023
Last Sale Tax Bill Prior Sale Owner Records
$8,800Sep 2006 Owner on Record Owner Occupied AssessorUpdated Jun 2023

3930 S Roosevelt Blvd

214 units · Built 1991 · 460 sq ft

Last Sale Median Tax Bill Median Sale    
$590,000Jul 2026 $3,8282024 $467,777214 units    

3970 S Roosevelt Blvd

0.076 acres

Last Sale Tax Bill Prior Sale Owner Records
Owner on Record Owner Occupied AssessorUpdated Dec 2025

3990 S Roosevelt Blvd

126,563 sqft · built 2000 · 6.14 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,800,000Sep 2014 Amount on Record May 2005 Owner on Record AssessorUpdated Dec 2025

4095 S Roosevelt Blvd

9 bd · 7.5 ba · 9,784 sqft · built 1939 · 4.9 acres

Last Sale Tax Bill Prior Sale Owner Records
$8,000,000Apr 2019 Amount on Record — Owner on Record Assessor + 2 DocumentsUpdated Apr 2026

Property Records in Nearby Streets