📍 Longboat Key, Longboat Key
Longboat Key is a pristine barrier island enclave with immaculate beaches, luxury high-rises, private estates, and boutique golf clubs — Sarasota's most exclusive Gulf-front community.
Showing 221 vintage homes for sale in Longboat Key — Page 5
Condominium $410,000
6700 GULF OF MEXICO DR #143
Longboat Key, FL 34228
1 bd 1 ba 936 sqft Built 1969
Courtesy of DALTON WADE INC
Villa $435,000
718 SPANISH DR N
Longboat Key, FL 34228
2 bd 2 ba 1,327 sqft Built 1969
Courtesy of SARASOTA REAL ESTATE GROUP
Condominium $435,000
554 SPANISH DR S
Longboat Key, FL 34228
2 bd 2 ba 1,326 sqft Built 1971
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
Villa $435,000
711 SPANISH DR S
Longboat Key, FL 34228
2 bd 2 ba 1,327 sqft Built 1970
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
Condominium $449,000
729 SAINT JUDES DR S #3
Longboat Key, FL 34228
1 bd 1 ba 630 sqft Built 1966
Courtesy of MICHAEL SAUNDERS & COMPANY
Condominium $449,000
6700 GULF OF MEXICO DR #139
Longboat Key, FL 34228
2 bd 2 ba 1,305 sqft Built 1969
Courtesy of MICHAEL SAUNDERS & COMPANY
Condominium $450,000
3240 GULF OF MEXICO DR #B104
Longboat Key, FL 34228
2 bd 2 ba 1,260 sqft Built 1975
Courtesy of KW COASTAL LIVING III
Condominium $465,000
1935 GULF OF MEXICO DR #G7-304
Longboat Key, FL 34228
2 bd 1 ba 933 sqft Built 1979
Courtesy of EATON REALTY
Condo - Hotel $475,000
5841 GULF OF MEXICO DR #236
Longboat Key, FL 34228
1 bd 1 ba 450 sqft Built 1953
Courtesy of MICHAEL SAUNDERS & COMPANY
Condominium $475,000
600 SUTTON PL #B302
Longboat Key, FL 34228
2 bd 2 ba 1,132 sqft Built 1973
Courtesy of COLDWELL BANKER REALTY
Condominium $479,000
779 SAINT JUDES DR N
Longboat Key, FL 34228
2 bd 2 ba 882 sqft Built 1972
Courtesy of BROKERS REAL ESTATE GROUP INC
Condominium $479,000
4340 FALMOUTH DR #D-204
Longboat Key, FL 34228
2 bd 2 ba 1,072 sqft Built 1969
Courtesy of WAGNER REALTY
Condominium $485,000
605 SUTTON PL #102
Longboat Key, FL 34228
2 bd 2 ba 992 sqft Built 1973
Courtesy of SVN COMMERCIAL ADVISORY GROUP
Condominium $499,000
5231 GULF OF MEXICO DR #104
Longboat Key, FL 34228
1 bd 1 ba 720 sqft Built 1973
Courtesy of MICHAEL SAUNDERS & COMPANY
Condominium $499,000
4380 EXETER DR #H202
Longboat Key, FL 34228
2 bd 2 ba 1,152 sqft Built 1970
Courtesy of COLDWELL BANKER REALTY
Condominium $499,000
4320 FALMOUTH DR #103
Longboat Key, FL 34228
2 bd 2 ba 1,072 sqft Built 1969
Courtesy of MICHAEL SAUNDERS & COMPANY
Condominium $499,000
546 SPANISH DR S
Longboat Key, FL 34228
2 bd 2 ba 1,241 sqft Built 1966
Courtesy of MICHAEL SAUNDERS & COMPANY
Condo - Hotel $505,000
5841 GULF OF MEXICO DR #244
Longboat Key, FL 34228
1 bd 1 ba 520 sqft Built 1972
Courtesy of EZ CHOICE REALTY
Villa $505,000
4860 GULF OF MEXICO DR #Villa 13
Longboat Key, FL 34228
2 bd 2 ba 1,025 sqft Built 1974
Courtesy of COLDWELL BANKER REALTY
Condominium $529,000
4340 FALMOUTH DR #D104
Longboat Key, FL 34228
2 bd 2 ba 1,072 sqft Built 1969
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
Single Family Residence $530,000
597 SUTTON PL
Longboat Key, FL 34228
2 bd 2 ba 1,008 sqft Built 1972
Courtesy of MICHAEL SAUNDERS & COMPANY
Single Family Residence $545,000
600 SUTTON PL #104B
Longboat Key, FL 34228
2 bd 2 ba 1,144 sqft Built 1973
Courtesy of MICHAEL SAUNDERS & COMPANY
Condominium $545,000
4440 EXETER DR #301
Longboat Key, FL 34228
2 bd 2 ba 1,376 sqft Built 1970
Courtesy of MICHAEL SAUNDERS & COMPANY
Condominium $549,000
5055 GULF OF MEXICO DR #421
Longboat Key, FL 34228
2 bd 2 ba 1,484 sqft Built 1973
Courtesy of COLDWELL BANKER REALTY