📍 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 9
Condominium $1,199,000
2301 GULF OF MEXICO DR #33N
Longboat Key, FL 34228
2 bd 2 ba 1,235 sqft Built 1970
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
Condominium $1,225,277
2301 GULF OF MEXICO DR #11N
Longboat Key, FL 34228
2 bd 2 ba 1,235 sqft Built 1970
Courtesy of COLDWELL BANKER REALTY
Condominium $1,225,277
2301 GULF OF MEXICO DR #12N
Longboat Key, FL 34228
2 bd 2 ba 1,235 sqft Built 1970
Courtesy of COLDWELL BANKER REALTY
Condominium $1,250,000
603 LONGBOAT CLUB RD #202N
Longboat Key, FL 34228
2 bd 2 ba 1,458 sqft Built 1970
Courtesy of MICHAEL SAUNDERS & COMPANY
Condominium $1,295,000
2295 GULF OF MEXICO DR #23S
Longboat Key, FL 34228
2 bd 2 ba 1,235 sqft Built 1970
Courtesy of COLDWELL BANKER REALTY
Single Family Residence $1,295,000
550 DE NARVAEZ DR
Longboat Key, FL 34228
3 bd 2 ba 1,758 sqft Built 1977
Courtesy of KELLER WILLIAMS ON THE WATER S
Condominium $1,350,000
2425 GULF OF MEXICO DR #10F
Longboat Key, FL 34228
2 bd 2 ba 1,513 sqft Built 1973
Courtesy of MICHAEL SAUNDERS & COMPANY
Single Family Residence $1,395,000
100 SANDS POINT RD #323
Longboat Key, FL 34228
3 bd 2 ba 1,941 sqft Built 1966
Courtesy of BRIGHT REALTY
Single Family Residence $1,399,000
602 BUTTONWOOD DR
Longboat Key, FL 34228
3 bd 3 ba 2,107 sqft Built 1961
Courtesy of COLDWELL BANKER REALTY
Condominium $1,400,000
1050 LONGBOAT CLUB RD #901
Longboat Key, FL 34228
2 bd 2 ba 1,409 sqft Built 1974
Courtesy of NINE LINE REALTY LLC
Single Family Residence $1,499,000
721 BINNACLE POINT DR
Longboat Key, FL 34228
3 bd 3 ba 3,229 sqft Built 1973
Courtesy of KINCAID REALTY
Single Family Residence $1,550,000
2425 GULF OF MEXICO DR #8C
Longboat Key, FL 34228
2 bd 2 ba 1,470 sqft Built 1973
Courtesy of KW COASTAL LIVING III
Condominium $1,595,000
2425 GULF OF MEXICO DR #1A
Longboat Key, FL 34228
2 bd 2 ba 1,513 sqft Built 1973
Courtesy of MICHAEL SAUNDERS & COMPANY
Single Family Residence $1,650,000
3131 BAYOU SOUND
Longboat Key, FL 34228
3 bd 3 ba 3,023 sqft Built 1978
Courtesy of COLDWELL BANKER REALTY
Condominium $1,675,000
2425 GULF OF MEXICO DR #14E
Longboat Key, FL 34228
2 bd 2 ba 1,470 sqft Built 1973
Courtesy of MICHAEL SAUNDERS & COMPANY
Single Family Residence $1,690,000
2425 GULF OF MEXICO DR #14B
Longboat Key, FL 34228
2 bd 2 ba 1,470 sqft Built 1973
Courtesy of ANMARK REALTY LLC
Single Family Residence $1,749,500
5920 GULF OF MEXICO DR
Longboat Key, FL 34228
2 bd 3 ba 2,823 sqft Built 1973
Courtesy of JOHN DONATO REAL ESTATE INC
Single Family Residence $1,795,000
741 OLD COMPASS RD
Longboat Key, FL 34228
3 bd 3 ba 2,173 sqft Built 1969
Courtesy of MICHAEL SAUNDERS & COMPANY
Single Family Residence $2,100,000
548 GUNWALE LN
Longboat Key, FL 34228
3 bd 2 ba 1,853 sqft Built 1967
Courtesy of MICHAEL SAUNDERS & COMPANY
Single Family Residence $2,195,000
549 HALYARD LN
Longboat Key, FL 34228
3 bd 2 ba 1,594 sqft Built 1965
Courtesy of RE/MAX ALLIANCE GROUP
Single Family Residence $2,350,000
617 ROUNTREE DR
Longboat Key, FL 34228
3 bd 2 ba 1,972 sqft Built 1973
Courtesy of FINE PROPERTIES
Condominium $2,377,000
2301 GULF OF MEXICO DR #12N and 11N
Longboat Key, FL 34228
4 bd 4 ba 2,415 sqft Built 1970
Courtesy of COLDWELL BANKER REALTY
Single Family Residence $2,795,000
5970 EMERALD HARBOR DR
Longboat Key, FL 34228
4 bd 4 ba 3,098 sqft Built 1977
Courtesy of COLDWELL BANKER REALTY
Single Family Residence $2,900,000
524 HORNBLOWER LN
Longboat Key, FL 34228
3 bd 4 ba 3,045 sqft Built 1964
Courtesy of DOUGLAS ELLIMAN