📍 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 7
Condominium $650,000
909 SPANISH DR N
Longboat Key, FL 34228
2 bd 2 ba 1,300 sqft Built 1969
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
Single Family Residence $675,000
2089 GULF OF MEXICO DR #G1-108
Longboat Key, FL 34228
2 bd 2 ba 933 sqft Built 1974
Courtesy of COLDWELL BANKER REALTY
Condominium $675,000
6701 GULF OF MEXICO DR #332
Longboat Key, FL 34228
1 bd 2 ba 990 sqft Built 1971
Courtesy of COLDWELL BANKER REALTY
Condominium $675,000
3330 GULF OF MEXICO DR #107D
Longboat Key, FL 34228
2 bd 2 ba 1,362 sqft Built 1971
Courtesy of CENTURY 21 BEGGINS ENTERPRISES
Condominium $699,000
490 N SHORE RD #6
Longboat Key, FL 34228
2 bd 3 ba 1,350 sqft Built 1978
Courtesy of MICHAEL SAUNDERS & COMPANY
Single Family Residence $700,000
624 SAINT JUDES DR
Longboat Key, FL 34228
3 bd 3 ba 1,387 sqft Built 1957
Courtesy of CENTURY 21 BEGGINS ENTERPRISES
Condominium $724,900
4725 GULF OF MEXICO DR #314
Longboat Key, FL 34228
2 bd 2 ba 1,104 sqft Built 1974
Courtesy of COLDWELL BANKER REALTY
Single Family Residence $725,000
690 FOX ST
Longboat Key, FL 34228
4 bd 2 ba 1,376 sqft Built 1967
Courtesy of CENTURY 21 BEGGINS ENTERPRISES
Condominium $739,000
4500 GULF OF MEXICO DR #3
Longboat Key, FL 34228
2 bd 2 ba 1,325 sqft Built 1975
Courtesy of COLDWELL BANKER REALTY
Condominium $745,000
4485 GULF OF MEXICO DR #402
Longboat Key, FL 34228
2 bd 2 ba 1,022 sqft Built 1973
Courtesy of PREFERRED SHORE LLC
Condominium $749,900
4835 GULF OF MEXICO DR #106
Longboat Key, FL 34228
2 bd 2 ba 1,393 sqft Built 1970
Courtesy of COLDWELL BANKER REALTY
Villa $750,000
900 SPANISH DR N
Longboat Key, FL 34228
2 bd 2 ba 1,423 sqft Built 1971
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
Condominium $769,000
4500 GULF OF MEXICO DR #206
Longboat Key, FL 34228
2 bd 2 ba 1,523 sqft Built 1975
Courtesy of COLDWELL BANKER REALTY
Condominium $774,900
5270 GULF OF MEXICO DR #508
Longboat Key, FL 34228
3 bd 3 ba 1,460 sqft Built 1974
Courtesy of MICHAEL SAUNDERS & COMPANY
Condominium $799,000
4825 GULF OF MEXICO DR #105
Longboat Key, FL 34228
2 bd 2 ba 1,393 sqft Built 1970
Courtesy of MICHAEL SAUNDERS & COMPANY
Single Family Residence $799,000
5655 GULF OF MEXICO DR #D107
Longboat Key, FL 34228
2 bd 2 ba 1,274 sqft Built 1975
Courtesy of CHARLES RUTENBERG REALTY INC
Condominium $799,000
5311 GULF OF MEXICO DR #5
Longboat Key, FL 34228
2 bd 2 ba 1,110 sqft Built 1973
Courtesy of COLDWELL BANKER REALTY
Single Family Residence $799,000
660 LINLEY ST
Longboat Key, FL 34228
3 bd 3 ba 1,564 sqft Built 1952
Courtesy of KELLER WILLIAMS ON THE WATER S
Condominium $825,000
4825 GULF OF MEXICO DR #504
Longboat Key, FL 34228
2 bd 2 ba 1,393 sqft Built 1970
Courtesy of COLDWELL BANKER REALTY
Single Family Residence $845,000
651 JUNGLE QUEEN WAY
Longboat Key, FL 34228
4 bd 3 ba 2,242 sqft Built 1974
Courtesy of ALLEGIANT REAL ESTATE GROUP
Single Family Residence $849,500
5924 GULF OF MEXICO DR
Longboat Key, FL 34228
2 bd 2 ba 1,359 sqft Built 1955
Courtesy of JOHN DONATO REAL ESTATE INC
Single Family Residence $850,000
691 TARAWITT DR
Longboat Key, FL 34228
2 bd 2 ba 1,500 sqft Built 1960
Courtesy of MICHAEL SAUNDERS & COMPANY
Condominium $874,500
1000 LONGBOAT CLUB RD #304
Longboat Key, FL 34228
2 bd 2 ba 1,409 sqft Built 1972
Courtesy of COLDWELL BANKER REALTY
Condominium $875,000
2055 GULF OF MEXICO DR #G2-109
Longboat Key, FL 34228
3 bd 2 ba 1,492 sqft Built 1974
Courtesy of COLDWELL BANKER REALTY