📍 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 8
Condominium $890,000
4825 GULF OF MEXICO DR #202
Longboat Key, FL 34228
2 bd 2 ba 1,393 sqft Built 1970
Courtesy of RE/MAX ALLIANCE GROUP
Single Family Residence $895,000
3240 GULF OF MEXICO DR #B402
Longboat Key, FL 34228
2 bd 2 ba 1,505 sqft Built 1975
Courtesy of PREFERRED SHORE LLC
Condominium $899,000
1115 GULF OF MEXICO DR #401
Longboat Key, FL 34228
2 bd 2 ba 1,172 sqft Built 1979
Courtesy of DEVELOPERS REALTY LBK, INC
Condominium $899,000
2295 GULF OF MEXICO DR #54S
Longboat Key, FL 34228
2 bd 2 ba 1,235 sqft Built 1970
Courtesy of COLDWELL BANKER REALTY
Single Family Residence $900,000
578 COMPANION WAY
Longboat Key, FL 34228
4 bd 3 ba 1,792 sqft Built 1963
Courtesy of NEXTHOME EXCELLENCE
Duplex $900,000
578 - 580 COMPANION WAY
Longboat Key, FL 34228
4 bd 3 ba 1,792 sqft Built 1963
Courtesy of NEXTHOME EXCELLENCE
Condominium $915,000
100 SANDS POINT RD #303
Longboat Key, FL 34228
3 bd 2 ba 1,941 sqft Built 1966
Courtesy of KELLER WILLIAMS ON THE WATER S
Condominium $974,500
1000 LONGBOAT CLUB RD #403
Longboat Key, FL 34228
2 bd 2 ba 1,409 sqft Built 1972
Courtesy of COLDWELL BANKER REALTY
Single Family Residence $975,000
744 JUNGLE QUEEN WAY
Longboat Key, FL 34228
3 bd 2 ba 1,688 sqft Built 1963
Courtesy of YOUR HOMETOWN REALTY, INC.
Single Family Residence $975,000
552 JUAN ANASCO DRIVE
Longboat Key, FL 34228
3 bd 4 ba 1,846 sqft Built 1960
Courtesy of KELLER WILLIAMS ON THE WATER
Condominium $980,000
100 SANDS POINT RD #324
Longboat Key, FL 34228
3 bd 2 ba 1,941 sqft Built 1966
Courtesy of LOKATION
Single Family Residence $995,000
4401 GULF OF MEXICO DR #601
Longboat Key, FL 34228
2 bd 2 ba 1,524 sqft Built 1972
Courtesy of COLDWELL BANKER REALTY
Condominium $995,000
1050 LONGBOAT CLUB RD #903
Longboat Key, FL 34228
2 bd 2 ba 1,409 sqft Built 1974
Courtesy of COLDWELL BANKER REALTY
Condominium $999,000
4325 GULF OF MEXICO DR #305
Longboat Key, FL 34228
2 bd 2 ba 1,336 sqft Built 1975
Courtesy of COMPASS FLORIDA LLC
Condominium $1,000,000
2301 GULF OF MEXICO DR #43N
Longboat Key, FL 34228
2 bd 2 ba 1,235 sqft Built 1970
Courtesy of MICHAEL SAUNDERS & COMPANY
Condominium $1,025,000
4485 GULF OF MEXICO DR #804
Longboat Key, FL 34228
2 bd 2 ba 1,175 sqft Built 1973
Courtesy of WHITE SANDS REALTY GROUP FL
Single Family Residence $1,049,000
1955 GULF OF MEXICO DR #G6-311
Longboat Key, FL 34228
3 bd 2 ba 1,492 sqft Built 1978
Courtesy of MICHAEL SAUNDERS & COMPANY
Single Family Residence $1,050,000
834 JUNGLE QUEEN WAY
Longboat Key, FL 34228
2 bd 2 ba 1,346 sqft Built 1962
Courtesy of DUNCAN REAL ESTATE, INC.
Single Family Residence $1,090,000
726 JUNGLE QUEEN WAY
Longboat Key, FL 34228
2 bd 2 ba 1,384 sqft Built 1963
Courtesy of MICHAEL SAUNDERS & COMPANY
Single Family Residence $1,095,000
4311 GULF OF MEXICO DR #501
Longboat Key, FL 34228
2 bd 2 ba 1,239 sqft Built 1977
Courtesy of MICHAEL SAUNDERS & COMPANY
Condominium $1,100,000
4325 GULF OF MEXICO DR #103
Longboat Key, FL 34228
2 bd 2 ba 1,336 sqft Built 1975
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
Single Family Residence $1,175,000
616 LYONS LN
Longboat Key, FL 34228
2 bd 3 ba 1,755 sqft Built 1972
Courtesy of ROOST REALTY INC.
Villa $1,199,000
948 SPANISH DR S
Longboat Key, FL 34228
2 bd 2 ba 1,399 sqft Built 1968
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
Single Family Residence $1,199,000
3210 BAYOU SOUND
Longboat Key, FL 34228
3 bd 2 ba 2,091 sqft Built 1978
Courtesy of COLDWELL BANKER REALTY