📍 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 29 coastal homes in Longboat Key
Condominium $310,000
4350 CHATHAM DR #105
Longboat Key, FL 34228
1 bd 1 ba 747 sqft Built 1969
Courtesy of MICHAEL SAUNDERS & COMPANY
Manufactured Home $425,000
96 TWIN SHORES BLVD
Longboat Key, FL 34228
2 bd 2 ba 758 sqft Built 2026
Courtesy of EVENTIDE REALTY LLC
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
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 $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 $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
Condominium $550,000
2039 GULF OF MEXICO DR #G3-207
Longboat Key, FL 34228
2 bd 2 ba 1,257 sqft Built 1974
Courtesy of MICHAEL SAUNDERS & COMPANY
Condominium $649,000
4234 GULF OF MEXICO DR #M1
Longboat Key, FL 34228
2 bd 2 ba 1,150 sqft Built 1973
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
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 $949,000
615 DREAM ISLAND PL #105
Longboat Key, FL 34228
2 bd 2 ba 1,293 sqft Built 1985
Courtesy of CENTURY 21 BEGGINS ENTERPRISES
Condominium $949,900
615 DREAM ISLAND PL #210
Longboat Key, FL 34228
2 bd 2 ba 1,509 sqft Built 1985
Courtesy of CENTURY 21 BILL NYE REALTY
Condominium $1,050,000
1281 GULF OF MEXICO DR #111
Longboat Key, FL 34228
2 bd 3 ba 1,392 sqft Built 1999
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
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 $1,350,000
701 MARBURY LANE
Longboat Key, FL 34228
3 bd 2 ba 2,246 sqft Built 1993
Courtesy of ROSEBAY INTERNATIONAL REALTY, INC
Single Family Residence $1,449,000
392 FIREHOUSE LN
Longboat Key, FL 34228
2 bd 2 ba 1,761 sqft Built 2004
Courtesy of BRISTA REALTY LLC
Single Family Residence $1,700,000
569 JUAN ANASCO DR
Longboat Key, FL 34228
3 bd 4 ba 2,804 sqft Built 1996
Courtesy of MICHAEL SAUNDERS & COMPANY
Single Family Residence $1,999,979
6330 LAGUNA DR
Longboat Key, FL 34228
3 bd 3 ba 2,856 sqft Built 2002
Courtesy of RE/MAX PALM
Single Family Residence $2,325,000
333 FIREHOUSE CT
Longboat Key, FL 34228
4 bd 5 ba 2,900 sqft Built 2016
Courtesy of MICHAEL SAUNDERS & COMPANY
Single Family Residence $2,399,000
311 FIREHOUSE CT
Longboat Key, FL 34228
3 bd 4 ba 2,352 sqft Built 2005
Courtesy of MICHAEL SAUNDERS & COMPANY
Condominium $3,200,000
1241 GULF OF MEXICO DR #408
Longboat Key, FL 34228
3 bd 3 ba 2,965 sqft Built 1996
Courtesy of MICHAEL SAUNDERS & COMPANY
Single Family Residence $4,295,000
530 DE NARVAEZ DR
Longboat Key, FL 34228
4 bd 6 ba 4,106 sqft Built 2025
Courtesy of PREFERRED SHORE LLC
Single Family Residence $4,495,000
626 BUTTONWOOD DR
Longboat Key, FL 34228
4 bd 6 ba 4,106 sqft Built 2026
Courtesy of PREFERRED SHORE LLC
Single Family Residence $4,695,000
569 BAYVIEW DR
Longboat Key, FL 34228
4 bd 6 ba 4,106 sqft Built 2025
Courtesy of PREFERRED SHORE LLC