📍 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 66 two story homes for sale in Longboat Key — Page 2
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 $649,900
4621 GULF OF MEXICO DR #10D
Longboat Key, FL 34228
2 bd 2 ba 756 sqft Built 1973
Courtesy of CHARLES RUTENBERG REALTY INC
Townhouse $699,000
2000 HARBOURSIDE DR #1501
Longboat Key, FL 34228
2 bd 2 ba 1,370 sqft Built 1985
Courtesy of COLDWELL BANKER REALTY
Condominium $725,000
1922 HARBOURSIDE DR #1104
Longboat Key, FL 34228
2 bd 2 ba 1,316 sqft Built 1982
Courtesy of MICHAEL SAUNDERS & COMPANY
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
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
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
Townhouse $835,000
1912 HARBOURSIDE DR #604
Longboat Key, FL 34228
3 bd 3 ba 2,207 sqft Built 1982
Courtesy of S&N REAL ESTATE, INC.
Single Family Residence $850,000
750 BAYPORT WAY #750
Longboat Key, FL 34228
2 bd 2 ba 1,370 sqft Built 1983
Courtesy of HUNT BROTHERS REALTY, INC.
Condominium $900,000
828 BAYPORT WAY
Longboat Key, FL 34228
2 bd 2 ba 1,456 sqft Built 1983
Courtesy of COMPASS FLORIDA LLC
Condominium $999,000
5320 GULF OF MEXICO DR #101
Longboat Key, FL 34228
3 bd 2 ba 1,323 sqft Built 1981
Courtesy of COLDWELL BANKER 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
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
Condominium $1,445,000
1914 HARBOUR LINKS CIR #10
Longboat Key, FL 34228
3 bd 4 ba 2,180 sqft Built 2001
Courtesy of COLDWELL BANKER REALTY
Single Family Residence $1,550,000
825 TARAWITT DR
Longboat Key, FL 34228
2 bd 3 ba 1,882 sqft Built 1982
Courtesy of BRISTA REALTY LLC
Single Family Residence $1,749,000
793 JUNGLE QUEEN WAY
Longboat Key, FL 34228
4 bd 4 ba 2,688 sqft Built 2007
Courtesy of COMPASS FLORIDA, LLC
Condominium $1,950,000
1915 HARBOUR LINKS CIR #6
Longboat Key, FL 34228
3 bd 4 ba 2,476 sqft Built 2002
Courtesy of DOUGLAS ELLIMAN
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
Single Family Residence $2,495,000
640 LYONS LN
Longboat Key, FL 34228
3 bd 4 ba 2,130 sqft Built 2026
Courtesy of SEA BREEZE REAL ESTATE LLC
Single Family Residence $2,550,000
3527 FAIR OAKS LN
Longboat Key, FL 34228
4 bd 5 ba 4,154 sqft Built 1994
Courtesy of COLDWELL BANKER REALTY
Single Family Residence $2,895,000
3548 FAIR OAKS LN
Longboat Key, FL 34228
4 bd 5 ba 3,470 sqft Built 2000
Courtesy of COLDWELL BANKER REALTY
Single Family Residence $2,895,000
635 JUNGLE QUEEN WAY
Longboat Key, FL 34228
4 bd 4 ba 3,047 sqft Built 2025
Courtesy of MICHAEL SAUNDERS & COMPANY
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