📍 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 99 guard gated homes for sale in Longboat Key — Page 4
Condominium $2,125,000
1211 GULF OF MEXICO DR #701
Longboat Key, FL 34228
3 bd 3 ba 2,100 sqft Built 1985
Courtesy of COLDWELL BANKER REALTY
Condominium $2,195,000
775 LONGBOAT CLUB RD #808
Longboat Key, FL 34228
3 bd 3 ba 2,122 sqft Built 1984
Courtesy of MICHAEL SAUNDERS & COMPANY
Condominium $2,300,000
2185 GULF OF MEXICO DR #243
Longboat Key, FL 34228
3 bd 3 ba 2,445 sqft Built 1996
Courtesy of BERKSHIRE HATHAWAY HOMESERVICE
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
Condominium $2,495,000
545 SANCTUARY DR #B305
Longboat Key, FL 34228
3 bd 3 ba 2,580 sqft Built 1991
Courtesy of MICHAEL SAUNDERS & COMPANY
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
Condominium $2,695,000
2410 HARBOURSIDE DR #142
Longboat Key, FL 34228
3 bd 4 ba 3,382 sqft Built 1993
Courtesy of COLDWELL BANKER REALTY
Condominium $2,750,000
1591 GULF OF MEXICO DR #216
Longboat Key, FL 34228
1 bd 2 ba 1,556 sqft Built 2025
Courtesy of MICHAEL SAUNDERS & COMPANY
Condominium $2,890,000
435 L AMBIANCE DR #L707
Longboat Key, FL 34228
2 bd 3 ba 2,525 sqft Built 1994
Courtesy of COMPASS FLORIDA LLC
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
Condominium $2,899,000
535 SANCTUARY DR #A603
Longboat Key, FL 34228
3 bd 3 ba 2,375 sqft Built 1990
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
Condominium $3,200,000
435 L AMBIANCE DR #L807
Longboat Key, FL 34228
2 bd 4 ba 2,525 sqft Built 1994
Courtesy of COLDWELL BANKER REALTY
Condominium $3,350,000
1241 GULF OF MEXICO DR #803
Longboat Key, FL 34228
3 bd 4 ba 3,045 sqft Built 1996
Courtesy of COLDWELL BANKER REALTY
Condominium $3,750,000
535 SANCTUARY DR #C807
Longboat Key, FL 34228
3 bd 3 ba 2,580 sqft Built 1990
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
Condominium $3,850,000
1241 GULF OF MEXICO DR #506
Longboat Key, FL 34228
3 bd 3 ba 2,650 sqft Built 1996
Courtesy of LPT REALTY, LLC
Single Family Residence $4,395,000
510 HARBOR GATE WAY
Longboat Key, FL 34228
4 bd 6 ba 5,080 sqft Built 1996
Courtesy of MICHAEL SAUNDERS & COMPANY
Single Family Residence $4,550,000
1571 HARBOR CAY LN
Longboat Key, FL 34228
4 bd 4 ba 4,209 sqft Built 1987
Courtesy of MICHAEL SAUNDERS & COMPANY
Single Family Residence $4,999,000
3606 FAIR OAKS PL
Longboat Key, FL 34228
5 bd 3 ba 3,842 sqft Built 2000
Courtesy of SARASOTA TRUST REALTY COMPANY
Condominium $5,695,000
4995 GULF OF MEXICO DR #500
Longboat Key, FL 34228
4 bd 4 ba 3,344 sqft Built 2007
Courtesy of DEVELOPERS REALTY LBK, INC
Single Family Residence $7,900,000
560 HARBOR COVE CIR
Longboat Key, FL 34228
3 bd 4 ba 3,485 sqft Built 1981
Courtesy of RE/MAX ALLIANCE GROUP
Condominium $7,999,000
3030 GRAND BAY BLVD #PH3101
Longboat Key, FL 34228
3 bd 4 ba 4,413 sqft Built 1998
Courtesy of COLDWELL BANKER REALTY
Single Family Residence $9,700,000
560 HARBOR POINT RD
Longboat Key, FL 34228
4 bd 5 ba 5,245 sqft Built 2011
Courtesy of MICHAEL SAUNDERS & COMPANY
Single Family Residence $11,900,000
1600 HARBOR SOUND DR
Longboat Key, FL 34228
5 bd 6 ba 5,689 sqft Built 2026
Courtesy of COLDWELL BANKER REALTY