📍 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 23 5+ bedroom homes for sale in Longboat Key
Single Family Residence $29,000
591 PUTTING GREEN LN
Longboat Key, FL 34228
5 bd 6 ba 4,858 sqft Built 2005
Courtesy of JENNETTE PROPERTIES INC
$35,000
7147 LA LENAIRE DR
Longboat Key, FL 34228
5 bd 6 ba 3,503 sqft Built 1990
Courtesy of SIGHT REAL ESTATE, LLC
Single Family Residence $1,950,000
3481 BAYOU SOUND
Longboat Key, FL 34228
5 bd 4 ba 3,391 sqft Built 1986
Courtesy of LUXIO REAL ESTATE LLC
Single Family Residence $2,995,000
501 NORTON ST
Longboat Key, FL 34228
5 bd 3 ba 3,042 sqft Built 1994
Courtesy of WILLIAM RAVEIS REAL ESTATE
Single Family Residence $3,125,000
2945 PYRULA DR
Longboat Key, FL 34228
5 bd 5 ba 4,340 sqft Built 2024
Courtesy of PROPERTIO
Single Family Residence $3,890,000
597 BUTTONWOOD DR
Longboat Key, FL 34228
5 bd 7 ba 4,176 sqft Built 2025
Courtesy of PREFERRED SHORE LLC
Single Family Residence $4,000,000
592 JUAN ANASCO DR
Longboat Key, FL 34228
5 bd 6 ba 3,600 sqft Built 2027
Courtesy of 1ST CLASS REAL ESTATE SUNCOAST
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
Single Family Residence $5,000,000
7147 LA LENAIRE DR
Longboat Key, FL 34228
5 bd 6 ba 3,503 sqft Built 1990
Courtesy of SIGHT REAL ESTATE, LLC
Single Family Residence $5,749,000
530 CHIPPING LN
Longboat Key, FL 34228
5 bd 7 ba 4,216 sqft Built 2026
Courtesy of BRISTA REALTY LLC
Single Family Residence $6,995,000
7094 LONGBOAT DR E
Longboat Key, FL 34228
6 bd 7 ba 4,776 sqft Built 1979
Courtesy of SARASOTA TRUST REALTY COMPANY
Single Family Residence $7,299,000
591 #A GOLF LINKS LN
Longboat Key, FL 34228
5 bd 7 ba 4,452 sqft Built 2025
Courtesy of BRISTA REALTY LLC
Single Family Residence $8,925,000
630 DE NARVAEZ DR
Longboat Key, FL 34228
5 bd 6 ba 4,591 sqft Built 2022
Courtesy of DEVELOPERS REALTY LBK, INC
Single Family Residence $9,400,000
600 PUTTER LN
Longboat Key, FL 34228
5 bd 5 ba 5,982 sqft Built 2017
Courtesy of FLORIDA CAPITAL REALTY
Single Family Residence $9,995,000
6001 GULF OF MEXICO DR
Longboat Key, FL 34228
5 bd 7 ba 6,959 sqft Built 2013
Courtesy of COLDWELL BANKER REALTY
Single Family Residence $10,900,000
4473 GULF OF MEXICO DR #4473
Longboat Key, FL 34228
8 bd 8 ba 5,886 sqft Built 1959
Courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
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
Single Family Residence $12,250,000
500 HARBOR COVE CIR
Longboat Key, FL 34228
5 bd 6 ba 5,120 sqft Built 2026
Courtesy of COLDWELL BANKER REALTY
Single Family Residence $13,499,000
6680 GULF OF MEXICO DR
Longboat Key, FL 34228
6 bd 7 ba 6,408 sqft Built 2020
Courtesy of RE/MAX ALLIANCE GROUP
Single Family Residence $15,000,000
6603 GULFSIDE RD
Longboat Key, FL 34228
5 bd 6 ba 4,925 sqft Built 2025
Courtesy of DEVELOPERS REALTY LBK, INC
Single Family Residence $15,550,000
6685 GULF OF MEXICO DR
Longboat Key, FL 34228
8 bd 10 ba 12,752 sqft Built 1982
Courtesy of COLDWELL BANKER REALTY
Single Family Residence $22,500,000
612 JUAN ANASCO DR
Longboat Key, FL 34228
6 bd 9 ba 9,243 sqft Built 2024
Courtesy of COLDWELL BANKER REALTY
Single Family Residence $38,450,000
5965 GULF OF MEXICO DR
Longboat Key, FL 34228
11 bd 17 ba 17,199 sqft Built 2026
Courtesy of DOUGLAS ELLIMAN