52 photos $425,000
2 bd 2 ba 1,072 sqft
4370 Chatham Dr #304
Longboat Key, FL 34228 · Longboat Harbour
Courtesy of PREFERRED SHORE LLC
Homes for sale matching “Longboat Key”
52 photos
Courtesy of PREFERRED SHORE LLC
37 photos $3,999,990
5 bd 5 ba 4,315 sqft
560 Chipping Ln
Longboat Key, FL 34228 · Country Club Shores Sec 02
Courtesy of COLDWELL BANKER REALTY
60 photos $1,099,000
3 bd 2 ba 1,819 sqft
1075 Gulf Of Mexico Dr #205
Longboat Key, FL 34228 · Beachplace Ii
Courtesy of COLDWELL BANKER REALTY
55 photos $2,675,000
4 bd 3.5 ba 3,102 sqft
3530 Mistletoe Ln
Longboat Key, FL 34228 · Coreys Landing
Courtesy of COLDWELL BANKER REALTY
26 photos $995,000
0.18 acres
6801 Longboat Dr S
Longboat Key, FL 34228
Courtesy of BEACH HOUSE REAL ESTATE LLC
69 photos $795,000
2 bd 2 ba 1,312 sqft
4800 Gulf Of Mexico Dr #ph 3
Longboat Key, FL 34228 · Windward Bay Amd
Courtesy of VRI HOMES
69 photos $399,000
2 bd 2 ba 1,007 sqft
3802 Gulf Of Mexico Dr #a203
Longboat Key, FL 34228 · Beach Harbor Club
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
22 photos $2,250,000
0.4 acres
500 Outrigger Ln
Longboat Key, FL 34228 · County Club Shores Sec I
Courtesy of PREFERRED SHORE LLC
56 photos $699,000
2 bd 2 ba 1,192 sqft
2020 Harbourside Dr #442
Longboat Key, FL 34228 · Fairway Bay 2 Ph 1
Courtesy of MICHAEL SAUNDERS & COMPANY
55 photos $799,000
2 bd 2.5 ba 1,590 sqft
1906 Harbourside Dr #303
Longboat Key, FL 34228 · Fairway Bay 1
Courtesy of COLDWELL BANKER REALTY
16 photos $200,000
0 ba
2600 Harbourside Dr #i-12
Longboat Key, FL 34228 · Longboat Key Moorings Marina 2
Courtesy of LBRE LLC
47 photos $520,000
2 bd 2 ba 1,072 sqft
4310 Falmouth Dr #307
Longboat Key, FL 34228 · Longboat Harbour
Courtesy of HOUSE MATCH
30 photos $390,000
1 bd 1 ba 876 sqft
3453 Gulf Of Mexico Dr #200
Longboat Key, FL 34228 · Sea Horse Beach Resort
Courtesy of COLDWELL BANKER REALTY
$4,000,000
5 bd 5.5 ba 3,600 sqft
592 Juan Anasco Dr
Longboat Key, FL 34228 · Sleepy Lagoon Park
Courtesy of SHORE PROPERTY GROUP
60 photos $364,000
1 bd 1 ba 630 sqft
707 Saint Judes Dr S #1
Longboat Key, FL 34228 · Saint Judes Apts
Courtesy of RE/MAX ALLIANCE GROUP
51 photos $589,900
2 bd 2 ba 1,186 sqft
3320 Gulf Of Mexico Dr #206c
Longboat Key, FL 34228 · Longboat Arms
Courtesy of MICHAEL SAUNDERS & COMPANY
15 photos $225,000
0 ba
2600 Harbourside Dr #q-10
Longboat Key, FL 34228 · Longboat Key Moorings Marina
Courtesy of LBRE LLC
45 photos $560,000
2 bd 2 ba 1,215 sqft
713 Saint Judes Dr S #2
Longboat Key, FL 34228 · Saint Judes Apts
Courtesy of DOUGLAS ELLIMAN
44 photos $500,000
2 bd 2 ba 840 sqft
729 Saint Judes Dr S #2
Longboat Key, FL 34228 · Saint Judes Apts
Courtesy of KW COASTAL LIVING III
10 photos $39,900
0 ba
408 Gulf Of Mexico Dr #2126
Longboat Key, FL 34228 · Boathouse On Longboat
Courtesy of MICHAEL SAUNDERS & COMPANY
3 photos $216,000
0 ba
2600 Harbourside Dr #o-07
Longboat Key, FL 34228 · Longboat Key Moorings
Courtesy of LBRE LLC
46 photos $129,000
1 bd 1 ba 564 sqft
36 Twin Shores Blvd
Longboat Key, FL 34228 · Twin Shores Beach And Marina
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
62 photos $1,545,000
3 bd 3 ba 2,180 sqft
2675 Gulf Of Mexico Dr #204
Longboat Key, FL 34228 · Veinte
Courtesy of RE/MAX HARBOR REALTY
75 photos $5,295,000
3 bd 3.5 ba 2,880 sqft
455 Longboat Club Rd #905
Longboat Key, FL 34228 · Pierre
Courtesy of DEVELOPERS REALTY LBK, INC
Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS. Last updated: 2026-11-05 4:30 AM EST.