New55$2,495,000
3 bd · 4 ba · 2,925 sqft
3010 Grand Bay Blvd #416, Longboat Key, FL
Roger Pettingell · COLDWELL BANKER REALTY
Condos in Longboat Key, FL
Hide MapCondos in Longboat Key, FL
24 of 143 Listings
New55$2,495,000
3 bd · 4 ba · 2,925 sqft
3010 Grand Bay Blvd #416, Longboat Key, FL
Roger Pettingell · COLDWELL BANKER REALTY
65$12,995,000
4 bd · 4 ba · 4,912 sqft
415 L Ambiance Dr #Ph-F, Longboat Key, FL
Roger Pettingell · COLDWELL BANKER REALTY
NewOpen house Sat, Oct 17 · 1:00 PM71$759,000
2 bd · 2 ba · 1,325 sqft
4800 Gulf Of Mexico Dr #205, Longboat Key, FL
Debby McCaig · COLDWELL BANKER REALTY
Open house Sun, Oct 18 · 12:00 PM29$775,000
2 bd · 2 ba · 1,274 sqft
5655 Gulf Of Mexico Dr #a107, Longboat Key, FL
Judy Mitchell · PREMIER SOTHEBY'S INTERNATIONAL REALTY
Open house Sun, Oct 18 · 1:00 PM44$1,089,000
2 bd · 2 ba · 1,293 sqft
615 Dream Island Pl #212, Longboat Key, FL
Judy Mitchell · PREMIER SOTHEBY'S INTERNATIONAL REALTY
34$795,000
2 bd · 3 ba · 1,590 sqft
2012 Harbourside Dr #2102, Longboat Key, FL
Alex Larchenko · KELLER WILLIAMS ON THE WATER S
97$3,550,000
3 bd · 4 ba · 3,273 sqft
1281 Gulf Of Mexico Drive Dr #707, Longboat Key, FL
Moriah Taliaferro · PREMIER SOTHEBY'S INTERNATIONAL REALTY
32$1,295,000
2 bd · 2 ba · 1,602 sqft
775 Longboat Club Rd #304, Longboat Key, FL
Larry Brzostek · RE/MAX ALLIANCE GROUP
44$495,000
2 bd · 2 ba · 1,140 sqft
738 Spanish Dr S #98, Longboat Key, FL
Geoff Scalera · AUM FLORIDA REAL ESTATE LLC
97$4,100,000
3 bd · 4 ba · 3,800 sqft
2151 Gulf Of Mexico Dr #4, Longboat Key, FL
Sharon Meier · PREMIER SOTHEBY'S INTERNATIONAL REALTY
Open house Sun, Oct 18 · 1:00 PM45$595,000
2 bd · 2 ba · 1,148 sqft
605 Sutton Pl #101, Longboat Key, FL
Gloria Bracciano · DOUGLAS ELLIMAN
44$1,450,000
3 bd · 3 ba · 2,204 sqft
2141 Harbourside Dr #1203, Longboat Key, FL
Judy Mitchell · PREMIER SOTHEBY'S INTERNATIONAL REALTY
58$450,000
2 bd · 2 ba · 1,357 sqft
845 Spanish Dr N #845, Longboat Key, FL
Laura Rode · KW COASTAL LIVING III
66$595,000
1 bd · 2 ba · 1,094 sqft
2055 Gulf Of Mexico Dr #G2-213, Longboat Key, FL
Derek Eisenberg · CONTINENTAL REAL ESTATE GROUP
64$1,400,000
3 bd · 3 ba · 3,083 sqft
2550 Harbourside Dr #334, Longboat Key, FL
Wendy Ross, PA · COLDWELL BANKER REALTY
31$769,000
2 bd · 2 ba · 1,257 sqft
1955 Gulf Of Mexico Dr #G6-407, Longboat Key, FL
Judy Mitchell · PREMIER SOTHEBY'S INTERNATIONAL REALTY
50$1,325,000
2 bd · 2 ba · 1,492 sqft
100 Sands Point Rd #219, Longboat Key, FL
Diane Smith · KELLER WILLIAMS ON THE WATER S
74$425,000
2 bd · 2 ba · 1,326 sqft
554 Spanish Dr S, Longboat Key, FL
Kimberly Freiwald · PREMIER SOTHEBY'S INTERNATIONAL REALTY
82$389,500
2 bd · 2 ba · 1,376 sqft
4380 Exeter Dr #101, Longboat Key, FL
Kimberly Freiwald · PREMIER SOTHEBY'S INTERNATIONAL REALTY
50$1,595,000
3 bd · 4 ba · 2,250 sqft
3060 Grand Bay Blvd #162, Longboat Key, FL
Bruce Myer · COLDWELL BANKER REALTY
53$319,000
1 bd · 1 ba · 883 sqft
600 Sutton Pl #101B, Longboat Key, FL
Jill Baldwin · MARINA PARK REALTY LLC
Price Reduced44$1,395,000
3 bd · 3 ba · 3,067 sqft
2550 Harbourside Dr #333, Longboat Key, FL
Lee Mirman · INVESTMENTS IN SARASOTA
55$529,990
2 bd · 2 ba · 1,393 sqft
546 Spanish Dr S, Longboat Key, FL
Jackie Griese · MICHAEL SAUNDERS & COMPANY
50$1,495,000
2 bd · 2 ba · 1,516 sqft
5461 Gulf Of Mexico Dr #304, Longboat Key, FL
Maggie Hicks · COLDWELL BANKER REALTY
Condos in Longboat Key, FL: 143 active listings as of .
























Stellar MLSSource: HJN community data
September 2026 · This period is still settling
Selling at 93.8% of asking price
Buyers here are paying below asking. MLS · 27 sales · as of Sep 30, 2026