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
Luxury Homes in Longboat Key, FL
Show MapLuxury Homes in Longboat Key, FL
24 of 111 Listings
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
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
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
86$1,599,000
4 bd · 3 ba · 2,846 sqft
1916 Harbourside Dr #804, Longboat Key, FL
Kathy Callahan · MICHAEL SAUNDERS & COMPANY
64$1,400,000
3 bd · 3 ba · 3,083 sqft
2550 Harbourside Dr #334, Longboat Key, FL
Wendy Ross, PA · COLDWELL BANKER REALTY
81$3,275,000
3 bd · 3 ba · 3,341 sqft
3488 Mistletoe Ln, Longboat Key, FL
Kim Ogilvie · MICHAEL SAUNDERS & COMPANY
35$15,000,000
5 bd · 5 ba · 6,500 sqft
6529 Gulfside Rd, Longboat Key, FL
Reid Murphy · DEVELOPERS REALTY LBK, INC
Price Reduced20$1,149,000
2 bd · 2 ba · 1,461 sqft
6960 Poinsetta Avenue, Longboat Key, FL
Emma McLeod · Emerald Seascapes Properties LLC
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
50$1,595,000
3 bd · 4 ba · 2,250 sqft
3060 Grand Bay Blvd #162, Longboat Key, FL
Bruce Myer · COLDWELL BANKER REALTY
Price Reduced44$1,395,000
3 bd · 3 ba · 3,067 sqft
2550 Harbourside Dr #333, Longboat Key, FL
Lee Mirman · INVESTMENTS IN SARASOTA
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
65$2,995,000
3 bd · 4 ba · 2,880 sqft
340 Gulf Of Mexico Dr #136, Longboat Key, FL
Roger Pettingell · COLDWELL BANKER REALTY
49$12,500,000
4 bd · 6 ba · 5,350 sqft
1591 Gulf Of Mexico Dr #618, Longboat Key, FL
Lynn Morris, PLLC · MICHAEL SAUNDERS & COMPANY
76$5,295,000
5 bd · 5 ba · 4,361 sqft
3100 Gulf Of Mexico Dr, Longboat Key, FL
Reid Murphy · DEVELOPERS REALTY LBK, INC
Open house Sun, Oct 18 · 1:00 PM43$1,090,000
3 bd · 3 ba · 2,092 sqft
1445 Gulf Of Mexico Dr #101, Longboat Key, FL
Ryan Ackerman, PA · COLDWELL BANKER REALTY
81$3,495,000
4 bd · 4 ba · 2,604 sqft
6561 Bayou Hammock Rd, Longboat Key, FL
William Gryboski · RIDER REAL ESTATE
87$1,999,000
3 bd · 3 ba · 2,856 sqft
6330 Laguna Dr, Longboat Key, FL
Danielle Dietrich, PA · COLDWELL BANKER REALTY
49$1,175,000
3 bd · 3 ba · 2,544 sqft
3808 Gulf Of Mexico Dr #E412, Longboat Key, FL
Roger Pettingell · COLDWELL BANKER REALTY
50$1,095,000
2 bd · 2 ba · 1,602 sqft
775 Longboat Club Rd #405, Longboat Key, FL
Bruce Myer · COLDWELL BANKER REALTY
40$1,125,000
2 bd · 2 ba · 1,362 sqft
4525 Gulf Of Mexico Dr #204, Longboat Key, FL
Roger Pettingell · COLDWELL BANKER REALTY
Open house Sun, Oct 18 · 1:00 PM54$2,100,000
3 bd · 4 ba · 2,950 sqft
3617 Fair Oaks Pl, Longboat Key, FL
Ryan Heers · COLDWELL BANKER REALTY
72$1,450,000
2 bd · 2 ba · 1,491 sqft
2525 Gulf Of Mexico Dr #7B, Longboat Key, FL
Christine Green · COLDWELL BANKER REALTY
Central Panhandle Association of REALTORSStellar 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