62$38,450,000
11 bd · 17 ba · 17,199 sqft
5965 Gulf Of Mexico Dr, Longboat Key, FL
Joel Schemmel · DOUGLAS ELLIMAN
Homes for Sale in Longboat Key, FL
Hide MapHomes for Sale in Longboat Key, FL
24 of 254 Listings
62$38,450,000
11 bd · 17 ba · 17,199 sqft
5965 Gulf Of Mexico Dr, Longboat Key, FL
Joel Schemmel · DOUGLAS ELLIMAN
Price Reduced45$1,499,000
2 bd · 3 ba · 1,882 sqft
825 Tarawitt Dr, Longboat Key, FL
Ian Greenberg, LLC · BRISTA REALTY LLC
20$425,000
— bd · 0 ba · — sqft
2600 Harbourside Dr #L-05, Longboat Key, FL
Jennifer Wilson · LBRE LLC
Price Reduced31$1,395,000
2 bd · 2 ba · 1,510 sqft
775 Longboat Club Rd #401, Longboat Key, FL
Larry Brzostek · RE/MAX ALLIANCE GROUP
11$2,900,000
3 bd · 5 ba · 2,160 sqft
720 Tarawitt Dr, Longboat Key, FL
Moriah Taliaferro · PREMIER SOTHEBY'S INTERNATIONAL REALTY
26$649,000
2 bd · 2 ba · 1,376 sqft
4440 Exeter Dr #106, Longboat Key, FL
Roger Richmond · KELLER WILLIAMS ISLAND LIFE REAL ESTATE
18$250,000
— bd · 0 ba · — sqft
2800 Harbourside Dr #E-08, Longboat Key, FL
Jennifer Wilson · LBRE LLC
Price Reduced69$623,000
3 bd · 2 ba · 2,031 sqft
2110 Harbourside Dr #523, Longboat Key, FL
Caroline Mitchell · MICHAEL SAUNDERS & COMPANY
Price ReducedOpen house Sun, Oct 4 · 1:00 PM43$1,275,000
3 bd · 2 ba · 1,758 sqft
550 De Narvaez Dr, Longboat Key, FL
Dean Hinterstoisser · KELLER WILLIAMS ON THE WATER S
Price Reduced59$585,000
2 bd · 2 ba · 912 sqft
4720 Gulf of Mexico Dr #Villa 2, Longboat Key, FL
Sharon Austin · PREMIER SOTHEBY'S INTERNATIONAL REALTY
Price Reduced41$2,145,000
3 bd · 3 ba · 2,122 sqft
775 Longboat Club Rd #808, Longboat Key, FL
Lenore Treiman · MICHAEL SAUNDERS & COMPANY
Price Reduced44$589,000
2 bd · 2 ba · 1,516 sqft
563 Spanish Dr S, Longboat Key, FL
Victoria Campbell · LPT REALTY LLC
Price Reduced49$1,800,000
3 bd · 3 ba · 3,383 sqft
2450 Harbourside Dr #234, Longboat Key, FL
Beverly St Hilaire · MICHAEL SAUNDERS & COMPANY
Price Reduced100$12,900,000
6 bd · 7 ba · 6,408 sqft
6680 Gulf Of Mexico Dr, Longboat Key, FL
Lee Brewer · RE/MAX ALLIANCE GROUP
51$1,050,000
2 bd · 2 ba · 1,346 sqft
834 Jungle Queen Way, Longboat Key, FL
Joey Hutchinson · DUNCAN REAL ESTATE, INC.
13$265,000
— bd · 0 ba · — sqft
26Oo Harbourside Dr #O-06, Longboat Key, FL
Jennifer Wilson · LBRE LLC
Price Reduced51$900,000
4 bd · 3 ba · 1,792 sqft
578 Companion Way, Longboat Key, FL
Linh Pham · NEXTHOME EXCELLENCE
56$1,695,000
2 bd · 2 ba · 1,585 sqft
1211 Gulf Of Mexico Dr #403, Longboat Key, FL
Lauren Holt, PLLC · COMPASS FLORIDA LLC
Price Reduced30$529,000
2 bd · 2 ba · 1,248 sqft
531 Sutton Pl, Longboat Key, FL
Sherri Mills · MICHAEL SAUNDERS & COMPANY
Price Reduced61$4,700,000
3 bd · 4 ba · 3,521 sqft
4127 Gulf Of Mexico Dr #N102, Longboat Key, FL
Kim Ogilvie · MICHAEL SAUNDERS & COMPANY
Price Reduced22$675,000
2 bd · 2 ba · 1,393 sqft
4835 Gulf Of Mexico Dr #106, Longboat Key, FL
Toni Giliberti · COLDWELL BANKER REALTY
Price Reduced52$1,199,000
3 bd · 2 ba · 1,819 sqft
1065 Gulf Of Mexico Dr #305, Longboat Key, FL
Cindy Schatzle · COLDWELL BANKER REALTY
Price Reduced30$485,000
2 bd · 2 ba · 992 sqft
605 Sutton Pl #102, Longboat Key, FL
Frank Golio Jr., PLLC · LEGACY BAY PARTNERS
Price Reduced59$2,100,000
3 bd · 3 ba · 2,580 sqft
545 Sanctuary Dr #B305, Longboat Key, FL
Maruta Miluns · MICHAEL SAUNDERS & COMPANY
Stellar MLSSource: HJN community data
September 2026 · This period is still settling
Selling at 93.9% of asking price
Buyers here are paying below asking. MLS · 23 sales · as of Sep 29, 2026