Price Reduced41$599,000
2 bd · 2 ba · 1,296 sqft
2301 Gulf Of Mexico Dr #45N, Longboat Key, FL
Paul Bachmann · PREFERRED SHORE LLC
Homes for Sale in Longboat Key, FL
Hide MapHomes for Sale in Longboat Key, FL
24 of 255 Listings
Price Reduced41$599,000
2 bd · 2 ba · 1,296 sqft
2301 Gulf Of Mexico Dr #45N, Longboat Key, FL
Paul Bachmann · PREFERRED SHORE LLC
46$499,000
2 bd · 2 ba · 1,337 sqft
578 Spanish Dr S, Longboat Key, FL
Ali Marks · LOYD ROBBINS & CO. LLC
Price Reduced28$499,000
2 bd · 2 ba · 933 sqft
1945 Gulf Of Mexico Dr #M2-402, Longboat Key, FL
Stephen Hachey · FLAT FEE MLS REALTY
37$325,000
1 bd · 1 ba · 532 sqft
2850 Gulf Of Mexico Dr #4, Longboat Key, FL
Michael Renick PLLC · MANGROVE REALTY ASSOCIATES
73$550,000
2 bd · 2 ba · 1,155 sqft
5260 Gulf Of Mexico Dr #413, Longboat Key, FL
Bobbie Banan · MICHAEL SAUNDERS & COMPANY
19$400,000
— bd · 0 ba · — sqft
2600 Harbourside Drive #R-13, Longboat Key, FL
Jennifer Wilson · LBRE LLC
41$569,000
2 bd · 2 ba · 1,399 sqft
524 Spanish Dr S #125, Longboat Key, FL
Adrienne Scott · MICHAEL SAUNDERS & COMPANY
Price Reduced54$307,000
1 bd · 1 ba · 747 sqft
4350 Chatham Dr #105, Longboat Key, FL
Malihe Karimi · MICHAEL SAUNDERS & COMPANY
42$649,000
2 bd · 2 ba · 1,150 sqft
4234 Gulf Of Mexico Dr #M1, Longboat Key, FL
John Thorson, PA · COLDWELL BANKER REALTY
6$479,500
— bd · 0 ba · — sqft
2600 Harbourside Dr #C11, Longboat Key, FL
Daniel Treiman · MICHAEL SAUNDERS & COMPANY
37$310,000
1 bd · 1 ba · 680 sqft
3710 Gulf Of Mexico Dr #E22, Longboat Key, FL
Bill Shuttleworth · EDGEWATER REAL ESTATE, INC
Price Reduced59$1,995,000
3 bd · 4 ba · 3,083 sqft
2450 Harbourside Dr #244, Longboat Key, FL
Ian Addy, PA · MICHAEL SAUNDERS & COMPANY
Price Reduced61$1,375,000
3 bd · 3 ba · 2,107 sqft
602 Buttonwood Dr, Longboat Key, FL
Michelle Musto · COLDWELL BANKER REALTY
28$339,000
1 bd · 1 ba · 761 sqft
3804 Gulf Of Mexico Dr #B204, Longboat Key, FL
Shaun Cumston · STERLING REALTY
45$915,000
3 bd · 2 ba · 1,941 sqft
100 Sands Point Rd #303, Longboat Key, FL
Diane Smith · KELLER WILLIAMS ON THE WATER S
Price ReducedOpen house Sun, Oct 4 · 1:00 PM91$4,395,000
6 bd · 6 ba · 4,106 sqft
626 Buttonwood Dr, Longboat Key, FL
Joshua Freed · PREFERRED SHORE LLC
31$250,000
— bd · 0 ba · — sqft
2600 Harbourside Dr #H06, Longboat Key, FL
Mike Warm, LLC · PREMIER SOTHEBY'S INTERNATIONAL REALTY
36$1,225,277
2 bd · 2 ba · 1,296 sqft
2301 Gulf Of Mexico Dr #11N, Longboat Key, FL
Leah George · COLDWELL BANKER REALTY
26$1,199,000
2 bd · 2 ba · 1,235 sqft
2301 Gulf Of Mexico Dr #33N, Longboat Key, FL
Chris Wetzig · PREMIER SOTHEBY'S INTERNATIONAL REALTY
73$2,125,000
2 bd · 3 ba · 2,100 sqft
1211 Gulf Of Mexico Dr #701, Longboat Key, FL
Maggie Hicks · COLDWELL BANKER REALTY
5$39,500
— bd · 0 ba · — sqft
408 Gulf Of Mexico Dr #2112, Longboat Key, FL
Daniel Treiman · MICHAEL SAUNDERS & COMPANY
54$1,995,000
3 bd · 3 ba · 2,448 sqft
2185 Gulf Of Mexico Dr #212, Longboat Key, FL
Steve Walter · MICHAEL SAUNDERS & COMPANY
Price Reduced79$5,895,000
4 bd · 4 ba · 2,721 sqft
7143 La Lenaire Dr, Longboat Key, FL
Michelle Ward · COMPASS FLORIDA LLC
53$1,648,000
2 bd · 2 ba · 1,598 sqft
1211 Gulf Of Mexico Dr #105, Longboat Key, FL
Leah George · COLDWELL BANKER REALTY
Stellar MLSSeptember 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
Source: HJN community data