New56$529,990
2 bd · 2 ba · 1,393 sqft
546 Spanish Dr S, Longboat Key, FL
Jackie Griese · MICHAEL SAUNDERS & COMPANY
Condos in Longboat Key, FL
Hide MapCondos in Longboat Key, FL
24 of 136 Listings
New56$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
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
43$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
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
Price ReducedOpen house Sat, Oct 10 · 1:00 PM51$456,789
2 bd · 2 ba · 1,022 sqft
4485 Gulf Of Mexico Dr #402, Longboat Key, FL
Paula Van De Ree · NEAL VAN DE REE & ASSOCIATES
53$795,000
2 bd · 2 ba · 1,257 sqft
1975 Gulf Of Mexico Dr #G4-203, Longboat Key, FL
Sandra Endres · COLDWELL BANKER REALTY
4$275,000
1 bd · 1 ba · 1,302 sqft
2600 Harbourside Dr #C3, Longboat Key, FL
Steven Koleno · BEYCOME OF FLORIDA LLC
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
51$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
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
Open house Sun, Oct 4 · 1:00 PM62$639,000
2 bd · 3 ba · 1,440 sqft
539 Forest Way #539, Longboat Key, FL
Sharon Austin · PREMIER SOTHEBY'S INTERNATIONAL REALTY
40$4,290,000
2 bd · 3 ba · 2,154 sqft
1591 Gulf Of Mexico Dr #312, Longboat Key, FL
Lynn Morris, PLLC · MICHAEL SAUNDERS & COMPANY
Price Reduced28$660,000
2 bd · 2 ba · 1,561 sqft
4600 Gulf Of Mexico Dr #301, Longboat Key, FL
Janice Buehl · FUTURE HOME REALTY INC
87$645,000
2 bd · 2 ba · 1,260 sqft
843 Bayport Way #843, Longboat Key, FL
Jennifer Thompson, PA · COLDWELL BANKER REALTY
42$1,050,000
2 bd · 2 ba · 1,456 sqft
732 Bayport Way, Longboat Key, FL
Jennifer Kenna · EXP REALTY, LLC
25$495,000
0 bd · 1 ba · 368 sqft
3453 Gulf Of Mexico Dr #237, Longboat Key, FL
Rogers Moore · COLDWELL BANKER REALTY
56$699,000
2 bd · 2 ba · 1,192 sqft
2020 Harbourside Dr #442, Longboat Key, FL
Steve Walter · MICHAEL SAUNDERS & COMPANY
65$1,495,000
3 bd · 3 ba · 2,204 sqft
2101 Harbourside Dr #1103, Longboat Key, FL
Steve Walter · MICHAEL SAUNDERS & COMPANY
Open house Sun, Oct 4 · 12:00 PM69$399,000
2 bd · 2 ba · 1,007 sqft
3802 Gulf Of Mexico Dr #a203, Longboat Key, FL
Holly Switow · PREMIER SOTHEBY'S INTERNATIONAL REALTY
29$489,900
1 bd · 1 ba · 528 sqft
3453 Gulf Of Mexico Dr #242, Longboat Key, FL
Eileen Saunders · MICHAEL SAUNDERS & COMPANY
Price Reduced41$750,000
3 bd · 2 ba · 1,484 sqft
5055 Gulf Of Mexico Dr #115, Longboat Key, FL
Cindy Fischer · PREMIER SOTHEBY'S INTERNATIONAL REALTY
69$12,750,000
3 bd · 4 ba · 4,967 sqft
1561 Gulf Of Mexico Dr #404, Longboat Key, FL
Lynn Morris, PLLC · MICHAEL SAUNDERS & COMPANY
Condos in Longboat Key, FL: 136 active listings as of .
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