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
Homes Under $2.75M in Longboat Key, FL
Hide MapHomes Under $2.75M in Longboat Key, FL
24 of 212 Listings
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
New56$529,990
2 bd · 2 ba · 1,393 sqft
546 Spanish Dr S, Longboat Key, FL
Jackie Griese · MICHAEL SAUNDERS & COMPANY
NewOpen house Sat, Oct 3 · 1:00 PM51$698,765
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
New43$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
New54$795,000
2 bd · 2 ba · 1,257 sqft
1975 Gulf Of Mexico Dr #G4-203, Longboat Key, FL
Sandra Endres · COLDWELL BANKER REALTY
Open house Sat, Oct 3 · 3:00 PM87$1,999,000
3 bd · 3 ba · 2,856 sqft
6330 Laguna Dr, Longboat Key, FL
Danielle Dietrich, PA · COLDWELL BANKER REALTY
New4$275,000
1 bd · 1 ba · 1,302 sqft
2600 Harbourside Dr #C3, Longboat Key, FL
Steven Koleno · BEYCOME OF FLORIDA LLC
Open house Sun, Oct 4 · 1:00 PM60$2,695,000
3 bd · 4 ba · 3,118 sqft
3578 Fair Oaks Way, Longboat Key, FL
Bruce Myer · 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
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
Open house Sun, Oct 4 · 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
5$65,000
— bd · 0 ba · — sqft
408 Gulf Of Mexico Dr #1206, Longboat Key, FL
Daniel Treiman · MICHAEL SAUNDERS & COMPANY
5$49,000
— bd · 0 ba · — sqft
408 Gulf Of Mexico Dr #2207, Longboat Key, FL
Daniel Treiman · MICHAEL SAUNDERS & COMPANY
62$639,000
2 bd · 3 ba · 1,440 sqft
539 Forest Way #539, Longboat Key, FL
Sharon Austin · PREMIER SOTHEBY'S INTERNATIONAL REALTY
Open house Sun, Oct 4 · 12:00 PM34$840,000
3 bd · 2 ba · 1,242 sqft
760 Longboat Ct, Longboat Key, FL
Jesse Griffin · CENTURY 21 BEGGINS ENTERPRISES
5$39,000
— bd · 0 ba · — sqft
408 Gulf Of Mexico Dr #2114, Longboat Key, FL
Daniel Treiman · MICHAEL SAUNDERS & COMPANY
17$385,000
— bd · 0 ba · — sqft
2800 Harbourside Dr #E-21, Longboat Key, FL
Jennifer Wilson · LBRE LLC
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
35$815,000
2 bd · 2 ba · 1,490 sqft
691 Tarawitt Dr, Longboat Key, FL
JoDene Moneuse, PA · MICHAEL SAUNDERS & COMPANY
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
Homes Under $2.75M in Longboat Key, FL: 212 active listings as of .
| Property type | Listings | Share |
|---|---|---|
| Condominium | 123 | 58.0% |
| Boat Slip | 41 | 19.3% |
| Single Family Residence | 29 | 13.7% |
























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