Longboat Key, FL Price Reductions
A price reduction is the clearest signal a seller sends: the first number did not work. This tracker lists every Longboat Key listing that lowered its asking price, updated nightly from the live MLS record — the old price, the new price, the size of the cut and how long the home has been on the market — so buyers can see where sellers are moving and sellers can see what their competition just did.
13 homes for sale in Longboat Key, FL cut their asking price in the last 7 days and 13 in the last 30, out of 251 active listings (5% reduced at least once this month). The median reduction is 5.4% ($35,000). The largest cut this week was $205,000 on 523 Juan Anasco Drive in Longboat Key ($1,895,000 → $1,690,000).
Latest price reductions in Longboat Key
| Listing | Community | Was | Now | Cut | DOM |
|---|---|---|---|---|---|
| 3320 Gulf Of Mexico Drive #206C Sep 22 · 2 bd · 2 ba · 1,186 sf | — | $624,900 | $589,900 | −5.6% | 24 |
| 1561 Gulf Of Mexico Drive #403 Sep 22 · 3 bd · 3.5 ba · 4,187 sf | — | $12,850,000 | $12,825,000 | −0.2% | 679 |
| 36 Twin Shores Boulevard Sep 22 · 1 bd · 1 ba · 564 sf | Twin Shores Mobile Home | $149,900 | $139,000 | −7.3% | 32 |
| 1591 Gulf Of Mexico Drive #413 Sep 22 · 2 bd · 2.5 ba · 2,154 sf | — | $4,439,000 | $4,429,000 | −0.2% | 683 |
| 4835 Gulf Of Mexico Drive #106 Sep 21 · 2 bd · 2 ba · 1,393 sf | — | $700,000 | $675,000 | −3.6% | 226 |
| 550 De Narvaez Drive Sep 20 · 3 bd · 2 ba · 1,758 sf | — | $1,295,000 | $1,275,000 | −1.5% | 207 |
| 523 Juan Anasco Drive Sep 19 · 4 bd · 3 ba · 2,899 sf | — | $1,895,000 | $1,690,000 | −10.8% | 118 |
| 4370 Chatham Drive #304 Sep 19 · 2 bd · 2 ba · 1,072 sf | — | $499,000 | $425,000 | −14.8% | 14 |
| 3060 Grand Bay Boulevard #133 Sep 19 · 3 bd · 3.5 ba · 2,369 sf | — | $1,160,000 | $1,095,000 | −5.6% | 71 |
| 775 Longboat Club Road #808 Sep 18 · 3 bd · 3 ba · 2,122 sf | — | $2,195,000 | $2,145,000 | −2.3% | 209 |
| 1055 Gulf Of Mexico Drive #504 Sep 17 · 2 bd · 2 ba · 1,503 sf | — | $1,299,000 | $1,199,000 | −7.7% | 372 |
| 1065 Gulf Of Mexico Drive #402 Sep 17 · 2 bd · 2 ba · 1,392 sf | — | $845,000 | $799,000 | −5.4% | 266 |
| 1945 Gulf Of Mexico Drive #M2-402 Sep 16 · 2 bd · 2 ba · 933 sf | — | $495,000 | $490,000 | −1.0% | 78 |
Biggest cuts this week
| Listing | Community | Was | Now | Cut | DOM |
|---|---|---|---|---|---|
| 523 Juan Anasco Drive Sep 19 · 4 bd · 3 ba · 2,899 sf | — | $1,895,000 | $1,690,000 | −10.8% | 118 |
| 1055 Gulf Of Mexico Drive #504 Sep 17 · 2 bd · 2 ba · 1,503 sf | — | $1,299,000 | $1,199,000 | −7.7% | 372 |
| 4370 Chatham Drive #304 Sep 19 · 2 bd · 2 ba · 1,072 sf | — | $499,000 | $425,000 | −14.8% | 14 |
| 3060 Grand Bay Boulevard #133 Sep 19 · 3 bd · 3.5 ba · 2,369 sf | — | $1,160,000 | $1,095,000 | −5.6% | 71 |
| 775 Longboat Club Road #808 Sep 18 · 3 bd · 3 ba · 2,122 sf | — | $2,195,000 | $2,145,000 | −2.3% | 209 |
| 1065 Gulf Of Mexico Drive #402 Sep 17 · 2 bd · 2 ba · 1,392 sf | — | $845,000 | $799,000 | −5.4% | 266 |
| 3320 Gulf Of Mexico Drive #206C Sep 22 · 2 bd · 2 ba · 1,186 sf | — | $624,900 | $589,900 | −5.6% | 24 |
| 1561 Gulf Of Mexico Drive #403 Sep 22 · 3 bd · 3.5 ba · 4,187 sf | — | $12,850,000 | $12,825,000 | −0.2% | 679 |
| 4835 Gulf Of Mexico Drive #106 Sep 21 · 2 bd · 2 ba · 1,393 sf | — | $700,000 | $675,000 | −3.6% | 226 |
| 550 De Narvaez Drive Sep 20 · 3 bd · 2 ba · 1,758 sf | — | $1,295,000 | $1,275,000 | −1.5% | 207 |
How to read this
Reductions are detected by comparing each listing’s asking price night over night in the MLS feed; a listing appears once per cut, and the share reduced counts each listing once. Relists at a new price under a new MLS number are not matched. Prices are asking prices. Source: live MLS feeds compiled by Momentum Research, updated September 22, 2026.