Homes under $500K in Longboat Key, FL
48 for sale · 141 homes listed · Updated November 9, 2026 · Page 1 of 3
- 2600 Harbourside Drive #J-04, Longboat Key 34228 $350,000 · 0 ba
- 2600 Harbourside Drive #L-11, Longboat Key 34228 $425,000 · 0 ba
- 2600 Harbourside Drive #H06, Longboat Key 34228 $250,000 · 0 ba
- 2600 Harbourside Drive #C11, Longboat Key 34228 $419,000 · 0 ba
- 408 Gulf Of Mexico Drive #1214, Longboat Key 34228 $95,000 · 0 ba
- 4390 Exeter Drive #107, Longboat Key 34228 $425,000 · 2 bd · 2 ba · 1,152 sqft
- 711 Spanish Drive South #211, Longboat Key 34228 $450,000 · 2 bd · 2 ba · 1,327 sqft
- 2600 Harbourside Drive #O-07, Longboat Key 34228 $216,000 · 0 ba
- 3710 Gulf Of Mexico Drive #F2, Longboat Key 34228 $475,000 · 2 bd · 2 ba · 740 sqft
- 2800 Harbourside Drive #E-16, Longboat Key 34228 $300,000 · 0 ba
- 2600 Harbourside Drive #Q-10, Longboat Key 34228 $225,000 · 0 ba
- 6700 Gulf Of Mexico Drive #143, Longboat Key 34228 $410,000 · 1 bd · 1 ba · 936 sqft
- 4380 Exeter Drive #H202, Longboat Key 34228 $480,000 · 2 bd · 2 ba · 1,152 sqft
- 707 Saint Judes Drive South #1, Longboat Key 34228 $364,000 · 1 bd · 1 ba · 630 sqft
- 2600 Harbourside Drive #I-12, Longboat Key 34228 $200,000 · 0 ba
- 4350 Chatham Drive #105, Longboat Key 34228 $302,500 · 1 bd · 1 ba · 747 sqft
- 408 Gulf Of Mexico Drive #1332, Longboat Key 34228 $59,000 · 0 ba
- 5055 Gulf Of Mexico Drive #421, Longboat Key 34228 $499,000 · 2 bd · 2 ba · 1,484 sqft
- 6700 Gulf Of Mexico Drive #118, Longboat Key 34228 $387,561 · 1 bd · 1 ba · 990 sqft
- 578 Spanish Drive South, Longboat Key 34228 $499,000 · 2 bd · 2 ba · 1,337 sqft
- 3802 Gulf Of Mexico Drive #A203, Longboat Key 34228 $399,000 · 2 bd · 2 ba · 1,007 sqft
- 96 Twin Shores Boulevard, Longboat Key 34228 $425,000 · 2 bd · 2 ba · 758 sqft
- 2800 Harbourside Drive Drive #M-10, Longboat Key 34228 $289,000 · 0 ba
- 683 Spanish Drive South #214, Longboat Key 34228 $450,000 · 2 bd · 2 ba · 1,361 sqft
- 2600 Harbourside Drive #P-05, Longboat Key 34228 $200,000 · 0 ba
- 605 Sutton Place #102, Longboat Key 34228 $485,000 · 2 bd · 2 ba · 992 sqft
- 36 Twin Shores Boulevard, Longboat Key 34228 $129,000 · 1 bd · 1 ba · 564 sqft
- 2800 Harbourside Drive #E-21, Longboat Key 34228 $385,000 · 0 ba
- 3453 Gulf Of Mexico Drive #242, Longboat Key 34228 $489,900 · 1 bd · 1 ba · 528 sqft
- 4340 Falmouth Drive #104, Longboat Key 34228 $449,900 · 2 bd · 2 ba · 1,072 sqft
- 408 Gulf Of Mexico Drive #2114, Longboat Key 34228 $39,000 · 0 ba
- 3453 Gulf Of Mexico Drive #237, Longboat Key 34228 $495,000 · 1 ba · 368 sqft
- 408 Gulf Of Mexico Drive #1206, Longboat Key 34228 $65,000 · 0 ba
- 408 Gulf Of Mexico Drive #2207, Longboat Key 34228 $49,000 · 0 ba
- 4420 Exeter Drive #303, Longboat Key 34228 $499,000 · 2 bd · 2 ba · 1,152 sqft
- 3806 Gulf Of Mexico Drive #C310, Longboat Key 34228 $389,500 · 2 bd · 2 ba · 1,046 sqft
- 600 Sutton Place #101b, Longboat Key 34228 $319,000 · 1 bd · 1 ba · 883 sqft
- 2600 Harbourside Drive, Longboat Key 34228 $275,000 · 0 ba · 1,302 sqft
- 554 Spanish Drive South, Longboat Key 34228 $425,000 · 2 bd · 2 ba · 1,326 sqft
- 845 Spanish Drive North #845, Longboat Key 34228 $450,000 · 2 bd · 2 ba · 1,357 sqft
- 2600 Harbourside Drive #Q8, Longboat Key 34228 $189,000 · 0 ba
- 738 Spanish Drive South #98, Longboat Key 34228 $495,000 · 2 bd · 2 ba · 1,140 sqft
- 693 Spanish Drive North #24, Longboat Key 34228 $423,750 · 2 bd · 2 ba · 1,429 sqft
- 4330 Falmouth Drive #107, Longboat Key 34228 $399,000 · 2 bd · 2 ba · 1,072 sqft
- 597 Sutton Place, Longboat Key 34228 $499,999 · 2 bd · 2 ba · 1,008 sqft
- 2600 Harbourside Drive #N-09, Longboat Key 34228 $225,000 · 0 ba
- 2800 Harbourside Drive #E06, Longboat Key 34228 $275,000 · 0 ba
- 726 Spanish Drive North #164, Longboat Key 34228 $389,000 · 2 bd · 2 ba · 1,093 sqft
- 3710 Gulf Of Mexico Drive D19, Longboat Key 34228 Pending $99,000 · 2 bd · 1 ba · 684 sqft
- 669 Spanish Drive North 21, Longboat Key 34228 Pending $335,000 · 2 bd · 2 ba · 1,087 sqft