Homes under $400K in Longboat Key, FL
27 for sale · 79 homes listed · Updated November 9, 2026 · Page 2 of 2
- 4350 Chatham Drive 106, Longboat Key 34228 Off market since Sep 2026 $399,000 · 2 bd · 2 ba · 1,072 sqft
- 6750 Gulf Of Mexico Drive 152, Longboat Key 34228 Off market since Sep 2026 $350,000 · 1 bd · 1 ba · 990 sqft
- 2800 Harbourside Drive E-07, Longboat Key 34228 Off market since Jul 2026 $300,000 · 0 ba
- 3806 Gulf Of Mexico Drive C310, Longboat Key 34228 Off market since Sep 2026 $389,500 · 2 bd · 2 ba · 1,046 sqft
- 541 Spanish Drive North, Longboat Key 34228 Off market since Sep 2026 $349,000 · 2 bd · 2 ba · 1,100 sqft
- 408 Gulf Of Mexico Drive 1214, Longboat Key 34228 Off market since Sep 2026 $70,000 · 0 ba
- 3710 Gulf Of Mexico Drive G20, Longboat Key 34228 Off market since Sep 2026 $349,900 · 2 bd · 2 ba · 1,052 sqft
- 2600 Harbourside Drive H-04, Longboat Key 34228 Off market since Sep 2026 $275,000 · 0 ba
- 408 Gulf Of Mexico Drive 2112, Longboat Key 34228 Off market since Sep 2026 $39,500 · 0 ba
- 2600 Harbourside Drive H06, Longboat Key 34228 Off market since Sep 2026 $250,000 · 0 ba
- 3804 Gulf Of Mexico Drive B204, Longboat Key 34228 Off market since Sep 2026 $339,000 · 1 bd · 1 ba · 761 sqft
- 3710 Gulf Of Mexico Drive E22, Longboat Key 34228 Off market since Sep 2026 $310,000 · 1 bd · 1 ba · 680 sqft
- 4350 Chatham Drive 105, Longboat Key 34228 Off market since Sep 2026 $307,000 · 1 bd · 1 ba · 747 sqft
- 2850 Gulf Of Mexico Drive 4, Longboat Key 34228 Off market since Sep 2026 $325,000 · 1 bd · 1 ba · 532 sqft
- 2600 Harbourside Drive P-05, Longboat Key 34228 Off market since Sep 2026 $200,000 · 0 ba
- 2600 Harbourside Drive O-07, Longboat Key 34228 Off market since Sep 2026 $216,000 · 0 ba
- 408 Gulf Of Mexico Drive 2126, Longboat Key 34228 Off market since Sep 2026 $39,900 · 0 ba
- 2600 Harbourside Drive Q-10, Longboat Key 34228 Off market since Sep 2026 $225,000 · 0 ba
- 2600 Harbourside Drive I-12, Longboat Key 34228 Off market since Sep 2026 $200,000 · 0 ba
- 707 Saint Judes Drive South 1, Longboat Key 34228 Off market since Sep 2026 $399,000 · 1 bd · 1 ba · 630 sqft
- 3453 Gulf Of Mexico Drive 200, Longboat Key 34228 Off market since Sep 2026 $390,000 · 1 bd · 1 ba · 876 sqft
- 3802 Gulf Of Mexico Drive A203, Longboat Key 34228 Off market since Sep 2026 $399,000 · 2 bd · 2 ba · 1,007 sqft
- 2800 Harbourside Drive Drive M-10, Longboat Key 34228 Off market since Sep 2026 $289,000 · 0 ba
- 2800 Harbourside Drive E-21, Longboat Key 34228 Off market since Sep 2026 $385,000 · 0 ba
- 408 Gulf Of Mexico Drive 2114, Longboat Key 34228 Off market since Sep 2026 $39,000 · 0 ba
- 71 Twin Shores Boulevard, Longboat Key 34228 Off market since Oct 2026 $395,000 · 2 bd · 2 ba · 758 sqft
- 2800 Harbourside Drive #E-08, Longboat Key 34228 Off market since Oct 2026 $250,000 · 0 ba
- 2850 Gulf Of Mexico Drive #4, Longboat Key 34228 Off market since Oct 2026 $325,000 · 1 bd · 1 ba · 532 sqft
- 2600 Harbourside Drive #J-09, Longboat Key 34228 Sold on Oct 23, 2026 $380,000 · 0 ba