Homes under $500K in Longboat Key, FL
56 for sale · 88 homes listed · Updated September 25, 2026 · Page 2 of 2
- 2800 harbourside drive drive m-10, Longboat Key 34228 $289,000 · 0 ba
- 3453 gulf of mexico drive 242, Longboat Key 34228 $489,900 · 1 bd · 1 ba · 528 sqft
- 96 twin shores boulevard, Longboat Key 34228 $399,000 · 2 bd · 2 ba · 758 sqft
- 3453 gulf of mexico drive 237, Longboat Key 34228 $495,000 · 1 ba · 368 sqft
- 2800 harbourside drive e-21, Longboat Key 34228 $385,000 · 0 ba
- 408 gulf of mexico drive 2114, Longboat Key 34228 $39,000 · 0 ba
- 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
- 701 saint judes drive south 3, Longboat Key 34228 Pending $259,000 · 1 bd · 1 ba · 630 sqft
- 2800 harbourside drive f-06, Longboat Key 34228 Pending $339,000 · 0 ba
- 2850 gulf of mexico drive 5, Longboat Key 34228 Pending $324,000 · 1 bd · 1 ba · 657 sqft
- 2600 harbourside drive h-05, Longboat Key 34228 Pending $200,000 · 0 ba
- 6700 gulf of mexico drive 139, Longboat Key 34228 Active Under Contract $449,000 · 2 bd · 2 ba · 1,305 sqft
- 4310 falmouth drive 304, Longboat Key 34228 Active Under Contract $330,000 · 1 bd · 1 ba · 747 sqft
- 408 gulf of mexico drive 1332, Longboat Key 34228 Active Under Contract $59,000 · 0 ba
- 3240 gulf of mexico drive b104, Longboat Key 34228 Active Under Contract $425,000 · 2 bd · 2 ba · 1,260 sqft
- 600 sutton place b302, Longboat Key 34228 Active Under Contract $449,000 · 2 bd · 2 ba · 1,132 sqft
- 602 spanish drive south 115, Longboat Key 34228 Active Under Contract $359,900 · 2 bd · 2 ba · 1,427 sqft
- 1932 harbourside drive 214, Longboat Key 34228 Active Under Contract $449,000 · 2 bd · 2 ba · 1,192 sqft
- 600 sutton place 101b, Longboat Key 34228 Off market since Aug 2026 $335,000 · 1 bd · 1 ba · 883 sqft
- 2800 harbourside drive m-03, Longboat Key 34228 Off market since Jul 2026 $250,000 · 0 ba
- 2600 harbourside drive r9, Longboat Key 34228 Off market since Aug 2026 $335,000 · 0 ba · 1,575 sqft
- 667 el centro, Longboat Key 34228 Off market since Aug 2026 $380,000 · 2 bd · 2 ba · 1,327 sqft
- 2600 harbourside drive j-04, Longboat Key 34228 Off market since Jul 2026 $350,000 · 0 ba
- 2850 gulf of mexico drive 2, Longboat Key 34228 Off market since Jul 2026 $399,000 · 2 bd · 1 ba · 695 sqft
- 5841 gulf of mexico drive 236, Longboat Key 34228 Off market since Jul 2026 $475,000 · 1 bd · 1 ba · 450 sqft
- 4320 falmouth drive 103, Longboat Key 34228 Off market since Jul 2026 $499,000 · 2 bd · 2 ba · 1,072 sqft
- 729 saint judes drive south 3, Longboat Key 34228 Off market since Sep 2026 $449,000 · 1 bd · 1 ba · 630 sqft
- 4380 exeter drive 101, Longboat Key 34228 Off market since Jul 2026 $389,500 · 2 bd · 2 ba · 1,376 sqft
- 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
- 554 spanish drive south, Longboat Key 34228 Off market since Aug 2026 $420,000 · 2 bd · 2 ba · 1,326 sqft
- 96 twin shores boulevard, Longboat Key 34228 Off market since Jul 2026 $425,000 · 2 bd · 2 ba · 758 sqft
- 2600 harbourside drive l-11, Longboat Key 34228 Off market since Jul 2026 $425,000 · 0 ba
- 718 spanish drive north, Longboat Key 34228 Off market since Sep 2026 $435,000 · 2 bd · 2 ba · 1,327 sqft
- 711 spanish drive south, Longboat Key 34228 Off market since Aug 2026 $435,000 · 2 bd · 2 ba · 1,327 sqft
- 546 spanish drive south, Longboat Key 34228 Off market since Sep 2026 $499,000 · 2 bd · 2 ba · 1,241 sqft