Homes under $500K in Madeira Beach, FL

30 for sale · 53 homes listed · Updated September 25, 2026 · Page 1 of 2

• 440 south bayshore drive, Madeira Beach 33708 $290,000 · 3 bd · 2 ba · 1,247 sqft
• 363 145th avenue east, Madeira Beach 33708 $399,000 · 2 bd · 1 ba · 1,351 sqft
• 317 rex place g, Madeira Beach 33708 $395,000 · 2 bd · 2 ba · 1,040 sqft
• 14251 gulf boulevard 5, Madeira Beach 33708 $299,000 · 1 bd · 1 ba · 393 sqft
• 179 medallion boulevard east, Madeira Beach 33708 $399,000 · 1 bd · 2 ba · 755 sqft
• 11273 kapok grand circle, Madeira Beach 33708 $399,900 · 3 bd · 3 ba · 1,524 sqft
• 358 boca ciega drive, Madeira Beach 33708 $419,000 · 2 bd · 2 ba · 1,059 sqft
• 159 medallion boulevard h, Madeira Beach 33708 $355,000 · 1 bd · 1 ba · 430 sqft
• 4565 duhme road 106, Madeira Beach 33708 $115,000 · 1 bd · 1 ba · 780 sqft
• 179 medallion boulevard h, Madeira Beach 33708 $369,000 · 1 bd · 2 ba · 755 sqft
• 155 medallion boulevard east, Madeira Beach 33708 $300,000 · 1 bd · 1 ba · 430 sqft
• 159 medallion boulevard f, Madeira Beach 33708 $325,000 · 1 bd · 1 ba · 430 sqft
• 215 medallion boulevard g, Madeira Beach 33708 $470,000 · 1 bd · 2 ba · 755 sqft
• 13343 gulf boulevard 14, Madeira Beach 33708 $260,000 · 1 bd · 1 ba · 414 sqft
• 337 rex place a, Madeira Beach 33708 $394,900 · 2 bd · 2 ba · 1,090 sqft
• 169 medallion boulevard east, Madeira Beach 33708 $319,900 · 1 bd · 2 ba · 755 sqft
• 320 medallion boulevard h, Madeira Beach 33708 $349,000 · 2 bd · 1 ba · 915 sqft
• 230 medallion boulevard d, Madeira Beach 33708 $448,000 · 2 bd · 1 ba · 750 sqft
• 542 boca ciega point boulevard north 2108, Madeira Beach 33708 $462,000 · 2 bd · 2 ba · 1,450 sqft
• 13343 gulf boulevard c-12, Madeira Beach 33708 $284,900 · 1 bd · 1 ba · 445 sqft
• 14054 vivian drive, Madeira Beach 33708 $279,900 · 2 bd · 1 ba · 1,073 sqft
• 175 medallion boulevard f, Madeira Beach 33708 $324,900 · 1 bd · 2 ba · 755 sqft
• 179 medallion boulevard d, Madeira Beach 33708 $317,900 · 1 bd · 1 ba · 430 sqft
• 13313 2nd street east, Madeira Beach 33708 $435,000 · 2 bd · 1 ba · 705 sqft
• 13123 4th street east, Madeira Beach 33708 $425,000 · 2 bd · 1 ba · 681 sqft
• 253 rex place b, Madeira Beach 33708 $274,500 · 1 bd · 1 ba · 430 sqft
• 230 medallion boulevard f, Madeira Beach 33708 $359,000 · 2 bd · 1 ba · 825 sqft
• 13343 gulf boulevard b5, Madeira Beach 33708 $229,000 · 1 ba · 240 sqft
• 13401 1st street east, Madeira Beach 33708 $475,000 · 2 bd · 2 ba · 1,642 sqft
• 14141 gulf boulevard 5, Madeira Beach 33708 $309,000 · 1 bd · 1 ba · 392 sqft
• 14001 gulf boulevard 407, Madeira Beach 33708 Pending $389,000 · 1 bd · 2 ba · 840 sqft
• 13104 4th street east, Madeira Beach 33708 Pending $279,900 · 4 bd · 2 ba · 1,020 sqft
• 9735 50th avenue north, Madeira Beach 33708 Pending $289,000 · 2 bd · 2 ba · 1,252 sqft
• 11162 kapok grand circle, Madeira Beach 33708 Active Under Contract $349,900 · 2 bd · 3 ba · 1,332 sqft
• 11125 kapok grand circle, Madeira Beach 33708 Active Under Contract $398,900 · 2 bd · 3 ba · 1,524 sqft
• 14001 gulf boulevard 207, Madeira Beach 33708 Active Under Contract $379,000 · 1 bd · 2 ba · 840 sqft
• 260 medallion boulevard f, Madeira Beach 33708 Active Under Contract $329,900 · 2 bd · 1 ba · 825 sqft
• 13098 boca ciega avenue, Madeira Beach 33708 Active Under Contract $220,000 · 2 bd · 2 ba · 1,044 sqft
• 230 medallion boulevard east, Madeira Beach 33708 Active Under Contract $349,900 · 2 bd · 1 ba · 750 sqft
• 4701 duhme road 1d, Madeira Beach 33708 Active Under Contract $175,000 · 1 bd · 2 ba · 797 sqft
• 11117 kapok grand circle, Madeira Beach 33708 Active Under Contract $399,999 · 3 bd · 3 ba · 1,850 sqft
• 13235 gulf boulevard 407, Madeira Beach 33708 Active Under Contract $487,500 · 2 bd · 1 ba · 770 sqft
• 330 133rd avenue east, Madeira Beach 33708 Active Under Contract $279,000 · 2 bd · 1 ba · 1,120 sqft
• 171 medallion boulevard f, Madeira Beach 33708 Off market since Aug 2026 $364,900 · 1 bd · 2 ba · 755 sqft
• 179 medallion blvd c, Madeira Beach 33708 Off market since Sep 2026 $395,000 · 1 bd · 1 ba · 430 sqft
• 14141 gulf boulevard 5, Madeira Beach 33708 Off market since Aug 2026 $311,000 · 1 bd · 1 ba · 392 sqft
• 50 137th avenue circle, Madeira Beach 33708 Off market since Aug 2026 $424,900 · 1 bd · 1 ba · 753 sqft
• 11117 kapok grand circle, Madeira Beach 33708 Off market since Aug 2026 $469,000 · 3 bd · 3 ba · 1,850 sqft
• 4723 114th street north, Madeira Beach 33708 Off market since Aug 2026 $499,900 · 4 bd · 2 ba · 1,755 sqft
• 159 medallion boulevard east, Madeira Beach 33708 Off market since Jul 2026 $265,000 · 1 bd · 1 ba · 430 sqft