Homes under $500K in Madeira Beach, FL

21 for sale · 70 homes listed · Updated November 9, 2026 · Page 1 of 2

• 159 Medallion Boulevard H, Madeira Beach 33708 $355,000 · 1 bd · 1 ba · 430 sqft
• 747 Pruitt Drive, Madeira Beach 33708 $465,000 · 3 bd · 2 ba · 1,664 sqft
• 337 Rex Place #A, Madeira Beach 33708 $389,900 · 2 bd · 2 ba · 1,090 sqft
• 179 Medallion Boulevard #D, Madeira Beach 33708 $317,900 · 1 bd · 1 ba · 430 sqft
• 13343 Gulf Boulevard #14, Madeira Beach 33708 $260,000 · 1 bd · 1 ba · 414 sqft
• 13343 Gulf Boulevard #B5, Madeira Beach 33708 $229,000 · 1 ba · 240 sqft
• 317 Rex Place #G, Madeira Beach 33708 $395,000 · 2 bd · 2 ba · 1,040 sqft
• 11273 Kapok Grand Circle, Madeira Beach 33708 $398,900 · 3 bd · 3 ba · 1,524 sqft
• 230 Medallion Boulevard #F, Madeira Beach 33708 $359,000 · 2 bd · 1 ba · 825 sqft
• 14054 Vivian Drive, Madeira Beach 33708 $259,900 · 2 bd · 1 ba · 1,073 sqft
• 13343 Gulf Boulevard #C-12, Madeira Beach 33708 $279,000 · 1 bd · 1 ba · 445 sqft
• 13313 2nd Street East, Madeira Beach 33708 $435,000 · 2 bd · 1 ba · 705 sqft
• 14141 Gulf Boulevard #5, Madeira Beach 33708 $309,000 · 1 bd · 1 ba · 392 sqft
• 175 Medallion Boulevard #F, Madeira Beach 33708 $324,900 · 1 bd · 2 ba · 755 sqft
• 13123 4th Street East, Madeira Beach 33708 $425,000 · 2 bd · 1 ba · 681 sqft
• 169 Medallion Boulevard #E, Madeira Beach 33708 $299,900 · 1 bd · 2 ba · 755 sqft
• 179 Medallion Boulevard #H, Madeira Beach 33708 $369,000 · 1 bd · 2 ba · 755 sqft
• 14251 Gulf Boulevard #5, Madeira Beach 33708 $295,000 · 1 bd · 1 ba · 393 sqft
• 401 150th Avenue #241, Madeira Beach 33708 $450,000 · 2 bd · 2 ba · 1,290 sqft
• 155 Medallion Boulevard #E, Madeira Beach 33708 $300,000 · 1 bd · 1 ba · 430 sqft
• 601 American Legion Drive #3, Madeira Beach 33708 $299,000 · 0 ba
• 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
• 363 145th Avenue East, Madeira Beach 33708 Active Under Contract $399,000 · 2 bd · 1 ba · 1,351 sqft
• 440 South Bayshore Drive, Madeira Beach 33708 Active Under Contract $290,000 · 3 bd · 2 ba · 1,247 sqft
• 13235 Gulf Boulevard #409, Madeira Beach 33708 Active Under Contract $499,000 · 2 bd · 2 ba · 767 sqft
• 111 145th Avenue East #4, Madeira Beach 33708 Active Under Contract $276,000 · 2 bd · 1 ba · 815 sqft
• 255 146th Avenue East, Madeira Beach 33708 Active Under Contract $459,000 · 2 bd · 2 ba · 875 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
• 363 145th Avenue East, Madeira Beach 33708 Off market since Sep 2026 $399,000 · 2 bd · 1 ba · 1,351 sqft
• 317 Rex Place G, Madeira Beach 33708 Off market since Sep 2026 $395,000 · 2 bd · 2 ba · 1,040 sqft
• 14251 Gulf Boulevard 5, Madeira Beach 33708 Off market since Sep 2026 $299,000 · 1 bd · 1 ba · 393 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
• 179 Medallion Boulevard East, Madeira Beach 33708 Off market since Sep 2026 $399,000 · 1 bd · 2 ba · 755 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