Homes under $400K in Key Largo, FL

35 for sale · 51 homes listed · Updated November 9, 2026 · Page 1 of 2

300 Ocean Drive 22, Key Largo 33037 $319,900 · 2 bd · 2 ba · 1,024 sqft
325 Calusa Street #120, Key Largo 33037 $315,000 · 2 bd · 2 ba
101551 Overseas Highway # 154, Key Largo 33037 $340,000 · 2 bd · 1 ba · 315 sqft
101551 Overseas Highway 147, Key Largo 33037 $355,000 · 1 bd · 1 ba · 367 sqft
325 Calusa Street # 15, Key Largo 33037 $335,000 · 2 bd · 1 ba · 275 sqft
325 Calusa Street 478, Key Largo 33037 $385,000 · 2 bd · 2 ba · 1,330 sqft
98282 Windward Avenue Unit 2, Key Largo 33037 $398,500 · 2 bd · 2 ba · 778 sqft
2 Janet Place, Key Largo 33037 $295,000 · 1 bd · 1 ba
325 Calusa Street #81, Key Largo 33037 $399,990 · 2 bd · 2 ba · 500 sqft
103650 Overseas Highway, Key Largo 33037 $50,000 · 2 bd · 2 ba · 2,178 sqft
325 Calusa Street #122, Key Largo 33037 $360,000 · 2 bd · 1 ba
104000 Overseas Highway 1 - 2, Key Largo 33037 $295,000 · 3 bd · 3 ba · 2,300 sqft
98402 Windward Avenue, Key Largo 33037 $364,500 · 2 bd · 2 ba · 778 sqft
104000 Overseas Highway, Key Largo 33037 $350,000 · 3 bd · 3 ba · 2,334 sqft
13 Judy Place, Key Largo 33037 $369,900 · 3 bd · 2 ba · 1,344 sqft
104000 Overseas Highway Unit 6-6, Key Largo 33037 $279,000 · 3 bd · 3 ba · 2,400 sqft
104000 Overseas Highway 2 - 2, Key Largo 33037 $315,000 · 3 bd · 3 ba · 2,300 sqft
325 Calusa Street # 58, Key Largo 33037 $390,000 · 2 bd · 1 ba · 600 sqft
101551 Overseas Highway #148, Key Largo 33037 $325,000 · 2 bd · 1 ba · 334 sqft
36 East 2nd Unit 3p, Key Largo 33037 $29,000 · 2 bd · 1 ba · 700 sqft
36 East 2nd Street Unit P4, Key Largo 33037 $89,000 · 2 bd · 1 ba · 900 sqft
325 Calusa Street 259, Key Largo 33037 $365,000 · 2 bd · 1 ba · 400 sqft
325 Calusa Street Unit 120, Key Largo 33037 $315,000 · 2 bd · 2 ba · 500 sqft
101551 Overseas Highway # 164, Key Largo 33037 $385,000 · 2 bd · 1 ba · 500 sqft
101551 Overseas Highway # 165, Key Largo 33037 $375,000 · 2 bd · 1 ba · 600 sqft
104000 Overseas Highway 3 - 3, Key Largo 33037 $325,000 · 3 bd · 3 ba · 2,300 sqft
103950 Overseas Highway #Ru62, Key Largo 33037 $199,900 · 1 bd · 0 ba
325 Calusa Street #440, Key Largo 33037 $270,000 · 2 bd · 1 ba
325 Calusa Street Unit 440, Key Largo 33037 $270,000 · 2 bd · 1 ba · 2,100 sqft
Listing-10679063205, Key Largo 33037 $365,000 · 2 bd · 1 ba
325 Calusa Street Unit 482, Key Largo 33037 $399,000 · 2 bd · 1 ba · 400 sqft
95350 Overseas Highway Unit 22, Key Largo 33037 $75,000 · 1 bd · 1 ba · 288 sqft
93 1st Court, Key Largo 33037 $349,000 · 1 bd · 1 ba · 832 sqft
325 Calusa Street #86, Key Largo 33037 $345,000 · 2 bd · 1 ba · 406 sqft
325 Calusa Street #441, Key Largo 33037 $325,000 · 2 bd · 1 ba
104000 Overseas Highway 5 - 5, Key Largo 33037 Pending $350,000 · 3 bd · 3 ba · 2,352 sqft
969 Plantation Road, Key Largo 33037 Pending $389,000 · 4 bd · 1 ba · 1,344 sqft
325 Calusa Street 44, Key Largo 33037 Pending $355,000 · 2 bd · 2 ba
60 Avenue C, Key Largo 33037 Pending $375,000 · 2 bd · 1 ba · 872 sqft
302 Ryan Avenue, Key Largo 33037 Pending $250,000 · 2 bd · 1 ba · 732 sqft
969 Plantation Rd Road, Key Largo 33037 Active Under Contract $389,000 · 4 bd · 1 ba · 1,344 sqft
813 Narragansett Lane, Key Largo 33037 Active Under Contract $320,000 · 2 bd · 1 ba · 1,004 sqft
110 Tweedy Pie Terrace, Key Largo 33037 Active Under Contract $369,000 · 2 bd · 2 ba · 830 sqft
86 Avenue B, Key Largo 33037 Active Under Contract $380,000 · 2 bd · 2 ba · 1,014 sqft
971 Valencia Road, Key Largo 33037 Active Under Contract $285,000 · 3 bd · 2 ba
104000 Overseas Highway 5 - 4, Key Largo 33037 Off market since Aug 2026 $350,000 · 3 bd · 3 ba · 2,352 sqft
325 Calusa Street 516, Key Largo 33037 Off market since Jul 2026 $335,000 · 2 bd · 1 ba
104000 Overseas Highway 3-6, Key Largo 33037 Sold on Jul 31, 2026 $299,000 · 3 bd · 3 ba · 2,300 sqft
101551 Overseas Highway 159, Key Largo 33037 Off market since Sep 2026 $355,000 · 2 bd · 2 ba · 416 sqft
103950 Overseas Highway Ru62, Key Largo 33037 Off market since Sep 2026 $199,900 · 1 bd · 0 ba