Homes under $500K in Montgomery, IL

45 for sale · 156 homes listed · Updated September 27, 2026 · Page 2 of 4

• 3106 fairfield way, Montgomery 60538 Active Under Contract $389,900 · 5 bd · 3 ba · 2,862 sqft
• 1924 grandview place, Montgomery 60538 Active Under Contract $235,000 · 3 bd · 2 ba · 1,434 sqft
• 2789 avalon lane, Montgomery 60538 Active Under Contract $400,000 · 5 bd · 3 ba · 2,325 sqft
• 3404 helene rieder drive, Montgomery 60538 Active Under Contract $305,000 · 3 bd · 3 ba · 1,759 sqft
• 3392 big bend drive, Montgomery 60538 Active Under Contract $474,900 · 3 bd · 3 ba · 2,473 sqft
• 136 saugatuck road, Montgomery 60538 Active Under Contract $315,000 · 3 bd · 1 ba · 1,300 sqft
• 1805 grandview place 1805, Montgomery 60538 Active Under Contract $265,000 · 2 bd · 3 ba · 1,434 sqft
• 176 boulder hill pass, Montgomery 60538 Active Under Contract $340,000 · 4 bd · 2 ba · 1,535 sqft
• 125 riverside drive, Montgomery 60538 Active Under Contract $299,900 · 3 bd · 2 ba · 900 sqft
• 1811 candlelight circle, Montgomery 60538 Active Under Contract $304,900 · 3 bd · 3 ba · 1,805 sqft
• 207 hartway court, Montgomery 60538 Active Under Contract $340,000 · 3 bd · 2 ba · 1,330 sqft
• 1324 hickory ridge drive, Montgomery 60538 Active Under Contract $425,000 · 3 bd · 3 ba · 1,734 sqft
• 3 seneca drive, Montgomery 60538 Active Under Contract $335,000 · 3 bd · 1 ba · 2,058 sqft
• 988 sapphire lane, Montgomery 60538 Active Under Contract $474,990 · 4 bd · 3 ba · 2,356 sqft
• 46 briarcliff road, Montgomery 60538 Active Under Contract $315,000 · 3 bd · 2 ba · 1,588 sqft
• 2955 shetland lane, Montgomery 60538 Active Under Contract $399,900 · 5 bd · 3 ba · 2,998 sqft
• 2341 mayfield drive, Montgomery 60538 Active Under Contract $437,000 · 4 bd · 3 ba · 1,920 sqft
• 15 curtmar court, Montgomery 60538 Active Under Contract $199,900 · 4 bd · 2 ba · 1,568 sqft
• 3183 venetian way, Montgomery 60538 Active Under Contract $390,000 · 3 bd · 3 ba · 1,975 sqft
• 21 scarsdale road, Montgomery 60538 Active Under Contract $245,000 · 3 bd · 1 ba · 1,080 sqft
• 3355 big bend drive, Montgomery 60538 Active Under Contract $445,000 · 4 bd · 3 ba · 2,144 sqft
• 1 fallcreek circle, Montgomery 60538 Active Under Contract $299,900 · 2 bd · 2 ba · 1,419 sqft
• 2636 jenna circle, Montgomery 60538 Active Under Contract $320,000 · 3 bd · 3 ba · 1,574 sqft
• 1912 grandview place, Montgomery 60538 Active Under Contract $265,000 · 3 bd · 2 ba · 1,746 sqft
• 42 circle drive west, Montgomery 60538 Active Under Contract $315,000 · 3 bd · 2 ba · 1,384 sqft
• 2466 prescott drive, Montgomery 60538 Active Under Contract $459,900 · 4 bd · 4 ba · 2,668 sqft
• 2268 stacy circle, Montgomery 60538 Active Under Contract $385,000 · 4 bd · 3 ba · 2,080 sqft
• 31 circle drive west, Montgomery 60538 Active Under Contract $329,000 · 4 bd · 2 ba · 912 sqft
• 24 marnel road, Montgomery 60538 Active Under Contract $344,900 · 4 bd · 2 ba · 1,880 sqft
• 1808 candlelight circle, Montgomery 60538 Active Under Contract $290,000 · 2 bd · 3 ba · 1,754 sqft
• 2469 hillsboro lane, Montgomery 60538 Active Under Contract $295,000 · 2 bd · 3 ba · 1,400 sqft
• 1019 harmony drive, Montgomery 60538 Active Under Contract $300,000 · 3 bd · 2 ba · 1,161 sqft
• 19 garden drive, Montgomery 60538 Active Under Contract $239,900 · 3 bd · 2 ba · 1,122 sqft
• 2421 columbia lane, Montgomery 60538 Active Under Contract $389,900 · 4 bd · 3 ba · 2,995 sqft
• 1883 waverly way, Montgomery 60538 Active Under Contract $285,000 · 2 bd · 3 ba · 1,330 sqft
• 44 saugatuck road, Montgomery 60538 Active Under Contract $314,000 · 3 bd · 1 ba · 1,300 sqft
• 1330 gates street, Montgomery 60538 Active Under Contract $164,999 · 2 bd · 1 ba · 803 sqft
• 68 marnel road, Montgomery 60538 Active Under Contract $327,000 · 4 bd · 2 ba · 1,536 sqft
• 127 south river street, Montgomery 60538 Active Under Contract $365,000 · 2 bd · 2 ba · 1,224 sqft
• 2822 oakmont drive, Montgomery 60538 Active Under Contract $225,000 · 2 bd · 2 ba · 934 sqft
• 61 eastfield road, Montgomery 60538 Active Under Contract $300,000 · 4 bd · 1 ba · 1,250 sqft
• 141 hamlet circle, Montgomery 60538 Active Under Contract $380,000 · 4 bd · 3 ba · 1,943 sqft
• 15 somerset road, Montgomery 60538 Active Under Contract $399,900 · 4 bd · 3 ba · 1,976 sqft
• 95 winter hill circle, Montgomery 60538 Active Under Contract $409,900 · 4 bd · 3 ba · 2,094 sqft
• 210 hartway court, Montgomery 60538 Active Under Contract $360,000 · 3 bd · 2 ba · 1,571 sqft
• 2426 montclair lane, Montgomery 60538 Active Under Contract $400,000 · 3 bd · 4 ba · 1,965 sqft
• 2182 kyla court, Montgomery 60538 Active Under Contract $387,700 · 3 bd · 3 ba · 1,633 sqft
• 2246 margaret drive, Montgomery 60538 Active Under Contract $280,000 · 2 bd · 2 ba · 934 sqft
• 16 greenbriar drive, Montgomery 60538 Active Under Contract $290,000 · 3 bd · 1 ba · 1,092 sqft
• 2490 riva ridge road, Montgomery 60538 Active Under Contract $375,000 · 4 bd · 4 ba · 2,224 sqft