4,153

Madison, IA Homes

Section Image
    • 0000 Harmon Ave, Winterset, IA 50273
      0000 Harmon Ave, Winterset, IA 50273
      0000 Harmon Ave, Winterset, IA 50273
      /23

      Not Listed For Sale

      0000 Harmon Ave, Winterset, IA 50273

      0000 Harmon Ave, Winterset, IA 50273
    • 422 W North St, Winterset, IA 50273
      422 W North St, Winterset, IA 50273
      422 W North St, Winterset, IA 50273
      /25

      Est $222,367 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 826 Sq Ft

      422 W North St, Winterset, IA 50273

      422 W North St, Winterset, IA 50273
    • 00 Roseman Bridge Rd, Winterset, IA 50273
      00 Roseman Bridge Rd, Winterset, IA 50273
      00 Roseman Bridge Rd, Winterset, IA 50273
      /4

      Not Listed For Sale

      00 Roseman Bridge Rd, Winterset, IA 50273

      00 Roseman Bridge Rd, Winterset, IA 50273
    • 0 Upland Ln Unit 5766439, Winterset, IA 50273
      0 Upland Ln Unit 5766439, Winterset, IA 50273
      0 Upland Ln Unit 5766439, Winterset, IA 50273
      /15

      Not Listed For Sale

      0 Upland Ln Unit 5766439, Winterset, IA 50273

      0 Upland Ln Unit 5766439, Winterset, IA 50273
    • 516 John Wayne Dr, Winterset, IA 50273
      516 John Wayne Dr, Winterset, IA 50273
      516 John Wayne Dr, Winterset, IA 50273
      /24

      Est $299,594 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,606 Sq Ft

      516 John Wayne Dr, Winterset, IA 50273

      516 John Wayne Dr, Winterset, IA 50273
    • 2262 Highway 169, Winterset, IA 50273
      2262 Highway 169, Winterset, IA 50273
      2262 Highway 169, Winterset, IA 50273
      /25

      Est $516,057 Not Listed For Sale

      • 3 Beds
      • 3 Baths

      2262 Highway 169, Winterset, IA 50273

      2262 Highway 169, Winterset, IA 50273
    • 417 N John Wayne Dr, Winterset, IA 50273
      417 N John Wayne Dr, Winterset, IA 50273
      417 N John Wayne Dr, Winterset, IA 50273
      /20

      Est $203,402 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 1,176 Sq Ft

      417 N John Wayne Dr, Winterset, IA 50273

      417 N John Wayne Dr, Winterset, IA 50273
    • 916 W Jefferson St, Winterset, IA 50273
      916 W Jefferson St, Winterset, IA 50273
      916 W Jefferson St, Winterset, IA 50273
      /29

      Est $358,815 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,242 Sq Ft

      916 W Jefferson St, Winterset, IA 50273

      916 W Jefferson St, Winterset, IA 50273
    • 122 E Jefferson St, Winterset, IA 50273
      122 E Jefferson St, Winterset, IA 50273
      122 E Jefferson St, Winterset, IA 50273
      /7

      Not Listed For Sale

      • Studio
      • 6 Baths

      122 E Jefferson St, Winterset, IA 50273

      122 E Jefferson St, Winterset, IA 50273
    • 409 N John Wayne Dr, Winterset, IA 50273
      409 N John Wayne Dr, Winterset, IA 50273
      409 N John Wayne Dr, Winterset, IA 50273
      /23

      Est $282,707 Not Listed For Sale

      • 5 Beds
      • 1.5 Baths
      • 1,885 Sq Ft

      409 N John Wayne Dr, Winterset, IA 50273

      409 N John Wayne Dr, Winterset, IA 50273
    • 1942 Nature Trail, Winterset, IA 50273
      1942 Nature Trail, Winterset, IA 50273
      1942 Nature Trail, Winterset, IA 50273
      /4

      Est $749,836 Not Listed For Sale

      1942 Nature Trail, Winterset, IA 50273

      1942 Nature Trail, Winterset, IA 50273
    • 613 W Washington St, Winterset, IA 50273
      613 W Washington St, Winterset, IA 50273
      613 W Washington St, Winterset, IA 50273
      /30

      Est $256,793 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,792 Sq Ft

      613 W Washington St, Winterset, IA 50273

      613 W Washington St, Winterset, IA 50273
    • 216 E Green St, Winterset, IA 50273
      216 E Green St, Winterset, IA 50273
      216 E Green St, Winterset, IA 50273
      /29

      Est $167,375 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 896 Sq Ft

      216 E Green St, Winterset, IA 50273

      216 E Green St, Winterset, IA 50273
    • 422 N 2nd Ave, Winterset, IA 50273
      422 N 2nd Ave, Winterset, IA 50273
      422 N 2nd Ave, Winterset, IA 50273
      /15

      Est $276,293 Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 2,482 Sq Ft

      422 N 2nd Ave, Winterset, IA 50273

      422 N 2nd Ave, Winterset, IA 50273
    • 1101 N 14th Ave, Winterset, IA 50273
      1101 N 14th Ave, Winterset, IA 50273
      1101 N 14th Ave, Winterset, IA 50273
      /26

      Est $433,233 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,359 Sq Ft

      1101 N 14th Ave, Winterset, IA 50273

      1101 N 14th Ave, Winterset, IA 50273
    • 722 E High St, Winterset, IA 50273
      722 E High St, Winterset, IA 50273
      722 E High St, Winterset, IA 50273
      /18

      Est $442,864 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,632 Sq Ft

      722 E High St, Winterset, IA 50273

      722 E High St, Winterset, IA 50273
    • 816 N 14th Ave, Winterset, IA 50273
      816 N 14th Ave, Winterset, IA 50273
      816 N 14th Ave, Winterset, IA 50273
      /29

      Est $338,303 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,682 Sq Ft

      816 N 14th Ave, Winterset, IA 50273

      816 N 14th Ave, Winterset, IA 50273
    • 622 W South St, Winterset, IA 50273
      622 W South St, Winterset, IA 50273
      622 W South St, Winterset, IA 50273
      /7

      Est $175,888 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,680 Sq Ft

      622 W South St, Winterset, IA 50273

      622 W South St, Winterset, IA 50273
    • 600 N 9th Ave, Winterset, IA 50273
      600 N 9th Ave, Winterset, IA 50273
      600 N 9th Ave, Winterset, IA 50273
      /26

      Est $411,099 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,522 Sq Ft

      600 N 9th Ave, Winterset, IA 50273

      600 N 9th Ave, Winterset, IA 50273
    • 419 Oak Tree Dr, Winterset, IA 50273
      419 Oak Tree Dr, Winterset, IA 50273
      419 Oak Tree Dr, Winterset, IA 50273
      /17

      Est $255,976 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,444 Sq Ft

      419 Oak Tree Dr, Winterset, IA 50273

      419 Oak Tree Dr, Winterset, IA 50273
    • Lot 9 Cedar Ridge Estates Highway 169 North Hwy N, Winterset, IA 50273
      Lot 9 Cedar Ridge Estates Highway 169 North Hwy N, Winterset, IA 50273
      Lot 9 Cedar Ridge Estates Highway 169 North Hwy N, Winterset, IA 50273
      /3

      Not Listed For Sale

      Lot 9 Cedar Ridge Estates Highway 169 North Hwy N, Winterset, IA 50273

      Lot 9 Cedar Ridge Estates Highway 169 North Hwy N, Winterset, IA 50273
    • 809 N 10th Ave, Winterset, IA 50273
      809 N 10th Ave, Winterset, IA 50273
      809 N 10th Ave, Winterset, IA 50273
      /25

      Est $413,152 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,517 Sq Ft

      809 N 10th Ave, Winterset, IA 50273

      809 N 10th Ave, Winterset, IA 50273
    • 824 N 11th Avenue Cir, Winterset, IA 50273
      824 N 11th Avenue Cir, Winterset, IA 50273
      824 N 11th Avenue Cir, Winterset, IA 50273
      /3

      Est $297,543 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,811 Sq Ft

      824 N 11th Avenue Cir, Winterset, IA 50273

      824 N 11th Avenue Cir, Winterset, IA 50273
    • 1116 Meredith Cir, Winterset, IA 50273
      1116 Meredith Cir, Winterset, IA 50273
      1116 Meredith Cir, Winterset, IA 50273
      /3

      Est $287,646 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,606 Sq Ft

      1116 Meredith Cir, Winterset, IA 50273

      1116 Meredith Cir, Winterset, IA 50273
    • 0000 3 75a Sw Cor St SW, Winterset, IA 50273
      0000 3 75a Sw Cor St SW, Winterset, IA 50273
      0000 3 75a Sw Cor St SW, Winterset, IA 50273
      /6

      Not Listed For Sale

      0000 3 75a Sw Cor St SW, Winterset, IA 50273

      0000 3 75a Sw Cor St SW, Winterset, IA 50273
    • 912 N 14th Ave, Winterset, IA 50273
      912 N 14th Ave, Winterset, IA 50273
      912 N 14th Ave, Winterset, IA 50273
      /25

      Est $341,991 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 1,682 Sq Ft

      912 N 14th Ave, Winterset, IA 50273

      912 N 14th Ave, Winterset, IA 50273
    • 117 E North St, Winterset, IA 50273
      117 E North St, Winterset, IA 50273
      117 E North St, Winterset, IA 50273
      /26

      Est $306,846 Not Listed For Sale

      • 6 Beds
      • 3 Baths
      • 1,800 Sq Ft

      117 E North St, Winterset, IA 50273

      117 E North St, Winterset, IA 50273
    • RR 187th St, Winterset, IA 50273
      RR 187th St, Winterset, IA 50273
      RR 187th St, Winterset, IA 50273
      /3

      Not Listed For Sale

      RR 187th St, Winterset, IA 50273

      RR 187th St, Winterset, IA 50273
    • 00 Terrace Ave, Winterset, IA 50273
      00 Terrace Ave, Winterset, IA 50273
      00 Terrace Ave, Winterset, IA 50273
      /7

      Not Listed For Sale

      00 Terrace Ave, Winterset, IA 50273

      00 Terrace Ave, Winterset, IA 50273
    • 2450 Knoll Ridge Trail, Winterset, IA 50273
      2450 Knoll Ridge Trail, Winterset, IA 50273
      2450 Knoll Ridge Trail, Winterset, IA 50273
      /21

      Est $352,000 Not Listed For Sale

      • 4 Beds
      • 2 Baths

      2450 Knoll Ridge Trail, Winterset, IA 50273

      2450 Knoll Ridge Trail, Winterset, IA 50273
    • Parcel 220th St, Winterset, IA 50273
      Parcel 220th St, Winterset, IA 50273
      Parcel 220th St, Winterset, IA 50273
      /4

      Not Listed For Sale

      Parcel 220th St, Winterset, IA 50273

      Parcel 220th St, Winterset, IA 50273
    • 313 E Court Ave, Winterset, IA 50273
      313 E Court Ave, Winterset, IA 50273
      313 E Court Ave, Winterset, IA 50273
      /30

      Est $263,536 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,644 Sq Ft

      313 E Court Ave, Winterset, IA 50273

      313 E Court Ave, Winterset, IA 50273
    • 617 W Short St, Winterset, IA 50273
      617 W Short St, Winterset, IA 50273
      617 W Short St, Winterset, IA 50273
      /13

      Est $262,176 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,168 Sq Ft

      617 W Short St, Winterset, IA 50273

      617 W Short St, Winterset, IA 50273
    • 1811 Highway 169, Winterset, IA 50273
      1811 Highway 169, Winterset, IA 50273
      1811 Highway 169, Winterset, IA 50273
      /25

      Est $707,868 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths

      1811 Highway 169, Winterset, IA 50273

      1811 Highway 169, Winterset, IA 50273
    • 2383 250th St, Winterset, IA 50273
      2383 250th St, Winterset, IA 50273
      2383 250th St, Winterset, IA 50273
      /25

      Est $984,736 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths

      2383 250th St, Winterset, IA 50273

      2383 250th St, Winterset, IA 50273
    • 1494 260th St, Winterset, IA 50273
      1494 260th St, Winterset, IA 50273
      1494 260th St, Winterset, IA 50273
      /18

      Est $322,681 Not Listed For Sale

      • 2 Beds
      • 1 Bath

      1494 260th St, Winterset, IA 50273

      1494 260th St, Winterset, IA 50273
    • 316 S John Wayne Dr, Winterset, IA 50273
      316 S John Wayne Dr, Winterset, IA 50273
      316 S John Wayne Dr, Winterset, IA 50273
      /25

      Est $535,642 Not Listed For Sale

      • 7 Beds
      • 5.5 Baths
      • 5,889 Sq Ft

      316 S John Wayne Dr, Winterset, IA 50273

      316 S John Wayne Dr, Winterset, IA 50273
    • 301 W Green St, Winterset, IA 50273
      301 W Green St, Winterset, IA 50273
      301 W Green St, Winterset, IA 50273
      /11

      Est $151,885 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 974 Sq Ft

      301 W Green St, Winterset, IA 50273

      301 W Green St, Winterset, IA 50273
    • 000 214th Dr, Winterset, IA 50273
      000 214th Dr, Winterset, IA 50273
      000 214th Dr, Winterset, IA 50273
      /21

      Not Listed For Sale

      000 214th Dr, Winterset, IA 50273

      000 214th Dr, Winterset, IA 50273
    • 000 Highway 169, Winterset, IA 50273
      000 Highway 169, Winterset, IA 50273
      000 Highway 169, Winterset, IA 50273
      /23

      Not Listed For Sale

      000 Highway 169, Winterset, IA 50273

      000 Highway 169, Winterset, IA 50273

Showing Results 641 - 680, Page 17 of 18

Iowa Madison County Winterset

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group