Madison, IA Homes

• 

  

  

  /26

  Est $251,971 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  622 W Fremont St, Winterset, IA 50273

  622 W Fremont St, Winterset, IA 50273
• 

  

  

  /18

  $305,000

  • Studio
  • 1 Bath
  • 995 Sq Ft

  418 N 6th St, Winterset, IA 50273

  Investor Alert! Super clean and well-maintained duplex investment property. Each unit has 2 bedrooms and 1 full bath. Large living room, spacious kitchen and dining area. Sliding door from the dining area leads to the backyard. The bedrooms have good size closets. 1st floor laundry. Ample storage space in the basement. 1 car attached garage. 418 N 6th St. - furnace new 2021, newer flooring and

  Jennifer Stover Madison County Realty

  418 N 6th St, Winterset, IA 50273
• 

  

  

  /5

  $149,000 Sold May 23, 2025

  • Land
  • 3.72 Acres
  • $40,054 per Acre

  • 166 Days On Market

  Lot 39 114th Ct, Winterset, IA 50273

  Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of these things and

  Julie Baudler RE/MAX Concepts

  Lot 39 114th Ct, Winterset, IA 50273
• 

  

  

  /12

  Not Listed For Sale

  • Studio
  • 4 Baths
  • 3,600 Sq Ft

  602 S 2nd St, Winterset, IA 50273

  602 S 2nd St, Winterset, IA 50273
• 

  

  

  /17

  $84,500

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft

  315 N 4th Ave, Winterset, IA 50273

  . 1.5-story home with a welcoming front porch and a 1-car detached garage. This home offers 3 bedrooms and 1 bath. Hardwood floors and carpet. 2 window units stay with the home. Large yard and great location!. Call today for your viewing!

  Sarah Cowman Homefront Real Estate, LLC

  315 N 4th Ave, Winterset, IA 50273
• 

  

  /24

  $218,000 Sold May 22, 2025

  • 912 Sq Ft
  • $239/SF
  • 58 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1961

  1104 W South St, Winterset, IA 50273

  Welcome to this delightful 3 bedroom, 2 bathroom ranch-style home. Nestled in a desirable neighborhood near schools and the aquatic center, this charming residence offers a fenced backyard perfect for pets & outdoor enjoyment. All appliances stay with the home, and recent upgrades include new electrical, air conditioning/furnace, siding, gutters, & roof. With its convenient location and cozy

  Kenneth Kauzlarich RE/MAX Precision

  1104 W South St, Winterset, IA 50273
• 

  

  /20

  Est $189,022 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 896 Sq Ft

  617 S 2nd St, Winterset, IA 50273

  617 S 2nd St, Winterset, IA 50273
• 

  

  /9

  $216,000

  • 2 Beds
  • 1 Bath
  • 1,031 Sq Ft

  413 E Madison St, Winterset, IA 50273

  Looking to downsize? Just starting out? This is it! 2 bed, 1 bath tri-plex features zero-step entry and 36" doorways throughout as well as ADA shower with tile surround and ADA toilet for safe, easy and convenient access. The open floor plan includes vaulted ceilings in living, kitchen and dinning rooms and tray ceiling in the master. It's completed with LVP flooring in the main rooms and carpet

  Alyssa Tadlock Madison County Realty

  413 E Madison St, Winterset, IA 50273
• 

  

  /20

  $125,000 Sold May 20, 2025

  • 1,255 Sq Ft
  • $100/SF
  • 4 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1896

  728 W Green St, Winterset, IA 50273

  Quaint 1.5 story home; well loved by its owner. 1255 sq feet of living space with 1 bedroom 1 bath down and 2 bedrooms 1/2 bath up. This home is loaded with charm. Large living room with wood floors surrounded by windows that compliment the era in which the home was built. Formal dining room with built in; great lighting from windows along with a nice sized kitchen. Cute little back porch and

  Sarah Cowman Homefront Real Estate, LLC

  728 W Green St, Winterset, IA 50273
• 

  

  /23

  Est $296,432 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  818 W Washington St, Winterset, IA 50273

  818 W Washington St, Winterset, IA 50273
• 

  

  /8

  $220,000

  • 2 Beds
  • 1 Bath
  • 1,031 Sq Ft

  411 W Madison St, Winterset, IA 50273

  Looking to downsize? Just starting out? This is it! 2 bed, 1 bath tri-plex features zero-step entry and 36" doorways throughout as well as ADA shower and ADA toilet for safe, easy and convenient access. The open floor plan includes vaulted ceilings in living, kitchen and dinning rooms and tray ceiling in the master. It's completed with LVP flooring in the main rooms and carpet in bedrooms and a

  Alyssa Tadlock Madison County Realty

  411 W Madison St, Winterset, IA 50273
• 

  

  /26

  $240,000 Sold May 20, 2025

  • 2,016 Sq Ft
  • $119/SF
  • 173 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1900

  401 E Jefferson St, Winterset, IA 50273

  So much space in this 4 bedroom, 2.5 bath, 2016 sf home! This home has the perfect mix of old character and new amenities. New updates included recently remodeled kitchen, updated bathrooms, newer HVAC and roof. All the while, keeping the charm of the old with amazing staircase and trim throughout, hardwood floors, high ceilings, double staircase and hardwood floors. 1st floor bedroom with full

  Jennifer Stover Madison County Realty

  401 E Jefferson St, Winterset, IA 50273
• 

  

  /20

  Est $208,190 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft

  824 S 4th Ave, Winterset, IA 50273

  824 S 4th Ave, Winterset, IA 50273
• 

  

  /34

  $539,900

  • 6 Beds
  • 4 Baths
  • 3,155 Sq Ft

  2237 Holliwell Valley Ct, Winterset, IA 50273

  Remarks: Welcome home! This 4.3 acre homestead will allow you to enjoy life to the fullest. Step into a spacious home with over 4,700 sq ft total of finished living space. At the heart of the home is a gorgeous kitchen with soft-close drawers, a walk-in pantry, and breathtaking views of the countryside hills and peaceful neighboring pond—best enjoyed from the sunny dining area or

  Wendy Eilander RE/MAX Concepts

  2237 Holliwell Valley Ct, Winterset, IA 50273
• 

  

  /20

  $450,000 Sold May 14, 2025

  • 2,464 Sq Ft
  • $183/SF
  • 17 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1905

  522 W Green St, Winterset, IA 50273

  This stunning two-story home offers 5 bedrooms, 3 full baths, and is packed with charm and detail throughout. Nestled on a corner lot, this property features a fully fenced yard- for pets, play, and privacy. Inside, you'll find spacious living areas with beautiful finishes, ample natural light, and thoughtful design elements. The well- appointed kitchen offers plenty of counter space AND a

  Rachel Eller Summerset Realty

  522 W Green St, Winterset, IA 50273
• 

  

  /32

  Est $275,410 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  814 S 4th Ave, Winterset, IA 50273

  814 S 4th Ave, Winterset, IA 50273
• 

  

  /16

  $438,000

  • Land
  • 19 Acres
  • $22,647 per Acre

  1122 220th St, Winterset, IA 50273

  Have you been looking for the perfect recreational property? This acreage will check all of the boxes: 40X64X12 outbuilding, timber, small cabin, great hunting, pond. The outbuilding has electric, spray foam insulation, water, plumbed for bath. Don't miss the cute cabin in the middle of the timber. The cabin makes a great hunting retreat. The cabin has an electric fireplace and wall heater. This

  Jennifer Stover Madison County Realty

  1122 220th St, Winterset, IA 50273
• 

  

  /25

  $190,000 Sold May 14, 2025

  • 921 Sq Ft
  • $206/SF
  • 147 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  209 W Filmore St, Winterset, IA 50273

  Just a few blocks from Historic Winterset square, welcome home to this 1920 home with lots of character. The property has been completely remodeled from top to bottom. Updates include limestone sidewalk and accents, siding and roof, oak wrapped front porch, vaulted ceilings, vinyl flooring, oak trim, woodwork and windows, cabinets, granite countertops, coffee bar, stainless steel farm sink,

  Michael Fagerstrom Keller Williams Realty GDM

  209 W Filmore St, Winterset, IA 50273
• 

  

  /25

  Est $276,813 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,520 Sq Ft

  517 W Short St, Winterset, IA 50273

  517 W Short St, Winterset, IA 50273
• 

  

  /35

  $450,000

  • 5 Beds
  • 4 Baths
  • 3,520 Sq Ft

  204 W Washington St, Winterset, IA 50273

  If you're looking for ** WOW ** this. is. IT!! This stunning 1875 two story has been well cared for and offers a long list of modern amenities. Situated just a couple blocks from the historic Winterset square and close to schools, restaurants and retail on a large corner lot with outdoor living and perennials waiting for you. Relax on the wrap around porch or entertain on the back patio

  Alyssa Tadlock Madison County Realty

  204 W Washington St, Winterset, IA 50273
• 

  

  /30

  $181,000 Sold May 12, 2025

  • 1,358 Sq Ft
  • $133/SF
  • 207 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1905

  712 N 2nd Ave, Winterset, IA 50273

  Winterset west side 1 1/2 story home with many updates. New furnace & air, roof, windows, siding and more, all within the last few years. Home has large formal dining room open to living room. Kitchen has double closets on one side which make a nice pantry or additional storage. Three season room off the kitchen ready for you to update with some included materials. One main floor bedroom. The

  Toni Tindle Covered Bridge Realty

  712 N 2nd Ave, Winterset, IA 50273
• 

  

  /31

  Est $267,462 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,008 Sq Ft

  524 W Hutchings St, Winterset, IA 50273

  524 W Hutchings St, Winterset, IA 50273
• 

  

  /18

  $199,000

  • Land
  • 7 Acres
  • $27,871 per Acre

  2368 Saint Charles Rd, Winterset, IA 50273

  BRING YOUR OWN BUILDER!!! This 7.14 acres is located right off the St Charles pavement, offering convenience and gorgeous fall views. Schedule a showing today!

  Rachel Eller Summerset Realty

  2368 Saint Charles Rd, Winterset, IA 50273
• 

  

  /24

  $145,000 Sold May 09, 2025

  • 1,776 Sq Ft
  • $82/SF
  • 5 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1916

  513 E Jefferson St, Winterset, IA 50273

  Stately 2 story home is ready for a handy person to bring it to its full glory! This spacious home has original wood work, a large living room, dining room, kitchen and 1/2 bath on the main level. Upstairs are 4 good sized bedrooms and a full bath. There is a nice 2 car detached garage and large flat yard. Come see this spacious 2 story and make it your own! This property was a rental. Owners

  Sarah Cowman Homefront Real Estate, LLC

  513 E Jefferson St, Winterset, IA 50273
• 

  

  /26

  Est $212,514 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft

  502 E Washington St, Winterset, IA 50273

  502 E Washington St, Winterset, IA 50273
• 

  

  /7

  $119,200

  • Land
  • 2.79 Acres
  • $42,724 per Acre

  Lot 34 Limestone Ct, Winterset, IA 50273

  Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 34 Limestone Ct, Winterset, IA 50273
• 

  

  /34

  $185,000 Sold May 09, 2025

  • 1,005 Sq Ft
  • $184/SF
  • 209 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1880

  304 E Washington St, Winterset, IA 50273

  This one 1/2 story home is all new on the inside with many updates on the exterior. It features a newer metal roof and is well insulated. It is located on a corner lot with landscaping rocks and plants surrounding the appealing yard and tidy house. Garage has fresh paint and new board walls. Covered rear deck with fresh stain leads to basement. Interior includes all NEW appliances, sheet rock,

  Toni Tindle Covered Bridge Realty

  304 E Washington St, Winterset, IA 50273
• 

  

  /15

  Est $263,828 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,200 Sq Ft

  418 E Buchanan St, Winterset, IA 50273

  418 E Buchanan St, Winterset, IA 50273
• 

  

  /7

  $215,000

  • Land
  • 2.91 Acres
  • $73,883 per Acre

  Lot 26 114th Ct, Winterset, IA 50273

  Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 26 114th Ct, Winterset, IA 50273
• 

  

  /35

  $442,000 Sold May 09, 2025

  • 2,000 Sq Ft
  • $221/SF
  • 317 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1979

  1410 W Washington St, Winterset, IA 50273

  Absolutely stunning totally remodeled home! You will not believe the space in this home until you get inside! The main level boasts 2000 square feet of beauty. Walk in and you will love the open airy feel of the large front living room with gorgeous gas fireplace. This room is open to the brand new kitchen with tons of cabinets and quartz countertops. The dining is large and has a coffee

  Sarah Cowman Homefront Real Estate, LLC

  1410 W Washington St, Winterset, IA 50273
• 

  

  /13

  Est $235,709 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,576 Sq Ft

  520 N 6th St, Winterset, IA 50273

  520 N 6th St, Winterset, IA 50273
• 

  

  /7

  $199,000

  • Land
  • 3.34 Acres
  • $59,581 per Acre

  Lot 23 112th Ct, Winterset, IA 50273

  Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 23 112th Ct, Winterset, IA 50273
• 

  

  /20

  $269,000 Sold May 02, 2025

  • 1,483 Sq Ft
  • $181/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2021

  316 S 7th Ave, Winterset, IA 50273

  This beautiful 3 bedroom, 2 bath zero-entry residence built in 2021, boasts an open concept living area that creates a seamless flow throughout the home, making it perfect for entertaining and family gatherings. The spacious master bedroom with en suite off the living room, and at the separate end of the home from the two additional bedrooms, allows for a great private space. Laundry and mudroom

  Kristin Flaherty Stoney Oak Properties LLC

  316 S 7th Ave, Winterset, IA 50273
• 

  

  /22

  Est $183,648 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 902 Sq Ft

  829 S 7th Ave, Winterset, IA 50273

  829 S 7th Ave, Winterset, IA 50273
• 

  

  /7

  $149,000

  • Land
  • 2.95 Acres
  • $50,508 per Acre

  Lot 36 Limestone Ct, Winterset, IA 50273

  Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 36 Limestone Ct, Winterset, IA 50273
• 

  

  /35

  $215,000 Sold May 02, 2025

  • 1,254 Sq Ft
  • $171/SF
  • 201 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1958

  815 W Court Ave, Winterset, IA 50273

  Appealing brick ranch with two bedrooms & 1.5 bath on Winterset West side. This home has a very large living room with a brick fireplace as a focal point for this great space. Easy living on one level with a full basement including a second fireplace. There is a formal dining room with a closet which leads to a kitchen including all appliances. Kitchen has a generous amount of counter space and

  Toni Tindle Covered Bridge Realty

  815 W Court Ave, Winterset, IA 50273
• 

  

  /29

  Est $301,153 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,284 Sq Ft

  621 S 8th Ave, Winterset, IA 50273

  621 S 8th Ave, Winterset, IA 50273
• 

  

  /7

  $199,000

  • Land
  • 4.19 Acres
  • $47,494 per Acre

  Lot 17 114th Ct, Winterset, IA 50273

  Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 17 114th Ct, Winterset, IA 50273
• 

  

  /29

  $271,350 Sold May 02, 2025

  • 2,106 Sq Ft
  • $129/SF
  • 293 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1976

  1233 W Washington St, Winterset, IA 50273

  If a large open living space is what you have been looking for, look no more. This easy living ranch home is very spacious with everything you need on the main level, including laundry! Inside the front door, you will love the front living room. Through the front living room, you will enter into the spacious kitchen with ample cabinet and countertop space with room for a dining table. Off the

  Sarah Cowman Homefront Real Estate, LLC

  1233 W Washington St, Winterset, IA 50273
• 

  

  /22

  Est $180,784 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,038 Sq Ft

  222 W Summit St, Winterset, IA 50273

  222 W Summit St, Winterset, IA 50273

Showing Results 161 - 200, Page 5 of 18