Saint Charles, IA Homes

• 

  

  

  /17

  Est $258,241 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft

  818 W Jefferson St, Winterset, IA 50273

  818 W Jefferson St, Winterset, IA 50273
• 

  

  

  /12

  $199,900

  • Land
  • 4.68 Acres
  • $42,714 per Acre

  2215 245 Ln, Winterset, IA 50273

  Beautiful rolling building lot just south of town and on minimal gravel located on a dead end road! This 4.68 acre m/l lot is ready for you to bring your builder and build your dream home! The lot gently rolls to the north for a walk out opportunity and overlooks the neighbor's pristine pond! There will be very minimal covenants (currenty being drawn up by attorney) and the county needs to

  Sarah Cowman Homefront Real Estate, LLC

  2215 245 Ln, Winterset, IA 50273
• 

  

  

  /35

  $725,000 Sold Oct 15, 2025

  1813 Maple Ct, Winterset, IA 50273

  • 3 Beds
  • 3 Baths
  • 1,740 Sq Ft
  • Built 2017

  Last Sold Summary

  • 3% Below List Price
  • $417/SF
  • 22 Days On Market

  Last Listing Agent Amy Lucht Century 21 Signature

  1813 Maple Ct, Winterset, IA 50273
• 

  

  

  /35

  Est $385,920 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,664 Sq Ft

  924 W Jefferson St, Winterset, IA 50273

  924 W Jefferson St, Winterset, IA 50273
• 

  

  

  /33

  $225,000

  • 3 Beds
  • 2 Baths
  • 2,085 Sq Ft

  705 S 2nd St, Winterset, IA 50273

  Located in beautiful Winterset, IA, this well-maintained home offers over 2,000 square feet of comfortable living space. Featuring 3 bedrooms and 2 full bathrooms, the home includes a brand-new custom kitchen with updated cabinetry, perfect for everyday living and entertaining. Situated on a large lot with an oversized garage, there's plenty of room for storage, hobbies, and outdoor enjoyment. A

  Kyle Kuhns RE/MAX Revolution

  705 S 2nd St, Winterset, IA 50273
• 

  

  /28

  $260,000 Sold Jun 05, 2025

  421 W Buchanan St, Winterset, IA 50273

  • 4 Beds
  • 3 Baths
  • 1,500 Sq Ft
  • Built 1964

  Last Sold Summary

  • $173/SF
  • 19 Days On Market

  Current Estimated Value $262,524

  Last Listing Agent Stephanie Anania RE/MAX Revolution

  421 W Buchanan St, Winterset, IA 50273
• 

  

  /25

  Est $484,612 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,595 Sq Ft

  614 W Benton St, Winterset, IA 50273

  614 W Benton St, Winterset, IA 50273
• 

  

  /12

  $216,000

  • 2 Beds
  • 1 Bath
  • 1,031 Sq Ft

  407 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 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

  407 W Madison St, Winterset, IA 50273
• 

  

  /24

  $187,500 Sold Apr 09, 2025

  621 E Court Ave, Winterset, IA 50273

  • 4 Beds
  • 2 Baths
  • 1,842 Sq Ft
  • Built 1860

  Last Sold Summary

  • 13% Below List Price
  • $102/SF
  • 105 Days On Market

  Current Estimated Value $196,066

  Last Listing Agent Tamra Yeager Pro Team Realty

  621 E Court Ave, Winterset, IA 50273
• 

  

  /20

  Est $243,075 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  501 W Buchanan St, Winterset, IA 50273

  501 W Buchanan St, Winterset, IA 50273
• 

  /2

  $450,000

  • Land
  • 30 Acres
  • $15,000 per Acre

  RR Scott Township None, Winterset, IA 50222

  A great opportunity to add to your existing operation or the perfect acreage to start a small farm, a nice building site or weekend gateway. This is a highly productive farm, all tillable with a CSR 2 rating of 83.

  Patrick Corkrean Madison County Realty

  RR Scott Township None, Winterset, IA 50222
• 

  

  /16

  $235,000 Sold Mar 07, 2025

  908 E Benton St, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 796 Sq Ft
  • Built 2006

  Last Sold Summary

  • $295/SF
  • 13 Days On Market

  Current Estimated Value $232,704

  Last Listing Agent Tammy Heckart RE/MAX Concepts

  908 E Benton St, Winterset, IA 50273
• 

  

  /22

  Est $218,197 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  618 N 4th Ave, Winterset, IA 50273

  618 N 4th Ave, Winterset, IA 50273
• 

  

  /35

  $449,900

  • 5 Beds
  • 3 Baths
  • 2,137 Sq Ft

  812 N 8th Ave, Winterset, IA 50273

  Spacious and inviting, this large ranch in Winterset offers the perfect blend of comfort and style. You will love the stunning stone fireplace as the focal point in the living room with vaulted-ceilings, creating a warm and welcoming atmosphere. The kitchen is nice with granite countertops and plenty of cabinets. The primary bedroom is complete with an ensuite featuring a tile shower with dual

  Matt Cole RE/MAX Concepts

  812 N 8th Ave, Winterset, IA 50273
• 

  

  /34

  $185,000 Sold May 09, 2025

  304 E Washington St, Winterset, IA 50273

  • 3 Beds
  • 1 Bath
  • 1,005 Sq Ft
  • Built 1880

  Last Sold Summary

  • 23% Below List Price
  • $184/SF
  • 209 Days On Market

  Current Estimated Value $183,193

  Last Listing Agent Toni Tindle Covered Bridge Realty

  304 E Washington St, Winterset, IA 50273
• 

  

  /25

  Est $213,629 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  1016 W South St, Winterset, IA 50273

  1016 W South St, Winterset, IA 50273
• 

  

  /23

  $309,900

  • 3 Beds
  • 1.5 Baths
  • 2,130 Sq Ft

  721 W Court Ave, Winterset, IA 50273

  Don't miss the opportunity to own this home on historical Court Avenue! You will love sitting on the wraparound porch for your morning coffee or just some time to relax. Upon entering the home, you will be impressed with the beautiful details of the open staircase. The first floor has a large living, family and dining rooms, 1/2 bath and kitchen. The hardwood floors and the woodwork are original

  Larry Corkrean Madison County Realty

  721 W Court Ave, Winterset, IA 50273
• 

  

  /24

  $218,000 Sold May 22, 2025

  1104 W South St, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 912 Sq Ft
  • Built 1961

  Last Sold Summary

  • 7% Below List Price
  • $239/SF
  • 58 Days On Market

  Current Estimated Value $218,362

  Last Listing Agent Kenneth Kauzlarich RE/MAX Precision

  1104 W South St, Winterset, IA 50273
• 

  

  /31

  Est $288,397 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,387 Sq Ft

  926 W Court Ave, Winterset, IA 50273

  926 W Court Ave, Winterset, IA 50273
• 

  

  /12

  $220,000

  • 2 Beds
  • 1 Bath
  • 1,031 Sq Ft

  405 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 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

  405 W Madison St, Winterset, IA 50273
• 

  

  /21

  $515,000 Sold Jun 18, 2025

  902 S 9th Ave, Winterset, IA 50273

  • 4 Beds
  • 3 Baths
  • 1,590 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $324/SF
  • 19 Days On Market

  Current Estimated Value $516,354

  Last Listing Agent Jennifer Stover Madison County Realty

  902 S 9th Ave, Winterset, IA 50273
• 

  

  /28

  Est $215,371 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,268 Sq Ft

  902 W Court Ave, Winterset, IA 50273

  902 W Court Ave, Winterset, IA 50273
• 

  

  /35

  $540,500

  • Land
  • 23 Acres
  • $23,500 per Acre

  2571 250th Ln, Winterset, IA 50273

  Stunning Executive Building site located just south of Winterset on a dead-end road. If you have been dreaming of a country escape, this is something you need to consider. Approximately 23 acres to be surveyed off will include clean timber, spring-fed creek with well possibilities, wild flowers, limestone ledges, nice rolling pasture, and a stocked pond. Stunning views and wildlife galore!

  Sarah Cowman Homefront Real Estate, LLC

  2571 250th Ln, Winterset, IA 50273
• 

  

  /25

  $205,500 Sold Oct 28, 2025

  417 S 2nd St, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft
  • Built 1921

  Last Sold Summary

  • 4% Below List Price
  • $135/SF
  • 91 Days On Market

  Last Listing Agent Sue Monroe Spire Real Estate

  417 S 2nd St, Winterset, IA 50273
• 

  

  /24

  Est $244,834 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,260 Sq Ft

  906 W Court Ave, Winterset, IA 50273

  906 W Court Ave, Winterset, IA 50273
• 

  

  /34

  $675,000

  • 3 Beds
  • 3.5 Baths
  • 3,298 Sq Ft

  2218 N John Wayne Dr, Winterset, IA 50273

  Welcome to this exceptional 3300 sq ft 3/4-bedroom, 4-bath brick ranch that perfectly balances privacy, convenience, and expansive living. Situated on 5+ acres just outside of town, this property offers the best of both worlds—peaceful seclusion with quick access to amenities and major highways. The home boasts a large open-concept living area anchored by a beautiful double-sided fireplace,

  Alyssa Tadlock Madison County Realty

  2218 N John Wayne Dr, Winterset, IA 50273
• 

  

  /19

  $298,000 Sold Aug 29, 2025

  103 W Lane St, Winterset, IA 50273

  • 4 Beds
  • 2.5 Baths
  • 2,696 Sq Ft
  • Built 1908

  Last Sold Summary

  • $111/SF
  • 20 Days On Market

  Current Estimated Value $310,757

  Last Listing Agent Amanda Poganski Boutique Real Estate

  103 W Lane St, Winterset, IA 50273
• 

  

  /35

  Est $292,115 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  704 N 4th Ave, Winterset, IA 50273

  704 N 4th Ave, Winterset, IA 50273
• 

  

  /35

  $375,000

  • 4 Beds
  • 2 Baths
  • 2,724 Sq Ft

  615 N 1st Ave, Winterset, IA 50273

  This beautifully remodeled residence combines timeless charm with modern comfort. Step inside to discover hardwood floors and a striking, gracefully designed staircase that sets the tone for the entire home. The inviting front porch offers the perfect spot to welcome guests or enjoy peaceful evenings outdoors. Featuring four generously sized bedrooms plus a bonus room, and a full bath on each

  Sarah Cowman Homefront Real Estate, LLC

  615 N 1st Ave, Winterset, IA 50273
• 

  /2

  $209,500 Sold Feb 07, 2025

  111 S 3rd St, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1957

  Last Sold Summary

  • 3% Below List Price
  • $198/SF
  • 47 Days On Market

  Current Estimated Value $198,861

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  111 S 3rd St, Winterset, IA 50273
• 

  

  /25

  Est $190,667 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 984 Sq Ft

  422 W Filmore St, Winterset, IA 50273

  422 W Filmore St, Winterset, IA 50273
• 

  

  /24

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft

  212 N 14th Ave, Winterset, IA 50273

  Sweet ranch home located on a quiet street. The open concept floor plan makes this house feel bigger than it is. The 1st floor offers 2 large bedrooms, 1 full bath, kitchen with a breakfast bar and a private home office space. The lower level features a huge family room, large bedroom and full bath - and still plenty of storage space. Sliding door off the dining area leads to the private

  Jennifer Stover Madison County Realty

  212 N 14th Ave, Winterset, IA 50273
• 

  

  /12

  $140,000 Sold Jul 29, 2025

  2331 Clark Tower Rd, Winterset, IA 50273

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1965

  Last Sold Summary

  • 20% Below List Price
  • $154/SF
  • 278 Days On Market

  Current Estimated Value $139,174

  Last Listing Agent Randall Henry Madison County Realty

  2331 Clark Tower Rd, Winterset, IA 50273
• 

  

  /26

  Est $266,401 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,361 Sq Ft

  404 W Filmore St, Winterset, IA 50273

  404 W Filmore St, Winterset, IA 50273
• 

  

  /17

  $178,000 Pending

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft

  1022 W Washington St, Winterset, IA 50273

  Here is an opportunity to get a home in Winterset that has been well cared for, is structurally solid, and would provide a wonderful place to live! There are several things to love about this three bedroom, one bath home. Several windows have been replaced throughout, including in the front living room which helps to provide great light. The kitchen offers a decent amount of space so that you

  Matt Cole RE/MAX Concepts

  1022 W Washington St, Winterset, IA 50273
• 

  /2

  $500,000 Sold Jan 30, 2025

  RR Carver Rd, Winterset, IA 50273

  • Land
  • 40 Acres
  • $12,500 per Acre

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Larry Corkrean Madison County Realty

  RR Carver Rd, Winterset, IA 50273
• 

  

  /25

  Est $170,981 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,816 Sq Ft

  809 E Benton St, Winterset, IA 50273

  809 E Benton St, Winterset, IA 50273
• 

  

  /21

  $177,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,222 Sq Ft

  601 E Green St, Winterset, IA 50273

  This beautifully updated 3-bedroom, 1-bath farmhouse at 601 E Green St offers 1,222 sq ft of thoughtfully designed living space. Full of character, the home features an eat-in kitchen, a cozy living room with plenty of natural light, and a bonus room that can easily serve as an office or an extra bedroom. The updated bathroom and fresh flooring throughout the main level add modern convenience.

  Theodore Craig Developers Realty Group LLC

  601 E Green St, Winterset, IA 50273
• 

  

  /17

  $84,000 Sold Dec 19, 2025

  315 N 4th Ave, Winterset, IA 50273

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft
  • Built 1888

  Last Sold Summary

  • 20% Below List Price
  • $78/SF
  • 176 Days On Market

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  315 N 4th Ave, Winterset, IA 50273
• 

  

  /16

  Est $242,829 Not Listed For Sale

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

  602 E Benton St, Winterset, IA 50273

  602 E Benton St, Winterset, IA 50273

Showing Results 81 - 120, Page 3 of 18