Saint Charles, IA Homes

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  $71,000 Sold Aug 01, 2025

  113 S 3rd St, Winterset, IA 50273

  • 2 Beds
  • 1 Bath
  • 1,006 Sq Ft
  • Built 1952

  Last Sold Summary

  • $71/SF
  • 95 Days On Market

  Current Estimated Value $104,640

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  113 S 3rd St, Winterset, IA 50273
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  /33

  Est $323,778 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,060 Sq Ft

  215 N 15th Ave, Winterset, IA 50273

  215 N 15th Ave, Winterset, IA 50273
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  /27

  $245,400

  • 3 Beds
  • 2 Baths
  • 1,106 Sq Ft

  316 E Jefferson St, Winterset, IA 50273

  Charming Victorian that has been fully renovated. The living room has ten-foot ceilings, beautiful chandeliers, and a gas fireplace. In the main bedroom, there is a unique stained glass window. Walking into the kitchen, you are greeted with quartz countertops and custom cabinets, which adds a modern touch. All the appliances are 2-3 years old. Washer/dryer hookups are in the basement along with a

  Tamra Yeager Pro Team Realty

  316 E Jefferson St, Winterset, IA 50273
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  /23

  $270,000 Sold Sep 18, 2025

  0000 Hogback Bridge Rd, Winterset, IA 50273

  • Land
  • 22.01 Acres
  • $12,267 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 4 Days On Market

  Last Listing Agent Dennis Williams Midwest Land Group LLC

  0000 Hogback Bridge Rd, Winterset, IA 50273
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  /25

  Est $334,788 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,172 Sq Ft

  307 N 14th Ave, Winterset, IA 50273

  307 N 14th Ave, Winterset, IA 50273
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  /2

  $70,500

  • Land
  • 3.45 Acres
  • $20,435 per Acre

  36 St, Winterset, IA 50273

  3.45 Acres – Bring Your Own Builder!LAKE LOT available in Covered Bridge Estates, a welcoming community with paved roads. Enjoy the feel of peaceful country living while still having quick, convenient access to the Des Moines metro. All information obtained from seller and public records.

  Rachel Eller Summerset Realty

  36 St, Winterset, IA 50273
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  /31

  $310,000 Sold Jun 30, 2025

  221 N 15th Ave, Winterset, IA 50273

  • 5 Beds
  • 2.5 Baths
  • 1,415 Sq Ft
  • Built 2002

  Last Sold Summary

  • 7% Below List Price
  • $219/SF
  • 54 Days On Market

  Current Estimated Value $313,632

  Last Listing Agent Danielle Burnight RE/MAX Concepts

  221 N 15th Ave, Winterset, IA 50273
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  /24

  Est $307,582 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,415 Sq Ft

  225 N 14th Ave, Winterset, IA 50273

  225 N 14th Ave, Winterset, IA 50273
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  /35

  $335,000

  • 4 Beds
  • 2 Baths
  • 1,912 Sq Ft

  59 E Benton St, Winterset, IA 50273

  Step inside this well-loved home that blends timeless character with modern updates—ready for its next owner to make it their own. The home’s original woodwork, in excellent condition, adds warmth and charm throughout. Enjoy relaxing mornings with coffee or peaceful evenings with dinner on the inviting front porch. Inside, you’ll find a spacious living room that flows seamlessly into a formal

  Sarah Cowman Homefront Real Estate, LLC

  59 E Benton St, Winterset, IA 50273
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  /22

  $125,000 Sold Oct 07, 2025

  103 S 3rd St, Winterset, IA 50273

  • 2 Beds
  • 2 Baths
  • 1,093 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Below List Price
  • $114/SF
  • 82 Days On Market

  Current Estimated Value $125,621

  Last Listing Agent Zineta Imamovic Realty ONE Group Impact

  103 S 3rd St, Winterset, IA 50273
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  /17

  Est $286,964 Not Listed For Sale

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

  802 N 4th Ave, Winterset, IA 50273

  802 N 4th Ave, Winterset, IA 50273
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  /13

  $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 home! 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

  Alyssa Tadlock Madison County Realty

  411 W Madison St, Winterset, IA 50273
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  /35

  $245,500 Sold Mar 14, 2025

  901 W Jefferson St, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Below List Price
  • $231/SF
  • 11 Days On Market

  Current Estimated Value $248,836

  Last Listing Agent Jon Niemeyer EXIT Realty & Associates

  901 W Jefferson St, Winterset, IA 50273
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  /12

  Est $211,755 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,169 Sq Ft

  1002 N 4th Ave, Winterset, IA 50273

  1002 N 4th Ave, Winterset, IA 50273
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  /12

  $372,750

  • Land
  • 18.64 Acres
  • $19,997 per Acre

  00 Clark Tower Rd, Winterset, IA 50273

  Premium Executive Building Lot on Pavement | Just South of Winterset, Iowa Representing the Utsler Family Trust in the sale of an exceptional 18.64-acre executive building lot located just 3 miles south of Winterset, Iowa, with direct access off paved Clark Tower Road. This recently surveyed property offers the rare combination of privacy, premium views, utilities at the road, and an ideal

  Andrew Zellmer Peoples Company

  00 Clark Tower Rd, Winterset, IA 50273
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  /25

  $213,865 Sold Jun 13, 2025

  707 E Buchanan St, Winterset, IA 50273

  • 3 Beds
  • 1 Bath
  • 1,061 Sq Ft
  • Built 1910

  Last Sold Summary

  • 2% Above List Price
  • $202/SF
  • 13 Days On Market

  Current Estimated Value $182,000

  Last Listing Agent Jenn Ho Goh GoSynergy Realty

  707 E Buchanan St, Winterset, IA 50273
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  /34

  Est $272,989 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 1,372 Sq Ft

  201 S 14th Ave, Winterset, IA 50273

  201 S 14th Ave, Winterset, IA 50273
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  /35

  $599,000

  • 3 Beds
  • 1 Bath
  • 2,286 Sq Ft

  1024 W Summit St, Winterset, IA 50273

  In town acreage opportunity. 3-bedroom, 1-bath home on 9.88 m/l acres located just outside the Winterset city limits. The home offers 2,286 sq ft of living area with main-level and upper-level bedrooms, and a partial basement. A detached 1-car garage and a 1,620 sq ft pole building provides additional storage and workspace. The acreage features open ground with level to rolling terrain and treed

  Jerold Steenhoek Iowa Realty Waukee

  1024 W Summit St, Winterset, IA 50273
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  /34

  $250,000 Sold Sep 22, 2025

  520 W Benton St, Winterset, IA 50273

  • 4 Beds
  • 2 Baths
  • 1,451 Sq Ft
  • Built 1966

  Last Sold Summary

  • $172/SF
  • 19 Days On Market

  Current Estimated Value $247,348

  Last Listing Agent Misty Darling BH&G Real Estate Innovations

  520 W Benton St, Winterset, IA 50273
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  /29

  Est $424,884 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,484 Sq Ft

  1515 W Washington St, Winterset, IA 50273

  1515 W Washington St, Winterset, IA 50273
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  /34

  $650,000

  • 3 Beds
  • 2.5 Baths
  • 2,432 Sq Ft

  719 E Washington St, Winterset, IA 50273

  If the "Wow Factor" is what you are hoping for in a home, this one is a must-see! This home was gutted down to the studs and completely rebuilt, so it is just like brand new! Walk in the front door, and you will love all the natural light as you enter the living room with a cozy gas fireplace. The large dining area adjoins the gorgeous kitchen with tons of cabinets and countertop space. There is

  Sarah Cowman Homefront Real Estate, LLC

  719 E Washington St, Winterset, IA 50273
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  /30

  $285,000 Sold Oct 31, 2025

  701 W Buchanan St, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,823 Sq Ft
  • Built 1950

  Last Sold Summary

  • 1% Below List Price
  • $156/SF
  • 58 Days On Market

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  701 W Buchanan St, Winterset, IA 50273
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  /32

  Est $468,225 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,051 Sq Ft

  924 Husky Dr, Winterset, IA 50273

  924 Husky Dr, Winterset, IA 50273
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  /11

  $220,000

  • 2 Beds
  • 1 Bath
  • 1,031 Sq Ft

  409 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

  409 W Madison St, Winterset, IA 50273
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  /25

  $185,000 Sold Aug 25, 2025

  507 W Madison St, Winterset, IA 50273

  • 2 Beds
  • 1 Bath
  • 1,030 Sq Ft
  • Built 2021

  Last Sold Summary

  • 12% Below List Price
  • $180/SF
  • 83 Days On Market

  Current Estimated Value $191,366

  Last Listing Agent Toni Tindle Covered Bridge Realty

  507 W Madison St, Winterset, IA 50273
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  /26

  Est $269,611 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 960 Sq Ft

  803 S 3rd St, Winterset, IA 50273

  803 S 3rd St, Winterset, IA 50273
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  /10

  $52,900

  • 3 Beds
  • 2 Baths

  1624 W Summit St Unit 109, Winterset, IA 50273

  This spacious 3 bedroom, 2 bathroom home features a primary bedroom with its own private en suite bathroom for added comfort. Enjoy freshly painted interiors and brand new carpet in the bedrooms, giving the home a clean and inviting feel. There's a fireplace in the living room for cozy winter night. Call today for a tour!

  Lea McFadden MHP Communities

  1624 W Summit St Unit 109, Winterset, IA 50273
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  /29

  $85,000 Sold Mar 28, 2025

  808 S 5th Ave, Winterset, IA 50273

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft
  • Built 1890

  Last Sold Summary

  • 34% Below List Price
  • $69/SF
  • 95 Days On Market

  Current Estimated Value $323,000

  Last Listing Agent Roger Queck Pro Team Realty

  808 S 5th Ave, Winterset, IA 50273
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  /19

  Est $277,152 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,426 Sq Ft

  1018 N 3rd Ave, Winterset, IA 50273

  1018 N 3rd Ave, Winterset, IA 50273
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  /29

  $360,000 Pending

  • 5 Beds
  • 4 Baths
  • 2,110 Sq Ft

  309 N 15th Ave, Winterset, IA 50273

  Don’t miss your chance to own this beautifully appointed 2-story home tucked away on a quiet street. From the moment you arrive, the inviting front porch sets the tone—perfect for sipping your morning coffee or unwinding with a sunset view. Step inside to an open-concept layout designed for gathering, with seamless flow from the spacious living areas to the patio, ideal for evening

  Sarah Cowman Homefront Real Estate, LLC

  309 N 15th Ave, Winterset, IA 50273
• 

  

  /25

  $288,000 Sold Nov 14, 2025

  722 W Mills St, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,252 Sq Ft
  • Built 1993

  Last Sold Summary

  • 4% Below List Price
  • $230/SF
  • 24 Days On Market

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  722 W Mills St, Winterset, IA 50273
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  /21

  Est $271,885 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,404 Sq Ft

  926 N 3rd Ave, Winterset, IA 50273

  926 N 3rd Ave, Winterset, IA 50273
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  /31

  $250,000

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

  516 S 8th Ave, Winterset, IA 50273

  Step into history without the hassle! Built in 1890 and recently renovated, this 4-bedroom, 2-bath home offers the character you love with the updates you need. Sunlight pours through abundant windows, filling the spacious layout and large kitchen. Situated on nearly a half-acre (.418) lot right in town, you’ll have plenty of room to spread out, just minutes from Main Street and the birthplace of

  Tiffany Marcum The American Real Estate Co.

  516 S 8th Ave, Winterset, IA 50273
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  /22

  $525,000 Sold Jul 08, 2025

  1785 Millstream Ct, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,911 Sq Ft
  • Built 2020

  Last Sold Summary

  • 8% Below List Price
  • $275/SF
  • 98 Days On Market

  Current Estimated Value $561,278

  Last Listing Agent JoAnn Manning Iowa Realty Mills Crossing

  1785 Millstream Ct, Winterset, IA 50273
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  /34

  Est $564,715 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths

  1145 W Summit St, Winterset, IA 50273

  1145 W Summit St, Winterset, IA 50273
• 

  

  /31

  $200,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 988 Sq Ft

  501 W Hutchings St, Winterset, IA 50273

  Welcome to this beautiful home in the heart of Winterset. This property features 3-beds, 1.5 baths, in almost 1,000 sq ft on the main level and a partially finished basement for extra storage or living space. Enjoy a nice-sized yard perfect for outdoor activities. The attached 1-car garage adds convenience year-round. Located within walking distance to the school.

  Krymsin Graf Iowa Realty Ankeny

  501 W Hutchings St, Winterset, IA 50273
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  /35

  $300,000 Sold Nov 03, 2025

  2385 Holliwell Bridge Rd, Winterset, IA 50273

  • 3 Beds
  • 1 Bath
  • 1,350 Sq Ft
  • Built 1933

  Last Sold Summary

  • 6% Below List Price
  • $222/SF
  • 73 Days On Market

  Last Listing Agent Misty Darling BH&G Real Estate Innovations

  2385 Holliwell Bridge Rd, Winterset, IA 50273
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  /33

  Est $322,906 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,102 Sq Ft

  1169 W Summit St, Winterset, IA 50273

  1169 W Summit St, Winterset, IA 50273
• 

  

  /21

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,174 Sq Ft

  110 E Grade St, Winterset, IA 50273

  Step into this beautifully remodeled and charming single-story home, thoughtfully designed to combine comfort and modern living. This inviting 3-bedroom, 2-bath residence showcases a spacious eat in kitchen (appliances included) and an airy, naturally lit living room with vaulted ceiling that creates a welcoming atmosphere throughout. This property offers both comfort and function. The primary

  Sarah Cowman Homefront Real Estate, LLC

  110 E Grade St, Winterset, IA 50273
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  /29

  $174,900 Sold Jun 03, 2025

  501 W Summit St, Winterset, IA 50273

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Below List Price
  • $223/SF
  • 18 Days On Market

  Current Estimated Value $168,168

  Last Listing Agent Rachel Eller Summerset Realty

  501 W Summit St, Winterset, IA 50273

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