Saint Charles, IA Homes

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  /27

  $204,000 Sold Nov 20, 2025

  202 S 7th Ave, Winterset, IA 50273

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft
  • Built 1953

  Last Sold Summary

  • 3% Below List Price
  • $194/SF
  • 48 Days On Market

  Current Estimated Value $198,296

  Last Listing Agent Tiffany Ehler Boutique Real Estate

  202 S 7th Ave, Winterset, IA 50273
• 

  

  

  /25

  Est $232,054 Not Listed For Sale

  508 E Lane St, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,092 Sq Ft
  • Built 1998

  508 E Lane St, Winterset, IA 50273

  Last Sold Summary

  • 1% Above List Price
  • $211/SF
  • 60 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Robert Duff Covered Bridge Realty
• 

  

  

  /7

  $160,000

  • Land
  • 3.32 Acres
  • $48,193 per Acre

  2259 Cedar Bridge Rd, Winterset, IA 50273

  Introducing Five Iron Farms - Madison County's newest acreage subdivision. Five Iron Farms offers the best of both world: located in the city limits with city services, but also situated on 3+acres surrounded by farm ground with great views of the countryside. Located on a hard surface road and just down the road from Lakeview Country Club. Bring your own builder. A good reference address to use

  Jennifer Stover Madison County Realty

  2259 Cedar Bridge Rd, Winterset, IA 50273
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  /29

  $215,000 Sold Jun 26, 2025

  315 W Washington St, Winterset, IA 50273

  • 2 Beds
  • 1 Bath
  • 1,673 Sq Ft
  • Built 1944

  Last Sold Summary

  • 19% Below List Price
  • $129/SF
  • 27 Days On Market

  Current Estimated Value $236,982

  Last Listing Agent Misty Darling BH&G Real Estate Innovations

  315 W Washington St, Winterset, IA 50273
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  /26

  Est $240,261 Not Listed For Sale

  622 W Fremont St, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1954

  622 W Fremont St, Winterset, IA 50273

  Last Sold Summary

  • 6% Above List Price
  • $176/SF
  • 167 Days On Market

  Last Sold Price $227,500

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC
• 

  

  /35

  $629,900

  • 5 Beds
  • 3.5 Baths
  • 2,229 Sq Ft

  1795 Millstream Ct, Unincorporated, IA 50273

  This stunning 1.5-story home sits on just over 3 acres of paved countryside 3miles north of Winterset & only 20 minutes from West Des Moines. With 5 bedrooms plus an exerciseroom, 4 bathrooms, and more than 3,200 sq. ft. of finished living space, this property combines comfort,style, and convenience. Step inside to find a soaring 2-story vaulted great room with a fireplace. The

  Jenny Wille Iowa Realty Mills Crossing

  1795 Millstream Ct, Unincorporated, IA 50273
• 

  

  /23

  $128,000 Sold Dec 30, 2025

  516 W Summit St, Winterset, IA 50273

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1890

  Last Sold Summary

  • 25% Below List Price
  • $107/SF
  • 95 Days On Market

  Last Listing Agent Betsy Breeding Realty ONE Group Impact

  516 W Summit St, Winterset, IA 50273
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  /12

  Not Listed For Sale

  602 S 2nd St, Winterset, IA 50273

  • Studio
  • 4 Baths
  • 3,600 Sq Ft
  • Built 1998

  602 S 2nd St, Winterset, IA 50273

  Last Sold Summary

  • $77/SF
  • 51 Days On Market

  Last Sold Price $276,000

  Last Listing Agent Toni Tindle Covered Bridge Realty
• 

  

  /35

  $440,000 Pending

  • 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
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  /31

  $477,500 Sold Aug 01, 2025

  519 W Mills St, Winterset, IA 50273

  • 4 Beds
  • 3 Baths
  • 1,597 Sq Ft
  • Built 2023

  Last Sold Summary

  • 2% Below List Price
  • $299/SF
  • 23 Days On Market

  Current Estimated Value $486,104

  Last Listing Agent Renee Dunkel Century 21 Signature

  519 W Mills St, Winterset, IA 50273
• 

  

  /23

  Est $311,690 Not Listed For Sale

  818 W Washington St, Winterset, IA 50273

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft
  • Built 2005

  818 W Washington St, Winterset, IA 50273

  Last Sold Summary

  • 16% Above List Price
  • $167/SF
  • 33 Days On Market

  Last Sold Price $268,000

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC
• 

  

  /23

  $185,000 Pending

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  834 S 7th Ave, Winterset, IA 50273

  Pride of ownership in this sweet 2 bedroom, 1 bath ranch. Located on a double corner lot and within walking distance to the Jr High/High School. You'll love the generous sized kitchen with a cute coffee bar and space for the dining room table. Just off the kitchen is a laundry/mud room. Plenty of space to gather coats and shoes. Also off the kitchen is a flex space - perfect for a formal dining

  Jennifer Stover Madison County Realty

  834 S 7th Ave, Winterset, IA 50273
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  /3

  $220,000 Sold Sep 15, 2025

  825 W Fremont St, Winterset, IA 50273

  • 2 Beds
  • 2.5 Baths
  • 1,213 Sq Ft
  • Built 2000

  Last Sold Summary

  • 2% Below List Price
  • $181/SF
  • 3 Days On Market

  Current Estimated Value $218,523

  Last Listing Agent Randall Henry Madison County Realty

  825 W Fremont St, Winterset, IA 50273
• 

  

  /20

  Est $214,772 Not Listed For Sale

  824 S 4th Ave, Winterset, IA 50273

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft
  • Built 1937

  824 S 4th Ave, Winterset, IA 50273

  Last Sold Summary

  • 8% Above List Price
  • $175/SF
  • 41 Days On Market

  Last Sold Price $198,000

  Last Listing Agent Brady Jackson Iowa Realty South
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  /30

  $500,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  2055 170th Ct, Winterset, IA 50273

  Set on 8.14 acres in the Winterset School District, this 3 bedroom, 2 bath ranch offers the space and flexibility many acreage buyers are looking for. Recent exterior improvements include new roof and siding, along with newer HVAC, providing peace of mind for the next owner.The main level features spacious bedrooms with oversized walk in closets, while the lower level is nearly finished and

  Tiffany Ehler Boutique Real Estate

  2055 170th Ct, Winterset, IA 50273
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  /21

  $221,100 Sold Feb 20, 2026

  110 E Grade St, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,174 Sq Ft
  • Built 1904

  Last Sold Summary

  • 2% Below List Price
  • $188/SF
  • 111 Days On Market

  Current Estimated Value $218,606

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  110 E Grade St, Winterset, IA 50273
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  /32

  Est $242,896 Not Listed For Sale

  814 S 4th Ave, Winterset, IA 50273

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1974

  814 S 4th Ave, Winterset, IA 50273

  Last Sold Summary

  • 2% Below List Price
  • $247/SF
  • 13 Days On Market

  Last Sold Price $248,500

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC
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  /7

  $36,900

  • 2 Beds
  • 1 Bath

  1624 W Summit St Unit 134, Winterset, IA 50273

  This 2 bedroom, 1 bathroom home is a comfy, with an eat in kitchen with an island. This home has a NEW roof, plenty of windows, with newer blinds, that provides the home with natural light. The living room is very spacious in this home. The bathroom is conveniently located between both bedrooms for great efficiency.

  Lea McFadden Covered Bridges MHP

  1624 W Summit St Unit 134, Winterset, IA 50273
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  /32

  $160,000 Sold Jul 08, 2025

  415 E Jefferson St, Winterset, IA 50273

  • 4 Beds
  • 1.5 Baths
  • 2,018 Sq Ft
  • Built 1922

  Last Sold Summary

  • 6% Below List Price
  • $79/SF
  • 41 Days On Market

  Current Estimated Value $185,634

  Last Listing Agent Betsy Breeding Realty ONE Group Impact

  415 E Jefferson St, Winterset, IA 50273
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  /25

  Est $292,314 Not Listed For Sale

  517 W Short St, Winterset, IA 50273

  • 2 Beds
  • 2 Baths
  • 1,520 Sq Ft
  • Built 1982

  517 W Short St, Winterset, IA 50273

  Last Sold Summary

  • 9% Above List Price
  • $176/SF
  • 126 Days On Market

  Last Sold Price $267,500

  Last Listing Agent Jennifer Stover Madison County Realty
• 

  

  /35

  $375,000

  • 3 Beds
  • 2 Baths
  • 2,430 Sq Ft

  310 W Washington St, Winterset, IA 50273

  Welcome to 310 W. Washington, where this classic Craftsman blends character with modern conveniences. This home checks all of the boxes of style and function - with a formal dining room, inviting family and living rooms, a cozy 3 season porch, practical home office and an expansive deck. The kitchen features a built-in buffet/coffee bar between the kitchen and dining room, making entertaining a

  Jennifer Stover Madison County Realty

  310 W Washington St, Winterset, IA 50273
• 

  

  /20

  $125,000 Sold May 20, 2025

  728 W Green St, Winterset, IA 50273

  • 3 Beds
  • 1.5 Baths
  • 1,255 Sq Ft
  • Built 1896

  Last Sold Summary

  • 12% Below List Price
  • $100/SF
  • 4 Days On Market

  Current Estimated Value $139,551

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  728 W Green St, Winterset, IA 50273
• 

  

  /31

  Est $273,911 Not Listed For Sale

  524 W Hutchings St, Winterset, IA 50273

  • 4 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1962

  524 W Hutchings St, Winterset, IA 50273

  Last Sold Summary

  • 8% Above List Price
  • $250/SF
  • 50 Days On Market

  Last Sold Price $252,500

  Last Listing Agent Toni Tindle Covered Bridge Realty
• 

  /2

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  2210 Ash Tree Dr, Winterset, IA 50273

  Jackson Walkout Ranch Plan with over-sized 3 car garage. Front porch with 2 stone base posts. 9' ceilings throughout main floor. Open stairs to basement. Granite or quartz counter tops in baths and kitchen. Kitchen boasts a large walk-in pantry and stainless-steel appliances. White painted maple cabinets throughout. Luxury vinyl flooring. 60 inch gas fireplace. Master bath with raised vanity and

  Robert D. Weeks Iowa Realty Waukee

  2210 Ash Tree Dr, Winterset, IA 50273
• 

  

  /9

  $265,410 Sold Nov 26, 2025

  TBD Pioneer Ave, Winterset, IA 50273

  • Land
  • 29.49 Acres
  • $9,000 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 22 Days On Market

  Last Listing Agent Chris Wearmouth Kiloterra

  TBD Pioneer Ave, Winterset, IA 50273
• 

  

  /26

  Est $218,666 Not Listed For Sale

  502 E Washington St, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • Built 1895

  502 E Washington St, Winterset, IA 50273

  Last Sold Summary

  • 11% Above List Price
  • $142/SF
  • 4 Days On Market

  Last Sold Price $197,500

  Last Listing Agent Kyle Kuhns RE/MAX Revolution
• 

  

  /34

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,574 Sq Ft

  222 Oak Tree Dr, Winterset, IA 50273

  Well cared for one-owner home featuring 3 bedrooms, 3 bathrooms with high 9 ft ceilings that create a bright, open feel throughout the main living area. The thoughtfully designed floor plan includes a functional kitchen, and a primary suite with a private bath. Enjoy the 4-season porch, perfect for relaxing or entertaining year round. The basement is ready to finish, already drywalled just

  Amber Stemler Iowa Realty Mills Crossing

  222 Oak Tree Dr, Winterset, IA 50273
• 

  

  /31

  $226,000 Sold Aug 08, 2025

  318 W Green St, Winterset, IA 50273

  • 3 Beds
  • 1.5 Baths
  • 1,584 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Below List Price
  • $143/SF
  • 43 Days On Market

  Current Estimated Value $230,401

  Last Listing Agent Toni Tindle Covered Bridge Realty

  318 W Green St, Winterset, IA 50273
• 

  

  /15

  Est $257,911 Not Listed For Sale

  418 E Buchanan St, Winterset, IA 50273

  • 4 Beds
  • 2.5 Baths
  • 1,200 Sq Ft
  • Built 1979

  418 E Buchanan St, Winterset, IA 50273

  Last Sold Summary

  • 10% Above List Price
  • $196/SF
  • 7 Days On Market

  Last Sold Price $235,000

  Last Listing Agent Nick Stephenson Realty ONE Group Impact
• 

  /2

  $125,000

  • Land

  000 198th Ct, Winterset, IA 50273

  Want to build outside of town but don't like gravel? This lot is for you! Bring your own builder! Nestled just north of Winterset, this lot is in a very small development so only a few neighbors! Conveniently located just minutes from all that our amazing town has to offer! Schedule a time to view this property for yourself!

  Sarah Cowman Homefront Real Estate, LLC

  000 198th Ct, Winterset, IA 50273
• 

  

  /35

  $442,000 Sold May 09, 2025

  1410 W Washington St, Winterset, IA 50273

  • 5 Beds
  • 4.5 Baths
  • 2,000 Sq Ft
  • Built 1979

  Last Sold Summary

  • 12% Below List Price
  • $221/SF
  • 317 Days On Market

  Current Estimated Value $454,165

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  1410 W Washington St, Winterset, IA 50273
• 

  

  /17

  Est $194,352 Not Listed For Sale

  523 N 5th St, Winterset, IA 50273

  • 2 Beds
  • 1 Bath
  • 968 Sq Ft
  • Built 1905

  523 N 5th St, Winterset, IA 50273

  Last Sold Summary

  • 14% Above List Price
  • $176/SF
  • 146 Days On Market

  Last Sold Price $170,000

  Last Listing Agent Robert Duff Covered Bridge Realty
• 

  

  /17

  $239,900

  • 4 Beds
  • 2 Baths
  • 1,270 Sq Ft

  1413 W Washington St, Winterset, IA 50273

  Beautifully maintained, this 4-bedroom ranch offers easy single-level living with an inviting open floor plan. A rare oversized 3-car garage with additional storage is a dream for car enthusiasts or hobbyists, and the deck off the kitchen provides the perfect backdrop for outdoor dining and entertaining!

  Sarah Cowman Homefront Real Estate, LLC

  1413 W Washington St, Winterset, IA 50273
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  /32

  $176,500 Sold Aug 29, 2025

  409 W Filmore St, Winterset, IA 50273

  • 3 Beds
  • 1.5 Baths
  • 1,192 Sq Ft
  • Built 1900

  Last Sold Summary

  • 5% Below List Price
  • $148/SF
  • 67 Days On Market

  Current Estimated Value $183,949

  Last Listing Agent Misty Darling BH&G Real Estate Innovations

  409 W Filmore St, Winterset, IA 50273
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  /28

  Est $264,382 Not Listed For Sale

  719 S 7th Ave, Winterset, IA 50273

  • 3 Beds
  • 2.5 Baths
  • 1,170 Sq Ft
  • Built 1975

  719 S 7th Ave, Winterset, IA 50273

  Last Sold Summary

  • 12% Above List Price
  • $202/SF
  • 134 Days On Market

  Last Sold Price $236,000

  Last Listing Agent Rachel Eller Summerset Realty
• 

  

  /35

  $339,000

  • 5 Beds
  • 2.5 Baths
  • 2,968 Sq Ft

  323 W Jefferson St, Winterset, IA 50273

  Exquisite historic home in the heart of Winterset just blocks from the bustling downtown square. If you love a quality historic home, this one is for you! This Freestyle Queen Anne Victorian 2-story is sure to impress. The past 2 owners have taken exquisite care of this gem. You will love the original woodwork hard floors, leaded glass & character! A front porch greets you as you enter complete

  Sarah Cowman Homefront Real Estate, LLC

  323 W Jefferson St, Winterset, IA 50273
• 

  

  /21

  $225,000 Sold Jun 11, 2025

  703 N 3rd Ave, Winterset, IA 50273

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1976

  Last Sold Summary

  • 2% Below List Price
  • $234/SF
  • 107 Days On Market

  Current Estimated Value $230,230

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  703 N 3rd Ave, Winterset, IA 50273
• 

  

  /22

  Est $187,857 Not Listed For Sale

  829 S 7th Ave, Winterset, IA 50273

  • 2 Beds
  • 1 Bath
  • 902 Sq Ft
  • Built 1870

  829 S 7th Ave, Winterset, IA 50273

  Last Sold Summary

  • 13% Above List Price
  • $185/SF
  • 11 Days On Market

  Last Sold Price $166,750

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC
• 

  

  /33

  $335,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,802 Sq Ft

  1001 N 8th Ave, Winterset, IA 50273

  Don't miss this well-cared-for, sprawling brick ranch home sitting on a beautiful .6 acre lot with a 3 CAR garage in a prime Winterset location. You're welcomed by double doors leading to a spacious, open floor plan with custom millwork & charming details throughout. The oversized living room features a grand stone fireplace with floor-to-ceiling built-ins, accent beams & French patio door access

  Andrew DePhillips RE/MAX Concepts

  1001 N 8th Ave, Winterset, IA 50273
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  /20

  $269,000 Sold May 02, 2025

  316 S 7th Ave, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,483 Sq Ft
  • Built 2021

  Last Sold Summary

  • 10% Below List Price
  • $181/SF
  • 24 Days On Market

  Current Estimated Value $292,912

  Last Listing Agent Kristin Flaherty Stoney Oak Properties LLC

  316 S 7th Ave, Winterset, IA 50273

Showing Results 161 - 200, Page 5 of 18