Saint Charles, IA Homes

• 

  

  

  /23

  $269,400

  • 3 Beds
  • 2 Baths
  • 1,725 Sq Ft

  303 E Court Ave, Winterset, IA 50273

  Welcome to one of the charming historical homes in Winterset. Walking through the front entrance, visitors are greeted with natural light spilling across the hardwood floors. As they enter the kitchen, the openness is easily noticeable making it a perfect place to host or have family dinners. The living room has charming built-ins which adds to the cozy feel. The laundry area is located on the

  Tamra Yeager Pro Team Realty

  303 E Court Ave, Winterset, IA 50273
• 

  

  

  /23

  $190,000 Sold May 23, 2025

  323 E Jefferson St, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 992 Sq Ft
  • Built 1947

  Last Sold Summary

  • 2% Above List Price
  • $192/SF
  • 6 Days On Market

  Current Estimated Value $190,860

  Last Listing Agent Deanna Roth Century 21 Signature

  323 E Jefferson St, Winterset, IA 50273
• 

  

  

  /20

  Est $248,682 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 924 Sq Ft

  802 E Benton St, Winterset, IA 50273

  802 E Benton St, Winterset, IA 50273
• 

  

  

  /23

  $229,900

  • 4 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  114 S 14th Ave, Winterset, IA 50273

  Well-maintained 4-bedroom ranch on a corner lot in Winterset! This home offers convenient single-level living with a functional layout and plenty of natural light. The detached 2-car garage provides excellent storage and parking. Great location near the Winterset Aquatic Center, parks, and other community amenities. A wonderful opportunity to own a home in a desirable area of town!

  Rachel Eller Summerset Realty

  114 S 14th Ave, Winterset, IA 50273
• 

  

  

  /32

  $485,000 Sold Nov 03, 2025

  301 Magnolia Point, Winterset, IA 50273

  • 6 Beds
  • 3.5 Baths
  • 2,351 Sq Ft
  • Built 2020

  Last Sold Summary

  • 9% Below List Price
  • $206/SF
  • 146 Days On Market

  Last Listing Agent Rachel Eller Summerset Realty

  301 Magnolia Point, Winterset, IA 50273
• 

  

  /24

  Est $200,677 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  317 E North St, Winterset, IA 50273

  317 E North St, Winterset, IA 50273
• 

  

  /4

  $74,500

  • Land
  • 3 Acres
  • $24,833 per Acre

  1796 Millstream Ct, Winterset, IA 50273

  Beautiful 3-acre lot located in the desirable Covered Bridge Estates! This scenic property offers the perfect blend of country feel with community convenience. Ideal for building your dream home with room to spread out—bring your own builder! Enjoy paved roads, rural water access at the road, and peaceful surroundings in this established neighborhood. Just minutes from town, with easy access to

  Rachel Eller Summerset Realty

  1796 Millstream Ct, Winterset, IA 50273
• 

  

  /23

  $200,000 Sold Aug 01, 2025

  324 W Filmore St, Winterset, IA 50273

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1956

  Last Sold Summary

  • 7% Below List Price
  • $198/SF
  • 29 Days On Market

  Current Estimated Value $199,258

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  324 W Filmore St, Winterset, IA 50273
• 

  

  /20

  Est $218,086 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,252 Sq Ft

  506 E Filmore St, Winterset, IA 50273

  506 E Filmore St, Winterset, IA 50273
• 

  

  /24

  $230,000

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

  912 N 6th Avenue Cir, Winterset, IA 50273

  Pride of ownership shows in this move-in ready townhome! 2 bedroom, 2.5 bath, 1213 sf on the 1st floor. Open concept living with the family, dining and kitchen flowing together. Large primary suite with walk-in closet and 3/4 bath. 1st floor laundry. Lower level features a half bath and partial finish. Plenty of storage available. 1 car attached garage. Updates include kitchen cabinetry and

  Jennifer Stover Madison County Realty

  912 N 6th Avenue Cir, Winterset, IA 50273
• 

  

  /18

  $252,500 Sold Jan 17, 2025

  604 S 2nd Ave, Winterset, IA 50273

  • 2 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1977

  Last Sold Summary

  • 3% Below List Price
  • $160/SF
  • 70 Days On Market

  Current Estimated Value $262,163

  Last Listing Agent Jennifer Stover Madison County Realty

  604 S 2nd Ave, Winterset, IA 50273
• 

  

  /18

  Est $209,379 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  510 E Filmore St, Winterset, IA 50273

  510 E Filmore St, Winterset, IA 50273
• 

  

  /30

  $499,900

  • 4 Beds
  • 3 Baths
  • 1,540 Sq Ft

  400 N 14th Ave, Winterset, IA 50273

  This immaculate 4-bedroom, 2-bath ranch home perfectly blends modern comfort with timeless style. Built in 2013 and exceptionally cared for, every detail radiates warmth, quality, and convenience. Step inside to an inviting open layout highlighted floor-to-ceiling stone fireplace—a stunning centerpiece for cozy evenings or lively gatherings with family and friends. The beautiful kitchen is both

  Sarah Cowman Homefront Real Estate, LLC

  400 N 14th Ave, Winterset, IA 50273
• 

  

  /35

  $749,900 Sold Aug 15, 2025

  4726 Cherrywood Ln, Winterset, IA 50273

  • 4 Beds
  • 3 Baths
  • 1,742 Sq Ft
  • Built 2016

  Last Sold Summary

  • $430/SF
  • 5 Days On Market

  Current Estimated Value $758,670

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  4726 Cherrywood Ln, Winterset, IA 50273
• 

  

  /29

  Est $256,859 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 946 Sq Ft

  311 E Filmore St, Winterset, IA 50273

  311 E Filmore St, Winterset, IA 50273
• 

  

  /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
• 

  

  /18

  $165,000 Sold Jan 30, 2025

  217 N 7th St, Winterset, IA 50273

  • 3 Beds
  • 1 Bath
  • 1,477 Sq Ft
  • Built 1890

  Last Sold Summary

  • 8% Below List Price
  • $112/SF
  • 83 Days On Market

  Current Estimated Value $172,391

  Last Listing Agent Ian Sparks Homefront Real Estate, LLC

  217 N 7th St, Winterset, IA 50273
• 

  

  /20

  Est $179,133 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 986 Sq Ft

  306 E Buchanan St, Winterset, IA 50273

  306 E Buchanan St, Winterset, IA 50273
• 

  

  /35

  $440,000

  • 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
• 

  

  /28

  $294,000 Sold Jun 02, 2025

  1210 W Jefferson St, Winterset, IA 50273

  • 3 Beds
  • 2.5 Baths
  • 1,464 Sq Ft
  • Built 1992

  Last Sold Summary

  • $201/SF
  • 6 Days On Market

  Current Estimated Value $302,682

  Last Listing Agent Ou Meksay RE/MAX Concepts

  1210 W Jefferson St, Winterset, IA 50273
• 

  

  /15

  Est $209,643 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  423 E Benton St, Winterset, IA 50273

  423 E Benton St, Winterset, IA 50273
• 

  

  /20

  $118,500

  • Land
  • 4.15 Acres
  • $28,554 per Acre

  TBD 176th Ct, Winterset, IA 50273

  Located just 2 miles north of Winterset and just east off Highway 169, this 4.15-acre property offers a rare opportunity to build your dream home in a scenic setting.Perched on a hillside overlooking the beautiful North River Valley, the property features two potential build site locations with breathtaking views. With utilities available at the highway, the groundwork is set for an easy

  Colin Ortmeier Kiloterra

  TBD 176th Ct, Winterset, IA 50273
• 

  

  /35

  $295,000 Sold Sep 22, 2025

  522 N 10th St, Winterset, IA 50273

  • 3 Beds
  • 2.5 Baths
  • 1,972 Sq Ft
  • Built 1991

  Last Sold Summary

  • 5% Below List Price
  • $150/SF
  • 25 Days On Market

  Current Estimated Value $298,557

  Last Listing Agent Kristen Stehli RE/MAX Precision

  522 N 10th St, Winterset, IA 50273
• 

  

  /19

  Est $185,181 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  715 N 5th St, Winterset, IA 50273

  715 N 5th St, Winterset, IA 50273
• 

  

  /30

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft

  66 E High St, Winterset, IA 50273

  Imagine starting your mornings in a sunlit living room, coffee in hand, as the quiet charm of historic Winterset sets the tone for the day. This thoughtfully updated 1.5-story home invites you to move effortlessly from cozy living spaces into a modern kitchen equipped for everyday meals and weekend gatherings, then on to a welcoming dining area where conversations linger. Stylish flooring ties

  Cameron Campos RE/MAX Concepts

  66 E High St, Winterset, IA 50273
• 

  

  /5

  $369,555 Sold Mar 27, 2025

  301 Maple Point, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2024

  Last Sold Summary

  • 2% Above List Price
  • $264/SF
  • 99 Days On Market

  Last Listing Agent Robert D. Weeks Iowa Realty Waukee

  301 Maple Point, Winterset, IA 50273
• 

  

  /25

  Est $223,885 Not Listed For Sale

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

  508 E Lane St, Winterset, IA 50273

  508 E Lane St, Winterset, IA 50273
• 

  

  /14

  $140,000 Pending

  • Land
  • 3.67 Acres
  • $38,147 per Acre

  2228 Holliwell Valley Ct, Winterset, IA 50273

  Picture your dream home nestled on 3.67 acres in the heart of Madison County. This flat, buildable acreage is framed by mature trees and rolling valleys, creating a private country retreat. With utilities available at the road and multiple sites to choose from, you can design the perfect layout for your new home. Just a short drive from Winterset and steps away from the Holliwell Valley Covered

  Misty Darling BH&G Real Estate Innovations

  2228 Holliwell Valley Ct, Winterset, IA 50273
• 

  

  /35

  $310,000 Sold Aug 07, 2025

  522 N 7th Ave, Winterset, IA 50273

  • 3 Beds
  • 1.5 Baths
  • 1,792 Sq Ft
  • Built 1915

  Last Sold Summary

  • $173/SF
  • 10 Days On Market

  Current Estimated Value $311,785

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  522 N 7th Ave, Winterset, IA 50273
• 

  

  /26

  Est $232,326 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
• 

  

  /7

  $36,900

  • 2 Beds
  • 1 Bath

  1624 W Summit St Unit 134, Winterset, IA 50273

  This home is a 2-bedroom, 1-bath with an open floor plan, eat in kitchen with an island, great for barstool seating. 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 MHP Communities

  1624 W Summit St Unit 134, Winterset, IA 50273
• 

  

  /17

  $235,000 Sold Jun 20, 2025

  2430 Highway 169, Winterset, IA 50273

  • Land
  • 35 Acres
  • $6,714 per Acre

  Last Sold Summary

  • 60% Below List Price
  • 333 Days On Market

  Current Estimated Value $234,480

  Last Listing Agent Keith Soldwisch Zealty Home Advisors

  2430 Highway 169, 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
• 

  

  /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
• 

  

  /21

  $180,000 Sold Nov 25, 2025

  315 S 5th Ave, Winterset, IA 50273

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1977

  Last Sold Summary

  • 16% Below List Price
  • $161/SF
  • 41 Days On Market

  Last Listing Agent Dustin Crawford Iowa Home & Land Realty

  315 S 5th Ave, Winterset, IA 50273
• 

  

  /23

  Est $290,161 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
• 

  

  /27

  $485,000

  • 3 Beds
  • 3 Baths
  • 1,502 Sq Ft

  2202 Ash Tree Dr, Winterset, IA 50074

  BETTER THAN NEW - Completed landscaping, fencing, window treatments & a long list of custom upgrades!! This custom built home is a rare find in Winterset & offers an impressive combination of quality, upgrades, & thoughtful design. From the moment you arrive, the inviting front porch & excellent curb appeal set the tone for what you will find inside. As you walk in, you will notice nine foot

  Austin Sullivan RE/MAX Concepts

  2202 Ash Tree Dr, Winterset, IA 50074
• 

  

  /34

  $485,000 Sold Nov 26, 2025

  2340 Holliwell Bridge Rd, Winterset, IA 50273

  • Land
  • 60 Acres
  • $8,083 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 22 Days On Market

  Last Listing Agent Chris Wearmouth Kiloterra

  2340 Holliwell Bridge Rd, Winterset, IA 50273
• 

  

  /20

  Est $218,144 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
• 

  

  /23

  $290,000

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

  410 N 6th St, Winterset, IA 50273

  Pride of ownership in this spacious home! 3 bedrooms, 2 baths, over 2,000 sf finished space and a huge backyard. Adorable kitchen with stainless steel appliances. Refrigerator is less than 1 year old. Large dining area with sliding door that leads to the deck/backyard. Great set up for the primary bedroom with access to the bathroom/laundry room. All 3 bedrooms are on the 1st floor. The lower

  Jennifer Stover Madison County Realty

  410 N 6th St, Winterset, IA 50273

Showing Results 121 - 160, Page 4 of 18