Saint Charles, IA Homes

/31
$254,000
- 4 Beds
- 2 Baths
- 1,104 Sq Ft
609 E Filmore St, Winterset, IA 50273

Recently updated ranch style home with 4 bedrooms and 2 baths. Interior includes three BR’s on the main floor, living room, and kitchen just off attached one car garage. One bedroom on the main level would also make a perfect office space and was previously used as a sewing room. All bedrooms have generous sized closets. Updated kitchen with bright over the sink window facing south, included

Toni Tindle

Covered Bridge Realty

(515) 373-5687

609 E Filmore St, Winterset, IA 50273
/20

$995 per month

Cherry Creek

3 Beds

1407 W Mills St, Winterset, IA 50273

1407 W Mills St, Winterset, IA 50273
/25
$164,000 Sold Apr 10, 2025

509 W Summit St, Winterset, IA 50273
- 3 Beds
- 1 Bath
- 864 Sq Ft
- Built 1885
Last Sold Summary
- 4% Below List Price
- $190/SF
- 128 Days On Market
Current Estimated Value $176,024

Last Listing Agent Austin Postier RE/MAX Results

509 W Summit St, Winterset, IA 50273

/29
Not Listed For Sale

808 S 5th Ave, Winterset, IA 50273
- 3 Beds
- 1 Bath
- 1,232 Sq Ft
- Built 1890
808 S 5th Ave, Winterset, IA 50273

Last Sold Summary
- 280% Above List Price
- $69/SF
- 95 Days On Market
Last Sold Price $85,000

Last Listing Agent Roger Queck Pro Team Realty

/25
$249,000
- 3 Beds
- 1 Bath
- 962 Sq Ft
710 N 3rd Ave, Winterset, IA 50273

Corner lot three-bedroom, one bath ranch with attached garage on Winterset West side. Home has fenced yard, great fire pit area for outdoor entertaining, contained decorative garden/flower beds and a row of new trees. Other new yard features include landscaping rock and creative oval garden landscaping mound. Updates include fully encapsulated deep crawl space with warranty and new sump pump.

Toni Tindle

Covered Bridge Realty

(515) 949-4406

710 N 3rd Ave, Winterset, IA 50273
/2
$950 per month
- 1 Bed
- 600 Sq Ft
- House for Rent
59 W Jefferson St, Winterset, IA 50273

Available immediately is a large sunny apartment located on the square in Winterset, above the US Cellular store. The best part of this quiet unit is the stunning view of the Madison County Courthouse out of the two large front windows. There is an extra-large eat-in kitchen with a pantry, large bathroom and a huge storage closet. The beautiful hardwood floors and the unique antique pocket doors

Rachel Eller Summerset Realty

59 W Jefferson St, Winterset, IA 50273
/28
$120,000 Sold Feb 27, 2026

207 E Buchanan St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,246 Sq Ft
- Built 1920
Last Sold Summary
- 19% Below List Price
- $96/SF
- 125 Days On Market
Current Estimated Value $151,628

Last Listing Agent Toni Tindle Covered Bridge Realty

207 E Buchanan St, Winterset, IA 50273

/35
Est $330,571 Not Listed For Sale

119 E Buchanan St, Winterset, IA 50273
- 4 Beds
- 2 Baths
- 1,984 Sq Ft
- Built 1925
119 E Buchanan St, Winterset, IA 50273

Last Sold Summary
- 5% Above List Price
- $159/SF
- 103 Days On Market
Last Sold Price $315,000

Last Listing Agent Adam Bugbee Real Broker, LLC

/16
$169,000
- 3 Beds
- 1 Bath
- 1,523 Sq Ft
118 N 5th St, Winterset, IA 50273

Charm with economy! That's what this 5BR, 1 bath, 1.5 story home offers! Great natural light from the large east-facing picture window in the living room. There are 3 bedrooms on the main level, along with the full bath. The open carpeted stairway will lead you to the 2 non-conforming bedrooms (no closets) on the 2nd level. Easy-to-clean laminate flooring throughout main level. The main floor

Toni Tindle

Covered Bridge Realty

(515) 882-4007

118 N 5th St, Winterset, IA 50273
/10

$545 - $790 per month

Historic Winterset High School Apartments 55+

Studio - 2 Beds

110 W Washington St, Winterset, IA 50273

Call today to learn more about Historic Winterset High School Apartments Senior 55+ , NOW LEASING for June 1, 2024!

110 W Washington St, Winterset, IA 50273
/35
$299,000 Sold Feb 03, 2026

724 W Jefferson St, Winterset, IA 50273
- 3 Beds
- 2.5 Baths
- 2,436 Sq Ft
- Built 1898
Last Sold Summary
- 15% Below List Price
- $123/SF
- 228 Days On Market
Current Estimated Value $309,959

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

724 W Jefferson St, Winterset, IA 50273

/5
Not Listed For Sale

301 Maple Point, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 2024
301 Maple Point, Winterset, IA 50273

Last Sold Summary
- $264/SF
- 99 Days On Market
Last Sold Price $369,555

Last Listing Agent Robert D. Weeks Iowa Realty Waukee

/2
$285,000 Pending
- Studio
- 1,385 Sq Ft
816 N 3rd Ave, Winterset, IA 50273

24 HOUR SALE

Toni Tindle

Covered Bridge Realty

(515) 762-6726

816 N 3rd Ave, Winterset, IA 50273
/10
$1,300 per month
- 2 Beds
- 1 Bath
- 912 Sq Ft
- House for Rent
1202 W South St, Winterset, IA 50273

Property Id: 1608183In this adorable home you will find peace and privacy while still reaping all the benefits of small-town life! Located in a quiet neighborhood, this property's southern border runs along the fence of a neighboring horse pasture; and there is space for a garden in the beautiful back yard. The house has original hard wood floors, and new carpet in the two

1202 W South St, Winterset, IA 50273
/2
$85,000 Sold Nov 13, 2025

315 E Green St, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 720 Sq Ft
- Built 1938
Last Sold Summary
- 15% Below List Price
- $118/SF
- 0 Days On Market
Current Estimated Value $93,601

Last Listing Agent Betsy Breeding Realty ONE Group Impact

315 E Green St, Winterset, IA 50273

/15
Est $339,682 Not Listed For Sale

815 N 11th Avenue Cir, Winterset, IA 50273
- 3 Beds
- 3 Baths
- 1,356 Sq Ft
- Built 2021
815 N 11th Avenue Cir, Winterset, IA 50273

Last Sold Summary
- 9% Above List Price
- $231/SF
- 61 Days On Market
Last Sold Price $313,000

Last Listing Agent Brent Kelso Silverado Realty

/35
$440,000
- 3 Beds
- 3 Baths
- 2,389 Sq Ft
1913 N 1st St, Winterset, IA 50273

Hard to find home on this parcel just N of Winterset 4-way intersection of Hwy 92 & 169. This home has 3BR's & 3 baths sitting proudly on nearly 1 acre. Kitchen has had a complete remodel including adding a convenient island & farm sink. Master/BR on 1st floor has large walk-in closet, & tiled walk-in shower. Main floor laundry off the kitchen. Other features on the 1st level include a formal

Toni Tindle

Covered Bridge Realty

(515) 824-5239

1913 N 1st St, Winterset, IA 50273
/4
$1,074 total monthly price
- 1 - 2 Beds
- 2 Baths
- 640 Sq Ft
- Condo for Rent
428 W Mills St, Winterset, IA 50273

Rent is based on income if rental assistance is available. Section 8 accepted.12 Month Lease$400 DepositStove & Fridge provided. Coin operated laundry on site. This institution is an equal opportunity provider.* Prices and availability subject to change without notice.* Square footage definitions vary. Displayed square footage is

428 W Mills St, Winterset, IA 50273
/30
$181,000 Sold May 12, 2025

712 N 2nd Ave, Winterset, IA 50273
- 3 Beds
- 1 Bath
- 1,358 Sq Ft
- Built 1905
Last Sold Summary
- 19% Below List Price
- $133/SF
- 207 Days On Market
Current Estimated Value $182,815

Last Listing Agent Toni Tindle Covered Bridge Realty

712 N 2nd Ave, Winterset, IA 50273
/26
$205,000 Pending
- 2 Beds
- 3 Baths
- 1,213 Sq Ft
827 W Fremont St, Winterset, IA 50273

Just listed . . . . townhome in the West End Townhomes located off W Fremont Street in Winterset. E-Z access as you enter the quiet cul-de-sac with circle drive designed with room for additional parking. Two-bedroom two bath home with 1,213 square feet of finish on the main level. Large well-lit living room has gas log fireplace as a focal point. An adjacent walk-in coat closet with shelving is

Toni Tindle

Covered Bridge Realty

(515) 575-2601

827 W Fremont St, Winterset, IA 50273
/4
$1,074 total monthly price
- 1 - 2 Beds
- 2 Baths
- 640 Sq Ft
- Condo for Rent
428 W Mills St, Winterset, IA 50273

Rent is based on income if rental assistance is available. Section 8 accepted.12 Month Lease$400 DepositStove & Fridge provided. Coin operated laundry on site. This institution is an equal opportunity provider.* Prices and availability subject to change without notice.* Square footage definitions vary. Displayed square footage is

428 W Mills St, Winterset, IA 50273
/32
$265,000 Sold Nov 19, 2025

620 W Filmore St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,741 Sq Ft
- Built 1947
Last Sold Summary
- 11% Below List Price
- $152/SF
- 164 Days On Market
Current Estimated Value $262,859

Last Listing Agent Alyssa Tadlock Madison County Realty

620 W Filmore St, Winterset, IA 50273

/21
Est $224,952 Not Listed For Sale

915 E South St, Winterset, IA 50273
- 2 Beds
- 2 Baths
- 1,392 Sq Ft
- Built 1972
915 E South St, Winterset, IA 50273

Last Sold Summary
- 15% Above List Price
- $140/SF
- 47 Days On Market
Last Sold Price $195,000

Last Listing Agent Shannon Thompson Our Town Realty, LLC

/23
$169,900
- 3 Beds
- 1.5 Baths
- 1,306 Sq Ft
604 E Jefferson St, Winterset, IA 50273

Story and 1/2, 3BR 1.5 bath affordable home located in Winterset. Large eat-in kitchen, huge living room with staircase on one end. Staircase leads to 3 bedrooms on the second floor with 1/2 bath. Main floor laundry. Bath on second floor can be entered from the hall or access through SW bedroom. Enclosed rear porch off kitchen attached one car garage with entrance on both ends totals 544 sq feet.

Toni Tindle

Covered Bridge Realty

(515) 361-3110

604 E Jefferson St, Winterset, IA 50273
/31
$395,000 Sold Jun 16, 2025

2923 N John Wayne Dr, Winterset, IA 50273
- Land
- 3 Acres
- $131,667 per Acre
Last Sold Summary
- 67 Days On Market
Last Listing Agent Rachel Eller Summerset Realty

2923 N John Wayne Dr, Winterset, IA 50273

/34
Est $239,834 Not Listed For Sale

203 W North St, Winterset, IA 50273
- 4 Beds
- 1.5 Baths
- 2,050 Sq Ft
- Built 1895
203 W North St, Winterset, IA 50273

Last Sold Summary
- 18% Above List Price
- $100/SF
- 22 Days On Market
Last Sold Price $204,000

Last Listing Agent Rachel Eller Summerset Realty

/25
$190,000 Pending
- Land
- 4.88 Acres
- $38,934 per Acre
4922 Cedar Ln, Winterset, IA 50273

This 4.88-acre lot sits at the end of a quiet cul-de-sac and offers a great mix of open ground and mature hardwood timber. It’s the kind of setting that gives you room to spread out without losing that classic Madison County charm. There’s plenty of space here for a custom home, a shop, or whatever else you’ve been dreaming about building. The location is hard to beat—peaceful and private, but

Will Cooper Midwest Land Group LLC

4922 Cedar Ln, Winterset, IA 50273
/2
$339,000 Sold Oct 24, 2025

708 W Fremont St, Winterset, IA 50273
- 4 Beds
- 2.5 Baths
- 2,026 Sq Ft
- Built 1895
Last Sold Summary
- $167/SF
- 1 Day On Market
Current Estimated Value $330,484

Last Listing Agent Rachel Eller Summerset Realty

708 W Fremont St, Winterset, IA 50273

/35
Est $620,336 Not Listed For Sale

2064 226th Ct, Winterset, IA 50273
- 4 Beds
- 3.5 Baths
- Built 2006
2064 226th Ct, Winterset, IA 50273

Last Sold Summary
- 7% Above List Price
- $228/SF
- 136 Days On Market
Last Sold Price $580,000

Last Listing Agent Jennifer Stover Madison County Realty

/11
$372,750
- Land
- 18.64 Acres
- $19,997 per Acre
0 Clark Tower Rd, Winterset, IA 50273

Premium Executive Building Lot on Pavement | Just South of Winterset, Iowa Peoples Company is proud to represent 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

Andrew Zellmer Peoples Company

0 Clark Tower Rd, Winterset, IA 50273
/35
$1,235,000 Sold Mar 20, 2026

1890 Hogback Bridge Rd, Winterset, IA 50273
- Land
- 29.7 Acres
- $41,582 per Acre
Last Sold Summary
- 11% Below List Price
- 109 Days On Market
Current Estimated Value $1,358,034

Last Listing Agent Lenchen Raeside RE/MAX Concepts

1890 Hogback Bridge Rd, Winterset, IA 50273

/33
Est $414,321 Not Listed For Sale

906 N 14th Ave, Winterset, IA 50273
- 3 Beds
- 2.5 Baths
- 1,682 Sq Ft
- Built 2005
906 N 14th Ave, Winterset, IA 50273

Last Sold Summary
- 9% Above List Price
- $226/SF
- 3 Days On Market
Last Sold Price $380,000

Last Listing Agent Betsy Breeding Realty ONE Group Impact

/28
$354,900 Pending
- 4 Beds
- 2.5 Baths
- 1,333 Sq Ft
215 W Buchanan St, Winterset, IA 50273

Better than new, this fully renovated home offers 1,700+ total finished square feet and is truly move-in ready. This 4-bedroom, 3-bath property blends modern style with small-town charm in a mature, established neighborhood. Everything is brand new — electrical, plumbing, HVAC, drywall, trim, doors, windows, paint, flooring, kitchen, bathrooms, and more — but with the character and location you

Elizabeth Gordon Realty ONE Group Impact

215 W Buchanan St, Winterset, IA 50273
/34
$575,000 Sold Sep 12, 2025

711 E Madison St, Winterset, IA 50273
- 5 Beds
- 3 Baths
- 1,739 Sq Ft
- Built 2002
Last Sold Summary
- 4% Below List Price
- $331/SF
- 92 Days On Market
Current Estimated Value $529,201

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

711 E Madison St, Winterset, IA 50273

/23
Est $356,030 Not Listed For Sale

807 N 15th Ave, Winterset, IA 50273
- 4 Beds
- 3 Baths
- 1,273 Sq Ft
- Built 2007
807 N 15th Ave, Winterset, IA 50273

Last Sold Summary
- 10% Above List Price
- $255/SF
- 2 Days On Market
Last Sold Price $325,000

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

/23
$299,900
- 3 Beds
- 2 Baths
- 838 Sq Ft
521 W Hutchings St, Winterset, IA 50273

Walk out ranch home with huge yard! This is a must see property! You will appreciate the updated inside featuring a bright eat in kitchen (the kitchen appliances are all included!). The living room has a cozy electric fireplace and nice big windows overlooking the huge back yard. There are 2 bedrooms and a full bath upstairs. The basement is a bright sunny walk out with a large family room,

Sarah Cowman Homefront Real Estate, LLC

521 W Hutchings St, Winterset, IA 50273
/28
$169,000 Sold Oct 21, 2025

415 W Summit St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 810 Sq Ft
- Built 1982
Last Sold Summary
- $209/SF
- 4 Days On Market
Current Estimated Value $165,365

Last Listing Agent Misty Darling BH&G Real Estate Innovations

415 W Summit St, Winterset, IA 50273

/35
Est $398,038 Not Listed For Sale

905 N 15th Ave, Winterset, IA 50273
- 5 Beds
- 2.5 Baths
- 1,504 Sq Ft
- Built 2005
905 N 15th Ave, Winterset, IA 50273

Last Sold Summary
- 12% Above List Price
- $236/SF
- 16 Days On Market
Last Sold Price $355,000

Last Listing Agent Ian Sparks Homefront Real Estate, LLC

/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

Showing Results 1 - 40, Page 1 of 18

Iowa Madison County Saint Charles

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Saint Charles, IA Homes

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