Madison County, 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

/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
/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

/35
$545,000 Pending
- Land
- 18.62 Acres
- $29,270 per Acre
2352 Bevington Park Rd, Saint Charles, IA 50240

Four-bedroom two bath home on 18 acres more or less. Great country location on hard surface road just off I-35 exit at Bevington. Easy commute to Des Moines and surrounding communities. Home is walkout ranch style with full kitchen, family room, laundry room, bedroom, full bath and mechanical room all the on the lower level. Easy steps to main level with open floor plan between eat in kitchen to

Toni Tindle

Covered Bridge Realty

(877) 705-4703

2352 Bevington Park Rd, Saint Charles, IA 50240
/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

/18
Not Listed For Sale

1248 Fawn Ave, Earlham, IA 50072
1248 Fawn Ave, Earlham, IA 50072

Last Sold Summary
- 39 Days On Market
Last Sold Price $370,000

Last Listing Agent Matt Adams Peoples Company

/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
/28
$539,000 Sold Aug 27, 2025

3238 Clanton Creek Rd, Lorimor, IA 50149
- Land
Last Sold Summary
- 0 Days On Market
Current Estimated Value $550,269

Last Listing Agent Aaron Creger Midwest Land Group LLC

3238 Clanton Creek Rd, Lorimor, IA 50149

/16
Not Listed For Sale

02 Fawn Ave, Earlham, IA 50072
02 Fawn Ave, Earlham, IA 50072

Last Sold Summary
- 39 Days On Market
Last Sold Price $653,400

Last Listing Agent Matt Adams Peoples Company

/35
$1,199,900
- Land
- 43.34 Acres
- $27,686 per Acre
2053 145th Ln, Earlham, IA 50072

Surrounded by sweeping countryside views, this impressive executive ranch offers a peaceful retreat in the rolling hills of Madison County. Situated on approximately 43 scenic acres, the property provides privacy & over 6,200 square feet of finished living space designed for both everyday comfort & memorable gatherings. A long, picturesque drive welcomes you to the home, where the tranquil

Brandon Winn

Iowa Realty Mills Crossing

(515) 325-8504

2053 145th Ln, Earlham, IA 50072
/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
/2
$175,000 Sold Jul 15, 2025

3175 U S 169, Lorimor, IA 50149
- Land
- 3 Acres
- $58,333 per Acre
Last Sold Summary
- 31 Days On Market
Last Listing Agent OUTSIDE AGENT OTHER

3175 U S 169, Lorimor, IA 50149

/17
Not Listed For Sale

01 Fawn Ave, Earlham, IA 50072
01 Fawn Ave, Earlham, IA 50072

Last Sold Summary
- 39 Days On Market
Last Sold Price $667,500

Last Listing Agent Matt Adams Peoples Company

/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
/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

/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

/34
$1,575,000
- 3 Beds
- 3.5 Baths
- 2,556 Sq Ft
3044 133rd Ct, van Meter, IA 50261

Recipient of the 2025 Excellence in Design award by the American Institute of Architects and currently featured on the cover of dsm Magazine as the 2026 Gold Award winner for home design, this exquisite home designed by Knop Killeen Architects has 4 beds and 4 baths. Situated on 6.5 secluded acres of mature trees with expansive views of rolling hills in Madison County, the Gable House features an

David Welch

RE/MAX Precision

(515) 368-8846

3044 133rd Ct, van Meter, IA 50261
/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

/35
Not Listed For Sale

0000 Settlers Ave, Peru, IA 50222
0000 Settlers Ave, Peru, IA 50222

Last Sold Summary
- 4 Days On Market
Last Sold Price $657,000

Last Listing Agent Korey O'Day Midwest Land Group LLC

/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
/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

/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

/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
/7
$119,000 Sold Nov 14, 2025

Lot 36 Limestone Ct, Winterset, IA 50273
- Land
- 2.95 Acres
- $40,339 per Acre
Last Sold Summary
- 20% Below List Price
- 341 Days On Market
Last Listing Agent Julie Baudler RE/MAX Concepts

Lot 36 Limestone Ct, Winterset, IA 50273

/35
Est $351,790 Not Listed For Sale

450 2nd St, Truro, IA 50257
- 4 Beds
- 2.5 Baths
- 1,253 Sq Ft
- Built 2007
450 2nd St, Truro, IA 50257

Last Sold Summary
- 7% Below List Price
- $302/SF
- 10 Days On Market
Last Sold Price $377,900

Last Listing Agent Toni Tindle Covered Bridge 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
/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

/24
Est $110,923 Not Listed For Sale

215 S Railroad St, Truro, IA 50257
- 2 Beds
- 1 Bath
- 1,040 Sq Ft
- Built 1880
215 S Railroad St, Truro, IA 50257

Last Sold Summary
- 39% Above List Price
- $77/SF
- 40 Days On Market
Last Sold Price $80,000

Last Listing Agent Steven Camerona Iowa Realty Beaverdale

/4
$275,000
- Land
- 10.23 Acres
- $26,882 per Acre
2212 Deer Run Ave, Winterset, IA 50273

Don't miss this rare opportunity to own 10 acres m/l of picturesque countryside just 8 miles west of Winterset, situated on a hard surface road and a prime corner lot. This walkout lot is ready for your dream home with rural water, electricity, and a driveway already added, saving you the time and expense of major improvements. The gently rolling terrain offers stunning views and the perfect

Chris Kew

RE/MAX Precision

(515) 230-0488

2212 Deer Run Ave, 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

/15
Est $175,901 Not Listed For Sale

145 N Hull, Truro, IA 50257
- 3 Beds
- 1 Bath
- 1,309 Sq Ft
- Built 1885
145 N Hull, Truro, IA 50257

Last Sold Summary
- 115% Above List Price
- $63/SF
- 62 Days On Market
Last Sold Price $82,000

Last Listing Agent Siera Grimm Stoney Oak Properties LLC

/26
$425,000
- Land
- 3.79 Acres
- $112,137 per Acre
2125 130th St, Earlham, IA 50072

Enjoy the perfect blend of charm, space, and peaceful country living with this inviting farmhouse-style home situated on 3.79 acres just south of De Soto. This character-filled property features 4 bedrooms and 2 full bathrooms, including one bedroom and full bath on the main level, ideal for guests or flexible living. Upstairs offers three spacious bedrooms, a second full bathroom, and convenient

Chris Kew

RE/MAX Precision

(515) 493-7949

2125 130th St, Earlham, IA 50072

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Madison County, IA Homes

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