Madison County, IA Homes

/23
$385,000

$40K PRICE DROP Pending
- 4 Beds
- 2 Baths
- 1,728 Sq Ft
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

2125 130th St, Earlham, IA 50072
/10
Starting at $545 Per Month
- 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!

Historic Winterset High School Apartments 55+

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 $306,818

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

724 W Jefferson St, Winterset, IA 50273

/35
Est $556,209

Not Listed For Sale

3199 Limestone Ave, Lorimor, IA 50149
- 5 Beds
- 2 Baths
- 3,432 Sq Ft
- Built 1952
3199 Limestone Ave, Lorimor, IA 50149

Last Sold Summary
- 3 Days On Market
Last Listing Agent Aaron Creger Midwest Land Group LLC

/35
$219,900

$35K PRICE DROP Pending
- 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

710 N 3rd Ave, Winterset, IA 50273
/20
Starting at $1,035 Per Month
- 3 Beds
1407 W Mills St, Winterset, IA 50273

Cherry Creek

1407 W Mills St, Winterset, IA 50273
/31
$260,000

Sold Apr 30, 2026

901 E Buchanan St, Winterset, IA 50273
- 4 Beds
- 2 Baths
- 1,323 Sq Ft
- Built 1880
Last Sold Summary
- 2% Below List Price
- $197/SF
- 4 Days On Market
Current Estimated Value $262,641

Last Listing Agent Kenneth Kauzlarich RE/MAX Precision

901 E Buchanan St, Winterset, IA 50273

/25
Est $572,395

Not Listed For Sale

3392 265th St, Saint Charles, IA 50240
- 5 Beds
- 3 Baths
- 1,392 Sq Ft
- Built 1973
3392 265th St, Saint Charles, IA 50240

Last Sold Summary
- 31 Days On Market
Last Listing Agent Karoline Benskin Keller Williams Realty GDM

/27
$320,000

$5K PRICE DROP
- 4 Beds
- 2.5 Baths
- 1,540 Sq Ft
511 W Washington St, Winterset, IA 50273

Welcoming 1 1⁄2 story brick home on Winterset West side. Recent remodel, galley kitchen, main floor bedroom and full bath. Living room open to dining area. Handy drop zone near rear door from detached garage. Full unfinished basement with included washer and dryer and 1⁄2 bath with a bonus laundry sink and workshop area. Three bedrooms on the second level hardwood floors and full bath upstairs.

Toni Tindle

Covered Bridge Realty

511 W Washington St, Winterset, IA 50273
/20
Starting at $995 Per Month
- 3 Beds
1126 Dale Dr, Winterset, IA 50273

This comfortable property features three bedrooms, one full bath, and a laundry room with washer and dryer hook-ups. A one car garage is attached to the property for convenience and direct access to your kitchen. This property is located in Winterset and we have other properties with the same floor plan in Stuart, Indianola, & Osceola. Most communities are within walking distance to schools,

Glenwood Villas

1126 Dale Dr, Winterset, IA 50273
/22
$95,000

Sold Apr 21, 2026

401 W North St, MacKsburg, IA 50155
- 3 Beds
- 1 Bath
- 989 Sq Ft
- Built 1885
Last Sold Summary
- 24% Below List Price
- $96/SF
- 37 Days On Market
Current Estimated Value $99,059

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

401 W North St, MacKsburg, IA 50155

/28
Est $580,049

Not Listed For Sale

3238 Clanton Creek Rd, Lorimor, IA 50149
- 2 Beds
- 1 Bath
- 1,440 Sq Ft
- Built 2024
3238 Clanton Creek Rd, Lorimor, IA 50149

Last Sold Summary
- 0 Days On Market
Last Listing Agent Aaron Creger Midwest Land Group LLC

/31
$215,000

$10K PRICE DROP
- 2 Beds
- 1.5 Baths
- 1,148 Sq Ft
215 E Filmore St, Winterset, IA 50273

Just listed: Winterset modestly priced ranch-style home.This property features two bedrooms, one full bathroom, and a partial bath located off the laundry room. The home offers easy entry through an enclosed front porch with a closet.The interior includes a large open kitchen and dining area. All kitchen appliances are included. For outdoor living and dining, sliders from the kitchen lead

Toni Tindle

Covered Bridge Realty

215 E Filmore St, Winterset, IA 50273
/11
$820 Per Month
- 2 Beds
- 1 Bath
- 650 Sq Ft
- Condo for Rent
517 N John Wayne Dr Unit 24, Winterset, IA 50273

Nice 2 Bedroom 1 Bath apartment with coin laundry in each building. New Oak kitchen. Stove refrigerator and dishwasher included. Landlord pays heat water and trash. Tenant pays electric. Each unit has a through the wall AC for those warm summer days. Great small town near enough to Des Moines to enjoy perks of big city if desired. We require: Each adult to apply with $40 fee, Verifiable

517 N John Wayne Dr Unit 24, 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 $113,059

Last Listing Agent Betsy Breeding Realty ONE Group Impact

315 E Green St, Winterset, IA 50273

/35
Est $354,838

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
- 10 Days On Market
Last Listing Agent Toni Tindle Covered Bridge Realty

/35
$375,000

$99K PRICE DROP
- 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

1913 N 1st St, Winterset, IA 50273
/11
$820 Per Month
- 2 Beds
- 1 Bath
- 650 Sq Ft
- Condo for Rent
517 N John Wayne Dr Unit 24, Winterset, IA 50273

Nice 2 Bedroom 1 Bath apartment with coin laundry in each building. New Oak kitchen. Stove refrigerator and dishwasher included. Landlord pays heat water and trash. Tenant pays electric. Each unit has a through the wall AC for those warm summer days. Great small town near enough to Des Moines to enjoy perks of big city if desired. We require: Each adult to apply with $40 fee, Verifiable

517 N John Wayne Dr Unit 24, 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 $272,292

Last Listing Agent Alyssa Tadlock Madison County Realty

620 W Filmore St, Winterset, IA 50273

/24
Est $149,534

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
- 40 Days On Market
Last Listing Agent Steven Camerona Iowa Realty Beaverdale

/34
$89,900

Pending
- 3 Beds
- 2 Baths
- 1,655 Sq Ft
206 W Lincoln St, MacKsburg, IA 50155

1.5 story home situated on 4 lots is a delightful blend of the past and present. You will love the vintage open front porch facing south which accents the property. Plenty of room for outdoor family fun. West side deck and two car detached 24 x 24 garage, bonus older metal outbuilding for storage, and rear fenced area with chicken coop. Spacious living room with slider to west deck, open kitchen

Toni Tindle

Covered Bridge Realty

206 W Lincoln St, MacKsburg, IA 50155
/13
$1,500 Per Month
- 2 Beds
- 2 Baths
- Townhouse for Rent
209 W Jefferson St, Winterset, IA 50273

JW Flats-Luxury Downtown Living in the Heart of WintersetExperience refined, maintenance-free living at JW Flats, a luxury condominium community in the heart of historic downtown Winterset, Iowa. Built in 1995, JW Flats offers spacious one- and two-bedroom residences thoughtfully designed for comfort, convenience, and modern living.Just one block from Winterset's charming town

209 W Jefferson St, Winterset, IA 50273
/2
$285,000

Sold May 15, 2026

816 N 3rd Ave, Winterset, IA 50273
- Studio
- 1,385 Sq Ft
- Built 2005
Last Sold Summary
- $206/SF
- 0 Days On Market
Current Estimated Value $282,443

Last Listing Agent Toni Tindle Covered Bridge Realty

816 N 3rd Ave, Winterset, IA 50273

/15
Est $182,189

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
- 62 Days On Market
Last Listing Agent Siera Grimm Stoney Oak Properties LLC

/35
$365,000

Pending
- 4 Beds
- 3 Baths
- 1,524 Sq Ft
1405 W Court Ave, Winterset, IA 50273

Step inside and you'll be welcomed by a spacious entry that opens into the vaulted living room, where a cozy fireplace creates the perfect gathering space. This well-maintained ranch offers over 2,500 finished square feet, 4 bedrooms, and 3 bathrooms. The spacious kitchen features maple cabinetry, newer granite countertops, updated appliances, and large windows that showcase views of the

Lauren Moore

Agency Iowa

1405 W Court Ave, 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

/27
Est $361,969

Not Listed For Sale

425 N Hutchison St, Truro, IA 50257
- 3 Beds
- 2.5 Baths
- 1,232 Sq Ft
- Built 2006
425 N Hutchison St, Truro, IA 50257

Last Sold Summary
- 68 Days On Market
Last Listing Agent Katelynn Cook RE/MAX Revolution

/35
$254,000
- 4 Beds
- 1 Bath
- 1,338 Sq Ft
703 E Filmore St, Winterset, IA 50273

Proudly sitting on a corner lot with many all-new features in 2026. It's a perfect blend of the past and present Be the first to live in this newly remodeled home with all new light fixtures, a larger kitchen, added bedroom closet storage, fresh paint, new hardware, smart siding, metal roof and more. Four-bedroom home with one BR on the main floor and 3 bedrooms on the second level. Large living

Toni Tindle

Covered Bridge Realty

703 E Filmore St, 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 $342,225

Last Listing Agent Rachel Eller Summerset Realty

708 W Fremont St, Winterset, IA 50273

/26
Est $318,727

Not Listed For Sale

902 W Filmore St, Winterset, IA 50273
- 2 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 2008
902 W Filmore St, Winterset, IA 50273

Last Sold Summary
- 8 Days On Market
Last Listing Agent Betsy Breeding Realty ONE Group Impact

/30
$750,000

Pending
- Land
- 90 Acres
- $8,333 per Acre
0000 330th St, MacKsburg, IA 50155

We are pleased to present a unique land opportunity of 90 acres more or less in Section 33 of Grand River Township, Madison County, Iowa. This property consists of three parcels (63013334200000, 630133344000000, and 6301333400100000) totaling 3,935,696 square feet.The land features mature trees, rolling hills, and a CSR2 rating of approximately 59. It is currently zoned for agriculture with

Toni Tindle

Covered Bridge Realty

0000 330th St, MacKsburg, IA 50155
/2
$165,000

Sold Oct 06, 2025

335 N Chestnut Ave, Earlham, IA 50072
- Studio
- 972 Sq Ft
- Built 1910
Last Sold Summary
- 3% Below List Price
- $170/SF
- 0 Days On Market
Current Estimated Value $154,211

Last Listing Agent Tiffany Ehler Boutique Real Estate

335 N Chestnut Ave, Earlham, IA 50072

/23
Est $186,428

Not Listed For Sale

513 W Hutchings St, Winterset, IA 50273
- 3 Beds
- 1 Bath
- 958 Sq Ft
- Built 1890
513 W Hutchings St, Winterset, IA 50273

Last Sold Summary
- 4 Days On Market
Last Listing Agent Toni Tindle Covered Bridge Realty

/31
$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

118 N 5th St, Winterset, IA 50273
/23
$120,000

Sold Jul 03, 2026

TBD 280th St, MacKsburg, IA 50155
- Land
- 6.18 Acres
- $19,417 per Acre
Last Sold Summary
- 20% Below List Price
- 12 Days On Market
Last Listing Agent Shane Spyksma Kiloterra

TBD 280th St, MacKsburg, IA 50155

/21
Est $226,858

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
- 47 Days On Market
Last Listing Agent Shannon Thompson Our Town Realty, LLC

/35
$699,000

Pending
- 4 Beds
- 3 Baths
- 2,800 Sq Ft
3035 Clark Tower Rd, Winterset, IA 50273

Rare opportunity to own a beautifully improved 24+/- acre pasture and timber farm less than 9 miles from Winterset on pavement. Built in 2023, the ranch home offers 5 bedrooms, 3 bathrooms, an additional non-conforming bedroom, 2,800 finished square feet, and an unfinished 2,800-square-foot basement ready for your finishing touches. The attached 2,685-square-foot, 3-door insulated garage features

Aaron Creger Midwest Land Group LLC

3035 Clark Tower Rd, Winterset, IA 50273
/35
$1,235,000

Sold Mar 20, 2026

1890 Hogback Bridge Rd, Winterset, IA 50273
- 5 Beds
- 5 Baths
- 4,032 Sq Ft
- Built 2019
Last Sold Summary
- 11% Below List Price
- $306/SF
- 109 Days On Market
Current Estimated Value $1,217,804

Last Listing Agent Lenchen Raeside RE/MAX Concepts

1890 Hogback Bridge Rd, Winterset, IA 50273

/19
Est $214,798

Not Listed For Sale

706 N 1st Ave, Winterset, IA 50273
- 3 Beds
- 1.5 Baths
- 1,216 Sq Ft
- Built 1921
706 N 1st Ave, Winterset, IA 50273

Last Sold Summary
- 109 Days On Market
Last Listing Agent Eric Vetsch Keller Williams Realty GDM

/61
$478,577
- Land
- 68.86 Acres
- $6,950 per Acre
1479 280th St, Winterset, IA 50273

Located northeast of Macksburg and southwest of Winterset, this 68.86-acre m/l Madison County farm offers an excellent combination of CRP income, mature timber, wildlife habitat, and recreation. The property includes 46.71 acres enrolled in CRP, generating $11,052 annually through September 30, 2033. The balance of the farm features substantial timber and wooded cover, creating outstanding

Garret Armstrong Whitetail Properties Real Estate, LLC

1479 280th St, Winterset, IA 50273

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