Recently Sold Winterset, IA Homes

/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 $141,889

Last Listing Agent Toni Tindle Covered Bridge Realty

207 E Buchanan St, Winterset, IA 50273
Explore Winterset
/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
/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
/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
/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
/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
/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
/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
/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
/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 $508,965

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

711 E Madison St, Winterset, IA 50273
/22
$318,000

Sold Jan 02, 2026

2378 Francesca Ave, Winterset, IA 50273
- Land
- 26.47 Acres
- $12,014 per Acre
Last Sold Summary
- 4% Below List Price
- 8 Days On Market
Last Listing Agent Matt Skinner Iowa Land Company

2378 Francesca Ave, 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 $170,990

Last Listing Agent Misty Darling BH&G Real Estate Innovations

415 W Summit St, Winterset, IA 50273
/25
$575,000

Sold Nov 20, 2025

2283 Pioneer Ave, Winterset, IA 50273
- 5 Beds
- 2 Baths
- 2,074 Sq Ft
- Built 1997
Last Sold Summary
- 7% Below List Price
- $277/SF
- 40 Days On Market
Current Estimated Value $516,558

Last Listing Agent Bryan Curtis Attain RE

2283 Pioneer Ave, Winterset, IA 50273
/28
$350,000

Sold Apr 17, 2026

215 W Buchanan St, Winterset, IA 50273
- 4 Beds
- 2.5 Baths
- 1,333 Sq Ft
- Built 1900
Last Sold Summary
- 12% Below List Price
- $263/SF
- 203 Days On Market
Current Estimated Value $308,707

Last Listing Agent Elizabeth Gordon Realty ONE Group Impact

215 W Buchanan St, Winterset, IA 50273
/27
$269,000

Sold Oct 16, 2025

822 N 3rd Ave, Winterset, IA 50273
- 2 Beds
- 2 Baths
- 1,406 Sq Ft
- Built 2005
Last Sold Summary
- $191/SF
- 4 Days On Market
Current Estimated Value $272,503

Last Listing Agent Bruce Seymour RE/MAX Precision

822 N 3rd Ave, Winterset, IA 50273
/35
$530,000

Sold Jul 10, 2026

2237 Holliwell Valley Ct, Winterset, IA 50273
- 6 Beds
- 4 Baths
- 3,155 Sq Ft
- Built 2017
Last Sold Summary
- 8% Below List Price
- $168/SF
- 151 Days On Market
Current Estimated Value $573,699

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

2237 Holliwell Valley Ct, Winterset, IA 50273
/23
$270,000

Sold Sep 18, 2025

0000 Hogback Bridge Rd, Winterset, IA 50273
- Land
- 22.01 Acres
- $12,267 per Acre
Last Sold Summary
- 3% Below List Price
- 4 Days On Market
Last Listing Agent Dennis Williams Midwest Land Group LLC

0000 Hogback Bridge Rd, Winterset, IA 50273
/26
$370,000

Sold May 13, 2026

1426 W Court Ave, Winterset, IA 50273
- 4 Beds
- 3 Baths
- 1,792 Sq Ft
- Built 2000
Last Sold Summary
- 3% Below List Price
- $206/SF
- 3 Days On Market
Current Estimated Value $371,777

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

1426 W Court Ave, Winterset, IA 50273
/22
$125,000

Sold Oct 07, 2025

103 S 3rd St, Winterset, IA 50273
- 2 Beds
- 2 Baths
- 1,093 Sq Ft
- Built 1900
Last Sold Summary
- 4% Below List Price
- $114/SF
- 82 Days On Market
Current Estimated Value $150,123

Last Listing Agent Zineta Imamovic Realty ONE Group Impact

103 S 3rd St, Winterset, IA 50273
/35
$640,000

Sold Jul 02, 2026

2223 Holliwell Valley Ct, Winterset, IA 50273
- 4 Beds
- 3.5 Baths
- 1,972 Sq Ft
- Built 2003
Last Sold Summary
- 2% Below List Price
- $325/SF
- 14 Days On Market
Current Estimated Value $643,618

Last Listing Agent Melissa Hatchitt Realty ONE Group Impact

2223 Holliwell Valley Ct, Winterset, IA 50273
/35
$217,000

Sold Jan 15, 2026

324 S 10th Ave, Winterset, IA 50273
- 1 Bed
- 2.5 Baths
- 1,213 Sq Ft
- Built 2003
Last Sold Summary
- 4% Below List Price
- $179/SF
- 27 Days On Market
Current Estimated Value $222,739

Last Listing Agent Toni Tindle Covered Bridge Realty

324 S 10th Ave, Winterset, IA 50273
/35
$450,000

Sold Jun 04, 2026

2075 Hogback Bridge Rd, Winterset, IA 50273
- 3 Beds
- 3 Baths
- 2,568 Sq Ft
- Built 1963
Last Sold Summary
- 1% Below List Price
- $175/SF
- 23 Days On Market
Current Estimated Value $440,574

Last Listing Agent Ian Sparks Homefront Real Estate, LLC

2075 Hogback Bridge Rd, Winterset, IA 50273
/34
$250,000

Sold Sep 22, 2025

520 W Benton St, Winterset, IA 50273
- 4 Beds
- 2 Baths
- 1,451 Sq Ft
- Built 1966
Last Sold Summary
- $172/SF
- 19 Days On Market
Current Estimated Value $252,106

Last Listing Agent Misty Darling BH&G Real Estate Innovations

520 W Benton St, Winterset, IA 50273
/16
$160,000

Sold Jun 02, 2026

317 W Jefferson St, Winterset, IA 50273
- 2 Beds
- 1.5 Baths
- 1,620 Sq Ft
- Built 1900
Last Sold Summary
- 19% Above List Price
- $99/SF
- 13 Days On Market
Current Estimated Value $170,000

Last Listing Agent Ted Weaver RE/MAX Concepts

317 W Jefferson St, Winterset, IA 50273
/30
$285,000

Sold Oct 31, 2025

701 W Buchanan St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,823 Sq Ft
- Built 1950
Last Sold Summary
- 1% Below List Price
- $156/SF
- 58 Days On Market
Current Estimated Value $277,083

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

701 W Buchanan St, Winterset, IA 50273
/25
$185,000

Sold Aug 25, 2025

507 W Madison St, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 1,030 Sq Ft
- Built 2021
Last Sold Summary
- 12% Below List Price
- $180/SF
- 83 Days On Market
Current Estimated Value $204,484

Last Listing Agent Toni Tindle Covered Bridge Realty

507 W Madison St, Winterset, IA 50273
/25
$288,000

Sold Nov 14, 2025

722 W Mills St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,252 Sq Ft
- Built 1993
Last Sold Summary
- 4% Below List Price
- $230/SF
- 24 Days On Market
Current Estimated Value $282,448

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

722 W Mills St, Winterset, IA 50273
/35
$300,000

Sold Nov 03, 2025

2385 Holliwell Bridge Rd, Winterset, IA 50273
- 3 Beds
- 1 Bath
- 1,350 Sq Ft
- Built 1933
Last Sold Summary
- 6% Below List Price
- $222/SF
- 73 Days On Market
Current Estimated Value $281,284

Last Listing Agent Misty Darling BH&G Real Estate Innovations

2385 Holliwell Bridge Rd, Winterset, IA 50273
/31
$245,000

Sold Jun 11, 2026

317 E Washington St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,498 Sq Ft
- Built 1880
Last Sold Summary
- 6% Below List Price
- $164/SF
- 5 Days On Market
Current Estimated Value $244,400

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

317 E Washington St, Winterset, IA 50273
/27
$220,000

Sold Jul 10, 2026

619 N 10th St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,095 Sq Ft
- Built 1880
Last Sold Summary
- 8% Below List Price
- $201/SF
- 104 Days On Market
Current Estimated Value $222,639

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

619 N 10th St, Winterset, IA 50273
/35
$725,000

Sold Oct 15, 2025

1813 Maple Ct, Winterset, IA 50273
- 3 Beds
- 3 Baths
- 1,740 Sq Ft
- Built 2017
Last Sold Summary
- 3% Below List Price
- $417/SF
- 22 Days On Market
Current Estimated Value $741,349

Last Listing Agent Amy Lucht Century 21 Signature

1813 Maple Ct, Winterset, IA 50273
/6
$125,000

Sold Nov 21, 2025

Lot 5 114th Ct, Winterset, IA 50273
- Land
- 2.9 Acres
- $43,103 per Acre
Last Sold Summary
- 17% Below List Price
- 363 Days On Market
Last Listing Agent Julie Baudler RE/MAX Concepts

Lot 5 114th Ct, Winterset, IA 50273
/25
$205,500

Sold Oct 28, 2025

417 S 2nd St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,524 Sq Ft
- Built 1921
Last Sold Summary
- 4% Below List Price
- $135/SF
- 91 Days On Market
Current Estimated Value $206,463

Last Listing Agent Sue Monroe Spire Real Estate

417 S 2nd St, Winterset, IA 50273
/19
$298,000

Sold Aug 29, 2025

103 W Lane St, Winterset, IA 50273
- 4 Beds
- 2.5 Baths
- 2,696 Sq Ft
- Built 1908
Last Sold Summary
- $111/SF
- 20 Days On Market
Current Estimated Value $341,577

Last Listing Agent Amanda Poganski Realty ONE Group Impact

103 W Lane St, Winterset, IA 50273
/17
$84,000

Sold Dec 19, 2025

315 N 4th Ave, Winterset, IA 50273
- 3 Beds
- 1 Bath
- 1,075 Sq Ft
- Built 1888
Last Sold Summary
- 20% Below List Price
- $78/SF
- 176 Days On Market
Current Estimated Value $115,755

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

315 N 4th Ave, Winterset, IA 50273
/32
$320,000

Sold Jul 13, 2026

59 E Benton St, Winterset, IA 50273
- 4 Beds
- 2 Baths
- 1,912 Sq Ft
- Built 1909
Last Sold Summary
- 4% Below List Price
- $167/SF
- 7 Days On Market
Current Estimated Value $327,164

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

59 E Benton St, 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
Current Estimated Value $495,838

Last Listing Agent Rachel Eller Summerset Realty

301 Magnolia Point, Winterset, IA 50273
/13
$210,000

Sold Jun 24, 2026

411 W Madison St, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 1,031 Sq Ft
- Built 2025
Last Sold Summary
- 5% Below List Price
- $204/SF
- 188 Days On Market
Last Listing Agent Alyssa Tadlock Madison County Realty

411 W Madison St, Winterset, IA 50273
/19
$162,250

Sold Jun 23, 2026

703 W North St, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 950 Sq Ft
- Built 1947
Last Sold Summary
- 5% Below List Price
- $171/SF
- 20 Days On Market
Current Estimated Value $160,216

Last Listing Agent Tina Knox Iowa Realty Mills Crossing

703 W North St, Winterset, IA 50273
/33
$647,499

Sold Mar 27, 2026

1634 170th St, Winterset, IA 50273
- 4 Beds
- 3 Baths
- 1,895 Sq Ft
- Built 2001
Last Sold Summary
- 4% Below List Price
- $342/SF
- 268 Days On Market
Current Estimated Value $644,409

Last Listing Agent Kate Carlson Realty ONE Group Impact

1634 170th St, Winterset, IA 50273

Showing Results 1 - 40, Page 1 of 4

Iowa Madison County

Frequently Asked Questions

What is the average home price in Winterset, IA?

Homes for sale in Winterset, IA have an average home price of $309,372.

What is the average time to sell a house in Winterset, IA?

The houses for sale in Winterset, IA spend an average of 76 days on the market.

What is the number of active homes for sale in Winterset, IA?

There are 38 active homes for sale in Winterset, IA.

How many homes have sold over the last 12 months in Winterset, IA?

94 homes have sold in Winterset, IA over the last 12 months.

Home Prices in Winterset, IA

The median home sale price in Winterset, IA is $253,000, up 6% year-over-year. Homes in Winterset sell in 76 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price $253,000	Median Single Family Sale Price $271,950
Median 2 Bedroom Sale Price $206,000	Median 1 Bedroom Sale Price $143,450
Median Studio Sale Price $285,000	Average Price Per Sq Ft $190
Number of Homes for Sale 38	Last 12 months Home Sales 94
Months of Supply 4.90	Median List Price $280,000
Median Change From 1st List Price 4%	Median Home Sale Price YoY Change 6%

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