Recently Sold Winterset, IA Homes

/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 $107,839

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

315 N 4th Ave, Winterset, IA 50273
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/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 $196,444

Last Listing Agent Deanna Roth Century 21 Signature

323 E Jefferson St, Winterset, IA 50273
/35
$506,942 Sold Jun 26, 2025

2364 Bittersweet Ave, Winterset, IA 50273
- Land
- 5.26 Acres
- $96,377 per Acre
Last Sold Summary
- 5% Above List Price
- 2 Days On Market
Current Estimated Value $512,482

Last Listing Agent Jeffrey Longman RE/MAX Precision

2364 Bittersweet 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
Current Estimated Value $486,143

Last Listing Agent Rachel Eller Summerset Realty

301 Magnolia Point, 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 $204,045

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

324 W Filmore St, Winterset, IA 50273
/33
$647,499 Sold Mar 27, 2026

1634 170th St, Winterset, IA 50273
- Land
- 11.44 Acres
- $56,600 per Acre
Last Sold Summary
- 4% Below List Price
- 268 Days On Market
Current Estimated Value $628,938

Last Listing Agent Kate Carlson Realty ONE Group Impact

1634 170th St, Winterset, IA 50273
/28
$870,000 Sold Jan 02, 2026

2176 148th St, Winterset, IA 50273
- Land
- 17.97 Acres
- $48,414 per Acre
Last Sold Summary
- 8% Below List Price
- 85 Days On Market
Current Estimated Value $865,453

Last Listing Agent Jason Russell Realty ONE Group Impact

2176 148th St, Winterset, IA 50273
/35
$749,900 Sold Aug 15, 2025

4726 Cherrywood Ln, Winterset, IA 50273
- Land
- 2.92 Acres
- $256,815 per Acre
Last Sold Summary
- 5 Days On Market
Current Estimated Value $764,495

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

4726 Cherrywood Ln, 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 $312,926

Last Listing Agent Ou Meksay RE/MAX Concepts

1210 W Jefferson St, 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 $298,486

Last Listing Agent Kristen Stehli Real Broker, LLC

522 N 10th St, Winterset, IA 50273
/7
$160,000 Sold Jan 08, 2026

Lot 23 112th Ct, Winterset, IA 50273
- Land
- 3.34 Acres
- $47,904 per Acre
Last Sold Summary
- 20% Below List Price
- 413 Days On Market
Last Listing Agent Julie Baudler RE/MAX Concepts

Lot 23 112th Ct, Winterset, IA 50273
/19
$210,000 Sold Feb 27, 2026

2236 Carver Rd, Winterset, IA 50273
- 1 Bed
- 1 Sq Ft
- Built 2021
Last Sold Summary
- 9% Below List Price
- $210,000/SF
- 12 Days On Market
Current Estimated Value $228,564

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

2236 Carver Rd, Winterset, IA 50273
/35
$569,900 Sold Sep 24, 2025

1713 Merriam Ct, Winterset, IA 50273
- Land
- 3.01 Acres
- $189,336 per Acre
Last Sold Summary
- 3 Days On Market
Current Estimated Value $554,532

Last Listing Agent Connie Ridgway Iowa Realty Mills Crossing

1713 Merriam 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 $317,821

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

522 N 7th Ave, 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 $228,924

Last Listing Agent Keith Soldwisch Zealty Home Advisors

2430 Highway 169, 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
Current Estimated Value $199,484

Last Listing Agent Dustin Crawford Iowa Home & Land Realty

315 S 5th Ave, Winterset, IA 50273
/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
/9
$213,000 Sold Nov 17, 2025

413 E Madison St, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 1,031 Sq Ft
- Built 2025
Last Sold Summary
- 1% Below List Price
- $207/SF
- 183 Days On Market
Last Listing Agent Alyssa Tadlock Madison County Realty

413 E Madison St, Winterset, IA 50273
/7
$159,200 Sold Sep 26, 2025

Lot 8 114th Ct, Winterset, IA 50273
- Land
- 3.02 Acres
- $52,715 per Acre
Last Sold Summary
- 20% Below List Price
- 307 Days On Market
Last Listing Agent Julie Baudler RE/MAX Concepts

Lot 8 114th Ct, Winterset, IA 50273
/35
$580,000 Sold Aug 20, 2025

926 S 9th Ave, Winterset, IA 50273
- 4 Beds
- 3 Baths
- 1,987 Sq Ft
- Built 2019
Last Sold Summary
- 3% Below List Price
- $292/SF
- 65 Days On Market
Current Estimated Value $605,580

Last Listing Agent Jennifer Stover Madison County Realty

926 S 9th Ave, Winterset, IA 50273
/16
$199,900 Sold Nov 17, 2025

520 W Madison St, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 1,030 Sq Ft
- Built 2022
Last Sold Summary
- 7% Below List Price
- $194/SF
- 59 Days On Market
Last Listing Agent Nicholas Scar Iowa Realty Mills Crossing

520 W Madison St, Winterset, IA 50273
/29
$352,500 Sold Feb 02, 2026

309 N 15th Ave, Winterset, IA 50273
- 5 Beds
- 4 Baths
- 2,110 Sq Ft
- Built 2002
Last Sold Summary
- 2% Below List Price
- $167/SF
- 76 Days On Market
Current Estimated Value $360,690

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

309 N 15th Ave, Winterset, IA 50273
/31
$187,500 Sold Mar 19, 2026

501 W Hutchings St, Winterset, IA 50273
- 3 Beds
- 1.5 Baths
- 988 Sq Ft
- Built 1963
Last Sold Summary
- 13% Below List Price
- $190/SF
- 100 Days On Market
Current Estimated Value $199,205

Last Listing Agent Krymsin Graf Iowa Realty Ankeny

501 W Hutchings St, Winterset, IA 50273
/27
$204,000 Sold Nov 20, 2025

202 S 7th Ave, Winterset, IA 50273
- 2 Beds
- 2 Baths
- 1,050 Sq Ft
- Built 1953
Last Sold Summary
- 3% Below List Price
- $194/SF
- 48 Days On Market
Current Estimated Value $198,296

Last Listing Agent Tiffany Ehler Boutique Real Estate

202 S 7th Ave, Winterset, IA 50273
/29
$215,000 Sold Jun 26, 2025

315 W Washington St, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 1,673 Sq Ft
- Built 1944
Last Sold Summary
- 19% Below List Price
- $129/SF
- 27 Days On Market
Current Estimated Value $236,982

Last Listing Agent Misty Darling BH&G Real Estate Innovations

315 W Washington St, Winterset, IA 50273
/23
$128,000 Sold Dec 30, 2025

516 W Summit St, Winterset, IA 50273
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
- Built 1890
Last Sold Summary
- 25% Below List Price
- $107/SF
- 95 Days On Market
Last Listing Agent Betsy Breeding Realty ONE Group Impact

516 W Summit St, Winterset, IA 50273
/31
$477,500 Sold Aug 01, 2025

519 W Mills St, Winterset, IA 50273
- 4 Beds
- 3 Baths
- 1,597 Sq Ft
- Built 2023
Last Sold Summary
- 2% Below List Price
- $299/SF
- 23 Days On Market
Current Estimated Value $486,104

Last Listing Agent Renee Dunkel Century 21 Signature

519 W Mills St, Winterset, IA 50273
/32
$315,000 Sold Jan 27, 2026

1541 Nature Ct, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
- Built 2001
Last Sold Summary
- 3% Below List Price
- $216/SF
- 47 Days On Market
Current Estimated Value $321,163

Last Listing Agent Elizabeth Gordon Realty ONE Group Impact

1541 Nature Ct, Winterset, IA 50273
/7
$199,000 Sold Oct 28, 2025

Lot 21 112th Ct, Winterset, IA 50273
- Land
- 3.37 Acres
- $59,050 per Acre
Last Sold Summary
- 20% Below List Price
- 326 Days On Market
Last Listing Agent Julie Baudler RE/MAX Concepts

Lot 21 112th Ct, Winterset, IA 50273
/3
$220,000 Sold Sep 15, 2025

825 W Fremont St, Winterset, IA 50273
- 2 Beds
- 2.5 Baths
- 1,213 Sq Ft
- Built 2000
Last Sold Summary
- 2% Below List Price
- $181/SF
- 3 Days On Market
Current Estimated Value $218,523

Last Listing Agent Randall Henry Madison County Realty

825 W Fremont St, Winterset, IA 50273
/7
$125,000 Sold Nov 21, 2025

Lot 4 114th Ct, Winterset, IA 50273
- Land
- 2.95 Acres
- $42,373 per Acre
Last Sold Summary
- 17% Below List Price
- 363 Days On Market
Last Listing Agent Julie Baudler RE/MAX Concepts

Lot 4 114th Ct, Winterset, IA 50273
/21
$221,100 Sold Feb 20, 2026

110 E Grade St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,174 Sq Ft
- Built 1904
Last Sold Summary
- 2% Below List Price
- $188/SF
- 111 Days On Market
Current Estimated Value $218,606

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

110 E Grade St, Winterset, IA 50273
/33
$217,000 Sold Apr 13, 2026

705 S 2nd St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 2,085 Sq Ft
- Built 2003
Last Sold Summary
- 4% Below List Price
- $104/SF
- 46 Days On Market
Current Estimated Value $230,476

Last Listing Agent Kyle Kuhns RE/MAX Revolution

705 S 2nd St, Winterset, IA 50273
/26
$195,000 Sold Apr 24, 2026

827 W Fremont St, Winterset, IA 50273
- 2 Beds
- 3 Baths
- 1,213 Sq Ft
- Built 2001
Last Sold Summary
- 11% Below List Price
- $161/SF
- 139 Days On Market
Current Estimated Value $208,318

Last Listing Agent Toni Tindle Covered Bridge Realty

827 W Fremont St, Winterset, IA 50273
/32
$160,000 Sold Jul 08, 2025

415 E Jefferson St, Winterset, IA 50273
- 4 Beds
- 1.5 Baths
- 2,018 Sq Ft
- Built 1922
Last Sold Summary
- 6% Below List Price
- $79/SF
- 41 Days On Market
Current Estimated Value $185,634

Last Listing Agent Betsy Breeding Realty ONE Group Impact

415 E Jefferson St, Winterset, IA 50273
/33
$220,000 Sold Aug 26, 2025

1755 280th St, Winterset, IA 50273
- Land
- 2.5 Acres
- $88,000 per Acre
Last Sold Summary
- 12% Below List Price
- 85 Days On Market
Current Estimated Value $181,664

Last Listing Agent Toni Tindle Covered Bridge Realty

1755 280th St, Winterset, IA 50273
/20
$125,000 Sold May 20, 2025

728 W Green St, Winterset, IA 50273
- 3 Beds
- 1.5 Baths
- 1,255 Sq Ft
- Built 1896
Last Sold Summary
- 12% Below List Price
- $100/SF
- 4 Days On Market
Current Estimated Value $139,551

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

728 W Green St, Winterset, IA 50273
/35
$440,000 Sold Apr 23, 2026

812 N 8th Ave, Winterset, IA 50273
- 5 Beds
- 3 Baths
- 2,137 Sq Ft
- Built 2002
Last Sold Summary
- 9% Below List Price
- $206/SF
- 229 Days On Market
Current Estimated Value $469,302

Last Listing Agent Matt Cole RE/MAX Concepts

812 N 8th Ave, Winterset, IA 50273
/27
$495,000 Sold Dec 29, 2025

2155 148th St, Winterset, IA 50273
- Land
- 4.19 Acres
- $118,138 per Acre
Last Sold Summary
- 23% Below List Price
- 45 Days On Market
Current Estimated Value $497,334

Last Listing Agent Cindy Miller Keller Williams Realty GDM

2155 148th St, Winterset, IA 50273
/9
$265,410 Sold Nov 26, 2025

TBD Pioneer Ave, Winterset, IA 50273
- Land
- 29.49 Acres
- $9,000 per Acre
Last Sold Summary
- 3% Below List Price
- 22 Days On Market
Last Listing Agent Chris Wearmouth Kiloterra

TBD Pioneer Ave, Winterset, IA 50273

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