Winterset, IA Homes

/7
$194,000
- Land
- 2.88 Acres
- $67,361 per Acre
Lot 25 114th Ct, Winterset, IA 50273

Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a

Julie Baudler RE/MAX Concepts

Lot 25 114th Ct, Winterset, IA 50273
/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

/20
Est $253,180 Not Listed For Sale

501 W Buchanan St, Winterset, IA 50273
- 3 Beds
- 1 Bath
- 1,000 Sq Ft
- Built 1963
501 W Buchanan St, Winterset, IA 50273

Last Sold Summary
- 7% Above List Price
- $237/SF
- 34 Days On Market
Last Sold Price $236,900

Last Listing Agent Jamie Adkins RE/MAX

/12
$372,750
- Land
- 18.64 Acres
- $19,997 per Acre
00 Clark Tower Rd, Winterset, IA 50273

Premium Executive Building Lot on Pavement | Just South of Winterset, Iowa Representing 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 the road, and an ideal

Andrew Zellmer Peoples Company

00 Clark Tower Rd, 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

/22
Est $228,205 Not Listed For Sale

618 N 4th Ave, Winterset, IA 50273
- 2 Beds
- 2 Baths
- 864 Sq Ft
- Built 1970
618 N 4th Ave, Winterset, IA 50273

Last Sold Summary
- 1% Above List Price
- $260/SF
- 6 Days On Market
Last Sold Price $225,000

Last Listing Agent Kyle Kuhns RE/MAX Revolution

/7
$225,000
- Land
- 3.14 Acres
- $71,656 per Acre
Lot 14 114th Ct, Winterset, IA 50273

Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a

Julie Baudler RE/MAX Concepts

Lot 14 114th Ct, 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

/25
Est $226,025 Not Listed For Sale

1016 W South St, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 912 Sq Ft
- Built 1960
1016 W South St, Winterset, IA 50273

Last Sold Summary
- 4% Above List Price
- $239/SF
- 4 Days On Market
Last Sold Price $218,300

Last Listing Agent Sue Monroe Spire Real Estate

/30
$449,000
- Land
- 9.8 Acres
- $45,816 per Acre
1024 W Summit St, Winterset, IA 50273

In town acreage opportunity. 3-bedroom, 1-bath home on 9.88 m/l acres located just outside the Winterset city limits. The home offers 2,286 sq ft of living area with main-level and upper-level bedrooms, and a partial basement. A detached 1-car garage and a 1,620 sq ft pole building provides additional storage and workspace. The acreage features open ground with level to rolling terrain and treed

Jerold Steenhoek Iowa Realty Waukee

1024 W Summit St, 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

/31
Est $290,646 Not Listed For Sale

926 W Court Ave, Winterset, IA 50273
- 4 Beds
- 2 Baths
- 1,387 Sq Ft
- Built 1959
926 W Court Ave, Winterset, IA 50273

Last Sold Summary
- 1% Below List Price
- $211/SF
- 25 Days On Market
Last Sold Price $292,500

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

/11
$220,000
- 2 Beds
- 1 Bath
- 1,031 Sq Ft
409 W Madison St, Winterset, IA 50273

Looking to downsize? Just starting out? This is it! 2 bed, 1 bath tri-plex features zero-step entry and 36" doorways throughout as well as ADA shower with tile surround and ADA toilet for safe, easy and convenient access. The open floor plan includes vaulted ceilings in living, kitchen and dinning rooms and tray ceiling in the master. It's completed with LVP flooring in the main rooms and carpet

Alyssa Tadlock Madison County Realty

409 W Madison 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
Est $226,973 Not Listed For Sale

902 W Court Ave, Winterset, IA 50273
- 3 Beds
- 1 Bath
- 1,268 Sq Ft
- Built 1959
902 W Court Ave, Winterset, IA 50273

Last Sold Summary
- 8% Above List Price
- $166/SF
- 4 Days On Market
Last Sold Price $210,000

Last Listing Agent Rachel Eller Summerset Realty

/21
$249,900
- 3 Beds
- 2.5 Baths
- 1,006 Sq Ft
113 S 3rd St, Winterset, IA 50273

Move-in ready and totally remodeled 3-bed 2.5-bath ranch! Everything you need is on the main level. This home has been thoughtfully renovated, utilizing every square inch. Walk in, and you will appreciate the large entry way ready for your locker system or bench area. The living room is bright and spacious and is open to the kitchen. The kitchen has nice counter and cabinet space with a pantry

Sarah Cowman Homefront Real Estate, LLC

113 S 3rd 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

/24
Est $260,356 Not Listed For Sale

906 W Court Ave, Winterset, IA 50273
- 3 Beds
- 2.5 Baths
- 1,260 Sq Ft
- Built 1959
906 W Court Ave, Winterset, IA 50273

Last Sold Summary
- 4% Above List Price
- $199/SF
- 20 Days On Market
Last Sold Price $251,000

Last Listing Agent Jennifer Stover Madison County Realty

/7
$440,000 Pending
- Studio
- 5,952 Sq Ft
122 E Jefferson St Unit 1-6, Winterset, IA 50273

Attention income property investors! If you have been looking for the perfect property to add to your existing portfolio or if you are a beginning investor looking to start investing in multi-family real estate, this is the ideal property for you. This property contains six units: four (2 Bedroom and 1 bath) and two (1 Bedroom – 1 bath), with a gross annual revenue of $46,200 as of 03/31/26. The

Bob Ruby Ruby Realty Group LLC

122 E Jefferson St Unit 1-6, 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

/26
Est $264,456 Not Listed For Sale

708 N 4th Ave, Winterset, IA 50273
- 4 Beds
- 2 Baths
- 1,830 Sq Ft
- Built 1917
708 N 4th Ave, Winterset, IA 50273

Last Sold Summary
- 9% Above List Price
- $133/SF
- 10 Days On Market
Last Sold Price $243,500

Last Listing Agent Sonny Greene Iowa Realty Mills Crossing

/32
$360,000 Pending
- Land
- 8 Acres
- $45,000 per Acre
2817 Carver Rd, Winterset, IA 50273

A bit of elbow grease and this sweet ranch home could be your dream acreage! With a fabulous layout, 3 bedrooms, 2 and 1/2 baths, large kitchen and dining area, huge living room and the full basement is a blank slate. The most beautiful setting on a hill overlooking a pond and surrounded by nature! There are no covenants so you can have your 4-H Animals or horses or whatever your heart desires.

Sarah Cowman Homefront Real Estate, LLC

2817 Carver Rd, 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

/26
Est $276,953 Not Listed For Sale

404 W Filmore St, Winterset, IA 50273
- 5 Beds
- 2 Baths
- 1,361 Sq Ft
- Built 1922
404 W Filmore St, Winterset, IA 50273

Last Sold Summary
- 10% Above List Price
- $185/SF
- 211 Days On Market
Last Sold Price $252,000

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

/7
$240,000
- Land
- 6.98 Acres
- $34,384 per Acre
Lot 16 114th Ct, Winterset, IA 50273

Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a

Julie Baudler RE/MAX Concepts

Lot 16 114th Ct, 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

/25
Est $185,688 Not Listed For Sale

809 E Benton St, Winterset, IA 50273
- 4 Beds
- 2 Baths
- 1,816 Sq Ft
- Built 1890
809 E Benton St, Winterset, IA 50273

Last Sold Summary
- 20% Above List Price
- $85/SF
- 17 Days On Market
Last Sold Price $155,000

Last Listing Agent Cody Bilyeu RE/MAX

/12
$199,900
- Land
- 4.68 Acres
- $42,714 per Acre
2215 245 Ln, Winterset, IA 50273

Beautiful rolling building lot just south of town and on minimal gravel located on a dead end road! This 4.68 acre m/l lot is ready for you to bring your builder and build your dream home! The lot gently rolls to the north for a walk out opportunity and overlooks the neighbor's pristine pond! There will be very minimal covenants (currenty being drawn up by attorney) and the county needs to

Sarah Cowman Homefront Real Estate, LLC

2215 245 Ln, 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

/16
Est $250,670 Not Listed For Sale

602 E Benton St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,296 Sq Ft
- Built 1974
602 E Benton St, Winterset, IA 50273

Last Sold Summary
- 29% Above List Price
- $150/SF
- 278 Days On Market
Last Sold Price $195,000

Last Listing Agent Jamie Adkins RE/MAX

/12
$216,000
- 2 Beds
- 1 Bath
- 1,031 Sq Ft
407 W Madison St, Winterset, IA 50273

Looking to downsize? Just starting out? This is it! 2 bed, 1 bath tri-plex features zero-step entry and 36" doorways throughout as well as ADA shower with tile surround and ADA toilet for safe, easy and convenient access. The open floor plan includes vaulted ceilings in living, kitchen and dinning rooms and tray ceiling in the master. It's completed with LVP flooring in the main rooms and carpet

Alyssa Tadlock Madison County Realty

407 W Madison St, 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

/20
Est $266,030 Not Listed For Sale

802 E Benton St, Winterset, IA 50273
- 4 Beds
- 2 Baths
- 924 Sq Ft
- Built 1975
802 E Benton St, Winterset, IA 50273

Last Sold Summary
- 14% Above List Price
- $252/SF
- 12 Days On Market
Last Sold Price $232,500

Last Listing Agent Kyle Kuhns RE/MAX Revolution

/34
$245,000
- 3 Beds
- 2 Baths
- 1,545 Sq Ft
114 N 8th Ave, Winterset, IA 50273

Completely updated 3-bedroom, 2-bath home blending timeless character with extensive upgrades! Original woodwork, detailed craftsmanship, and charming built-ins pair beautifully with newer hardwood floors (2022), granite countertops, stainless steel appliances, updated cabinetry, and tile flooring. The main level features a spacious living room with built-ins, formal dining room with classic

Kari Stone RE/MAX Precision

114 N 8th Ave, 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

/16
Est $237,987 Not Listed For Sale

908 E Benton St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 796 Sq Ft
- Built 2006
908 E Benton St, Winterset, IA 50273

Last Sold Summary
- 1% Above List Price
- $295/SF
- 13 Days On Market
Last Sold Price $235,000

Last Listing Agent Tammy Heckart RE/MAX

/34
$599,900
- 3 Beds
- 2.5 Baths
- 2,432 Sq Ft
719 E Washington St, Winterset, IA 50273

If the "Wow Factor" is what you are hoping for in a home, this one is a must-see! This home was gutted down to the studs and completely rebuilt, so it is just like brand new! Walk in the front door, and you will love all the natural light as you enter the living room with a cozy gas fireplace. The large dining area adjoins the gorgeous kitchen with tons of cabinets and countertop space. There is

Sarah Cowman Homefront Real Estate, LLC

719 E Washington St, 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

/24
Est $210,582 Not Listed For Sale

317 E North St, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 840 Sq Ft
- Built 1994
317 E North St, Winterset, IA 50273

Last Sold Summary
- 15% Below List Price
- $295/SF
- 163 Days On Market
Last Sold Price $247,500

Last Listing Agent Rachel Eller Summerset Realty

/12
$220,000
- 2 Beds
- 1 Bath
- 1,031 Sq Ft
405 W Madison St, Winterset, IA 50273

Looking to downsize? Just starting out? This is it! 2 bed, 1 bath tri-plex features zero-step entry and 36" doorways throughout as well as ADA shower with tile surround and ADA toilet for safe, easy and convenient access. The open floor plan includes vaulted ceilings in living, kitchen and dinning rooms and tray ceiling in the master. It's completed with LVP flooring in the main rooms and carpet

Alyssa Tadlock Madison County Realty

405 W Madison St, Winterset, IA 50273

Showing Results 121 - 160, Page 4 of 18

Iowa Madison County Winterset

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