4,145

Winterset, IA Homes

Section Image
    • /35

      Est $402,887 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,664 Sq Ft

      924 W Jefferson St, Winterset, IA 50273

      924 W Jefferson St, Winterset, IA 50273
  • /7

    $230,000

    • Land
    • 2.9 Acres
    • $79,310 per Acre

    Lot 30 Limestone 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 30 Limestone Ct, 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 $279,877

    Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

    722 W Mills St, Winterset, IA 50273
    • /25

      Est $502,380 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,595 Sq Ft

      614 W Benton St, Winterset, IA 50273

      614 W Benton St, Winterset, IA 50273
  • /7

    $189,000

    • Land
    • 2.88 Acres
    • $65,625 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
  • /22

    $525,000 Sold Jul 08, 2025

    1785 Millstream Ct, Winterset, IA 50273

    • 3 Beds
    • 2 Baths
    • 1,911 Sq Ft
    • Built 2020

    Last Sold Summary

    • 8% Below List Price
    • $275/SF
    • 98 Days On Market

    Current Estimated Value $565,008

    Last Listing Agent JoAnn Manning Iowa Realty Mills Crossing

    1785 Millstream Ct, Winterset, IA 50273
    • /20

      Est $250,585 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft

      501 W Buchanan St, Winterset, IA 50273

      501 W Buchanan St, Winterset, IA 50273
  • /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

    $300,000 Sold Nov 03, 2025

    2385 Holliwell Bridge Rd, Winterset, IA 50273

    • Land
    • 3.17 Acres
    • $94,637 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 73 Days On Market

    Current Estimated Value $291,457

    Last Listing Agent Misty Darling BH&G Real Estate Innovations

    2385 Holliwell Bridge Rd, Winterset, IA 50273
    • /22

      Est $225,514 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft

      618 N 4th Ave, Winterset, IA 50273

      618 N 4th Ave, Winterset, IA 50273
  • /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
  • /29

    $174,900 Sold Jun 03, 2025

    501 W Summit St, Winterset, IA 50273

    • 2 Beds
    • 1 Bath
    • 784 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $223/SF
    • 18 Days On Market

    Current Estimated Value $173,343

    Last Listing Agent Rachel Eller Summerset Realty

    501 W Summit St, Winterset, IA 50273
    • /25

      Est $222,705 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 912 Sq Ft

      1016 W South St, Winterset, IA 50273

      1016 W South St, Winterset, IA 50273
  • /19

    $230,000 Pending

    • 1 Bed
    • 1 Sq Ft

    2236 Carver Rd, Winterset, IA 50273

    A very unique opportunity awaits! This partially finished cabin nestled back in the woods is ready for someone to come finish it off and make it their own. Currently 1 bedroom with bath/laundry area, kitchen and large living room area. There is an attached green house off of the kitchen. The 3 car attached garage could be converted into more living space. There is a nice outbuilding and another

    Sarah Cowman Homefront Real Estate, LLC

    2236 Carver Rd, Winterset, IA 50273
  • /35

    $725,000 Sold Oct 15, 2025

    1813 Maple Ct, Winterset, IA 50273

    • Land
    • 6.26 Acres
    • $115,815 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 22 Days On Market

    Current Estimated Value $740,996

    Last Listing Agent Amy Lucht Century 21 Signature

    1813 Maple Ct, Winterset, IA 50273
    • /31

      Est $288,397 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,387 Sq Ft

      926 W Court Ave, Winterset, IA 50273

      926 W Court Ave, Winterset, IA 50273
  • /30

    $499,000

    • Land
    • 9.8 Acres
    • $50,918 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
  • /28

    $260,000 Sold Jun 05, 2025

    421 W Buchanan St, Winterset, IA 50273

    • 4 Beds
    • 3 Baths
    • 1,500 Sq Ft
    • Built 1964

    Last Sold Summary

    • $173/SF
    • 19 Days On Market

    Current Estimated Value $262,524

    Last Listing Agent Stephanie Anania RE/MAX Revolution

    421 W Buchanan St, Winterset, IA 50273
    • /28

      Est $228,408 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,268 Sq Ft

      902 W Court Ave, Winterset, IA 50273

      902 W Court Ave, Winterset, IA 50273
  • /34

    $650,000

    • 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
  • /24

    $187,500 Sold Apr 09, 2025

    621 E Court Ave, Winterset, IA 50273

    • 4 Beds
    • 2 Baths
    • 1,842 Sq Ft
    • Built 1860

    Last Sold Summary

    • 13% Below List Price
    • $102/SF
    • 105 Days On Market

    Current Estimated Value $196,066

    Last Listing Agent Tamra Yeager Pro Team Realty

    621 E Court Ave, Winterset, IA 50273
    • /24

      Est $257,181 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,260 Sq Ft

      906 W Court Ave, Winterset, IA 50273

      906 W Court Ave, Winterset, IA 50273
  • /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
  • /16

    $235,000 Sold Mar 07, 2025

    908 E Benton St, Winterset, IA 50273

    • 3 Beds
    • 2 Baths
    • 796 Sq Ft
    • Built 2006

    Last Sold Summary

    • $295/SF
    • 13 Days On Market

    Current Estimated Value $232,704

    Last Listing Agent Tammy Heckart RE/MAX Concepts

    908 E Benton St, Winterset, IA 50273
    • /25

      Est $199,026 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 984 Sq Ft

      422 W Filmore St, Winterset, IA 50273

      422 W Filmore St, Winterset, IA 50273
  • /10

    $52,900

    • 3 Beds
    • 2 Baths

    1624 W Summit St Unit 109, Winterset, IA 50273

    This spacious 3 bedroom, 2 bathroom home features a primary bedroom with its own private en suite bathroom for added comfort. Enjoy freshly painted interiors and brand new carpet in the bedrooms, giving the home a clean and inviting feel. There's a fireplace in the living room for cozy winter night. Call today for a tour!

    Lea McFadden Covered Bridges MHP

    1624 W Summit St Unit 109, Winterset, IA 50273
  • /34

    $185,000 Sold May 09, 2025

    304 E Washington St, Winterset, IA 50273

    • 3 Beds
    • 1 Bath
    • 1,005 Sq Ft
    • Built 1880

    Last Sold Summary

    • 23% Below List Price
    • $184/SF
    • 209 Days On Market

    Current Estimated Value $183,193

    Last Listing Agent Toni Tindle Covered Bridge Realty

    304 E Washington St, Winterset, IA 50273
    • /26

      Est $267,238 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 1,361 Sq Ft

      404 W Filmore St, Winterset, IA 50273

      404 W Filmore St, Winterset, IA 50273
  • /22

    $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
  • /24

    $218,000 Sold May 22, 2025

    1104 W South St, Winterset, IA 50273

    • 3 Beds
    • 2 Baths
    • 912 Sq Ft
    • Built 1961

    Last Sold Summary

    • 7% Below List Price
    • $239/SF
    • 58 Days On Market

    Current Estimated Value $218,362

    Last Listing Agent Kenneth Kauzlarich RE/MAX Precision

    1104 W South St, Winterset, IA 50273
    • /25

      Est $189,743 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,816 Sq Ft

      809 E Benton St, Winterset, IA 50273

      809 E Benton St, Winterset, IA 50273
  • /27

    $380,000

    • Land
    • 8 Acres
    • $47,500 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 sunken 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

    Sarah Cowman Homefront Real Estate, LLC

    2817 Carver Rd, Winterset, IA 50273
  • /21

    $515,000 Sold Jun 18, 2025

    902 S 9th Ave, Winterset, IA 50273

    • 4 Beds
    • 3 Baths
    • 1,590 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $324/SF
    • 19 Days On Market

    Current Estimated Value $526,994

    Last Listing Agent Jennifer Stover Madison County Realty

    902 S 9th Ave, Winterset, IA 50273
    • /16

      Est $243,761 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft

      602 E Benton St, Winterset, IA 50273

      602 E Benton St, Winterset, IA 50273
  • /31

    $200,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 988 Sq Ft

    501 W Hutchings St, Winterset, IA 50273

    Welcome to this beautiful home in the heart of Winterset. This property features 3-beds, 1.5 baths, in almost 1,000 sq ft on the main level and a partially finished basement for extra storage or living space. Enjoy a nice-sized yard perfect for outdoor activities. The attached 1-car garage adds convenience year-round. Located within walking distance to the school.

    Krymsin Graf Iowa Realty Ankeny

    501 W Hutchings St, 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
    • /20

      Est $263,414 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 924 Sq Ft

      802 E Benton St, Winterset, IA 50273

      802 E Benton St, Winterset, IA 50273
  • /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

    $365,000 Sold Jul 28, 2025

    2981 214th Trail, Winterset, IA 50273

    • Land
    • 3.7 Acres
    • $98,649 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 109 Days On Market

    Current Estimated Value $384,940

    Last Listing Agent Connie Brown Iowa Realty Ankeny

    2981 214th Trail, Winterset, IA 50273
    • /24

      Est $213,283 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 840 Sq Ft

      317 E North St, Winterset, IA 50273

      317 E North St, Winterset, IA 50273

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