4,154

Winterset, IA Homes

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    • /30

      Est $202,414 Not Listed For Sale

      406 N 7th St, Winterset, IA 50273

      • 2 Beds
      • 2 Baths
      • 1,042 Sq Ft
      • Built 1910
      406 N 7th St, Winterset, IA 50273

      Last Sold Summary

      • 9% Above List Price
      • $178/SF
      • 17 Days On Market

      Last Sold Price $185,000

      Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  • /35

    $899,900 Pending

    • Land
    • 19.93 Acres
    • $45,153 per Acre

    1516 Roseman Bridge Rd, Winterset, IA 50273

    Welcome to your own private retreat on 20 beautiful acres near Winterset. This thoughtfully updated 3-bedroom, 4-bath, over 3100 sqft ranch home offers the perfect balance of comfort, space, and peaceful country living. Inside, you'll find inviting living spaces including a dedicated home office and a relaxing four-season sunroom, perfect for enjoying the surrounding views year-round. Step

    Lauren Moore Agency Iowa

    1516 Roseman Bridge Rd, Winterset, IA 50273
  • /32

    $176,500 Sold Aug 29, 2025

    409 W Filmore St, Winterset, IA 50273

    • 3 Beds
    • 1.5 Baths
    • 1,192 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Below List Price
    • $148/SF
    • 67 Days On Market

    Current Estimated Value $183,949

    Last Listing Agent Misty Darling BH&G Real Estate Innovations

    409 W Filmore St, Winterset, IA 50273
    • /23

      Est $286,572 Not Listed For Sale

      902 E Buchanan St, Winterset, IA 50273

      • 4 Beds
      • 2 Baths
      • 1,496 Sq Ft
      • Built 2003
      902 E Buchanan St, Winterset, IA 50273

      Last Sold Summary

      • 25% Above List Price
      • $154/SF
      • 105 Days On Market

      Last Sold Price $230,000

      Last Listing Agent Ian Sparks Homefront Real Estate, LLC

  • /35

    $440,000 Pending

    • 5 Beds
    • 4 Baths
    • 3,520 Sq Ft

    204 W Washington St, Winterset, IA 50273

    If you're looking for ** WOW ** this. is. IT!! This stunning 1875 two story has been well cared for and offers a long list of modern amenities. Situated just a couple blocks from the historic Winterset square and close to schools, restaurants and retail on a large corner lot with outdoor living and perennials waiting for you. Relax on the wrap around porch or entertain on the back patio

    Alyssa Tadlock Madison County Realty

    204 W Washington St, Winterset, IA 50273
  • /21

    $225,000 Sold Jun 11, 2025

    703 N 3rd Ave, Winterset, IA 50273

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Below List Price
    • $234/SF
    • 107 Days On Market

    Current Estimated Value $230,230

    Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

    703 N 3rd Ave, Winterset, IA 50273
    • /7

      Est $147,684 Not Listed For Sale

      116 E Grade St, Winterset, IA 50273

      • 1 Bed
      • 1 Bath
      • 832 Sq Ft
      • Built 1977
      116 E Grade St, Winterset, IA 50273

      Last Sold Summary

      • 31% Above List Price
      • $136/SF
      • 181 Days On Market

      Last Sold Price $113,000

      Last Listing Agent Jacob Joliet Iowa Realty Mills Crossing

  • /16

    $179,900

    • 5 Beds
    • 2 Baths
    • 2,280 Sq Ft

    325 W Hutchings St, Winterset, IA 50273

    5-bedroom, 2-bath home located at 325 W Hutchings St. in Winterset. Offering 1,280 sq ft plus a large basement, this property provides plenty of space for living, storage, or future finishing. Conveniently situated just one block from the hospital and a few blocks from local schools, making daily routines easy. Hard-to-find 5-bedroom layout offers flexibility for families, guests, or home office

    Heather Pelzer Keller Williams Realty

    325 W Hutchings St, Winterset, IA 50273
  • /20

    $269,000 Sold May 02, 2025

    316 S 7th Ave, Winterset, IA 50273

    • 3 Beds
    • 2 Baths
    • 1,483 Sq Ft
    • Built 2021

    Last Sold Summary

    • 10% Below List Price
    • $181/SF
    • 24 Days On Market

    Current Estimated Value $292,912

    Last Listing Agent Kristin Flaherty Stoney Oak Properties LLC

    316 S 7th Ave, Winterset, IA 50273
    • /22

      Est $176,852 Not Listed For Sale

      523 S 2nd St, Winterset, IA 50273

      • 4 Beds
      • 2 Baths
      • 1,556 Sq Ft
      • Built 1870
      523 S 2nd St, Winterset, IA 50273

      Last Sold Summary

      • 41% Above List Price
      • $80/SF
      • 246 Days On Market

      Last Sold Price $125,000

      Last Listing Agent Toni Tindle Covered Bridge Realty

  • /23

    $185,000 Pending

    • 2 Beds
    • 1 Bath
    • 952 Sq Ft

    834 S 7th Ave, Winterset, IA 50273

    Pride of ownership in this sweet 2 bedroom, 1 bath ranch. Located on a double corner lot and within walking distance to the Jr High/High School. You'll love the generous sized kitchen with a cute coffee bar and space for the dining room table. Just off the kitchen is a laundry/mud room. Plenty of space to gather coats and shoes. Also off the kitchen is a flex space - perfect for a formal dining

    Jennifer Stover Madison County Realty

    834 S 7th Ave, Winterset, IA 50273
  • /35

    $575,000 Sold Sep 30, 2025

    2283 Clark Tower Rd, Winterset, IA 50273

    • Land
    • 4.11 Acres
    • $140,005 per Acre

    Last Sold Summary

    • 15% Below List Price
    • 29 Days On Market

    Current Estimated Value $563,363

    Last Listing Agent Marcus Sereg Iowa Realty South

    2283 Clark Tower Rd, Winterset, IA 50273
    • /33

      Est $315,365 Not Listed For Sale

      117 E High St, Winterset, IA 50273

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 2020
      117 E High St, Winterset, IA 50273

      Last Sold Summary

      • 14% Above List Price
      • $205/SF
      • 9 Days On Market

      Last Sold Price $275,500

      Last Listing Agent Toni Tindle Covered Bridge Realty

  • /30

    $500,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    2055 170th Ct, Winterset, IA 50273

    Set on 8.14 acres in the Winterset School District, this 3 bedroom, 2 bath ranch offers the space and flexibility many acreage buyers are looking for. Recent exterior improvements include new roof and siding, along with newer HVAC, providing peace of mind for the next owner.The main level features spacious bedrooms with oversized walk in closets, while the lower level is nearly finished and

    Tiffany Ehler Boutique Real Estate

    2055 170th Ct, Winterset, IA 50273
  • /7

    $199,000 Sold Jan 08, 2026

    Lot 20 112th Ct, Winterset, IA 50273

    • Land
    • 3.15 Acres
    • $63,175 per Acre

    Last Sold Summary

    • 20% Below List Price
    • 413 Days On Market

    Last Listing Agent Julie Baudler RE/MAX Concepts

    Lot 20 112th Ct, Winterset, IA 50273
    • /27

      Est $201,654 Not Listed For Sale

      721 E High St, Winterset, IA 50273

      • 2 Beds
      • 1 Bath
      • 1,168 Sq Ft
      • Built 1957
      721 E High St, Winterset, IA 50273

      Last Sold Summary

      • 3% Below List Price
      • $178/SF
      • 130 Days On Market

      Last Sold Price $207,500

      Last Listing Agent Jon Lipovac RE/MAX

  • /7

    $285,000 Pending

    • Land
    • 3.11 Acres
    • $91,640 per Acre

    Lot 15 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 15 114th Ct, Winterset, IA 50273
  • /34

    $745,000 Sold May 01, 2025

    1849 Fox Trail, Winterset, IA 50273

    • Land
    • 21.91 Acres
    • $34,003 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 150 Days On Market

    Current Estimated Value $778,655

    Last Listing Agent Timothy Schutte EXIT Realty & Associates

    1849 Fox Trail, Winterset, IA 50273
    • /17

      Est $175,180 Not Listed For Sale

      823 E Jefferson St, Winterset, IA 50273

      • 2 Beds
      • 1.5 Baths
      • 780 Sq Ft
      • Built 1957
      823 E Jefferson St, Winterset, IA 50273

      Last Sold Summary

      • 4% Above List Price
      • $217/SF
      • 7 Days On Market

      Last Sold Price $169,000

      Last Listing Agent Rachel Eller Summerset Realty

  • /7

    $325,000

    • Land
    • 9.2 Acres
    • $35,326 per Acre

    Lot 32 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 32 Limestone Ct, Winterset, IA 50273
  • /7

    $240,000 Sold Feb 27, 2026

    Lot 18 114th Ct, Winterset, IA 50273

    • Land
    • 3.75 Acres
    • $64,000 per Acre

    Last Sold Summary

    • 4% Below List Price
    • 445 Days On Market

    Last Listing Agent Julie Baudler RE/MAX Concepts

    Lot 18 114th Ct, Winterset, IA 50273
    • /8

      Est $188,867 Not Listed For Sale

      223 N 8th St, Winterset, IA 50273

      • 3 Beds
      • 1 Bath
      • 1,048 Sq Ft
      • Built 1952
      223 N 8th St, Winterset, IA 50273

      Last Sold Summary

      • 99% Above List Price
      • $91/SF
      • 5 Days On Market

      Last Sold Price $95,000

      Last Listing Agent Darson Grantham Keller Williams Realty GDM

  • /35

    $375,000

    • 3 Beds
    • 2 Baths
    • 2,430 Sq Ft

    310 W Washington St, Winterset, IA 50273

    Welcome to 310 W. Washington, where this classic Craftsman blends character with modern conveniences. This home checks all of the boxes of style and function - with a formal dining room, inviting family and living rooms, a cozy 3 season porch, practical home office and an expansive deck. The kitchen features a built-in buffet/coffee bar between the kitchen and dining room, making entertaining a

    Jennifer Stover Madison County Realty

    310 W Washington St, Winterset, IA 50273
  • /20

    $167,500 Sold Mar 27, 2026

    000 Ivy Trail, Winterset, IA 50273

    • Land
    • 13.6 Acres
    • $12,316 per Acre

    Last Sold Summary

    • 25% Below List Price
    • 722 Days On Market

    Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

    000 Ivy Trail, Winterset, IA 50273
    • /18

      Est $182,797 Not Listed For Sale

      217 N 7th St, Winterset, IA 50273

      • 3 Beds
      • 1 Bath
      • 1,477 Sq Ft
      • Built 1890
      217 N 7th St, Winterset, IA 50273

      Last Sold Summary

      • 11% Above List Price
      • $112/SF
      • 83 Days On Market

      Last Sold Price $165,000

      Last Listing Agent Ian Sparks Homefront Real Estate, LLC

  • /2

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    2210 Ash Tree Dr, Winterset, IA 50273

    Jackson Walkout Ranch Plan with over-sized 3 car garage. Front porch with 2 stone base posts. 9' ceilings throughout main floor. Open stairs to basement. Granite or quartz counter tops in baths and kitchen. Kitchen boasts a large walk-in pantry and stainless-steel appliances. White painted maple cabinets throughout. Luxury vinyl flooring. 60 inch gas fireplace. Master bath with raised vanity and

    Robert D. Weeks Iowa Realty Waukee

    2210 Ash Tree Dr, Winterset, IA 50273
  • /19

    $62,500 Sold Aug 29, 2025

    215 W Filmore St, Winterset, IA 50273

    • 3 Beds
    • 1.5 Baths
    • 1,186 Sq Ft
    • Built 1890

    Last Sold Summary

    • 50% Below List Price
    • $53/SF
    • 166 Days On Market

    Current Estimated Value $127,185

    Last Listing Agent Steven Camerona Iowa Realty Beaverdale

    215 W Filmore St, Winterset, IA 50273
    • /13

      Est $178,190 Not Listed For Sale

      609 E Jefferson St, Winterset, IA 50273

      • 2 Beds
      • 1 Bath
      • 1,060 Sq Ft
      • Built 1919
      609 E Jefferson St, Winterset, IA 50273

      Last Sold Summary

      • 2% Above List Price
      • $165/SF
      • 47 Days On Market

      Last Sold Price $175,000

      Last Listing Agent Rachel Eller Summerset Realty

  • /34

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,574 Sq Ft

    222 Oak Tree Dr, Winterset, IA 50273

    Well cared for one-owner home featuring 3 bedrooms, 3 bathrooms with high 9 ft ceilings that create a bright, open feel throughout the main living area. The thoughtfully designed floor plan includes a functional kitchen, and a primary suite with a private bath. Enjoy the 4-season porch, perfect for relaxing or entertaining year round. The basement is ready to finish, already drywalled just

    Amber Stemler Iowa Realty Mills Crossing

    222 Oak Tree Dr, Winterset, IA 50273
  • /23

    $255,000 Sold Jul 25, 2025

    322 N 15th Ave, Winterset, IA 50273

    • 3 Beds
    • 2.5 Baths
    • 1,438 Sq Ft
    • Built 2003

    Last Sold Summary

    • 14% Below List Price
    • $177/SF
    • 42 Days On Market

    Current Estimated Value $272,995

    Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

    322 N 15th Ave, Winterset, IA 50273
    • /29

      Est $259,471 Not Listed For Sale

      720 N 3rd St, Winterset, IA 50273

      • 3 Beds
      • 2 Baths
      • 1,560 Sq Ft
      • Built 1969
      720 N 3rd St, Winterset, IA 50273

      Last Sold Summary

      • 11% Above List Price
      • $149/SF
      • 63 Days On Market

      Last Sold Price $233,000

      Last Listing Agent Benjamin Bjorholm 1 Percent Lists Evolution

  • /3

    $125,000 Pending

    • Land
    • 4.48 Acres
    • $27,902 per Acre

    000 198th Ct, Winterset, IA 50273

    Want to build outside of town but don't like gravel? This lot is for you! Bring your own builder! Nestled just north of Winterset, this lot is in a very small development so only a few neighbors! Conveniently located just minutes from all that our amazing town has to offer! Schedule a time to view this property for yourself!

    Sarah Cowman Homefront Real Estate, LLC

    000 198th Ct, Winterset, IA 50273
  • /24

    $145,000 Sold May 09, 2025

    513 E Jefferson St, Winterset, IA 50273

    • 4 Beds
    • 1.5 Baths
    • 1,776 Sq Ft
    • Built 1916

    Last Sold Summary

    • 12% Below List Price
    • $82/SF
    • 5 Days On Market

    Current Estimated Value $269,287

    Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

    513 E Jefferson St, Winterset, IA 50273
    • /30

      Est $258,799 Not Listed For Sale

      323 W Benton St, Winterset, IA 50273

      • 3 Beds
      • 1.5 Baths
      • 1,381 Sq Ft
      • Built 1906
      323 W Benton St, Winterset, IA 50273

      Last Sold Summary

      • 5% Above List Price
      • $178/SF
      • 8 Days On Market

      Last Sold Price $245,900

      Last Listing Agent Betsy Breeding Realty ONE Group Impact

  • /17

    $239,900

    • 4 Beds
    • 2 Baths
    • 1,270 Sq Ft

    1413 W Washington St, Winterset, IA 50273

    Beautifully maintained, this 4-bedroom ranch offers easy single-level living with an inviting open floor plan. A rare oversized 3-car garage with additional storage is a dream for car enthusiasts or hobbyists, and the deck off the kitchen provides the perfect backdrop for outdoor dining and entertaining!

    Sarah Cowman Homefront Real Estate, LLC

    1413 W Washington St, Winterset, IA 50273
  • /18

    $162,500 Sold Sep 26, 2025

    408 E Benton St, Winterset, IA 50273

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1956

    Last Sold Summary

    • 19% Below List Price
    • $212/SF
    • 103 Days On Market

    Current Estimated Value $159,762

    Last Listing Agent Jamie Adkins RE/MAX Precision

    408 E Benton St, Winterset, IA 50273
    • /29

      Est $292,598 Not Listed For Sale

      602 N 1st Ave, Winterset, IA 50273

      • 4 Beds
      • 3 Baths
      • 2,146 Sq Ft
      • Built 1894
      602 N 1st Ave, Winterset, IA 50273

      Last Sold Summary

      • 22% Above List Price
      • $112/SF
      • 58 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Robert Duff Covered Bridge Realty

  • /35

    $339,000 Pending

    • 5 Beds
    • 2.5 Baths
    • 2,968 Sq Ft

    323 W Jefferson St, Winterset, IA 50273

    Exquisite historic home in the heart of Winterset just blocks from the bustling downtown square. If you love a quality historic home, this one is for you! This Freestyle Queen Anne Victorian 2-story is sure to impress. The past 2 owners have taken exquisite care of this gem. You will love the original woodwork hard floors, leaded glass & character! A front porch greets you as you enter complete

    Sarah Cowman Homefront Real Estate, LLC

    323 W Jefferson St, Winterset, IA 50273
  • /26

    $337,000 Sold Jun 27, 2025

    925 W Jefferson St, Winterset, IA 50273

    • 3 Beds
    • 2.5 Baths
    • 2,267 Sq Ft
    • Built 1972

    Last Sold Summary

    • 1% Above List Price
    • $149/SF
    • 1 Day On Market

    Current Estimated Value $348,221

    Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

    925 W Jefferson St, Winterset, IA 50273
    • /21

      Est $296,899 Not Listed For Sale

      616 N 1st Ave, Winterset, IA 50273

      • 3 Beds
      • 1.5 Baths
      • 2,048 Sq Ft
      • Built 1902
      616 N 1st Ave, Winterset, IA 50273

      Last Sold Summary

      • 14% Above List Price
      • $127/SF
      • 140 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Jennifer Stover Madison County Realty

Showing Results 241 - 280, Page 7 of 18

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