4,477

Homes in ZIP Code 50273

Section Image
    • 708 N 4th Ave, Winterset, IA 50273
      708 N 4th Ave, Winterset, IA 50273
      708 N 4th Ave, Winterset, IA 50273
      /26

      Est $276,202

      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

      • 10 Days On Market

  • RR Scott Township None, Winterset, IA 50222
    RR Scott Township None, Winterset, IA 50222
    /2

    $450,000

    • Land
    • 30 Acres
    • $15,000 per Acre

    RR Scott Township None, Winterset, IA 50222

    A great opportunity to add to your existing operation or the perfect acreage to start a small farm, a nice building site or weekend gateway. This is a highly productive farm, all tillable with a CSR 2 rating of 83.

    Patrick Corkrean Madison County Realty

    RR Scott Township None, Winterset, IA 50222
  • 315 S 5th Ave, Winterset, IA 50273
    315 S 5th Ave, Winterset, IA 50273
    315 S 5th Ave, 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 $205,003

    Last Listing Agent Dustin Crawford Iowa Home & Land Realty

    315 S 5th Ave, Winterset, IA 50273
    • 404 W Filmore St, Winterset, IA 50273
      404 W Filmore St, Winterset, IA 50273
      404 W Filmore St, Winterset, IA 50273
      /26

      Est $259,385

      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

      • 211 Days On Market

  • 1405 W Court Ave, Winterset, IA 50273
    1405 W Court Ave, Winterset, IA 50273
    1405 W Court Ave, Winterset, IA 50273
    /35

    $365,000

    • 4 Beds
    • 3 Baths
    • 1,524 Sq Ft

    1405 W Court Ave, Winterset, IA 50273

    Step inside and you'll be welcomed by a spacious entry that opens into the vaulted living room, where a cozy fireplace creates the perfect gathering space. This well-maintained ranch offers over 2,500 finished square feet, 4 bedrooms, and 3 bathrooms. The spacious kitchen features maple cabinetry, newer granite countertops, updated appliances, and large windows that showcase views of the

    Lauren Moore Agency Iowa

    1405 W Court Ave, Winterset, IA 50273
  • 2340 Holliwell Bridge Rd, Winterset, IA 50273
    2340 Holliwell Bridge Rd, Winterset, IA 50273
    2340 Holliwell Bridge Rd, 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
    • 809 E Benton St, Winterset, IA 50273
      809 E Benton St, Winterset, IA 50273
      809 E Benton St, Winterset, IA 50273
      /25

      Est $204,782

      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

      • 17 Days On Market

  • Lot 4 N 4th Ave, Winterset, IA 50273
    Lot 4 N 4th Ave, Winterset, IA 50273
    /2

    $185,000

    • Land
    • 1.14 Acres
    • $161,996 per Acre

    Lot 4 N 4th Ave, Winterset, IA 50273

    New Light Commercial Development. Lots will be ready to be built upon in Spring 2025, road will paved in Fall 2025. All utilities to the lots. Great location for easy access to major highways. Listing agent has ownership in the property.

    Peter Corkrean Madison County Realty

    Lot 4 N 4th Ave, Winterset, IA 50273
  • 413 E Madison St, Winterset, IA 50273
    413 E Madison St, Winterset, IA 50273
    413 E Madison St, 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
    • 602 E Benton St, Winterset, IA 50273
      602 E Benton St, Winterset, IA 50273
      602 E Benton St, Winterset, IA 50273
      /16

      Est $235,763

      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

      • 278 Days On Market

  • 719 E Washington St, Winterset, IA 50273
    719 E Washington St, Winterset, IA 50273
    719 E Washington St, Winterset, IA 50273
    /34

    $579,900

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,432 Sq Ft

    719 E Washington St, Winterset, IA 50273

    Discover the ultimate "wow factor" in this stunning Winterset property, truly like anything else. It’s been completely rebuilt to marry historic soul with modern luxury. This isn't just a renovation; it’s a turnkey masterpiece designed for entertaining and everyday living; featuring a main-level primary retreat bathed in incredible natural sunlight throughout the home. It includes 3 bedrooms +

    Sarah Cowman Homefront Real Estate, LLC

    719 E Washington St, Winterset, IA 50273
  • Lot 8 114th Ct, Winterset, IA 50273
    Lot 8 114th Ct, Winterset, IA 50273
    Lot 8 114th Ct, 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
    • 622 N 7th St, Winterset, IA 50273
      622 N 7th St, Winterset, IA 50273
      622 N 7th St, Winterset, IA 50273
      /17

      Est $170,378

      Not Listed For Sale

      622 N 7th St, Winterset, IA 50273

      • 2 Beds
      • 1 Bath
      • 772 Sq Ft
      • Built 1910
      622 N 7th St, Winterset, IA 50273

      Last Sold Summary

      • 3 Days On Market

  • 00 235th St, Winterset, IA 50273
    00 235th St, Winterset, IA 50273
    00 235th St, Winterset, IA 50273
    /34

    $1

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    00 235th St, Winterset, IA 50273

    Madison County, Iowa Land Auction! Presenting the sale of 75.33 surveyed acres m/l of premium recreational land located just southwest of Winterset, Iowa, in Madison County. This unique offering presents an excellent opportunity to purchase quality recreational property, attractive building sites, and a rural acreage in one of Iowa's most desirable counties. The property will be offered in three

    Daran Becker Peoples Company

    00 235th St, Winterset, IA 50273
  • 122 E Jefferson St Unit 1-6, Winterset, IA 50273
    122 E Jefferson St Unit 1-6, Winterset, IA 50273
    122 E Jefferson St Unit 1-6, Winterset, IA 50273
    /7

    $420,000

    Sold May 19, 2026

    122 E Jefferson St Unit 1-6, Winterset, IA 50273

    • Studio
    • 5,952 Sq Ft
    • Built 1997

    Last Sold Summary

    • 5% Below List Price
    • $71/SF
    • 4 Days On Market

    Last Listing Agent Bob Ruby Ruby Realty Group LLC

    122 E Jefferson St Unit 1-6, Winterset, IA 50273
    • 707 E Buchanan St, Winterset, IA 50273
      707 E Buchanan St, Winterset, IA 50273
      707 E Buchanan St, Winterset, IA 50273
      /25

      Est $177,717

      Not Listed For Sale

      707 E Buchanan St, Winterset, IA 50273

      • 3 Beds
      • 1 Bath
      • 1,061 Sq Ft
      • Built 1910
      707 E Buchanan St, Winterset, IA 50273

      Last Sold Summary

      • 13 Days On Market

  • 209 W Jefferson St Unit 17, Winterset, IA 50273
    209 W Jefferson St Unit 17, Winterset, IA 50273
    209 W Jefferson St Unit 17, Winterset, IA 50273
    /33

    $210,000

    • 2 Beds
    • 2 Baths
    • 1,065 Sq Ft

    209 W Jefferson St Unit 17, Winterset, IA 50273

    Experience elevated small-town living in this beautifully updated 3rd floor corner condo located just one block from the historic downtown square of Winterset. Unit 17 offers the rare combination of modern finishes, secure low-maintenance living, and walkable convenience with restaurants, shopping, banking, and the post office all nearby. This spacious 2 bedroom, 2 full bath condo features 1,065

    Kent Brant Exit Country Realty

    209 W Jefferson St Unit 17, Winterset, IA 50273
  • 2817 Carver Rd, Winterset, IA 50273
    2817 Carver Rd, Winterset, IA 50273
    2817 Carver Rd, Winterset, IA 50273
    /32

    $330,000

    Sold May 22, 2026

    2817 Carver Rd, Winterset, IA 50273

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • Built 1993

    Last Sold Summary

    • 13% Below List Price
    • $206/SF
    • 56 Days On Market

    Current Estimated Value $362,719

    Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

    2817 Carver Rd, Winterset, IA 50273
    • 908 E Benton St, Winterset, IA 50273
      908 E Benton St, Winterset, IA 50273
      908 E Benton St, Winterset, IA 50273
      /16

      Est $247,575

      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

      • 13 Days On Market

  • 405 W Madison St, Winterset, IA 50273
    405 W Madison St, Winterset, IA 50273
    405 W Madison St, Winterset, IA 50273
    /12

    $210,000

    $10K PRICE DROP Pending
    • 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
  • 926 S 9th Ave, Winterset, IA 50273
    926 S 9th Ave, Winterset, IA 50273
    926 S 9th Ave, 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 $609,774

    Last Listing Agent Jennifer Stover Madison County Realty

    926 S 9th Ave, Winterset, IA 50273
    • 506 E Filmore St, Winterset, IA 50273
      506 E Filmore St, Winterset, IA 50273
      506 E Filmore St, Winterset, IA 50273
      /20

      Est $210,172

      Not Listed For Sale

      506 E Filmore St, Winterset, IA 50273

      • 2 Beds
      • 1 Bath
      • 1,252 Sq Ft
      • Built 1921
      506 E Filmore St, Winterset, IA 50273

      Last Sold Summary

      • 118 Days On Market

  • 209 W Jefferson St Unit 23, Winterset, IA 50273
    209 W Jefferson St Unit 23, Winterset, IA 50273
    209 W Jefferson St Unit 23, Winterset, IA 50273
    /35

    $210,000

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft

    209 W Jefferson St Unit 23, Winterset, IA 50273

    Experience elevated small-town living in this beautifully updated 3rd floor corner condo located just one block from the historic downtown square of Winterset. Unit 17 offers the rare combination of modern finishes, secure low-maintenance living, and walkable convenience with restaurants, shopping, banking, and the post office all nearby. This spacious 2 bedroom, 2 full bath condo features 1,065

    Kent Brant Exit Country Realty

    209 W Jefferson St Unit 23, Winterset, IA 50273
  • 520 W Madison St, Winterset, IA 50273
    520 W Madison St, Winterset, IA 50273
    520 W Madison St, 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
    • 510 E Filmore St, Winterset, IA 50273
      510 E Filmore St, Winterset, IA 50273
      510 E Filmore St, Winterset, IA 50273
      /18

      Est $211,092

      Not Listed For Sale

      510 E Filmore St, Winterset, IA 50273

      • 3 Beds
      • 1 Bath
      • 1,248 Sq Ft
      • Built 1910
      510 E Filmore St, Winterset, IA 50273

      Last Sold Summary

      • 15 Days On Market

  • 1624 W Summit St Unit 135, Winterset, IA 50273
    1624 W Summit St Unit 135, Winterset, IA 50273
    1624 W Summit St Unit 135, Winterset, IA 50273
    /12

    $89,900

    • 3 Beds
    • 2 Baths

    1624 W Summit St Unit 135, Winterset, IA 50273

    Welcome to this well-maintained newer 3-bedroom, 2-bathroom home offering modern comfort and style! The primary bedroom features a private en suite bathroom, creating the perfect retreat at the end of the day. Enjoy low-maintenance LVP flooring throughout the kitchen, living room, and bathrooms, with cozy carpet in all bedrooms for added comfort. The open living space provides a great layout for

    Angie Standlee Covered Bridges MHP

    1624 W Summit St Unit 135, Winterset, IA 50273
  • 309 N 15th Ave, Winterset, IA 50273
    309 N 15th Ave, Winterset, IA 50273
    309 N 15th Ave, 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 $364,858

    Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

    309 N 15th Ave, Winterset, IA 50273
    • 311 E Filmore St, Winterset, IA 50273
      311 E Filmore St, Winterset, IA 50273
      311 E Filmore St, Winterset, IA 50273
      /29

      Est $257,987

      Not Listed For Sale

      311 E Filmore St, Winterset, IA 50273

      • 4 Beds
      • 2 Baths
      • 946 Sq Ft
      • Built 1997
      311 E Filmore St, Winterset, IA 50273

      Last Sold Summary

      • 228 Days On Market

  • 2269 205th Ln, Winterset, IA 50273
    2269 205th Ln, Winterset, IA 50273
    2269 205th Ln, Winterset, IA 50273
    /7

    $250,000

    • Land
    • 5.1 Acres
    • $49,020 per Acre

    2269 205th Ln, Winterset, IA 50273

    Introducing Five Iron Farms - Madison County's newest acreage subdivision. Five Iron Farms offers the best of both world: located in the city limits with city services, but also situated on 3+acres surrounded by farm ground with great views of the countryside. Located on a hard surface road and just down the road from Lakeview Country Club. Bring your own builder. A good reference address to use

    Jennifer Stover Madison County Realty

    2269 205th Ln, Winterset, IA 50273
  • 406 N 7th St, Winterset, IA 50273
    406 N 7th St, Winterset, IA 50273
    406 N 7th St, Winterset, IA 50273
    /26

    $205,000

    Sold Jun 29, 2026

    406 N 7th St, Winterset, IA 50273

    • 2 Beds
    • 2 Baths
    • 1,042 Sq Ft
    • Built 1910

    Last Sold Summary

    • 5% Below List Price
    • $197/SF
    • 9 Days On Market

    Current Estimated Value $213,776

    Last Listing Agent Dakoda Overbeck Iowa Realty Waukee

    406 N 7th St, Winterset, IA 50273
    • 423 E Benton St, Winterset, IA 50273
      423 E Benton St, Winterset, IA 50273
      423 E Benton St, Winterset, IA 50273
      /15

      Est $211,778

      Not Listed For Sale

      423 E Benton St, Winterset, IA 50273

      • 2 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1973
      423 E Benton St, Winterset, IA 50273

      Last Sold Summary

      • 4 Days On Market

  • 69 Long St, Patterson, IA 50218
    69 Long St, Patterson, IA 50218
    69 Long St, Patterson, IA 50218
    /25

    $304,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    69 Long St, Patterson, IA 50218

    Spacious open concept with so many unique features. Zero entry with a price that will please everyone. The builder has now completed the 2nd home in the Patterson, Iowa community just 15 minutes from Mills Civic Parkway, Indianola or Winterset. This home comes with 5 yr tax abatement (graduated) and exceptional quality. The home has an open great room with catheral ceiling boasting open beams, a

    Betsy Haas-Reineck LPT Realty, LLC

    69 Long St, Patterson, IA 50218
  • 1525 S 4th Ave Unit 2, Winterset, IA 50273
    1525 S 4th Ave Unit 2, Winterset, IA 50273
    /2

    $658,000

    Sold Jun 15, 2026

    1525 S 4th Ave Unit 2, Winterset, IA 50273

    • 5 Beds
    • 3.5 Baths
    • 2,582 Sq Ft
    • Built 1997

    Last Sold Summary

    • $255/SF
    • 103 Days On Market

    Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

    1525 S 4th Ave Unit 2, Winterset, IA 50273
    • 715 N 5th St, Winterset, IA 50273
      715 N 5th St, Winterset, IA 50273
      715 N 5th St, Winterset, IA 50273
      /19

      Est $206,189

      Not Listed For Sale

      715 N 5th St, Winterset, IA 50273

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 1999
      715 N 5th St, Winterset, IA 50273

      Last Sold Summary

      • 10 Days On Market

  • 610 W Washington St, Winterset, IA 50273
    610 W Washington St, Winterset, IA 50273
    610 W Washington St, Winterset, IA 50273
    /24

    $257,500

    $5K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,482 Sq Ft

    610 W Washington St, Winterset, IA 50273

    Charming Cape Cod with space, style, and a location you’ll love. This well-maintained 1.5-story home offers 1,482 square feet of inviting living space, featuring 4 bedrooms and 2 bathrooms designed for comfort and flexibility. Step inside to find a home that has been exceptionally cared for—clean, bright, and move-in ready. The layout offers a cozy yet functional flow, with a finished lower level

    Larry Corkrean Madison County Realty

    610 W Washington St, Winterset, IA 50273
  • 501 W Hutchings St, Winterset, IA 50273
    501 W Hutchings St, Winterset, IA 50273
    501 W Hutchings St, 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 $194,879

    Last Listing Agent Krymsin Graf Iowa Realty Ankeny

    501 W Hutchings St, Winterset, IA 50273
    • 508 E Lane St, Winterset, IA 50273
      508 E Lane St, Winterset, IA 50273
      508 E Lane St, Winterset, IA 50273
      /25

      Est $224,431

      Not Listed For Sale

      508 E Lane St, Winterset, IA 50273

      • 3 Beds
      • 2 Baths
      • 1,092 Sq Ft
      • Built 1998
      508 E Lane St, Winterset, IA 50273

      Last Sold Summary

      • 60 Days On Market

  • 615 N 1st Ave, Winterset, IA 50273
    615 N 1st Ave, Winterset, IA 50273
    615 N 1st Ave, Winterset, IA 50273
    /34

    $350,000

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,724 Sq Ft

    615 N 1st Ave, Winterset, IA 50273

    This beautifully remodeled residence combines timeless charm with modern comfort. Step inside to discover hardwood floors and a striking, gracefully designed staircase that sets the tone for the entire home. The inviting front porch offers the perfect spot to welcome guests or enjoy peaceful evenings outdoors. Featuring four generously sized bedrooms plus a bonus room, and a full bath on each

    Sarah Cowman Homefront Real Estate, LLC

    615 N 1st Ave, Winterset, IA 50273
  • 202 S 7th Ave, Winterset, IA 50273
    202 S 7th Ave, Winterset, IA 50273
    202 S 7th Ave, 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 $194,006

    Last Listing Agent Tiffany Ehler Boutique Real Estate

    202 S 7th Ave, Winterset, IA 50273
    • 622 W Fremont St, Winterset, IA 50273
      622 W Fremont St, Winterset, IA 50273
      622 W Fremont St, Winterset, IA 50273
      /26

      Est $229,396

      Not Listed For Sale

      622 W Fremont St, Winterset, IA 50273

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1954
      622 W Fremont St, Winterset, IA 50273

      Last Sold Summary

      • 167 Days On Market

Showing Results 161 - 200, Page 5 of 18

Iowa Madison County Winterset 50273

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group