Winterset, IA Homes

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  /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
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  /31

  Est $273,728 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,008 Sq Ft

  524 W Hutchings St, Winterset, IA 50273

  524 W Hutchings St, Winterset, IA 50273
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  /35

  $825,000

  • Land
  • 5.67 Acres
  • $145,503 per Acre

  112 S 16th Ave, Winterset, IA 50273

  Don’t miss this one-of-a-kind opportunity to own a private 5+acreage right in town. A picturesque, tree-lined driveway welcomes you to a custom-built totally renovated two-story home surrounded by park-like scenery. With nearly 4,000 sq. ft. of finished living space, this 4-bedroom (plus 2 non conforming) 4-bathroom home offers room to spread out and entertain in style. The upper level features a

  Sarah Cowman Homefront Real Estate, LLC

  112 S 16th Ave, Winterset, IA 50273
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  /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 $569,375

  Last Listing Agent Connie Ridgway Iowa Realty Mills Crossing

  1713 Merriam Ct, Winterset, IA 50273
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  /26

  Est $221,656 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft

  502 E Washington St, Winterset, IA 50273

  502 E Washington St, Winterset, IA 50273
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  /34

  $699,900 Pending

  • Land
  • 3 Acres
  • $233,300 per Acre

  1821 Millstream Ct, Winterset, IA 50273

  Prepare to be taken back by this distinguished two-story residence. With over 3700 finished square feet- masterfully crafted and lavishly finished with beautiful living space. Setting on three breathtaking acres, every inch of this estate exudes luxury and warmth—from the inviting front porch to expansive decks, professionally designed landscaping, a cozy inviting firepit, and an astounding

  Sarah Cowman Homefront Real Estate, LLC

  1821 Millstream Ct, Winterset, IA 50273
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  /5

  $369,555 Sold Mar 27, 2025

  301 Maple Point, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2024

  Last Sold Summary

  • 2% Above List Price
  • $264/SF
  • 99 Days On Market

  Last Listing Agent Robert D. Weeks Iowa Realty Waukee

  301 Maple Point, Winterset, IA 50273
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  /15

  Est $254,031 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,200 Sq Ft

  418 E Buchanan St, Winterset, IA 50273

  418 E Buchanan St, Winterset, IA 50273
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  /27

  $215,000 Pending

  • 2 Beds
  • 3 Baths
  • 1,213 Sq Ft

  821 W Fremont St, Winterset, IA 50273

  Step into this exceptional 2-bedroom, 2.5-bath duplex with a 1-car attached garage, beautifully situated on a quiet cul-de-sac. Freshly painted with newer appliances, this home boasts an inviting open layout. Enjoy the warmth of a cozy fireplace, main floor laundry, and spacious walk-in closets for added convenience. 3 season room is an added bonus! The unfinished basement—with a finished

  Sarah Cowman Homefront Real Estate, LLC

  821 W Fremont St, Winterset, IA 50273
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  /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 $324,447

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  522 N 7th Ave, Winterset, IA 50273
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  /17

  Est $192,572 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 968 Sq Ft

  523 N 5th St, Winterset, IA 50273

  523 N 5th St, Winterset, IA 50273
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  /21

  $177,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,222 Sq Ft

  601 E Green St, Winterset, IA 50273

  This beautifully updated 3-bedroom, 1-bath farmhouse at 601 E Green St offers 1,222 sq ft of thoughtfully designed living space. Full of character, the home features an eat-in kitchen, a cozy living room with plenty of natural light, and a bonus room that can easily serve as an office or an extra bedroom. The updated bathroom and fresh flooring throughout the main level add modern convenience.

  Theodore Craig Developers Realty Group LLC

  601 E Green St, Winterset, IA 50273
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  /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 $232,089

  Last Listing Agent Keith Soldwisch Zealty Home Advisors

  2430 Highway 169, Winterset, IA 50273
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  /13

  Est $251,473 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,576 Sq Ft

  520 N 6th St, Winterset, IA 50273

  520 N 6th St, Winterset, IA 50273
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  /35

  $599,500 Pending

  • Land
  • 4.99 Acres
  • $120,140 per Acre

  1694 McBride Ridge Ct, Winterset, IA 50273

  Acreage for sale in Winterset Iowa! Discover your own slice of country paradise just 100 yards off paved Cumming Road! This 4-bedroom, 3-bath walkout ranch sits on nearly 5 acres—about 90% fenced—and is a dream for nature lovers, hobby gardeners, and dog enthusiasts alike. Built in 2003, this spacious home boasts over 3,300 sq ft of finished living space. The main level features a cozy family

  Michelle Price Realty ONE Group Impact

  1694 McBride Ridge Ct, Winterset, IA 50273
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  /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

  Last Listing Agent Dustin Crawford Iowa Home & Land Realty

  315 S 5th Ave, Winterset, IA 50273
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  /28

  Est $253,885 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,170 Sq Ft

  719 S 7th Ave, Winterset, IA 50273

  719 S 7th Ave, Winterset, IA 50273
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  /35

  $1,495,000

  • Land
  • 20.51 Acres
  • $72,891 per Acre

  1671 Highway 169 None, Winterset, IA 50273

  Beautiful 20.51-acre Madison County acreage offering a versatile setup for horses, cattle, or any livestock. Property features an indoor riding arena, multiple outbuildings, and 5 paddocks wired for cattle, providing flexibility for a wide range of livestock and hobby farm needs.The updated 3 bed, 2 bath two-story home includes fresh interior paint and remodeled kitchen and bath. Additional

  Rachel Eller Summerset Realty

  1671 Highway 169 None, Winterset, IA 50273
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  /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
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  /22

  Est $192,112 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 902 Sq Ft

  829 S 7th Ave, Winterset, IA 50273

  829 S 7th Ave, Winterset, IA 50273
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  /7

  $149,000

  • Land
  • 2.93 Acres
  • $50,853 per Acre

  Lot 35 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 35 Limestone Ct, Winterset, IA 50273
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  /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
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  /29

  Est $307,221 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,284 Sq Ft

  621 S 8th Ave, Winterset, IA 50273

  621 S 8th Ave, Winterset, IA 50273
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  /23

  $221,900

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

  114 S 14th Ave, Winterset, IA 50273

  Well-maintained 4-bedroom ranch on a corner lot in Winterset! This home offers convenient single-level living with a functional layout and plenty of natural light. The detached 2-car garage provides excellent storage and parking. Great location near the Winterset Aquatic Center, parks, and other community amenities. A wonderful opportunity to own a home in a desirable area of town!

  Rachel Eller Summerset Realty

  114 S 14th Ave, Winterset, IA 50273
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  /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
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  /22

  Est $182,832 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,038 Sq Ft

  222 W Summit St, Winterset, IA 50273

  222 W Summit St, Winterset, IA 50273
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  /7

  $240,000

  • Land
  • 4.19 Acres
  • $57,279 per Acre

  Lot 17 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 17 114th Ct, Winterset, IA 50273
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  /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 $612,915

  Last Listing Agent Jennifer Stover Madison County Realty

  926 S 9th Ave, Winterset, IA 50273
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  /18

  Est $262,163 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,580 Sq Ft

  604 S 2nd Ave, Winterset, IA 50273

  604 S 2nd Ave, Winterset, IA 50273
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  /7

  $189,000

  • Land
  • 2.96 Acres
  • $63,851 per Acre

  Lot 24 112th 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 24 112th Ct, Winterset, IA 50273
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  /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
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  /20

  Est $164,044 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  401 S 2nd Ave, Winterset, IA 50273

  401 S 2nd Ave, Winterset, IA 50273
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  /7

  $220,000

  • Land
  • 4.22 Acres
  • $52,133 per Acre

  Lot 31 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 31 Limestone Ct, Winterset, IA 50273
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  /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

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  309 N 15th Ave, Winterset, IA 50273
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  /23

  Est $228,984 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,098 Sq Ft

  421 E Court Ave, Winterset, IA 50273

  421 E Court Ave, Winterset, IA 50273
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  /7

  $250,000

  • Land
  • 3.33 Acres
  • $75,075 per Acre

  Lot 22 112th 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 22 112th Ct, Winterset, IA 50273
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  /13

  $24,500 Sold Mar 20, 2025

  000 Roseman Bridge Rd, Winterset, IA 50273

  • Land
  • 5.25 Acres
  • $4,667 per Acre

  Last Sold Summary

  • 30% Below List Price
  • 161 Days On Market

  Last Listing Agent Shane Spyksma Kiloterra

  000 Roseman Bridge Rd, Winterset, IA 50273
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  /25

  Est $215,206 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  716 E Filmore St, Winterset, IA 50273

  716 E Filmore St, Winterset, IA 50273
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  /4

  $74,500

  • Land
  • 3 Acres
  • $24,833 per Acre

  1796 Millstream Ct, Winterset, IA 50273

  Beautiful 3-acre lot located in the desirable Covered Bridge Estates! This scenic property offers the perfect blend of country feel with community convenience. Ideal for building your dream home with room to spread out—bring your own builder! Enjoy paved roads, rural water access at the road, and peaceful surroundings in this established neighborhood. Just minutes from town, with easy access to

  Rachel Eller Summerset Realty

  1796 Millstream Ct, Winterset, IA 50273
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  /15

  $313,000 Sold Mar 28, 2025

  815 N 11th Avenue Cir, Winterset, IA 50273

  • 3 Beds
  • 3 Baths
  • 1,356 Sq Ft
  • Built 2021

  Last Sold Summary

  • 6% Below List Price
  • $231/SF
  • 61 Days On Market

  Current Estimated Value $331,449

  Last Listing Agent Brent Kelso Silverado Realty

  815 N 11th Avenue Cir, Winterset, IA 50273

Showing Results 161 - 200, Page 5 of 18