Winterset, IA Homes

• 

  

  

  /30

  Est $190,152 Not Listed For Sale

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

  406 N 7th St, Winterset, IA 50273

  406 N 7th St, Winterset, IA 50273
• 

  

  

  /24

  $230,000 Pending

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

  912 N 6th Avenue Cir, Winterset, IA 50273

  Pride of ownership shows in this move-in ready townhome! 2 bedroom, 2.5 bath, 1213 sf on the 1st floor. Open concept living with the family, dining and kitchen flowing together. Large primary suite with walk-in closet and 3/4 bath. 1st floor laundry. Lower level features a half bath and partial finish. Plenty of storage available. 1 car attached garage. Updates include kitchen cabinetry and

  Jennifer Stover Madison County Realty

  912 N 6th Avenue Cir, 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 $198,337

  Last Listing Agent Tiffany Ehler Boutique Real Estate

  202 S 7th Ave, Winterset, IA 50273
• 

  

  

  /23

  Est $290,203 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,496 Sq Ft

  902 E Buchanan St, Winterset, IA 50273

  902 E Buchanan St, Winterset, IA 50273
• 

  

  

  /30

  $499,900

  • 4 Beds
  • 3 Baths
  • 1,540 Sq Ft

  400 N 14th Ave, Winterset, IA 50273

  This immaculate 4-bedroom, 2-bath ranch home perfectly blends modern comfort with timeless style. Built in 2013 and exceptionally cared for, every detail radiates warmth, quality, and convenience. Step inside to an inviting open layout highlighted floor-to-ceiling stone fireplace—a stunning centerpiece for cozy evenings or lively gatherings with family and friends. The beautiful kitchen is both

  Sarah Cowman Homefront Real Estate, LLC

  400 N 14th Ave, Winterset, IA 50273
• 

  

  /29

  $215,000 Sold Jun 26, 2025

  315 W Washington St, Winterset, IA 50273

  • 2 Beds
  • 1 Bath
  • 1,673 Sq Ft
  • Built 1944

  Last Sold Summary

  • 19% Below List Price
  • $129/SF
  • 27 Days On Market

  Current Estimated Value $242,752

  Last Listing Agent Misty Darling BH&G Real Estate Innovations

  315 W Washington St, Winterset, IA 50273
• 

  

  /7

  Est $143,613 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 832 Sq Ft

  116 E Grade St, Winterset, IA 50273

  116 E Grade St, Winterset, IA 50273
• 

  

  /7

  $215,000

  • Land
  • 2.91 Acres
  • $73,883 per Acre

  Lot 26 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 26 114th Ct, Winterset, IA 50273
• 

  

  /23

  $128,000 Sold Dec 30, 2025

  516 W Summit St, Winterset, IA 50273

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1890

  Last Sold Summary

  • 25% Below List Price
  • $107/SF
  • 95 Days On Market

  Last Listing Agent Betsy Breeding Realty ONE Group Impact

  516 W Summit St, Winterset, IA 50273
• 

  

  /22

  Est $150,728 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,556 Sq Ft

  523 S 2nd St, Winterset, IA 50273

  523 S 2nd St, Winterset, IA 50273
• 

  

  /7

  $230,000

  • Land
  • 3.3 Acres
  • $69,697 per Acre

  Lot 29 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 29 Limestone Ct, Winterset, IA 50273
• 

  

  /31

  $477,500 Sold Aug 01, 2025

  519 W Mills St, Winterset, IA 50273

  • 4 Beds
  • 3 Baths
  • 1,597 Sq Ft
  • Built 2023

  Last Sold Summary

  • 2% Below List Price
  • $299/SF
  • 23 Days On Market

  Current Estimated Value $495,991

  Last Listing Agent Renee Dunkel Century 21 Signature

  519 W Mills St, Winterset, IA 50273
• 

  

  /33

  Est $305,294 Not Listed For Sale

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

  117 E High St, Winterset, IA 50273

  117 E High St, Winterset, IA 50273
• 

  

  /7

  $160,000

  • Land
  • 3.32 Acres
  • $48,193 per Acre

  2259 Cedar Bridge Rd, 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

  2259 Cedar Bridge Rd, Winterset, IA 50273
• 

  

  /7

  $199,000 Sold Oct 28, 2025

  Lot 21 112th Ct, Winterset, IA 50273

  • Land
  • 3.37 Acres
  • $59,050 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 326 Days On Market

  Last Listing Agent Julie Baudler RE/MAX Concepts

  Lot 21 112th Ct, Winterset, IA 50273
• 

  

  /31

  Est $267,139 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 838 Sq Ft

  521 W Hutchings St, Winterset, IA 50273

  521 W Hutchings St, Winterset, IA 50273
• 

  

  /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
• 

  

  /32

  $315,000 Sold Jan 27, 2026

  1541 Nature Ct, Winterset, IA 50273

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2001

  Last Sold Summary

  • 3% Below List Price
  • $216/SF
  • 47 Days On Market

  Last Listing Agent Elizabeth Gordon Realty ONE Group Impact

  1541 Nature Ct, Winterset, IA 50273
• 

  

  /27

  Est $200,980 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,168 Sq Ft

  721 E High St, Winterset, IA 50273

  721 E High St, Winterset, IA 50273
• 

  

  /20

  $118,500

  • Land
  • 4.15 Acres
  • $28,554 per Acre

  TBD 176th Ct, Winterset, IA 50273

  Located just 2 miles north of Winterset and just east off Highway 169, this 4.15-acre property offers a rare opportunity to build your dream home in a scenic setting.Perched on a hillside overlooking the beautiful North River Valley, the property features two potential build site locations with breathtaking views. With utilities available at the highway, the groundwork is set for an easy

  Colin Ortmeier Kiloterra

  TBD 176th Ct, Winterset, IA 50273
• 

  

  /3

  $220,000 Sold Sep 15, 2025

  825 W Fremont St, Winterset, IA 50273

  • 2 Beds
  • 2.5 Baths
  • 1,213 Sq Ft
  • Built 2000

  Last Sold Summary

  • 2% Below List Price
  • $181/SF
  • 3 Days On Market

  Current Estimated Value $220,322

  Last Listing Agent Randall Henry Madison County Realty

  825 W Fremont St, Winterset, IA 50273
• 

  

  /17

  Est $178,467 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  823 E Jefferson St, Winterset, IA 50273

  823 E Jefferson St, Winterset, IA 50273
• 

  

  /30

  $199,500 Pending

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft

  66 E High St, Winterset, IA 50273

  Imagine starting your mornings in a sunlit living room, coffee in hand, as the quiet charm of historic Winterset sets the tone for the day. This thoughtfully updated 1.5-story home invites you to move effortlessly from cozy living spaces into a modern kitchen equipped for everyday meals and weekend gatherings, then on to a welcoming dining area where conversations linger. Stylish flooring ties

  Cameron Campos RE/MAX Concepts

  66 E High St, Winterset, IA 50273
• 

  

  /7

  $125,000 Sold Nov 21, 2025

  Lot 4 114th Ct, Winterset, IA 50273

  • Land
  • 2.95 Acres
  • $42,373 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 363 Days On Market

  Last Listing Agent Julie Baudler RE/MAX Concepts

  Lot 4 114th Ct, Winterset, IA 50273
• 

  

  /8

  Est $180,141 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,048 Sq Ft

  223 N 8th St, Winterset, IA 50273

  223 N 8th St, Winterset, IA 50273
• 

  

  /7

  $36,900

  • 2 Beds
  • 1 Bath

  1624 W Summit St Unit 134, Winterset, IA 50273

  This 2 bedroom, 1 bathroom home is a comfy, with an eat in kitchen with an island. This home has a NEW roof, plenty of windows, with newer blinds, that provides the home with natural light. The living room is very spacious in this home. The bathroom is conveniently located between both bedrooms for great efficiency.

  Lea McFadden Covered Bridges MHP

  1624 W Summit St Unit 134, Winterset, IA 50273
• 

  

  /32

  $160,000 Sold Jul 08, 2025

  415 E Jefferson St, Winterset, IA 50273

  • 4 Beds
  • 1.5 Baths
  • 2,018 Sq Ft
  • Built 1922

  Last Sold Summary

  • 6% Below List Price
  • $79/SF
  • 41 Days On Market

  Current Estimated Value $180,080

  Last Listing Agent Betsy Breeding Realty ONE Group Impact

  415 E Jefferson St, Winterset, IA 50273
• 

  

  /18

  Est $172,391 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,477 Sq Ft

  217 N 7th St, Winterset, IA 50273

  217 N 7th St, Winterset, IA 50273
• 

  

  /7

  $285,000

  • 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
• 

  

  /33

  $220,000 Sold Aug 26, 2025

  1755 280th St, Winterset, IA 50273

  • Land
  • 2.5 Acres
  • $88,000 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 85 Days On Market

  Current Estimated Value $181,564

  Last Listing Agent Toni Tindle Covered Bridge Realty

  1755 280th St, Winterset, IA 50273
• 

  

  /13

  Est $179,173 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,060 Sq Ft

  609 E Jefferson St, Winterset, IA 50273

  609 E Jefferson St, Winterset, IA 50273
• 

  

  /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
• 

  

  /20

  $125,000 Sold May 20, 2025

  728 W Green St, Winterset, IA 50273

  • 3 Beds
  • 1.5 Baths
  • 1,255 Sq Ft
  • Built 1896

  Last Sold Summary

  • 12% Below List Price
  • $100/SF
  • 4 Days On Market

  Current Estimated Value $140,529

  Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

  728 W Green St, Winterset, IA 50273
• 

  

  /29

  Est $255,355 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  720 N 3rd St, Winterset, IA 50273

  720 N 3rd St, Winterset, IA 50273
• 

  

  /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
• 

  

  /27

  $495,000 Sold Dec 29, 2025

  2155 148th St, Winterset, IA 50273

  • Land
  • 4.19 Acres
  • $118,138 per Acre

  Last Sold Summary

  • 23% Below List Price
  • 45 Days On Market

  Last Listing Agent Cindy Miller Keller Williams Realty GDM

  2155 148th St, Winterset, IA 50273
• 

  

  /30

  Est $256,801 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,381 Sq Ft

  323 W Benton St, Winterset, IA 50273

  323 W Benton St, Winterset, IA 50273
• 

  /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
• 

  

  /9

  $265,410 Sold Nov 26, 2025

  TBD Pioneer Ave, Winterset, IA 50273

  • Land
  • 29.49 Acres
  • $9,000 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 22 Days On Market

  Last Listing Agent Chris Wearmouth Kiloterra

  TBD Pioneer Ave, Winterset, IA 50273
• 

  

  /29

  Est $308,367 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,146 Sq Ft

  602 N 1st Ave, Winterset, IA 50273

  602 N 1st Ave, Winterset, IA 50273

Showing Results 201 - 240, Page 6 of 18