Winterset, IA Homes

• 

  

  

  /29

  Est $458,808 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,484 Sq Ft

  1515 W Washington St, Winterset, IA 50273

  1515 W Washington St, Winterset, IA 50273
• 

  

  

  /10

  $299,000

  • Land
  • 10 Acres
  • $29,900 per Acre

  TBD Iowa 92, Winterset, IA 50273

  Build Your Dream Home on this Scenic 10-Acre Parcel!Located just off paved Highway 92 and only 25 minutes from the Des Moines metro, this beautiful ±10 acre lot offers the perfect mix of convenience and peaceful country living. With scenic views, open space, and rural water and electric at the road, it’s an ideal setting for your future home, hobby farm, or weekend retreat.Plenty of

  Rachel Eller Summerset Realty

  TBD Iowa 92, Winterset, IA 50273
• 

  

  

  /34

  $185,000 Sold May 09, 2025

  • 1,005 Sq Ft
  • $184/SF
  • 209 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1880

  304 E Washington St, Winterset, IA 50273

  This one 1/2 story home is all new on the inside with many updates on the exterior. It features a newer metal roof and is well insulated. It is located on a corner lot with landscaping rocks and plants surrounding the appealing yard and tidy house. Garage has fresh paint and new board walls. Covered rear deck with fresh stain leads to basement. Interior includes all NEW appliances, sheet rock,

  Toni Tindle Covered Bridge Realty

  304 E Washington St, Winterset, IA 50273
• 

  

  

  /23

  Est $249,627 Not Listed For Sale

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

  1413 W Washington St, Winterset, IA 50273

  1413 W Washington St, Winterset, IA 50273
• 

  

  

  /28

  $129,900

  • 3 Beds
  • 2.5 Baths
  • 1,093 Sq Ft

  103 S 3rd St, Winterset, IA 50273

  Previously used as an up-and-down duplex, this property offers a flexible layout and a spacious open floor plan. The living room is generously sized. While the home does need some work, it presents a great opportunity for customization or investment. Additional features include an attached one-car garage for convenient parking or storage. Great location.

  Zineta Imamovic Realty ONE Group Impact

  103 S 3rd St, Winterset, IA 50273
• 

  

  /35

  $442,000 Sold May 09, 2025

  • 2,000 Sq Ft
  • $221/SF
  • 317 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1979

  1410 W Washington St, Winterset, IA 50273

  Absolutely stunning totally remodeled home! You will not believe the space in this home until you get inside! The main level boasts 2000 square feet of beauty. Walk in and you will love the open airy feel of the large front living room with gorgeous gas fireplace. This room is open to the brand new kitchen with tons of cabinets and quartz countertops. The dining is large and has a coffee

  Sarah Cowman Homefront Real Estate, LLC

  1410 W Washington St, Winterset, IA 50273
• 

  

  /27

  Est $252,820 Not Listed For Sale

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

  1215 W Washington St, Winterset, IA 50273

  1215 W Washington St, Winterset, IA 50273
• 

  

  /13

  $159,900

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

  523 S 2nd St, Winterset, IA 50273

  This conversion duplex offers the perfect opportunity to add value and generate strong returns. Located just blocks from downtown Winterset, this property is ideal for house hackers, investors, or anyone looking to expand their portfolio in a growing community. Each unit offers spacious layouts with room for updates and personalization. With separate entrances, utilities, and off-street parking

  Ben Grotzke LPT Realty, LLC

  523 S 2nd St, Winterset, IA 50273
• 

  

  /20

  $269,000 Sold May 02, 2025

  • 1,483 Sq Ft
  • $181/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2021

  316 S 7th Ave, Winterset, IA 50273

  This beautiful 3 bedroom, 2 bath zero-entry residence built in 2021, boasts an open concept living area that creates a seamless flow throughout the home, making it perfect for entertaining and family gatherings. The spacious master bedroom with en suite off the living room, and at the separate end of the home from the two additional bedrooms, allows for a great private space. Laundry and mudroom

  Kristin Flaherty Stoney Oak Properties LLC

  316 S 7th Ave, Winterset, IA 50273
• 

  

  /21

  Est $269,319 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,404 Sq Ft

  926 N 3rd Ave, Winterset, IA 50273

  926 N 3rd Ave, Winterset, IA 50273
• 

  

  /19

  $298,000

  • 4 Beds
  • 2.5 Baths
  • 2,696 Sq Ft

  103 W Lane St, Winterset, IA 50273

  Spacious 4-Bedroom Home on a Corner Lot!Welcome to this beautifully maintained 4-bedroom, 3-bath home offering 2,696 sq ft of versatile living space. Situated on a desirable corner lot, this property features a formal dining room, two spacious family rooms, and hardwood floors throughout.Upstairs, the oversized primary suite offers a flexible bonus area with a large closet. All three bathrooms

  Amanda Poganski Boutique Real Estate

  103 W Lane St, Winterset, IA 50273
• 

  

  /35

  $215,000 Sold May 02, 2025

  • 1,254 Sq Ft
  • $171/SF
  • 201 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1958

  815 W Court Ave, Winterset, IA 50273

  Appealing brick ranch with two bedrooms & 1.5 bath on Winterset West side. This home has a very large living room with a brick fireplace as a focal point for this great space. Easy living on one level with a full basement including a second fireplace. There is a formal dining room with a closet which leads to a kitchen including all appliances. Kitchen has a generous amount of counter space and

  Toni Tindle Covered Bridge Realty

  815 W Court Ave, Winterset, IA 50273
• 

  

  /34

  Est $560,863 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths

  1145 W Summit St, Winterset, IA 50273

  1145 W Summit St, Winterset, IA 50273
• 

  

  /32

  $185,000

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

  409 W Filmore St, Winterset, IA 50273

  Welcome to this charming and well-maintained 3-bedroom, 1.5-bath home in a quiet, established neighborhood. The spacious main floor offers abundant natural light, a functional layout, and convenient main floor laundry. The heart of the home is the large kitchen featuring ample cupboard and counter space, a generous walk-in pantry, and a new dishwasher—perfect for everyday living and entertaining.

  Misty Darling BH&G Real Estate Innovations

  409 W Filmore St, Winterset, IA 50273
• 

  

  /29

  $271,350 Sold May 02, 2025

  • 2,106 Sq Ft
  • $129/SF
  • 293 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1976

  1233 W Washington St, Winterset, IA 50273

  If a large open living space is what you have been looking for, look no more. This easy living ranch home is very spacious with everything you need on the main level, including laundry! Inside the front door, you will love the front living room. Through the front living room, you will enter into the spacious kitchen with ample cabinet and countertop space with room for a dining table. Off the

  Sarah Cowman Homefront Real Estate, LLC

  1233 W Washington St, Winterset, IA 50273
• 

  

  /33

  Est $365,206 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,102 Sq Ft

  1169 W Summit St, Winterset, IA 50273

  1169 W Summit St, Winterset, IA 50273
• 

  

  /35

  $669,999

  • 4 Beds
  • 2 Baths
  • 1,895 Sq Ft

  1634 170th St, Winterset, IA 50273

  Scenic Winterset Acreage – Ranch Home on 11+ Acres with Walkout Basement & Hobby Farm Features!Discover your dream homestead just minutes from Winterset! This beautifully maintained ranch-style home sits on 11.2 acres of rolling countryside and offers 4 bedrooms, 3 full bathrooms, and a fully finished walkout basement.Step into the heart of the home — a chef’s kitchen with quartz countertops, a

  Kate Carlson Realty ONE Group Impact

  1634 170th St, Winterset, IA 50273
• 

  

  /34

  $745,000 Sold May 01, 2025

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

  • 150 Days On Market

  1849 Fox Trail, Winterset, IA 50273

  This is more than just a home! This is a picturesque rolling 20 acres with multiple streams, pond, and beautiful views. The tranquil setting has a 3 bed, 4 bath ranch home built in 2002 with over 3,000 sqft of finished living space. The home features hardwood and tile floors throughout the main level with multiple living spaces, dining room, large eat in white kitchen, laundry room and a

  Timothy Schutte EXIT Realty & Associates

  1849 Fox Trail, Winterset, IA 50273
• 

  

  /28

  Est $302,562 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,311 Sq Ft

  907 W Washington St, Winterset, IA 50273

  907 W Washington St, Winterset, IA 50273
• 

  

  /25

  $179,900

  • 3 Beds
  • 1.5 Baths
  • 1,336 Sq Ft

  702 N 2nd Ave, Winterset, IA 50273

  Step inside this spacious 1.5-story and discover a home designed for comfort, convenience, and memorable gatherings. The living and dining areas provide the perfect setting for entertaining friends and family. The cheerful kitchen with plenty of space for a breakfast table or island. A convenient half bath is located on the main level. There is a large bonus room off the living room with french

  Sarah Cowman Homefront Real Estate, LLC

  702 N 2nd Ave, Winterset, IA 50273
• 

  

  /34

  $310,180 Sold Apr 25, 2025

  • Land
  • 3.30 Acres
  • $93,994 per Acre

  • 9 Days On Market

  2197 175th Ct, Winterset, IA 50273

  Want to own a slice of Heaven?! This is it! Fully renovated acreage just off pavement about 3 miles north of charming and growing Winterset and about 7 miles south of DeSoto and I80. Spacious ranch alongside the North River with stunning finishings. Open concept at its finest with vaulted ceilings and daylight everywhere you look! Incredible kitchen that you'll want to show off as you host all

  Alison Frank Platinum Realty LLC

  2197 175th Ct, Winterset, IA 50273
• 

  

  /25

  Est $485,953 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
• 

  

  /12

  $225,000

  • Land
  • 4.68 Acres
  • $48,077 per Acre

  2215 245 Ln, Winterset, IA 50273

  Beautiful rolling building lot just south of town and on minimal gravel located on a dead end road! This 4.68 acre m/l lot is ready for you to bring your builder and build your dream home! The lot gently rolls to the north for a walk out opportunity and overlooks the neighbor's pristine pond! There will be very minimal covenants (currenty being drawn up by attorney) and the county needs to

  Sarah Cowman Homefront Real Estate, LLC

  2215 245 Ln, Winterset, IA 50273
• 

  

  /17

  $149,000 Sold Apr 18, 2025

  • 772 Sq Ft
  • $193/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1910

  622 N 7th St, Winterset, IA 50273

  Welcome to this charming 2-bedroom, 1-bath ranch-style home situated on a corner lot in the heart of Madison County. This cozy property offers a spacious living and kitchen area, perfect for relaxing or entertaining. Enjoy the convenience of a 2-car attached garage and a large, fenced-in yard. While it needs a little TLC (mostly cosmetic), this home offers great potential. Experience the

  Nicholas Scar Iowa Realty Mills Crossing

  622 N 7th St, Winterset, IA 50273
• 

  

  /3

  Est $129,162 Not Listed For Sale

  1019 N 4th Ave, Winterset, IA 50273

  1019 N 4th Ave, Winterset, IA 50273
• 

  

  /35

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,741 Sq Ft

  620 W Filmore St, Winterset, IA 50273

  Charming Ranch with Modern Updates on a Quiet StreetWelcome to this beautifully updated home nestled on a peaceful street, perfect for those seeking both comfort and convenience. Step onto the quaint front porch and into a home that blends cozy charm with modern finishes throughout.This spacious home features a large primary bedroom with an attached bathroom, plus two additional bedrooms, and a

  Alyssa Tadlock Madison County Realty

  620 W Filmore St, Winterset, IA 50273
• 

  

  /19

  $169,500 Sold Apr 16, 2025

  • 1,216 Sq Ft
  • $139/SF
  • 109 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1921

  706 N 1st Ave, Winterset, IA 50273

  This picturesque Craftsman-style home offers 1920s charm. With 3 bedrooms, one that can be used as an office space and 1 1/2 baths, it features a spacious layout with high ceilings that enhance the feeling of openness. This home has retained much of its original woodwork, giving it a warm, inviting atmosphere. Recent upgrades include a new roof, replaced by previous owners, in the fall of 2022

  Eric Vetsch Keller Williams Realty GDM

  706 N 1st Ave, Winterset, IA 50273
• 

  

  /20

  Est $236,442 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
• 

  

  /11

  $175,000

  • Land
  • 6 Acres
  • $29,070 per Acre

  1804 Millstream Ct, Winterset, IA 50273

  Wonderful opportunity to build on a 6 acre lot in Covered Bridge Estate. This lot provides private scenery with multiple places you could build your homesite. This lot has the potential for walking trails to the secluded lake or build with the lake in your back yard. North part of Winterset, 30 minutes to West Des Moines.

  Lindsay Range EXIT Realty & Associates

  1804 Millstream Ct, Winterset, IA 50273
• 

  

  /31

  $725,000 Sold Apr 10, 2025

  • Land
  • 20 Acres
  • $36,250 per Acre

  • 73 Days On Market

  2990 214th Trail, Winterset, IA 50273

  Nestled on 20 picturesque acres, this beautiful 4-bedroom ranch home offers the perfect blend of comfort, functionality, and scenic beauty. Boasting an open floor plan, the heart of the home is the spacious kitchen with a pantry, perfect for culinary enthusiasts. The primary suite is a true retreat, featuring a walk-in closet and a full ensuite bathroom. Convenience meets practicality with

  Julianna Cullen RE/MAX Precision

  2990 214th Trail, Winterset, IA 50273
• 

  

  /22

  Est $216,595 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
• 

  

  /27

  $225,000

  • Land
  • 10 Acres
  • $21,676 per Acre

  TBD Carver Rd, Winterset, IA 50273

  Picturesque 10 acre building site w many miles of valley views to build your dream home or multiple cabin retreat. Multiple building locations and driveways are possible on this property. Enjoy complete privacy, abundant natural beauty, and endless possibilities for creating your ideal retreat. Enjoy private the existing trails through the land just a few minutes south of Winterset and a half

  Lindsay Range EXIT Realty & Associates

  TBD Carver Rd, Winterset, IA 50273
• 

  

  /25

  $164,000 Sold Apr 10, 2025

  • 864 Sq Ft
  • $190/SF
  • 128 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1885

  509 W Summit St, Winterset, IA 50273

  Discover this delightful 3-bedroom, 1-bathroom home with an open concept layout, perfectly situated on a spacious .66-acre double lot in Winterset. Enjoy the freedom to create your outdoor oasis—whether it’s a garden, play area, or entertaining space, shop, garage, and more! This home offers a bright living area that flows seamlessly into the kitchen space. With ample room for expansion or

  Austin Postier RE/MAX Results

  509 W Summit St, Winterset, IA 50273
• 

  

  /21

  Est $205,039 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 964 Sq Ft

  110 N 10th Ave, Winterset, IA 50273

  110 N 10th Ave, Winterset, IA 50273
• 

  

  /23

  $280,000

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

  322 N 15th Ave, Winterset, IA 50273

  Enjoy some of the best sunsets in Winterset at this 3 bed 2.5 bath home. Walk into the airy living room with gas fireplace and vaulted ceilings. The living room opens up to the spacious dining area and into the kitchen. There are lots of cabinets and counter top space as well as a center island! All of the kitchen appliances are newer and are included. Down the hall you will find a 1/2 bathroom

  Sarah Cowman Homefront Real Estate, LLC

  322 N 15th Ave, Winterset, IA 50273
• 

  

  /24

  $187,500 Sold Apr 09, 2025

  • 1,842 Sq Ft
  • $102/SF
  • 105 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1860

  621 E Court Ave, Winterset, IA 50273

  Affordably priced four bedroom home in Winterset. This 1.5 story home is situated on a corner lot with a short walk to the dog park and the city park. It has a main level laundry, large kitchen, and a dining area that steps out onto your back deck. The main level also has an adorable nook to take coffee in the morning. Flooring and trim have been updated. Upstairs has two bedrooms and a large

  Tamra Yeager Pro Team Realty

  621 E Court Ave, Winterset, IA 50273
• 

  

  /35

  Est $260,873 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  704 N 4th Ave, Winterset, IA 50273

  704 N 4th Ave, Winterset, IA 50273
• 

  

  /4

  $310,000

  • Studio
  • 1 Bath
  • 995 Sq Ft

  418 N 6th St, Winterset, IA 50273

  Investor Alert! Super clean and well-maintained duplex investment property. Each unit has 2 bedrooms and 1 full bath. Large living room, spacious kitchen and dining area. Sliding door from the dining area leads to the backyard. The bedrooms have good size closets. 1st floor laundry. Ample storage space in the basement. 1 car attached garage. 418 N 6th St. - furnace new 2021, newer flooring and

  Jennifer Stover Madison County Realty

  418 N 6th St, Winterset, IA 50273
• 

  

  /25

  $288,000 Sold Apr 04, 2025

  • 2,698 Sq Ft
  • $107/SF
  • 2 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1875

  703 W Court Ave, Winterset, IA 50273

  Charming Victorian on Historic West Court Avenue. You'll fall in love with this spacious 1.5-story home nestled on a large corner lot in the heart of Winterset. With 2,698 sq. ft., this home features 4 bedrooms, 2 bathrooms, & a layout full of character. Step inside to explore a spacious living room, an eat-in kitchen with butcher block countertops, a formal dining room, family room, & a

  Catie Jespersen RE/MAX Concepts

  703 W Court Ave, Winterset, IA 50273
• 

  

  /31

  Est $219,445 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,264 Sq Ft

  322 W South St, Winterset, IA 50273

  322 W South St, Winterset, IA 50273

Showing Results 81 - 120, Page 3 of 18