Winterset, IA Homes for Sale

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  /35

  $375,000

  $99K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,389 Sq Ft

  1913 N 1st St, Winterset, IA 50273

  Hard to find home on this parcel just N of Winterset 4-way intersection of Hwy 92 & 169. This home has 3BR's & 3 baths sitting proudly on nearly 1 acre. Kitchen has had a complete remodel including adding a convenient island & farm sink. Master/BR on 1st floor has large walk-in closet, & tiled walk-in shower. Main floor laundry off the kitchen. Other features on the 1st level include a formal

  

  Toni Tindle

  Covered Bridge Realty

  1913 N 1st St, Winterset, IA 50273
• Explore Winterset

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  /35

  $254,000

  • 4 Beds
  • 1 Bath
  • 1,338 Sq Ft

  703 E Filmore St, Winterset, IA 50273

  Proudly sitting on a corner lot with many all-new features in 2026. It's a perfect blend of the past and present Be the first to live in this newly remodeled home with all new light fixtures, a larger kitchen, added bedroom closet storage, fresh paint, new hardware, smart siding, metal roof and more. Four-bedroom home with one BR on the main floor and 3 bedrooms on the second level. Large living

  

  Toni Tindle

  Covered Bridge Realty

  703 E Filmore St, Winterset, IA 50273
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  /31

  $169,000

  • 3 Beds
  • 1 Bath
  • 1,523 Sq Ft

  118 N 5th St, Winterset, IA 50273

  Charm with economy! That's what this 5BR, 1 bath, 1.5 story home offers! Great natural light from the large east-facing picture window in the living room. There are 3 bedrooms on the main level, along with the full bath. The open carpeted stairway will lead you to the 2 non-conforming bedrooms (no closets) on the 2nd level. Easy-to-clean laminate flooring throughout main level. The main floor

  

  Toni Tindle

  Covered Bridge Realty

  118 N 5th St, Winterset, IA 50273
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  /27

  $320,000

  $5K PRICE DROP

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

  511 W Washington St, Winterset, IA 50273

  Welcoming 1 1⁄2 story brick home on Winterset West side. Recent remodel, galley kitchen, main floor bedroom and full bath. Living room open to dining area. Handy drop zone near rear door from detached garage. Full unfinished basement with included washer and dryer and 1⁄2 bath with a bonus laundry sink and workshop area. Three bedrooms on the second level hardwood floors and full bath upstairs.

  

  Toni Tindle

  Covered Bridge Realty

  511 W Washington St, Winterset, IA 50273
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  /31

  $215,000

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,148 Sq Ft

  215 E Filmore St, Winterset, IA 50273

  Just listed: Winterset modestly priced ranch-style home.This property features two bedrooms, one full bathroom, and a partial bath located off the laundry room. The home offers easy entry through an enclosed front porch with a closet.The interior includes a large open kitchen and dining area. All kitchen appliances are included. For outdoor living and dining, sliders from the kitchen lead

  

  Toni Tindle

  Covered Bridge Realty

  215 E Filmore St, Winterset, IA 50273
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  /61

  $478,577

  • Land
  • 68.86 Acres
  • $6,950 per Acre

  1479 280th St, Winterset, IA 50273

  Located northeast of Macksburg and southwest of Winterset, this 68.86-acre m/l Madison County farm offers an excellent combination of CRP income, mature timber, wildlife habitat, and recreation. The property includes 46.71 acres enrolled in CRP, generating $11,052 annually through September 30, 2033. The balance of the farm features substantial timber and wooded cover, creating outstanding

  Garret Armstrong Whitetail Properties Real Estate, LLC

  1479 280th St, Winterset, IA 50273
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  /11

  $350,000

  • Land
  • 18.64 Acres
  • $18,777 per Acre

  0 Clark Tower Rd, Winterset, IA 50273

  Luxury Executive Acreage on Pavement | 18.64 Acres Just South of Winterset, Iowa Presenting a premier 18.64-acre executive acreage opportunity located just three miles south of Winterset on paved Clark Tower Road. Opportunities of this caliber in Madison County are increasingly difficult to find, offering the perfect combination of scenic beauty, privacy, usable land, and convenient access to the

  Andrew Zellmer Peoples Company

  0 Clark Tower Rd, Winterset, IA 50273
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  /28

  $4,938,450

  • Land
  • 451.34 Acres
  • $10,942 per Acre

  00 N River School Rd, Winterset, IA 50273

  Peoples Company is proud to present the Hogback Farm, an exceptional 451 acre m/l recreational and income-producing property located in the heart of Madison County, Iowa, just a short drive from the Des Moines metro. Tucked into a highly desirable corridor between the vibrant and growing communities of Winterset and Adel, less than one mile from paved US Highway 169, this property offers a rare

  Bryan Bergdale Peoples Company

  00 N River School Rd, Winterset, IA 50273
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  /64

  $949,900

  $245K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,210 Sq Ft

  1524 260th St, Winterset, IA 50273

  DREAMS DO COME TRUE! Take a look at this exquisite 2 story home on 15ac in beautiful MADISON COUNTY. As soon as you walk in the door you will see what makes this home stand out. The CRAFTSMANSHIP is amazing, from the CUSTOM CABINETS, DOORS and COMMERCIAL EXHAUST VENT, all made on site, to the CUSTOM STEEL BACKSPLASH and BARN BOARDS from the old Homestead that was located on this acreage. The

  Betsy Breeding Realty ONE Group Impact

  1524 260th St, Winterset, IA 50273
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  /33

  $999,500

  $251K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,282 Sq Ft

  1826 Green Ln, Winterset, IA 50273

  Rare opportunity to own 57.36 gross acres featuring a charming 2-story log home, quality livestock facilities, productive pasture, and North River frontage in the desirable Earlham School District. Located just 3 miles north of Highway 92 and approximately 2 miles east of Earlham Road, this well-maintained farm offers the ideal combination of country living and functional agricultural

  Shane Spyksma Kiloterra

  1826 Green Ln, Winterset, IA 50273
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  /47

  $537,513

  • Land
  • 77.34 Acres
  • $6,950 per Acre

  1474 280th St, Winterset, IA 50273

  Located northeast of Macksburg and southwest of Winterset, this 77.34-acre m/l Madison County property offers an attractive combination of income, recreation, wildlife habitat, and potential building opportunities. The farm is enrolled in the Conservation Reserve Program (CRP), providing an annual payment of $10,647.00 while maintaining established grassland habitat. The CRP cover, combined with

  Garret Armstrong Whitetail Properties Real Estate, LLC

  1474 280th St, Winterset, IA 50273
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  /30

  $210,000

  • 2 Beds
  • 1 Bath
  • 986 Sq Ft

  306 E Buchanan St, Winterset, IA 50273

  Well kept and adorable 2 bed 1 bath ranch home. You will love the character in this sweet easy one level living home just blocks from the historic Winterset square. original hardwood floors and trim throughout with all the essentials renovated including a new metal roof in 2025. The covered front porch greets you and is the perfect spot for morning coffee. The bedrooms are generous sized and have

  Sarah Cowman Homefront Real Estate, LLC

  306 E Buchanan St, Winterset, IA 50273
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  /25

  $414,900

  $15K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,077 Sq Ft

  2607 Quail Ridge Trail, Winterset, IA 50273

  Set on 3 peaceful acres in Madison County, this charming 1.5-story farmhouse offers the perfect blend of country character, privacy and everyday function. With 2,077 square feet, the home features a warm farmhouse style throughout, including a farmhouse kitchen, inviting living spaces, 2 bathrooms, one bedroom on the main level, and three additional bedrooms upstairs.The sunroom overlooks the

  Julie Egli RE/MAX Precision

  2607 Quail Ridge Trail, Winterset, IA 50273
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  /29

  $260,000

  $10K PRICE DROP

  • Land
  • 10.23 Acres
  • $25,415 per Acre

  2212 Deer Run Ave, Winterset, IA 50273

  Have you been looking for the perfect country spot to build your dream home? This 10 acre lot has all of the infrastructure already in place. It is build-ready! $50,000 has been invested in the property for a building pad, water and electric brought from the road to the build site, new driveway, etc. A future barndominium or walkout home will enjoy rolling countryside views for miles.

  Jeffrey Longman RE/MAX Precision

  2212 Deer Run Ave, Winterset, IA 50273
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  /7

  $165,000

  • Land
  • 7.68 Acres
  • $21,484 per Acre

  001 Rolling Green Ave, Winterset, IA 50273

  Build your dream home on 7.68 acres in scenic Madison County. Located just 20 minutes from West Des Moines and 2 miles south of Hwy 92, this beautiful building site offers rural water, electricity, and high-speed fiber internet at the road. Enjoy peaceful country living on a well-maintained gravel road with an easy commute to DSM.

  Jodi Broadbent Realty ONE Group Impact

  001 Rolling Green Ave, Winterset, IA 50273
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  /7

  $45,900

  • 3 Beds
  • 2 Baths

  1624 W Summit St Unit 122, Winterset, IA 50273

  Welcome home to this refreshed 3 bedroom, 2 bathroom home! Fresh paint throughout gives the home a clean, modern feel while the spacious layout offers comfort and functionality. The primary bedroom features its own private en suite bathroom, creating the perfect retreat at the end of the day. Cozy up by the fireplace in the living room and enjoy the inviting atmosphere this home has to offer.

  Mahayla Claiser Covered Bridges MHP

  1624 W Summit St Unit 122, Winterset, IA 50273
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  /33

  $225,000

  $10K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,701 Sq Ft

  204 S 8th Ave, Winterset, IA 50273

  Welcome home to this charming two-story home situated on a spacious corner lot! Offering 5 bedrooms and 2 bathrooms, there's plenty of room to spread out and make it your own. Inside, you'll find a comfortable blend of carpeting and laminate flooring that creates a warm and welcoming feel throughout. The attached garage offers space for two vehicles plus a dedicated workshop area, making it ideal

  Ashlee & Kyle Knickerbocker Keller Williams Realty GDM

  204 S 8th Ave, Winterset, IA 50273
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  /8

  $53,900

  • 3 Beds
  • 2 Baths

  1624 W Summit St Unit 138, Winterset, IA 50273

  Lot 138 is an updated 3-bedroom, 2-bathroom home! Featuring all new LVP flooring throughout, this home offers a modern and low-maintenance living space perfect for everyday comfort. The kitchen is open concept with brand new countertops, along with a new stove and refrigerator to be installed! Fresh paint throughout the home adds a bright, clean feel in every room. The second bathroom has been

  Mahayla Claiser Covered Bridges MHP

  1624 W Summit St Unit 138, Winterset, IA 50273
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  /30

  $185,000

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

  715 N 5th St, Winterset, IA 50273

  Welcome home to 715 N 5th Street! Nestled on the peaceful north edge of town, this home offers the perfect blend of affordable living and small town charm! You will love the spacious design, featuring oversized closets in every bedroom, including a private primary suite complete with a relaxing garden tub. Situated right in the heart of convenience, you're just minutes from all the local

  Kenneth Kauzlarich RE/MAX Precision

  715 N 5th St, Winterset, IA 50273
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  /35

  $969,000

  • 3 Beds
  • 2 Baths
  • 1,982 Sq Ft

  2318 Saint Charles Rd, Winterset, IA 50273

  Escape to your own peaceful slice of heaven with this stunning acreage offering over 45 scenic acres of rolling countryside, abundant wildlife, and endless possibilities. Approximately 18 acres are enrolled in a tax-deferred forestry program, while additional acreage provides excellent hay ground potential and beautiful pasture areas ideal for horses or hobby farming. A large outbuilding offers

  Helen Turner Iowa Realty Mills Crossing

  2318 Saint Charles Rd, Winterset, IA 50273
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  /10

  $69,900

  • 1 Bed
  • 1 Bath
  • 576 Sq Ft

  714 E Benton St, Winterset, IA 50273

  Tremendous potential in this cute little ranch home in the heart of Winterset. Sitting on a wonderful lot and brimming with potential. With a few basic cosmetics, this would be an excellent Investment property or starter home. Sold As Is.

  Ted Weaver RE/MAX Concepts

  714 E Benton St, Winterset, IA 50273
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  /2

  $69,000

  $6K PRICE DROP

  • Land
  • 3.45 Acres
  • $20,000 per Acre

  36 St, Winterset, IA 50273

  3.45 Acres – Bring Your Own Builder!LAKE LOT available in Covered Bridge Estates, a welcoming community with paved roads. Enjoy the feel of peaceful country living while still having quick, convenient access to the Des Moines metro. All information obtained from seller and public records.

  Rachel Eller Summerset Realty

  36 St, Winterset, IA 50273
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  /34

  $549,999

  $45K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,200 Sq Ft

  505 E Court Ave, Winterset, IA 50273

  Step into timeless character with this stately 19th-century home, showcasing stunning original woodwork and rich architectural charm throughout. Set on an expansive lot, the property features a 4-car attached garage, a welcoming wrap around porch, and plenty of parking space. Inside, you’ll find a beautiful open floor plan designed for both everyday living and entertaining. The spacious living

  Sarah Cowman Homefront Real Estate, LLC

  505 E Court Ave, Winterset, IA 50273
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  /35

  $339,900

  $10K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 1,800 Sq Ft

  117 E North St, Winterset, IA 50273

  Welcome to timeless Americana charm in the heart of beautiful Winterset. Nestled on a quiet, tree lined street just moments from the beloved historic square, this spacious 2 sty offers warmth, character and a sense of community that make Winterset such a special place to call home. With 6 bedrooms and 3 baths, this home offers remarkable flexibility and room to grow. 4 bedrooms are on 2nd level

  Lisa Davis RE/MAX Precision

  117 E North St, Winterset, IA 50273
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  /30

  $335,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,913 Sq Ft

  423 E Jefferson St, Winterset, IA 50273

  Welcome home to this adorable 3-bedroom, 2-bath Arts & Crafts bungalow built in 1920, offering 1,913 sq ft of timeless charm and thoughtful updates. From the inviting covered porch and fenced front yard to the beautiful original details throughout, this home perfectly blends historic character with today’s conveniences. Step inside to find a warm and welcoming family room featuring wood beams, a

  Jennifer Stover Madison County Realty

  423 E Jefferson St, Winterset, IA 50273
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  /33

  $474,000

  • 3 Beds
  • 2.5 Baths
  • 2,616 Sq Ft

  1818 Patricia Acres, Winterset, IA 50273

  WELCOME HOME to this beautiful, CUSTOM-BUILT home on 2.1 private acres. Did I mention how CLOSE it is to Winterset? The main floor has a nice sized LIVING ROOM and FORMAL DINING ROOM, with an abundance of windows, for plenty of NATURAL LIGHT. The kitchen with GRANITE countertops, STAINLESS STEEL APPLIANCES that stay, also has a nice breakfast nook and opens to the large family room with a wood

  Betsy Breeding Realty ONE Group Impact

  1818 Patricia Acres, Winterset, IA 50273
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  /29

  $449,900

  $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,743 Sq Ft

  703 N 10th Ave, Winterset, IA 50273

  Easy living in this spacious ranch home. You will love the covered front porch as you are greeted at the front door. The open floorplan is great for entertaining! Generous kitchen with beautiful back splash, SS appliances and pantry! The dining area is right off the kitchen with door to the covered deck - perfect for grilling! The living room has a cozy gas fireplace with beautiful built ins

  Sarah Cowman Homefront Real Estate, LLC

  703 N 10th Ave, Winterset, IA 50273
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  /35

  $349,000

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

  310 W Washington St, Winterset, IA 50273

  A truely unique and well kept historic home is ready for new owners. The character is abundant in this sprawling 2 story home. Walk in the front door and you will be greeted by a sweet vestibule for sitting and taking off shoes and hanging up your jacket. You will be greeted with a large front living room with stunning gas fireplace and lots of windows for natural light. There is an

  Sarah Cowman Homefront Real Estate, LLC

  310 W Washington St, Winterset, IA 50273
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  /29

  $299,900

  • 4 Beds
  • 2 Baths
  • 2,281 Sq Ft

  322 W Washington St, Winterset, IA 50273

  Step into the timeless charm of this beautiful 4-bedroom, 2-bath Victorian home in the heart of Winterset! Blending classic character with thoughtful updates, this home features original hardwood floors, newer exterior paint, light fixtures, refrigerator, storm doors, and a fully fenced quarter-acre yard. The roof was replaced in 2020, giving added peace of mind. Outside, you'll find fruit trees,

  Tony Berry RE/MAX Concepts

  322 W Washington St, Winterset, IA 50273
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  /17

  $229,100

  • 3 Beds
  • 2 Baths
  • 1,245 Sq Ft

  59 E North St, Winterset, IA 50273

  Welcome home to this beautifully maintained 3-bedroom, 2-bath, 1.5-story home filled with charm and curb appeal! Step outside and enjoy the beautifully landscaped, fully fenced yard—perfect for relaxing, entertaining, pets, or play. The open patio with pergola creates a wonderful outdoor gathering space, while the newer storm shelter and storage shed add extra peace of mind and convenience. A

  Rachel Eller Summerset Realty

  59 E North St, Winterset, IA 50273
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  /7

  $160,000

  • Land
  • 3.27 Acres
  • $48,930 per Acre

  2323 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

  2323 Cedar Bridge Rd, Winterset, IA 50273
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  /7

  $170,000

  $45K PRICE DROP

  • Land
  • 3.76 Acres
  • $45,213 per Acre

  Lot 27 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 27 114th Ct, Winterset, IA 50273
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  /35

  $949,900

  • 3 Beds
  • 2.5 Baths
  • 3,210 Sq Ft

  1524 260th St, Winterset, IA 50273

  DREAMS DO COME TRUE! Take a look at this exquisite 2 story home on 15ac in beautiful MADISON COUNTY. The CRAFTSMANSHIP of this home is amazing, from the CUSTOM CABINETS, DOORS and COMMERCIAL EXHAUST VENT, all made on site, to the CUSTOM STEEL BACKSPLASH and BARN BOARDS from the old Homestead that was located on this acreage. The LARGE GRANITE BAR has a built-in beverage frig and seating for 8.

  Betsy Breeding Realty ONE Group Impact

  1524 260th St, Winterset, IA 50273
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  /29

  $299,000

  • 2 Beds
  • 1.5 Baths
  • 1,476 Sq Ft

  519 W Filmore St, Winterset, IA 50273

  Old-world charm meets modern living in this beautifully maintained and renovated two story home, situated on a corner lot with landscaped grounds. Rich original woodwork, abundant natural light, and timeless character create a warm and inviting atmosphere throughout.The fully renovated kitchen and bathroom blend classic style with modern luxury, featuring custom cabinetry, premium Café

  Kurt Clements ListWithFreedom.com Inc

  519 W Filmore St, Winterset, IA 50273
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  /34

  $280,000

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

  602 N 1st Ave, Winterset, IA 50273

  Step into the timeless charm of this spacious Victorian home, perfectly situated on a corner lot in one of historic Winterset's established neighborhoods. With four bedrooms and multiple bathrooms, there's plenty of room for family, guests, or a growing household. The home offers both an inviting eat-in kitchen and a formal dining room, providing flexible spaces for everyday meals or holiday

  Kate Carlson Realty ONE Group Impact

  602 N 1st Ave, Winterset, IA 50273
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  /7

  $230,000

  • Land
  • 2.9 Acres
  • $79,310 per Acre

  Lot 30 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 30 Limestone Ct, Winterset, IA 50273
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  /7

  $194,000

  $5K PRICE INCREASE

  • Land
  • 2.88 Acres
  • $67,361 per Acre

  Lot 25 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 25 114th Ct, Winterset, IA 50273
• 

  

  /7

  $225,000

  $35K PRICE DROP

  • Land
  • 3.14 Acres
  • $71,656 per Acre

  Lot 14 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 14 114th Ct, Winterset, IA 50273
• 

  

  /11

  $210,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,031 Sq Ft

  409 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

  409 W Madison St, Winterset, IA 50273
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  /23

  $219,900

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,006 Sq Ft

  113 S 3rd St, Winterset, IA 50273

  Move-in ready and totally remodeled 3-bed 2.5-bath ranch! Everything you need is on the main level. This home has been thoughtfully renovated, utilizing every square inch. Walk in, and you will appreciate the large entry way ready for your locker system or bench area. The living room is bright and spacious and is open to the kitchen. The kitchen has nice counter and cabinet space with a pantry

  Sarah Cowman Homefront Real Estate, LLC

  113 S 3rd St, Winterset, IA 50273

Showing Results 1 - 40, Page 1 of 3

Why Live in Winterset

Winterset, IA, is a small city with a rich historical backdrop and ties to Hollywood legends John Wayne and Clint Eastwood. Known for its welcoming community, Winterset attracts tourists year-round with the John Wayne Birthplace Museum and the renowned covered bridges of Madison County. The city hosts annual events like the John Wayne birthday celebration in May and the Covered Bridge Festival in October, featuring over 150 vendors, a parade, and a classic car show. Winterset’s housing options include historic homes with Colonial Revival and Victorian influences, contemporary models in subdivisions, and homes on larger plots north of town. The city’s architecture is complemented by walkable streets shaded by mature trees. City Park, listed on the National Register of Historic Places, offers attractions such as the Cutler-Donahue Covered Bridge, Clark Tower, and a hedge maze, along with recreational facilities like a soccer complex, softball fields, and a skate park. Downtown Winterset maintains an old-time, small-town vibe with boutique shops, vintage stores, and family businesses centered around the Madison County Courthouse square. Dining options are plentiful, particularly along John Wayne Drive. The Winterset Community School District includes four schools, with Winterset Junior High being the highest rated. Located about 35 miles from Des Moines, Winterset is accessible via U.S. Highway 169 and Iowa Highway 92, connecting to major interstates and the Des Moines International Airport.

Learn more about living in Winterset

Frequently Asked Questions

What is the average home price in Winterset, IA?

Homes for sale in Winterset, IA have an average home price of $297,556.

How many homes have sold over the last 12 months in Winterset, IA?

93 homes have sold in Winterset, IA over the last 12 months.

What is the average household income in Winterset, IA?

The average household income in Winterset, IA is $79K.

What are the most popular zip codes in Winterset, IA?

The most popular zip codes in Winterset, IA include 50273, 50222, 50072, 50240 and 50229.

How much do you need to make to afford a house in Winterset?

The median home price in Winterset is $269,950. If you put a 20% down payment of $54,000 and had a 30-year fixed mortgage with an interest rate of 6.67%, your estimated principal and interest payment would be $1,390 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $60K a year to afford the median home price in Winterset. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Winterset is $79K.

How are the schools in Winterset, IA?

Winterset, IA has highly rated public and private schools. Some of the best schools in Winterset based on Niche Grades are Winterset Middle School, Winterset Senior High School and Winterset Junior High School. Browse all the schools in Winterset, IA to learn more.

Home Prices in Winterset, IA

The median home sale price in Winterset, IA is $250,000, up 5% year-over-year. Homes in Winterset sell in 77 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price $250,000	Median Single Family Sale Price $262,500
Median 2 Bedroom Sale Price $208,000	Median 1 Bedroom Sale Price $143,450
Median Studio Sale Price $285,000	Average Price Per Sq Ft $188
Number of Homes for Sale 40	Last 12 months Home Sales 93
Months of Supply 5.20	Median List Price $269,950
Median Change From 1st List Price 4%	Median Home Sale Price YoY Change 5%