Winterset, IA Homes for Sale under $500,000

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  $474,900

  • 4 Beds
  • 3.5 Baths
  • 1,807 Sq Ft

  305 Magnolia Point, Winterset, IA 50273

  If you are from Winterset, you know. If you are considering a move to Winterset, this town is one of the most beautiful ones in Iowa. The landscape, the hills - just incredibly picturesque. Then, you come upon 305 Magnolia Pt. A home built with care in 2023, requiring little maintenance. The thoughtful floor plan includes a mudroom area upon entering and a staircase staggered back a bit to

  Rachel Wallace RE/MAX Precision

  305 Magnolia Point, Winterset, IA 50273
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  $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
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  $370,000

  $30K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,680 Sq Ft

  1509 State 92 Hwy, Winterset, IA 50273

  Step back in time and imagine the possibilities with this classic farmhouse nestled on 3.82 scenic acres surrounded by mature timber and peaceful countryside views. Built in 1925, this 2-story home offers 1,680 square feet filled with original character and timeless charm. Inside, you’ll find 4 bedrooms, a home office, beautiful original trim, stunning French doors in the dining room and living

  Jennifer Stover Madison County Realty

  1509 State 92 Hwy, Winterset, IA 50273
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  $259,000

  $11K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,859 Sq Ft

  319 S 7th Ave, Winterset, IA 50273

  WELCOME HOME to this beautiful 3 bed/1 bath home on .32 ac lot. You will LOVE walking into the large living room, with plenty of NATURAL LIGHT and nice sized dining area. The kitchen has plenty of COUNTER SPACE and also a nice sized ISLAND. Off of the kitchen is the large 4 SEASON PORCH/family room (12'x33') with plenty of windows and natural light. The perfect area for ENTERTAINING! Two bedrooms

  Betsy Breeding Realty ONE Group Impact

  319 S 7th Ave, Winterset, IA 50273
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  $274,900

  $40K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,880 Sq Ft

  804 N 4th Ave, Winterset, IA 50273

  Welcome to a truly extraordinary home where timeless craftsmanship, modern luxury, and stunningnatural beauty come together in perfect harmony. Rarely does a property offer such a unique blend of old-world artisan detail and contemporary design, all set against the backdrop of gardens so exquisite! From the moment you arrive, the lush landscaping captures your attention, showcasing a level of

  Sarah Cowman Homefront Real Estate, LLC

  804 N 4th Ave, Winterset, IA 50273
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  $395,000

  • Land
  • 3 Acres
  • $131,667 per Acre

  Lot 5 N 4th Ave, Winterset, IA 50273

  New Light Commercial Development. Lots will be ready to be built upon in Spring 2025, road pave in Fall 2024. 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 5 N 4th Ave, Winterset, IA 50273
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  $365,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,396 Sq Ft

  302 W Court Ave, Winterset, IA 50273

  Timeless charm meets thoughtful updates in this classic 2-story home built in 1890, ideally located on historic Court Ave just one block from the town square. Offering 2,396 square feet, 3 bedrooms, and 2.5 baths, this beautifully maintained home blends original character with modern functionality in all the right ways. The showstopping custom-designed kitchen is truly the heart of the home,

  Jennifer Stover Madison County Realty

  302 W Court Ave, Winterset, IA 50273
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  $450,000

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

  1515 W Washington St, Winterset, IA 50273

  Imagine a home where you don't have to compromise on a single detail. Welcome to 1515 W Washington St in Winterset—a gorgeous brick home offering 2,484 finished sq ft on the main level alone! This 3-bed, 2-bath layout features an impressive flow centered around a dual-sided fireplace, creating the perfect gathering space. The chef's kitchen boasts sleek quartz countertops, extensive cabinet

  Ian Sparks Homefront Real Estate, LLC

  1515 W Washington St, Winterset, IA 50273
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  $299,000

  $31K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,990 Sq Ft

  1706 W Summit St, Winterset, IA 50273

  This two-story brick home, built in 1923, has all of the character and charm that goes with a 1920s house. Original built-ins, woodwork, hardwood floors and glass doorknobs still remain in the house. With 1990 sf, 4 bedroom and 3 baths, there is plenty of room for everyone. The first floor features a large family room with beautiful built-ins surrounding the fireplace. French doors from the

  Larry Corkrean Madison County Realty

  1706 W Summit St, Winterset, IA 50273

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