Homes for Sale near Winterset Middle School

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  /14

  $140,000

  • Land
  • 3.67 Acres
  • $38,147 per Acre

  2228 Holliwell Valley Ct, Winterset, IA 50273

  Picture your dream home nestled on 3.67 acres in the heart of Madison County. This flat, buildable acreage is framed by mature trees and rolling valleys, creating a private country retreat. With utilities available at the road and multiple sites to choose from, you can design the perfect layout for your new home. Just a short drive from Winterset and steps away from the Holliwell Valley Covered

  Misty Darling BH&G Real Estate Innovations

  2228 Holliwell Valley Ct, Winterset, IA 50273
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  /19

  $170,000

  • 2 Beds
  • 1 Bath
  • 904 Sq Ft

  531 Long St, Patterson, IA 50218

  Discover the charm of affordable small-town living with this inviting 2-bedroom, 1-bath ranch in Patterson—a perfect blend of comfort and value. Step inside to a sun-filled living space with beautiful hardwood floors and classic crown molding, creating a warm and welcoming atmosphere you'll instantly appreciate. The fully updated kitchen is designed to impress for easy everyday living. Enjoy

  Sarah Cowman Homefront Real Estate, LLC

  531 Long St, Patterson, IA 50218
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  /35

  $540,500

  • Land
  • 23 Acres
  • $23,500 per Acre

  2571 250th Ln, Winterset, IA 50273

  Stunning Executive Building site located just south of Winterset on a dead-end road. If you have been dreaming of a country escape, this is something you need to consider. Approximately 23 acres to be surveyed off will include clean timber, spring-fed creek with well possibilities, wild flowers, limestone ledges, nice rolling pasture, and a stocked pond. Stunning views and wildlife galore!

  Sarah Cowman Homefront Real Estate, LLC

  2571 250th Ln, Winterset, IA 50273
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  /35

  $629,900

  • 5 Beds
  • 3.5 Baths
  • 2,229 Sq Ft

  1795 Millstream Ct, Unincorporated, IA 50273

  This stunning 1.5-story home sits on just over 3 acres of paved countryside 3miles north of Winterset & only 20 minutes from West Des Moines. With 5 bedrooms plus an exerciseroom, 4 bathrooms, and more than 3,200 sq. ft. of finished living space, this property combines comfort,style, and convenience. Step inside to find a soaring 2-story vaulted great room with a fireplace. The

  Jenny Wille Iowa Realty Mills Crossing

  1795 Millstream Ct, Unincorporated, IA 50273
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  /31

  $284,000

  • 4 Beds
  • 2 Baths
  • 1,792 Sq Ft

  516 S 8th Ave, Winterset, IA 50273

  Step into history without the hassle! Built in 1890 and recently renovated, this 4-bedroom, 2-bath home offers the character you love with the updates you need. Sunlight pours through abundant windows, filling the spacious layout and large kitchen. Situated on nearly a half-acre (.418) lot right in town, you’ll have plenty of room to spread out, just minutes from Main Street and the birthplace of

  Tiffany Marcum The American Real Estate Co.

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

  $145,000

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  516 W Summit St, Winterset, IA 50273

  Are you looking for a house with a LARGE YARD, close to SCHOOLS and WINTERSET TOWN SQUARE.Come take a look at this well-maintained ranch, on a big lot, in the beautiful town of Winterset! The three nice sized bedrooms also have great closet space. You will also like the open kitchen/dining area, with plenty of natural light, that leads out to the NEW LARGE DECK, perfect for morning coffee and

  Betsy Breeding Realty ONE Group Impact

  516 W Summit St, Winterset, IA 50273
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  /34

  $650,000

  • 3 Beds
  • 2.5 Baths
  • 2,432 Sq Ft

  719 E Washington St, Winterset, IA 50273

  If the "Wow Factor" is what you are hoping for in a home, this one is a must-see! This home was gutted down to the studs and completely rebuilt, so it is just like brand new! Walk in the front door, and you will love all the natural light as you enter the living room with a cozy gas fireplace. The large dining area adjoins the gorgeous kitchen with tons of cabinets and countertop space. There is

  Sarah Cowman Homefront Real Estate, LLC

  719 E Washington St, Winterset, IA 50273
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  /23

  $309,900

  • 3 Beds
  • 1.5 Baths
  • 2,130 Sq Ft

  721 W Court Ave, Winterset, IA 50273

  Don't miss the opportunity to own this home on historical Court Avenue! You will love sitting on the wraparound porch for your morning coffee or just some time to relax. Upon entering the home, you will be impressed with the beautiful details of the open staircase. The first floor has a large living, family and dining rooms, 1/2 bath and kitchen. The hardwood floors and the woodwork are original

  Larry Corkrean Madison County Realty

  721 W Court Ave, Winterset, IA 50273
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  /27

  $247,900

  • 3 Beds
  • 2 Baths
  • 1,106 Sq Ft

  316 E Jefferson St, Winterset, IA 50273

  Charming Victorian that has been fully renovated. The living room has ten-foot ceilings, beautiful chandeliers, and a gas fireplace. In the main bedroom, there is a unique stained glass window. Walking into the kitchen, you are greeted with quartz countertops and custom cabinets, which adds a modern touch. All the appliances are 2-3 years old. Washer/dryer hookups are in the basement along with a

  Tamra Yeager Pro Team Realty

  316 E Jefferson St, Winterset, IA 50273
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  /20

  $127,900

  • Land
  • 4.15 Acres
  • $30,819 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
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  /9

  $130,000

  • Land
  • 4.32 Acres
  • $30,093 per Acre

  0000 Saint Charles Rd, Winterset, IA 50273

  Build your dream home on this private 4.3 acre parcel with beautiful views overlooking the Middle River Valley. On hard surface with rural water and electric at the street. Close to Winterset and easy commute to Des Moines.

  Katie Bloom LPT Realty, LLC

  0000 Saint Charles Rd, 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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  /29

  $205,000

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

  66 E High St, Winterset, IA 50273

  Charming and fully updated 1.5 story home on a large corner lot in historic Winterset--roughly 30 minutes from the Des Moines metro! This 3-bed, 2-bath home features a spacious living room and a wrap-around layout that flows seamlessly from the living area to the updated kitchen with newer stainless steel appliances, and into the dining space. Stylish LVP flooring throughout the main level adds

  Cameron Campos RE/MAX Concepts

  66 E High St, Winterset, IA 50273
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  /34

  $699,900

  • 4 Beds
  • 3.5 Baths
  • 2,200 Sq Ft

  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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  /14

  $225,000

  • 3 Beds
  • 1.5 Baths
  • 912 Sq Ft

  1021 W South St, Winterset, IA 50273

  Come enjoy small town living in Winterset in this adorable 3 bedroom ranch home! The spacious living area has tons of natural light with the large windows and beautiful hardwood floors. Find three bedrooms and a full bath on the main floor, as well as the farmhouse style kitchen featuring white subway tile backsplash and white cabinets. The lower level features an extra living space, half bath,

  Jenna Carney Keller Williams Realty GDM

  1021 W South St, Winterset, IA 50273
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  /31

  $299,000

  • 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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  /35

  $624,500

  • 4 Beds
  • 3 Baths
  • 1,878 Sq Ft

  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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  /22

  $290,000

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

  410 N 6th St, Winterset, IA 50273

  Pride of ownership in this spacious home! 3 bedrooms, 2 baths, over 2,000 sf finished space and a huge backyard. Adorable kitchen with stainless steel appliances. Refrigerator is less than 1 year old. Large dining area with sliding door that leads to the deck/backyard. Great set up for the primary bedroom with access to the bathroom/laundry room. All 3 bedrooms are on the 1st floor. The lower

  Jennifer Stover Madison County Realty

  410 N 6th St, Winterset, IA 50273
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  /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
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  /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
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  /12

  $199,900

  • Land
  • 4.68 Acres
  • $42,714 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
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  /27

  $185,000

  • Land
  • 10.38 Acres
  • $17,823 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
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  /16

  $438,000

  • Land
  • 19.34 Acres
  • $22,647 per Acre

  1122 220th St, Winterset, IA 50273

  Have you been looking for the perfect recreational property? This acreage will check all of the boxes: 40X64X12 outbuilding, timber, small cabin, great hunting, pond. The outbuilding has electric, spray foam insulation, water, plumbed for bath. Don't miss the cute cabin in the middle of the timber. The cabin makes a great hunting retreat. The cabin has an electric fireplace and wall heater. This

  Jennifer Stover Madison County Realty

  1122 220th St, Winterset, IA 50273
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  /7

  $533,000

  • Land
  • 52.75 Acres
  • $10,104 per Acre

  52.75 Acres M/L 0000 Hogback Bridge Rd, Earlham, IA 50072

  52.75 acres m/l in northern Madison County just west of US-169. Located just outside of the metro & only 25 minutes to all of the amenities in West Des Moines. This is top shelf recreation land with a combination of tillable acres, grassland, & river access. The property has 9.59 Acres in CRP paying $156.51 / acre. There are approximately 35.5 acres of tillable acres available for cash rent with

  James Von Gillern RE/MAX Concepts

  52.75 Acres M/L 0000 Hogback Bridge Rd, Earlham, IA 50072
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  /18

  $199,000

  • Land
  • 7.14 Acres
  • $27,871 per Acre

  2368 Saint Charles Rd, Winterset, IA 50273

  BRING YOUR OWN BUILDER!!! This 7.14 acres is located right off the St Charles pavement, offering convenience and gorgeous fall views. Schedule a showing today!

  Rachel Eller Summerset Realty

  2368 Saint Charles Rd, Winterset, IA 50273
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  /17

  $537,500

  • Land
  • 60.36 Acres
  • $8,905 per Acre

  00 Ironwood Trail, Earlham, IA 50072

  Pleased to present 60.36 acres m/l of coveted Madison County, Iowa land perfect for hunting, recreation, or building a home. Conveniently located just 10 minutes north of Winterset and less than 30 minutes from the Des Moines Metro, this property offers almost 45 acres of dense timber and an estimated 12.61 acres of income-producing CRP, subject to reconstitution.This picturesque farm is

  Bryan Bergdale Peoples Company

  00 Ironwood Trail, Earlham, IA 50072
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  /20

  $199,000

  • Land
  • 13.6 Acres
  • $14,632 per Acre

  000 Ivy Trail, Winterset, IA 50273

  Want to get out of town to your own serene parklike setting? This place is for you! Build your dream home or just get away from the hustle and bustle of town. Put up a tree stand and try for your trophy buck! No covenants on this property so you can do whatever your heart desires! A creek runs through it, tall hardwood trees and a sweet picnic shelter are all in place. Come get your fill of fresh

  Sarah Cowman Homefront Real Estate, LLC

  000 Ivy Trail, Winterset, IA 50273
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  /2

  $450,000

  • Land
  • 30 Acres
  • $15,000 per Acre

  RR Scott Township None, Winterset, IA 50222

  A great opportunity to add to your existing operation or the perfect acreage to start a small farm, a nice building site or weekend gateway. This is a highly productive farm, all tillable with a CSR 2 rating of 83.

  Patrick Corkrean Madison County Realty

  RR Scott Township None, Winterset, IA 50222
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  /2

  $70,500

  • Land
  • 3.45 Acres
  • $20,435 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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