Saint Charles, IA Homes for Sale

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  /31

  $234,000

  • 3 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  318 W Green St, Winterset, IA 50273

  Appealing 1.5 story 3 - bedroom home on Winterset West side close to historic square. Welcoming covered front porch makes a perfect place to enjoy spending more time outdoors. Interior includes one BR on the main floor with corner closet allowing additional storage. This room would also make a great office space. Updated kitchen with bright south facing custom window, newer appliances and

  

  Toni Tindle

  Covered Bridge Realty

  (515) 375-1789

  318 W Green St, Winterset, IA 50273
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  /25

  $210,000

  • 2 Beds
  • 1 Bath
  • 1,030 Sq Ft

  507 W Madison St, Winterset, IA 50273

  EZ living on one level! This 2 bedroom, 1 bath triplex has center location which is very quiet and economical.Kitchen has an open floor plan to living area boasting vaulted ceilings. Handy pantry closet located in kitchen.Features include: 36-inch doorways throughout, easy access to tiled walk-in shower, master bedroom has large walk-in closet with access from bathroom and bedroom, trey

  

  Toni Tindle

  Covered Bridge Realty

  (515) 385-4853

  507 W Madison St, Winterset, IA 50273
• 

  

  

  /35

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,513 Sq Ft

  1220 W Court Ave, Winterset, IA 50273

  Instantly appealing 1 1/2 story family home on Winterset W side with attached 2 car garage. There is a large level 70x157 lot w/a fenced backyard & shed. Front entrance leads to a cheerful living room with wide staircase to the upper floor. The bright southern facing kitchen has newer appliances & a pantry. The kitchen is open to a formal dining room with hardwood floors & gas fireplace as a

  

  Toni Tindle

  Covered Bridge Realty

  (515) 498-5106

  1220 W Court Ave, Winterset, IA 50273
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  /30

  $474,000

  • 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 on nearly an acre. Kitchen has had a complete remodel including adding a convenient island & farm sink. Master BR on 1st floor has large walk-in closet, walk-in shower & also features a bidet in master bath. Main floor laundry off the kitchen. Other features on the 1st

  

  Toni Tindle

  Covered Bridge Realty

  (515) 824-5239

  1913 N 1st St, Winterset, IA 50273
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  /12

  $195,000

  • Land
  • 4.88 Acres
  • $39,959 per Acre

  4922 Cedar Ln, Winterset, IA 50273

  If you're ready to build your dream home, this stunning 4.88-acre lot is a must-see! Located on a paved road between West Des Moines and Winterset, this end of cul-de-sac property features a perfect blend of grassland and timber. With ample space for your home, an outbuilding, or even a pool, you'll enjoy beautiful views and the charm of local wildlife, all while having convenient access to the

  Timothy Scheib RE/MAX Precision

  4922 Cedar Ln, Winterset, IA 50273
• 

  

  /23

  $320,000

  • 4 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  203 W Green St, Winterset, IA 50273

  You will love all the space in this unique 2000+ sq ft home on a large corner lot!Main level includes a great big family room, large kitchen with dinning area and a separate room that could be a formal dining room or office and a half bath. Upstairs there are 3 large bedrooms (one with en suite and walk in closet) plus another smaller room that could also be a bedroom, game room, office or

  Alyssa Tadlock Madison County Realty

  203 W Green St, Winterset, IA 50273
• 

  

  /20

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  715 N John Wayne Dr, Winterset, IA 50273

  Super unique investment opportunity! This property consists of a residential house and 4 rental units. The house is 1728 sf with 3 bedrooms, 2 bathrooms, 2 family rooms, 1st floor laundry, basement, 2 car garage. The owners currently live in the house and Airbnb the 4 units. Each rental unit is 360 sf, with a kitchenette, living area, 1 bedroom and 3/4 bath. Sweet covered front porch. The 5th

  Jennifer Stover Madison County Realty

  715 N John Wayne Dr, 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
• 

  

  /34

  $350,000

  • 5 Beds
  • 2.5 Baths
  • 2,968 Sq Ft

  323 W Jefferson St, Winterset, IA 50273

  Exquisite historic home in the heart of Winterset just blocks from the bustling downtown square. If you love a quality historic home, this one is for you! This Freestyle Queen Anne Victorian 2-story is sure to impress. The past 2 owners have taken exquisite care of this gem. You will love the original woodwork hard floors, leaded glass & character! A front porch greets you as you enter complete

  Sarah Cowman Homefront Real Estate, LLC

  323 W Jefferson St, Winterset, IA 50273
• 

  

  /35

  $349,900

  • 3 Beds
  • 2.5 Baths
  • 2,436 Sq Ft

  724 W Jefferson St, Winterset, IA 50273

  Prepare to be impressed with the renovations done to bring this stately home back to it's orignal glory! Step up to the inviting front covered porch & through the original leaded glass door into the stunning entryway showcasing the gorgeous stairway & original woodwork. The orignal hardwood floors flow throughout the entry room, HUGE living room, and into the formal dining room. Off the living

  Sarah Cowman Homefront Real Estate, LLC

  724 W Jefferson St, 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
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  /22

  $440,000

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  2369 Saint Charles Rd, Winterset, IA 50273

  MADISON COUNTY ACREAGE! Beautiful ZERO ENTRY home, that was built with CONCRETE WALLS, on 10+- wooded acres. The beauty of the country, but on a paved road, close to Winterset and a 30-minute commute to West Des Moines. This home has a large kitchen with HICKORY CABINETS and plenty of counter space. You will love all of the big windows and French doors, bringing in so much natural light. The OPEN

  Betsy Breeding Realty ONE Group Impact

  2369 Saint Charles Rd, Winterset, IA 50273
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  /32

  $509,900

  • 6 Beds
  • 3.5 Baths
  • 2,351 Sq Ft

  301 Magnolia Point, Winterset, IA 50273

  Spacious and beautifully maintained 6-bedroom, 3.5-bath home situated on a generous 0.65-acre lot! Built in 2020, this home offers the perfect blend of modern style and functional living. The open-concept main level features a bright kitchen with ample storage and a cozy living area. The walk-out basement provides even more living space—ideal for entertaining, a home gym, or rec area. Enjoy the

  Rachel Eller Summerset Realty

  301 Magnolia Point, Winterset, IA 50273
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  /34

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  2381 Carver Rd, Winterset, IA 50273

  Escape to nature with this serene sqft ranch-style home set on 10+ acres of private land with miles of hiking trails and breathtaking views. Perfect for outdoor lovers seeking tranquility without sacrificing comfort. This 3 bed 2 bath home was built out of ICF (Insulated Concrete Forms) which makes it very efficient and able to withstand severe storms. The R-value/U-value of ICF in combination

  Lindsay Range EXIT Realty & Associates

  2381 Carver Rd, Winterset, IA 50273
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  /34

  $599,000

  • 5 Beds
  • 3 Baths
  • 1,739 Sq Ft

  711 E Madison St, Winterset, IA 50273

  Spectular 5 bedroom ranch beautiful finish and an enormous 30x54 shop/garage with concrete floor on 1.75 acres! This home boasts a huge living room which features high ceilings and a beautiful fireplace while the formal dining room offers a bit of privacy, both with attractive hardwood floors. The kitchen has tons of storage and leads to an eating area. Off the dining area is an enormous deck

  Sarah Cowman Homefront Real Estate, LLC

  711 E Madison St, Winterset, IA 50273
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  /35

  $285,000

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

  423 E Jefferson St, Winterset, IA 50273

  Classic 1920 Craftsman with all of the charm and character you'd expect. As you walk up to the front porch you'll never want to leave! Perfect spot for your morning coffee or lounging at the end of a long day. As you enter, you'll immediately see the exposed wood beams in the family room that make it a cozy space. Newer gas fireplace is the focus of the family room, flanked by built in

  Jennifer Stover Madison County Realty

  423 E Jefferson St, Winterset, IA 50273
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  /28

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,414 Sq Ft

  1427 W Washington St, Winterset, IA 50273

  Charming 3-Bed, 2-Bath Ranch on Peaceful, Established Street.Welcome home to this beautifully maintained 3-bedroom, 2-bath ranch nestled on a quiet, tree-lined street in a well-established neighborhood. This move-in ready gem offers the perfect blend of comfort and functionality, featuring newer heating and air systems to keep you cozy year-round.Step inside to find a spacious layout with

  Alyssa Tadlock Madison County Realty

  1427 W Washington St, Winterset, IA 50273
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  /33

  $348,000

  • 4 Beds
  • 2.5 Baths
  • 2,026 Sq Ft

  708 W Fremont St, Winterset, IA 50273

  Tons of room to spread out in this 4 bed 3 bath home. Walk into the gathering room that has many uses. It could be a formal dining room or a great sitting area. The spacious kitchen has plenty of cabinets and counter tops space and all appliances are included. The dining area can accommodate a large table. There is a huge mudroom off the kitchen as well as a 3/4 bath. The living room is huge

  Sarah Cowman Homefront Real Estate, LLC

  708 W Fremont St, Winterset, IA 50273
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  /25

  $214,000

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft

  417 S 2nd St, Winterset, IA 50273

  "Welcome home to this charming three-bedroom home in a fantastic location, just moments from the historic John Wayne birthplace! Enjoy comfortable living with that is over 1500 Sq. Ft. that hose one full bath and a convenient three-quarter bath. Discover even more potential with a finished attic space, perfect for a home office, playroom, or even a future fourth bedroom. Step outside to a

  Sue Monroe Spire Real Estate

  417 S 2nd 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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  /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
• 

  

  /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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  /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
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  /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
• 

  

  /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
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  /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
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  /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
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  /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
• 

  

  /17

  $105,000

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft

  315 N 4th Ave, Winterset, IA 50273

  . 1.5-story home with a welcoming front porch and a 1-car detached garage. This home offers 3 bedrooms and 1 bath. Hardwood floors and carpet. 2 window units stay with the home. Large yard and great location!. Call today for your viewing!

  Sarah Cowman Homefront Real Estate, LLC

  315 N 4th Ave, Winterset, IA 50273
• 

  

  /18

  $189,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  408 E Benton St, Winterset, IA 50273

  Charming & Updated in Winterset! This adorable home is move-in ready with tons of recent upgrades you'll love. Step into a brand-new kitchen and bathroom featuring modern finishes, complemented by stylish LVP flooring and fresh carpet throughout. The exterior shines with new siding and windows, offering both great curb appeal and energy efficiency. Sitting on a huge yard, there's plenty of space

  Jamie Adkins RE/MAX Precision

  408 E Benton St, Winterset, IA 50273
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  /9

  $216,000

  • 2 Beds
  • 1 Bath
  • 1,031 Sq Ft

  413 E 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

  413 E Madison St, Winterset, IA 50273
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  /8

  $220,000

  • 2 Beds
  • 1 Bath
  • 1,031 Sq Ft

  411 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 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 in bedrooms and a

  Alyssa Tadlock Madison County Realty

  411 W Madison St, Winterset, IA 50273
• 

  

  /19

  $229,500

  • 3 Beds
  • 1 Bath
  • 1,118 Sq Ft

  223 N 8th St, Winterset, IA 50273

  Amazing home renovation! Sweet ranch home on a large corner lot. 3 bedroom, 1 bath, 1118sf. The all new kitchen is efficient with a breakfast bar all new cabinetry/countertops and newer stainless steel appliances. Enjoy your morning coffee in the sunny dining area right off the kitchen. The spacious breezeway is the perfect spot for 1st floor laundry and plenty of extra room for coats/shoes. Next

  Jennifer Stover Madison County Realty

  223 N 8th St, Winterset, IA 50273
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  /33

  $549,900

  • 6 Beds
  • 4 Baths
  • 3,155 Sq Ft

  2237 Holliwell Valley Ct, Winterset, IA 50273

  Are you looking for space, peace, and charm? This 4.3-acre homestead has everything you're looking for—and more. Step into a spacious home with over 3,100 sq ft on the main level—perfect for entertaining, relaxing, and enjoying life to the fullest.At the heart of the home is a gorgeous kitchen with soft-close drawers, a walk-in pantry, and breathtaking views of the fenced backyard and peaceful

  Wendy Eilander RE/MAX Concepts

  2237 Holliwell Valley Ct, Winterset, IA 50273
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  /18

  $240,000

  • 2 Beds
  • 2 Baths
  • 1,480 Sq Ft

  715 W North St, Winterset, IA 50273

  Check out this adorable home makeover! 2 bedroom, 2 bath, 1480sf, 1st floor laundry. Great kitchen with ample counter space and a large dining area. Just off the kitchen is the 1st floor laundry and a large bonus space. This space would be perfect for a home office or extra space for kids. It also has access to the backyard. The primary bedroom has the 3/4 bath and access to the back deck.

  Jennifer Stover Madison County Realty

  715 W North St, Winterset, IA 50273
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  /30

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,206 Sq Ft

  409 S 8th Ave, Winterset, IA 50273

  Move right into this squeaky clean three bed two bath ranch home! This well-cared-for home has many updates, including a roof in 2020, an updated kitchen, updated flooring, a newer fence, and updated electrical! You will love the huge living room as you walk in through the front door. The living room flows into the spacious dining area and large kitchen with beautiful butcher block countertops

  Sarah Cowman Homefront Real Estate, LLC

  409 S 8th Ave, Winterset, IA 50273
• 

  

  /29

  $225,000

  • Land
  • 10 Acres
  • $22,433 per Acre

  2391 Carver Rd, Winterset, IA 50273

  Perfect location right off Hwy 169 with 10 acres more or less with a pond.  Rural Water and Electric located at street for access.

  Nicholas Scar Iowa Realty Mills Crossing

  2391 Carver Rd, Winterset, IA 50273
• 

  

  /25

  $239,900

  • Land
  • 24 Acres
  • $10,080 per Acre

  0 Carver Rd Unit 710768, Winterset, IA 50273

  Great building site with some income potential  This 23.8 Acre building site has timber, some tillable ground, and access to the river.  Best of all worlds with plenty of wildlife!!!

  Nicholas Scar Iowa Realty Mills Crossing

  0 Carver Rd Unit 710768, Winterset, IA 50273
• 

  

  /35

  $450,000

  • 4 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
• 

  

  /16

  $675,000

  • Land
  • 60 Acres
  • $11,183 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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