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$337,500
6 Beds 3 Baths 737827 MLS
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 while the main-floor bedroom and adjacent 3/4 bath provide an ideal set up for guests, multigenerational living, a private office or the convenience of main-level living. An additional lower-level bedroom adds even more versatility. At the heart of the home, the updated kitchen and adjacent dining room create an inviting space for gathering, entertaining and everyday living. The welcoming front porch is the perfect spot for morning coffee, evening conversation and enjoying the peaceful surroundings beneath mature trees. Generous storage throughout. Also outdoors is a charming tree house, a shed and new 20x20 garage. Just minutes from Winterset's storybook town square, charming local shops, dining and the rolling beauty that defines Madison County this home offers the best of small-town living with the timeless appeal of classic Americana. All information obtained from seller and public records.

117 E North Street, Winterset

Listing courtesy of Lisa Davis with RE/MAX Precision

$130,000
5 Beds 3 Baths 6336987 MLS
This Traditional Two-Story home shows off the craftsmanship of early 1900 with custom built-ins and woodwork - in excellent condition throughout the home. It starts at the Entry foyer with open staircase and divided light French doors into the large Living Room with tons of natural light. Formal dining room with wood-trimmed window seat and craftsmen display cabinets. Solid wood interior doors and custom built wardrobes and closets. Master Bedroom, Full Bathroom and Laundry Room on the Main Level. Kitchen with eating area and access to Sunroom porch. Upper Level Bathroom with 4 additional Bedrooms and large closets - notice beautiful hardwood below the carpet! The full basement with plumbing - sink, toilet & shower and Exit to backyard and Garage. New Roof 2023. New electric service and Panel updated 2026.A home full of possibilities and warmth - and a history that could be brought to life again. Located in central Creston and a short walk to Uptown parades and activities!

507 W Howard St, Creston

Listing courtesy of with Creston Realty

$181,000
3 Beds 2 Baths 6336757 MLS
MOTIVATED SELLERS! Welcome to 814 N. Sycamore Street — a charming family home that beautifully blends original 1940s character with tasteful modern updates. The home features stunning original woodwork and flooring, a spacious living area with room for a wood-burning stove, and a large fully insulated four-seasons/family room addition with oversized picture windows and abundant natural light. Recent updates include a newer furnace and central air system, updated kitchen cabinetry, new kitchen flooring, modern appliances, and recently completed remodeling throughout portions of the home. Upstairs, you’ll find three spacious bedrooms with walk-in closets and a modern full bathroom with tile flooring. The partially finished basement offers additional living space currently used as a master-style suite, complete with tile flooring, a 3/4 bathroom with tiled shower, laundry area, and walkout access to the backyard. Outside, enjoy the large fenced backyard measuring approximately 26x176 with a storage shed and plenty of room for kids, pets, or entertaining. The backyard will be freshly reseeded and ready for summer. Kitchen appliances stay with the home. Whether you’re searching for your first home or looking for more space for a growing family, this home is a must-see.

814 N Sycamore, Creston

Listing courtesy of with Thomas Realty

$260,000
3 Beds 3 Baths 737180 MLS
Better than new! This charming 2-story home has been completely updated down to the studs and offers the perfect blend of modern style, functionality, and attention to detail throughout. With 1,372 sq. ft. of finished living space plus per appraisal an oversized 2-car detached garage, this move-in-ready home checks all the boxes. The main level features a beautifully updated kitchen with quality finishes, including quartz countertops, brand-new cabinetry, and new appliances. You'll also find a full bath, a convenient half bath, and main-floor laundry with a new washer and dryer. An additional enclosed porch creates the perfect drop zone and adds extra everyday functionality. Updated lighting throughout the home adds a clean, modern feel. Upstairs offers three comfortable bedrooms and a fully updated ¾ bath featuring a walk-in Onyx shower. Major improvements include updated insulation, electrical wiring, windows, a tankless water heater, all-new plumbing, and a new HVAC system giving you peace of mind for years to come. The roof was also replaced in 2018. Set on a large yard and conveniently located near the school and downtown area, this home offers character, comfort, and modern updates from top to bottom.

155 NW 2nd Street, Earlham

Listing courtesy of Ingrid Williams with RE/MAX Concepts

$269,000
4 Beds 2 Baths 737015 MLS
Set in the heart of Earlham, this property offers the kind of lifestyle so many are craving. Close enough to the Des Moines metro for convenience, yet tucked into a community where life slows down just enough to let you breathe. After a busy day, you can come home, step outside, and actually hear yourself think. From the moment you walk in, the home feels warm, grounded, and full of character, a space that invites you to settle in rather than rush through. The layout flows naturally, offering comfortable living areas, flexible spaces, and an overall sense of intention throughout. The yard opens the door to possibility. Whether you're dreaming of summer evenings under the lights, space to garden, room to play, or simply a quiet place to unwind, this home gives you the canvas to create something special. This isn't just a house, it's a home where the next chapter feels exciting, peaceful, and real. Come experience what it feels like to have space, community, and opportunity all in one address. *Updates Include* Full Sewer line Replacement, Updated Electrical Panel, Waterproofing in Lower level( Lifetime transferable warranty) , Newer HVAC, Newer Water Heater, Remodeled Lower Level, Heated Tile floors in Lower level Bathroom, Egress window Quartz Kitchen Countertops, Additional Cabinets in Kitchen.

340 NE Cherry Avenue, Earlham

Listing courtesy of Trent Schwab with Century 21 Signature

$185,000
736991 MLS
Bring your own builder! No HOA. Located just 5 mi south of I-80 SW of De Soto. Introducing the NEW Cottonwood Creek private acreages! These rare 5.03 acre lots offer Madison County views on an expansive 5.03 acre walkout footprint. These lots offer diverse geography featuring a mature timbered creek that provides both privacy and wildlife views. Water, Electric, and Fiber at the road. Come build your custom home without restrictions and still be within 20 minutes of the Jordan Creek Exit. 14 minutes to Adel, 10 minutes to Earlham, and 12 to Winterset. Lot 4 is unique in that it offers expansive build sites at the road or behind the creek. CALL LISTING AGENT BEFORE SHOWING. Do not access property without prior contact.

Lot 4 Hogback Bridge Road, Earlham

Listing courtesy of Brett Baker with RE/MAX Concepts

$165,000
736989 MLS
Bring your own builder! No HOA. Located just 5 mi south of I-80, SW of De Soto. Introducing the NEW Cottonwood Creek private acreages! These rare 5.03 acre lots offer Madison County views on an expansive 5.03 acre walkout footprint. These lots offer diverse geography featuring a mature timbered creek that provides both privacy and wildlife views. Water, Electric, and Fiber at the road. Come build your custom home without restrictions and still be within 20 minutes of the Jordan Creek Exit. 14 minutes to Adel, 10 minutes to Earlham, and 12 to Winterset. Lot 3 is unique in that it offers build sites at the road or behind the creek. CALL LISTING AGENT BEFORE SHOWING. Do not access property without prior contact.

Lot 3 Hogback Bridge Road, Earlham

Listing courtesy of Brett Baker with RE/MAX Concepts

$185,000
736988 MLS
Bring your own builder! No HOA. Located just 5 mi south of I-80 SW of De Soto. Introducing the NEW Cottonwood Creek private acreages! These rare 5.03 acre lots offer Madison County views on an expansive 5.03 acre walkout footprint. These lots offer diverse geography featuring a mature timbered creek that provides both privacy and wildlife views. Water, Electric, and Fiber at the road. Come build your custom home without restrictions and still be within 20 minutes of the Jordan Creek Exit. 14 minutes to Adel, 10 minutes to Earlham, and 12 to Winterset. Lot 2 features a buildsite option in front of the creek or behind the creek offering beautiful views and privacy. CALL LISTING AGENT BEFORE SHOWING. Do not access property without prior contact.

Lot 2 Hogback Bridge Road, Earlham

Listing courtesy of Brett Baker with RE/MAX Concepts

$185,000
736986 MLS
Bring your own builder! No HOA. Located just 5 mi south of I-80 SW of De Soto. Introducing the NEW Cottonwood Creek private acreages! These rare 5.03 acre lots offer Madison County views on an expansive 5.03 acre walkout footprint. These lots offer diverse geography featuring a mature timbered creek that provides both privacy and wildlife views. Water, Electric, and Fiber at the road. Come build your custom home without restrictions and still be within 20 minutes of the Jordan Creek Exit. 14 minutes to Adel, 10 minutes to Earlham, and 12 to Winterset. Lot 1 is unique in that it is the furthest North lot, featuring a North wooded treeline with no neighbors on 3 sides and an easy, flat buildsite with walkout or daylight build options. CALL LISTING AGENT BEFORE SHOWING. Do not access property without prior contact.

Lot 1 Hogback Bridge Road, Earlham

Listing courtesy of Brett Baker with RE/MAX Concepts

$299,000
4 Beds 3 Baths 736897 MLS
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 family room lead to the adorable 3 season sunporch. The kitchen also features a large built-in buffet -great for extra storage. The open staircase leads to the 4 generous sized bedrooms. The 2nd floor also features beautiful hardwood floors. The full basement has an office area and leads to the one car attached garage. This home sits on over 1/2 acre and is located on the edge of town. The current owners raised a large family in this home and have lived here for over 40 years, but they are ready for the next family to make memories here.

1706 W Summit Street, Winterset

Listing courtesy of Larry Corkrean with Madison County Realty

$849,000
5 Beds 5 Baths 736708 MLS
So many options and in a peaceful setting. Whether you need multi generational living or extra income, this home has options with a "mother-in-law suite" attached to the home. 6.5 acres of land and ICF 2x6 construction with a soaring 30' high great room with pine tongue /groove ceiling and a floor to ceiling wood burning fireplace make this home a show stopper. Along with everything else this home has to offer there is an outdoor kitchen, 2 car att gar. 3 car det. gar. greenhouse, 20x20 wood shed. and a 24x16 barn. IF you have been wanting to build a barndominium then come check this home out and leave the stress of building behind. The custom kitchen with large bar and high end appliances allow for large gatherings and then jump in the indoor pool. The indoor pool area has its own partial bathroom with shower. Along with the 3 bedrooms in the main living area there is another attached living space right through the garage that has a complete second kitchen and 2 more bedrooms and a zero entry bathroom. Behind the home are tons of trees which would be great for exploring or just enjoying the peace of nature. The views on top of the hill are magnificent and nothing is better than those Madison county rolling hill views.

2337 Vintage Lane, St Charles

Listing courtesy of Julie Baudler with RE/MAX Concepts

$275,000
734957 MLS
Presenting an exceptional and highly sought-after building site opportunity just outside Van Meter, in scenic Madison County, Iowa. Located within the coveted Woodland Valley Estates development, this 4.92-acre surveyed lot features a LOADED 1.5-acre fully stocked pond - home to bass, bluegill, and catfish. Whether you're fishing, kayaking, or simply enjoying time outdoors, the pond offers a perfect setting to create lasting memories. The development is surrounded by abundant wildlife, with frequent sightings of deer, turkey, birds, and other native Iowa species. Conveniently located just 15 minutes from West Des Moines, this property offers the convenience of rural living with easy access to city amenities. It is also situated within the Van Meter Community School District, making it an ideal location for families. The current owner has completed soil testing and obtained a concept plan from a builder, bringing you one step closer to building your dream home. (Contact the agent for more information.)

00 133rd Court, Van Meter

Listing courtesy of Brandon Tessau with Peoples Company

$210,000
4 Beds 2 Baths 6335757 MLS
Spacious & Updated 4-Bedroom Split Foyer with Four-Season Room And large Yard! Welcome home to this beautifully refreshed four bedroom, one-and-a half- bath split foyer offering comfort, space, and modern updates throughout. The main level features three bedrooms, while the lower level includes a fourth bedroom and a spacious family room-perfect for entertaining, relaxing, or creating a home office. Enjoy the fresh feel of all-new carpeting and interior paint throughout, giving the home a bright, clean, and move-in ready appeal. The inviting four-season room provides year-round enjoyment and overlooks the backyard. Outside, you'll find a well-maintained yard complete with a storage shed, garden area, and thoughtfully landscaped spaces-ideal for outdoor living, gardening, and gatherings. Don't miss your opportunity to make it yours!

615 N Poplar St, Creston

Listing courtesy of with Callahan Real Estate

$389,500
734831 MLS
Unique opportunity to own an historic building in a prime location on Winterset's bustling town square. Originally built as a bank, the all-brick and concrete building is solid and in excellent condition. Most of the original 1913 woodwork has been preserved with modern updates throughout. Currently used as office space, the property has potential for retail as well. The main floor houses 5 offices, a lobby/reception area, kitchenette, original bank vault, updated bathroom and two exterior accesses, including a ramp. The second story has 6 offices and a bathroom with separate access from the street. The basement offers storage on one side. The other side is an old bathhouse with street access. This space is in need of renovation, but has a full mosaic tile floor in beautiful condition. Newer furnaces (2) and a/c. Included with the property is off-street parking, a huge asset. Partially rented with ample opportunity for additional income. This building is on the registry of National Historic Places. Just 30 miles to Des Moines, Winterset is the county seat and boasts a viable work force and ample tourism to its charming square, covered bridges and the John Wayne Birthplace museum. All information obtained from seller and public records.

101 E Jefferson Street, Winterset

Listing courtesy of Heather Helland with RE/MAX Precision

$440,000
734565 MLS
Have you dreamed of living where you work? Then check out this unique building. The building was built in 2006 and most recently used as a dental office. The 1st floor features the office space with 4 dedicated office rooms, 1.5 bathrooms, lobby/reception area. The lower level features the living space with 2 bedrooms(one non-conforming) full baths, kitchen/dining area and family room. The kitchen area walks-out to a large patio area. One car attached garage. Building specs include: 2x6 framing, HardiPlank siding, Geothermal heating/cooling(new unit 2021)50 year steel shingles, high density cellulose insulation, cat 5 wiring, Kinetico water system, plus much more. Great location with high visibility/traffic count on W. Summit.

124 W Summit Street, Winterset

Listing courtesy of Larry Corkrean with Madison County Realty

$299,900
3 Beds 2 Baths 734425 MLS
Spacious open concept with so many unique features. Zero entry with a price that will please everyone. The builder has now completed the 2nd home in the Patterson, Iowa community just 15 minutes from Mills Civic Parkway, Indianola or Winterset. This home comes with 5 yr tax abatement (graduated) and exceptional quality. The home has an open great room with catheral ceiling boasting open beams, a lovely kitchen with white cabinets, concrete custom counters and an island to seat 3 with perfect butcher block top. Stainless steel range, microwave and dishwasher, a great size pantry makes room for extra kitchen needs. dining area, and perfect living room area with entry from one of the wonderful covered patios. 10'x28' A sliding barn door covers a storage /coat closet and master bath. Entire home has LVP with Hydronic Radient heated floors. Keeping all areas comfortable at an affordable price. A back up electric furnace is included as is central air. doors are 36 " handicap accessible. The Master has a tile walk-in shower that requires no doors and a double vanity. Custom tile. It has a door to the 2nd covered patio 8'x48', 2 more large bedrooms and a fantastic hall bath. All metal siding and roof, 28x28 shop/garage, walking in to home with no steps and outside entry door. LED lighting, perfect hall laundry, the home is 1344 SF with 768 SF att garage. Warren rural water and sewer, Mid American energy. Propane with leased tank by Warren oil.

69 Long Street, Patterson

Listing courtesy of Betsy Haas-Reineck with LPT Realty, LLC

$1,829,500
6335097 MLS
This is the type of farm that makes you look twice—because it hunts better than it should for a property with this level of income. Located in Union County, Iowa, south of Afton and just north of Arispe, this 283.92-acre farm combines strong CRP revenue with proven recreational value. The property offers dependable annual income while still functioning as a true hunting farm, featuring diverse habitat including warm season grasses, timber draws, brush, and cedar cover. These features provide bedding, edge, and travel corridors that have produced multiple quality whitetail bucks over the past five years, along with excellent upland bird and turkey hunting. A rare opportunity to own a south-central Iowa CRP farm that delivers both competitive returns and real-world recreation.

0000 Nighthawk Ave, Afton

Listing courtesy of with Whitetail Properties Real Estate, LLC

$875,000
733283 MLS
Excellent opportunity to own commercial investment properties in the wonderful community of Winterset. The properties are leased with three commercial tenants on the first floor and five residential apartments on the second floor. They feature strong annual revenue and a healthy capitalization rate. High traffic and visibility. The properties include a one-story warehouse on the back (south) side of the buildings. This area has been used for storage. 112 E Court Ave: Built 1871, Building SF of 1540. 116 E Court Ave: Built 1894, Building SF of 4524. The buildings are located across the street from the historic town square, rich in history, tourism, and a vibrant local business community. Winterset is widely known for its historic covered bridges, the birthplace of John Wayne, scenic byways, and holiday festivals. Winterset is the county seat of Madison County. Madison County tourism has earned a number of accolades and awards. City of Winterset population: 5,421. Madison County population: 17,161. Winterset median household income: $72,822. Majority of households in town are between $75,000-$100,000. Madison County median household income: $89,542. Please ask the listing agent for P&L statements. PLEASE ASK YOUR AGENT FOR THE LINK TO THE MARKETING FLYER IN AGENT REMARKS. All information obtained from seller and public records.

112 & 116 E Court Avenue, Winterset

Listing courtesy of Jeff Longman with RE/MAX Precision

$775,000
733213 MLS
PLEASE SEE AGENT REMARKS FOR LINK TO MARKETING FLYER. Excellent opportunity to own a commercial investment property in the wonderful community of Winterset. The property is fully leased with three retail tenants. It features strong annual revenue and a healthy capitalization rate. The building itself is in great condition and features a large parking lot, exterior safety/security lighting, ADA access, and modern signage. High traffic and visibility. The building is located across the street from the John Wayne Birthplace & Museum and also one block from the historic town square, rich in history, tourism, and a vibrant local business community. Winterset is widely known for its historic covered bridges, the birthplace of John Wayne, scenic byways, and holiday festivals. Winterset is the county seat of Madison County. Madison County tourism has earned a number of accolades and awards. City of Winterset population: 5,421. Madison County population: 17,161. Winterset median household income: $72,822. Majority of households in town are between $75,000-$100,000. Madison County median household income: $89,542. Please ask the listing agent for P&L statements All information obtained from seller and public records.

115 E Washington Street, Winterset

Listing courtesy of Jeff Longman with RE/MAX Precision

$515,000
733226 MLS
Discover the perfect blend of privacy, beauty, and convenience on this exceptional 28.99 acre property in Van Meter! Offering sweeping views of the Madison County countryside, this scenic property features gently rolling hills complemented by a charming stream that curves through the landscape creating an ideal setting for a dream acreage. With no covenants, the possibilities are endless. Whether you envision a custom-built home, multiple outbuildings, or space for livestock, this land provides the flexibility and room to bring your vision to life. An exceptional opportunity to build on a truly scenic property. Enjoy the peace of country living while remaining conveniently located just 10 minutes from Van Meter and 23 minutes from West Des Moines. Schedule your showing today! Drone video link: https://www.youtube.com/watch?v=JMxJUGiQEaY

00 130th Street, Van Meter

Listing courtesy of Megan Nieuwsma with Moeckl Realty LLC