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$349,500
2 Beds 3 Baths 6340024 MLS
Excellent location on the Osceola Square! Investment opportunity! Check out this downtown building with 2 upper level apartments and Main level shop/retail space! Established income stream! Great place to live and work - with newly renovated uptown business area in the process you can be the first to enjoy all of the new amenities that will soon be available to enjoy in the new and improved downtown Osceola business district! Apartments are spacious and well maintained, retail space is a blend of old with original woodwork, masonry, and brick as well as updated lighting and HVAC. Rear deck for the apartments and front stairs give 2 access points to the upper level, main level has both front and rear entries with additional parking. Check it out! Call today!

140 W Jefferson St, Osceola

Listing courtesy of with Saylor Realty

$160,000
744370 MLS
Rare opportunity to own an 8.81-acre buildable rural acreage just outside Osceola. The property offers an attractive mix of open grassland, mature timber, and a scenic pond, creating a beautiful setting for your dream home. The elevated building site provides peaceful views of the pond and surrounding woods while offering ample space for a home, outbuildings, recreation, or hobby farm use. Enjoy abundant wildlife, privacy, and the tranquility of country living with the convenience of nearby amenities. Located just 5 minutes from Osceola, 35 minutes from West Des Moines, and approximately 45 minutes from downtown Des Moines, this property provides an ideal balance of rural living and easy commuting. Rural acreages with this combination of size, natural beauty, and buildable potential are increasingly difficult to find.

2163 Milo Street, Osceola

Listing courtesy of Kevin Kesterson with Kesterson Realty & Appraisal

$799,900
744104 MLS
Opportunity awaits for you to grow your business in the bustling town of Winterset. Located on a busy main road close to the schools and the school's sports complex, this multi-use building has over 4700 square feet of space as well as a basement with garage space! Currently zone TD1 this could be used for many different businesses. It is set up to house 2 separate businesses or one large operation. There are private office spaces, exam room spaces, conference room areas and a huge front lobby. Most recent uses were a dental office and a physical therapy office. This building sits on 2.55 acres, m/l. There is plenty of parking and green space. This sale includes 4 different parcel numbers. Call you favorite agent to schedule a showing today!

820 W Summit Street, Winterset

Listing courtesy of Sarah Cowman with Homefront Real Estate, LLC

$324,900
3 Beds 2 Baths 743956 MLS
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 cozy fireplace flanked by built-in bookcases, and the classic craftsmanship that makes these homes so special. The spacious dining room provides the perfect setting for gatherings, while the well-maintained layout offers plenty of room to spread out. 1st floor laundry room and built-in pantry just off the kitchen. This move-in ready home has been lovingly updated with exterior and interior painting, a new deck, updated AC/furnace, kitchen countertops, refreshed 2nd-floor bathroom, new 2nd floor carpet, light fixtures, minisplits in upstairs bedrooms, landscaping. Every space reflects the charm of the past while providing the comfort and functionality buyers are looking for today. If you love character, craftsmanship, and a home with a story to tell, this classic bungalow is a must see!

423 E Jefferson Street, Winterset

Listing courtesy of Jennifer Stover with Madison County Realty

$349,900
3 Beds 4 Baths 6339715 MLS
Be the first to live in this new spacious home! Not your typical ranch, this home has WOW factor. From the countertops to the finishes to the sheer space, you will love living here! New build from the Carpentry program. This 3-bedroom and 4 bath home features white woodwork and doors, beautiful white cabinetry throughout. The black counters and accents in the home make it feel modern and classic. Tie that with the Driftwood-colored luxury vinyl flooring and you get a crowd pleasing combination. Master suite has a large walk-in closet and ensuite 3/4 bath. Are you looking for main floor laundry? Yep, it has it. Are you looking for a heated garage with a half bath? Yep, this house has it. Lower level is ready for you to finish the way you like it. The walk out and day light windows adds a bright and airy feeling to the lower level. There is a 3/4 bath that is finished. Features a storm shelter/storage area under the front porch. This home has an amazing amount of space. With front porch deck, rear deck, and lower walk out patio, you will have ample outdoor areas to enjoy! Come check it out!

201 W Garfield St, Osceola

Listing courtesy of with Stoney Oak Properties LLC

$949,900
3 Beds 3 Baths 6339483 MLS
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. There is a WOLF cook top with POT FILLER and KITCHENAID appliances, including DOUBLE WALL OVENS, that stay! You will also like the two PANTRIES and enclosed BAR/COFFEE BAR area. The OPEN FLOOR PLAN has a large living area with a GAS FIREPLACE, in-floor heating and sliding doors out onto the large/covered patio, PERFECT FOR ENTERTAINING. Two nice sized bedrooms, a LOFT, bathroom, laundry, and LOCKER ROOM finish out the main. The 4-car garage has plenty of space, even for a HOME GYM (gym equipment could be included). There is a PRIVATE MASTER LIVING AREA with private access. This MASTER AREA has a nice sized dining room, living room w/fireplace, WET BAR, access to the covered patio and its own HVAC. Upstairs is a beautiful master bedroom with a large walk-in shower (DUAL SHOWER HEADS), 2 spacious WALK-IN CLOSETS and a BALCONY. FULL HOUSE GENERATOR included! For all the HUNTERS, there are 15ac of deer, turkey, pheasant, and morel mushrooms, just waiting for you! THERE IS AN ADDITIONAL 20 ADD ACRES AVAILABLE FOR PURCHASE. This PEACEFUL ACREAGE checks all the boxes! Furniture negotiable!

1524 260th St, Winterset

Listing courtesy of with Realty One Group Impact

$949,900
3 Beds 3 Baths 743423 MLS
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. There is a WOLF cook top with POT FILLER and KITCHENAID appliances, including DOUBLE WALL OVENS, that stay! You will also like the two PANTRIES and enclosed BAR/COFFEE BAR area. The OPEN FLOOR PLAN has a large living area with a GAS FIREPLACE, in-floor heating and sliding doors out onto the large/covered patio, PERFECT FOR ENTERTAINING. Two nice sized bedrooms, a LOFT, bathroom, laundry, and LOCKER ROOM finish out the main. The 4-car garage has plenty of space, even for a HOME GYM (gym equipment could be included). There is a PRIVATE MASTER LIVING AREA with private access. This MASTER AREA has a nice sized dining room, living room w/fireplace, WET BAR, access to the covered patio and its own HVAC. Upstairs is a beautiful master bedroom with a large walk-in shower (DUAL SHOWER HEADS), 2 spacious WALK-IN CLOSETS and a BALCONY. FULL HOUSE GENERATOR included! For all the HUNTERS, there are 15ac of deer, turkey, pheasant, and morel mushrooms, just waiting for you! THERE ARE AN ADDITIONAL 20 ACRES AVAILABLE FOR PURCHASE. This PEACEFUL ACREAGE checks all the boxes! Furniture negotiable!

1524 260th Street, Winterset

Listing courtesy of Betsy Breeding with Realty ONE Group Impact

$915,000
5 Beds 4 Baths 6339454 MLS
Located less than 2 miles off of a paved road this newer 5 Bedroom and 4 bath ranch style home is loaded with extras! Over 2700 sq ft of finished living space in the main house! Setting on 50acres m/ll. New GEO heating and cooling/heat discount makes utilities affordable! Open floor plane features a large kitchen with custom mahogany cabinetry, center island with bar seating. Main level also includes formal dining and large living area, oak and tile flooring, laundry, 2Bedrooms and 2 bathrooms. 2+ car attached garage, heated & cooled, attached AD unit/separate suite (904 sq ft) that includes living, dining, kitchen and large BR with private bath and laundry. Lower level opens to a super sized family room that is great space for entertaining, gaming, or work out space, 2 additional bedrooms, 1 full bath, cellar/storm shelter, storage, and open stair case! Saving the best for last you can enjoy endless hours in the hot tub/game room located right off of the kitchen, fully enclosed with decking, patio and lighting. Can be open to the outside and closed when not in use! Pella windows, covered front porch, 2 Kobat waterers, 3 hydrants, Barn, lot fencing, all electric home, AD unit has separate AC & heating, cedar shades in the hot tub room! And much...... more..... Call to see this home with 50 Acre working farm!

1607 Elk St, Osceola

Listing courtesy of with Saylor Realty

$215,000
2 Beds 2 Baths 742813 MLS
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 to a large south facing covered patio. There is a main floor laundry with an included washer and dryer. Additional laundry hookups are available in the full unfinished basement. The rear three-car garage (34x22) also provides direct access to the 15x22 three-season porch. between the rear garage and the kitchen. This well-lit 3-season room has two exit doors, a corner cupboard and a closet. The owner is currently offering a generous carpet allowance.

215 E Filmore Street E, Winterset

Listing courtesy of Toni Tindle with Covered Bridge Realty

$152,500
3 Beds 3 Baths 6339190 MLS
Welcome home to this well-kept property tucked away on one of Osceola’s quiet, sought-after streets. Enjoy the peaceful setting right on the edge of town with beautiful views overlooking open fields and grazing horses while still convenient to local amenities. This inviting home has been well maintained and offers comfortable living in a location that’s hard to find. Outside, you’ll appreciate the detached 2-car garage with plenty of room for vehicles, storage, hobbies, or workshop space. Whether you're enjoying the peaceful surroundings, taking in the country-like views, or staying close to everything Osceola has to offer, this property delivers a rare opportunity to own a home in an exceptional location. Whether you're enjoying the peaceful surroundings, taking in the country-like views, or staying close to everything Osceola has to offer, this property delivers a rare opportunity at an exceptional value. Don’t miss your chance to make this quiet edge-of-town retreat your own!

105 S Clarke St, Osceola

Listing courtesy of with Iowa Home & Land Realty

$299,900
3 Beds 3 Baths 742532 MLS
This home is a must see...just adorable and totally remodeled inside and out. So many updates, fantastic kitchen with new cupboards, concrete counters, new flooring, large island and new appliances. Open to a nice size living room, all new windows and inside and outside doors. Primary bath with tile shower, just beautiful. The upper level has a new full bathroom, 2 great size bedrooms with new carpet and trim and doors. A perfect room for Tv and sitting is located here. Basement has finish with rec room are/gym and new full bath. So much storage and newer mechanicals. There are 2 newer decks front and back, windows and a 32X32 detached garage built in 2024. Lovely patio area, corner lot , newer mechanicals and an Achosa home warranty is being offered. Yard is so pretty and shed stays. Insulated garage floor with heat tubes for future heated floor if wanted. Spray foam insulation throughout the home was installed.

591 Long Street, Patterson

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

$915,000
5 Beds 4 Baths 6339024 MLS
Located less than 2 miles off of a paved road this newer 5 Bedroom and 4 bath ranch style home is loaded with extras! Over 3,530 sq feet of finished living space! Setting on 50 acres m/ll. New GEO heating and cooling/heat discount makes utilities affordable! Open floor plane features a large kitchen with custom mahogany cabinetry, center island with bar seating. Main level also includes formal dining and large living area, oak and tile flooring, laundry, 2 Bedrooms and 2 bathrooms. 2+ car attached garage, heated & cooled, attached AD unit/separate suite (904 SQ Ft) that includes living, dining, kitchen and large BR with private bath and laundry. Lower level opens to a super sized family room that is great space for entertaining, gaming, or work out space, 2 additional bedrooms, 1 full bath, cellar/storm shelter, storage, and open stair case! Saving the best for last you can enjoy endless hours in the hot tub/game room located right off of the kitchen, fully enclosed with decking, patio and lighting. Can be open to the outside and closed when not in use! Pella windows, covered front porch, 2 Kobat waterers, 3 hydrants, Barn, lot fencing, all electric home, AD unit has separate AC & heating, cedar shades in the hot tub room! And much...... more..... Call to see this home with 50 Acre working farm!

1607 Elk St, Osceola

Listing courtesy of with Saylor Realty

$299,000
2 Beds 2 Baths 741978 MLS
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 appliances, and thoughtfully updated finishes. Both upstairs bedrooms offer spacious walk-in closets, with the guest room also including a linen closet. Additional highlights include a mudroom, finished loft space above the newer detached two-car garage — ideal for a home office, studio, guest retreat, or bonus living area. Other updates include a newly built wood privacy fence encompassing the backyard, an updated electrical, a high-efficiency furnace with humidifier, newer water heater, and roof improvements. A full unfinished basement provides excellent storage.

519 W Filmore Street, Winterset

Listing courtesy of Kurt Clements with ListWithFreedom.com

$900,000
3 Beds 2 Baths 741611 MLS
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 exceptional space for equipment, storage, livestock, hobbies, or workshop use. Built in 2019, the spacious ranch home features over 1,900 sq ft of comfortable living space designed for both everyday living and entertaining. The open-concept layout includes a welcoming oversized entryway, a large living area filled with natural light, and a spacious kitchen complete with an oversized pantry and ample workspace. The private primary en-suite is thoughtfully separated from the additional bedrooms and features a generous walk-in closet for added comfort and privacy. An extra-deep third garage stall provides the perfect place for a boat, camper, toys, or additional storage. Relax and unwind while enjoying breathtaking views, peaceful evenings, and frequent visits from deer, turkeys, and other wildlife. This truly one-of-a-kind property combines modern comfort with the beauty and tranquility of country living.

2318 Saint Charles Road, Winterset

Listing courtesy of Helen Turner with Iowa Realty Mills Crossing

$199,000
741184 MLS
Discover the perfect balance of peaceful country living and modern convenience with this stunning 12.5-acre property nestled in the heart of scenic Madison County. Located on a paved road, this picturesque acreage offers sweeping countryside views and a gently rolling landscape ideal for a walkout home designed to capture breathtaking sunsets and panoramic vistas. Utilities, including water, electricity, and fiber internet, are available at the road, making it easy to bring your dream home to life. Currently enrolled in CRP, the property provides income potential while you plan your future build, with the option to buy out approximately one acre for your homesite. Just 30 minutes from West Des Moines, you can enjoy the serenity of rural Iowa without giving up access to city amenities. Whether you envision a private estate, weekend getaway, or long-term investment opportunity, this property offers endless possibilities and unmatched natural beauty. Rarely does an acreage with this combination of location, views, income potential, and build-ready features become available — don’t miss your chance to own this exceptional piece of Madison County countryside.

TBD Peru Road, Peru

Listing courtesy of Becky Knight with Iowa Realty Mills Crossing

$220,000
741337 MLS
20-acre property in scenic Madison County. Ideally located just off Interstate 80 with only one mile of gravel road, this acreage is only 18 minutes from West Des Moines, offering easy access to shopping, dining, and city amenities while still enjoying the serenity of rural Iowa. The seller is asking $12,000 per acre and is willing to work with buyers interested in either option. Featuring gently rolling terrain, sweeping countryside views, and excellent building sites, this land is ideal for a private estate, hobby farm, weekend retreat, or long-term investment. Utilities, including water and electricity, are available at the road, making future development even more convenient. Currently cash-rented, the property also offers income potential. Opportunities like this are rare — combining location, beauty, flexibility, and investment value in one remarkable property. Don’t miss your chance to own a stunning piece of Madison County countryside.

TBD- 20 Acres Cottonwood Avenue, Dexter

Listing courtesy of Becky Knight with Iowa Realty Mills Crossing

$264,000
741332 MLS
24-acre property in scenic Madison County. Ideally located just off Interstate 80 with only one mile of gravel road, this acreage is only 18 minutes from West Des Moines, offering easy access to shopping, dining, and city amenities while still enjoying the serenity of rural Iowa. The seller is asking $12,000 per acre and is willing to work with buyers interested in either option. Featuring gently rolling terrain, sweeping countryside views, and excellent building sites, this land is ideal for a private estate, hobby farm, weekend retreat, or long-term investment. Utilities, including water and electricity, are available at the road, making future development even more convenient. There is a creek that runs through the property that always has water. Currently cash-rented, the property also offers income potential. Opportunities like this are rare — combining location, beauty, flexibility, and investment value in one remarkable property. Don’t miss your chance to own a stunning piece of Madison County countryside.

TBD- 24 acres Cottonwood Avenue, Dexter

Listing courtesy of Becky Knight with Iowa Realty Mills Crossing

$599,000
741084 MLS
Create your luxury estate on 7 picturesque acres, offering the perfect balance of natural beauty and urban convenience. Located just off pavement & minutes to Hwy I-35, this exceptional property features the freedom to bring your vision to life with your preferred builder. Multiple potential building sites, each offering panoramic views that stretch for miles across the surrounding countryside. The sprawling acreage provides ample space not only for your custom home, but also for a large barn or outbuilding, additional garage/workshop space, & storage spaces for recreational toys. Enjoy peaceful mornings overlooking the scenery, incredible sunsets, and the tranquility of country living. Utilities are already in place with electric service brought to the property and rural water located at the driveway, saving time and development costs. Whether you're planning a refined estate or a secluded modern retreat, this property provides the perfect canvas for elevated living.

TBD Liberty Farms Lot 4 Avenue, Cumming

Listing courtesy of Andrew DePhillips with RE/MAX Concepts

$1,187,025
6338464 MLS
Presenting 96.9 surveyed acres m/l in the highly coveted area of Van Meter in Madison County, Iowa. Located in Section 13 of Lee Township off Badger Creek Road, this 96.9 acre farm offers 12.54 acres m/l of tillable ground carrying a CSR2 of 64.6, with the remaining land in lush pasture and timber. The farm’s diverse landscape provides ample recreation opportunities, including two existing ponds and space and topography for a potential large pond, making it ideal for deer & turkey habitat, or waterfowl attraction. Less than 10 minutes from Van Meter and only 20 minutes from West Des Moines, this property combines rural tranquility with urban convenience. The outstanding Van Meter School District and close proximity to the Des Moines Metro enhance its appeal as a prime building site. The farm’s elevated hilltop offers stunning views of the Madison County countryside, while the surrounding timber and tree lines provide privacy from the road. There’s ample room to expand the existing pasture, create more tillable acres, hold livestock, plant a hobby farm, build a riding arena, or add a pole barn. The farm's location also makes it an excellent candidate for future development just across the street from Badger Creek State Park. A newly installed driveway allows convenient access from Badger Creek Road. Rural water and MidAmerican Energy electricity are available at the road, with additional acres potentially available.

6 Badger Creek Rd, Van Meter

Listing courtesy of with Peoples Company

$1,187,025
741152 MLS
Presenting 96.9 surveyed acres m/l in the highly coveted area of Van Meter in Madison County, Iowa. Located in Section 13 of Lee Township off Badger Creek Road, this 96.9 acre farm offers 12.54 acres m/l of tillable ground carrying a CSR2 of 64.6, with the remaining land in lush pasture and timber. The farm’s diverse landscape provides ample recreation opportunities, including two existing ponds and space and topography for a potential large pond, making it ideal for deer & turkey habitat, or waterfowl attraction. Less than 10 minutes from Van Meter and only 20 minutes from West Des Moines, this property combines rural tranquility with urban convenience. The outstanding Van Meter School District and close proximity to the Des Moines Metro enhance its appeal as a prime building site. The farm’s elevated hilltop offers stunning views of the Madison County countryside, while the surrounding timber and tree lines provide privacy from the road. There’s ample room to expand the existing pasture, create more tillable acres, hold livestock, plant a hobby farm, build a riding arena, or add a pole barn. The farm's location also makes it an excellent candidate for future development just across the street from Badger Creek State Park. A newly installed driveway allows convenient access from Badger Creek Road. Rural water and MidAmerican Energy electricity are available at the road, with additional acres potentially available.

6 Badger Creek Road, Van Meter

Listing courtesy of Bryan Bergdale with Peoples Company

$320,000
4 Beds 3 Baths 741048 MLS
Welcoming 1 ½ 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 ½ bath with a bonus laundry sink and workshop area. Three bedrooms on the second level hardwood floors and full bath upstairs. Lots of character with built-in hall storage and white lite interior hall door. Exterior features include a 36’ x 32’ detached garage built in 2025 off rear alley. 9’ X 16’ rear brick patio. Yard surrounded by traditional white vinyl picket fence. Call today!

511 W Washington Street, Winterset

Listing courtesy of Toni Tindle with Covered Bridge Realty

$225,000
740000 MLS
Discover the possibilities with this 17.54-acre tract in beautiful Madison County just outside of Macksburg. Per owner, this versatile AG-zoned property has been used for a mix of small crop farming, premium black dirt production, hay baling, soybeans, and timber, offering endless potential for farming, recreation, hunting, or a private getaway escape. Utilities are a major bonus with water and electric already run to the main gate per owner. Nature lovers will appreciate the secluded setting and abundant wildlife. A former pond once sat on the property before the dam broke, creating an opportunity for a future owner to potentially restore it. Whether you are looking for productive acreage, hunting ground, or a peaceful retreat away from it all, this property offers a rare opportunity in scenic Madison County.

630133322012000, Macksburg

Listing courtesy of Stephanie Burris with Fathom Realty