Homes for Sale near Winterset Middle School

• 

  

  

  /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 ceiling

  

  Toni Tindle

  Covered Bridge Realty

  (515) 385-4853

  507 W Madison St, Winterset, IA 50273
• 

  

  

  /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
• 

  

  

  /6

  $275,000

  • Land
  • 10 Acres
  • $26,882 per Acre

  2212 Deer Run Ave, Winterset, IA 50273

  Don't miss this rare opportunity to own 10 acres m/l of picturesque countryside just 8 miles west of Winterset, situated on a hard surface road and a prime corner lot. This walkout lot is ready for your dream home with rural water, electricity, and a driveway already added, saving you the time and expense of major improvements. The gently rolling terrain offers stunning views and the perfect

  

  Chris Kew

  RE/MAX Precision

  (515) 531-5829

  2212 Deer Run Ave, Winterset, IA 50273
• 

  

  

  /21

  $350,000

  • 2 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  2362 255th St, Peru, IA 50222

  Escape to your own private retreat just south of Winterset with this beautifully maintained ranch-style home nestled on 3 acres of peaceful countryside. Enjoy the serenity of nature and room to roam, all while being just a short drive from town conveniences. This charming home features a functional layout with laundry conveniently located on the main level, spacious bedrooms filled with natural

  

  Chris Kew

  RE/MAX Precision

  (515) 230-0488

  2362 255th St, Peru, IA 50222
• 

  

  

  /35

  $319,000

  • 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
• 

  

  /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
• 

  

  /35

  $1,300,000

  • 4 Beds
  • 3.5 Baths
  • 2,244 Sq Ft

  1720 Merriam Ct, Winterset, IA 50273

  Spectacular acreage near Winterset with gorgeous 4+Bedroom/4 Bath home on 21+acres, including hunt-able private timber ground. It’s the details that make this property so special. Enjoy numerous outdoor spaces: covered deck with view of 2 ponds (1 is stocked), a covered patio, outdoor fireplace on fabulous open patio, large Pole Barn for all your hobbies, toys and tools and a 3+car tandem

  Nancy Shrader Keller Williams Ankeny Metro

  1720 Merriam Ct, Winterset, IA 50273
• 

  

  /89

  $795,000

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  1914 Upland Trail, Prole, IA 50229

  Welcome to your dream country retreat! Nestled in the rolling hills of Madison County, this stunning walkout ranch on 40 +/- picturesque acres offers peaceful rural living, rolling hills, abundant wildlife, and breathtaking views in every direction.The home was built in 1978 and has been well-maintained with numerous updates and plenty of charm. The main floor features 1,104 square feet

  Sean Stewart Midwest Land Group

  1914 Upland Trail, Prole, IA 50229
• 

  

  /75

  $392,500

  • Land
  • 50 Acres
  • $7,850 per Acre

  000 Larkspur Ave, Lorimor, IA 50149

  This versatile 50 +/- acre property, located in the scenic Madison County, offers a unique opportunity for agricultural, recreational, or residential use. With 34 +/- acres currently planted in high-quality alfalfa and generating rental income of $300 per acre, this parcel offers solid financial returns with the potential to continue leasing for the 2026 season.The property is well-suited

  Aaron Creger Midwest Land Group

  000 Larkspur Ave, Lorimor, IA 50149
• 

  

  /11

  $160,000

  2743 Millstream Ave, Peru, IA 50273

  Pleased to offer this exceptional 10-acre m/l building site on Millstream Avenue, just south of Winterset, Iowa, in the scenic countryside of Madison County. Just half a mile off pavement, this premier property offers the perfect blend of privacy, beauty, and convenience—ideal for building your dream home with no restrictive covenants. Enjoy breathtaking views of the rolling Madison County

  Daran Becker Peoples Company

  2743 Millstream Ave, Peru, IA 50273
• 

  

  /27

  $437,520

  • Land
  • 36 Acres
  • $12,000 per Acre

  0 Iowa 92, Prole, IA 50229

  Peoples Company is proud to present 36.46 acres m/l of exceptional recreational land with Middle River frontage, conveniently located along Highway 92 in Madison County, Iowa. Situated just 10 miles east of Winterset, and only 15 minutes from the Des Moines Metro, this property offers a blend of recreational opportunities and natural beauty, all within a short drive of urban amenities.The

  Bryan Bergdale Peoples Company

  0 Iowa 92, Prole, IA 50229
• 

  

  /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
• 

  

  /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
• 

  

  /31

  $485,000

  • 4 Beds
  • 3 Baths
  • 1,597 Sq Ft

  519 W Mills St, Winterset, IA 50273

  Better Than New – Modern Elegance in a Serene Setting. Step into modern luxury with this stunning 4-bedroom, 3-bathroom home nestled in an established neighborhood and backing to mature trees for added privacy. From the moment you approach the front entrance, you'll be captivated by its sleek, contemporary design and inviting curb appeal. The main level features a spacious open-concept layout

  Renee Dunkel Century 21 Signature

  519 W Mills 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
• 

  

  /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
• 

  

  /32

  $519,900

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /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 a large

  Alyssa Tadlock Madison County Realty

  1427 W Washington St, Winterset, IA 50273
• 

  

  /26

  $345,000

  • 4 Beds
  • 3 Baths
  • 1,497 Sq Ft

  115 W North St, Winterset, IA 50273

  Really nice ranch home with covered front porch and just a few blocks north of the Winterset Square! This well kept home boasts an open floor plan with nice sized living room which includes gas fireplace and vaulted ceiling. The dining area overlooks the back yard. The kitchen has a nice eat at bar. The bedroom off of the living area has beautiful french doors and could also be used as an office.

  Sarah Cowman Homefront Real Estate, LLC

  115 W North St, Winterset, IA 50273
• 

  

  /35

  $375,000

  • 2 Beds
  • 2 Baths
  • 1,031 Sq Ft

  2981 214th Trail, Winterset, IA 50273

  Spectacular 3.7 acres of rolling hills, trees, a pond, chicken coop and a barn for the picture perfect country lifestyle. This 1000+ sq ft 2 BR, 2 BA home has a gorgeous, updated kitchen worthy of Joanna Gaines, with gray and white cabinetry, a huge quartz topped center island, updated stainless steel appliances and two walk-in pantries with sliding barn doors. The dining area is large enough for

  Connie Brown Iowa Realty Ankeny

  2981 214th Trail, Winterset, IA 50273
• 

  

  /33

  $360,000

  • 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
• 

  /2

  $384,500

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

  304 Maple Pointe, Winterset, IA 50273

  Stryker Ranch with over-sized 3 car garage. Front porch with 2 stone base posts. 9'ceilings throughout main floor. Open stairs to basement. Granite or quartz counter tops in baths and kitchen. Kitchen boasts of a large walk-in pantry and stainless-steel appliances. White cabinets throughout. Luxury vinyl flooring. Gas fireplace. Master bath with raised vanity and elongated stool. High-efficiency

  Robert D. Weeks Iowa Realty Waukee

  304 Maple Pointe, Winterset, IA 50273
• 

  

  /35

  $310,000

  • 3 Beds
  • 1.5 Baths
  • 1,792 Sq Ft

  522 N 7th Ave, Winterset, IA 50273

  If you love gorgeous woodwork, you must see this stunning 2-story home! The first thing you will notice is the large inviting front porch - the perfect spot for relaxing! Inside, you will notice the immaculate woodwork in the living and dining rooms. The dining room features built-ins and boasts a beautiful staircase. The kitchen is very large, with plenty of cabinet and countertop space, as well

  Sarah Cowman Homefront Real Estate, LLC

  522 N 7th Ave, 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
• 

  

  /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
• 

  

  /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
• 

  

  /22

  $359,000

  • Land
  • 20 Acres
  • $17,834 per Acre

  2 Hogback Bridge Rd, Earlham, IA 50072

  Here is your chance to build your dream house on this beautiful Madison County land conveniently located close to the DSM Metro. The land has great building spots, with excellent views, and plenty of room. Bring some animals, plant big gardens, and enjoy the country lifestyle. This land has the perfect mix of tillable and timber. There are nice building spots for flat or walkout houses. Enjoy the

  Matt Bengtson Realty ONE Group Impact

  2 Hogback Bridge Rd, Earlham, IA 50072
• 

  

  /12

  $269,000

  • Land
  • 15 Acres
  • $18,513 per Acre

  1 Hogback Bridge Rd, Earlham, IA 50072

  Here is your chance to build your dream house on this beautiful Madison County land conveniently located close to the DSM Metro. The land has great building spots, with excellent views, and plenty of room. Bring some animals, plant big gardens, and enjoy the country lifestyle. This land has the perfect mix of tillable and timber. There are nice building spots for flat or walkout houses. Enjoy the

  Matt Bengtson Realty ONE Group Impact

  1 Hogback Bridge Rd, Earlham, IA 50072
• 

  

  /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
• 

  

  /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
• 

  

  /11

  $185,000

  • Land
  • 6 Acres
  • $30,731 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
• 

  

  /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
• 

  

  /23

  $280,000

  • 3 Beds
  • 2.5 Baths
  • 1,438 Sq Ft

  322 N 15th Ave, Winterset, IA 50273

  Enjoy some of the best sunsets in Winterset at this 3 bed 2.5 bath home. Walk into the airy living room with gas fireplace and vaulted ceilings. The living room opens up to the spacious dining area and into the kitchen. There are lots of cabinets and counter top space as well as a center island! All of the kitchen appliances are newer and are included. Down the hall you will find a 1/2 bathroom

  Sarah Cowman Homefront Real Estate, LLC

  322 N 15th Ave, Winterset, IA 50273
• 

  

  /18

  $245,900

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  551 Long St, Patterson, IA 50218

  Small town charm meets modern style! This beautifully updated 3-bedroom, 2-bath home offers comfortable living with incredibly low taxes; just $948 annually! Step inside and discover the thoughtful updates in every room of this contemporary farmhouse.The main floor includes a versatile flex room, ideal for a home office or guest space, connected to a full bath that leads into the stunning

  Spencer Quick RE/MAX REAL ESTATE CENTER

  551 Long St, Patterson, IA 50218
• 

  

  /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
• 

  

  /18

  $310,000

  • Studio
  • 2 Baths
  • 995 Sq Ft

  515 E North 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. 515 E. North has a newer stove and water heater. 519

  Jennifer Stover Madison County Realty

  515 E North St, Winterset, IA 50273
• 

  

  /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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