Homes for Sale near Winterset Middle School

• 

  

  

  /31

  $254,000

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

  609 E Filmore St, Winterset, IA 50273

  Recently updated ranch style home with 4 bedrooms and 2 baths. Interior includes three BR’s on the main floor, living room, and kitchen just off attached one car garage. One bedroom on the main level would also make a perfect office space and was previously used as a sewing room. All bedrooms have generous sized closets. Updated kitchen with bright over the sink window facing south, included

  

  Toni Tindle

  Covered Bridge Realty

  (515) 373-5687

  609 E Filmore St, Winterset, IA 50273
• 

  Explore Winterset Middle School

• 

  

  

  /23

  $169,900

  • 3 Beds
  • 1.5 Baths
  • 1,306 Sq Ft

  604 E Jefferson St, Winterset, IA 50273

  Story and 1/2, 3BR 1.5 bath affordable home located in Winterset. Large eat-in kitchen, huge living room with staircase on one end. Staircase leads to 3 bedrooms on the second floor with 1/2 bath. Main floor laundry. Bath on second floor can be entered from the hall or access through SW bedroom. Enclosed rear porch off kitchen attached one car garage with entrance on both ends totals 544 sq feet.

  

  Toni Tindle

  Covered Bridge Realty

  (515) 361-3110

  604 E Jefferson St, Winterset, IA 50273
• 

  

  

  /16

  $165,000

  • 3 Beds
  • 1 Bath
  • 1,523 Sq Ft

  118 N 5th St, Winterset, IA 50273

  Charm with economy! That's what this 5BR, 1 bath, 1.5 story home offers! Great natural light from the large east-facing picture window in the living room. There are 3 bedrooms on the main level, along with the full bath. The open carpeted stairway will lead you to the 2 non-conforming bedrooms (no closets) on the 2nd level. Easy-to-clean laminate flooring throughout main level. The main floor

  

  Toni Tindle

  Covered Bridge Realty

  (515) 882-4007

  118 N 5th St, Winterset, IA 50273
• 

  

  

  /35

  $440,000

  • 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 proudly on nearly 1 acre. Kitchen has had a complete remodel including adding a convenient island & farm sink. Master/BR on 1st floor has large walk-in closet, & tiled walk-in shower. Main floor laundry off the kitchen. Other features on the 1st level include a formal

  

  Toni Tindle

  Covered Bridge Realty

  (515) 824-5239

  1913 N 1st St, Winterset, IA 50273
• 

  

  

  /27

  $245,000

  • 3 Beds
  • 1 Bath
  • 962 Sq Ft

  710 N 3rd Ave, Winterset, IA 50273

  Corner lot three-bedroom, one bath ranch with attached garage on Winterset West side. Home has fenced yard, great fire pit area for outdoor entertaining, contained decorative garden/flower beds and a row of new trees. Other new yard features include landscaping rock and creative oval garden landscaping mound. Updates include fully encapsulated deep crawl space with warranty and new sump pump.

  

  Toni Tindle

  Covered Bridge Realty

  (515) 949-4406

  710 N 3rd Ave, Winterset, IA 50273
• 

  

  /35

  $1,199,900

  • Land
  • 43.34 Acres
  • $27,686 per Acre

  2053 145th Ln, Earlham, IA 50072

  Surrounded by sweeping countryside views, this impressive executive ranch offers a peaceful retreat in the rolling hills of Madison County. Situated on approximately 43 scenic acres, the property provides privacy & over 6,200 square feet of finished living space designed for both everyday comfort & memorable gatherings. A long, picturesque drive welcomes you to the home, where the tranquil

  

  Brandon Winn

  Iowa Realty Mills Crossing

  (515) 325-8504

  2053 145th Ln, Earlham, IA 50072
• 

  

  /34

  $750,000

  • Land
  • 4.56 Acres
  • $164,474 per Acre

  1685 McBride Ridge Ct, Winterset, IA 50273

  The perfect balance of executive luxury and rural serenity in this stunning 4-bedroom, 3.5-bathroom partial brick walkout ranch, situated on 4.56 scenic acres in Madison Co. Located on a private drive just off Cumming Highway, this property offers a peaceful country lifestyle on hard surface for an easy commute to DSM or Winterset. The home features 2x6 construction, rich woodwork, granite

  Sean Asada Iowa Land Man (Remax Real Estate Center)

  1685 McBride Ridge Ct, Winterset, IA 50273
• 

  

  /33

  $478,750

  • Land
  • 5 Acres
  • $95,750 per Acre

  2980 Clark Tower Rd, Winterset, IA 50273

  Located in scenic Madison County this newly built home and buildings offers peace and quiet with close commute to Winterset and West Des Moines. Located on hard surface road 8.5 miles south of Winterset. The home offers 2 bedrooms and 2 baths. The main floor offers an open concept with a nice main living and dining area. The upstairs offers the opportunity to expand to increase finished square

  Luke Skinner Iowa Land Company

  2980 Clark Tower Rd, Winterset, IA 50273
• 

  

  /11

  $372,750

  • Land
  • 18.64 Acres
  • $19,997 per Acre

  0 Clark Tower Rd, Winterset, IA 50273

  Premium Executive Building Lot on Pavement | Just South of Winterset, Iowa Peoples Company is proud to represent the Utsler Family Trust in the sale of an exceptional 18.64-acre executive building lot located just 3 miles south of Winterset, Iowa, with direct access off paved Clark Tower Road. This recently surveyed property offers the rare combination of privacy, premium views, utilities at

  Andrew Zellmer Peoples Company

  0 Clark Tower Rd, Winterset, IA 50273
• 

  

  /16

  $189,000

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

  0000 295th St, Lorimor, IA 50149

  This 12.6± acre tract in Madison County offers the perfect combination of peaceful country living and convenient access to town. Located just a half mile off the pavement, the property features a beautiful hilltop build site overlooking the surrounding countryside—an ideal setting for your dream home or weekend retreat. The land offers a balanced mix of open grassland and native habitat, creating

  Will Cooper Midwest Land Group LLC

  0000 295th St, Lorimor, IA 50149
• 

  

  /29

  $270,000

  • Land
  • 10.23 Acres
  • $26,393 per Acre

  2212 Deer Run Ave, Winterset, IA 50273

  Have you been looking for the perfect country spot to build your dream home? This 10 acre lot has all of the infrastructure already in place. It is build-ready! $50,000 has been invested in the property for a building pad, water and electric brought from the road to the build site, new driveway, etc. A future barndominium or walkout home will enjoy rolling countryside views for miles.

  Jeffrey Longman RE/MAX Precision

  2212 Deer Run Ave, Winterset, IA 50273
• 

  

  /35

  $475,000

  • Land
  • 3.9 Acres
  • $121,795 per Acre

  1806 N 8th Ave, Winterset, IA 50273

  Discover peaceful country living just steps from Winterset’s city limits with this beautifully updated acreage. The property is exceptionally neat and well-kept, offering the perfect blend of rural charm and modern convenience.The home features several modern upgrades. Inside, enjoy a a beautiful kitchen with farmhouse charm, quaint dining & living areas, 4 bedrooms and 2 baths.The barn is

  Sarah Cowman Homefront Real Estate, LLC

  1806 N 8th Ave, Winterset, IA 50273
• 

  

  /35

  $349,900

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft

  2197 175th Ct, Winterset, IA 50273

  Want to own a slice of Heaven?! This is it! Fully renovated acreage just off pavement about 3 miles north of charming and growing Winterset and about 7 miles south of DeSoto and I80. Spacious ranch alongside the North River with stunning finishings. Open concept at its finest with vaulted ceilings and daylight everywhere you look! Incredible kitchen that you'll want to show off as you host all

  Ambria Vogt RE/MAX Precision

  2197 175th Ct, Winterset, IA 50273
• 

  

  /16

  $179,900

  • 5 Beds
  • 2 Baths
  • 2,280 Sq Ft

  325 W Hutchings St, Winterset, IA 50273

  5-bedroom, 2-bath home located at 325 W Hutchings St. in Winterset. Offering 1,280 sq ft plus a large basement, this property provides plenty of space for living, storage, or future finishing. Conveniently situated just one block from the hospital and a few blocks from local schools, making daily routines easy. Hard-to-find 5-bedroom layout offers flexibility for families, guests, or home office

  Heather Pelzer Keller Williams Realty

  325 W Hutchings St, Winterset, IA 50273
• 

  

  /35

  $609,900

  • Land
  • 14.5 Acres
  • $42,062 per Acre

  2724 Hiatt Apple Rd, Peru, IA 50222

  Tucked away on 14.5 acres, this 3-bedroom two-story offers a private setting w/ incredible versatility. The home features a family room on the main level and an additional family room upstairs, providing great separation of living spaces. Outdoors, you?ll find a beautiful, well-maintained pond w/ an aerator to help keep it clean, a cozy fire pit area overlooking the well stocked pond (Bass, Blue

  Tobi Greene RE/MAX Precision

  2724 Hiatt Apple Rd, Peru, IA 50222
• 

  

  /17

  $350,000

  • Land
  • 4.26 Acres
  • $82,160 per Acre

  2797 Pioneer Ave, Peru, IA 50222

  Affordable acreage alert! Great location for this 2 bedroom, 1.5 bath brick home on 4.2 acres. This home has been lovingly cared for by the current owners for 14 years, but it's time for a new family to make new memories. This would make a great hobby farm or an acreage for 4-H projects. The current owner had horses thru the years. 1st floor laundry room, spacious kitchen/dining area. Large

  Randall Henry Madison County Realty

  2797 Pioneer Ave, Peru, IA 50222
• 

  

  /35

  $399,000

  • 4 Beds
  • 3.5 Baths
  • 1,720 Sq Ft

  704 N 14th Ave, Winterset, IA 50273

  Tucked at the end of a quiet street, this 4-bedroom home sits on an oversized lot in a welcoming neighborhood. You'll love the fully fenced yard, wooden fencing, and large deck, perfect for enjoying the outdoors.Inside, the main level offers a functional layout with a drop zone at the front entry, a dedicated office/study, and a spacious living area with a cozy fireplace. The kitchen features

  Ashlee & Kyle Knickerbocker Keller Williams Realty GDM

  704 N 14th Ave, Winterset, IA 50273
• 

  

  /34

  $599,900

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

  719 E Washington St, Winterset, IA 50273

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

  Sarah Cowman Homefront Real Estate, LLC

  719 E Washington St, Winterset, IA 50273
• 

  

  /35

  $349,900

  • 6 Beds
  • 3 Baths
  • 1,800 Sq Ft

  117 E North St, Winterset, IA 50273

  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

  Lisa Davis RE/MAX Precision

  117 E North St, Winterset, IA 50273
• 

  

  /31

  $379,999

  • 5 Beds
  • 4 Baths
  • 2,600 Sq Ft

  223 W Lane St, Winterset, IA 50273

  Spacious 5-bedroom, plus 2-nonconforming bedrooms, 4-bath ranch situated on a desirable corner lot with a large yard built for both relaxation and recreation. Enjoy your own basketball court and patio—perfect for entertaining, family time, or unwinding after a long day. Inside, you’ll find a formal dining room ideal for hosting gatherings, along with the added benefit of new windows for improved

  Rachel Eller Summerset Realty

  223 W Lane St, Winterset, IA 50273
• 

  

  /17

  $239,900

  • 4 Beds
  • 2 Baths
  • 1,270 Sq Ft

  1413 W Washington St, Winterset, IA 50273

  Beautifully maintained, this 4-bedroom ranch offers easy single-level living with an inviting open floor plan. A rare oversized 3-car garage with additional storage is a dream for car enthusiasts or hobbyists, and the deck off the kitchen provides the perfect backdrop for outdoor dining and entertaining!

  Sarah Cowman Homefront Real Estate, LLC

  1413 W Washington St, Winterset, IA 50273
• 

  

  /35

  $455,000

  • Land
  • 3 Acres
  • $151,667 per Acre

  2075 Hogback Bridge Rd, Winterset, IA 50273

  Acreages this close to the town of Winterset are extremely hard to find, but finding one engineered to this standard is nearly impossible. This expansive 2,568 sq. ft. homestead on 3 pristine acres features 3 bedrooms, 3 bathrooms, and a large kitchen designed with plenty of storage and a sprawling floor plan for the active country lifestyle. The home features spray foam insulation throughout the

  Ian Sparks Homefront Real Estate, LLC

  2075 Hogback Bridge Rd, Winterset, IA 50273
• 

  

  /35

  $340,000

  • 5 Beds
  • 2.5 Baths
  • 2,217 Sq Ft

  621 W Jefferson St, Winterset, IA 50273

  Step into timeless charm with this deceptively spacious 1903 home, perfectly situated on a corner lot along the picturesque, tree-lined W. Jefferson Street—just blocks from the square in Winterset. From the moment you arrive, the inviting front porch sets the tone for relaxed mornings, evening conversations, and a true sense of home. Inside, you’ll find the perfect blend of character and modern

  Jennifer Stover Madison County Realty

  621 W Jefferson St, Winterset, IA 50273
• 

  

  /28

  $455,000

  • 4 Beds
  • 3 Baths
  • 1,555 Sq Ft

  802 N 10th Ave, Winterset, IA 50273

  Easy living in this open floor plan ranch home. A large covered front porch greets you as you enter the foyer. There is a nice drop zone for coats and shoes. The living room is very spacious and has a stunning gas fireplace. The kitchen is bright and features a breakfast bar and nice sized pantry. The dining is off the kitchen. The primary bedroom is large and has a huge bathroom with tile

  Sarah Cowman Homefront Real Estate, LLC

  802 N 10th Ave, Winterset, IA 50273
• 

  

  /4

  $215,000

  • Land
  • 5.03 Acres
  • $42,744 per Acre

  Lot 4 Hogback Bridge Rd, Earlham, IA 50072

  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

  Brett Baker RE/MAX Concepts

  Lot 4 Hogback Bridge Rd, Earlham, IA 50072
• 

  

  /3

  $175,000

  • Land
  • 5.03 Acres
  • $34,791 per Acre

  Lot 3 Hogback Bridge Rd, Earlham, IA 50072

  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

  Brett Baker RE/MAX Concepts

  Lot 3 Hogback Bridge Rd, Earlham, IA 50072
• 

  

  /4

  $210,000

  • Land
  • 5.03 Acres
  • $41,750 per Acre

  Lot 5 Hogback Bridge Rd, Earlham, IA 50072

  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

  Brett Baker RE/MAX Concepts

  Lot 5 Hogback Bridge Rd, Earlham, IA 50072
• 

  

  /3

  $190,000

  • Land
  • 5.03 Acres
  • $37,773 per Acre

  Lot 2 Hogback Bridge Rd, Earlham, IA 50072

  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

  Brett Baker RE/MAX Concepts

  Lot 2 Hogback Bridge Rd, Earlham, IA 50072
• 

  

  /3

  $210,000

  • Land
  • 5.03 Acres
  • $41,750 per Acre

  Lot 1 Hogback Bridge Rd, Earlham, IA 50072

  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

  Brett Baker RE/MAX Concepts

  Lot 1 Hogback Bridge Rd, Earlham, IA 50072
• 

  

  /27

  $330,000

  • 4 Beds
  • 3 Baths
  • 1,990 Sq Ft

  1706 W Summit St, Winterset, IA 50273

  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

  Larry Corkrean Madison County Realty

  1706 W Summit St, Winterset, IA 50273
• 

  

  /35

  $650,000

  • Land
  • 4.6 Acres
  • $141,304 per Acre

  2223 Holliwell Valley Ct, Winterset, IA 50273

  This exceptional walkout ranch presents an extraordinary opportunity for those seeking space, comfort, and country charm. Situated on over four and a half acres of stunning Iowa countryside, the home boasts more than three thousand square feet of beautifully finished living space with four bedrooms and four bathrooms. The open floorplan and wall of windows make the main level light, bright and

  Melissa Hatchitt Zealty Home Advisors

  2223 Holliwell Valley Ct, Winterset, IA 50273
• 

  

  /23

  $299,900

  • 3 Beds
  • 2 Baths
  • 838 Sq Ft

  521 W Hutchings St, Winterset, IA 50273

  Walk out ranch home with huge yard! This is a must see property! You will appreciate the updated inside featuring a bright eat in kitchen (the kitchen appliances are all included!). The living room has a cozy electric fireplace and nice big windows overlooking the huge back yard. There are 2 bedrooms and a full bath upstairs. The basement is a bright sunny walk out with a large family room,

  Sarah Cowman Homefront Real Estate, LLC

  521 W Hutchings St, Winterset, IA 50273
• 

  

  /17

  $165,000

  • 2 Beds
  • 1 Bath
  • 1,286 Sq Ft

  415 E Buchanan St, Winterset, IA 50273

  Affordable, fully updated and ready-to-move-in ranch in the heart of Winterset! Offering 1,286 sq ft, this home features a well-designed main-level layout with comfortable living space and a first-floor bedroom. Enjoy the added charm of a 3-season room perfect for relaxing or entertaining. Equipped with natural gas heating, city water and sewer, and included kitchen appliances for added

  Anagha Berodia Iowa Realty Waukee

  415 E Buchanan St, Winterset, IA 50273
• 

  

  /34

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,574 Sq Ft

  222 Oak Tree Dr, Winterset, IA 50273

  Well cared for one-owner home featuring 3 bedrooms, 3 bathrooms with high 9 ft ceilings that create a bright, open feel throughout the main living area. The thoughtfully designed floor plan includes a functional kitchen, and a primary suite with a private bath. Enjoy the 4-season porch, perfect for relaxing or entertaining year round. The basement is ready to finish, already drywalled just

  Amber Stemler Iowa Realty Mills Crossing

  222 Oak Tree Dr, Winterset, IA 50273
• 

  

  /14

  $317,250

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

  2571 250th Ln, Winterset, IA 50273

  A stunning piece of ground at the end of a dead end road! Aproximately 13.5 acres to be surveyed off. This would make a beautiful executive building lot, or a fun place to go camp on the weekends! The pond is stocked for all of you who like to fish. There will be some restrctive covenants but horses and some farm animals will be allowed. Final price will be per acre based on the survey. Come

  Sarah Cowman Homefront Real Estate, LLC

  2571 250th Ln, Winterset, IA 50273
• 

  

  /27

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,095 Sq Ft

  619 N 10th St, Winterset, IA 50273

  Adorable and thoughtfully updated 1 1/2 story home in historic Winterset, featuring a 2006 lift with a full poured-concrete basement. The main level offers a bright eat-in kitchen with all appliances included, whih opens to a deck - perfect for grilling. Off the kitchen is a full bathroom with laundry! There is a main floor bedroom that could also be used as a living room or flex space. Upstairs

  Sarah Cowman Homefront Real Estate, LLC

  619 N 10th St, Winterset, IA 50273
• 

  

  /34

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  114 N 8th Ave, Winterset, IA 50273

  Completely updated 3-bedroom, 2-bath home blending timeless character with extensive upgrades! Original woodwork, detailed craftsmanship, and charming built-ins pair beautifully with newer hardwood floors (2022), granite countertops, stainless steel appliances, updated cabinetry, and tile flooring. The main level features a spacious living room with built-ins, formal dining room with classic

  Kari Stone RE/MAX Precision

  114 N 8th Ave, Winterset, IA 50273
• 

  

  /13

  $309,990

  • 4 Beds
  • 3 Baths
  • 1,464 Sq Ft

  623 W Green St, Winterset, IA 50273

  Charming, solid, and beautifully cared for -this all-brick ranch in historic Madison County is the one you've been waiting for. With standout curb appeal and numerous updates throughout, this home blends classic construction with modern comfort. The main level offers three comfortable bedrooms, while the partially finished lower level provides a full additional bedroom plus a fifth non-conforming

  Markjon Trierweiler RE/MAX Precision

  623 W Green St, Winterset, IA 50273
• 

  

  /35

  $899,900

  • Land
  • 26.54 Acres
  • $33,907 per Acre

  2533 290th St, Peru, IA 50222

  DEER HUNTER’S DREAM in Peru, Iowa. 4 Bed with 5th non-conforming!!!! If you’ve been waiting for the perfect hunting acreage — this is it.2533 290th Street sits on over 26 acres with food plots, upgraded deer blind, and established timber that draws wildlife right to your backyard. Morning coffee watching deer walk through your property? Yes please.Inside, this home has been beautifully remodeled

  Danielle Burnight RE/MAX Concepts

  2533 290th St, Peru, IA 50222
• 

  

  /29

  $299,000

  • 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 massive 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 craft

  Alyssa Tadlock Madison County Realty

  203 W Green St, Winterset, IA 50273

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