Winterset, IA Homes for Sale

• 

  

  

  /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

• 

  

  

  /16

  $169,000

  • 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
• 

  

  

  /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
• 

  

  

  /25

  $249,000

  • 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
• 

  

  /4

  $275,000

  • Land
  • 10.23 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) 230-0488

  2212 Deer Run Ave, Winterset, IA 50273
• 

  

  /34

  $750,000

  • 4 Beds
  • 3.5 Baths
  • 2,088 Sq Ft

  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 RE/MAX Real Estate Center

  1685 McBride Ridge Ct, Winterset, IA 50273
• 

  

  /35

  $1,250,000

  • Land
  • 57.36 Acres
  • $21,792 per Acre

  1826 Green Ln, Winterset, IA 50273

  57.36 Acres with Log Home, Livestock Facilities & Equipment – Earlham School District Located just 3 miles north of Highway 92 and approximately 2 miles east of Earlham Road, this 57.36 gross acre property offers a great combination of rural living, pasture ground, and functional farm improvements. The property features a 2-story log cabin style home built in 1996 offering approximately 2,282

  Shane Spyksma Kiloterra

  1826 Green Ln, 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
• 

  

  /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
• 

  

  /23

  $309,900

  • 3 Beds
  • 1.5 Baths
  • 2,130 Sq Ft

  721 W Court Ave, Winterset, IA 50273

  Don't miss the opportunity to own this home on historical Court Avenue! You will love sitting on the wraparound porch for your morning coffee or just some time to relax. Upon entering the home, you will be impressed with the beautiful details of the open staircase. The first floor has a large living, family and dining rooms, 1/2 bath and kitchen. The hardwood floors and the woodwork are original

  Larry Corkrean Madison County Realty

  721 W Court 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

  $365,000

  • 4 Beds
  • 2 Baths
  • 2,724 Sq Ft

  615 N 1st Ave, Winterset, IA 50273

  This beautifully remodeled residence combines timeless charm with modern comfort. Step inside to discover hardwood floors and a striking, gracefully designed staircase that sets the tone for the entire home. The inviting front porch offers the perfect spot to welcome guests or enjoy peaceful evenings outdoors. Featuring four generously sized bedrooms plus a bonus room, and a full bath on each

  Sarah Cowman Homefront Real Estate, LLC

  615 N 1st Ave, Winterset, IA 50273
• 

  

  /24

  $309,000

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft

  212 N 14th Ave, Winterset, IA 50273

  Sweet ranch home located on a quiet street. The open concept floor plan makes this house feel bigger than it is. The 1st floor offers 2 large bedrooms, 1 full bath, kitchen with a breakfast bar and a private home office space. The lower level features a huge family room, large bedroom and full bath - and still plenty of storage space. Sliding door off the dining area leads to the private

  Jennifer Stover Madison County Realty

  212 N 14th Ave, Winterset, IA 50273
• 

  /2

  $382,500

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

  309 Maple Pointe, Winterset, IA 50273

  Stryker Ranch New Construction with oversized 3 car garage. Front porch with 2 stone base posts. 9' ceilings throughout main floor. Open stairs to basement. Granite or quartz countertops 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.

  Robert D. Weeks Iowa Realty Waukee

  309 Maple Pointe, Winterset, IA 50273
• 

  

  /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
• 

  

  /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
• 

  

  /35

  $375,000

  • 3 Beds
  • 2 Baths
  • 2,430 Sq Ft

  310 W Washington St, Winterset, IA 50273

  Welcome to 310 W. Washington, where this classic Craftsman blends character with modern conveniences. This home checks all of the boxes of style and function - with a formal dining room, inviting family and living rooms, a cozy 3 season porch, practical home office and an expansive deck. The kitchen features a built-in buffet/coffee bar between the kitchen and dining room, making entertaining a

  Jennifer Stover Madison County Realty

  310 W Washington St, Winterset, IA 50273
• 

  /2

  $395,000

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

  2210 Ash Tree Dr, Winterset, IA 50273

  Jackson Walkout Ranch Plan 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 a large walk-in pantry and stainless-steel appliances. White painted maple cabinets throughout. Luxury vinyl flooring. 60 inch gas fireplace. Master bath with raised vanity and

  Robert D. Weeks Iowa Realty Waukee

  2210 Ash Tree Dr, Winterset, IA 50273
• 

  

  /23

  $290,000

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

  410 N 6th St, Winterset, IA 50273

  Pride of ownership in this spacious home! 3 bedrooms, 2 baths, over 2,000 sf finished space and a huge backyard. Adorable kitchen with stainless steel appliances. Refrigerator is less than 1 year old. Large dining area with sliding door that leads to the deck/backyard. Great set up for the primary bedroom with access to the bathroom/laundry room. All 3 bedrooms are on the 1st floor. The lower

  Jennifer Stover Madison County Realty

  410 N 6th St, Winterset, IA 50273
• 

  

  /31

  $299,000

  • 4 Beds
  • 1.5 Baths
  • 1,880 Sq Ft

  804 N 4th Ave, Winterset, IA 50273

  Welcome to a truly extraordinary home where timeless craftsmanship, modern luxury, and stunningnatural beauty come together in perfect harmony. Rarely does a property offer such a unique blend of old-world artisan detail and contemporary design, all set against the backdrop of gardens so exquisite! From the moment you arrive, the lush landscaping captures your attention, showcasing a level of

  Sarah Cowman Homefront Real Estate, LLC

  804 N 4th Ave, 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
• 

  

  /35

  $560,000

  • Land
  • 4.29 Acres
  • $130,536 per Acre

  2237 Holliwell Valley Ct, Winterset, IA 50273

  If you are dreaming of countryside peace and quiet and need alot of living space, you will definately enjoy the beauty and freedom of a 4.3-acre homestead featuring 6 bedrooms, 4 baths, and multiple living areas. The elegant kitchen boasts a walk-in pantry, an abundance of countertop and cabinet space, and picturesque views of rolling hills and a neighboring pond. Step out from the dining area

  Sarah Cowman Homefront Real Estate, LLC

  2237 Holliwell Valley Ct, Winterset, IA 50273
• 

  

  /34

  $1,225,000

  • 5 Beds
  • 5 Baths
  • 2,434 Sq Ft

  2188 114th Ct, Winterset, IA 50072

  Welcome to modern acreage living at its finest! Set on 5.32 picturesque acres in gorgeous Madison County and located in the highly desirable Adel school district, this stunning home offers the perfect blend of peaceful country living with everyday convenience. Just 13 minutes from Grand Prairie Parkway, you’ll enjoy an easy drive on all blacktop roads—no gravel! Inside, discover 4,593 sq ft of

  Julie Baudler RE/MAX Concepts

  2188 114th Ct, Winterset, IA 50072
• 

  

  /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
• 

  /2

  $70,500

  • Land
  • 3.45 Acres
  • $20,435 per Acre

  36 St, Winterset, IA 50273

  3.45 Acres – Bring Your Own Builder!LAKE LOT available in Covered Bridge Estates, a welcoming community with paved roads. Enjoy the feel of peaceful country living while still having quick, convenient access to the Des Moines metro. All information obtained from seller and public records.

  Rachel Eller Summerset Realty

  36 St, Winterset, IA 50273
• 

  

  /27

  $230,000

  • 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
• 

  

  /7

  $160,000

  • Land
  • 3.32 Acres
  • $48,193 per Acre

  2211 Cedar Bridge Rd, Winterset, IA 50273

  Introducing Five Iron Farms - Madison County's newest acreage subdivision. Five Iron Farms offers the best of both world: located in the city limits with city services, but also situated on 3+acres surrounded by farm ground with great views of the countryside. Located on a hard surface road and just down the road from Lakeview Country Club. Bring your own builder. A good reference address to use

  Jennifer Stover Madison County Realty

  2211 Cedar Bridge Rd, Winterset, IA 50273
• 

  

  /21

  $2

  • Land
  • 230.9 Acres
  • $0 per Acre

  2107 265th St, Winterset, IA 50273

  The currently tilled farmland consists of low-80s to low-90s CSR2 soils. This highly productive ground has the ability to perform year after year. This is a farm that not only produces, but has the soil quality to sustain long-term appreciation and value. For the lifestyle and recreational buyer, the eastern tract is truly special. It offers an outstanding hunting setup with excellent access,

  Jason Smith DreamDirt Farm & Ranch Real Estate

  2107 265th St, Winterset, IA 50273
• 

  

  /13

  $220,000

  • 2 Beds
  • 1 Bath
  • 1,031 Sq Ft

  411 W Madison St, Winterset, IA 50273

  Looking to downsize? Just starting out? This is home! 2 bed, 1 bath tri-plex features zero-step entry and 36" doorways throughout as well as ADA shower with tile surround and ADA toilet for safe, easy and convenient access. The open floor plan includes vaulted ceilings in living, kitchen and dinning rooms and tray ceiling in the master. It's completed with LVP flooring in the main rooms and

  Alyssa Tadlock Madison County Realty

  411 W Madison St, Winterset, IA 50273
• 

  

  /35

  $999,000

  • Land
  • 19.5 Acres
  • $51,231 per Acre

  2230 260th St, Winterset, IA 50273

  Set on 19.5 acres just outside Winterset, this property offers a rare combination of scale, function and lifestyle. With nearly 4,800 finished square feet, geothermal heating and cooling, a 36x54 outbuilding and approximately 13 acres of productive row crop, this is a well-rounded acreage package that is difficult to replicate.The 1.5-story home features a warm, timeless interior with vaulted

  Julie Egli RE/MAX Precision

  2230 260th St, Winterset, IA 50273
• 

  

  /7

  $170,000

  • Land
  • 3.76 Acres
  • $45,213 per Acre

  Lot 27 114th Ct, Winterset, IA 50273

  Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a

  Julie Baudler RE/MAX Concepts

  Lot 27 114th Ct, Winterset, IA 50273
• 

  

  /7

  $230,000

  • Land
  • 2.9 Acres
  • $79,310 per Acre

  Lot 30 Limestone Ct, Winterset, IA 50273

  Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a

  Julie Baudler RE/MAX Concepts

  Lot 30 Limestone Ct, Winterset, IA 50273
• 

  

  /7

  $189,000

  • Land
  • 2.88 Acres
  • $65,625 per Acre

  Lot 25 114th Ct, Winterset, IA 50273

  Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a

  Julie Baudler RE/MAX Concepts

  Lot 25 114th Ct, Winterset, IA 50273
• 

  

  /12

  $372,750

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

  00 Clark Tower Rd, Winterset, IA 50273

  Premium Executive Building Lot on Pavement | Just South of Winterset, Iowa Representing 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 the road, and an ideal

  Andrew Zellmer Peoples Company

  00 Clark Tower Rd, Winterset, IA 50273
• 

  

  /7

  $225,000

  • Land
  • 3.14 Acres
  • $71,656 per Acre

  Lot 14 114th Ct, Winterset, IA 50273

  Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a

  Julie Baudler RE/MAX Concepts

  Lot 14 114th Ct, Winterset, IA 50273
• 

  

  /30

  $449,000

  • Land
  • 9.8 Acres
  • $45,816 per Acre

  1024 W Summit St, Winterset, IA 50273

  In town acreage opportunity. 3-bedroom, 1-bath home on 9.88 m/l acres located just outside the Winterset city limits. The home offers 2,286 sq ft of living area with main-level and upper-level bedrooms, and a partial basement. A detached 1-car garage and a 1,620 sq ft pole building provides additional storage and workspace. The acreage features open ground with level to rolling terrain and treed

  Jerold Steenhoek Iowa Realty Waukee

  1024 W Summit St, Winterset, IA 50273
• 

  

  /11

  $220,000

  • 2 Beds
  • 1 Bath
  • 1,031 Sq Ft

  409 W Madison St, Winterset, IA 50273

  Looking to downsize? Just starting out? This is it! 2 bed, 1 bath tri-plex features zero-step entry and 36" doorways throughout as well as ADA shower with tile surround and ADA toilet for safe, easy and convenient access. The open floor plan includes vaulted ceilings in living, kitchen and dinning rooms and tray ceiling in the master. It's completed with LVP flooring in the main rooms and carpet

  Alyssa Tadlock Madison County Realty

  409 W Madison St, Winterset, IA 50273
• 

  

  /10

  $52,900

  • 3 Beds
  • 2 Baths

  1624 W Summit St Unit 109, Winterset, IA 50273

  This spacious 3 bedroom, 2 bathroom home features a primary bedroom with its own private en suite bathroom for added comfort. Enjoy freshly painted interiors and brand new carpet in the bedrooms, giving the home a clean and inviting feel. There's a fireplace in the living room for cozy winter night. Call today for a tour!

  Lea McFadden Covered Bridges MHP

  1624 W Summit St Unit 109, Winterset, IA 50273

Showing Results 1 - 40, Page 1 of 2

Why Live in Winterset

Winterset, IA, is a small city with a rich historical backdrop and ties to Hollywood legends John Wayne and Clint Eastwood. Known for its welcoming community, Winterset attracts tourists year-round with the John Wayne Birthplace Museum and the renowned covered bridges of Madison County. The city hosts annual events like the John Wayne birthday celebration in May and the Covered Bridge Festival in October, featuring over 150 vendors, a parade, and a classic car show. Winterset’s housing options include historic homes with Colonial Revival and Victorian influences, contemporary models in subdivisions, and homes on larger plots north of town. The city’s architecture is complemented by walkable streets shaded by mature trees. City Park, listed on the National Register of Historic Places, offers attractions such as the Cutler-Donahue Covered Bridge, Clark Tower, and a hedge maze, along with recreational facilities like a soccer complex, softball fields, and a skate park. Downtown Winterset maintains an old-time, small-town vibe with boutique shops, vintage stores, and family businesses centered around the Madison County Courthouse square. Dining options are plentiful, particularly along John Wayne Drive. The Winterset Community School District includes four schools, with Winterset Junior High being the highest rated. Located about 35 miles from Des Moines, Winterset is accessible via U.S. Highway 169 and Iowa Highway 92, connecting to major interstates and the Des Moines International Airport.

Learn more about living in Winterset

Frequently Asked Questions

What is the average home price in Winterset, IA?

Homes for sale in Winterset, IA have an average home price of $285,835.

How many homes have sold over the last 12 months in Winterset, IA?

112 homes have sold in Winterset, IA over the last 12 months.

What are the most popular zip codes in Winterset, IA?

The most popular zip codes in Winterset, IA include 50273, 50072, 50240, 50261 and 50229.

How much do you need to make to afford a house in Winterset?

The median home price in Winterset is $269,000. If you put a 20% down payment of $53,800 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $1,340 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $57K a year to afford the median home price in Winterset. Learn how much home you can afford with our Home Affordability Calculator.

How are the schools in Winterset, IA?

Winterset, IA has highly rated public and private schools. Some of the best schools in Winterset based on Niche Grades are Winterset Middle School, Winterset Junior High School and Winterset Senior High School. Browse all the schools in Winterset, IA to learn more.

Home Trends in Winterset, IA

On average, homes in Winterset, IA sell after 69 days on the market compared to the national average of 55 days. The median sale price for homes in Winterset, IA over the last 12 months is $233,000, down 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$233,000

Median Single Family Sale Price

$257,500

Median 2 Bedroom Sale Price

$220,000

Median 1 Bedroom Sale Price

$217,000

Average Price Per Sq Ft

$188

Number of Homes for Sale

32

Last 12 months Home Sales

112

Months of Supply

3.40

Median List Price

$269,000

Median Change From 1st List Price

4%

Median Home Sale Price YoY Change

-1%