Winterset, IA Homes for Sale

• 

  

  

  /22

  $245,000

  • Land
  • 2.50 Acres
  • $98,000 per Acre

  1755 280th St, Winterset, IA 50273

  Three-bedroom 1 bath acreage home on 2.5 acres more or less. Home has had complete remodel with new sheetrock and insulation. Newer roof and AC with new duct work. Newer laminate flooring throughout within last two years. Replaced all fixtures cabinets sinks and more. Added extras include all appliances. 16x20 detached garage with 8 ft by 16 ft lean-to in rear. Included animal pens outside the

  

  Toni Tindle

  Covered Bridge Realty

  (515) 690-7594

  1755 280th St, Winterset, IA 50273
• 

  

  

  /34

  $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
• 

  

  

  /20

  $2,460,000

  • Land
  • 164 Acres
  • $14,970 per Acre

  0000 169 Hwy N, Winterset, IA 50273

  Interested in Iowa farmland? Then check this listing of 165 m/l acres in Madison County in sections 18 & 19 of Union Twp. Gross acres taken from public website. This farm is just a short drive North of Winterset on HWY 169 on the east side of the highway. 125m/l acres tillable w/approximate CSR2 in the mid-80's. Approximately 40 acres of timber & a pond will satisfy your hunting and camping

  

  Toni Tindle

  Covered Bridge Realty

  (515) 690-7386

  0000 169 Hwy N, Winterset, IA 50273
• 

  

  

  /21

  $69,900

  • 3 Beds
  • 1 Bath
  • 1,174 Sq Ft

  110 E Grade St, Winterset, IA 50273

  3 BR 1 bath one story frame home in Winterset. It has a large kitchen with entrance to basement from inside the home. Rear yard with front and back decks. Home is being sold "AS IS". Some upgrades within the last ten years to mechanicals and exterior features. Hardwood floors in many areas. Bonus room off SW corner of the home. Priced below assessed value. Come to view.

  

  Toni Tindle

  Covered Bridge Realty

  (515) 417-0546

  110 E Grade St, Winterset, IA 50273
• 

  

  

  /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
• 

  

  /21

  $525,000

  • 4 Beds
  • 2.5 Baths
  • 1,590 Sq Ft

  902 N 9th Ave, Winterset, IA 50273

  New construction ranch with a finished walk-out lower level. 4 bedroom, 3 bath, over 2800sf finished. Kitchen features a coffee bar, breakfast bar, walk-in pantry. Great open concept floor plan. The lower level features a large family room and 2 bedrooms with oversized closets. Covered front porch and back deck. Located in a small, quiet residential neighborhood.

  Jennifer Stover Madison County Realty

  902 N 9th Ave, Winterset, IA 50273
• 

  

  /35

  $595,000

  • 4 Beds
  • 3 Baths
  • 1,987 Sq Ft

  926 S 9th Ave, Winterset, IA 50273

  Extremely hard to find walk-out residential ranch in Winterset. Built in 2019, this home is in "like new" condition. With 4 bedrooms, 3 baths and a total of 3427sf finished, this home AND the .6 ac yard will give you space to spread out. The thought that went into this floor plan is easy to see when you tour this home. The flow of this house makes it perfect for entertaining large gatherings.

  Jennifer Stover Madison County Realty

  926 S 9th Ave, Winterset, IA 50273
• 

  

  /27

  $335,000

  • 5 Beds
  • 2.5 Baths
  • 1,415 Sq Ft

  221 N 15th Ave, Winterset, IA 50273

  Welcome to your future home in the heart of Winterset! This beautiful 1.5-story home offers 1,415 sq ft of living space, featuring 5 bedrooms, 2.5 bathrooms, an attached 2-car garage, and a fully fenced backyard with a spacious deck—ideal for enjoying the outdoors.The main level includes the master bedroom and first-floor laundry for your everyday convenience.Just minutes away

  Danielle Burnight RE/MAX Revolution

  221 N 15th Ave, Winterset, IA 50273
• 

  

  /35

  $359,900

  • 5 Beds
  • 3 Baths
  • 1,411 Sq Ft

  1303 N 7th St, Winterset, IA 50273

  Welcome to this beautifully maintained 5-bedroom, 3-bath walk-out ranch nestled on a spacious 1-acre corner lot in town! This home offers the perfect blend of comfort, convenience, and charm. Step inside to find a functional and inviting layout, with a new furnace, A/C, water heater, newer roof and newer appliances providing peace of mind for years to come. The walk-out basement adds great living

  Rachel Eller Summerset Realty

  1303 N 7th St, Winterset, IA 50273
• 

  

  /35

  $574,900

  • 6 Beds
  • 3.5 Baths
  • 3,155 Sq Ft

  2237 Holliwell Valley Ct, Winterset, IA 50273

  Discover this exceptional Winterset acreage, perfectly situated on 4.3 acres of peaceful countryside. At the heart of this home is a beautifully designed kitchen featuring a pantry, soft-close drawers, and stunning views of the fenced yard and neighboring pond from the dining area and spacious deck. With 3,150 sq. ft. on the main level, the home offers abundant living spaces, including four

  Wendy Eilander RE/MAX Concepts

  2237 Holliwell Valley Ct, Winterset, IA 50273
• 

  

  /26

  $355,000

  • 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
• 

  

  /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
• 

  

  /33

  $520,000

  • 3 Beds
  • 3 Baths
  • 1,842 Sq Ft

  2325 Carver Rd, Winterset, IA 50273

  Discover country living just south of historic Winterset in the heart of beautiful Madison County! Built in 2023, this barndominium blends contemporary style with durability, featuring concrete walls, a metal roof and siding, and polished concrete floors throughout. The open floor plan offers a seamless flow between living spaces, while in-floor heating ensures comfort during those winter months.

  Kyle Kuhns RE/MAX Revolution

  2325 Carver Rd, Winterset, IA 50273
• 

  

  /27

  $559,900

  • 3 Beds
  • 1.5 Baths
  • 1,911 Sq Ft

  1785 Millstream Ct, Winterset, IA 50273

  Custom built and absolutely stunning, this three-bedroom, ranch home sitting on 3 acres with paved roads is in A+ condition! Walls of floor to ceiling windows flood the home with natural light and provide amazing sunset views of the valley. 2x6 quality construction, with clean, modern lines. Finishes are high end and the floor plan and space is perfect for right sizing, or a family. Radiant floor

  JoAnn Manning Iowa Realty Mills Crossing

  1785 Millstream Ct, Winterset, IA 50273
• 

  

  /35

  $385,000

  • 5 Beds
  • 3 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
• 

  

  /35

  $549,000

  • Land
  • 8 Acres
  • $70,566 per Acre

  2640 206th St, Winterset, IA 50273

  Step right into your own magical country oasis compete with party barn, pond and amazing views! This sweet homestead has so much to offer! Located directly off of highway 92 - barely any gravel! The completely renovated 3 bedroom 1 bath home is bursting with character & has the most stunning southern views! Walk into the cozy living room with tons of natural light & enjoy the ambiance of the

  Sarah Cowman Homefront Real Estate, LLC

  2640 206th St, Winterset, IA 50273
• 

  

  /25

  $209,900

  • 3 Beds
  • 1 Bath
  • 1,061 Sq Ft

  707 E Buchanan St, Winterset, IA 50273

  Fully remodeled 3 bedroom 1 bathroom 2 stall garage home in Winterset! Spacious living room with windows all around offering so much natural light! New kitchen!! New cabinets, new countertops, and new appliances in this kitchen offering plenty of cabinet and countertop space! All new appliances also included in this home! One bedroom on the main level, along with the full bathroom with laundry

  Jenn Ho Goh GoSynergy Realty

  707 E Buchanan St, Winterset, IA 50273
• 

  

  /19

  $247,500

  • 3 Beds
  • 1 Bath
  • 1,118 Sq Ft

  223 N 8th St, Winterset, IA 50273

  Amazing home renovation! Sweet ranch home on a large corner lot. 3 bedroom, 1 bath, 1118sf. The all new kitchen is efficient with a breakfast bar all new cabinetry/countertops and newer stainless steel appliances. Enjoy your morning coffee in the sunny dining area right off the kitchen. The spacious breezeway is the perfect spot for 1st floor laundry and plenty of extra room for coats/shoes. Next

  Jennifer Stover Madison County Realty

  223 N 8th St, Winterset, IA 50273
• 

  

  /18

  $258,000

  • 2 Beds
  • 1.5 Baths
  • 1,480 Sq Ft

  715 W North St, Winterset, IA 50273

  Check out this adorable home makeover! 2 bedroom, 2 bath, 1480sf, 1st floor laundry. Great kitchen with ample counter space and a large dining area. Just off the kitchen is the 1st floor laundry and a large bonus space. This space would be perfect for a home office or extra space for kids. It also has access to the backyard. The primary bedroom has the 3/4 bath and access to the back deck.

  Jennifer Stover Madison County Realty

  715 W North St, Winterset, IA 50273
• 

  

  /16

  $490,000

  • Land
  • 19 Acres
  • $25,336 per Acre

  1122 220th St, Winterset, IA 50273

  Have you been looking for the perfect recreational property? This acreage will check all of the boxes: 40X64X12 outbuilding, timber, small cabin, great hunting, pond. The outbuilding has electric, spray foam insulation, water, plumbed for bath. Don't miss the cute cabin in the middle of the timber. The cabin makes a great hunting retreat. The cabin has an electric fireplace and wall heater. This

  Jennifer Stover Madison County Realty

  1122 220th St, Winterset, IA 50273
• 

  

  /30

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,474 Sq Ft

  416 N 1st Ave, Winterset, IA 50273

  Charming 3-bedroom Home with Spacious Heated Shop!This well-maintained 3-bedroom 2-bath home offers comfortable living with an added bonus- a 30x32 spray foam insulated and heated shop perfect for hobbies, storage, or a workspace! Inside you'll find a welcoming layout with a bright living area, a functional kitchen, and plenty of natural light. Outside, enjoy a spacious yard with room to

  Rachel Eller Summerset Realty

  416 N 1st Ave, Winterset, IA 50273
• 

  

  /31

  $395,000

  • Land
  • 3.00 Acres
  • $131,667 per Acre

  2923 N John Wayne Dr, Winterset, IA 50273

  Here is your chance to live on 3 acres right off of Hwy 169 in Madison County. Check out this updated ranch home featuring 4 bedrooms 3 baths. On the main level you have the Primary suite, with tons of closet space, 2nd bedroom or office. spacious living area with large picture windows, and a large deck off the dining room. On the finished lower level there are 2 additional bedrooms, 2nd family

  Rachel Eller Summerset Realty

  2923 N John Wayne Dr, Winterset, IA 50273
• 

  

  /35

  $375,000

  • Land
  • 3.70 Acres
  • $101,351 per Acre

  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
• 

  

  /30

  $255,000

  • 3 Beds
  • 1.5 Baths
  • 1,206 Sq Ft

  409 S 8th Ave, Winterset, IA 50273

  Move right into this squeaky clean three bed two bath ranch home! This well-cared-for home has many updates, including a roof in 2020, an updated kitchen, updated flooring, a newer fence, and updated electrical! You will love the huge living room as you walk in through the front door. The living room flows into the spacious dining area and large kitchen with beautiful butcher block countertops

  Sarah Cowman Homefront Real Estate, LLC

  409 S 8th Ave, Winterset, IA 50273
• 

  

  /21

  $225,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  703 N 3rd Ave, Winterset, IA 50273

  You will want to check out this well kept 3 bedroom home with finished basement on a corner lot. Home features 3 bedrooms and one bath on the main level. The kitchen is bright and nicely updated with newer appliances which are included! The dining area is adjacent to the kitchen which has a door that leads to the huge deck - perfect for grilling! The living room is very large with a big bright

  Sarah Cowman Homefront Real Estate, LLC

  703 N 3rd Ave, Winterset, IA 50273
• 

  

  /12

  $255,000

  • Land
  • 10 Acres
  • $25,424 per Acre

  2391 Carver Rd, Winterset, IA 50273

  Perfect location right off Hwy 169 with 10 acres more or less with a pond.  Rural Water and Electric located at street for access.

  Nicholas Scar Iowa Realty Mills Crossing

  2391 Carver Rd, Winterset, IA 50273
• 

  

  /9

  $270,000

  • Land
  • 24 Acres
  • $11,345 per Acre

  0 Carver Rd Unit 710768, Winterset, IA 50273

  Great building site with some income potential  This 23.8 Acre building site has timber, some tillable ground, and access to the river.  Best of all worlds with plenty of wildlife!!!

  Nicholas Scar Iowa Realty Mills Crossing

  0 Carver Rd Unit 710768, Winterset, IA 50273
• 

  

  /27

  $599,900

  • Land
  • 11 Acres
  • $56,170 per Acre

  2381 Carver Rd, Winterset, IA 50273

  The unicorn you've been looking for: 1728 sf ranch with 10.58 acres, ICF walls and ICF concrete roof, extremely secluded and private, amazing views of Madison County, tons of wildlife. This home was custom built and situated perfectly to take in the most amazing natural light. Gorgeous kitchen with Shaker style cabinetry, quartz countertops and new appliances in 2023. The in-floor radiant(garage

  Larry Corkrean Madison County Realty

  2381 Carver Rd, Winterset, IA 50273
• 

  

  /19

  $200,000

  • 2 Beds
  • 2.5 Baths
  • 1,213 Sq Ft

  723 N 6th Avenue Cir, Winterset, IA 50273

  Easy living in this 2 bed 2 and 1/2 bath townhome on a quiet cul de sac! You will love the open bright feel of this sweet home. The large living room has a gas fireplace and nice walk-in closet for coat storage There is a dining area by the patio doors that go out to a good sized deck. The kitchen has plenty of counter top and cabinet space as well as space for a table and chairs. The primary

  Sarah Cowman Homefront Real Estate, LLC

  723 N 6th Avenue Cir, Winterset, IA 50273
• 

  

  /35

  $475,000

  • 4 Beds
  • 4 Baths
  • 3,520 Sq Ft

  204 W Washington St, Winterset, IA 50273

  If you're looking for ** WOW ** this. is. IT!! This stunning 1875 two story has been well cared for and offers a long list of modern amenities. Situated just a couple blocks from the historic Winterset square and close to schools, restaurants and retail on a large corner lot with outdoor living and perennials waiting for you. Relax on the wrap around porch or entertain on the back patio

  Alyssa Tadlock Madison County Realty

  204 W Washington St, Winterset, IA 50273
• 

  

  /18

  $199,000

  • Land
  • 7 Acres
  • $27,871 per Acre

  2368 Saint Charles Rd, Winterset, IA 50273

  BRING YOUR OWN BUILDER!!! This 7.14 acres is located right off the St Charles pavement, offering convenience and gorgeous fall views. Schedule a showing today!

  Rachel Eller Summerset Realty

  2368 Saint Charles Rd, Winterset, IA 50273
• 

  

  /14

  $129,000

  • 2 Beds
  • 1 Bath
  • 664 Sq Ft

  603 W Hutchings St, Winterset, IA 50273

  Charming and updated home nestled in a quiet, small-town neighborhood. This cozy residence features modern finishes, a spacious master bedroom and a functional layout perfect for comfortable living. Enjoy a modern renovated kitchen, updated flooring, and well-maintained systems throughout. The backyard offers a great space for relaxation or entertaining. With its affordable price and convenient

  Anthony Dennis RE/MAX Revolution

  603 W Hutchings St, Winterset, IA 50273
• 

  

  /16

  $223,000

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

  411 W Madison St, Winterset, IA 50273

  Looking to downsize? Just starting out? This is it! This 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
• 

  

  /13

  $219,000

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

  413 E Madison St, Winterset, IA 50273

  Looking to downsize? Just starting out? This is it! This 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

  413 E Madison St, Winterset, IA 50273
• 

  

  /12

  $223,000

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

  415 E 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

  415 E Madison St, Winterset, IA 50273
• 

  

  /24

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  1610 290th St, Winterset, IA 50273

  Step onto your dream property with breathtaking views of coveted Madison County. This 27 acres includes two parcels and totals 27 acres. It has a pond and the N Clanton Creek runs through the entire property. It also has beautiful old bridge with beautiful views. This used to be the Shady Hill Raceway location so it has 2.2 miles of trials and a770 yd flat track. It also has so much

  Jamie Adkins RE/MAX Precision

  1610 290th St, Winterset, IA 50273
• 

  

  /5

  $149,000

  • Land
  • 2.79 Acres
  • $53,405 per Acre

  Lot 34 Limestone Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 34 Limestone Ct, Winterset, IA 50273
• 

  

  /5

  $215,000

  • Land
  • 2.91 Acres
  • $73,883 per Acre

  Lot 26 114th Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 26 114th Ct, Winterset, IA 50273
• 

  

  /5

  $199,000

  • Land
  • 3.34 Acres
  • $59,581 per Acre

  Lot 23 112th Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 23 112th Ct, Winterset, IA 50273
• 

  

  /5

  $149,000

  • Land
  • 2.95 Acres
  • $50,508 per Acre

  Lot 36 Limestone Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 36 Limestone Ct, Winterset, IA 50273

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