Winterset, IA Homes for Sale

/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
/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, tray 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
/24
$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
/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
/33
$239,900
- Land
- 2.50 Acres
- $95,960 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
/132
$2,931,000
- Land
- 400 Acres
- $7,328 per Acre
2169 Adair Madison Ave, Winterset, IA 50273

Welcome to a truly exceptional and one-of-a-kind property offering the very best of Iowa’s scenic countryside. Situated just a few miles west of Winterset, this breathtaking 400 +/- acre farm presents a rare opportunity to own a perfect blend of income-producing land and world-class hunting.This property features approximately120 +/- acres of tiled and terraced cropland, currently under

Sean Stewart Midwest Land Group

2169 Adair Madison Ave, Winterset, IA 50273
/22
$499,900
- 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
$535,000
- 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
$549,900
- 3 Beds
- 2 Baths
- 1,728 Sq Ft
2381 Carver Rd, Winterset, IA 50273

Escape to nature with this serene 2300 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

Lindsay Range EXIT Realty & Associates

2381 Carver Rd, Winterset, IA 50273
/35
$559,900
- 6 Beds
- 4 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 over 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
$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
/33
$509,500
- 3 Beds
- 2.5 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
/35
$385,000
- 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
/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
/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
/26
$294,900
- 2 Beds
- 2 Baths
- 1,344 Sq Ft
902 W Filmore St, Winterset, IA 50273

WELCOME TO WINTERSET! Beautiful, well maintained, townhome has a nice open floor plan with plenty of natural light. The large living room, with gas fireplace, opens up to the dining area and kitchen, great for entertaining. The nice sized kitchen, with plenty of cabinets and a pantry, has beautiful new quartz countertops. All the flooring is new as well, including the water resistant/scratch

Betsy Breeding Realty ONE Group Impact

902 W Filmore St, Winterset, IA 50273
/28
$225,000
- 4 Beds
- 2 Baths
- 924 Sq Ft
705 W Benton St, Winterset, IA 50273

Welcome to this super cute split-level home nestled in a great neighborhood in historic Winterset, just 30 minutes from Des Moines! This well-maintained home offers 924 sq ft of living space above ground, plus an additional 650 sq ft of finished lower level—perfect for families or anyone needing a bit more room to spread out.With 4 bedrooms—2 on the main level and 2 more downstairs—and 2 full

Ian Sparks Homefront Real Estate, LLC

705 W Benton St, Winterset, IA 50273
/11
$199,000
- Land
- 6 Acres
- $33,056 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
$255,000
- Land
- 10 Acres
- $24,566 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
$295,000
- 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
/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
/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
/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
/15
$194,900
- 2 Beds
- 1 Bath
- 768 Sq Ft
408 E Benton St, Winterset, IA 50273

Charming & Updated in Winterset! This adorable home is move-in ready with tons of recent upgrades you'll love. Step into a brand-new kitchen and bathroom featuring modern finishes, complemented by stylish LVP flooring and fresh carpet throughout. The exterior shines with new siding and windows, offering both great curb appeal and energy efficiency. Sitting on a huge yard, there's plenty of space

Jamie Adkins RE/MAX Precision

408 E Benton 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
/12
$1,465,000
- Land
- 172 Acres
- $8,512 per Acre
RR Millstream Ave, Winterset, IA 50273

If you are looking for a great investment opportunity or to add on to your current operation, take a look at this farm, 172.10 acres, with 140.41 acres currently enrolled in CRP through 2031 and a good return of $32,506.00. The balance of the farm is timbered draws which makes excellent habitat for pheasant, quail and white tail deer. Checkout the attached photos. There would be several nice

Larry Corkrean Madison County Realty

RR Millstream Ave, Winterset, IA 50273
/29
$259,000
- 2 Beds
- 1 Bath
- 1,673 Sq Ft
315 W Washington St, Winterset, IA 50273

Welcome to your dream home in the heart of Winterset! This charming and spacious brick ranch offers everything you need for comfortable, convenient living. As soon as you step inside, you will be greeted by beautiful hardwood floors that flow throughout the main level. No more carrying laundry up and down stairs - this home features a main level laundry with the option to easily move it

Misty Darling BH&G Real Estate Innovations

315 W Washington St, Winterset, IA 50273
/23
$215,000
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
324 W Filmore St, Winterset, IA 50273

Adorable 2 bedroom 1.5 bath ranch on a corner lot. Nice size kitchen and living area. Updated LVP flooring on the main level, open floor plan and great lighting throughout the home. Spacious backyard, nice patio for entertainment, fenced in area for pets. Schedule your appointment today this won't last long!

Sarah Cowman Homefront Real Estate, LLC

324 W Filmore St, Winterset, IA 50273
/9
$216,000
- 2 Beds
- 1 Bath
- 1,031 Sq Ft
413 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

413 E Madison St, Winterset, IA 50273
/8
$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 it! 2 bed, 1 bath tri-plex features zero-step entry and 36" doorways throughout as well as ADA shower 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 in bedrooms and a

Alyssa Tadlock Madison County Realty

411 W Madison St, Winterset, IA 50273
/29
$285,000
- 3 Beds
- 3 Baths
- 1,388 Sq Ft
311 W North St, Winterset, IA 50273

You'll love this wonderful, single level home! Come take a peek at this immaculate home with three bedrooms and three bathrooms. No HOA in this one! You'll love hosting family dinners in the enormous kitchen with plenty of space for baking and entertaining. Primary bedroom has ensuite shower bath and grab bars if needed. Fully finished lower level also has large storage space for all of your

Abbey Robertson Century 21 Signature

311 W North St, 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
/19
$239,500
- 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
/31
$324,900
- 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 from Winterset

Danielle Burnight RE/MAX Revolution

221 N 15th Ave, Winterset, IA 50273

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