Winterset, IA Homes

/22
$440,000
- 3 Beds
- 2 Baths
- 1,650 Sq Ft
2369 Saint Charles Rd, Winterset, IA 50273

MADISON COUNTY ACREAGE! Beautiful ZERO ENTRY home, that was built with CONCRETE WALLS, on 10+- wooded acres. The beauty of the country, but on a paved road, close to Winterset and a 30-minute commute to West Des Moines. This home has a large kitchen with HICKORY CABINETS and plenty of counter space. You will love all of the big windows and French doors, bringing in so much natural light. The OPEN

Betsy Breeding Realty ONE Group Impact

2369 Saint Charles Rd, Winterset, IA 50273
/35
$314,900 Sold Jun 02, 2025
- 1,278 Sq Ft
- $246/SF
- 91 Days On Market
- 3 Beds
- 3 Baths
- Built 2020
602 W Stone St, Winterset, IA 50273

Welcome to 602 W Stone St – a stunning corner unit bi-attached ranch townhome in the heart of historic Winterset! This beautifully maintained, turn-key property offers nearly 2,400 sq. ft. of finished living space with 3 bedrooms, 3 bathrooms, and a 2-car attached garage. Step into the stylish kitchen featuring painted maple cabinets, white quartz countertops, and abundant storage—ideal for both

Ryan Rohlf Keller Williams Legacy Group

602 W Stone St, Winterset, IA 50273

/36
Est $458,146 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,137 Sq Ft
812 N 8th Ave, Winterset, IA 50273

812 N 8th Ave, Winterset, IA 50273

/32
$519,900
- 6 Beds
- 3.5 Baths
- 2,351 Sq Ft
301 Magnolia Point, Winterset, IA 50273

Spacious and beautifully maintained 6-bedroom, 3.5-bath home situated on a generous 0.65-acre lot! Built in 2020, this home offers the perfect blend of modern style and functional living. The open-concept main level features a bright kitchen with ample storage and a cozy living area. The walk-out basement provides even more living space—ideal for entertaining, a home gym, or rec area. Enjoy the

Rachel Eller Summerset Realty

301 Magnolia Point, Winterset, IA 50273
/21
$60,000 Sold May 30, 2025
- 1,174 Sq Ft
- $51/SF
- 9 Days On Market
- 3 Beds
- 1 Bath
- Built 1904
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

110 E Grade St, Winterset, IA 50273

/23
Est $211,717 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,213 Sq Ft
911 N 6th Avenue Cir, Winterset, IA 50273

911 N 6th Avenue Cir, Winterset, IA 50273

/34
$499,000
- 3 Beds
- 2 Baths
- 1,728 Sq Ft
2381 Carver Rd, Winterset, IA 50273

Escape to nature with this serene sqft ranch-style home set on 10+ acres of private land with miles of hiking trails and breathtaking views. Perfect for outdoor lovers seeking tranquility without sacrificing comfort. This 3 bed 2 bath home was built out of ICF (Insulated Concrete Forms) which makes it very efficient and able to withstand severe storms. The R-value/U-value of ICF in combination

Lindsay Range EXIT Realty & Associates

2381 Carver Rd, Winterset, IA 50273
/14
$121,000 Sold May 30, 2025
- 664 Sq Ft
- $182/SF
- 147 Days On Market
- 2 Beds
- 1 Bath
- Built 1880
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

/22
Est $211,183 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,213 Sq Ft
722 N 6th Avenue Cir, Winterset, IA 50273

722 N 6th Avenue Cir, 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
/31
$305,000 Sold May 28, 2025
- 1,904 Sq Ft
- $160/SF
- 7 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1967
602 W Hutchings St, Winterset, IA 50273

Absolutely stunning ranch on a large corner lot in the heart of Winterset! Plenty of space with over 2600 of finished living space! 3 bedrooms on the main level with 2 bathrooms, eat in kitchen with TONS of storage, beautiful hardwood floors leading into the extra living room/dining area. You will LOVE the family room with stone fireplace with plenty of room to entertain! Partially finished

Susan Sheldahl Realty One Group Impact

602 W Hutchings St, Winterset, IA 50273

/36
Est $716,664 Not Listed For Sale
- 4 Beds
- 3.5 Baths
2208 204th Ct, Winterset, IA 50273

2208 204th Ct, 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
/23
$190,000 Sold May 23, 2025
- 992 Sq Ft
- $192/SF
- 6 Days On Market
- 3 Beds
- 2 Baths
- Built 1947
323 E Jefferson St, Winterset, IA 50273

Charming Brick Bungalow Full of Character on a Prime Corner Lot! Step into timeless charm with this beautifully maintained brick bungalow just a short walk from the town square. Bursting with original character, this home features gorgeous hardwood floors, elegant crystal door knobs, and classic built-ins that tell a story of craftsmanship and care. The main floor offers two comfortable bedrooms

Deanna Roth Century 21 Signature

323 E Jefferson St, Winterset, IA 50273

/16
Est $221,314 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,016 Sq Ft
1510 W Jefferson St, Winterset, IA 50273

1510 W Jefferson St, Winterset, IA 50273

/26
$345,000
- 4 Beds
- 3 Baths
- 1,497 Sq Ft
115 W North St, Winterset, IA 50273

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

Sarah Cowman Homefront Real Estate, LLC

115 W North St, Winterset, IA 50273
/5
$149,000 Sold May 23, 2025
- Land
- 3.72 Acres
- $40,054 per Acre
- 166 Days On Market
Lot 39 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 these things and

Julie Baudler RE/MAX Concepts

Lot 39 114th Ct, Winterset, IA 50273

/33
Est $304,655 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,060 Sq Ft
215 N 15th Ave, Winterset, IA 50273

215 N 15th Ave, Winterset, IA 50273

/33
$348,000
- 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
/24
$218,000 Sold May 22, 2025
- 912 Sq Ft
- $239/SF
- 58 Days On Market
- 3 Beds
- 2 Baths
- Built 1961
1104 W South St, Winterset, IA 50273

Welcome to this delightful 3 bedroom, 2 bathroom ranch-style home. Nestled in a desirable neighborhood near schools and the aquatic center, this charming residence offers a fenced backyard perfect for pets & outdoor enjoyment. All appliances stay with the home, and recent upgrades include new electrical, air conditioning/furnace, siding, gutters, & roof. With its convenient location and cozy

Kenneth Kauzlarich RE/MAX Precision

1104 W South St, Winterset, IA 50273

/25
Est $336,470 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,172 Sq Ft
307 N 14th Ave, Winterset, IA 50273

307 N 14th Ave, 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
/20
$125,000 Sold May 20, 2025
- 1,255 Sq Ft
- $100/SF
- 4 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1896
728 W Green St, Winterset, IA 50273

Quaint 1.5 story home; well loved by its owner. 1255 sq feet of living space with 1 bedroom 1 bath down and 2 bedrooms 1/2 bath up. This home is loaded with charm. Large living room with wood floors surrounded by windows that compliment the era in which the home was built. Formal dining room with built in; great lighting from windows along with a nice sized kitchen. Cute little back porch and

Sarah Cowman Homefront Real Estate, LLC

728 W Green St, Winterset, IA 50273

/24
Est $316,606 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,415 Sq Ft
225 N 14th Ave, Winterset, IA 50273

225 N 14th Ave, Winterset, IA 50273

/35
$310,000 Pending
- 3 Beds
- 1.5 Baths
- 1,792 Sq Ft
522 N 7th Ave, Winterset, IA 50273

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

Sarah Cowman Homefront Real Estate, LLC

522 N 7th Ave, Winterset, IA 50273
/26
$240,000 Sold May 20, 2025
- 2,016 Sq Ft
- $119/SF
- 173 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1900
401 E Jefferson St, Winterset, IA 50273

So much space in this 4 bedroom, 2.5 bath, 2016 sf home! This home has the perfect mix of old character and new amenities. New updates included recently remodeled kitchen, updated bathrooms, newer HVAC and roof. All the while, keeping the charm of the old with amazing staircase and trim throughout, hardwood floors, high ceilings, double staircase and hardwood floors. 1st floor bedroom with full

Jennifer Stover Madison County Realty

401 E Jefferson St, Winterset, IA 50273

/12
Est $218,375 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,169 Sq Ft
1002 N 4th Ave, Winterset, IA 50273

1002 N 4th Ave, Winterset, IA 50273

/24
$325,000 Pending
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
701 E Madison St, Winterset, IA 50273

3BR 2BA walk-out ranch style home. Entering the home through the double garage, you'll enter the mud room/laundry room. This home has a wonderful open floor plan: kitchen features a large 5 shelf walk-in pantry, stainless steel farm house/apron sink & stainless appliance package, an eat-in dining area, living room with recessed lighting round out the open area. Large master BR with an AMAZING

Sarah Cowman Homefront Real Estate, LLC

701 E Madison St, Winterset, IA 50273
/20
$450,000 Sold May 14, 2025
- 2,464 Sq Ft
- $183/SF
- 17 Days On Market
- 5 Beds
- 3 Baths
- Built 1905
522 W Green St, Winterset, IA 50273

This stunning two-story home offers 5 bedrooms, 3 full baths, and is packed with charm and detail throughout. Nestled on a corner lot, this property features a fully fenced yard- for pets, play, and privacy. Inside, you'll find spacious living areas with beautiful finishes, ample natural light, and thoughtful design elements. The well- appointed kitchen offers plenty of counter space AND a

Rachel Eller Summerset Realty

522 W Green St, Winterset, IA 50273

/22
Est $245,996 Not Listed For Sale
- 4 Beds
- 1 Bath
- 1,032 Sq Ft
501 W Benton St, Winterset, IA 50273

501 W Benton St, Winterset, IA 50273

/35
$375,000 Pending
- 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
/25
$190,000 Sold May 14, 2025
- 921 Sq Ft
- $206/SF
- 147 Days On Market
- 2 Beds
- 1 Bath
- Built 1920
209 W Filmore St, Winterset, IA 50273

Just a few blocks from Historic Winterset square, welcome home to this 1920 home with lots of character. The property has been completely remodeled from top to bottom. Updates include limestone sidewalk and accents, siding and roof, oak wrapped front porch, vaulted ceilings, vinyl flooring, oak trim, woodwork and windows, cabinets, granite countertops, coffee bar, stainless steel farm sink,

Michael Fagerstrom Keller Williams Realty GDM

209 W Filmore St, Winterset, IA 50273

/34
Est $285,787 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 1,372 Sq Ft
201 S 14th Ave, Winterset, IA 50273

201 S 14th Ave, Winterset, IA 50273

/31
$314,900 Pending
- 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
/30
$181,000 Sold May 12, 2025
- 1,358 Sq Ft
- $133/SF
- 207 Days On Market
- 3 Beds
- 1 Bath
- Built 1905
712 N 2nd Ave, Winterset, IA 50273

Winterset west side 1 1/2 story home with many updates. New furnace & air, roof, windows, siding and more, all within the last few years. Home has large formal dining room open to living room. Kitchen has double closets on one side which make a nice pantry or additional storage. Three season room off the kitchen ready for you to update with some included materials. One main floor bedroom. The

Toni Tindle Covered Bridge Realty

712 N 2nd Ave, Winterset, IA 50273

/33
Est $188,054 Not Listed For Sale
- 3 Beds
- 1 Bath
- 876 Sq Ft
205 S 16th Ave, Winterset, IA 50273

205 S 16th Ave, Winterset, IA 50273

/26
$335,000 Pending
- 3 Beds
- 2.5 Baths
- 2,267 Sq Ft
925 W Jefferson St, Winterset, IA 50273

One of the homes with the best curb appeal in town has just hit the market! This spacious 1.5-story Cape Cod-style home is clean, tidy, and ready for a new owner. Walk up to the inviting front porch and enter the foyer. The spacious living room, featuring a picture window, will greet you as you enter. The formal dining room is off the living room & adjacent to the spacious kitchen with lots of

Sarah Cowman Homefront Real Estate, LLC

925 W Jefferson St, Winterset, IA 50273
/24
$145,000 Sold May 09, 2025
- 1,776 Sq Ft
- $82/SF
- 5 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1916
513 E Jefferson St, Winterset, IA 50273

Stately 2 story home is ready for a handy person to bring it to its full glory! This spacious home has original wood work, a large living room, dining room, kitchen and 1/2 bath on the main level. Upstairs are 4 good sized bedrooms and a full bath. There is a nice 2 car detached garage and large flat yard. Come see this spacious 2 story and make it your own! This property was a rental. Owners

Sarah Cowman Homefront Real Estate, LLC

513 E Jefferson St, Winterset, IA 50273

/29
Est $458,808 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,484 Sq Ft
1515 W Washington St, Winterset, IA 50273

1515 W Washington St, Winterset, IA 50273

/10
$299,000
- Land
- 10 Acres
- $29,900 per Acre
TBD Iowa 92, Winterset, IA 50273

Build Your Dream Home on this Scenic 10-Acre Parcel!Located just off paved Highway 92 and only 25 minutes from the Des Moines metro, this beautiful ±10 acre lot offers the perfect mix of convenience and peaceful country living. With scenic views, open space, and rural water and electric at the road, it’s an ideal setting for your future home, hobby farm, or weekend retreat.Plenty of

Rachel Eller Summerset Realty

TBD Iowa 92, Winterset, IA 50273

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