4,444

Homes in ZIP Code 50273

Section Image Section Image
  • /25

    $197,000

    • 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, trey

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    (515) 385-4853

    507 W Madison St, Winterset, IA 50273
  • /18

    $800 - $995 per month

    The Bridges

    1-2 Beds

    1111 N 8th Ave, Winterset, IA 50273

    Formerly Known as Candle Ridge, The Bridges, an Apartment Community, offers affordable 1 and 2 bedroom apartments. Apartments are being freshened up with brand-new LVP flooring, updated cabinetry, and counters. Age restrictions no longer apply!

    1111 N 8th Ave, Winterset, IA 50273
  • /12

    $269,900 Sold Jul 17, 2025

    • 1,388 Sq Ft
    • $194/SF
    • 12 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1995

    1310 W Jefferson St, Winterset, IA 50273

    Come take a look at this 4-bedroom, 2.5-bath home that has space for everyone! You'll love the open feel and flow throughout, and the finished lower level gives you that extra hangout or hobby space you've been needing. Step into the 4 seasons room, perfect for cozy mornings or relaxing evenings, and enjoy the view of the large, fenced-in backyard. It's ideal for gatherings, playtime, or just

    Jacob Ham Smart Avenue

    1310 W Jefferson St, Winterset, IA 50273
    • /23

      Est $181,007 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 981 Sq Ft

      201 S 4th St, Winterset, IA 50273

      201 S 4th St, Winterset, IA 50273
  • /31

    $234,000 Pending

    • 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

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    (515) 375-1789

    318 W Green St, Winterset, IA 50273
  • /14

    $1,035 per month

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft
    • House for Rent

    609 W Buchanan St, Winterset, IA 50273

    Cute home on a quiet street; your neighbors are friendly and welcoming! This home features 2 adequately sized bedrooms and a full bath all on one level, including a washer and dryer. Central air conditioning will keep you cool. Water softener also included. Has a backyard storage shed for your lawn mower, tools, etc. Nice peaceful backyard with surrounding trees and a peach tree also included

    609 W Buchanan St, Winterset, IA 50273
  • /29

    $285,000 Sold Jul 16, 2025

    • 1,388 Sq Ft
    • $205/SF
    • 47 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2004

    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
    • /12

      Est $239,484 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,184 Sq Ft

      816 E South St, Winterset, IA 50273

      816 E South St, Winterset, IA 50273
  • /30

    $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, and tiled walk-in shower. Main floor laundry off the kitchen. Other features on the 1st level include a formal

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    (515) 824-5239

    1913 N 1st St, Winterset, IA 50273
  • /4

    $1,074 per month

    • 1-2 Beds
    • 2 Baths
    • 640 Sq Ft
    • Condo for Rent

    428 W Mills St, Winterset, IA 50273

    Rent is based on income if rental assistance is available. Section 8 accepted.12 Month Lease$400 DepositStove & Fridge provided. Coin operated laundry on site. This institution is an equal opportunity provider.* Prices and availability subject to change without notice.* Square footage definitions vary. Displayed square footage is

    428 W Mills St, Winterset, IA 50273
  • /24

    $325,000 Sold Jul 11, 2025

    • 1,568 Sq Ft
    • $207/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2018

    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
    • /26

      Est $402,450 Not Listed For Sale

      • 3 Beds
      • 2 Baths

      2647 Bittersweet Ave, Winterset, IA 50273

      2647 Bittersweet Ave, 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

    Agent Photo

    Chris Kew

    RE/MAX Precision

    (515) 531-5829

    2212 Deer Run Ave, Winterset, IA 50273
  • /4

    $1,074 per month

    • 1-2 Beds
    • 2 Baths
    • 640 Sq Ft
    • Condo for Rent

    428 W Mills St, Winterset, IA 50273

    Rent is based on income if rental assistance is available. Section 8 accepted.12 Month Lease$400 DepositStove & Fridge provided. Coin operated laundry on site. This institution is an equal opportunity provider.* Prices and availability subject to change without notice.* Square footage definitions vary. Displayed square footage is

    428 W Mills St, Winterset, IA 50273
  • /22

    $270,000 Sold Jul 11, 2025

    • 1,140 Sq Ft
    • $237/SF
    • 2 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1968

    616 E Green St, Winterset, IA 50273

    Spread out in this sweet 4 bedroom 2 bath ranch home. You will love the spacious feel when you walk in the front door. The entryway is spacious and has a huge coat closet. The living room is good-sized and has an adjacent dining area. The kitchen is huge - enough space for a table or center island. There are 3 spacious bedrooms and a full bath completing the main level. The basement is finished

    Sarah Cowman Homefront Real Estate, LLC

    616 E Green St, Winterset, IA 50273
    • /35

      Est $554,258 Not Listed For Sale

      • 3 Beds
      • 2 Baths

      2395 148th St, Winterset, IA 50273

      2395 148th St, Winterset, IA 50273
  • /35

    $313,500

    • 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

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    (515) 498-5106

    1220 W Court Ave, Winterset, IA 50273
  • /32

    $160,000 Sold Jul 08, 2025

    • 2,018 Sq Ft
    • $79/SF
    • 41 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1922

    415 E Jefferson St, Winterset, IA 50273

    Are you looking for a large 4 bed/1.5 bath home with plenty of character, in the beautiful town of Winterset? Then this is the house for you. From the beautiful oak hardwood floors to the built-in corner cabinet in the dining area, and all of the smaller windows that bring in plenty of natural light, you will want to call this house HOME. The roomy kitchen has new stainless-steel appliances and

    Betsy Breeding Realty ONE Group Impact

    415 E Jefferson St, Winterset, IA 50273
    • /33

      Est $374,512 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,682 Sq Ft

      906 N 14th Ave, Winterset, IA 50273

      906 N 14th Ave, Winterset, IA 50273
  • /33

    $239,900 Pending

    • 3 Beds
    • 1 Bath
    • 942 Sq Ft

    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

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    (515) 690-7594

    1755 280th St, Winterset, IA 50273
  • /11

    $140,000 Sold Jul 08, 2025

    • Land
    • 10 Acres
    • $14,000 per Acre
    • 115 Days On Market

    2743 Millstream Ave, Peru, IA 50273

    Pleased to offer this exceptional 10-acre m/l building site on Millstream Avenue, just south of Winterset, Iowa, in the scenic countryside of Madison County. Just half a mile off pavement, this premier property offers the perfect blend of privacy, beauty, and convenience—ideal for building your dream home with no restrictive covenants. Enjoy breathtaking views of the rolling Madison County

    Daran Becker Peoples Company

    2743 Millstream Ave, Peru, IA 50273
    • /23

      Est $343,716 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,273 Sq Ft

      807 N 15th Ave, Winterset, IA 50273

      807 N 15th Ave, Winterset, IA 50273
  • /28

    $274,000

    • 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 south facing over the sink window, included

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    (515) 495-5285

    609 E Filmore St, Winterset, IA 50273
  • /22

    $525,000 Sold Jul 08, 2025

    • 1,911 Sq Ft
    • $275/SF
    • 98 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2020

    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

      Est $382,936 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 1,504 Sq Ft

      905 N 15th Ave, Winterset, IA 50273

      905 N 15th Ave, 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
  • /21

    $139,900 Sold Jun 30, 2025

    • 672 Sq Ft
    • $208/SF
    • 5 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1947

    215 S 2nd St, Winterset, IA 50273

    Welcome to historic Winterset! This updated 2-bed, 1-bath home is move-in ready with a new furnace and AC (2020), updated roof, fresh paint, and new flooring. The spacious backyard features a courtyard with pergola, new shed, and full privacy fence—perfect for relaxing or entertaining.Ideal for first-time buyers, downsizers, or as a short-term rental. Includes an HSA home warranty for

    Nicholas Scar Iowa Realty Mills Crossing

    215 S 2nd St, Winterset, IA 50273
    • /29

      Est $428,452 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,145 Sq Ft

      818 N 9th Ave, Winterset, IA 50273

      818 N 9th Ave, 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
  • /9

    $22,000 Sold Jun 30, 2025

    • 1,031 Sq Ft
    • $21/SF
    • 19 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 2025

    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
    • /35

      Est $501,698 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,692 Sq Ft

      909 N 9th Ave, Winterset, IA 50273

      909 N 9th Ave, Winterset, IA 50273
  • /16

    $675,000

    • Land
    • 60 Acres
    • $11,183 per Acre

    0 Ironwood Trail, Earlham, IA 50072

    Peoples Company and Madison County Realty, Inc are pleased to present 60.36 acres m/l of coveted Madison County, Iowa land perfect for hunting, recreation, or building a home. Conveniently located just 10 minutes north of Winterset and less than 30 minutes from the Des Moines Metro, this property offers almost 45 acres of dense timber and an estimated 12.61 acres of income-producing CRP, subject

    Bryan Bergdale Peoples Company

    0 Ironwood Trail, Earlham, IA 50072
  • /31

    $310,000 Sold Jun 30, 2025

    • 1,415 Sq Ft
    • $219/SF
    • 54 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 2002

    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
    • /17

      Est $292,380 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,344 Sq Ft

      809 W Mills St, Winterset, IA 50273

      809 W Mills St, Winterset, IA 50273
  • /35

    $310,000

    • 3 Beds
    • 2.5 Baths
    • 1,972 Sq Ft

    522 N 10th St, Winterset, IA 50273

    Double Lot Opportunity! So Much Potential!!Don't miss out on this spacious 3+ bedroom, 2-bathroom home situated on a desirable double corner lot! The flexible 4th room offers endless possibilities. perfect as a den, craft room, nursery, or even a small bedroom (yes, it has a closet!).Inside, you'll find gorgeous wall-to-wall hardwood floors, a bright eat-in kitchen, and a generous

    Kristen Stehli RE/MAX Precision

    522 N 10th St, Winterset, IA 50273
  • /26

    $337,000 Sold Jun 27, 2025

    • 2,267 Sq Ft
    • $149/SF
    • 1 Day On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1972

    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
    • /25

      Est $215,219 Not Listed For Sale

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

      821 W Fremont St, Winterset, IA 50273

      821 W Fremont St, Winterset, IA 50273
  • /31

    $315,000

    • 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

    $506,942 Sold Jun 26, 2025

    • 1,312 Sq Ft
    • $386/SF
    • 2 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2013

    2364 Bittersweet Ave, Winterset, IA 50273

    Are you looking for complete privacy? Do you enjoy being surrounded by nature and wildlife? This is the acreage you have been looking for! This modern ranch home features 3 bedrooms, 3 bathrooms, and fully finished walkout basement. The main floor includes an open kitchen and living area, separate master suite, two additional bedrooms and bathroom, laundry, and a deck off of the dining area. The

    Jeffrey Longman RE/MAX Precision

    2364 Bittersweet Ave, Winterset, IA 50273
    • /8

      Est $1,247,632 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,031 Sq Ft

      505 E Madison St, Winterset, IA 50273

      505 E Madison St, Winterset, IA 50273

Showing Results 1 - 40, Page 1 of 18

How to Buy a Home How to Finance a Home How to Sell a Home