Homes for Sale in 50273

• 

  

  

  /35

  $599,000

  • 3 Beds
  • 1 Bath
  • 2,286 Sq Ft

  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
• 

  

  

  /32

  $435,000

  • 3 Beds
  • 1 Bath
  • 1,776 Sq Ft

  2935 Homestead Ave, Lorimor, IA 50149

  Welcome to 2395 Homestead Avenue—an ideal setup for cattle, horses, or anyone wanting a peaceful rural lifestyle with room to grow. The 3-bed, 1-bath home sits in a beautiful country setting and features a large full bath, spacious layout, and a partial basement perfect for canned-goods storage, storm shelter use, or extra utility space. The home is connected to rural water and features an

  Ian Sparks Homefront Real Estate, LLC

  2935 Homestead Ave, Lorimor, IA 50149
• 

  

  

  /27

  $495,000

  • 3 Beds
  • 3 Baths
  • 1,502 Sq Ft

  2202 Ash Tree Dr, Winterset, IA 50074

  This custom built home is a rare find in Winterset and offers an impressive combination of quality, upgrades, and thoughtful design. From the moment you arrive, the inviting front porch and excellent curb appeal set the tone for what you will find inside. As you walk in, you will notice nine foot ceilings throughout the main level along with a large vaulted ceiling that extends through the living

  Austin Sullivan RE/MAX Concepts

  2202 Ash Tree Dr, Winterset, IA 50074
• 

  

  

  /12

  $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

  Andrew Zellmer Peoples Company

  0 Clark Tower Rd, 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
• 

  

  /24

  $320,000

  • 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
• 

  

  /35

  $1,495,000

  • 3 Beds
  • 2 Baths
  • 2,272 Sq Ft

  1671 Highway 169 None, Winterset, IA 50273

  Beautiful 20.51-acre Madison County acreage offering a versatile setup for horses, cattle, or any livestock. Property features an indoor riding arena, multiple outbuildings, and 5 paddocks wired for cattle, providing flexibility for a wide range of livestock and hobby farm needs.The updated 3 bed, 2 bath two-story home includes fresh interior paint and remodeled kitchen and bath. Additional

  Rachel Eller Summerset Realty

  1671 Highway 169 None, 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
• 

  

  /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
• 

  

  /12

  $216,000

  • 2 Beds
  • 1 Bath
  • 1,031 Sq Ft

  407 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

  407 W Madison St, Winterset, IA 50273
• 

  

  /12

  $220,000

  • 2 Beds
  • 1 Bath
  • 1,031 Sq Ft

  405 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

  405 W Madison 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
• 

  

  /35

  $2,350,000

  • 5 Beds
  • 6 Baths
  • 3,183 Sq Ft

  1878 158th Ct, Earlham, IA 50072

  Sitting on over 105 acres and offering 5 beds, 6 baths, and over 5400 square feet... this 1.5 story home is a dream opportunity just 25 minutes from Jordan Creek Parkway! This dream acreage setting includes timber, farm ground, a creek, two large buildings (42x70' and 42x56'), and heated in-ground salt water pool with pool house! Additional features of this home include: Geothermal HVAC, fully

  Cy Phillips Space Simply

  1878 158th Ct, Earlham, IA 50072
• 

  

  /12

  $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
• 

  

  /22

  $330,875

  • Land
  • 26.47 Acres
  • $12,500 per Acre

  2378 Francesca Ave, Winterset, IA 50273

  Here is a very nice 26.47+/- acre property located 6 miles southwest of Winterset, Iowa in Madison County, Iowa. The property provided excellent building and recreational opportunities. The property consists of mostly mature hardwood timber. The north end of the property has an open area for a potential building site and or nice location for a shed. The timber has been well-maintained and is a

  Matt Skinner Iowa Land Company

  2378 Francesca Ave, Winterset, IA 50273
• 

  

  /24

  $215,000

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

  827 W Fremont St, Winterset, IA 50273

  Just listed . . . . townhome in the West End Townhomes located off W Fremont Street in Winterset. E-Z access as you enter the quiet cul-de-sac with circle drive designed with room for additional parking. Two-bedroom two bath home with 1,213 square feet of finish on the main level. Large well-lit living room has gas log fireplace as a focal point. An adjacent walk-in coat closet with shelving is

  

  Toni Tindle

  Covered Bridge Realty

  (515) 575-2601

  827 W Fremont St, Winterset, IA 50273
• 

  

  /32

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  1541 Nature Ct, Winterset, IA 50273

  Endless possibilities on nearly 5 acres of peaceful countryside! This 3-bedroom, 2-bath manufactured home sits on 4.98 acres off a private drive, offering beautiful views and plenty of room to enjoy country living your way. With no covenants or restrictions, you’re free to bring animals, build a dream home, add a shop, or simply enjoy the open space. The home features an open layout with updated

  Elizabeth Gordon Realty ONE Group Impact

  1541 Nature Ct, Winterset, IA 50273
• 

  

  /34

  $675,000

  • 3 Beds
  • 3.5 Baths
  • 3,298 Sq Ft

  2218 N John Wayne Dr, Winterset, IA 50273

  Welcome to this exceptional 3300 sq ft 3/4-bedroom, 4-bath brick ranch that perfectly balances privacy, convenience, and expansive living. Situated on 5+ acres just outside of town, this property offers the best of both worlds—peaceful seclusion with quick access to amenities and major highways. The home boasts a large open-concept living area anchored by a beautiful double-sided fireplace,

  Alyssa Tadlock Madison County Realty

  2218 N John Wayne Dr, Winterset, IA 50273
• 

  

  /16

  $189,000

  • Land
  • 12.6 Acres
  • $15,000 per Acre

  0000 295th St, Lorimor, IA 50149

  This 12.6± acre tract in Madison County offers the perfect combination of peaceful country living and convenient access to town. Located just a half mile off the pavement, the property features a beautiful hilltop build site overlooking the surrounding countryside—an ideal setting for your dream home or weekend retreat. The land offers a balanced mix of open grassland and native habitat, creating

  Will Cooper Midwest Land Group LLC

  0000 295th St, Lorimor, IA 50149
• 

  

  /23

  $229,900

  • 4 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  114 S 14th Ave, Winterset, IA 50273

  Well-maintained 4-bedroom ranch on a corner lot in Winterset! This home offers convenient single-level living with a functional layout and plenty of natural light. The detached 2-car garage provides excellent storage and parking. Great location near the Winterset Aquatic Center, parks, and other community amenities. A wonderful opportunity to own a home in a desirable area of town!

  Rachel Eller Summerset Realty

  114 S 14th Ave, Winterset, IA 50273
• 

  

  /17

  $195,000

  • Land
  • 4.88 Acres
  • $39,959 per Acre

  4922 Cedar Ln, Winterset, IA 50273

  Looking for the perfect mix of privacy, space, and convenience? This stunning 4.88-acre lot at the end of a quiet cul-de-sac offers just that. Located on a paved road between West Des Moines and Winterset, this property features a beautiful blend of open grassland and mature timber, ideal for creating your custom retreat.There's room for it all: your dream home, an outbuilding, or even a

  Timothy Scheib Real Broker, LLC

  4922 Cedar Ln, Winterset, IA 50273
• 

  

  /15

  $145,000

  • 3 Beds
  • 2 Baths
  • 1,246 Sq Ft

  207 E Buchanan St, Winterset, IA 50273

  Discover this inviting frame home located near the Winterset Square. The main level features a generous sized living room with an enclosed entryway, a full bathroom, and a main floor bedroom. The kitchen opens to the dining area, creating a warm and functional space for everyday living. Upstairs, you'll find two additional bedrooms, offering flexibility for family, guests, or a home office. The

  

  Toni Tindle

  Covered Bridge Realty

  (515) 493-7698

  207 E Buchanan St, Winterset, IA 50273
• 

  

  /21

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,174 Sq Ft

  110 E Grade St, Winterset, IA 50273

  Step into this beautifully remodeled and charming single-story home, thoughtfully designed to combine comfort and modern living. This inviting 3-bedroom, 2-bath residence showcases a spacious eat in kitchen (appliances included) and an airy, naturally lit living room with vaulted ceiling that creates a welcoming atmosphere throughout. This property offers both comfort and function. The primary

  Sarah Cowman Homefront Real Estate, LLC

  110 E Grade St, Winterset, IA 50273
• 

  

  /30

  $349,900

  • 5 Beds
  • 2 Baths
  • 1,700 Sq Ft

  150 S 4th St, Patterson, IA 50218

  Enjoy living along the Middle River! This spacious 5-bedroom, 2-bath home sits on just under 1.5 acres with direct river access right off the backyard. Watch deer, turkey, and other wildlife from the wrap-around deck looking through mature trees and beautiful views. Property features multiple outbuildings, a mancave, chicken coop, and exterior storage- offering plenty of space for hobbies or

  Rachel Eller Summerset Realty

  150 S 4th St, Patterson, IA 50218
• 

  

  /35

  $650,000

  • 3 Beds
  • 3 Baths
  • 2,064 Sq Ft

  1706 Mueller Ct, Winterset, IA 50273

  Nature lover’s dream! Tucked away on 8.1 breathtaking acres, this property offers peace, privacy, and a front-row seat to nature’s beauty. Mature trees surround the home, creating a serene setting filled with wildlife and seasonal color. Step inside to an open-concept main level designed to bring the outdoors in, featuring a spacious eat-in kitchen with walk-in pantry and large windows framing

  Ashlee & Kyle Knickerbocker Keller Williams Realty GDM

  1706 Mueller Ct, Winterset, IA 50273
• 

  /2

  $450,000

  • Land
  • 30 Acres
  • $15,000 per Acre

  RR Scott Township None, Winterset, IA 50222

  A great opportunity to add to your existing operation or the perfect acreage to start a small farm, a nice building site or weekend gateway. This is a highly productive farm, all tillable with a CSR 2 rating of 83.

  Patrick Corkrean Madison County Realty

  RR Scott Township None, Winterset, IA 50222
• 

  

  /28

  $924,900

  • 4 Beds
  • 2.5 Baths
  • 1,534 Sq Ft

  2176 148th St, Winterset, IA 50273

  Discover 17.9 Acres of Updated Country Living. Welcome to your dream acreage! This beautifully updated home sits on 17.9 acres of rolling countryside with a private pond, woods, and multiple outbuildings. Inside, the main level has been completely renovated with a brand-new kitchen featuring quartz countertops, sleek cabinetry, stainless appliances, and an open floor plan filled with natural

  Jason Russell Realty ONE Group Impact

  2176 148th St, Winterset, IA 50273
• 

  

  /35

  $1,385,000

  • 5 Beds
  • 5 Baths
  • 4,032 Sq Ft

  1890 Hogback Bridge Rd, Winterset, IA 50273

  Rare 30-acre M/L retreat in Madison County Iowa with a 4,000+ sq. ft. custom home. Incredible views of the countryside teeming with wildlife including white-tailed deer and turkey. Main level features gourmet kitchen with 2 dishwashers & walk-in pantry, spacious living areas, and a primary suite with sitting room, spa bath, huge walk-in closet & laundry. Upstairs offers loft with wet bar, 4

  Lenchen Raeside RE/MAX Concepts

  1890 Hogback Bridge Rd, Winterset, IA 50273
• 

  

  /18

  $235,000

  • 4 Beds
  • 2 Baths
  • 1,270 Sq Ft

  1413 W Washington St, Winterset, IA 50273

  Move-in ready and beautifully maintained, this 4-bedroom ranch offers easy single-level living with an inviting open floor plan. A rare oversized 3-car garage with additional storage is a dream for car enthusiasts or hobbyists, and the deck off the kitchen provides the perfect backdrop for outdoor dining and entertaining!

  Sarah Cowman Homefront Real Estate, LLC

  1413 W Washington St, Winterset, IA 50273
• 

  

  /30

  $499,900

  • 4 Beds
  • 3 Baths
  • 1,540 Sq Ft

  400 N 14th Ave, Winterset, IA 50273

  This immaculate 4-bedroom, 2-bath ranch home perfectly blends modern comfort with timeless style. Built in 2013 and exceptionally cared for, every detail radiates warmth, quality, and convenience. Step inside to an inviting open layout highlighted floor-to-ceiling stone fireplace—a stunning centerpiece for cozy evenings or lively gatherings with family and friends. The beautiful kitchen is both

  Sarah Cowman Homefront Real Estate, LLC

  400 N 14th Ave, Winterset, IA 50273
• 

  

  /23

  $272,400

  • 3 Beds
  • 2 Baths
  • 1,725 Sq Ft

  303 E Court Ave, Winterset, IA 50273

  Welcome to one of the charming historical homes in Winterset. Walking through the front entrance, visitors are greeted with natural light spilling across the hardwood floors. As they enter the kitchen, the openness is easily noticeable making it a perfect place to host or have family dinners. The living room has charming built-ins which adds to the cozy feel. The laundry area is located on the

  Tamra Yeager Pro Team Realty

  303 E Court Ave, Winterset, IA 50273
• 

  

  /35

  $540,500

  • Land
  • 23 Acres
  • $23,500 per Acre

  2571 250th Ln, Winterset, IA 50273

  Stunning Executive Building site located just south of Winterset on a dead-end road. If you have been dreaming of a country escape, this is something you need to consider. Approximately 23 acres to be surveyed off will include clean timber, spring-fed creek with well possibilities, wild flowers, limestone ledges, nice rolling pasture, and a stocked pond. Stunning views and wildlife galore!

  Sarah Cowman Homefront Real Estate, LLC

  2571 250th Ln, Winterset, IA 50273
• 

  

  /35

  $629,900

  • 5 Beds
  • 3.5 Baths
  • 2,229 Sq Ft

  1795 Millstream Ct, Unincorporated, IA 50273

  This stunning 1.5-story home sits on just over 3 acres of paved countryside 3miles north of Winterset & only 20 minutes from West Des Moines. With 5 bedrooms plus an exerciseroom, 4 bathrooms, and more than 3,200 sq. ft. of finished living space, this property combines comfort,style, and convenience. Step inside to find a soaring 2-story vaulted great room with a fireplace. The

  Jenny Wille Iowa Realty Mills Crossing

  1795 Millstream Ct, Unincorporated, IA 50273
• 

  

  /41

  $1,150,000

  • Land
  • 153.2 Acres
  • $7,507 per Acre

  290th Street, MacKsburg, IA 50155

  153.2 Acres Madison County, IowaLocated north of Macksburg Road on 290th Street, this 153.2-acre farm offers an excellent balance of income-producing acres and recreational opportunities. With 107.62 acres currently in row crop production and a CSR2 rating of 48.53, the farm provides steady returns and is well-suited for expansion of an existing operation. The cropland has been in a corn

  KILOTERRA KILOTERRA KILOTERRA | Land Sales & Auctions

  290th Street, MacKsburg, IA 50155
• 

  

  /28

  $369,900

  • 4 Beds
  • 2.5 Baths
  • 1,333 Sq Ft

  215 W Buchanan St, Winterset, IA 50273

  Completely Renovated Winterset Gem — Modern Style Meets Small-Town Charm! This 4-bedroom, 3-bath home (1,333 sq ft above grade + 409 sq ft finished basement) is in the heart of Winterset — steps from parks, schools, and the historic town square. Enjoy everything Winterset offers, including the John Wayne Birthplace & Museum, the famous Covered Bridges of Madison County, and year-round festivals.

  Elizabeth Gordon Realty ONE Group Impact

  215 W Buchanan St, Winterset, IA 50273
• 

  

  /31

  $260,000

  • 4 Beds
  • 2 Baths
  • 1,792 Sq Ft

  516 S 8th Ave, Winterset, IA 50273

  Step into history without the hassle! Built in 1890 and recently renovated, this 4-bedroom, 2-bath home offers the character you love with the updates you need. Sunlight pours through abundant windows, filling the spacious layout and large kitchen. Situated on nearly a half-acre (.418) lot right in town, you’ll have plenty of room to spread out, just minutes from Main Street and the birthplace of

  Tiffany Marcum The American Real Estate Co.

  516 S 8th Ave, Winterset, IA 50273
• 

  

  /35

  $226,900

  • 3 Beds
  • 1.5 Baths
  • 958 Sq Ft

  513 W Hutchings St, Winterset, IA 50273

  Step into this beautifully remodeled 2025 home complete with 3 bedrooms and 1.5 bathrooms. Thoughtfully updated throughout, this residence includes new sheet rock and fresh paint, new LVP flooring, new central air system and duct work, upgraded plumbing and electrical and all new windows. Lage kitchen features custom Amish-built cabinetry, quartz countertops and just around the corner a main

  

  Toni Tindle

  Covered Bridge Realty

  (515) 481-5094

  513 W Hutchings St, Winterset, IA 50273
• 

  

  /34

  $650,000

  • 3 Beds
  • 2.5 Baths
  • 2,432 Sq Ft

  719 E Washington St, Winterset, IA 50273

  If the "Wow Factor" is what you are hoping for in a home, this one is a must-see! This home was gutted down to the studs and completely rebuilt, so it is just like brand new! Walk in the front door, and you will love all the natural light as you enter the living room with a cozy gas fireplace. The large dining area adjoins the gorgeous kitchen with tons of cabinets and countertop space. There is

  Sarah Cowman Homefront Real Estate, LLC

  719 E Washington St, Winterset, IA 50273
• 

  

  /35

  $375,000

  • 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
• 

  

  /26

  $404,900

  • 4 Beds
  • 3.5 Baths
  • 1,710 Sq Ft

  1011 N 14th Ave, Winterset, IA 50273

  Discover your own slice of heaven right in town! This inviting two-story home is set in a friendly neighborhood where there's plenty of room to play and grow. The thoughtful layout makes the most of every square foot, creating spaces that work well for everyday life.The main level welcomes you with a handy drop zone, half bath, and a office with French doors. The open kitchen and family room

  Michelle Hanson RE/MAX Concepts

  1011 N 14th Ave, Winterset, IA 50273

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