Newest Homes for Sale in Winterset, IA

• 

  

  

  /11

  $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 at

  Andrew Zellmer Peoples Company

  0 Clark Tower Rd, Winterset, IA 50273
• Explore Winterset

• 

  

  

  /35

  $284,000

  • 3 Beds
  • 2.5 Baths
  • 1,776 Sq Ft

  513 E Jefferson St, Winterset, IA 50273

  Open House 01/03 from 1-3pm. Motivated sellers! Welcome to this huge 3 bed, 3 bath home with a great, beautiful lot in the heart of Winterset (one of the BEST small towns in us)! What a GEM! One of lowest price per SF renovated homes on the market! Hardwood floors, original trim, large entryway, vaulted ceilings, oversized living room with beautiful windows, sunroom has all new windows & flooring

  Alison Frank Platinum Realty LLC

  513 E Jefferson St, Winterset, IA 50273
• 

  

  

  /10

  $52,900

  • 3 Beds
  • 2 Baths

  1624 W Summit St Unit 109, Winterset, IA 50273

  This spacious 3 bedroom, 2 bathroom home features a primary bedroom with its own private en suite bathroom for added comfort. Enjoy freshly painted interiors and brand new carpet in the bedrooms, giving the home a clean and inviting feel. There's a fireplace in the living room for cozy winter night. Call today for a tour!

  Lea McFadden MHP Communities

  1624 W Summit St Unit 109, Winterset, IA 50273
• 

  

  

  /7

  $36,900

  • 2 Beds
  • 1 Bath

  1624 W Summit St Unit 134, Winterset, IA 50273

  This home is a 2-bedroom, 1-bath with an open floor plan, eat in kitchen with an island, great for barstool seating. This home has a NEW roof, plenty of windows, with newer blinds, that provides the home with natural light. The living room is very spacious in this home. The bathroom is conveniently located between both bedrooms for great efficiency.

  Lea McFadden MHP Communities

  1624 W Summit St Unit 134, Winterset, IA 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
• 

  

  /27

  $485,000

  • 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

  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
• 

  

  /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
• 

  

  /26

  $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
• 

  

  /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
• 

  

  /31

  $200,000

  • 3 Beds
  • 1.5 Baths
  • 988 Sq Ft

  501 W Hutchings St, Winterset, IA 50273

  Welcome to this beautiful home in the heart of Winterset. This property features 3-beds, 1.5 baths, in almost 1,000 sq ft on the main level and a partially finished basement for extra storage or living space. Enjoy a nice-sized yard perfect for outdoor activities. The attached 1-car garage adds convenience year-round. Located within walking distance to the school.

  Krymsin Graf Iowa Realty Ankeny

  501 W Hutchings St, Winterset, IA 50273
• 

  

  /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
• 

  

  /15

  $142,000

  • 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
• 

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /28

  $354,900

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

  215 W Buchanan St, Winterset, IA 50273

  Better than new, this fully renovated Winterset home is truly move in ready. This 4-bedroom, 3-bath home (1,333 sq ft above grade + 409 sq ft finished basement) combines modern style with small-town charm in a mature, established neighborhood. Everything is brand new — electrical, plumbing, HVAC, drywall, trim, doors, windows, paint, flooring, kitchen, bathrooms, and more — but with the character

  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
  • 4 Baths
  • 2,460 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 are

  Michelle Hanson RE/MAX Concepts

  1011 N 14th Ave, Winterset, IA 50273
• 

  

  /23

  $309,900

  • 3 Beds
  • 1.5 Baths
  • 2,130 Sq Ft

  721 W Court Ave, Winterset, IA 50273

  Don't miss the opportunity to own this home on historical Court Avenue! You will love sitting on the wraparound porch for your morning coffee or just some time to relax. Upon entering the home, you will be impressed with the beautiful details of the open staircase. The first floor has a large living, family and dining rooms, 1/2 bath and kitchen. The hardwood floors and the woodwork are original

  Larry Corkrean Madison County Realty

  721 W Court Ave, Winterset, IA 50273
• 

  

  /27

  $245,400

  • 3 Beds
  • 2 Baths
  • 1,106 Sq Ft

  316 E Jefferson St, Winterset, IA 50273

  Charming Victorian that has been fully renovated. The living room has ten-foot ceilings, beautiful chandeliers, and a gas fireplace. In the main bedroom, there is a unique stained glass window. Walking into the kitchen, you are greeted with quartz countertops and custom cabinets, which adds a modern touch. All the appliances are 2-3 years old. Washer/dryer hookups are in the basement along with a

  Tamra Yeager Pro Team Realty

  316 E Jefferson St, Winterset, IA 50273
• 

  

  /35

  $335,000

  • 4 Beds
  • 2 Baths
  • 1,912 Sq Ft

  59 E Benton St, Winterset, IA 50273

  Step inside this well-loved home that blends timeless character with modern updates—ready for its next owner to make it their own. The home’s original woodwork, in excellent condition, adds warmth and charm throughout. Enjoy relaxing mornings with coffee or peaceful evenings with dinner on the inviting front porch. Inside, you’ll find a spacious living room that flows seamlessly into a formal

  Sarah Cowman Homefront Real Estate, LLC

  59 E Benton St, Winterset, IA 50273
• 

  

  /16

  $145,000

  • Land
  • 3.49 Acres
  • $41,547 per Acre

  Lot 7 114th Ct, Winterset, IA 50273

  Build your luxury retreat on this 3.5-acre Website for the development is: Scenic Ridge lot,offering sweeping views of Madison County’s rolling hills at the gateway to the Covered Bridge Scenic Byway.Enjoy upscale living with premier shopping, dining, and entertainment at Jordan Creek and KeeTown less than 20 minutes away.

  Latrice Brauckman Realty ONE Group Impact

  Lot 7 114th Ct, Winterset, IA 50273
• 

  /2

  $70,500

  • Land
  • 3.45 Acres
  • $20,435 per Acre

  36 St, Winterset, IA 50273

  3.45 Acres – Bring Your Own Builder!LAKE LOT available in Covered Bridge Estates, a welcoming community with paved roads. Enjoy the feel of peaceful country living while still having quick, convenient access to the Des Moines metro. All information obtained from seller and public records.

  Rachel Eller Summerset Realty

  36 St, Winterset, IA 50273
• 

  

  /20

  $118,500

  • Land
  • 4.15 Acres
  • $28,554 per Acre

  TBD 176th Ct, Winterset, IA 50273

  Located just 2 miles north of Winterset and just east off Highway 169, this 4.15-acre property offers a rare opportunity to build your dream home in a scenic setting.Perched on a hillside overlooking the beautiful North River Valley, the property features two potential build site locations with breathtaking views. With utilities available at the highway, the groundwork is set for an easy

  Colin Ortmeier Kiloterra

  TBD 176th Ct, Winterset, IA 50273
• 

  

  /35

  $449,900

  • 5 Beds
  • 3 Baths
  • 2,137 Sq Ft

  812 N 8th Ave, Winterset, IA 50273

  Spacious and inviting, this large ranch in Winterset offers the perfect blend of comfort and style. You will love the stunning stone fireplace as the focal point in the living room with vaulted-ceilings, creating a warm and welcoming atmosphere. The kitchen is nice with granite countertops and plenty of cabinets. The primary bedroom is complete with an ensuite featuring a tile shower with dual

  Matt Cole RE/MAX Concepts

  812 N 8th Ave, Winterset, IA 50273

Showing Results 1 - 40, Page 1 of 2