25

Winterset, IA Homes for Sale under $300,000

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  • /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

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    (515) 481-5094

    513 W Hutchings St, Winterset, IA 50273
  • /31

    $259,000

    • 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 over the sink window facing south, included

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    (515) 373-5687

    609 E Filmore St, 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

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    (515) 575-2601

    827 W Fremont St, Winterset, IA 50273
  • /4

    $275,000

    • Land
    • 10.23 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) 230-0488

    2212 Deer Run 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
  • /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
  • /7

    $230,000

    • Land
    • 2.9 Acres
    • $79,310 per Acre

    Lot 30 Limestone Ct, Winterset, IA 50273

    Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - 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

    Julie Baudler RE/MAX Concepts

    Lot 30 Limestone Ct, Winterset, IA 50273
  • /7

    $260,000

    • Land
    • 3.14 Acres
    • $82,803 per Acre

    Lot 14 114th Ct, Winterset, IA 50273

    Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - 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

    Julie Baudler RE/MAX Concepts

    Lot 14 114th Ct, 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
  • /31

    $250,000

    • 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
  • /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
  • /7

    $240,000

    • Land
    • 6.98 Acres
    • $34,384 per Acre

    Lot 16 114th Ct, Winterset, IA 50273

    Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - 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

    Julie Baudler RE/MAX Concepts

    Lot 16 114th Ct, 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
  • /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
  • /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
  • /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
  • /7

    $220,000

    • Land
    • 4.22 Acres
    • $52,133 per Acre

    Lot 31 Limestone Ct, Winterset, IA 50273

    Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - 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

    Julie Baudler RE/MAX Concepts

    Lot 31 Limestone Ct, Winterset, IA 50273
  • /7

    $250,000

    • Land
    • 3.33 Acres
    • $75,075 per Acre

    Lot 22 112th Ct, Winterset, IA 50273

    Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - 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

    Julie Baudler RE/MAX Concepts

    Lot 22 112th Ct, Winterset, IA 50273
  • /7

    $215,000

    • Land
    • 2.91 Acres
    • $73,883 per Acre

    Lot 26 114th Ct, Winterset, IA 50273

    Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - 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

    Julie Baudler RE/MAX Concepts

    Lot 26 114th Ct, Winterset, IA 50273
  • /7

    $230,000

    • Land
    • 3.3 Acres
    • $69,697 per Acre

    Lot 29 Limestone Ct, Winterset, IA 50273

    Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - 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

    Julie Baudler RE/MAX Concepts

    Lot 29 Limestone Ct, Winterset, IA 50273
  • /7

    $285,000

    • Land
    • 3.11 Acres
    • $91,640 per Acre

    Lot 15 114th Ct, Winterset, IA 50273

    Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - 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

    Julie Baudler RE/MAX Concepts

    Lot 15 114th Ct, Winterset, IA 50273
  • /7

    $230,000

    • Land
    • 3.4 Acres
    • $67,647 per Acre

    Lot 28 Limestone Ct, Winterset, IA 50273

    Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - 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

    Julie Baudler RE/MAX Concepts

    Lot 28 Limestone Ct, Winterset, IA 50273
  • /23

    $290,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    410 N 6th St, Winterset, IA 50273

    Pride of ownership in this spacious home! 3 bedrooms, 2 baths, over 2,000 sf finished space and a huge backyard. Adorable kitchen with stainless steel appliances. Refrigerator is less than 1 year old. Large dining area with sliding door that leads to the deck/backyard. Great set up for the primary bedroom with access to the bathroom/laundry room. All 3 bedrooms are on the 1st floor. The lower

    Jennifer Stover Madison County Realty

    410 N 6th St, Winterset, IA 50273
  • /35

    $279,000

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

    513 E Jefferson St, Winterset, IA 50273

    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 for office, kid’s space or

    Alison Frank Platinum Realty LLC

    513 E Jefferson St, Winterset, IA 50273

Home Trends in Winterset, IA

Housing Trends

Median Sale Price
$241,000
Median Single Family Sale Price
$255,000
Median 2 Bedroom Sale Price
$215,000
Average Price Per Sq Ft
$186
Number of Homes for Sale
33
Last 12 months Home Sales
118
Months of Supply
3.40
Median List Price
$265,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
3%
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