Homes in ZIP Code 50273

/19
$300,000 Pending
- 4 Beds
- 3 Baths
- 1,087 Sq Ft
301 N 15th Ave, Winterset, IA 50273

Welcome to 301 N 15th Avenue, a well-maintained home ideally located in a quiet, established neighborhood on the north side of Winterset. This inviting property offers a functional layout with comfortable living spaces, making it a great fit for a variety of lifestyles. The home features a bright and welcoming interior with ample natural light throughout. The spacious kitchen provides convenient

Kate Anderson RE/MAX Concepts

301 N 15th Ave, Winterset, IA 50273
/11
$140,000 Sold Jul 08, 2025

2743 Millstream Ave, Peru, IA 50273
- Land
- 10 Acres
- $14,000 per Acre
Last Sold Summary
- 12% Below List Price
- 115 Days On Market
Last Listing Agent Daran Becker Peoples Company

2743 Millstream Ave, Peru, IA 50273

/34
Est $525,764 Not Listed For Sale

1145 W Summit St, Winterset, IA 50273
- 4 Beds
- 4.5 Baths
- Built 1867
1145 W Summit St, Winterset, IA 50273

Last Sold Summary
- $207/SF
- 237 Days On Market
- Last Sold Price $525,000
- Mar 01, 2024
Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

/23
$285,000 Pending
- 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
/30
$285,000 Sold Oct 31, 2025

701 W Buchanan St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,823 Sq Ft
- Built 1950
Last Sold Summary
- 1% Below List Price
- $156/SF
- 58 Days On Market
Current Estimated Value $271,503

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

701 W Buchanan St, Winterset, IA 50273

/33
Est $325,553 Not Listed For Sale

1169 W Summit St, Winterset, IA 50273
- 4 Beds
- 1.5 Baths
- 2,102 Sq Ft
- Built 1915
1169 W Summit St, Winterset, IA 50273

Last Sold Summary
- 14% Above List Price
- $136/SF
- 7 Days On Market
- Last Sold Price $285,000
- Aug 11, 2023
Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

/31
$299,000
- 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
/25
$185,000 Sold Aug 25, 2025

507 W Madison St, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 1,030 Sq Ft
- Built 2021
Last Sold Summary
- 12% Below List Price
- $180/SF
- 83 Days On Market
Current Estimated Value $198,373

Last Listing Agent Toni Tindle Covered Bridge Realty

507 W Madison St, Winterset, IA 50273

/17
Est $276,249 Not Listed For Sale

818 W Jefferson St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,785 Sq Ft
- Built 1950
818 W Jefferson St, Winterset, IA 50273

Last Sold Summary
- 28% Above List Price
- $120/SF
- 85 Days On Market
- Last Sold Price $215,000
- Sep 10, 2024
Last Listing Agent Jennifer Stover Madison County Realty

/27
$330,000
- 4 Beds
- 3 Baths
- 1,990 Sq Ft
1706 W Summit St, Winterset, IA 50273

This two-story brick home, built in 1923, has all of the character and charm that goes with a 1920s house. Original built-ins, woodwork, hardwood floors and glass doorknobs still remain in the house. With 1990 sf, 4 bedroom and 3 baths, there is plenty of room for everyone. The first floor features a large family room with beautiful built-ins surrounding the fireplace. French doors from the

Larry Corkrean Madison County Realty

1706 W Summit St, Winterset, IA 50273
/25
$288,000 Sold Nov 14, 2025

722 W Mills St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,252 Sq Ft
- Built 1993
Last Sold Summary
- 4% Below List Price
- $230/SF
- 24 Days On Market
Current Estimated Value $281,644

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

722 W Mills St, Winterset, IA 50273

/35
Est $407,927 Not Listed For Sale

924 W Jefferson St, Winterset, IA 50273
- 3 Beds
- 3.5 Baths
- 1,664 Sq Ft
- Built 1956
924 W Jefferson St, Winterset, IA 50273

Last Sold Summary
- 8% Above List Price
- $226/SF
- 2 Days On Market
- Last Sold Price $376,000
- Sep 05, 2024
Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

/31
$264,990 Pending
- 4 Beds
- 2 Baths
- 1,323 Sq Ft
901 E Buchanan St, Winterset, IA 50273

Completely remodeled from top to bottom, this move-in ready home blends modern finishes with functional design. The bright, updated kitchen features sleek white cabinetry, solid surface countertops, and stainless appliances, complemented by a spacious walk-in pantry with abundant prep and storage space. Bathrooms, laundry, and the entire upper level have all been thoughtfully renovated. Situated

Kenneth Kauzlarich RE/MAX Precision

901 E Buchanan St, Winterset, IA 50273
/22
$525,000 Sold Jul 08, 2025

1785 Millstream Ct, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,911 Sq Ft
- Built 2020
Last Sold Summary
- 8% Below List Price
- $275/SF
- 98 Days On Market
Current Estimated Value $557,704

Last Listing Agent JoAnn Manning Iowa Realty Mills Crossing

1785 Millstream Ct, Winterset, IA 50273

/35
Est $247,391 Not Listed For Sale

901 W Jefferson St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,064 Sq Ft
- Built 1958
901 W Jefferson St, Winterset, IA 50273

Last Sold Summary
- 1% Above List Price
- $231/SF
- 11 Days On Market
- Last Sold Price $245,500
- Mar 14, 2025
Last Listing Agent Jon Niemeyer EXIT Realty & Associates

/10
$894,900
- Land
- 61.42 Acres
- $14,570 per Acre
2039 145th Ln, Earlham, IA 50072

61.42A TOTAL-Lot 1 is 3A, Lot 2 is 3A, Lot 3 is 15.42A and the north parcel is 40A of timber and some alfalfa on the west. The property is located on a secluded high ridge w/mature trees and great views in all directions. Hunters paradise w/trophy bucks and turkey. Large creek on the north end of the 40A attracts wildlife. A new power tub is located on Lot 1 as is a water pit. Additional power is

Kirk Bjorland LPT Realty, LLC

2039 145th Ln, Earlham, IA 50072
/35
$300,000 Sold Nov 03, 2025

2385 Holliwell Bridge Rd, Winterset, IA 50273
- Land
- 3.17 Acres
- $94,637 per Acre
Last Sold Summary
- 6% Below List Price
- 73 Days On Market
Current Estimated Value $278,287

Last Listing Agent Misty Darling BH&G Real Estate Innovations

2385 Holliwell Bridge Rd, Winterset, IA 50273

/25
Est $512,855 Not Listed For Sale

614 W Benton St, Winterset, IA 50273
- 3 Beds
- 2.5 Baths
- 2,595 Sq Ft
- Built 2001
614 W Benton St, Winterset, IA 50273

Last Sold Summary
- 14% Above List Price
- $173/SF
- 11 Days On Market
- Last Sold Price $450,000
- Aug 18, 2023
Last Listing Agent Jennifer Stover Madison County Realty

/29
$270,000
- Land
- 10.23 Acres
- $26,393 per Acre
2212 Deer Run Ave, Winterset, IA 50273

Have you been looking for the perfect country spot to build your dream home? This 10 acre lot has all of the infrastructure already in place. It is build-ready! $50,000 has been invested in the property for a building pad, water and electric brought from the road to the build site, new driveway, etc. A future barndominium or walkout home will enjoy rolling countryside views for miles.

Jeffrey Longman RE/MAX Precision

2212 Deer Run Ave, Winterset, IA 50273
/29
$174,900 Sold Jun 03, 2025

501 W Summit St, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 784 Sq Ft
- Built 1900
Last Sold Summary
- 3% Below List Price
- $223/SF
- 18 Days On Market
Current Estimated Value $176,649

Last Listing Agent Rachel Eller Summerset Realty

501 W Summit St, Winterset, IA 50273

/20
Est $253,180 Not Listed For Sale

501 W Buchanan St, Winterset, IA 50273
- 3 Beds
- 1 Bath
- 1,000 Sq Ft
- Built 1963
501 W Buchanan St, Winterset, IA 50273

Last Sold Summary
- 7% Above List Price
- $237/SF
- 34 Days On Market
- Last Sold Price $236,900
- Jun 11, 2024
Last Listing Agent Jamie Adkins RE/MAX

/35
$650,000
- Land
- 4.6 Acres
- $141,304 per Acre
2223 Holliwell Valley Ct, Winterset, IA 50273

This exceptional walkout ranch presents an extraordinary opportunity for those seeking space, comfort, and country charm. Situated on over four and a half acres of stunning Iowa countryside, the home boasts more than three thousand square feet of beautifully finished living space with four bedrooms and four bathrooms. The open floorplan and wall of windows make the main level light, bright and

Melissa Hatchitt Zealty Home Advisors

2223 Holliwell Valley Ct, Winterset, IA 50273
/35
$725,000 Sold Oct 15, 2025

1813 Maple Ct, Winterset, IA 50273
- Land
- 6.26 Acres
- $115,815 per Acre
Last Sold Summary
- 3% Below List Price
- 22 Days On Market
Current Estimated Value $725,560

Last Listing Agent Amy Lucht Century 21 Signature

1813 Maple Ct, Winterset, IA 50273

/22
Est $228,205 Not Listed For Sale

618 N 4th Ave, Winterset, IA 50273
- 2 Beds
- 2 Baths
- 864 Sq Ft
- Built 1970
618 N 4th Ave, Winterset, IA 50273

Last Sold Summary
- 1% Above List Price
- $260/SF
- 6 Days On Market
- Last Sold Price $225,000
- Jun 19, 2024
Last Listing Agent Kyle Kuhns RE/MAX Revolution

/35
$560,000
- Land
- 4.29 Acres
- $130,536 per Acre
2237 Holliwell Valley Ct, Winterset, IA 50273

If you are dreaming of countryside peace and quiet and need alot of living space, you will definately enjoy the beauty and freedom of a 4.3-acre homestead featuring 6 bedrooms, 4 baths, and multiple living areas. The elegant kitchen boasts a walk-in pantry, an abundance of countertop and cabinet space, and picturesque views of rolling hills and a neighboring pond. Step out from the dining area

Sarah Cowman Homefront Real Estate, LLC

2237 Holliwell Valley Ct, Winterset, IA 50273
/28
$260,000 Sold Jun 05, 2025

421 W Buchanan St, Winterset, IA 50273
- 4 Beds
- 3 Baths
- 1,500 Sq Ft
- Built 1964
Last Sold Summary
- $173/SF
- 19 Days On Market
Current Estimated Value $270,260

Last Listing Agent Stephanie Anania RE/MAX Revolution

421 W Buchanan St, Winterset, IA 50273

/25
Est $226,025 Not Listed For Sale

1016 W South St, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 912 Sq Ft
- Built 1960
1016 W South St, Winterset, IA 50273

Last Sold Summary
- 4% Above List Price
- $239/SF
- 4 Days On Market
- Last Sold Price $218,300
- Jun 28, 2024
Last Listing Agent Sue Monroe Spire Real Estate

/35
$455,000 Pending
- Land
- 3 Acres
- $151,667 per Acre
2075 Hogback Bridge Rd, Winterset, IA 50273

Acreages this close to the town of Winterset are extremely hard to find, but finding one engineered to this standard is nearly impossible. This expansive 2,568 sq. ft. homestead on 3 pristine acres features 3 bedrooms, 3 bathrooms, and a large kitchen designed with plenty of storage and a sprawling floor plan for the active country lifestyle. The home features spray foam insulation throughout the

Ian Sparks Homefront Real Estate, LLC

2075 Hogback Bridge Rd, Winterset, IA 50273
/34
$185,000 Sold May 09, 2025

304 E Washington St, Winterset, IA 50273
- 3 Beds
- 1 Bath
- 1,005 Sq Ft
- Built 1880
Last Sold Summary
- 23% Below List Price
- $184/SF
- 209 Days On Market
Current Estimated Value $188,618

Last Listing Agent Toni Tindle Covered Bridge Realty

304 E Washington St, Winterset, IA 50273

/31
Est $290,646 Not Listed For Sale

926 W Court Ave, Winterset, IA 50273
- 4 Beds
- 2 Baths
- 1,387 Sq Ft
- Built 1959
926 W Court Ave, Winterset, IA 50273

Last Sold Summary
- 1% Below List Price
- $211/SF
- 25 Days On Market
- Last Sold Price $292,500
- Jan 08, 2025
Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

/16
$134,900
- 2 Beds
- 1.5 Baths
- 1,620 Sq Ft
317 W Jefferson St, Winterset, IA 50273

Outstanding opportunity for a classic 2 Story Winterset home just two blocks from the downtown square! Real hardwood floors throughout the main level with lots of living space and an updated, modern kitchen. The 2+ bedrooms upstairs could easily be converted to a 3 bedroom if desired; or the bonus room could be used as an office, nursery or a huge walk-in closet. The flat backyard is mostly

Ted Weaver RE/MAX Concepts

317 W Jefferson St, Winterset, IA 50273
/24
$218,000 Sold May 22, 2025

1104 W South St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 912 Sq Ft
- Built 1961
Last Sold Summary
- 7% Below List Price
- $239/SF
- 58 Days On Market
Current Estimated Value $221,689

Last Listing Agent Kenneth Kauzlarich RE/MAX Precision

1104 W South St, Winterset, IA 50273

/28
Est $226,973 Not Listed For Sale

902 W Court Ave, Winterset, IA 50273
- 3 Beds
- 1 Bath
- 1,268 Sq Ft
- Built 1959
902 W Court Ave, Winterset, IA 50273

Last Sold Summary
- 8% Above List Price
- $166/SF
- 4 Days On Market
- Last Sold Price $210,000
- Dec 13, 2024
Last Listing Agent Rachel Eller Summerset Realty

/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
/21
$515,000 Sold Jun 18, 2025

902 S 9th Ave, Winterset, IA 50273
- 4 Beds
- 3 Baths
- 1,590 Sq Ft
- Built 2025
Last Sold Summary
- 2% Below List Price
- $324/SF
- 19 Days On Market
Current Estimated Value $525,662

Last Listing Agent Jennifer Stover Madison County Realty

902 S 9th Ave, Winterset, IA 50273

/24
Est $260,356 Not Listed For Sale

906 W Court Ave, Winterset, IA 50273
- 3 Beds
- 2.5 Baths
- 1,260 Sq Ft
- Built 1959
906 W Court Ave, Winterset, IA 50273

Last Sold Summary
- 4% Above List Price
- $199/SF
- 20 Days On Market
- Last Sold Price $251,000
- Jul 12, 2024
Last Listing Agent Jennifer Stover Madison County Realty

/27
$225,000
- 3 Beds
- 2 Baths
- 1,095 Sq Ft
619 N 10th St, Winterset, IA 50273

Adorable and thoughtfully updated 1 1/2 story home in historic Winterset, featuring a 2006 lift with a full poured-concrete basement. The main level offers a bright eat-in kitchen with all appliances included, whih opens to a deck - perfect for grilling. Off the kitchen is a full bathroom with laundry! There is a main floor bedroom that could also be used as a living room or flex space. Upstairs

Sarah Cowman Homefront Real Estate, LLC

619 N 10th St, Winterset, IA 50273
/6
$125,000 Sold Nov 21, 2025

Lot 5 114th Ct, Winterset, IA 50273
- Land
- 2.9 Acres
- $43,103 per Acre
Last Sold Summary
- 17% Below List Price
- 363 Days On Market
Last Listing Agent Julie Baudler RE/MAX Concepts

Lot 5 114th Ct, Winterset, IA 50273

/26
Est $264,456 Not Listed For Sale

708 N 4th Ave, Winterset, IA 50273
- 4 Beds
- 2 Baths
- 1,830 Sq Ft
- Built 1917
708 N 4th Ave, Winterset, IA 50273

Last Sold Summary
- 9% Above List Price
- $133/SF
- 10 Days On Market
- Last Sold Price $243,500
- Feb 21, 2025
Last Listing Agent Sonny Greene Iowa Realty Mills Crossing

/7
$160,000
- Land
- 3.32 Acres
- $48,193 per Acre
2211 Cedar Bridge Rd, Winterset, IA 50273

Introducing Five Iron Farms - Madison County's newest acreage subdivision. Five Iron Farms offers the best of both world: located in the city limits with city services, but also situated on 3+acres surrounded by farm ground with great views of the countryside. Located on a hard surface road and just down the road from Lakeview Country Club. Bring your own builder. A good reference address to use

Jennifer Stover Madison County Realty

2211 Cedar Bridge Rd, Winterset, IA 50273

Showing Results 81 - 120, Page 3 of 18

Iowa Madison County Winterset 50273

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