Winterset, IA Homes

$635,784

New Construction Pending
- 4 Beds
- 2.5 Baths
- 2,622 Sq Ft
2150 114th Ct, Winterset, IA 50273

24 Hour Sale - Happe Homes Raleigh floor plan BTO

David Schabold LPT Realty, LLC

2150 114th Ct, Winterset, IA 50273
/7
$199,000

Sold Jan 08, 2026

Lot 20 112th Ct, Winterset, IA 50273
- Land
- 3.15 Acres
- $63,175 per Acre
Last Sold Summary
- 20% Below List Price
- 413 Days On Market
Last Listing Agent Julie Baudler RE/MAX Concepts

Lot 20 112th Ct, Winterset, IA 50273

/22
Est $197,717

Not Listed For Sale

222 W Summit St, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 1,038 Sq Ft
- Built 1900
222 W Summit St, Winterset, IA 50273

Last Sold Summary
- 4 Days On Market
Last Listing Agent Kyle Kuhns RE/MAX Revolution

/11
$75,000
- 1 Bed
- 1 Bath
- 576 Sq Ft
624 W Summit St, Winterset, IA 50273

Good location for this 1 bedroom, 1 bath ranch home. Located on a large corner lot(76x102). This property would make a great investment opportunity. This property could be zoned commercial or residential.

Randall Henry Madison County Realty

624 W Summit St, Winterset, IA 50273
/13
$298,000

Sold May 22, 2026

623 W Green St, Winterset, IA 50273
- 4 Beds
- 3 Baths
- 1,464 Sq Ft
- Built 1977
Last Sold Summary
- 5% Below List Price
- $204/SF
- 55 Days On Market
Current Estimated Value $295,476

Last Listing Agent Markjon Trierweiler RE/MAX Precision

623 W Green St, Winterset, IA 50273

/18
Est $291,047

Not Listed For Sale

604 S 2nd Ave, Winterset, IA 50273
- 2 Beds
- 2 Baths
- 1,580 Sq Ft
- Built 1977
604 S 2nd Ave, Winterset, IA 50273

Last Sold Summary
- 70 Days On Market
Last Listing Agent Jennifer Stover Madison County Realty

/28
$335,000

$30K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,669 Sq Ft
1514 MacKensie Cir, Winterset, IA 50273

Spacious 2 story home in the Birchwood development. 3 bedrooms, 2.5 baths, 1669sf. Modern open floor plan. Large kitchen and dining area. Sliding door from dining area leads to the deck. Just off the kitchen is a home office/formal dining room. The 2nd floor features 3 generous bedroom, 2 baths, and laundry room. The lower level is ready for the new homeowners to finish for even more living

Jennifer Stover Madison County Realty

1514 MacKensie Cir, Winterset, IA 50273
/7
$240,000

Sold Feb 27, 2026

Lot 18 114th Ct, Winterset, IA 50273
- Land
- 3.75 Acres
- $64,000 per Acre
Last Sold Summary
- 4% Below List Price
- 445 Days On Market
Last Listing Agent Julie Baudler RE/MAX Concepts

Lot 18 114th Ct, Winterset, IA 50273

/23
Est $216,580

Not Listed For Sale

421 E Court Ave, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 1,098 Sq Ft
- Built 1905
421 E Court Ave, Winterset, IA 50273

Last Sold Summary
- 76 Days On Market
Last Listing Agent Alyssa Tadlock Madison County Realty

/34
$349,900

Pending
- 4 Beds
- 2.5 Baths
- 1,833 Sq Ft
724 W Buchanan St, Winterset, IA 50273

Completely renovated 4-bedroom, 2-bath home featuring extensive interior and exterior improvements, along with major structural upgrades that provide long-term peace of mind. Thoughtfully updated from top to bottom, the home offers all new flooring throughout, creating a seamless and modern feel across the main living areas, bedrooms, and finished basement. The bathrooms have been fully remodeled

Ben Flurey A.I.M. Real Estate & Consultin

724 W Buchanan St, Winterset, IA 50273
/20
$167,500

Sold Mar 27, 2026

000 Ivy Trail, Winterset, IA 50273
- Land
- 13.6 Acres
- $12,316 per Acre
Last Sold Summary
- 25% Below List Price
- 722 Days On Market
Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

000 Ivy Trail, Winterset, IA 50273

/25
Est $217,092

Not Listed For Sale

716 E Filmore St, Winterset, IA 50273
- 3 Beds
- 1.5 Baths
- 1,176 Sq Ft
- Built 1992
716 E Filmore St, Winterset, IA 50273

Last Sold Summary
- 179 Days On Market
Last Listing Agent Tanner Couch LPT Realty, LLC

/35
$235,000

$4K PRICE DROP Pending
- 3 Beds
- 2.5 Baths
- 1,246 Sq Ft
207 E Buchanan St, Winterset, IA 50273

Now this is a home you'll want to show off! A historic Frame House in the heart of Winterset, fully renovated & remarkably designed. Huge curb appeal, mature trees, brand new front deck. Inside is a beautiful entry that leads to a stunning, expansive living room with original shiplap ceiling, tons of natural light. Gorgeous, grand dining room. The kitchen meets your needs & has tons of style. New

Alison Frank Platinum Realty LLC

207 E Buchanan St, Winterset, IA 50273
/35
$295,000

Sold Aug 17, 2026

902 E Court Ave, Winterset, IA 50273
- 3 Beds
- 1.5 Baths
- 1,600 Sq Ft
- Built 1870
Last Sold Summary
- $184/SF
- 3 Days On Market
Current Estimated Value $285,035

Last Listing Agent Ian Sparks Homefront Real Estate, LLC

902 E Court Ave, Winterset, IA 50273

/33
Est $322,880

Not Listed For Sale

117 E High St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 2020
117 E High St, Winterset, IA 50273

Last Sold Summary
- 9 Days On Market
Last Listing Agent Toni Tindle Covered Bridge Realty

/7
$149,000
- Land
- 2.93 Acres
- $50,853 per Acre
Lot 35 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 35 Limestone Ct, Winterset, IA 50273
/35
$475,000

Sold May 29, 2026

1806 N 8th Ave, Winterset, IA 50273
- 4 Beds
- 2 Baths
- 1,792 Sq Ft
- Built 1910
Last Sold Summary
- $265/SF
- 14 Days On Market
Current Estimated Value $465,721

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

1806 N 8th Ave, Winterset, IA 50273

/27
Est $203,174

Not Listed For Sale

721 E High St, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 1,168 Sq Ft
- Built 1957
721 E High St, Winterset, IA 50273

Last Sold Summary
- 130 Days On Market
Last Listing Agent Jon Lipovac RE/MAX Precision

/14
$69,900
- 3 Beds
- 1 Bath
- 1,221 Sq Ft
313 E North St, Winterset, IA 50273

Rare opportunity in historic Winterset! This 3-bedroom, 1-bath home offers approximately 1,221 square feet and is ready for a complete renovation. Great neighborhood, and close the historic Winterset square. Property is being sold strictly As-Is. Ideal for investors, contractors, or buyers looking for their next rehabilitation project. Excellent opportunity to restore a classic 1900 home and

Roger Queck Pro Team Realty

313 E North St, Winterset, IA 50273
/19
$62,500

Sold Aug 29, 2025

215 W Filmore St, Winterset, IA 50273
- 3 Beds
- 1.5 Baths
- 1,186 Sq Ft
- Built 1890
Last Sold Summary
- 50% Below List Price
- $53/SF
- 166 Days On Market
Current Estimated Value $127,813

Last Listing Agent Steven Camerona Iowa Realty Beaverdale

215 W Filmore St, Winterset, IA 50273

/17
Est $181,652

Not Listed For Sale

823 E Jefferson St, Winterset, IA 50273
- 2 Beds
- 1.5 Baths
- 780 Sq Ft
- Built 1957
823 E Jefferson St, Winterset, IA 50273

Last Sold Summary
- 7 Days On Market
Last Listing Agent Rachel Eller Summerset Realty

/28
$4,938,450
- Land
- 451.34 Acres
- $10,942 per Acre
0 N River School Rd Unit NOC6340580, Winterset, IA 50273

Peoples Company is proud to present the Hogback Farm, an exceptional 451 acre m/l recreational and income-producing property located in the heart of Madison County, Iowa, just a short drive from the Des Moines metro. Tucked into a highly desirable corridor between Winterset and Adel, less than one mile from paved Highway 169, this property offers a rare combination of privacy, natural beauty, and

Bryan Bergdale Peoples Company

0 N River School Rd Unit NOC6340580, Winterset, IA 50273
/18
$162,500

Sold Sep 26, 2025

408 E Benton St, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 768 Sq Ft
- Built 1956
Last Sold Summary
- 19% Below List Price
- $212/SF
- 103 Days On Market
Current Estimated Value $159,269

Last Listing Agent Jamie Adkins RE/MAX Precision

408 E Benton St, Winterset, IA 50273

/8
Est $183,460

Not Listed For Sale

223 N 8th St, Winterset, IA 50273
- 3 Beds
- 1 Bath
- 1,048 Sq Ft
- Built 1952
223 N 8th St, Winterset, IA 50273

Last Sold Summary
- 5 Days On Market
Last Listing Agent Darson Grantham Keller Williams Realty GDM

/7
$240,000

$10K PRICE DROP
- Land
- 4.19 Acres
- $57,279 per Acre
Lot 17 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 17 114th Ct, Winterset, IA 50273
/34
$580,000

Sold Mar 17, 2026

2218 N John Wayne Dr, Winterset, IA 50273
- 3 Beds
- 3.5 Baths
- 3,298 Sq Ft
- Built 1988
Last Sold Summary
- 14% Below List Price
- $176/SF
- 92 Days On Market
Last Listing Agent Alyssa Tadlock Madison County Realty

2218 N John Wayne Dr, Winterset, IA 50273

/18
Est $184,891

Not Listed For Sale

217 N 7th St, Winterset, IA 50273
- 3 Beds
- 1 Bath
- 1,477 Sq Ft
- Built 1890
217 N 7th St, Winterset, IA 50273

Last Sold Summary
- 83 Days On Market
Last Listing Agent Ian Sparks Homefront Real Estate, LLC

/2
$855,422

Pending
- 5 Beds
- 4.5 Baths
- 2,824 Sq Ft
1136 Limestone Ct, Winterset, IA 50273

Sage Homes BTO- Walnut Plan

Kristina Leek RE/MAX Precision

1136 Limestone Ct, Winterset, IA 50273
/18
$212,000

Sold May 28, 2026

1221 W Washington St, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 816 Sq Ft
- Built 1974
Last Sold Summary
- 8% Below List Price
- $260/SF
- 82 Days On Market
Current Estimated Value $209,157

Last Listing Agent Jennifer Stover Madison County Realty

1221 W Washington St, Winterset, IA 50273

/13
Est $184,644

Not Listed For Sale

609 E Jefferson St, Winterset, IA 50273
- 2 Beds
- 1 Bath
- 1,060 Sq Ft
- Built 1919
609 E Jefferson St, Winterset, IA 50273

Last Sold Summary
- 47 Days On Market
Last Listing Agent Rachel Eller Summerset Realty

/7
$220,000

$55K PRICE DROP
- 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
/24
$256,000

Sold Jul 13, 2026

610 W Washington St, Winterset, IA 50273
- 4 Beds
- 2 Baths
- 1,482 Sq Ft
- Built 1962
Last Sold Summary
- 2% Below List Price
- $173/SF
- 50 Days On Market
Current Estimated Value $251,478

Last Listing Agent Larry Corkrean Madison County Realty

610 W Washington St, Winterset, IA 50273

/29
Est $266,411

Not Listed For Sale

720 N 3rd St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
- Built 1969
720 N 3rd St, Winterset, IA 50273

Last Sold Summary
- 63 Days On Market
Last Listing Agent Benjamin Bjorholm 1 Percent Lists Evolution

/35
$299,900

Pending
- 5 Beds
- 1.5 Baths
- 1,823 Sq Ft
417 N John Wayne Dr, Winterset, IA 50273

If character and charm is what you are looking for - this home is a must see. Completely renovated in 2021 including new roof, furnace, a/c, plumbing, wiring, windows and paint! This beauty is move in ready! You will first be greeted by the spacious covered front porch and enter into the living room where you will appreciate the beautiful original wood work and hardwood floors. Off the living

Sarah Cowman Homefront Real Estate, LLC

417 N John Wayne Dr, Winterset, IA 50273
/7
$120,000

Sold Mar 06, 2026

Lot 38 Limestone Ct, Winterset, IA 50273
- Land
- 3.57 Acres
- $33,613 per Acre
Last Sold Summary
- 19% Below List Price
- 459 Days On Market
Last Listing Agent Julie Baudler RE/MAX Concepts

Lot 38 Limestone Ct, Winterset, IA 50273

/25
Est $169,599

Not Listed For Sale

702 N 2nd Ave, Winterset, IA 50273
- 3 Beds
- 1.5 Baths
- 1,336 Sq Ft
- Built 1870
702 N 2nd Ave, Winterset, IA 50273

Last Sold Summary
- 59 Days On Market
Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

/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
/28
$260,000

Sold Jun 10, 2026

1509 W South St, Winterset, IA 50273
- 3 Beds
- 2 Baths
- 864 Sq Ft
- Built 1982
Last Sold Summary
- 5% Below List Price
- $301/SF
- 56 Days On Market
Current Estimated Value $259,144

Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

1509 W South St, Winterset, IA 50273

/21
Est $239,132

Not Listed For Sale

703 N 3rd Ave, Winterset, IA 50273
- 3 Beds
- 1 Bath
- 960 Sq Ft
- Built 1976
703 N 3rd Ave, Winterset, IA 50273

Last Sold Summary
- 107 Days On Market
Last Listing Agent Sarah Cowman Homefront Real Estate, LLC

/2
$125,000
- Land
- 31,798 Sq Ft
- $171,233 per Acre
Lot 3 N 4th Ave, Winterset, IA 50273

New Light Commercial Development. Lots will be ready to build upon in Spring 2025, Road is being paved in Fall 2024. All utilities to the lots. Great location for easy access to major highways. Listing agent has ownership in the property.

Peter Corkrean Madison County Realty

Lot 3 N 4th Ave, Winterset, IA 50273

Showing Results 241 - 280, Page 7 of 18

Iowa Madison County

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

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Winterset, IA Homes

Real Estate & Homes