Winterset, IA Recently Sold Recreational Land

Peoples Company is pleased to present this unique 141.79-acre property located just north of Winterset in Madison County, Iowa. Located just 1.5 miles off of Cumming Highway and within a 30-minute drive to the Des Moines Metro, this highly maintained

Sold Oct 31, 2025

$1,750,000142 acres

North River Trail, Winterset, IA, 50273, Madison County

Kolt Kiburz

If great hunting, fishing, and privacy are top on your list, this stunning 94-acre property located in Madison County may be for you. This farm is situated in the Middle River Valley, just North of Macksburg, Iowa, on paved Deer Run Ave. This area is

Sold Oct 2, 2023

$675,00094 acres

2400 Deer Run Ave, Winterset, IA, 50273, Madison County

Madison County land offering that truly has it all! This property checks all boxes with beautiful building site locations, quality soils allowing for income potential, and excellent managed hunting and recreational space. The setting on top of a hill

Sold Feb 14, 2020

$449,50081 acres

Settlers Trail, Winterset, IA, 50273, Madison County

Travis Smock

LOCATION, LOCATION, LOCATION! Welcome to this pristine 195 acre Madison County farm located off Highway G50 in between Winterset and St. Charles Iowa. Conveniently located less than 30 minutes from West Des Moines, Madison County offers the perfect b

Sold Aug 7, 2024

$1,562,000196 acres

2439 Settlers Trail, Winterset, IA, 50273, Madison County

Tyler Besser

This high quality farmland is offered for sale by auction, in Madison County, IA. Located southeast of Winterset, just off a paved road. The farm is located in Scott Township, Section 15. This is an excellent opportunity to buy a high quality farm, w

Sold Nov 6, 2023

Auction98.6 acres

Prairie View Ave, Winterset, IA, 50273, Madison County

Jason Smith

Dream Dirt Farm And Ranch Real Estate, LLC

Sold Aug 23, 2026

$725,00072.3 acres

State Highway 92, Winterset, IA, 50273, Madison County

A rare and highly sought after opportunity in Madison County, Iowa 72.26 surveyed acres m/l located immediately off pavement and within a short commute to the Des Moines Metro. The property is located in Sections 27 and 28 of Union Township, just eas

Matt Adams

A rare and highly sought after opportunity in Madison County, Iowa 49.62 surveyed acres m/l located immediately off the pavement and within a short commute to the Des Moines Metro. The property is located in Section 27 of Union Township, just east of

Sold Aug 23, 2026

$483,79549.6 acres

State Highway 92, Winterset, IA, 50273, Madison County

Matt Adams

A rare and highly sought after opportunity in Madison County, Iowa 22.64 surveyed acres m/l located immediately off the pavement and within a short commute to the Des Moines Metro. The property is located in Section 28 of Union Township, just east of

Sold Aug 23, 2026

$260,36022.6 acres

State Highway 92, Winterset, IA, 50273, Madison County

Matt Adams

KILOTERRA is proud to present this diverse 60-acre property in Madison County, offering a rare blend of productive land, prime hunting, and build potential. Located less than 10 minutes from Winterset and just 30 minutes from West Des Moines, this pr

Sold Dec 2, 2025

$495,00060 acres

2340 Holliwell Bridge Rd, Winterset, IA, 50273, Madison County

Escape to the country and embrace the tranquility of this stunning 20 m/l acre property in Madison County, Iowa. Located southwest of Winterset on Fieldstone Ave, this picturesque parcel offers the perfect blend of natural beauty and recreational opp

Sold Apr 1, 2025

$250,00020 acres

2646 Fieldstone Avenue, Winterset, IA, 50273, Madison County

Discover this beautiful small-acreage in Madison County, located less than 10 minutes from Winterset and just 30 minutes from West Des Moines. Situated less than a mile from pavement, this farm offers a perfect blend of tillable ground and open pastu

Sold Nov 25, 2025

$272,87529 acres

Pioneer Avenue, Winterset, IA, 50273, Madison County

KILOTERRA is proud to present this 5.25 acre recreational tract in the heart of Madison County, just West of the town of Winterset. This property sits just 2 miles North of one of the historic Madison County covered bridges, the "Roseman Bridge". Thi

Sold Mar 6, 2025

$27,5005 acres

Roseman Bridge Road, Winterset, IA, 50273, Madison County

Rec tract is located off of Highway G50.

Sold

$1,475,000195 acres

Settlers Trail, LotWP#002, Winterset, IA, 50273, Madison County

Gabe Adair

Whitetail Properties Real Estate

Sold Dec 29, 2023

$375,00049.6 acres

Iowa Highway 92, Winterset, IA, 50273, Madison County

Doug Bear