Winterset, IA Homes for Sale with Acreage

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  /27

  $499,000

  • 4 Beds
  • 3 Baths
  • 1,404 Sq Ft

  2155 148th St, Winterset, IA 50273

  Tranquil Country Living Just Minutes from the City Experience peaceful country living with city convenience on this stunning 4.19-acre corner lot innorth-central Madison County—just 20 miles west of Jordan Creek Mall and 7 miles from I-80.A tree-lined drive welcomes you to this serene property featuring a 36x34 metal outbuilding withpower, concrete floors, and 14-ft overhead

  

  Cindy Miller

  Keller Williams Realty GDM

  (515) 493-7953

  2155 148th St, Winterset, IA 50273
• Explore Winterset

• 

  

  

  /35

  $450,000

  • 3 Beds
  • 3 Baths
  • 2,389 Sq Ft

  1913 N 1st St, Winterset, IA 50273

  Hard to find home on this parcel just N of Winterset 4-way intersection of Hwy 92 & 169. This home has 3BR's & 3 baths sitting proudly on nearly 1 acre. Kitchen has had a complete remodel including adding a convenient island & farm sink. Master/BR on 1st floor has large walk-in closet, & tiled walk-in shower. Main floor laundry off the kitchen. Other features on the 1st level include a formal

  

  Toni Tindle

  Covered Bridge Realty

  (515) 824-5239

  1913 N 1st St, Winterset, IA 50273
• 

  

  

  /6

  $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

  

  Chris Kew

  RE/MAX Precision

  (515) 531-5829

  2212 Deer Run Ave, Winterset, IA 50273
• 

  

  

  /9

  $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
• 

  

  

  /9

  $272,875

  • Land
  • 29.49 Acres
  • $9,253 per Acre

  Pioneer Ave, Winterset, IA 50273

  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 pasture. Approximately 8 acres are currently in a corn and soybean rotation, with the remaining balance used for pasture and recreation. A small creek

  KILOTERRA KILOTERRA KILOTERRA | Land Sales & Auctions

  Pioneer Ave, Winterset, IA 50273
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  /37

  $495,000

  • Land
  • 60 Acres
  • $8,250 per Acre

  2340 Holliwell Bridge Rd, Winterset, IA 50273

  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 property delivers the ideal balance of rural seclusion and modern convenience. Access is available from the east, west, and south sides, with pavement

  KILOTERRA KILOTERRA KILOTERRA | Land Sales & Auctions

  2340 Holliwell Bridge Rd, Winterset, IA 50273
• 

  

  /11

  $655,384

  • Land
  • 50.51 Acres
  • $12,975 per Acre

  0 Millstream Ct Unit 24336276, Winterset, IA 50273

  Premium Row Crop Ground with Endless Potential | Madison County, IowaPeoples Company is proud to represent the Utsler Family Trust in the sale of 50.51 gross acres m/l located in Section 18 of Scott Township in Madison County. This farm consists of an estimated 48.19 FSA cropland acres currently in row crop production boasting highly productive soils including Sharpsburg, Macksburg, and

  Andrew Zellmer Peoples Company

  0 Millstream Ct Unit 24336276, Winterset, IA 50273
• 

  

  /15

  $1,150,000

  • Land
  • 96.11 Acres
  • $11,965 per Acre

  0 Clark Tower Rd, Winterset, IA 50273

  Prime Rural Residential Developmental Land Offering | Just south of Winterset, IowaPeoples Company is proud to represent the Utsler Family Trust in the sale of an exceptional 96.11-acre m/l property located just 3 miles south of Winterset, Iowa, with paved access from Clark Tower Road. This offering represents a rare opportunity to acquire a tract of land already zoned Rural Residentialan

  Andrew Zellmer Peoples Company

  0 Clark Tower Rd, Winterset, IA 50273
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  /132

  $2,931,000

  • Land
  • 400 Acres
  • $7,328 per Acre

  2169 Adair Madison Ave, Winterset, IA 50273

  Welcome to a truly exceptional and one-of-a-kind property offering the very best of Iowa’s scenic countryside. Situated just a few miles west of Winterset, this breathtaking 400 +/- acre farm presents a rare opportunity to own a perfect blend of income-producing land and world-class hunting.This property features approximately120 +/- acres of tiled and terraced cropland, currently under

  Sean Stewart Midwest Land Group

  2169 Adair Madison Ave, 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
• 

  

  /28

  $924,900

  • 4 Beds
  • 2.5 Baths
  • 1,534 Sq Ft

  2176 148th St, Winterset, IA 50273

  Discover 17.9 Acres of Updated Country Living. Welcome to your dream acreage! This beautifully updated home sits on 17.9 acres of rolling countryside with a private pond, woods, and multiple outbuildings. Inside, the main level has been completely renovated with a brand-new kitchen featuring quartz countertops, sleek cabinetry, stainless appliances, and an open floor plan filled with natural

  Jason Russell Realty ONE Group Impact

  2176 148th St, Winterset, IA 50273
• 

  

  /34

  $699,900

  • 4 Beds
  • 3.5 Baths
  • 2,200 Sq Ft

  1821 Millstream Ct, Winterset, IA 50273

  Prepare to be taken back by this distinguished two-story residence. With over 3700 finished square feet- masterfully crafted and lavishly finished with beautiful living space. Setting on three breathtaking acres, every inch of this estate exudes luxury and warmth—from the inviting front porch to expansive decks, professionally designed landscaping, a cozy inviting firepit, and an astounding

  Sarah Cowman Homefront Real Estate, LLC

  1821 Millstream Ct, Winterset, IA 50273
• 

  

  /33

  $662,499

  • 4 Beds
  • 3 Baths
  • 1,895 Sq Ft

  1634 170th St, Winterset, IA 50273

  Scenic Winterset Acreage – Earlham Schools - Ranch Home on 11+ Acres with Walkout Basement & Hobby Farm Features!Discover your dream homestead just minutes from Winterset! This beautifully maintained ranch-style home sits on 11.2 acres of rolling countryside and offers 4 bedrooms, 3 full bathrooms, and a fully finished walkout basement.Step into the heart of the home — a chef’s kitchen

  Kate Carlson Realty ONE Group Impact

  1634 170th St, Winterset, IA 50273
• 

  

  /32

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  1541 Nature Ct, Winterset, IA 50273

  Endless possibilities on nearly 5 acres of peaceful countryside! This 3-bedroom, 2-bath manufactured home sits on 4.98 acres off a private drive, offering beautiful views and plenty of room to enjoy country living your way. With no covenants or restrictions, you’re free to bring animals, build a dream home, add a shop, or simply enjoy the open space. The home features an open layout with updated

  Elizabeth Gordon Realty ONE Group Impact

  1541 Nature Ct, Winterset, IA 50273
• 

  

  /17

  $195,000

  • Land
  • 4.88 Acres
  • $39,959 per Acre

  4922 Cedar Ln, Winterset, IA 50273

  Looking for the perfect mix of privacy, space, and convenience? This stunning 4.88-acre lot at the end of a quiet cul-de-sac offers just that. Located on a paved road between West Des Moines and Winterset, this property features a beautiful blend of open grassland and mature timber, ideal for creating your custom retreat.There's room for it all: your dream home, an outbuilding, or even a

  Timothy Scheib Real Broker, LLC

  4922 Cedar Ln, Winterset, IA 50273
• 

  

  /35

  $650,000

  • 3 Beds
  • 3 Baths
  • 2,064 Sq Ft

  1706 Mueller Ct, Winterset, IA 50273

  Nature lover’s dream! Tucked away on 8.1 breathtaking acres, this property offers peace, privacy, and a front-row seat to nature’s beauty. Mature trees surround the home, creating a serene setting filled with wildlife and seasonal color. Step inside to an open-concept main level designed to bring the outdoors in, featuring a spacious eat-in kitchen with walk-in pantry and large windows framing

  Ashlee & Kyle Knickerbocker Keller Williams Realty GDM

  1706 Mueller Ct, Winterset, IA 50273
• 

  

  /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
• 

  

  /14

  $140,000

  • Land
  • 3.67 Acres
  • $38,147 per Acre

  2228 Holliwell Valley Ct, Winterset, IA 50273

  Picture your dream home nestled on 3.67 acres in the heart of Madison County. This flat, buildable acreage is framed by mature trees and rolling valleys, creating a private country retreat. With utilities available at the road and multiple sites to choose from, you can design the perfect layout for your new home. Just a short drive from Winterset and steps away from the Holliwell Valley Covered

  Misty Darling BH&G Real Estate Innovations

  2228 Holliwell Valley Ct, 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
• 

  

  /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
• 

  

  /20

  $127,900

  • Land
  • 4.15 Acres
  • $30,819 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
• 

  

  /9

  $130,000

  • Land
  • 4.32 Acres
  • $30,093 per Acre

  0000 Saint Charles Rd, Winterset, IA 50273

  Build your dream home on this private 4.3 acre parcel with beautiful views overlooking the Middle River Valley. On hard surface with rural water and electric at the street. Close to Winterset and easy commute to Des Moines.

  Katie Bloom LPT Realty, LLC

  0000 Saint Charles Rd, Winterset, IA 50273
• 

  

  /4

  $74,500

  • Land
  • 3 Acres
  • $24,833 per Acre

  1796 Millstream Ct, Winterset, IA 50273

  Beautiful 3-acre lot located in the desirable Covered Bridge Estates! This scenic property offers the perfect blend of country feel with community convenience. Ideal for building your dream home with room to spread out—bring your own builder! Enjoy paved roads, rural water access at the road, and peaceful surroundings in this established neighborhood. Just minutes from town, with easy access to

  Rachel Eller Summerset Realty

  1796 Millstream Ct, Winterset, IA 50273
• 

  

  /35

  $624,500

  • 4 Beds
  • 3 Baths
  • 1,878 Sq Ft

  1694 McBride Ridge Ct, Winterset, IA 50273

  Acreage for sale in Winterset Iowa! Discover your own slice of country paradise just 100 yards off paved Cumming Road! This 4-bedroom, 3-bath walkout ranch sits on nearly 5 acres—about 90% fenced—and is a dream for nature lovers, hobby gardeners, and dog enthusiasts alike. Built in 2003, this spacious home boasts over 3,300 sq ft of finished living space. The main level features a cozy family

  Michelle Price Realty ONE Group Impact

  1694 McBride Ridge Ct, Winterset, IA 50273
• 

  

  /10

  $299,000

  • Land
  • 10 Acres
  • $29,900 per Acre

  TBD Iowa 92, Winterset, IA 50273

  Build Your Dream Home on this Scenic 10-Acre Parcel!Located just off paved Highway 92 and only 25 minutes from the Des Moines metro, this beautiful ±10 acre lot offers the perfect mix of convenience and peaceful country living. With scenic views, open space, and rural water and electric at the road, it’s an ideal setting for your future home, hobby farm, or weekend retreat.Plenty of

  Rachel Eller Summerset Realty

  TBD Iowa 92, Winterset, IA 50273
• 

  

  /12

  $199,900

  • Land
  • 4.68 Acres
  • $42,714 per Acre

  2215 245 Ln, Winterset, IA 50273

  Beautiful rolling building lot just south of town and on minimal gravel located on a dead end road! This 4.68 acre m/l lot is ready for you to bring your builder and build your dream home! The lot gently rolls to the north for a walk out opportunity and overlooks the neighbor's pristine pond! There will be very minimal covenants (currenty being drawn up by attorney) and the county needs to

  Sarah Cowman Homefront Real Estate, LLC

  2215 245 Ln, Winterset, IA 50273
• 

  

  /27

  $185,000

  • Land
  • 10.38 Acres
  • $17,823 per Acre

  TBD Carver Rd, Winterset, IA 50273

  Picturesque 10 acre building site w many miles of valley views to build your dream home or multiple cabin retreat. Multiple building locations and driveways are possible on this property. Enjoy complete privacy, abundant natural beauty, and endless possibilities for creating your ideal retreat. Enjoy private the existing trails through the land just a few minutes south of Winterset and a half

  Lindsay Range EXIT Realty & Associates

  TBD Carver Rd, Winterset, IA 50273
• 

  

  /16

  $435,000

  • Land
  • 19.34 Acres
  • $22,492 per Acre

  1122 220th St, Winterset, IA 50273

  Have you been looking for the perfect recreational property? This acreage will check all of the boxes: 40X64X12 outbuilding, timber, small cabin, great hunting, pond. The outbuilding has electric, spray foam insulation, water, plumbed for bath. Don't miss the cute cabin in the middle of the timber. The cabin makes a great hunting retreat. The cabin has an electric fireplace and wall heater. This

  Jennifer Stover Madison County Realty

  1122 220th St, Winterset, IA 50273
• 

  

  /18

  $199,000

  • Land
  • 7.14 Acres
  • $27,871 per Acre

  2368 Saint Charles Rd, Winterset, IA 50273

  BRING YOUR OWN BUILDER!!! This 7.14 acres is located right off the St Charles pavement, offering convenience and gorgeous fall views. Schedule a showing today!

  Rachel Eller Summerset Realty

  2368 Saint Charles Rd, Winterset, IA 50273
• 

  

  /7

  $170,000

  • Land
  • 3.76 Acres
  • $45,213 per Acre

  Lot 27 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 27 114th Ct, 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

  $189,000

  • Land
  • 2.88 Acres
  • $65,625 per Acre

  Lot 25 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 25 114th Ct, Winterset, IA 50273
• 

  

  /7

  $199,000

  • Land
  • 3.34 Acres
  • $59,581 per Acre

  Lot 23 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 23 112th 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
• 

  

  /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
• 

  

  /7

  $199,000

  • Land
  • 3.15 Acres
  • $63,175 per Acre

  Lot 20 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 20 112th Ct, Winterset, IA 50273
• 

  

  /7

  $250,000

  • Land
  • 3.75 Acres
  • $66,667 per Acre

  Lot 18 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 18 114th Ct, Winterset, IA 50273
• 

  

  /7

  $120,000

  • Land
  • 3.57 Acres
  • $33,613 per Acre

  Lot 38 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 38 Limestone Ct, Winterset, IA 50273
• 

  

  /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
• 

  

  /7

  $199,000

  • Land
  • 4.19 Acres
  • $47,494 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

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