Winterset, IA Homes for Sale with Acreage

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  /6

  $275,000

  • Land
  • 10 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
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  Explore Winterset

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  /30

  $474,000

  • 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 on nearly an acre. Kitchen has had a complete remodel including adding a convenient island & farm sink. Master BR on 1st floor has large walk-in closet, and 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
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  /11

  $655,384

  • Land
  • 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

  0 Millstream Ct Unit 24336276, Winterset, IA 50273
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  /15

  $1,150,000

  • Land
  • 96 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

  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
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  /35

  $675,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  2283 Clark Tower Rd, Winterset, IA 50273

  Discover this stunning newly built ICF (Insulated Concrete Form) berm home, showcasing executive-level finishes and exceptional energy efficiency. Nestled on just over 4 picturesque acres with scenic views of the iconic Clark Tower and Middle River Valley, this property offers both privacy and convenience. Ideally located on pavement for easy access. Enjoy ample space with several versatile

  Marcus Sereg Iowa Realty South

  2283 Clark Tower Rd, Winterset, IA 50273
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  /35

  $850,000

  • 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 private acreage within city limits but just outside of town, this property offers the best of both worlds—peaceful seclusion with quick access to amenities and major highways.From the moment you step through the grand entry, you'll appreciate

  Alyssa Tadlock Madison County Realty

  2218 N John Wayne Dr, Winterset, IA 50273
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  /35

  $749,900

  • 3 Beds
  • 3 Baths
  • 1,740 Sq Ft

  1813 Maple Ct, Winterset, IA 50273

  Welcome to your private escape in Covered Bridge Estates- where peaceful acreage, custom living, and endless opportunity meet.This rare offering includes two lots, totaling over 6.25 acres of scenic rural residential land just minutes from Winterset. Tucked into the heart of Madison County, this property features a custom-built 1,740 sq ft ranch with thoughtful upgrades throughout: a

  Amy Lucht RE/MAX Precision

  1813 Maple Ct, Winterset, IA 50273
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  /35

  $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, 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 garage capacity for seven vehicles—yes,

  Sarah Cowman Homefront Real Estate, LLC

  1821 Millstream Ct, Winterset, IA 50273
• 

  

  /35

  $650,000

  • 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
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  /33

  $669,999

  • 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

  Kate Carlson Realty ONE Group Impact

  1634 170th St, Winterset, IA 50273
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  /23

  $279,000

  • Land
  • 22 Acres
  • $12,676 per Acre

  0000 Hogback Bridge Rd, Winterset, IA 50273

  This exceptional hunting and recreational farm along has a potential beautiful building site! Madison county is no secret to some of the absolute best views in all of Iowa. The Winterset area has so much to offer!! It has the small town feel with all the amenities that a large city would provide. If you're into walking and hiking Winterset offers the City Park and Pammel Park which offers trails

  Dennis Williams Midwest Land Group LLC

  0000 Hogback Bridge Rd, Winterset, IA 50273
• 

  

  /11

  $655,384

  • Land
  • 96 Acres
  • $6,819 per Acre

  00 Millstream Ave, Winterset, IA 50273

  Premium Row Crop Ground with Endless Potential | Madison County, IowaRepresenting 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 Clearfield silty clay

  Andrew Zellmer Peoples Company

  00 Millstream Ave, Winterset, IA 50273
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  /14

  $1,150,000

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

  00 Clark Tower Rd, Winterset, IA 50273

  Prime Rural Residential Developmental Land Offering | Just south of Winterset, IowaRepresenting 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 Residential—an increasingly difficult

  Andrew Zellmer Peoples Company

  00 Clark Tower Rd, Winterset, IA 50273
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  /4

  $74,500

  • Land
  • 3.00 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
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  /18

  $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 RE/MAX Precision

  4922 Cedar Ln, Winterset, IA 50273
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  /35

  $319,900

  • 3 Beds
  • 1 Bath
  • 1,350 Sq Ft

  2385 Holliwell Bridge Rd, Winterset, IA 50273

  Welcome to your dream country escape! You’ll fall in love with the scenic backdrop and peaceful surroundings! Nestled on 3.17 acres, this beautifully updated 1.5 story home offers the peace and privacy of rural living with the convenience of being close to town. Inside, the home features several key updates including a newer roof, new water lines, a newer heating & cooling with a mini-split unit

  Misty Darling BH&G Real Estate Innovations

  2385 Holliwell Bridge Rd, Winterset, IA 50273
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  /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
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  /12

  $215,000

  • Land
  • 4.68 Acres
  • $45,940 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
• 

  

  /22

  $440,000

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  2369 Saint Charles Rd, Winterset, IA 50273

  MADISON COUNTY ACREAGE! Beautiful ZERO ENTRY home, that was built with CONCRETE WALLS, on 10+- wooded acres. The beauty of the country, but on a paved road, close to Winterset and a 30-minute commute to West Des Moines. This home has a large kitchen with HICKORY CABINETS and plenty of counter space. You will love all of the big windows and French doors, bringing in so much natural light. The OPEN

  Betsy Breeding Realty ONE Group Impact

  2369 Saint Charles Rd, Winterset, IA 50273
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  /11

  $170,000

  • Land
  • 6 Acres
  • $28,239 per Acre

  1804 Millstream Ct, Winterset, IA 50273

  Wonderful opportunity to build on a 6 acre lot in Covered Bridge Estate. This lot provides private scenery with multiple places you could build your homesite. This lot has the potential for walking trails to the secluded lake or build with the lake in your back yard. North part of Winterset, 30 minutes to West Des Moines.

  Lindsay Range EXIT Realty & Associates

  1804 Millstream Ct, Winterset, IA 50273
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  /27

  $225,000

  • Land
  • 10 Acres
  • $21,676 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
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  /34

  $585,000

  • 5 Beds
  • 3 Baths
  • 1,739 Sq Ft

  711 E Madison St, Winterset, IA 50273

  Spectular 5 bedroom ranch beautiful finish and an enormous 30x54 shop/garage with concrete floor on 1.75 acres! This home boasts a huge living room which features high ceilings and a beautiful fireplace while the formal dining room offers a bit of privacy, both with attractive hardwood floors. The kitchen has tons of storage and leads to an eating area. Off the dining area is an enormous deck

  Sarah Cowman Homefront Real Estate, LLC

  711 E Madison St, Winterset, IA 50273
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  /33

  $549,900

  • 6 Beds
  • 4 Baths
  • 3,155 Sq Ft

  2237 Holliwell Valley Ct, Winterset, IA 50273

  Remarks: Welcome home! This 4.3 acre homestead will allow you to enjoy life to the fullest. Step into a spacious home with over 4,700 sq ft total of finished living space. At the heart of the home is a gorgeous kitchen with soft-close drawers, a walk-in pantry, and breathtaking views of the countryside hills and peaceful neighboring pond—best enjoyed from the sunny dining area or

  Wendy Eilander RE/MAX Concepts

  2237 Holliwell Valley Ct, Winterset, IA 50273
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  /16

  $450,000

  • Land
  • 19 Acres
  • $23,268 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
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  /18

  $199,000

  • Land
  • 7 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
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  /7

  $149,000

  • Land
  • 2.79 Acres
  • $53,405 per Acre

  Lot 34 Limestone Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 34 Limestone Ct, Winterset, IA 50273
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  /7

  $215,000

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

  Lot 26 114th Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

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

  $199,000

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

  Lot 23 112th Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 23 112th Ct, Winterset, IA 50273
• 

  

  /7

  $149,000

  • Land
  • 2.95 Acres
  • $50,508 per Acre

  Lot 36 Limestone Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 36 Limestone Ct, Winterset, IA 50273
• 

  

  /7

  $250,000

  • Land
  • 4.19 Acres
  • $59,666 per Acre

  Lot 17 114th Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 17 114th Ct, Winterset, IA 50273
• 

  

  /7

  $149,000

  • Land
  • 3.57 Acres
  • $41,737 per Acre

  Lot 38 Limestone Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 38 Limestone Ct, Winterset, IA 50273
• 

  

  /7

  $325,000

  • Land
  • 9 Acres
  • $35,326 per Acre

  Lot 32 Limestone Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 32 Limestone Ct, Winterset, IA 50273
• 

  

  /7

  $230,000

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

  Lot 30 Limestone Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 30 Limestone Ct, Winterset, IA 50273
• 

  

  /7

  $275,000

  • Land
  • 4.22 Acres
  • $65,166 per Acre

  Lot 31 Limestone Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 31 Limestone Ct, Winterset, IA 50273
• 

  

  /7

  $230,000

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

  Lot 28 Limestone Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 28 Limestone Ct, Winterset, IA 50273
• 

  

  /7

  $230,000

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

  Lot 29 Limestone Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 29 Limestone Ct, Winterset, IA 50273
• 

  

  /7

  $215,000

  • Land
  • 3.76 Acres
  • $57,181 per Acre

  Lot 27 114th Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 27 114th Ct, Winterset, IA 50273
• 

  

  /7

  $189,000

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

  Lot 25 114th Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 25 114th Ct, Winterset, IA 50273
• 

  

  /7

  $250,000

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

  Lot 22 112th Ct, Winterset, IA 50273

  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 garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

  Julie Baudler RE/MAX Concepts

  Lot 22 112th Ct, Winterset, IA 50273

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