40

Winterset, IA Homes for Sale with Acreage

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  • /35

    $375,000

    $99K PRICE DROP
    • 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

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    1913 N 1st St, Winterset, IA 50273
  • /61

    $478,577

    • Land
    • 68.86 Acres
    • $6,950 per Acre

    1479 280th St, Winterset, IA 50273

    Located northeast of Macksburg and southwest of Winterset, this 68.86-acre m/l Madison County farm offers an excellent combination of CRP income, mature timber, wildlife habitat, and recreation. The property includes 46.71 acres enrolled in CRP, generating $11,052 annually through September 30, 2033. The balance of the farm features substantial timber and wooded cover, creating outstanding

    Garret Armstrong Whitetail Properties Real Estate, LLC

    1479 280th St, Winterset, IA 50273
  • /11

    $350,000

    • Land
    • 18.64 Acres
    • $18,777 per Acre

    0 Clark Tower Rd, Winterset, IA 50273

    Luxury Executive Acreage on Pavement | 18.64 Acres Just South of Winterset, Iowa Presenting a premier 18.64-acre executive acreage opportunity located just three miles south of Winterset on paved Clark Tower Road. Opportunities of this caliber in Madison County are increasingly difficult to find, offering the perfect combination of scenic beauty, privacy, usable land, and convenient access to the

    Andrew Zellmer Peoples Company

    0 Clark Tower Rd, Winterset, IA 50273
  • /28

    $4,938,450

    • Land
    • 451.34 Acres
    • $10,942 per Acre

    00 N River School Rd, 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 the vibrant and growing communities of Winterset and Adel, less than one mile from paved US Highway 169, this property offers a rare

    Bryan Bergdale Peoples Company

    00 N River School Rd, Winterset, IA 50273
  • /64

    $949,900

    $245K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,210 Sq Ft

    1524 260th St, Winterset, IA 50273

    DREAMS DO COME TRUE! Take a look at this exquisite 2 story home on 15ac in beautiful MADISON COUNTY. As soon as you walk in the door you will see what makes this home stand out. The CRAFTSMANSHIP is amazing, from the CUSTOM CABINETS, DOORS and COMMERCIAL EXHAUST VENT, all made on site, to the CUSTOM STEEL BACKSPLASH and BARN BOARDS from the old Homestead that was located on this acreage. The

    Betsy Breeding Realty ONE Group Impact

    1524 260th St, Winterset, IA 50273
  • /33

    $999,500

    $251K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,282 Sq Ft

    1826 Green Ln, Winterset, IA 50273

    Rare opportunity to own 57.36 gross acres featuring a charming 2-story log home, quality livestock facilities, productive pasture, and North River frontage in the desirable Earlham School District. Located just 3 miles north of Highway 92 and approximately 2 miles east of Earlham Road, this well-maintained farm offers the ideal combination of country living and functional agricultural

    Shane Spyksma Kiloterra

    1826 Green Ln, Winterset, IA 50273
  • /47

    $537,513

    • Land
    • 77.34 Acres
    • $6,950 per Acre

    1474 280th St, Winterset, IA 50273

    Located northeast of Macksburg and southwest of Winterset, this 77.34-acre m/l Madison County property offers an attractive combination of income, recreation, wildlife habitat, and potential building opportunities. The farm is enrolled in the Conservation Reserve Program (CRP), providing an annual payment of $10,647.00 while maintaining established grassland habitat. The CRP cover, combined with

    Garret Armstrong Whitetail Properties Real Estate, LLC

    1474 280th St, Winterset, IA 50273
  • /25

    $414,900

    $15K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,077 Sq Ft

    2607 Quail Ridge Trail, Winterset, IA 50273

    Set on 3 peaceful acres in Madison County, this charming 1.5-story farmhouse offers the perfect blend of country character, privacy and everyday function. With 2,077 square feet, the home features a warm farmhouse style throughout, including a farmhouse kitchen, inviting living spaces, 2 bathrooms, one bedroom on the main level, and three additional bedrooms upstairs.The sunroom overlooks the

    Julie Egli RE/MAX Precision

    2607 Quail Ridge Trail, Winterset, IA 50273
  • /29

    $260,000

    $10K PRICE DROP
    • Land
    • 10.23 Acres
    • $25,415 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
  • /7

    $165,000

    • Land
    • 7.68 Acres
    • $21,484 per Acre

    001 Rolling Green Ave, Winterset, IA 50273

    Build your dream home on 7.68 acres in scenic Madison County. Located just 20 minutes from West Des Moines and 2 miles south of Hwy 92, this beautiful building site offers rural water, electricity, and high-speed fiber internet at the road. Enjoy peaceful country living on a well-maintained gravel road with an easy commute to DSM.

    Jodi Broadbent Realty ONE Group Impact

    001 Rolling Green Ave, Winterset, IA 50273
  • /35

    $969,000

    • 3 Beds
    • 2 Baths
    • 1,982 Sq Ft

    2318 Saint Charles Rd, Winterset, IA 50273

    Escape to your own peaceful slice of heaven with this stunning acreage offering over 45 scenic acres of rolling countryside, abundant wildlife, and endless possibilities. Approximately 18 acres are enrolled in a tax-deferred forestry program, while additional acreage provides excellent hay ground potential and beautiful pasture areas ideal for horses or hobby farming. A large outbuilding offers

    Helen Turner Iowa Realty Mills Crossing

    2318 Saint Charles Rd, Winterset, IA 50273
  • /2

    $69,000

    $6K PRICE DROP
    • Land
    • 3.45 Acres
    • $20,000 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
  • /33

    $474,000

    • 3 Beds
    • 2.5 Baths
    • 2,616 Sq Ft

    1818 Patricia Acres, Winterset, IA 50273

    WELCOME HOME to this beautiful, CUSTOM-BUILT home on 2.1 private acres. Did I mention how CLOSE it is to Winterset? The main floor has a nice sized LIVING ROOM and FORMAL DINING ROOM, with an abundance of windows, for plenty of NATURAL LIGHT. The kitchen with GRANITE countertops, STAINLESS STEEL APPLIANCES that stay, also has a nice breakfast nook and opens to the large family room with a wood

    Betsy Breeding Realty ONE Group Impact

    1818 Patricia Acres, Winterset, IA 50273
  • /7

    $160,000

    • Land
    • 3.27 Acres
    • $48,930 per Acre

    2323 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

    2323 Cedar Bridge Rd, Winterset, IA 50273
  • /7

    $170,000

    $45K PRICE DROP
    • 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
  • /35

    $949,900

    • 3 Beds
    • 2.5 Baths
    • 3,210 Sq Ft

    1524 260th St, Winterset, IA 50273

    DREAMS DO COME TRUE! Take a look at this exquisite 2 story home on 15ac in beautiful MADISON COUNTY. The CRAFTSMANSHIP of this home is amazing, from the CUSTOM CABINETS, DOORS and COMMERCIAL EXHAUST VENT, all made on site, to the CUSTOM STEEL BACKSPLASH and BARN BOARDS from the old Homestead that was located on this acreage. The LARGE GRANITE BAR has a built-in beverage frig and seating for 8.

    Betsy Breeding Realty ONE Group Impact

    1524 260th St, 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

    $194,000

    $5K PRICE INCREASE
    • Land
    • 2.88 Acres
    • $67,361 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

    $225,000

    $35K PRICE DROP
    • Land
    • 3.14 Acres
    • $71,656 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

    $60K PRICE DROP
    • 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
  • /17

    $169,900

    $55K PRICE DROP
    • Land
    • 4.68 Acres
    • $36,303 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
  • /2

    $450,000

    • Land
    • 30 Acres
    • $15,000 per Acre

    RR Scott Township None, Winterset, IA 50222

    A great opportunity to add to your existing operation or the perfect acreage to start a small farm, a nice building site or weekend gateway. This is a highly productive farm, all tillable with a CSR 2 rating of 83.

    Patrick Corkrean Madison County Realty

    RR Scott Township None, Winterset, IA 50222
  • /2

    $185,000

    • Land
    • 1.14 Acres
    • $161,996 per Acre

    Lot 4 N 4th Ave, Winterset, IA 50273

    New Light Commercial Development. Lots will be ready to be built upon in Spring 2025, road will paved in Fall 2025. 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 4 N 4th Ave, Winterset, IA 50273
  • /29

    $4,938,450

    • Land
    • 451.34 Acres
    • $10,942 per Acre

    0 N River School Rd Unit 745575, Winterset, IA 50273

    We are 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 745575, Winterset, IA 50273
  • /7

    $250,000

    • Land
    • 5.1 Acres
    • $49,020 per Acre

    2269 205th Ln, 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

    2269 205th Ln, Winterset, IA 50273
  • /18

    $175,000

    $24K PRICE DROP
    • Land
    • 7.14 Acres
    • $24,510 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

    $140,000

    • Land
    • 5.36 Acres
    • $26,119 per Acre

    002 220th St, Winterset, IA 50273

    Build your dream home on 5.36 acres in scenic Madison County. Located just 20 minutes from West Des Moines and 2 miles south of Hwy 92, this beautiful building site offers rural water, electricity, and high-speed fiber internet at the road. Enjoy peaceful country living on a well-maintained gravel road with an easy commute to DSM

    Jodi Broadbent Realty ONE Group Impact

    002 220th St, 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
  • /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
  • /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
  • /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
  • /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
  • /4

    $55,000

    $20K PRICE DROP
    • Land
    • 3 Acres
    • $18,333 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! Limestone is present. Enjoy paved roads, rural water access at the road, and peaceful surroundings in this established neighborhood. Just minutes from town,

    Rachel Eller Summerset Realty

    1796 Millstream Ct, Winterset, IA 50273
  • /34

    $559,000

    $6K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,506 Sq Ft

    5219 Cherrywood Ln, Winterset, IA 50273

    Stunning 4 bed (5 non-conforming) 3 bath home nestled on 2.24 acres! Walking in you are instantly drawn to over-sized windows showcasing a beautiful backyard. Home features 2x6 exterior walls & 9' ceilings. Kitchen has 11' long single piece quartz island w/ double-sided cabinets that demands its own zip code. A large walk-in pantry & custom built wood shelving and all appliances included complete

    Jonathan Lee RE/MAX Precision

    5219 Cherrywood Ln, Winterset, IA 50273
  • /7

    $215,000

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

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

    $230,000

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

    Lot 29 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 29 Limestone Ct, Winterset, IA 50273
  • /7

    $160,000

    • Land
    • 3.32 Acres
    • $48,193 per Acre

    2259 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

    2259 Cedar Bridge Rd, Winterset, IA 50273
  • /7

    $325,000

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

    Lot 32 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 32 Limestone Ct, Winterset, IA 50273
  • /31

    $350,000

    $50K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,680 Sq Ft

    1509 State 92 Hwy, Winterset, IA 50273

    Step back in time and imagine the possibilities with this classic farmhouse nestled on 3.82 scenic acres surrounded by mature timber and peaceful countryside views. Built in 1925, this 2-story home offers 1,680 square feet filled with original character and timeless charm. Inside, you’ll find 4 bedrooms, a home office, beautiful original trim, stunning French doors in the dining room and living

    Jennifer Stover Madison County Realty

    1509 State 92 Hwy, Winterset, IA 50273
  • /2

    $395,000

    • Land
    • 3 Acres
    • $131,667 per Acre

    Lot 5 N 4th Ave, Winterset, IA 50273

    New Light Commercial Development. Lots will be ready to be built upon in Spring 2025, road pave 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 5 N 4th Ave, Winterset, IA 50273

Home Price Trends

Median Sale Price
$250,000
Median Single Family Sale Price
$262,500
Median 2 Bedroom Sale Price
$208,000
Median 1 Bedroom Sale Price
$143,450
Median Studio Sale Price
$285,000
Average Price Per Sq Ft
$188
Number of Homes for Sale
40
Last 12 months Home Sales
93
Months of Supply
5.20
Median List Price
$269,950
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
5%
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