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Winterset, IA Homes for Sale

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  • /21

    $249,900

    • 3 Beds
    • 2.5 Baths
    • 1,006 Sq Ft

    113 S 3rd St, Winterset, IA 50273

    Move-in ready and totally remodeled 3-bed 2.5-bath ranch! Everything you need is on the main level. This home has been thoughtfully renovated, utilizing every square inch. Walk in, and you will appreciate the large entry way ready for your locker system or bench area. The living room is bright and spacious and is open to the kitchen. The kitchen has nice counter and cabinet space with a pantry

    Sarah Cowman Homefront Real Estate, LLC

    113 S 3rd St, Winterset, IA 50273
  • /32

    $360,000

    • Land
    • 8 Acres
    • $45,000 per Acre

    2817 Carver Rd, Winterset, IA 50273

    A bit of elbow grease and this sweet ranch home could be your dream acreage! With a fabulous layout, 3 bedrooms, 2 and 1/2 baths, large kitchen and dining area, huge living room and the full basement is a blank slate. The most beautiful setting on a hill overlooking a pond and surrounded by nature! There are no covenants so you can have your 4-H Animals or horses or whatever your heart desires.

    Sarah Cowman Homefront Real Estate, LLC

    2817 Carver Rd, 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
  • /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
  • /12

    $216,000

    • 2 Beds
    • 1 Bath
    • 1,031 Sq Ft

    407 W Madison St, Winterset, IA 50273

    Looking to downsize? Just starting out? This is it! 2 bed, 1 bath tri-plex features zero-step entry and 36" doorways throughout as well as ADA shower with tile surround and ADA toilet for safe, easy and convenient access. The open floor plan includes vaulted ceilings in living, kitchen and dinning rooms and tray ceiling in the master. It's completed with LVP flooring in the main rooms and carpet

    Alyssa Tadlock Madison County Realty

    407 W Madison St, Winterset, IA 50273
  • /34

    $245,000

    • 3 Beds
    • 2 Baths
    • 1,545 Sq Ft

    114 N 8th Ave, Winterset, IA 50273

    Completely updated 3-bedroom, 2-bath home blending timeless character with extensive upgrades! Original woodwork, detailed craftsmanship, and charming built-ins pair beautifully with newer hardwood floors (2022), granite countertops, stainless steel appliances, updated cabinetry, and tile flooring. The main level features a spacious living room with built-ins, formal dining room with classic

    Kari Stone RE/MAX Precision

    114 N 8th Ave, Winterset, IA 50273
  • /12

    $220,000

    • 2 Beds
    • 1 Bath
    • 1,031 Sq Ft

    405 W Madison St, Winterset, IA 50273

    Looking to downsize? Just starting out? This is it! 2 bed, 1 bath tri-plex features zero-step entry and 36" doorways throughout as well as ADA shower with tile surround and ADA toilet for safe, easy and convenient access. The open floor plan includes vaulted ceilings in living, kitchen and dinning rooms and tray ceiling in the master. It's completed with LVP flooring in the main rooms and carpet

    Alyssa Tadlock Madison County Realty

    405 W Madison St, 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

    $223,000

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    1221 W Washington St, Winterset, IA 50273

    This super sweet ranch home makes a great starter home. The covered front porch is a great way to relax on the hot summer days. The first floor features a spacious kitchen, comfortable living room, 2 generous sized bedrooms and an updated full bath. The full basement is open and ready finish. The attached garage is heated and has access to the fenced backyard. The backyard features a large patio

    Jennifer Stover Madison County Realty

    1221 W Washington St, Winterset, IA 50273
  • /18

    $175,000

    • 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
  • /35

    $1,495,000

    • Land
    • 20.51 Acres
    • $72,891 per Acre

    1671 Highway 169 None, Winterset, IA 50273

    Beautiful 20.51-acre Madison County acreage offering a versatile setup for horses, cattle, or any livestock. Property features an indoor riding arena, multiple outbuildings, and 5 paddocks wired for cattle, providing flexibility for a wide range of livestock and hobby farm needs.The updated 3 bed, 2 bath two-story home includes fresh interior paint and remodeled kitchen and bath. Additional

    Rachel Eller Summerset Realty

    1671 Highway 169 None, 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

    $240,000

    • 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

    $189,000

    • Land
    • 2.96 Acres
    • $63,851 per Acre

    Lot 24 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 24 112th Ct, Winterset, IA 50273
  • /7

    $220,000

    • 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

    $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
  • /17

    $165,000

    • 2 Beds
    • 1 Bath
    • 1,286 Sq Ft

    415 E Buchanan St, Winterset, IA 50273

    Affordable, fully updated and ready-to-move-in ranch in the heart of Winterset! Offering 1,286 sq ft, this home features a well-designed main-level layout with comfortable living space and a first-floor bedroom. Enjoy the added charm of a 3-season room perfect for relaxing or entertaining. Equipped with natural gas heating, city water and sewer, and included kitchen appliances for added

    Anagha Berodia Iowa Realty Waukee

    415 E Buchanan St, Winterset, IA 50273
  • /28

    $455,000

    • 4 Beds
    • 3 Baths
    • 1,555 Sq Ft

    802 N 10th Ave, Winterset, IA 50273

    Easy living in this open floor plan ranch home. A large covered front porch greets you as you enter the foyer. There is a nice drop zone for coats and shoes. The living room is very spacious and has a stunning gas fireplace. The kitchen is bright and features a breakfast bar and nice sized pantry. The dining is off the kitchen. The primary bedroom is large and has a huge bathroom with tile

    Sarah Cowman Homefront Real Estate, LLC

    802 N 10th Ave, 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
  • /35

    $899,900

    • Land
    • 19.93 Acres
    • $45,153 per Acre

    1516 Roseman Bridge Rd, Winterset, IA 50273

    Welcome to your own private retreat on 20 beautiful acres near Winterset. This thoughtfully updated 3-bedroom, 4-bath, over 3100 sqft ranch home offers the perfect balance of comfort, space, and peaceful country living. Inside, you'll find inviting living spaces including a dedicated home office and a relaxing four-season sunroom, perfect for enjoying the surrounding views year-round. Step

    Lauren Moore Agency Iowa

    1516 Roseman 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
  • /34

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,574 Sq Ft

    222 Oak Tree Dr, Winterset, IA 50273

    Well cared for one-owner home featuring 3 bedrooms, 3 bathrooms with high 9 ft ceilings that create a bright, open feel throughout the main living area. The thoughtfully designed floor plan includes a functional kitchen, and a primary suite with a private bath. Enjoy the 4-season porch, perfect for relaxing or entertaining year round. The basement is ready to finish, already drywalled just

    Amber Stemler Iowa Realty Mills Crossing

    222 Oak Tree Dr, Winterset, IA 50273
  • /2

    $125,000

    • Land

    000 198th Ct, Winterset, IA 50273

    Want to build outside of town but don't like gravel? This lot is for you! Bring your own builder! Nestled just north of Winterset, this lot is in a very small development so only a few neighbors! Conveniently located just minutes from all that our amazing town has to offer! Schedule a time to view this property for yourself!

    Sarah Cowman Homefront Real Estate, LLC

    000 198th Ct, Winterset, IA 50273
  • /31

    $389,900

    • 5 Beds
    • 4 Baths
    • 2,600 Sq Ft

    223 W Lane St, Winterset, IA 50273

    Spacious 5-bedroom, 4-bath ranch situated on a desirable corner lot with a large yard built for both relaxation and recreation. Enjoy your own basketball court and patio—perfect for entertaining, family time, or unwinding after a long day. Inside, you’ll find a formal dining room ideal for hosting gatherings, along with the added benefit of new windows for improved comfort and efficiency. With

    Rachel Eller Summerset Realty

    223 W Lane St, Winterset, IA 50273
  • /17

    $239,900

    • 4 Beds
    • 2 Baths
    • 1,270 Sq Ft

    1413 W Washington St, Winterset, IA 50273

    Beautifully maintained, this 4-bedroom ranch offers easy single-level living with an inviting open floor plan. A rare oversized 3-car garage with additional storage is a dream for car enthusiasts or hobbyists, and the deck off the kitchen provides the perfect backdrop for outdoor dining and entertaining!

    Sarah Cowman Homefront Real Estate, LLC

    1413 W Washington St, Winterset, IA 50273
  • /27

    $330,000

    • 4 Beds
    • 3 Baths
    • 1,990 Sq Ft

    1706 W Summit St, Winterset, IA 50273

    This two-story brick home, built in 1923, has all of the character and charm that goes with a 1920s house. Original built-ins, woodwork, hardwood floors and glass doorknobs still remain in the house. With 1990 sf, 4 bedroom and 3 baths, there is plenty of room for everyone. The first floor features a large family room with beautiful built-ins surrounding the fireplace. French doors from the

    Larry Corkrean Madison County Realty

    1706 W Summit St, Winterset, IA 50273
  • /14

    $317,250

    • Land
    • 13.5 Acres
    • $23,500 per Acre

    2571 250th Ln, Winterset, IA 50273

    A stunning piece of ground at the end of a dead end road! Aproximately 13.5 acres to be surveyed off. This would make a beautiful executive building lot, or a fun place to go camp on the weekends! The pond is stocked for all of you who like to fish. There will be some restrctive covenants but horses and some farm animals will be allowed. Final price will be per acre based on the survey. Come

    Sarah Cowman Homefront Real Estate, LLC

    2571 250th Ln, Winterset, IA 50273

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