Saint Charles, IA Homes for Sale

• 

  

  

  /31

  $254,000

  • 4 Beds
  • 2 Baths
  • 1,104 Sq Ft

  609 E Filmore St, Winterset, IA 50273

  Recently updated ranch style home with 4 bedrooms and 2 baths. Interior includes three BR’s on the main floor, living room, and kitchen just off attached one car garage. One bedroom on the main level would also make a perfect office space and was previously used as a sewing room. All bedrooms have generous sized closets. Updated kitchen with bright over the sink window facing south, included

  

  Toni Tindle

  Covered Bridge Realty

  (515) 373-5687

  609 E Filmore St, Winterset, IA 50273
• 

  

  

  /35

  $226,900

  • 3 Beds
  • 1.5 Baths
  • 958 Sq Ft

  513 W Hutchings St, Winterset, IA 50273

  Step into this beautifully remodeled 2025 home complete with 3 bedrooms and 1.5 bathrooms. Thoughtfully updated throughout, this residence includes new sheet rock and fresh paint, new LVP flooring, new central air system and duct work, upgraded plumbing and electrical and all new windows. Lage kitchen features custom Amish-built cabinetry, quartz countertops and just around the corner a main

  

  Toni Tindle

  Covered Bridge Realty

  (515) 481-5094

  513 W Hutchings St, Winterset, IA 50273
• 

  

  

  /16

  $169,000

  • 3 Beds
  • 1 Bath
  • 1,523 Sq Ft

  118 N 5th St, Winterset, IA 50273

  Charm with economy! That's what this 5BR, 1 bath, 1.5 story home offers! Great natural light from the large east-facing picture window in the living room. There are 3 bedrooms on the main level, along with the full bath. The open carpeted stairway will lead you to the 2 non-conforming bedrooms (no closets) on the 2nd level. Easy-to-clean laminate flooring throughout main level. The main floor

  

  Toni Tindle

  Covered Bridge Realty

  (515) 882-4007

  118 N 5th St, Winterset, IA 50273
• 

  

  

  /35

  $440,000

  • 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
• 

  

  

  /23

  $169,900

  • 3 Beds
  • 1.5 Baths
  • 1,306 Sq Ft

  604 E Jefferson St, Winterset, IA 50273

  Story and 1/2, 3BR 1.5 bath affordable home located in Winterset. Large eat-in kitchen, huge living room with staircase on one end. Staircase leads to 3 bedrooms on the second floor with 1/2 bath. Main floor laundry. Bath on second floor can be entered from the hall or access through SW bedroom. Enclosed rear porch off kitchen attached one car garage with entrance on both ends totals 544 sq feet.

  

  Toni Tindle

  Covered Bridge Realty

  (515) 361-3110

  604 E Jefferson St, Winterset, IA 50273
• 

  

  /25

  $249,000

  • 3 Beds
  • 1 Bath
  • 962 Sq Ft

  710 N 3rd Ave, Winterset, IA 50273

  Corner lot three-bedroom, one bath ranch with attached garage on Winterset West side. Home has fenced yard, great fire pit area for outdoor entertaining, contained decorative garden/flower beds and a row of new trees. Other new yard features include landscaping rock and creative oval garden landscaping mound. Updates include fully encapsulated deep crawl space with warranty and new sump pump.

  

  Toni Tindle

  Covered Bridge Realty

  (515) 949-4406

  710 N 3rd Ave, Winterset, IA 50273
• 

  

  /11

  $372,750

  • Land
  • 18.64 Acres
  • $19,997 per Acre

  0 Clark Tower Rd, Winterset, IA 50273

  Premium Executive Building Lot on Pavement | Just South of Winterset, Iowa Peoples Company is proud to represent the Utsler Family Trust in the sale of an exceptional 18.64-acre executive building lot located just 3 miles south of Winterset, Iowa, with direct access off paved Clark Tower Road. This recently surveyed property offers the rare combination of privacy, premium views, utilities at

  Andrew Zellmer Peoples Company

  0 Clark Tower Rd, Winterset, IA 50273
• 

  

  /31

  $264,990

  • 4 Beds
  • 2 Baths
  • 1,323 Sq Ft

  901 E Buchanan St, Winterset, IA 50273

  Completely remodeled from top to bottom, this move-in ready home blends modern finishes with functional design. The bright, updated kitchen features sleek white cabinetry, solid surface countertops, and stainless appliances, complemented by a spacious walk-in pantry with abundant prep and storage space. Bathrooms, laundry, and the entire upper level have all been thoughtfully renovated. Situated

  Kenneth Kauzlarich RE/MAX Precision

  901 E Buchanan St, Winterset, IA 50273
• 

  

  /35

  $650,000

  • Land
  • 4.6 Acres
  • $141,304 per Acre

  2223 Holliwell Valley Ct, Winterset, IA 50273

  This exceptional walkout ranch presents an extraordinary opportunity for those seeking space, comfort, and country charm. Situated on over four and a half acres of stunning Iowa countryside, the home boasts more than three thousand square feet of beautifully finished living space with four bedrooms and four bathrooms. The open floorplan and wall of windows make the main level light, bright and

  Melissa Hatchitt Zealty Home Advisors

  2223 Holliwell Valley Ct, Winterset, IA 50273
• 

  

  /35

  $560,000

  • Land
  • 4.29 Acres
  • $130,536 per Acre

  2237 Holliwell Valley Ct, Winterset, IA 50273

  If you are dreaming of countryside peace and quiet and need alot of living space, you will definately enjoy the beauty and freedom of a 4.3-acre homestead featuring 6 bedrooms, 4 baths, and multiple living areas. The elegant kitchen boasts a walk-in pantry, an abundance of countertop and cabinet space, and picturesque views of rolling hills and a neighboring pond. Step out from the dining area

  Sarah Cowman Homefront Real Estate, LLC

  2237 Holliwell Valley Ct, Winterset, IA 50273
• 

  

  /35

  $455,000

  • Land
  • 3 Acres
  • $151,667 per Acre

  2075 Hogback Bridge Rd, Winterset, IA 50273

  Acreages this close to the town of Winterset are extremely hard to find, but finding one engineered to this standard is nearly impossible. This expansive 2,568 sq. ft. homestead on 3 pristine acres features 3 bedrooms, 3 bathrooms, and a large kitchen designed with plenty of storage and a sprawling floor plan for the active country lifestyle. The home features spray foam insulation throughout the

  Ian Sparks Homefront Real Estate, LLC

  2075 Hogback Bridge Rd, Winterset, IA 50273
• 

  /2

  $70,500

  • Land
  • 3.45 Acres
  • $20,435 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
• 

  

  /27

  $230,000

  • 3 Beds
  • 2 Baths
  • 1,095 Sq Ft

  619 N 10th St, Winterset, IA 50273

  Adorable and thoughtfully updated 1 1/2 story home in historic Winterset, featuring a 2006 lift with a full poured-concrete basement. The main level offers a bright eat-in kitchen with all appliances included, whih opens to a deck - perfect for grilling. Off the kitchen is a full bathroom with laundry! There is a main floor bedroom that could also be used as a living room or flex space. Upstairs

  Sarah Cowman Homefront Real Estate, LLC

  619 N 10th St, Winterset, IA 50273
• 

  

  /7

  $160,000

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

  2211 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

  2211 Cedar Bridge Rd, Winterset, IA 50273
• 

  

  /21

  $2

  • Land
  • 230.9 Acres
  • $0 per Acre

  2107 265th St, Winterset, IA 50273

  The currently tilled farmland consists of low-80s to low-90s CSR2 soils. This highly productive ground has the ability to perform year after year. This is a farm that not only produces, but has the soil quality to sustain long-term appreciation and value. For the lifestyle and recreational buyer, the eastern tract is truly special. It offers an outstanding hunting setup with excellent access,

  Jason Smith DreamDirt Farm & Ranch Real Estate

  2107 265th St, Winterset, IA 50273
• 

  

  /13

  $220,000

  • 2 Beds
  • 1 Bath
  • 1,031 Sq Ft

  411 W Madison St, Winterset, IA 50273

  Looking to downsize? Just starting out? This is home! 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

  Alyssa Tadlock Madison County Realty

  411 W Madison St, Winterset, IA 50273
• 

  

  /35

  $999,000

  • Land
  • 19.5 Acres
  • $51,231 per Acre

  2230 260th St, Winterset, IA 50273

  20 acres, nearly 4,800 finished sq ft, geothermal efficiency, a 36x54 outbuilding and approximately 13 acres of productive row crop, the full acreage package just outside Winterset. This 11⁄2-story home is designed with scale, quality, and comfort in mind, with vaulted wood ceilings, exposed beams, hardwood floors, and a stone fireplace anchoring the main living area.The open kitchen offers

  Julie Egli RE/MAX Precision

  2230 260th St, Winterset, IA 50273
• 

  

  /12

  $372,750

  • Land
  • 18.64 Acres
  • $19,997 per Acre

  00 Clark Tower Rd, Winterset, IA 50273

  Premium Executive Building Lot on Pavement | Just South of Winterset, Iowa Representing the Utsler Family Trust in the sale of an exceptional 18.64-acre executive building lot located just 3 miles south of Winterset, Iowa, with direct access off paved Clark Tower Road. This recently surveyed property offers the rare combination of privacy, premium views, utilities at the road, and an ideal

  Andrew Zellmer Peoples Company

  00 Clark Tower Rd, Winterset, IA 50273
• 

  

  /23

  $299,900

  • 3 Beds
  • 2 Baths
  • 838 Sq Ft

  521 W Hutchings St, Winterset, IA 50273

  Walk out ranch home with huge yard! This is a must see property! You will appreciate the updated inside featuring a bright eat in kitchen (the kitchen appliances are all included!). The living room has a cozy electric fireplace and nice big windows overlooking the huge back yard. There are 2 bedrooms and a full bath upstairs. The basement is a bright sunny walk out with a large family room,

  Sarah Cowman Homefront Real Estate, LLC

  521 W Hutchings St, Winterset, IA 50273
• 

  

  /30

  $449,000

  • Land
  • 9.8 Acres
  • $45,816 per Acre

  1024 W Summit St, Winterset, IA 50273

  In town acreage opportunity. 3-bedroom, 1-bath home on 9.88 m/l acres located just outside the Winterset city limits. The home offers 2,286 sq ft of living area with main-level and upper-level bedrooms, and a partial basement. A detached 1-car garage and a 1,620 sq ft pole building provides additional storage and workspace. The acreage features open ground with level to rolling terrain and treed

  Jerold Steenhoek Iowa Realty Waukee

  1024 W Summit St, Winterset, IA 50273
• 

  

  /11

  $220,000

  • 2 Beds
  • 1 Bath
  • 1,031 Sq Ft

  409 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

  409 W Madison St, Winterset, IA 50273
• 

  

  /10

  $52,900

  • 3 Beds
  • 2 Baths

  1624 W Summit St Unit 109, Winterset, IA 50273

  This spacious 3 bedroom, 2 bathroom home features a primary bedroom with its own private en suite bathroom for added comfort. Enjoy freshly painted interiors and brand new carpet in the bedrooms, giving the home a clean and inviting feel. There's a fireplace in the living room for cozy winter night. Call today for a tour!

  Lea McFadden Covered Bridges MHP

  1624 W Summit St Unit 109, Winterset, IA 50273
• 

  

  /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
• 

  

  /7

  $440,000

  • Studio
  • 5,952 Sq Ft

  122 E Jefferson St Unit 1-6, Winterset, IA 50273

  Attention income property investors! If you have been looking for the perfect property to add to your existing portfolio or if you are a beginning investor looking to start investing in multi-family real estate, this is the ideal property for you. This property contains six units: four (2 Bedroom and 1 bath) and two (1 Bedroom – 1 bath), with a gross annual revenue of $46,200 as of 03/31/26. The

  Bob Ruby Ruby Realty Group LLC

  122 E Jefferson St Unit 1-6, 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
• 

  /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
• 

  

  /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
• 

  

  /23

  $309,900

  • 3 Beds
  • 1.5 Baths
  • 2,130 Sq Ft

  721 W Court Ave, Winterset, IA 50273

  Don't miss the opportunity to own this home on historical Court Avenue! You will love sitting on the wraparound porch for your morning coffee or just some time to relax. Upon entering the home, you will be impressed with the beautiful details of the open staircase. The first floor has a large living, family and dining rooms, 1/2 bath and kitchen. The hardwood floors and the woodwork are original

  Larry Corkrean Madison County Realty

  721 W Court 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
• 

  

  /13

  $309,990

  • 4 Beds
  • 3 Baths
  • 1,464 Sq Ft

  623 W Green St, Winterset, IA 50273

  Charming, solid, and beautifully cared for -this all-brick ranch in historic Madison County is the one you've been waiting for. With standout curb appeal and numerous updates throughout, this home blends classic construction with modern comfort. The main level offers three comfortable bedrooms, while the partially finished lower level provides a full additional bedroom plus a fifth non-conforming

  Markjon Trierweiler RE/MAX Precision

  623 W Green 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
• 

  

  /35

  $365,000

  • 4 Beds
  • 2 Baths
  • 2,724 Sq Ft

  615 N 1st Ave, Winterset, IA 50273

  This beautifully remodeled residence combines timeless charm with modern comfort. Step inside to discover hardwood floors and a striking, gracefully designed staircase that sets the tone for the entire home. The inviting front porch offers the perfect spot to welcome guests or enjoy peaceful evenings outdoors. Featuring four generously sized bedrooms plus a bonus room, and a full bath on each

  Sarah Cowman Homefront Real Estate, LLC

  615 N 1st Ave, Winterset, IA 50273
• 

  

  /24

  $309,000

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft

  212 N 14th Ave, Winterset, IA 50273

  Sweet ranch home located on a quiet street. The open concept floor plan makes this house feel bigger than it is. The 1st floor offers 2 large bedrooms, 1 full bath, kitchen with a breakfast bar and a private home office space. The lower level features a huge family room, large bedroom and full bath - and still plenty of storage space. Sliding door off the dining area leads to the private

  Jennifer Stover Madison County Realty

  212 N 14th Ave, Winterset, IA 50273
• 

  /2

  $382,500

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  309 Maple Pointe, Winterset, IA 50273

  Stryker Ranch New Construction with oversized 3 car garage. Front porch with 2 stone base posts. 9' ceilings throughout main floor. Open stairs to basement. Granite or quartz countertops in baths and kitchen. Kitchen boasts of a large walk-in pantry and stainless-steel appliances. White cabinets throughout. Luxury vinyl flooring. Gas fireplace. Master bath with raised vanity and elongated stool.

  Robert D. Weeks Iowa Realty Waukee

  309 Maple Pointe, Winterset, IA 50273
• 

  

  /29

  $299,000

  • 4 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  203 W Green St, Winterset, IA 50273

  You will love all the space in this UNIQUE 2000+ sq ft home on a large corner lot! Main level includes a massive family room, large kitchen with dinning area and a separate room that could be a formal dining room or office and a half bath. Upstairs there are 3 large bedrooms (one with en suite and walk in closet) plus another smaller room that could also be a bedroom, game room, office or craft

  Alyssa Tadlock Madison County Realty

  203 W Green St, Winterset, IA 50273
• 

  

  /35

  $340,000

  • 5 Beds
  • 2.5 Baths
  • 2,217 Sq Ft

  621 W Jefferson St, Winterset, IA 50273

  Step into timeless charm with this deceptively spacious 1903 home, perfectly situated on a corner lot along the picturesque, tree-lined W. Jefferson Street—just blocks from the square in Winterset. From the moment you arrive, the inviting front porch sets the tone for relaxed mornings, evening conversations, and a true sense of home. Inside, you’ll find the perfect blend of character and modern

  Jennifer Stover Madison County Realty

  621 W Jefferson St, 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

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