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Saint Charles, IA Homes for Sale

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  • /27

    $234,900

    $20K PRICE DROP
    • 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.

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    (515) 949-4406

    710 N 3rd Ave, Winterset, IA 50273
  • /35

    $410,000

    $64K 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

    (515) 824-5239

    1913 N 1st St, Winterset, IA 50273
  • /21

    $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

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    (515) 855-6615

    118 N 5th St, Winterset, IA 50273
  • /27

    $325,000

    • 4 Beds
    • 2.5 Baths
    • 1,540 Sq Ft

    511 W Washington St, Winterset, IA 50273

    Welcoming 1 1⁄2 story brick home on Winterset West side. Recent remodel, galley kitchen, main floor bedroom and full bath. Living room open to dining area. Handy drop zone near rear door from detached garage. Full unfinished basement with included washer and dryer and 1⁄2 bath with a bonus laundry sink and workshop area. Three bedrooms on the second level hardwood floors and full bath upstairs.

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    (515) 800-4015

    511 W Washington 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
  • /35

    $560,000

    $15K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 3,155 Sq Ft

    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

    $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
  • /34

    $595,000

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

    505 E Court Ave, Winterset, IA 50273

    Step into timeless character with this stately 19th-century home, showcasing stunning original woodwork and rich architectural charm throughout. Set on an expansive lot, the property features a 4-car attached garage, a welcoming wrap around porch, and plenty of parking space. Inside, you’ll find a beautiful open floor plan designed for both everyday living and entertaining. The spacious living

    Sarah Cowman Homefront Real Estate, LLC

    505 E Court Ave, Winterset, IA 50273
  • /27

    $225,000

    $15K PRICE DROP
    • 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
  • /35

    $339,900

    $10K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 1,800 Sq Ft

    117 E North St, Winterset, IA 50273

    Welcome to timeless Americana charm in the heart of beautiful Winterset. Nestled on a quiet, tree lined street just moments from the beloved historic square, this spacious 2 sty offers warmth, character and a sense of community that make Winterset such a special place to call home. With 6 bedrooms and 3 baths, this home offers remarkable flexibility and room to grow. 4 bedrooms are on 2nd level

    Lisa Davis RE/MAX Precision

    117 E North 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
  • /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
  • /35

    $899,900

    $150K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,660 Sq Ft

    2230 260th St, Winterset, IA 50273

    Set on 19.5 acres just outside Winterset, this property offers a rare combination of scale, function and lifestyle. With nearly 4,800 finished square feet, geothermal heating and cooling, a 36x54 outbuilding and approximately 13 acres of productive row crop, this is a well-rounded acreage package that is difficult to replicate.The 1.5-story home features a warm, timeless interior with vaulted

    Julie Egli RE/MAX Precision

    2230 260th St, Winterset, IA 50273
  • /29

    $299,000

    • 2 Beds
    • 1.5 Baths
    • 1,476 Sq Ft

    519 W Filmore St, Winterset, IA 50273

    Old-world charm meets modern living in this beautifully maintained and renovated two story home, situated on a corner lot with landscaped grounds. Rich original woodwork, abundant natural light, and timeless character create a warm and inviting atmosphere throughout.The fully renovated kitchen and bathroom blend classic style with modern luxury, featuring custom cabinetry, premium Café

    Kurt Clements ListWithFreedom.com

    519 W Filmore St, Winterset, IA 50273
  • /30

    $399,990

    $199K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 2,286 Sq Ft

    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

    $210,000

    $10K PRICE DROP
    • 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
  • /23

    $234,900

    $15K PRICE DROP
    • 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
  • /2

    $130,000

    • Land
    • 39,204 Sq Ft
    • $144,444 per Acre

    Lot 1 N 4th Ave, Winterset, IA 50273

    New Light Commercial Development. Lots will be ready to build upon in Spring 2025, Street will be in Fall 2024. All utilities to the lots. Great location on north side of Winterset w/ easy access to major highways. Listing agent has ownership in the property.

    Peter Corkrean Madison County Realty

    Lot 1 N 4th Ave, Winterset, IA 50273
  • /12

    $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
  • /35

    $335,000

    • 4 Beds
    • 1,470 Sq Ft

    1405 W Jefferson St, Winterset, IA 50273

    Welcome to this well-maintained 4 bedroom, 3 bathroom home offering just under 1,500 square feet of comfortable living space in one of Central Iowa?s most charming communities. This home features a functional layout with spacious living areas, abundant natural light, and plenty of room for both everyday living and entertaining.The main living space offers a warm and inviting feel with an open

    Matt Law RE/MAX Precision

    1405 W Jefferson St, Winterset, IA 50273
  • /12

    $206,000

    $10K PRICE DROP
    • 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
  • /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
  • /34

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,705 Sq Ft

    524 W Benton St, Winterset, IA 50273

    Full of cozy charm and timeless character, this delightful Cape Cod-style home offers 1,705 square feet of warm and inviting living space. Built in 1964, the home features 3 bedrooms — including a convenient main-floor bedroom and bath — designed for comfortable everyday living. 2 living rooms - one with oversized picture windows to take in the natural light and the other room features a

    Jennifer Stover Madison County Realty

    524 W Benton St, Winterset, IA 50273
  • /34

    $579,900

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,432 Sq Ft

    719 E Washington St, Winterset, IA 50273

    Discover the ultimate "wow factor" in this stunning Winterset property, truly like anything else. It’s been completely rebuilt to marry historic soul with modern luxury. This isn't just a renovation; it’s a turnkey masterpiece designed for entertaining and everyday living; featuring a main-level primary retreat bathed in incredible natural sunlight throughout the home. It includes 3 bedrooms +

    Sarah Cowman Homefront Real Estate, LLC

    719 E Washington St, Winterset, IA 50273
  • /33

    $210,000

    • 2 Beds
    • 2 Baths
    • 1,065 Sq Ft

    209 W Jefferson St Unit 17, Winterset, IA 50273

    Experience elevated small-town living in this beautifully updated 3rd floor corner condo located just one block from the historic downtown square of Winterset. Unit 17 offers the rare combination of modern finishes, secure low-maintenance living, and walkable convenience with restaurants, shopping, banking, and the post office all nearby. This spacious 2 bedroom, 2 full bath condo features 1,065

    Kent Brant Exit Country Realty

    209 W Jefferson St Unit 17, Winterset, IA 50273
  • /12

    $210,000

    $10K PRICE DROP
    • 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
  • /35

    $210,000

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft

    209 W Jefferson St Unit 23, Winterset, IA 50273

    Experience elevated small-town living in this beautifully updated 3rd floor corner condo located just one block from the historic downtown square of Winterset. Unit 17 offers the rare combination of modern finishes, secure low-maintenance living, and walkable convenience with restaurants, shopping, banking, and the post office all nearby. This spacious 2 bedroom, 2 full bath condo features 1,065

    Kent Brant Exit Country Realty

    209 W Jefferson St Unit 23, 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
  • /24

    $257,500

    $5K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,482 Sq Ft

    610 W Washington St, Winterset, IA 50273

    Charming Cape Cod with space, style, and a location you’ll love. This well-maintained 1.5-story home offers 1,482 square feet of inviting living space, featuring 4 bedrooms and 2 bathrooms designed for comfort and flexibility. Step inside to find a home that has been exceptionally cared for—clean, bright, and move-in ready. The layout offers a cozy yet functional flow, with a finished lower level

    Larry Corkrean Madison County Realty

    610 W Washington St, Winterset, IA 50273
  • /34

    $350,000

    $25K PRICE DROP
    • 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

    $295,000

    $25K PRICE DROP
    • 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
  • /28

    $365,000

    • 3 Beds
    • 2.5 Baths
    • 1,669 Sq Ft

    1514 MacKensie Cir, Winterset, IA 50273

    Spacious 2 story home in the Birchwood development. 3 bedrooms, 2.5 baths, 1669sf. Modern open floor plan. Large kitchen and dining area. Sliding door from dining area leads to the deck. Just off the kitchen is a home office/formal dining room. The 2nd floor features 3 generous bedroom, 2 baths, and laundry room. The lower level is ready for the new homeowners to finish for even more living

    Jennifer Stover Madison County Realty

    1514 MacKensie Cir, Winterset, IA 50273
  • /2

    $159,900

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    510 E Court Ave, Winterset, IA 50273

    3-bedroom ranch with a 2-car detached garage offering tons of potential! Recent updates include a new roof, exterior paint, boiler, and garage door. Home is in need of TLC and cosmetic updates but provides a great opportunity for buyers looking to add their own touch. Solid bones with plenty of possibilities! photos coming soon

    Rachel Eller Summerset Realty

    510 E Court Ave, Winterset, IA 50273
  • /29

    $289,000

    $10K PRICE DROP
    • 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
  • /2

    $125,000

    • Land
    • 31,798 Sq Ft
    • $171,233 per Acre

    Lot 3 N 4th Ave, Winterset, IA 50273

    New Light Commercial Development. Lots will be ready to build upon in Spring 2025, Road is being paved 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 3 N 4th Ave, 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
  • /35

    $364,900

    $34K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 1,720 Sq Ft

    704 N 14th Ave, Winterset, IA 50273

    Tucked at the end of a quiet street, this 4-bedroom home sits on an oversized lot in a welcoming neighborhood. You'll love the fully fenced yard, wooden fencing, and large deck, perfect for enjoying the outdoors.Inside, the main level offers a functional layout with a drop zone at the front entry, a dedicated office/study, and a spacious living area with a cozy fireplace. The kitchen features

    Ashlee & Kyle Knickerbocker Keller Williams Realty GDM

    704 N 14th Ave, Winterset, IA 50273
  • /17

    $154,000

    $11K PRICE DROP
    • 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

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What are the most popular zip codes in Saint Charles, IA?
The most popular zip codes in Saint Charles, IA include 50273, 50222, 50072, 50240 and 50229.
What are the most popular neighborhoods near Saint Charles, IA?
The most popular neighborhoods near Saint Charles, IA are Warren County, Guthrie County, Southwestern Hills, Indian Hills and Watrous South.
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