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Saint Charles, IA Homes for Sale with Garage

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  • /35

    $254,000

    • 4 Beds
    • 1 Bath
    • 1,338 Sq Ft

    703 E Filmore St, Winterset, IA 50273

    Proudly sitting on a corner lot with many all-new features in 2026. It's a perfect blend of the past and present Be the first to live in this newly remodeled home with all new light fixtures, a larger kitchen, added bedroom closet storage, fresh paint, new hardware, smart siding, metal roof and more. Four-bedroom home with one BR on the main floor and 3 bedrooms on the second level. Large living

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    Toni Tindle

    Covered Bridge Realty

    703 E Filmore St, Winterset, IA 50273
  • /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
  • /31

    $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

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

    $320,000

    $5K PRICE DROP
    • 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

    511 W Washington St, Winterset, IA 50273
  • /31

    $215,000

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,148 Sq Ft

    215 E Filmore St, Winterset, IA 50273

    Just listed: Winterset modestly priced ranch-style home.This property features two bedrooms, one full bathroom, and a partial bath located off the laundry room. The home offers easy entry through an enclosed front porch with a closet.The interior includes a large open kitchen and dining area. All kitchen appliances are included. For outdoor living and dining, sliders from the kitchen lead

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    215 E Filmore St, Winterset, IA 50273
  • /30

    $205,000

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 986 Sq Ft

    306 E Buchanan St, Winterset, IA 50273

    Well kept and adorable 2 bed 1 bath ranch home. You will love the character in this sweet easy one level living home just blocks from the historic Winterset square. original hardwood floors and trim throughout with all the essentials renovated including a new metal roof in 2025. The covered front porch greets you and is the perfect spot for morning coffee. The bedrooms are generous sized and have

    Sarah Cowman Homefront Real Estate, LLC

    306 E Buchanan St, Winterset, IA 50273
  • /33

    $225,000

    $10K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,701 Sq Ft

    204 S 8th Ave, Winterset, IA 50273

    Welcome home to this charming two-story home situated on a spacious corner lot! Offering 5 bedrooms and 2 bathrooms, there's plenty of room to spread out and make it your own. Inside, you'll find a comfortable blend of carpeting and laminate flooring that creates a warm and welcoming feel throughout. The attached garage offers space for two vehicles plus a dedicated workshop area, making it ideal

    Ashlee & Kyle Knickerbocker Keller Williams Realty GDM

    204 S 8th Ave, Winterset, IA 50273
  • /35

    $900,000

    $69K PRICE DROP
    • 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
  • /33

    $295,000

    • 3 Beds
    • 1.5 Baths
    • 1,976 Sq Ft

    612 W Jefferson St, Winterset, IA 50273

    Introducing a soaring piece of Winterset architectual history in this 1905 Colonial two story. A sweeping wrap around porch invites you in upon entry, perfect for late summer nights or early morning coffee conversations. Upon entry, the grand foyer greets you, opening to an elaborate hardwood staircase featuring handcrafted balusters. Fall in love with the soaring ceilings, wide baseboards, and

    Tanner Couch LPT Realty, LLC

    612 W Jefferson St, Winterset, IA 50273
  • /28

    $310,000

    • 4 Beds
    • 2 Baths
    • 1,032 Sq Ft

    401 E Benton St, Winterset, IA 50273

    Welcome home to this warm and inviting ranch offering comfortable living space both upstairs and down! Built in 1995, this 4-bedroom(2 beds on 1st flr, 2 LL) 2-bath home features 1,032 square feet on the main level plus an impressive 936 square feet of finished lower-level space, giving you plenty of room to spread out. The spacious enclosed breezeway is a standout feature, creating the perfect

    Jennifer Stover Madison County Realty

    401 E Benton St, Winterset, IA 50273
  • /34

    $549,999

    $45K PRICE DROP
    • 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
  • /35

    $329,900

    $20K 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
  • /30

    $309,500

    $31K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,913 Sq Ft

    423 E Jefferson St, Winterset, IA 50273

    ****Seller has taken a new job with a long commute. They are motivated to sell before winter***Welcome home to this adorable 3-bedroom, 2-bath Arts & Crafts bungalow built in 1920, offering 1,913 sq ft of timeless charm and thoughtful updates. From the inviting covered porch and fenced front yard to the beautiful original details throughout, this home perfectly blends historic character

    Jennifer Stover Madison County Realty

    423 E Jefferson 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
  • /35

    $349,000

    • 4 Beds
    • 2 Baths
    • 2,430 Sq Ft

    310 W Washington St, Winterset, IA 50273

    A truely unique and well kept historic home is ready for new owners. The character is abundant in this sprawling 2 story home. Walk in the front door and you will be greeted by a sweet vestibule for sitting and taking off shoes and hanging up your jacket. You will be greeted with a large front living room with stunning gas fireplace and lots of windows for natural light. There is an

    Sarah Cowman Homefront Real Estate, LLC

    310 W Washington 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 Inc

    519 W Filmore St, Winterset, IA 50273
  • /34

    $275,000

    $5K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,146 Sq Ft

    602 N 1st Ave, Winterset, IA 50273

    Step into the timeless charm of this spacious Victorian home, perfectly situated on a corner lot in one of historic Winterset's established neighborhoods. With four bedrooms and multiple bathrooms, there's plenty of room for family, guests, or a growing household.The home offers both an inviting eat-in kitchen and a formal dining room, providing flexible spaces for everyday meals or

    Kate Carlson Realty ONE Group Impact

    602 N 1st Ave, 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
  • /18

    $213,000

    $12K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 848 Sq Ft

    121 E Benton St, Winterset, IA 50273

    If you are looking for a starter home or a nice home to downsize, you need to take a look at this one. This 2 bedroom, 1 bath is handicap accessible, built in 1932 with 848sf, with a living room, dining, hardwood floors and natural woodwork. Included with this home is a full size pool table, bar/chairs. The home has a large garage built in 2004(28x36) with an unfinished attic for additional

    Larry Corkrean Madison County Realty

    121 E Benton St, Winterset, IA 50273
  • /16

    $299,900

    • 2 Beds
    • 2 Baths
    • 1,426 Sq Ft

    1018 N 3rd Ave, Winterset, IA 50273

    This well-maintained townhome is in the perfect location on the end of a quiet cul-de-sac. The open layout has beautiful wood floors, vaulted ceilings, and a cozy gas fireplace that creates a welcoming focal point in the living room. The main level offers spacious living and dining areas, a functional kitchen, and two bedrooms. The primary bedroom features a walk-in closet and private ensuite

    Amy Jones HomeCoin.com

    1018 N 3rd Ave, Winterset, IA 50273
  • /35

    $315,000

    $20K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 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
  • /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
  • /23

    $234,900

    $5K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,241 Sq Ft

    816 E Washington St, Winterset, IA 50273

    Charming and well located, this 3 bed, 1.5 bath home sits on a quiet street just a shortdistance from Winterset’s vibrant town square. The main floor features a living room, large dining room, andfunctional kitchen, along with a convenient main floor bedroom and half bath. Upstairs offers two additionalbedrooms and a full bathroom. Outside, enjoy a private backyard with a patio—perfect for

    Laurel Pangman Keller Williams Realty GDM

    816 E Washington St, Winterset, IA 50273
  • /35

    $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
  • /11

    $75,000

    • 1 Bed
    • 1 Bath
    • 576 Sq Ft

    624 W Summit St, Winterset, IA 50273

    Good location for this 1 bedroom, 1 bath ranch home. Located on a large corner lot(76x102). This property would make a great investment opportunity. This property could be zoned commercial or residential.

    Randall Henry Madison County Realty

    624 W Summit St, Winterset, IA 50273
  • /2

    $324,900

    • 3 Beds
    • 2 Baths
    • 1,725 Sq Ft

    303 E Court Ave, Winterset, IA 50273

    One of Winterset's historic homes is back on the market after an extensive remodel. Conveniently located two blocks from Winterset's downtown square, this home is on a corner lot with a two-car attached garage. Inside, there is new flooring and drywall throughout the house, along with new electrical and plumbing. The home has a spacious eat-in kitchen with new counters and countertops. Off the

    Tamra Yeager Pro Team Realty

    303 E Court Ave, 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
  • /29

    $210,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 964 Sq Ft

    110 N 10th Ave, Winterset, IA 50273

    Located in a desirable Winterset neighborhood, this ranch home offers hardwood floors throughout, three main floor bedrooms, an eat-in kitchen with plenty of countertop space, and two spacious family rooms, one on the main level and one in the finished lower level. The attached one-car garage is complemented by an additional parking pad for extra convenience. The lower level also provides

    Kyle Kuhns RE/MAX Revolution

    110 N 10th Ave, Winterset, IA 50273
  • /34

    $464,900

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 1,807 Sq Ft

    305 Magnolia Point, Winterset, IA 50273

    If you are from Winterset, you know. If you are considering a move to Winterset, this town is one of the most beautiful ones in Iowa... the landscape, the hills - just incredibly picturesque. Then, you come upon 305 Magnolia Pt. A home built with care in 2023, requiring little maintenance. The thoughtful floor plan includes a mudroom area upon entering and a staircase staggered back a bit to

    Rachel Wallace RE/MAX Precision

    305 Magnolia Point, Winterset, IA 50273
  • /35

    $990,000

    • 4 Beds
    • 5 Baths
    • 3,076 Sq Ft

    2381 Highway 169, Winterset, IA 50273

    This executive acreage has so much to offer! Located on pavement, just outside of Winterset, in beautiful Madison County. The perfect amount of land, completely updated spacious home, and a one-of-a kind premium shop make this property a must see! The two-story home features four bedrooms, five bathrooms, 4,000+ finished sqft, numerous living and entertaining spaces, office/study, screened porch,

    Jeffrey Longman RE/MAX Precision

    2381 Highway 169, Winterset, IA 50273
  • /31

    $249,999

    $65K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,880 Sq Ft

    804 N 4th Ave, Winterset, IA 50273

    Welcome to a truly extraordinary home where timeless craftsmanship, modern luxury, and stunningnatural beauty come together in perfect harmony. Rarely does a property offer such a unique blend of old-world artisan detail and contemporary design, all set against the backdrop of gardens so exquisite! From the moment you arrive, the lush landscaping captures your attention, showcasing a level of

    Sarah Cowman Homefront Real Estate, LLC

    804 N 4th Ave, Winterset, IA 50273
  • /34

    $365,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,396 Sq Ft

    302 W Court Ave, Winterset, IA 50273

    Timeless charm meets thoughtful updates in this classic 2-story home built in 1890, ideally located on historic Court Ave just one block from the town square. Offering 2,396 square feet, 3 bedrooms, and 2.5 baths, this beautifully maintained home blends original character with modern functionality in all the right ways. The showstopping custom-designed kitchen is truly the heart of the home,

    Jennifer Stover Madison County Realty

    302 W Court Ave, Winterset, IA 50273
  • /35

    $440,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,484 Sq Ft

    1515 W Washington St, Winterset, IA 50273

    Imagine a home where you don't have to compromise on a single detail. Welcome to 1515 W Washington St in Winterset—a gorgeous brick home offering 2,484 finished sq ft on the main level alone! This 3-bed, 2-bath layout features an impressive flow centered around a dual-sided fireplace, creating the perfect gathering space. The chef's kitchen boasts sleek quartz countertops, extensive cabinet

    Ian Sparks Homefront Real Estate, LLC

    1515 W Washington St, Winterset, IA 50273
  • /26

    $299,000

    $31K PRICE DROP
    • 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
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