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Saint Charles, IA Homes for Sale with Garage

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  • /28

    $274,000

    • 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 south facing over the sink window, included

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    (515) 495-5285

    609 E Filmore St, Winterset, IA 50273
  • /35

    $450,000

    • 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

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    (515) 824-5239

    1913 N 1st St, Winterset, IA 50273
  • /35

    $313,500

    • 3 Beds
    • 2 Baths
    • 1,513 Sq Ft

    1220 W Court Ave, Winterset, IA 50273

    Instantly appealing 1 1/2 story family home on Winterset W side with attached 2 car garage. There is a large level 70x157 lot w/a fenced backyard & shed. Front entrance leads to a cheerful living room with wide staircase to the upper floor. The bright southern facing kitchen has newer appliances & a pantry. The kitchen is open to a formal dining room with hardwood floors & gas fireplace as a

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    (515) 498-5106

    1220 W Court Ave, Winterset, IA 50273
  • /29

    $360,000

    • 5 Beds
    • 4 Baths
    • 2,110 Sq Ft

    309 N 15th Ave, Winterset, IA 50273

    Don’t miss your chance to own this beautifully appointed 2-story home tucked away on a quiet street. From the moment you arrive, the inviting front porch sets the tone—perfect for sipping your morning coffee or unwinding with a sunset view. Step inside to an open-concept layout designed for gathering, with seamless flow from the spacious living areas to the patio, ideal for evening

    Sarah Cowman Homefront Real Estate, LLC

    309 N 15th Ave, Winterset, IA 50273
  • /30

    $499,900

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

    400 N 14th Ave, Winterset, IA 50273

    This immaculate 4-bedroom, 2-bath ranch home perfectly blends modern comfort with timeless style. Built in 2013 and exceptionally cared for, every detail radiates warmth, quality, and convenience. Step inside to an inviting open layout highlighted floor-to-ceiling stone fireplace—a stunning centerpiece for cozy evenings or lively gatherings with family and friends. The beautiful kitchen is both

    Sarah Cowman Homefront Real Estate, LLC

    400 N 14th Ave, Winterset, IA 50273
  • /35

    $629,900

    • 5 Beds
    • 3.5 Baths
    • 2,229 Sq Ft

    1795 Millstream Ct, Unincorporated, IA 50273

    This stunning 1.5-story home sits on just over 3 acres of paved countryside 3miles north of Winterset & only 20 minutes from West Des Moines. With 5 bedrooms plus an exerciseroom, 4 bathrooms, and more than 3,200 sq. ft. of finished living space, this property combines comfort,style, and convenience. Step inside to find a soaring 2-story vaulted great room with a fireplace. The

    Jenny Wille Iowa Realty Mills Crossing

    1795 Millstream Ct, Unincorporated, IA 50273
  • /24

    $614,000

    • 5 Beds
    • 2 Baths
    • 2,074 Sq Ft

    2283 Pioneer Ave, Winterset, IA 50273

    Escape to the serenity of this stunning story-and-a-half home nestled on 20 acres of timber, open land, and a flowing creek. Built in 1997 and tastefully remodeled in 2018, this 5-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and natural beauty. Step inside to discover custom hickory cabinets in the kitchen with stainless steel appliances, cozy living spaces, and warm

    Bryan Curtis Attain RE

    2283 Pioneer Ave, Winterset, IA 50273
  • /35

    $374,900

    • 4 Beds
    • 2.5 Baths
    • 1,333 Sq Ft

    215 W Buchanan St, Winterset, IA 50273

    Completely Renovated Winterset Gem!This 4-bedroom, 3-bath home (1,333 sq ft above grade + 409 finished basement) is in the heart of Winterset—steps from parks, schools, and the historic town square. Enjoy all Winterset has to offer, including the John Wayne Birthplace & Museum, the famous Covered Bridges of Madison County, and year-round festivals.Fully renovated from top to

    Elizabeth Gordon Realty ONE Group Impact

    215 W Buchanan St, Winterset, IA 50273
  • /35

    $375,000

    • 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
  • /26

    $404,900

    • 4 Beds
    • 3.5 Baths
    • 1,710 Sq Ft

    1011 N 14th Ave, Winterset, IA 50273

    Discover your own slice of heaven right in town! This inviting two-story home is set in a friendly neighborhood where there's plenty of room to play and grow. The thoughtful layout makes the most of every square foot, creating spaces that work well for everyday life.The main level welcomes you with a handy drop zone, half bath, and a office with French doors. The open kitchen and family room

    Michelle Hanson RE/MAX Concepts

    1011 N 14th Ave, Winterset, IA 50273
  • /35

    $335,000

    • 4 Beds
    • 2 Baths
    • 1,912 Sq Ft

    59 E Benton St, Winterset, IA 50273

    Step inside this well-loved home that blends timeless character with modern updates—ready for its next owner to make it their own. The home’s original woodwork, in excellent condition, adds warmth and charm throughout. Enjoy relaxing mornings with coffee or peaceful evenings with dinner on the inviting front porch. Inside, you’ll find a spacious living room that flows seamlessly into a formal

    Sarah Cowman Homefront Real Estate, LLC

    59 E Benton St, Winterset, IA 50273
  • /35

    $475,000

    • 5 Beds
    • 3 Baths
    • 2,137 Sq Ft

    812 N 8th Ave, Winterset, IA 50273

    Spacious and inviting, this large ranch in Winterset offers the perfect blend of comfort and style. You will love the stunning stone fireplace as the focal point in the living room with vaulted-ceilings, creating a warm and welcoming atmosphere. The kitchen is nice with granite countertops and plenty of cabinets. The primary bedroom is complete with an ensuite featuring a tile shower with dual

    Matt Cole RE/MAX Concepts

    812 N 8th Ave, Winterset, IA 50273
  • /34

    $350,000

    • 5 Beds
    • 2.5 Baths
    • 2,968 Sq Ft

    323 W Jefferson St, Winterset, IA 50273

    Exquisite historic home in the heart of Winterset just blocks from the bustling downtown square. If you love a quality historic home, this one is for you! This Freestyle Queen Anne Victorian 2-story is sure to impress. The past 2 owners have taken exquisite care of this gem. You will love the original woodwork hard floors, leaded glass & character! A front porch greets you as you enter complete

    Sarah Cowman Homefront Real Estate, LLC

    323 W Jefferson St, Winterset, IA 50273
  • /35

    $330,000

    • 3 Beds
    • 2.5 Baths
    • 2,436 Sq Ft

    724 W Jefferson St, Winterset, IA 50273

    Prepare to be impressed with the renovations done to bring this stately home back to it's orignal glory! Step up to the inviting front covered porch & through the original leaded glass door into the stunning entryway showcasing the gorgeous stairway & original woodwork. The orignal hardwood floors flow throughout the entry room, HUGE living room, and into the formal dining room. Off the living

    Sarah Cowman Homefront Real Estate, LLC

    724 W Jefferson St, Winterset, IA 50273
  • /23

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    2369 Saint Charles Rd, Winterset, IA 50273

    MADISON COUNTY ACREAGE! Beautiful ZERO ENTRY home, that was built with CONCRETE WALLS, on 10+- wooded acres. The beauty of the country, but on a paved road, close to Winterset and a 30-minute commute to West Des Moines. This home has a large kitchen with HICKORY CABINETS and plenty of counter space. You will love all of the big windows and French doors, bringing in so much natural light. The OPEN

    Betsy Breeding Realty ONE Group Impact

    2369 Saint Charles Rd, Winterset, IA 50273
  • /29

    $260,000

    • 3 Beds
    • 2.5 Baths
    • 1,560 Sq Ft

    120 S 8th Ave, Winterset, IA 50273

    Opportunity knocks on this ready-to-renovate 3-bed 2 and 1/2 bath ranch home. This has one of the coolest back yards in town! Professionally landscaped with numerous flowers, plants, bushes, and trees with your very own pond with a cool shed area. The house has a great layout with a large living room, very spacious kitchen with plenty of cabinets and countertop space, a large dining area, 3

    Sarah Cowman Homefront Real Estate, LLC

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

    $1,385,000

    • 5 Beds
    • 5 Baths
    • 4,032 Sq Ft

    1890 Hogback Bridge Rd, Winterset, IA 50273

    Rare 30-acre M/L retreat in Madison County with 4,032 sq. ft. custom home. Main level features gourmet kitchen with 2 dishwashers & walk-in pantry, spacious living areas, and a primary suite with sitting room, spa bath, huge walk-in closet & laundry. Upstairs offers loft with wet bar, 4 bedrooms, 3 baths & 2nd laundry. Heated/cooled 2,240 sq. ft. attached garage includes office, canning kitchen,

    Lenchen Raeside RE/MAX Concepts

    1890 Hogback Bridge Rd, Winterset, IA 50273
  • /18

    $260,000

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

    1413 W Washington St, Winterset, IA 50273

    Move-in ready and 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
  • /23

    $274,900

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

    303 E Court Ave, Winterset, IA 50273

    Welcome to one of the charming historical homes in Winterset. Walking through the front entrance, visitors are greeted with natural light spilling across the hardwood floors. As they enter the kitchen, the openness is easily noticeable making it a perfect place to host or have family dinners. The living room has charming built-ins which adds to the cozy feel. The laundry area is located on the

    Tamra Yeager Pro Team Realty

    303 E Court Ave, Winterset, IA 50273
  • /16

    $199,900

    • 2 Beds
    • 1 Bath
    • 1,030 Sq Ft

    520 W Madison St, Winterset, IA 50273

    Charming 2BR/1BA Townhome with Attached Garage in the Heart of Madison County! This inviting home features an open-concept layout with warm earth tones throughout. Enjoy a spacious kitchen that flows into the dining area and family room, perfect for relaxing or entertaining. Vaulted ceilings enhance the airy feel, while large windows bring in natural light. The ADA-compliant, no-step entry offers

    Nicholas Scar Iowa Realty Mills Crossing

    520 W Madison St, Winterset, IA 50273
  • /31

    $299,000

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft

    516 S 8th Ave, Winterset, IA 50273

    Step into history without the hassle! Built in 1890 and recently renovated, this 4-bedroom, 2-bath home offers the character you love with the updates you need. Sunlight pours through abundant windows, filling the spacious layout and large kitchen. Situated on nearly a half-acre (.418) lot right in town, you’ll have plenty of room to spread out, just minutes from Main Street and the birthplace of

    Tiffany Marcum The American Real Estate Co.

    516 S 8th Ave, Winterset, IA 50273
  • /34

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 2,432 Sq Ft

    719 E Washington St, Winterset, IA 50273

    If the "Wow Factor" is what you are hoping for in a home, this one is a must-see! This home was gutted down to the studs and completely rebuilt, so it is just like brand new! Walk in the front door, and you will love all the natural light as you enter the living room with a cozy gas fireplace. The large dining area adjoins the gorgeous kitchen with tons of cabinets and countertop space. There is

    Sarah Cowman Homefront Real Estate, LLC

    719 E Washington St, Winterset, IA 50273
  • /27

    $210,000

    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft

    202 S 7th Ave, Winterset, IA 50273

    Full of character and charm, this home sits on a desirable corner lot in the heart of Winterset Step inside to bright living spaces with new flooring throughout. The functional kitchen features ample storage and prep space and opens to the dining room. An inviting 3 season room steps from the living room and adjoined to the garage offers the perfect bonus space for entertaining or quiet mornings.

    Tiffany Ehler Boutique Real Estate

    202 S 7th 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
  • /27

    $247,900

    • 3 Beds
    • 2 Baths
    • 1,106 Sq Ft

    316 E Jefferson St, Winterset, IA 50273

    Charming Victorian that has been fully renovated. The living room has ten-foot ceilings, beautiful chandeliers, and a gas fireplace. In the main bedroom, there is a unique stained glass window. Walking into the kitchen, you are greeted with quartz countertops and custom cabinets, which adds a modern touch. All the appliances are 2-3 years old. Washer/dryer hookups are in the basement along with a

    Tamra Yeager Pro Team Realty

    316 E Jefferson St, Winterset, IA 50273
  • /35

    $699,000

    • 3 Beds
    • 3.5 Baths
    • 3,298 Sq Ft

    2218 N John Wayne Dr, Winterset, IA 50273

    Welcome to this exceptional 3300 sq ft 3/4-bedroom, 4-bath brick ranch that perfectly balances privacy, convenience, and expansive living. Situated on private acreage within city limits but just outside of town, this property offers the best of both worlds—peaceful seclusion with quick access to amenities and major highways.From the moment you step through the grand entry, you'll appreciate

    Alyssa Tadlock Madison County Realty

    2218 N John Wayne Dr, Winterset, IA 50273
  • /14

    $227,500

    • 3 Beds
    • 1.5 Baths
    • 912 Sq Ft

    1021 W South St, Winterset, IA 50273

    Come enjoy small town living in Winterset in this adorable 3 bedroom ranch home! The spacious living area has tons of natural light with the large windows and beautiful hardwood floors. Find three bedrooms and a full bath on the main floor, as well as the farmhouse style kitchen featuring white subway tile backsplash and white cabinets. The lower level features an extra living space, half bath,

    Jenna Carney Keller Williams Realty GDM

    1021 W South St, Winterset, IA 50273
  • /34

    $699,900

    • 4 Beds
    • 3.5 Baths
    • 2,200 Sq Ft

    1821 Millstream Ct, Winterset, IA 50273

    Prepare to be taken back by this distinguished two-story residence. With over 3700 finished square feet- masterfully crafted and lavishly finished with beautiful living space. Setting on three breathtaking acres, every inch of this estate exudes luxury and warmth—from the inviting front porch to expansive decks, professionally designed landscaping, a cozy inviting firepit, and an astounding

    Sarah Cowman Homefront Real Estate, LLC

    1821 Millstream Ct, Winterset, IA 50273
  • /31

    $299,000

    • 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
  • /22

    $295,000

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

    410 N 6th St, Winterset, IA 50273

    Pride of ownership in this spacious home! 3 bedrooms, 2 baths, over 2,000 sf finished space and a huge backyard. Adorable kitchen with stainless steel appliances. Refrigerator is less than 1 year old. Large dining area with sliding door that leads to the deck/backyard. Great set up for the primary bedroom with access to the bathroom/laundry room. All 3 bedrooms are on the 1st floor. The lower

    Jennifer Stover Madison County Realty

    410 N 6th St, Winterset, IA 50273
  • /31

    $124,000

    • 2 Beds
    • 1 Bath
    • 942 Sq Ft

    59 E Washington St, Winterset, IA 50273

    Great opportunity for an investor or a first-time buyer looking to make a place their own!! This 942 sq ft ranch-style home offers potential, and an opportunity to build equity with a little TLC. The main level features a spacious living room with built-ins, a generously sized bedroom with double closets, and an eat-in kitchen ready for your personal touch. Toward the back of the home, youll

    John Brummett RE/MAX Precision

    59 E Washington St, Winterset, IA 50273
  • /23

    $320,000

    • 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 great big 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

    Alyssa Tadlock Madison County Realty

    203 W Green St, Winterset, IA 50273
  • /13

    $159,900

    • 5 Beds
    • 2 Baths
    • 1,556 Sq Ft

    523 S 2nd St, Winterset, IA 50273

    This conversion duplex offers the perfect opportunity to add value and generate strong returns. Located just blocks from downtown Winterset, this property is ideal for house hackers, investors, or anyone looking to expand their portfolio in a growing community. Each unit offers spacious layouts with room for updates and personalization. With separate entrances, utilities, and off-street parking

    Ben Grotzke LPT Realty, LLC

    523 S 2nd St, Winterset, IA 50273
  • /32

    $287,500

    • 3 Beds
    • 2 Baths
    • 1,741 Sq Ft

    620 W Filmore St, Winterset, IA 50273

    **Available now for quick possesion!!**Charming Ranch with modern Updates on a Quiet Street.Welcome to this beautifully updated home nestled on a peaceful street, perfect for those seeking both comfort and convenience. Step onto the quaint front porch and into a home that blends cozy charm with modern finishes throughout.This spacious home features a large primary bedroom with

    Alyssa Tadlock Madison County Realty

    620 W Filmore St, Winterset, IA 50273
  • /32

    $499,900

    • 6 Beds
    • 3.5 Baths
    • 2,351 Sq Ft

    301 Magnolia Point, Winterset, IA 50273

    Spacious and beautifully maintained 6-bedroom, 3.5-bath home situated on a generous 0.65-acre lot! Built in 2020, this home offers the perfect blend of modern style and functional living. The open-concept main level features a bright kitchen with ample storage and a cozy living area. The walk-out basement provides even more living space—ideal for entertaining, a home gym, or rec area. Enjoy the

    Rachel Eller Summerset Realty

    301 Magnolia Point, Winterset, IA 50273
  • /17

    $84,500

    • 3 Beds
    • 1 Bath
    • 1,075 Sq Ft

    315 N 4th Ave, Winterset, IA 50273

    . 1.5-story home with a welcoming front porch and a 1-car detached garage. This home offers 3 bedrooms and 1 bath. Hardwood floors and carpet. 2 window units stay with the home. Large yard and great location!. Call today for your viewing!

    Sarah Cowman Homefront Real Estate, LLC

    315 N 4th Ave, Winterset, IA 50273
  • /9

    $216,000

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

    413 E 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

    413 E Madison St, Winterset, IA 50273
  • /8

    $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 it! 2 bed, 1 bath tri-plex features zero-step entry and 36" doorways throughout as well as ADA shower 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 in bedrooms and a

    Alyssa Tadlock Madison County Realty

    411 W Madison St, Winterset, IA 50273
  • /35

    $450,000

    • 5 Beds
    • 4 Baths
    • 3,520 Sq Ft

    204 W Washington St, Winterset, IA 50273

    If you're looking for ** WOW ** this. is. IT!! This stunning 1875 two story has been well cared for and offers a long list of modern amenities. Situated just a couple blocks from the historic Winterset square and close to schools, restaurants and retail on a large corner lot with outdoor living and perennials waiting for you. Relax on the wrap around porch or entertain on the back patio

    Alyssa Tadlock Madison County Realty

    204 W Washington St, Winterset, IA 50273
  • /11

    $414,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,564 Sq Ft

    204 E Grade St, Winterset, IA 50273

    New Construction. Two story home with a cool layout. Home features three bedrooms, two and a half bathrooms, two car attached garage, and "safe room" which can be used as a storm shelter and/or safe. Buyer still has time to pick out flooring, and appliances.

    Chloe Marean Homefront Real Estate, LLC

    204 E Grade St, Winterset, IA 50273
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