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Saint Charles, IA Homes for Sale

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  • /20

    $2,460,000

    • Land
    • 164 Acres
    • $14,970 per Acre

    0000 169 Hwy N, Winterset, IA 50273

    Interested in Iowa farmland? Then check this listing of 165 m/l acres in Madison County in sections 18 & 19 of Union Twp. Gross acres taken from public website. This farm is just a short drive North of Winterset on HWY 169 on the east side of the highway. 125m/l acres tillable w/approximate CSR2 in the mid-80's. Approximately 40 acres of timber & a pond will satisfy your hunting and camping

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    (515) 690-7386

    0000 169 Hwy N, Winterset, IA 50273
  • /35

    $319,000

    • 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
  • /12

    $195,000

    • Land
    • 4.88 Acres
    • $39,959 per Acre

    4922 Cedar Ln, Winterset, IA 50273

    If you're ready to build your dream home, this stunning 4.88-acre lot is a must-see! Located on a paved road between West Des Moines and Winterset, this end of cul-de-sac property features a perfect blend of grassland and timber. With ample space for your home, an outbuilding, or even a pool, you'll enjoy beautiful views and the charm of local wildlife, all while having convenient access to the

    Timothy Scheib RE/MAX Precision

    4922 Cedar Ln, Winterset, IA 50273
  • /21

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 1,590 Sq Ft

    902 N 9th Ave, Winterset, IA 50273

    New construction ranch with a finished walk-out lower level. 4 bedroom, 3 bath, over 2800sf finished. Kitchen features a coffee bar, breakfast bar, walk-in pantry. Great open concept floor plan. The lower level features a large family room and 2 bedrooms with oversized closets. Covered front porch and back deck. Located in a small, quiet residential neighborhood.

    Jennifer Stover Madison County Realty

    902 N 9th Ave, Winterset, IA 50273
  • /35

    $595,000

    • 4 Beds
    • 3 Baths
    • 1,987 Sq Ft

    926 S 9th Ave, Winterset, IA 50273

    Extremely hard to find walk-out residential ranch in Winterset. Built in 2019, this home is in "like new" condition. With 4 bedrooms, 3 baths and a total of 3427sf finished, this home AND the .6 ac yard will give you space to spread out. The thought that went into this floor plan is easy to see when you tour this home. The flow of this house makes it perfect for entertaining large gatherings.

    Jennifer Stover Madison County Realty

    926 S 9th Ave, Winterset, IA 50273
  • /27

    $335,000

    • 5 Beds
    • 2.5 Baths
    • 1,415 Sq Ft

    221 N 15th Ave, Winterset, IA 50273

    Welcome to your future home in the heart of Winterset! This beautiful 1.5-story home offers 1,415 sq ft of living space, featuring 5 bedrooms, 2.5 bathrooms, an attached 2-car garage, and a fully fenced backyard with a spacious deck—ideal for enjoying the outdoors.The main level includes the master bedroom and first-floor laundry for your everyday convenience.Just minutes away

    Danielle Burnight RE/MAX Revolution

    221 N 15th Ave, Winterset, IA 50273
  • /35

    $359,900

    • 5 Beds
    • 3 Baths
    • 1,411 Sq Ft

    1303 N 7th St, Winterset, IA 50273

    Welcome to this beautifully maintained 5-bedroom, 3-bath walk-out ranch nestled on a spacious 1-acre corner lot in town! This home offers the perfect blend of comfort, convenience, and charm. Step inside to find a functional and inviting layout, with a new furnace, A/C, water heater, newer roof and newer appliances providing peace of mind for years to come. The walk-out basement adds great living

    Rachel Eller Summerset Realty

    1303 N 7th St, Winterset, IA 50273
  • /35

    $569,900

    • 6 Beds
    • 3.5 Baths
    • 3,155 Sq Ft

    2237 Holliwell Valley Ct, Winterset, IA 50273

    Discover this exceptional Winterset acreage, perfectly situated on 4.3 acres of peaceful countryside. At the heart of this home is a beautifully designed kitchen featuring a pantry, soft-close drawers, and stunning views of the fenced yard and neighboring pond from the dining area and spacious deck. With over 3,150 sq. ft. on the main level, the home offers abundant living spaces, including four

    Wendy Eilander RE/MAX Concepts

    2237 Holliwell Valley Ct, Winterset, IA 50273
  • /26

    $355,000

    • 4 Beds
    • 3 Baths
    • 1,497 Sq Ft

    115 W North St, Winterset, IA 50273

    Really nice ranch home with covered front porch and just a few blocks north of the Winterset Square! This well kept home boasts an open floor plan with nice sized living room which includes gas fireplace and vaulted ceiling. The dining area overlooks the back yard. The kitchen has a nice eat at bar. The bedroom off of the living area has beautiful french doors and could also be used as an office.

    Sarah Cowman Homefront Real Estate, LLC

    115 W North St, Winterset, IA 50273
  • /33

    $360,000

    • 4 Beds
    • 2.5 Baths
    • 2,026 Sq Ft

    708 W Fremont St, Winterset, IA 50273

    Tons of room to spread out in this 4 bed 3 bath home. Walk into the gathering room that has many uses. It could be a formal dining room or a great sitting area. The spacious kitchen has plenty of cabinets and counter tops space and all appliances are included. The dining area can accommodate a large table. There is a huge mudroom off the kitchen as well as a 3/4 bath. The living room is huge

    Sarah Cowman Homefront Real Estate, LLC

    708 W Fremont St, Winterset, IA 50273
  • /33

    $520,000

    • 3 Beds
    • 3 Baths
    • 1,842 Sq Ft

    2325 Carver Rd, Winterset, IA 50273

    Discover country living just south of historic Winterset in the heart of beautiful Madison County! Built in 2023, this barndominium blends contemporary style with durability, featuring concrete walls, a metal roof and siding, and polished concrete floors throughout. The open floor plan offers a seamless flow between living spaces, while in-floor heating ensures comfort during those winter months.

    Kyle Kuhns RE/MAX Revolution

    2325 Carver Rd, Winterset, IA 50273
  • /27

    $559,900

    • 3 Beds
    • 1.5 Baths
    • 1,911 Sq Ft

    1785 Millstream Ct, Winterset, IA 50273

    Custom built and absolutely stunning, this three-bedroom, ranch home sitting on 3 acres with paved roads is in A+ condition! Walls of floor to ceiling windows flood the home with natural light and provide amazing sunset views of the valley. 2x6 quality construction, with clean, modern lines. Finishes are high end and the floor plan and space is perfect for right sizing, or a family. Radiant floor

    JoAnn Manning Iowa Realty Mills Crossing

    1785 Millstream Ct, Winterset, IA 50273
  • /35

    $385,000

    • 5 Beds
    • 3 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

    $549,000

    • Land
    • 8 Acres
    • $70,566 per Acre

    2640 206th St, Winterset, IA 50273

    Step right into your own magical country oasis compete with party barn, pond and amazing views! This sweet homestead has so much to offer! Located directly off of highway 92 - barely any gravel! The completely renovated 3 bedroom 1 bath home is bursting with character & has the most stunning southern views! Walk into the cozy living room with tons of natural light & enjoy the ambiance of the

    Sarah Cowman Homefront Real Estate, LLC

    2640 206th St, Winterset, IA 50273
  • /25

    $209,900

    • 3 Beds
    • 1 Bath
    • 1,061 Sq Ft

    707 E Buchanan St, Winterset, IA 50273

    Fully remodeled 3 bedroom 1 bathroom 2 stall garage home in Winterset! Spacious living room with windows all around offering so much natural light! New kitchen!! New cabinets, new countertops, and new appliances in this kitchen offering plenty of cabinet and countertop space! All new appliances also included in this home! One bedroom on the main level, along with the full bathroom with laundry

    Jenn Ho Goh GoSynergy Realty

    707 E Buchanan St, Winterset, IA 50273
  • /19

    $247,500

    • 3 Beds
    • 1 Bath
    • 1,118 Sq Ft

    223 N 8th St, Winterset, IA 50273

    Amazing home renovation! Sweet ranch home on a large corner lot. 3 bedroom, 1 bath, 1118sf. The all new kitchen is efficient with a breakfast bar all new cabinetry/countertops and newer stainless steel appliances. Enjoy your morning coffee in the sunny dining area right off the kitchen. The spacious breezeway is the perfect spot for 1st floor laundry and plenty of extra room for coats/shoes. Next

    Jennifer Stover Madison County Realty

    223 N 8th St, Winterset, IA 50273
  • /32

    $169,500

    • 4 Beds
    • 1 Bath
    • 2,018 Sq Ft

    415 E Jefferson St, Winterset, IA 50273

    Are you looking for a large 4 bed/1.5 bath home with plenty of character, in the beautiful town of Winterset? Then this is the house for you. From the beautiful oak hardwood floors to the built-in corner cabinet in the dining area, and all of the smaller windows that bring in plenty of natural light, you will want to call this house HOME. The roomy kitchen has new stainless-steel appliances and

    Betsy Breeding Realty ONE Group Impact

    415 E Jefferson St, Winterset, IA 50273
  • /18

    $258,000

    • 2 Beds
    • 1.5 Baths
    • 1,480 Sq Ft

    715 W North St, Winterset, IA 50273

    Check out this adorable home makeover! 2 bedroom, 2 bath, 1480sf, 1st floor laundry. Great kitchen with ample counter space and a large dining area. Just off the kitchen is the 1st floor laundry and a large bonus space. This space would be perfect for a home office or extra space for kids. It also has access to the backyard. The primary bedroom has the 3/4 bath and access to the back deck.

    Jennifer Stover Madison County Realty

    715 W North St, Winterset, IA 50273
  • /31

    $395,000

    • Land
    • 3.00 Acres
    • $131,667 per Acre

    2923 N John Wayne Dr, Winterset, IA 50273

    Here is your chance to live on 3 acres right off of Hwy 169 in Madison County. Check out this updated ranch home featuring 4 bedrooms 3 baths. On the main level you have the Primary suite, with tons of closet space, 2nd bedroom or office. spacious living area with large picture windows, and a large deck off the dining room. On the finished lower level there are 2 additional bedrooms, 2nd family

    Rachel Eller Summerset Realty

    2923 N John Wayne Dr, Winterset, IA 50273
  • /30

    $250,000

    • 3 Beds
    • 1.5 Baths
    • 1,206 Sq Ft

    409 S 8th Ave, Winterset, IA 50273

    Move right into this squeaky clean three bed two bath ranch home! This well-cared-for home has many updates, including a roof in 2020, an updated kitchen, updated flooring, a newer fence, and updated electrical! You will love the huge living room as you walk in through the front door. The living room flows into the spacious dining area and large kitchen with beautiful butcher block countertops

    Sarah Cowman Homefront Real Estate, LLC

    409 S 8th Ave, Winterset, IA 50273
  • /21

    $225,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    703 N 3rd Ave, Winterset, IA 50273

    You will want to check out this well kept 3 bedroom home with finished basement on a corner lot. Home features 3 bedrooms and one bath on the main level. The kitchen is bright and nicely updated with newer appliances which are included! The dining area is adjacent to the kitchen which has a door that leads to the huge deck - perfect for grilling! The living room is very large with a big bright

    Sarah Cowman Homefront Real Estate, LLC

    703 N 3rd Ave, Winterset, IA 50273
  • /12

    $255,000

    • Land
    • 10 Acres
    • $25,424 per Acre

    2391 Carver Rd, Winterset, IA 50273

    Perfect location right off Hwy 169 with 10 acres more or less with a pond.  Rural Water and Electric located at street for access.

    Nicholas Scar Iowa Realty Mills Crossing

    2391 Carver Rd, Winterset, IA 50273
  • /9

    $270,000

    • Land
    • 24 Acres
    • $11,345 per Acre

    0 Carver Rd Unit 710768, Winterset, IA 50273

    Great building site with some income potential  This 23.8 Acre building site has timber, some tillable ground, and access to the river.  Best of all worlds with plenty of wildlife!!!

    Nicholas Scar Iowa Realty Mills Crossing

    0 Carver Rd Unit 710768, Winterset, IA 50273
  • /27

    $599,900

    • Land
    • 11 Acres
    • $56,170 per Acre

    2381 Carver Rd, Winterset, IA 50273

    The unicorn you've been looking for: 1728 sf ranch with 10.58 acres, ICF walls and ICF concrete roof, extremely secluded and private, amazing views of Madison County, tons of wildlife. This home was custom built and situated perfectly to take in the most amazing natural light. Gorgeous kitchen with Shaker style cabinetry, quartz countertops and new appliances in 2023. The in-floor radiant(garage

    Larry Corkrean Madison County Realty

    2381 Carver Rd, Winterset, IA 50273
  • /19

    $200,000

    • 2 Beds
    • 2.5 Baths
    • 1,213 Sq Ft

    723 N 6th Avenue Cir, Winterset, IA 50273

    Easy living in this 2 bed 2 and 1/2 bath townhome on a quiet cul de sac! You will love the open bright feel of this sweet home. The large living room has a gas fireplace and nice walk-in closet for coat storage There is a dining area by the patio doors that go out to a good sized deck. The kitchen has plenty of counter top and cabinet space as well as space for a table and chairs. The primary

    Sarah Cowman Homefront Real Estate, LLC

    723 N 6th Avenue Cir, Winterset, IA 50273
  • /35

    $475,000

    • 4 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
  • /16

    $675,000

    • Land
    • 60 Acres
    • $11,183 per Acre

    00 Ironwood Trail, Earlham, IA 50072

    Pleased to present 60.36 acres m/l of coveted Madison County, Iowa land perfect for hunting, recreation, or building a home. Conveniently located just 10 minutes north of Winterset and less than 30 minutes from the Des Moines Metro, this property offers almost 45 acres of dense timber and an estimated 12.61 acres of income-producing CRP, subject to reconstitution. This picturesque farm is framed

    Larry Corkrean Madison County Realty

    00 Ironwood Trail, Earlham, IA 50072
  • /14

    $129,000

    • 2 Beds
    • 1 Bath
    • 664 Sq Ft

    603 W Hutchings St, Winterset, IA 50273

    Charming and updated home nestled in a quiet, small-town neighborhood. This cozy residence features modern finishes, a spacious master bedroom and a functional layout perfect for comfortable living. Enjoy a modern renovated kitchen, updated flooring, and well-maintained systems throughout. The backyard offers a great space for relaxation or entertaining. With its affordable price and convenient

    Anthony Dennis RE/MAX Revolution

    603 W Hutchings St, Winterset, IA 50273
  • /16

    $223,000

    • 2 Beds
    • 0.5 Baths
    • 1,031 Sq Ft

    411 W Madison St, Winterset, IA 50273

    Looking to downsize? Just starting out? This is it! This 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
  • /13

    $219,000

    • 2 Beds
    • 0.5 Baths
    • 1,031 Sq Ft

    413 E Madison St, Winterset, IA 50273

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

    413 E Madison St, Winterset, IA 50273
  • /12

    $223,000

    • 2 Beds
    • 0.5 Baths
    • 1,031 Sq Ft

    415 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

    415 E Madison St, Winterset, IA 50273
  • /24

    $285,000

    • 5 Beds
    • 2 Baths
    • 2,212 Sq Ft

    217 E Jefferson St, Winterset, IA 50273

    Seller offering $5000 worth of buyer’s concessions for closing costs or beautification to make home their own! Unique property; two homes 1 lot. Main home is 5 bedroom, 2 remodeled baths with new carpet and flooring throughout. Kitchen has been remodeled with new cabinets, new dishwasher w/warranty and new stove and refrigerator. New Washer and Dryer are also included! Other updates in the main

    Sarah Cowman Homefront Real Estate, LLC

    217 E Jefferson St, Winterset, IA 50273
  • /16

    $675,000

    • Land
    • 60 Acres
    • $11,183 per Acre

    00 Ironwood Trail, Earlham, IA 50072

    Pleased to present 60.36 acres m/l of coveted Madison County, Iowa land perfect for hunting, recreation, or building a home. Conveniently located just 10 minutes north of Winterset and less than 30 minutes from the Des Moines Metro, this property offers almost 45 acres of dense timber and an estimated 12.61 acres of income-producing CRP, subject to reconstitution.This picturesque farm is

    Bryan Bergdale Peoples Company

    00 Ironwood Trail, Earlham, IA 50072
  • /12

    $145,000

    • Land
    • 6 Acres
    • $25,350 per Acre

    2331 Clark Tower Rd, Winterset, IA 50273

    Affordable acreage alert! Great location, just 2 miles from Winterset on a paved county highway. With a little TLC this 2 bedroom, 1 bath, 912 sf ranch would make a great first time home. or weekend get away. Perfect for the avid fisherman with Middle River right out the back door. 1 car detached garage +utility shed with concrete floor. and plenty of room for a larger outbuilding. Natural

    Randall Henry Madison County Realty

    2331 Clark Tower Rd, Winterset, IA 50273
  • /17

    $225,000

    • Land
    • 35 Acres
    • $6,429 per Acre

    2430 Highway 169, Winterset, IA 50273

    THIS IS AN AUCTIONThis land had been used as a motocross track "Riverside Raceway", and is now being auctioned as land only. This property includes two parcels, the larger parcel runs along the Middle River south of Winterset and is IDEAL for hunting and recreation, and the smaller adjacent parcel is suitable for building and is NOT in a flood plain. The property is just a couple miles

    Keith Soldwisch Zealty Home Advisors

    2430 Highway 169, Winterset, IA 50273
  • /3

    $76,500

    • Land
    • 3.00 Acres
    • $25,500 per Acre

    1796 Millstream Ct, Winterset, IA 50273

    LAKE LOT in Covered Bridge Estates – located in an association with paved roads. CBE gives you a feel of country living with easy access to the Des Moines area. Covenants attached. All information obtained from seller and public records.

    Rachel Eller Summerset Realty

    1796 Millstream Ct, Winterset, IA 50273
  • /5

    $150,000

    • Land
    • 3.32 Acres
    • $45,181 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
  • /5

    $150,000

    • Land
    • 3.32 Acres
    • $45,181 per Acre

    2259 Cedar Bridge Rd, Winterset, IA 50273

    Introducing Five Iron Farms - Madison County's newest acreage subdivision. Five Iron Farms offers the best of both world: located in the city limits with city services, but also situated on 3+acres surrounded by farm ground with great views of the countryside. Located on a hard surface road and just down the road from Lakeview Country Club. Bring your own builder. A good reference address to use

    Jennifer Stover Madison County Realty

    2259 Cedar Bridge Rd, Winterset, IA 50273
  • /5

    $250,000

    • Land
    • 5 Acres
    • $49,020 per Acre

    2269 205th Ln, Winterset, IA 50273

    Introducing Five Iron Farms - Madison County's newest acreage subdivision. Firve Iron Farms offer the best of both worlds: located in the city limits with city services, but also situated on 5 acres surrounded by farm ground with great views of the countryside. Located on a hard surface road and just down the road from Lakeview County Club. Bring your own builder. A good reference address to us

    Jennifer Stover Madison County Realty

    2269 205th Ln, Winterset, IA 50273
  • /6

    $150,000

    • Land
    • 3.27 Acres
    • $45,872 per Acre

    2243 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

    2243 Cedar Bridge Rd, 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 50263, 50211, 50266, 50061 and 50265.
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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