4,153

Madison, IA Homes

Section Image
  • /5

    $369,555 Sold Mar 27, 2025

    • 1,400 Sq Ft
    • $264/SF
    • 99 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    301 Maple Point, Winterset, IA 50273

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

    Robert D. Weeks Iowa Realty Waukee

    301 Maple Point, Winterset, IA 50273
    • /21

      Est $279,148 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,048 Sq Ft

      616 N 1st Ave, Winterset, IA 50273

      616 N 1st Ave, Winterset, IA 50273
  • /7

    $260,000

    • Land
    • 3.14 Acres
    • $82,803 per Acre

    Lot 14 114th Ct, Winterset, IA 50273

    Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

    Julie Baudler RE/MAX Concepts

    Lot 14 114th Ct, Winterset, IA 50273
  • /26

    $229,000 Sold Mar 26, 2025

    • 2,438 Sq Ft
    • $94/SF
    • 131 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1910

    304 W Jefferson St, Winterset, IA 50273

    Charming 1900's Traditional Two Story Home in the Heart of Winterset! Located in the heart of a peaceful, tree lined neighborhood, this gem is perfect for those seeking a home w/Character and timeless appeal. Original natural woodwork, & floors, intricate moldings,& large windows that fill each room w/natural light. This home boasts 4 beds, 2 baths, spread across the two levels. You will also

    Tobi Sharon RE/MAX Precision

    304 W Jefferson St, Winterset, IA 50273
    • /16

      Est $169,117 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 780 Sq Ft

      215 E Buchanan St, Winterset, IA 50273

      215 E Buchanan St, Winterset, IA 50273
  • /7

    $208,000

    • Land
    • 3.08 Acres
    • $67,532 per Acre

    Lot 13 114th Ct, Winterset, IA 50273

    Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

    Julie Baudler RE/MAX Concepts

    Lot 13 114th Ct, Winterset, IA 50273
  • /13

    $226,000 Sold Mar 26, 2025

    • 962 Sq Ft
    • $235/SF
    • 219 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1989

    710 N 3rd Ave, Winterset, IA 50273

    WOW! Check out this beautiful remodel. This 3 bedroom ranch is right on trend with colors and finishes. Everything is new - flooring, kitchen, bathroom, lighting, roof, windows, siding, HVAC, gutters, paint(interior&exterior), appliances. 1st floor laundry, 1 car attached garage. Nothing to do here - move right in and enjoy!

    Jennifer Stover Madison County Realty

    710 N 3rd Ave, Winterset, IA 50273
    • /16

      Est $191,953 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,391 Sq Ft

      423 N 1st Ave, Winterset, IA 50273

      423 N 1st Ave, Winterset, IA 50273
  • /7

    $199,000

    • Land
    • 3.09 Acres
    • $64,401 per Acre

    Lot 11 114th Ct, Winterset, IA 50273

    Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

    Julie Baudler RE/MAX Concepts

    Lot 11 114th Ct, Winterset, IA 50273
  • /21

    $185,000 Sold Mar 25, 2025

    • 1,072 Sq Ft
    • $173/SF
    • 164 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1926

    608 W South St, Winterset, IA 50273

    Adorable well maintained 2 bedroom home. Owned by the same family for over 70 years. Inviting enclosed front porch to sip your morning coffee. Large living room, eat in kitchen with plenty of cupboards. Built in cabinets and walk in shower in the bathroom. Newer roof, gutters and furnace. Back porch facing good sized flat backyard. This sweet little home is move in ready. Schedule your

    Sarah Cowman Homefront Real Estate, LLC

    608 W South St, Winterset, IA 50273
    • /24

      Est $173,023 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,926 Sq Ft

      415 N 1st Ave, Winterset, IA 50273

      415 N 1st Ave, Winterset, IA 50273
  • /7

    $150,000

    • Land
    • 2.95 Acres
    • $50,847 per Acre

    Lot 4 114th Ct, Winterset, IA 50273

    Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

    Julie Baudler RE/MAX Concepts

    Lot 4 114th Ct, Winterset, IA 50273
  • /35

    $250,000 Sold Mar 21, 2025

    • Land
    • 20 Acres
    • $12,500 per Acre
    • 16 Days On Market

    2646 Fieldstone Ave, Winterset, IA 50273

    Escape to the country and embrace the tranquility of this stunning 20 m/l acre property in Madison County, Iowa. Located southwest of Winterset on Fieldstone Ave, this picturesque parcel offers the perfect blend of natural beauty and recreational opportunities.Imagine building your dream home, and waking every day to take in the breathtaking views that stretch across the rolling Iowa

    Charles Johnson Kiloterra

    2646 Fieldstone Ave, Winterset, IA 50273
    • /24

      Est $111,981 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 624 Sq Ft

      510 N 1st Ave, Winterset, IA 50273

      510 N 1st Ave, Winterset, IA 50273
  • /6

    $150,000

    • Land
    • 2.90 Acres
    • $51,724 per Acre

    Lot 5 114th Ct, Winterset, IA 50273

    Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

    Julie Baudler RE/MAX Concepts

    Lot 5 114th Ct, Winterset, IA 50273
  • /13

    $24,500 Sold Mar 20, 2025

    • Land
    • 5 Acres
    • $4,667 per Acre
    • 161 Days On Market

    000 Roseman Bridge Rd, Winterset, IA 50273

    We are proud to present this 5.25 acre recreational tract in the heart of Madison County, just West of the town of Winterset. This property sits just 2 miles North of one of the historic Madison County covered bridges, the "Roseman Bridge". This unique property sits right on the Middle River, composed of a couple very neat sand bars and native grasses, making it the perfect getaway for

    Shane Spyksma Kiloterra

    000 Roseman Bridge Rd, Winterset, IA 50273
    • /24

      Est $287,849 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,456 Sq Ft

      719 W Washington St, Winterset, IA 50273

      719 W Washington St, Winterset, IA 50273
  • /7

    $189,000

    • Land
    • 2.96 Acres
    • $63,851 per Acre

    Lot 24 112th Ct, Winterset, IA 50273

    Have you ever dreamed of having an acreage where you are close to the DSM Metro, but still see the brightest stars shining at night? Where you have room for your kids to run and play outside or host a family or friend gathering in your matching outbuilding? Plant a garden, maybe have some chickens? Lead a sustainable life near the city? Your search is over! Scenic Ridge is all of those things and

    Julie Baudler RE/MAX Concepts

    Lot 24 112th Ct, Winterset, IA 50273
  • /35

    $245,500 Sold Mar 14, 2025

    • 1,064 Sq Ft
    • $231/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1958

    901 W Jefferson St, Winterset, IA 50273

    Winterset has so much to offer but still maintains that small rural community lifestyle so many people are looking for. Take the short drive from the Des Moines Metro and see this charming 3 bedroom and 2 bath home with an attached garage. Located in the NW part of town, it is convenient to walk to amenities like the beautiful aquatic center. The home is ready to move right in and has many new

    Jon Niemeyer EXIT Realty & Associates

    901 W Jefferson St, Winterset, IA 50273
    • /32

      Est $315,765 Not Listed For Sale

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

      612 W Jefferson St, Winterset, IA 50273

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

    $1,250,000

    • 5 Beds
    • 4.5 Baths
    • 3,111 Sq Ft

    2160 114th Ct, Winterset, IA 50273

    Amazing New Construction acreage! Picturesque views await in this fantastic home at Scenic Ridge. Three 60 Homes presents a stunning 1.5 story plan, 4500 sq ft finished, 5 BR, 5 BA, on over 3 acres! Entering the home you'll love the 12' ceilings in the main room providing a spacious feel. The kitchen is designed with a large center island with stone, commercial grade appliances, and pantry area.

    Matt Cole RE/MAX Concepts

    2160 114th Ct, Winterset, IA 50273
  • /41

    $311,000 Sold Mar 14, 2025

    • 2,004 Sq Ft
    • $155/SF
    • 147 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2019

    1109 Meredith Cir, Winterset, IA 50273

    This traditional 4 Bedroom two story home is anything but traditional!! The contemporary flair starts in the kitchen with white shaker cabinets mixed with a ‘removable island, ‘Smart’ Refrigerator, two oven Range, Microwave and Pantry. Dining area is convenient to large Patio with built-in gas grill, stone fire-pit and large fenced-in back yard. The spacious Family Room has built-ins for

    Jordan Nelson Creston Realty

    1109 Meredith Cir, Winterset, IA 50273
    • /19

      Est $224,443 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,120 Sq Ft

      315 S 5th Ave, Winterset, IA 50273

      315 S 5th Ave, Winterset, IA 50273
  • /20

    $199,000

    • Land
    • 14 Acres
    • $14,632 per Acre

    000 Ivy Trail, Winterset, IA 50273

    Want to get out of town to your own serene parklike setting? This place is for you! Build your dream home or just get away from the hustle and bustle of town. Put up a tree stand and try for your trophy buck! No covenants on this property so you can do whatever your heart desires! A creek runs through it, tall hardwood trees and a sweet picnic shelter are all in place. Come get your fill of fresh

    Sarah Cowman Homefront Real Estate, LLC

    000 Ivy Trail, Winterset, IA 50273
  • /16

    $235,000 Sold Mar 07, 2025

    • 796 Sq Ft
    • $295/SF
    • 13 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    908 E Benton St, Winterset, IA 50273

    This charming bungalow offers approximately 1,500 square feet of finished living space and was built in 2006. Meticulously maintained, it provides the perfect balance of comfort and functionality. The main floor features a spacious living room with vaulted ceilings and a cozy fireplace, creating a warm and inviting atmosphere. The kitchen is equipped with stainless steel appliances, ample

    Tammy Heckart RE/MAX Concepts

    908 E Benton St, Winterset, IA 50273
    • /33

      Est $252,027 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,782 Sq Ft

      117 S 5th Ave, Winterset, IA 50273

      117 S 5th Ave, 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
  • /34

    $305,000 Sold Feb 27, 2025

    • 1,904 Sq Ft
    • $160/SF
    • 13 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1880

    211 W South St, Winterset, IA 50273

    Discover the charm of this captivating Italianate home, ideally situated in the heart of vibrant Winterset. Combining historic elegance with modern amenities, this residence offers a seamless blend of timeless character and contemporary comfort. With over 1900 sq. ft. of updated living space, this home is as inviting as it is functional. Upon entry, you'll be greeted by soaring ceilings,

    Jennifer Mott RE/MAX Concepts

    211 W South St, Winterset, IA 50273
    • /18

      Est $188,034 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 884 Sq Ft

      212 N 4th Ave, Winterset, IA 50273

      212 N 4th Ave, 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
  • /26

    $243,500 Sold Feb 21, 2025

    • 1,830 Sq Ft
    • $133/SF
    • 10 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1917

    708 N 4th Ave, Winterset, IA 50273

    Vintage 2 Story with majestic woodwork (hardwood floor, wide trim, glass doors, wood columns, built-in and staircase).  Warm and welcoming charm exudes from the grand front porch to throughout this home.   Bright and inviting first floor with family room, formal dining, parlor/den, mudroom, bathroom and kitchen.  2nd floor with 4 bedrooms and 1 bathroom.  The intimate 1st floor parlor/den with

    Sonny Greene Iowa Realty Mills Crossing

    708 N 4th Ave, Winterset, IA 50273
    • /35

      Est $452,108 Not Listed For Sale

      • 4 Beds
      • 6 Baths
      • 3,325 Sq Ft

      218 S 2nd Ave, Winterset, IA 50273

      218 S 2nd Ave, 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
  • /18

    $165,000 Sold Jan 30, 2025

    • 1,477 Sq Ft
    • $112/SF
    • 83 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1890

    217 N 7th St, Winterset, IA 50273

    Located in a peaceful neighborhood, this cute 1.5 story home is one you don't want to miss. The entire house has updated plumbing and electric, and was completely remodeled just a few years ago. The first floor consists of a large open layout that is easy to appreciate. This includes the living room, dining room, and office area. The spacious kitchen has plenty of cabinet space, and provides room

    Ian Sparks Homefront Real Estate, LLC

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

      Est $472,049 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 4,315 Sq Ft

      220 W Washington St, Winterset, IA 50273

      220 W Washington St, 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
  • /35

    $274,000 Sold Jan 17, 2025

    • 1,058 Sq Ft
    • $259/SF
    • 10 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1948

    223 S 1st Ave, Winterset, IA 50273

    A beautiful and unique home on a lovely corner lot in Winterset, Iowa. Concrete home with so much character and charm. Much updating and a very sought after location. The home was custom one of its kind, has 3 bedrooms, 3/4 ba, newely updated and 1/2 bath on lower level with laundry. Newer windows, paint, tuck under 2 car garage. An adorable eat in kitchen with all appliances staying. Dining room

    Betsy Haas-Reineck LPT Realty, LLC

    223 S 1st Ave, Winterset, IA 50273
    • /17

      Est $198,504 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 904 Sq Ft

      308 E Washington St, Winterset, IA 50273

      308 E Washington St, Winterset, IA 50273
  • /2

    $74,500

    • Land
    • 3.45 Acres
    • $21,594 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
  • /28

    $218,000 Sold Jan 17, 2025

    • 1,213 Sq Ft
    • $180/SF
    • 30 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2001

    829 W Fremont St, Winterset, IA 50273

    Very nice 3 bed 2 bath townhome tucked away on a quiet culdesac is waiting for a new owner! This townhome has had many updates including new roof in 2020, deck and railing in 2023, Centrail a/c 2021, new flooring and fresh paint. On the main level you will love the open floor plan with a spacious living room featuring a gas fireplace. The kitchen has plenty of cabinet and countertop space and

    Sarah Cowman Homefront Real Estate, LLC

    829 W Fremont St, Winterset, IA 50273

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