Madison, IA Homes

/20
Est $173,072 Not Listed For Sale
- 3 Beds
- 1 Bath
- 960 Sq Ft
401 S 2nd Ave, Winterset, IA 50273

401 S 2nd Ave, Winterset, IA 50273

/35
$749,900 Pending
- 4 Beds
- 3 Baths
- 1,742 Sq Ft
4726 Cherrywood Ln, Winterset, IA 50273

Welcome home to your in-town acreage situated north of Winterset, right on Cumming Road. No gravel to worry about here! This four-bedroom, three-bath walkout ranch home has undergone many extensive updates in the kitchen & dining area. This home was made for entertaining with a gorgeous kitchen with a huge center island, perfect for large gatherings. The dining room off the kitchen has extra

Sarah Cowman Homefront Real Estate, LLC

4726 Cherrywood Ln, 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

/23
Est $212,099 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,098 Sq Ft
421 E Court Ave, Winterset, IA 50273

421 E Court Ave, Winterset, IA 50273

/18
$310,000 Pending
- Studio
- 2 Baths
- 995 Sq Ft
515 E North St, Winterset, IA 50273

Investor Alert! Super clean and well-maintained duplex investment property. Each unit has 2 bedrooms and 1 full bath. Large living room, spacious kitchen and dining area. Sliding door from the dining area leads to the backyard. The bedrooms have good size closets. 1st floor laundry. Ample storage space in the basement. 1 car attached garage. 515 E. North has a newer stove and water heater. 519

Jennifer Stover Madison County Realty

515 E North St, 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

/12
Est $200,860 Not Listed For Sale
- 4 Beds
- 1.5 Baths
- 1,061 Sq Ft
415 E Court Ave, Winterset, IA 50273

415 E Court Ave, Winterset, IA 50273

/12
$145,000 Pending
- 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
/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

/23
Est $263,424 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,496 Sq Ft
902 E Buchanan St, Winterset, IA 50273

902 E Buchanan St, Winterset, IA 50273

/2
$120,000 Pending
- Land
- 4.80 Acres
- $25,000 per Acre
CH P 69 Carver Rd, Winterset, IA 50273

Pending with a contingency. Check back! A great 4.8 ac's in beautiful Madison County IA.Not far from the covered bridges is this virgin piece of land. A small stream, a small shed. Approx. 70% wooded - so it's full of wildlife. A half acre has been cleared to build on. Rural water and power on site. You will need to put in a septic. No more land is being made here in God's country - so this is

Rob Cerveny BHHS Ambassador Real Estate

CH P 69 Carver Rd, 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

/7
Est $148,961 Not Listed For Sale
- 1 Bed
- 1 Bath
- 832 Sq Ft
116 E Grade St, Winterset, IA 50273

116 E Grade St, Winterset, IA 50273

/19
$82,000 Pending
- 3 Beds
- 1.5 Baths
- 1,186 Sq Ft
215 W Filmore St, Winterset, IA 50273

Charming home featuring a welcoming front porch, 3 cozy bedrooms, and 2 bathrooms. The spacious open-concept living area seamlessly flows into the kitchen, creating an ideal space for entertaining. Just minutes from the vibrant downtown square, offering the perfect blend of comfort and convenience.

Steven Camerona Iowa Realty Beaverdale

215 W Filmore St, 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

/33
Est $303,736 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
117 E High St, Winterset, IA 50273

117 E High 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

/31
Est $274,238 Not Listed For Sale
- 3 Beds
- 2 Baths
- 838 Sq Ft
521 W Hutchings St, Winterset, IA 50273

521 W Hutchings St, Winterset, IA 50273

/18
$252,500 Sold Jan 17, 2025
- 1,580 Sq Ft
- $160/SF
- 70 Days On Market
- 2 Beds
- 2 Baths
- Built 1977
604 S 2nd Ave, Winterset, IA 50273

Super spacious walk-out brick ranch on a large corner lot! The 1st floor features: 2 bedrooms, 1 bath with walk-in shower, 2 large family rooms, 1st floor laundry room, open concept floor plan. The kitchen has tons of cabinets/counterspace with a breakfast island. The lower level features: 2 family rooms, a remodeled full bathroom, 2 non-conforming bedrooms. The LL walks out to a large covered

Jennifer Stover Madison County Realty

604 S 2nd Ave, Winterset, IA 50273

/21
Est $257,773 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,688 Sq Ft
602 E South St, Winterset, IA 50273

602 E South St, Winterset, IA 50273

/23
$90,000 Sold Jan 16, 2025
- 958 Sq Ft
- $94/SF
- 4 Days On Market
- 3 Beds
- 1 Bath
- Built 1890
513 W Hutchings St, Winterset, IA 50273

Three-bedroom 1 bath bungalow located in Madison County. Great location close to schools, hospital and the Madison County Historical Complex. Kitchen with appliances located next to formal dining room. Two bedrooms on the main floor and one on the upper level. Recent roof replacement, home has vinyl siding and newer windows. Front hall closet in foyer before you enter south facing living room

Toni Tindle Covered Bridge Realty

513 W Hutchings St, Winterset, IA 50273

/17
Est $162,917 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 780 Sq Ft
823 E Jefferson St, Winterset, IA 50273

823 E Jefferson St, Winterset, IA 50273

/35
$580,000 Sold Jan 13, 2025
- Land
- 6 Acres
- $89,922 per Acre
- 136 Days On Market
2064 226th Ct, Winterset, IA 50273

Spread out in this amazing farmhouse style acreage! This acreage is perfectly located just on the edge of town and off a hard surface road. This home boasts over 3500sf of finished space, 4 bedrooms, 3.5 bathrooms all on 6.45 acres. Step in the front door to the beautiful and dramatic 2 story foyer. Check out the super spacious kitchen with tons of cabinetry and counterspace. Large dining area.

Jennifer Stover Madison County Realty

2064 226th Ct, Winterset, IA 50273

/13
Est $169,431 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,060 Sq Ft
609 E Jefferson St, Winterset, IA 50273

609 E Jefferson St, Winterset, IA 50273

/30
$185,000 Sold Jan 09, 2025
- 1,042 Sq Ft
- $178/SF
- 17 Days On Market
- 2 Beds
- 2 Baths
- Built 1910
406 N 7th St, Winterset, IA 50273

Total Remodel down to the studs! New Electric, Plumbing, Drywall, Doors, Windows, Trim...Everything inside is NEW! This property has a great kitchen, 2 bedrooms, 2 baths and a large eat in kitchen! You will love the covered front porch as you enter into the living area. There are all new windows with nice natrual light. Off the living room is a back deck overloking the huge yard. The eat in

Sarah Cowman Homefront Real Estate, LLC

406 N 7th St, Winterset, IA 50273

/29
Est $230,618 Not Listed For Sale
- 5 Beds
- 1.5 Baths
- 1,758 Sq Ft
53 E Benton St, Winterset, IA 50273

53 E Benton St, Winterset, IA 50273

/31
$292,500 Sold Jan 08, 2025
- 1,387 Sq Ft
- $211/SF
- 25 Days On Market
- 4 Beds
- 2 Baths
- Built 1959
926 W Court Ave, Winterset, IA 50273

So many updates in this sweet 4 bed 2 bath home! Adorable and curb appeal galore! You will notice the new concrete driveway and sidewalk as you pull into this spacious corner lot. The living room is spacious with wonderful natural windows. The kitchen has been updated with an island (included), bright white cabinets, SS appliances (included), and tons of counter space. Off the kitchen is the 4

Sarah Cowman Homefront Real Estate, LLC

926 W Court Ave, Winterset, IA 50273

/25
Est $159,433 Not Listed For Sale
- 2 Beds
- 1 Bath
- 814 Sq Ft
215 W Benton St, Winterset, IA 50273

215 W Benton St, Winterset, IA 50273

/35
$325,500 Sold Jan 07, 2025
- 1,318 Sq Ft
- $247/SF
- 35 Days On Market
- 3 Beds
- 3 Baths
- Built 2018
818 N 11th Avenue Cir, Winterset, IA 50273

Better than new, this adorable, 3-bedroom, 3-bath ranch is full of upgrades not found in new construction. The main floor features two bedrooms, including a large master suite with walk-in closet (with upgraded wood shelving) and a private bathroom with a beautiful fully tiled shower. The all-white kitchen is well-appointed with a gas stove. All appliances stay. Kitchen is open to a dining area

Heather Helland RE/MAX Precision

818 N 11th Avenue Cir, Winterset, IA 50273

/30
Est $239,442 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,381 Sq Ft
323 W Benton St, Winterset, IA 50273

323 W Benton St, Winterset, IA 50273

/25
$210,000 Sold Jan 06, 2025
- 1,176 Sq Ft
- $179/SF
- 179 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1992
716 E Filmore St, Winterset, IA 50273

Welcome home to your own slice of heaven in the beautiful town of Winterset! Turn key ready, all you need to do is move in. Zero entry, ranch home that offers three bedrooms, a full bathroom and a primary half bath. Enjoy meals in the large eat-in kitchen with updated stainless steel appliances while family or guests gather out the backdoor on the patio-furniture and lights included! The

Tanner Nygren LPT Realty, LLC

716 E Filmore St, Winterset, IA 50273

/17
Est $199,309 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,333 Sq Ft
215 W Buchanan St, Winterset, IA 50273

215 W Buchanan St, Winterset, IA 50273

/27
$207,500 Sold Jan 03, 2025
- 1,168 Sq Ft
- $178/SF
- 130 Days On Market
- 2 Beds
- 1 Bath
- Built 1957
721 E High St, Winterset, IA 50273

This could be the one you've been looking for!!!Sprawling ranch on the SE side of the beautiful town of Winterset. Close to the City Park and one of the areas famous covered bridges.This home lives bigger than you would expect with a large family room up front, spacious kitchen, and sunken great room. There is a good sized room off the garage that is currently being used as a home gym but

Jon Lipovac RE/MAX Precision

721 E High St, Winterset, IA 50273

/29
Est $265,082 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,146 Sq Ft
602 N 1st Ave, Winterset, IA 50273

602 N 1st Ave, Winterset, IA 50273

/28
$210,000 Sold Dec 13, 2024
- 1,268 Sq Ft
- $166/SF
- 4 Days On Market
- 3 Beds
- 1 Bath
- Built 1959
902 W Court Ave, Winterset, IA 50273

Welcome to this spacious three-bedroom home, offering the perfect blend of comfort and potential! Featuring a full unfinished basement, there's endless opportunity to customize the space to fit your needs- whether it's a home gym, extra bedrooms, or a recreation area. The three-car attached garage provides ample room for vehicles, storage, or a workshop. Located in a desirable neighborhood, this

Rachel Eller Summerset Realty

902 W Court Ave, Winterset, IA 50273

/21
Est $279,510 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

/32
$320,000 Sold Dec 12, 2024
- 1,426 Sq Ft
- $224/SF
- 32 Days On Market
- 3 Beds
- 3 Baths
- Built 2017
801 N 11th Avenue Cir, Winterset, IA 50273

Check out this awesome zero entry ranch at the back of a could-a-sac in the heart of Winterset. The cozy living room is offset by a dine in kitchen with tons of natural sunlight. The laundry room is extra spacious! The main level features two bedrooms. One with an en-suite and another with the full bath just outside. Need to work from home? No problem..The seller turned a walk in closet into a

Andria Lang RE/MAX Concepts

801 N 11th Avenue Cir, Winterset, IA 50273

/16
Est $149,607 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

/17
$170,000 Sold Dec 02, 2024
- 968 Sq Ft
- $176/SF
- 146 Days On Market
- 2 Beds
- 1 Bath
- Built 1905
523 N 5th St, Winterset, IA 50273

2BR 1BA ranch home with bonus room and 2 car attached garage with storage. Cute little front porch ... think morning coffee! Corner lot with extra room and mature trees. Sq footage actually 1,448 as assessor does not have the bonus room included in their report. Crawl space. Home being sold 'as is' .. completed 'as-is' addendum must accompany the offer.

Robert Duff Covered Bridge Realty

523 N 5th St, Winterset, IA 50273

/16
Est $196,628 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

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