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Winterset, IA Homes for Sale with Garage

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  • /34

    $225,000

    $30K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 962 Sq Ft

    710 N 3rd Ave, Winterset, IA 50273

    Corner lot three-bedroom, one bath ranch with attached garage on Winterset West side. Home has fenced yard, great fire pit area for outdoor entertaining, contained decorative garden/flower beds and a row of new trees. Other new yard features include landscaping rock and creative oval garden landscaping mound. Updates include fully encapsulated deep crawl space with warranty and new sump pump.

    Agent Photo

    Toni Tindle

    Covered Bridge Realty

    710 N 3rd Ave, Winterset, IA 50273
  • /31

    $225,000

    • 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
  • /35

    $410,000

    $64K 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
  • /21

    $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

    $325,000

    • 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
  • /35

    $699,000

    • 4 Beds
    • 3 Baths
    • 2,800 Sq Ft

    3035 Clark Tower Rd, Winterset, IA 50273

    Rare opportunity to own a beautifully improved 24+/- acre pasture and timber farm less than 9 miles from Winterset on pavement. Built in 2023, the ranch home offers 5 bedrooms, 3 bathrooms, an additional non-conforming bedroom, 2,800 finished square feet, and an unfinished 2,800-square-foot basement ready for your finishing touches. The attached 2,685-square-foot, 3-door insulated garage features

    Aaron Creger Midwest Land Group LLC

    3035 Clark Tower Rd, Winterset, IA 50273
  • /35

    $1,187,500

    $63K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,282 Sq Ft

    1826 Green Ln, Winterset, IA 50273

    57.36 Acres with Log Home, Livestock Facilities & Equipment – Earlham School District Located just 3 miles north of Highway 92 and approximately 2 miles east of Earlham Road, this 57.36 gross acre property offers a great combination of rural living, pasture ground, and functional farm improvements. The property features a 2-story log cabin style home built in 1996 offering approximately 2,282

    Shane Spyksma Kiloterra

    1826 Green Ln, Winterset, IA 50273
  • /25

    $414,900

    $15K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,077 Sq Ft

    2607 Quail Ridge Trail, Winterset, IA 50273

    Set on 3 peaceful acres in Madison County, this charming 1.5-story farmhouse offers the perfect blend of country character, privacy and everyday function. With 2,077 square feet, the home features a warm farmhouse style throughout, including a farmhouse kitchen, inviting living spaces, 2 bathrooms, one bedroom on the main level, and three additional bedrooms upstairs.The sunroom overlooks the

    Julie Egli RE/MAX Precision

    2607 Quail Ridge Trail, Winterset, IA 50273
  • /35

    $235,000

    • 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
  • /34

    $1,225,000

    • 5 Beds
    • 5 Baths
    • 2,434 Sq Ft

    2188 114th Ct, Winterset, IA 50072

    Welcome to modern acreage living at its finest! Set on 5.32 picturesque acres in gorgeous Madison County and located in the highly desirable Adel school district, this stunning home offers the perfect blend of peaceful country living with everyday convenience. Just 13 minutes from Grand Prairie Parkway, you’ll enjoy an easy drive on all blacktop roads—no gravel! Inside, discover 4,593 sq ft of

    Julie Baudler RE/MAX Concepts

    2188 114th Ct, Winterset, IA 50072
  • /35

    $969,000

    • 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
  • /34

    $595,000

    • 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
  • /26

    $250,000

    • 4 Beds
    • 2 Baths
    • 1,432 Sq Ft

    420 W Mills St, Winterset, IA 50273

    This well-maintained home offers a ton of space and a sprawling floor plan that sets it apart from your traditional split-level layout. A major highlight is the large, completely finished master suite situated privately above the garage. In total, the home features 4 bedrooms, 2 full bathrooms, and one half bathroom, along with its own dedicated laundry room. The kitchen includes a convenient bar

    Ian Sparks Homefront Real Estate, LLC

    420 W Mills St, Winterset, IA 50273
  • /30

    $340,000

    • 3 Beds
    • 2 Baths
    • 1,913 Sq Ft

    423 E Jefferson St, Winterset, IA 50273

    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 with today’s conveniences. Step inside to find a warm and welcoming family room featuring wood beams, a

    Jennifer Stover Madison County Realty

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

    $899,900

    $150K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,660 Sq Ft

    2230 260th St, Winterset, IA 50273

    Set on 19.5 acres just outside Winterset, this property offers a rare combination of scale, function and lifestyle. With nearly 4,800 finished square feet, geothermal heating and cooling, a 36x54 outbuilding and approximately 13 acres of productive row crop, this is a well-rounded acreage package that is difficult to replicate.The 1.5-story home features a warm, timeless interior with vaulted

    Julie Egli RE/MAX Precision

    2230 260th St, Winterset, IA 50273
  • /35

    $949,900

    • 3 Beds
    • 2.5 Baths
    • 3,210 Sq Ft

    1524 260th St, Winterset, IA 50273

    DREAMS DO COME TRUE! Take a look at this exquisite 2 story home on 15ac in beautiful MADISON COUNTY. The CRAFTSMANSHIP of this home is amazing, from the CUSTOM CABINETS, DOORS and COMMERCIAL EXHAUST VENT, all made on site, to the CUSTOM STEEL BACKSPLASH and BARN BOARDS from the old Homestead that was located on this acreage. The LARGE GRANITE BAR has a built-in beverage frig and seating for 8.

    Betsy Breeding Realty ONE Group Impact

    1524 260th 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
  • /30

    $399,990

    $199K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 2,286 Sq Ft

    1024 W Summit St, Winterset, IA 50273

    In town acreage opportunity. 3-bedroom, 1-bath home on 9.88 m/l acres located just outside the Winterset city limits. The home offers 2,286 sq ft of living area with main-level and upper-level bedrooms, and a partial basement. A detached 1-car garage and a 1,620 sq ft pole building provides additional storage and workspace. The acreage features open ground with level to rolling terrain and treed

    Jerold Steenhoek Iowa Realty Waukee

    1024 W Summit St, 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
  • /23

    $229,900

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,006 Sq Ft

    113 S 3rd St, Winterset, IA 50273

    Move-in ready and totally remodeled 3-bed 2.5-bath ranch! Everything you need is on the main level. This home has been thoughtfully renovated, utilizing every square inch. Walk in, and you will appreciate the large entry way ready for your locker system or bench area. The living room is bright and spacious and is open to the kitchen. The kitchen has nice counter and cabinet space with a pantry

    Sarah Cowman Homefront Real Estate, LLC

    113 S 3rd St, Winterset, IA 50273
  • /35

    $350,000

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    2381 Adair Madison Ave, Winterset, IA 50273

    Discover the perfect blend of country living, outdoor recreation, and modern updates with this exceptional 10-acre hobby farm, located just one mile off Highway 92. Step inside the beautifully updated 3-bedroom, 1-bathroom home featuring a comfortable, flowing floor plan. The heart of the home is a large country kitchen with abundant cabinet space and room for a dining table, which seamlessly

    Ian Sparks Homefront Real Estate, LLC

    2381 Adair Madison Ave, Winterset, IA 50273
  • /35

    $330,000

    $5K 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
  • /35

    $365,000

    • 4 Beds
    • 3 Baths
    • 1,524 Sq Ft

    1405 W Court Ave, Winterset, IA 50273

    Step inside and you'll be welcomed by a spacious entry that opens into the vaulted living room, where a cozy fireplace creates the perfect gathering space. This well-maintained ranch offers over 2,500 finished square feet, 4 bedrooms, and 3 bathrooms. The spacious kitchen features maple cabinetry, newer granite countertops, updated appliances, and large windows that showcase views of the

    Lauren Moore Agency Iowa

    1405 W Court Ave, 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
  • /34

    $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
  • /24

    $295,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,204 Sq Ft

    212 N 14th Ave, Winterset, IA 50273

    Sweet ranch home located on a quiet street. The open concept floor plan makes this house feel bigger than it is. The 1st floor offers 2 large bedrooms, 1 full bath, kitchen with a breakfast bar and a private home office space. The lower level features a huge family room, large bedroom and full bath - and still plenty of storage space. Sliding door off the dining area leads to the private

    Jennifer Stover Madison County Realty

    212 N 14th Ave, Winterset, IA 50273
  • /28

    $349,900

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,669 Sq Ft

    1514 MacKensie Cir, Winterset, IA 50273

    Spacious 2 story home in the Birchwood development. 3 bedrooms, 2.5 baths, 1669sf. Modern open floor plan. Large kitchen and dining area. Sliding door from dining area leads to the deck. Just off the kitchen is a home office/formal dining room. The 2nd floor features 3 generous bedroom, 2 baths, and laundry room. The lower level is ready for the new homeowners to finish for even more living

    Jennifer Stover Madison County Realty

    1514 MacKensie Cir, Winterset, IA 50273
  • /29

    $289,000

    $10K PRICE DROP
    • 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 massive 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 craft

    Alyssa Tadlock Madison County Realty

    203 W Green St, Winterset, IA 50273
  • /33

    $364,900

    $34K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 1,720 Sq Ft

    704 N 14th Ave, Winterset, IA 50273

    Tucked at the end of a quiet street, this 4-bedroom home sits on an oversized lot in a welcoming neighborhood. You'll love the fully fenced yard, wooden fencing, and large deck, perfect for enjoying the outdoors.Inside, the main level offers a functional layout with a drop zone at the front entry, a dedicated office/study, and a spacious living area with a cozy fireplace. The kitchen features

    Ashlee & Kyle Knickerbocker Keller Williams Realty GDM

    704 N 14th Ave, Winterset, IA 50273
  • /26

    $259,000

    $11K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,859 Sq Ft

    319 S 7th Ave, Winterset, IA 50273

    WELCOME HOME to this beautiful 3 bed/1 bath home on .32 ac lot. You will LOVE walking into the large living room, with plenty of NATURAL LIGHT and nice sized dining area. The kitchen has plenty of COUNTER SPACE and also a nice sized ISLAND. Off of the kitchen is the large 4 SEASON PORCH/family room (12'x33') with plenty of windows and natural light. The perfect area for ENTERTAINING! Two bedrooms

    Betsy Breeding Realty ONE Group Impact

    319 S 7th Ave, Winterset, IA 50273
  • /31

    $274,900

    $40K 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

    $375,000

    • 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
  • /17

    $229,900

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,270 Sq Ft

    1413 W Washington St, Winterset, IA 50273

    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
  • /26

    $330,000

    • 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

Home Price Trends

Median Sale Price
$255,000
Median Single Family Sale Price
$260,000
Median 2 Bedroom Sale Price
$204,500
Median 1 Bedroom Sale Price
$217,000
Median Studio Sale Price
$285,000
Average Price Per Sq Ft
$187
Number of Homes for Sale
32
Last 12 months Home Sales
99
Months of Supply
3.90
Median List Price
$269,900
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
8%
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