Winterset, IA Homes

/30
$184,900 Pending
- 3 Beds
- 1 Bath
- 1,358 Sq Ft
712 N 2nd Ave, Winterset, IA 50273

Winterset west side 1 1/2 story home with many updates. New furnace & air, roof, windows, siding and more, all within the last few years. Home has large formal dining room open to living room. Kitchen has double closets on one side which make a nice pantry or additional storage. Three season room off the kitchen ready for you to update with some included materials. One main floor bedroom. The

Toni Tindle

Covered Bridge Realty

(515) 705-6035

712 N 2nd Ave, Winterset, IA 50273
/18

$800 - $899 per month

The Bridges

1-2 Beds

1111 N 8th Ave, Winterset, IA 50273

Formerly Known as Candle Ridge, The Bridges, an Apartment Community, offers affordable 1 and 2 bedroom apartments. Apartments are being freshened up with brand-new LVP flooring, updated cabinetry, and counters. Age restrictions no longer apply!

1111 N 8th Ave, Winterset, IA 50273
/20
$269,000 Sold May 02, 2025
- 1,483 Sq Ft
- $181/SF
- 24 Days On Market
- 3 Beds
- 2 Baths
- Built 2021
316 S 7th Ave, Winterset, IA 50273

This beautiful 3 bedroom, 2 bath zero-entry residence built in 2021, boasts an open concept living area that creates a seamless flow throughout the home, making it perfect for entertaining and family gatherings. The spacious master bedroom with en suite off the living room, and at the separate end of the home from the two additional bedrooms, allows for a great private space. Laundry and mudroom

Kristin Flaherty Stoney Oak Properties LLC

316 S 7th Ave, Winterset, IA 50273

/12
Est $446,004 Not Listed For Sale
- 3 Beds
- 4.5 Baths
- 2,625 Sq Ft
923 S 4th Ave, Winterset, IA 50273

923 S 4th Ave, Winterset, IA 50273

/34
$199,500 Pending
- 3 Beds
- 1 Bath
- 1,005 Sq Ft
304 E Washington St, Winterset, IA 50273

This one 1/2 story home is all new on the inside with many updates on the exterior. It features a newer metal roof and is well insulated. It is located on a corner lot with landscaping rocks and plants surrounding the appealing yard and tidy house. Garage has fresh paint and new board walls. Covered rear deck with fresh stain leads to basement. Interior includes all NEW appliances, sheet rock,

Toni Tindle

Covered Bridge Realty

(515) 690-6546

304 E Washington St, Winterset, IA 50273
/35
$215,000 Sold May 02, 2025
- 1,254 Sq Ft
- $171/SF
- 201 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1958
815 W Court Ave, Winterset, IA 50273

Appealing brick ranch with two bedrooms & 1.5 bath on Winterset West side. This home has a very large living room with a brick fireplace as a focal point for this great space. Easy living on one level with a full basement including a second fireplace. There is a formal dining room with a closet which leads to a kitchen including all appliances. Kitchen has a generous amount of counter space and

Toni Tindle Covered Bridge Realty

815 W Court Ave, Winterset, IA 50273

/23
Est $199,958 Not Listed For Sale
- 3 Beds
- 1 Bath
- 981 Sq Ft
201 S 4th St, Winterset, IA 50273

201 S 4th St, Winterset, IA 50273

/21
$69,900 Pending
- 3 Beds
- 1 Bath
- 1,174 Sq Ft
110 E Grade St, Winterset, IA 50273

3 BR 1 bath one story frame home in Winterset. It has a large kitchen with entrance to basement from inside the home. Rear yard with front and back decks. Home is being sold "AS IS". Some upgrades within the last ten years to mechanicals and exterior features. Hardwood floors in many areas. Bonus room off SW corner of the home. Priced below assessed value. Come to view.

Toni Tindle

Covered Bridge Realty

(515) 417-0546

110 E Grade St, Winterset, IA 50273
/34
$745,000 Sold May 01, 2025
- Land
- 22 Acres
- $34,003 per Acre
- 150 Days On Market
1849 Fox Trail, Winterset, IA 50273

This is more than just a home! This is a picturesque rolling 20 acres with multiple streams, pond, and beautiful views. The tranquil setting has a 3 bed, 4 bath ranch home built in 2002 with over 3,000 sqft of finished living space. The home features hardwood and tile floors throughout the main level with multiple living spaces, dining room, large eat in white kitchen, laundry room and a

Timothy Schutte EXIT Realty & Associates

1849 Fox Trail, Winterset, IA 50273

/12
Est $225,041 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,184 Sq Ft
816 E South St, Winterset, IA 50273

816 E South St, Winterset, IA 50273

/33
$245,000
- Land
- 2.50 Acres
- $98,000 per Acre
1755 280th St, Winterset, IA 50273

Three-bedroom 1 bath acreage home on 2.5 acres more or less. Home has had complete remodel with new sheetrock and insulation. Newer roof and AC with new duct work. Newer laminate flooring throughout within last two years. Replaced all fixtures cabinets sinks and more. Added extras include all appliances. 16x20 detached garage with 8 ft by 16 ft lean-to in rear. Included animal pens outside the

Toni Tindle

Covered Bridge Realty

(515) 690-7594

1755 280th St, Winterset, IA 50273
/17
$149,000 Sold Apr 18, 2025
- 772 Sq Ft
- $193/SF
- 3 Days On Market
- 2 Beds
- 1 Bath
- Built 1910
622 N 7th St, Winterset, IA 50273

Welcome to this charming 2-bedroom, 1-bath ranch-style home situated on a corner lot in the heart of Madison County. This cozy property offers a spacious living and kitchen area, perfect for relaxing or entertaining. Enjoy the convenience of a 2-car attached garage and a large, fenced-in yard. While it needs a little TLC (mostly cosmetic), this home offers great potential. Experience the

Nicholas Scar Iowa Realty Mills Crossing

622 N 7th St, Winterset, IA 50273

/26
Est $371,235 Not Listed For Sale
- 3 Beds
- 2 Baths
2647 Bittersweet Ave, Winterset, IA 50273

2647 Bittersweet Ave, 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

Toni Tindle

Covered Bridge Realty

(515) 498-5106

1220 W Court Ave, Winterset, IA 50273
/19
$169,500 Sold Apr 16, 2025
- 1,216 Sq Ft
- $139/SF
- 109 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1921
706 N 1st Ave, Winterset, IA 50273

This picturesque Craftsman-style home offers 1920s charm. With 3 bedrooms, one that can be used as an office space and 1 1/2 baths, it features a spacious layout with high ceilings that enhance the feeling of openness. This home has retained much of its original woodwork, giving it a warm, inviting atmosphere. Recent upgrades include a new roof, replaced by previous owners, in the fall of 2022

Eric Vetsch Keller Williams Realty GDM

706 N 1st Ave, Winterset, IA 50273

/35
Est $531,239 Not Listed For Sale
- 3 Beds
- 2 Baths
2395 148th St, Winterset, IA 50273

2395 148th St, 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
/31
$725,000 Sold Apr 10, 2025
- Land
- 20 Acres
- $36,250 per Acre
- 73 Days On Market
2990 214th Trail, Winterset, IA 50273

Nestled on 20 picturesque acres, this beautiful 4-bedroom ranch home offers the perfect blend of comfort, functionality, and scenic beauty. Boasting an open floor plan, the heart of the home is the spacious kitchen with a pantry, perfect for culinary enthusiasts. The primary suite is a true retreat, featuring a walk-in closet and a full ensuite bathroom. Convenience meets practicality with

Julianna Cullen RE/MAX Precision

2990 214th Trail, Winterset, IA 50273

/23
Est $334,750 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,273 Sq Ft
807 N 15th Ave, Winterset, IA 50273

807 N 15th Ave, Winterset, IA 50273

/21
$525,000
- 4 Beds
- 3 Baths
- 1,590 Sq Ft
902 S 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 S 9th Ave, Winterset, IA 50273
/25
$164,000 Sold Apr 10, 2025
- 864 Sq Ft
- $190/SF
- 128 Days On Market
- 3 Beds
- 1 Bath
- Built 1885
509 W Summit St, Winterset, IA 50273

Discover this delightful 3-bedroom, 1-bathroom home with an open concept layout, perfectly situated on a spacious .66-acre double lot in Winterset. Enjoy the freedom to create your outdoor oasis—whether it’s a garden, play area, or entertaining space, shop, garage, and more! This home offers a bright living area that flows seamlessly into the kitchen space. With ample room for expansion or

Austin Postier RE/MAX Results

509 W Summit St, Winterset, IA 50273

/35
Est $370,438 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 1,504 Sq Ft
905 N 15th Ave, Winterset, IA 50273

905 N 15th 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
/24
$187,500 Sold Apr 09, 2025
- 1,842 Sq Ft
- $102/SF
- 105 Days On Market
- 4 Beds
- 2 Baths
- Built 1860
621 E Court Ave, Winterset, IA 50273

Affordably priced four bedroom home in Winterset. This 1.5 story home is situated on a corner lot with a short walk to the dog park and the city park. It has a main level laundry, large kitchen, and a dining area that steps out onto your back deck. The main level also has an adorable nook to take coffee in the morning. Flooring and trim have been updated. Upstairs has two bedrooms and a large

Tamra Yeager Pro Team Realty

621 E Court Ave, Winterset, IA 50273

/29
Est $416,189 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,145 Sq Ft
818 N 9th Ave, Winterset, IA 50273

818 N 9th Ave, Winterset, IA 50273

/18
$258,000
- 2 Beds
- 2 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
/25
$288,000 Sold Apr 04, 2025
- 2,698 Sq Ft
- $107/SF
- 2 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1875
703 W Court Ave, Winterset, IA 50273

Charming Victorian on Historic West Court Avenue. You'll fall in love with this spacious 1.5-story home nestled on a large corner lot in the heart of Winterset. With 2,698 sq. ft., this home features 4 bedrooms, 2 bathrooms, & a layout full of character. Step inside to explore a spacious living room, an eat-in kitchen with butcher block countertops, a formal dining room, family room, & a

Catie Jespersen RE/MAX Concepts

703 W Court Ave, Winterset, IA 50273

/36
Est $428,362 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,233 Sq Ft
809 N 9th Ave, Winterset, IA 50273

809 N 9th Ave, 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
/23
$205,000 Sold Apr 04, 2025
- 982 Sq Ft
- $209/SF
- 26 Days On Market
- 3 Beds
- 1 Bath
- Built 1993
714 W Mills St, Winterset, IA 50273

Welcome to this beautifully updated 3-bedroom, 1-bath ranch in the heart of Winterset! Boasting 982 square feet of thoughtfully designed living space, this home features a stylishly renovated kitchen with sleek countertops and modern stainless steel appliances, complemented by durable solid surface flooring throughout. Sunlight pours into the spacious living areas, creating a bright and welcoming

Timothy Lucken Real Broker, LLC

714 W Mills St, Winterset, IA 50273

/35
Est $513,288 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,692 Sq Ft
909 N 9th Ave, Winterset, IA 50273

909 N 9th Ave, 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
/28
$358,409 Sold Apr 04, 2025
- 1,712 Sq Ft
- $209/SF
- 635 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2024
1912 Dogwood Ln, Winterset, IA 50273

Beautiful new construction of this 2-story home in a quiet neighborhood. Home features 3 bedrooms on 2nd floor, primary with carpet, tray ceiling, ceiling fan and primary bath with double sink, tile shower, LVP flooring and walk in closet. Bedrooms 2 and 3 have vaulted ceilings and carpet. Hall bath with quartz countertop, full tub/shower, and LVP flooring. Laundry room located on upper level.

Robert D. Weeks Iowa Realty Waukee

1912 Dogwood Ln, Winterset, IA 50273

/17
Est $296,799 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,344 Sq Ft
809 W Mills St, Winterset, IA 50273

809 W Mills St, Winterset, IA 50273

/33
$520,000
- 3 Beds
- 2.5 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
/35
$315,000 Sold Apr 01, 2025
- 1,984 Sq Ft
- $159/SF
- 103 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1925
119 E Buchanan St, Winterset, IA 50273

Classic charm and character describe this beautifully maintained 4-bedroom Winterset home, located on a tree-lined street. Walk up to the enclosed porch and stylish brick of this craftsman home, with southern exposure, it is the perfect spot to enjoy a morning cup of coffee or a rocking chair in the afternoon. Step inside to the charming living space perfect for the whole family to enjoy movie

Adam Bugbee EXP Realty, LLC

119 E Buchanan St, Winterset, IA 50273

/25
Est $221,291 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,213 Sq Ft
821 W Fremont St, Winterset, IA 50273

821 W Fremont 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
/15
$313,000 Sold Mar 28, 2025
- 1,356 Sq Ft
- $231/SF
- 61 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2021
815 N 11th Avenue Cir, Winterset, IA 50273

Beautiful newer home with a large primary suite and a finished basement with 3rd bedroom. Large rear deck. The home is move in ready. Located on a cul de sac street for added peacefulness. There is an attached two car garage. Property is being sold As-Is. Inspections are for buyers knowledge only. Buyer will be responsible for all abstracting costs. Seller is The Secretary of Veterans

Brent Kelso Silverado Realty

815 N 11th Avenue Cir, Winterset, IA 50273

/8
Est $1,238,889 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,031 Sq Ft
505 E Madison St, Winterset, IA 50273

505 E Madison St, Winterset, IA 50273

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