Winterset, IA Homes for Sale

/7
$240,000

$60K PRICE DROP
- Land
- 6.98 Acres
- $34,384 per Acre
Lot 16 114th Ct, Winterset, IA 50273

Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - 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

Julie Baudler RE/MAX Concepts

Lot 16 114th Ct, Winterset, IA 50273
/19
$220,000

$5K PRICE DROP
- 2 Beds
- 1 Bath
- 848 Sq Ft
121 E Benton St, Winterset, IA 50273

If you are looking for a starter home or a nice home to downsize, you need to take a look at this one. This 2 bedroom, 1 bath is handicap accessible, built in 1932 with 848sf, with a living room, dining, hardwood floors and natural woodwork. Included with this home is a full size pool table, bar/chairs. The home has a large garage built in 2004(28x36) with an unfinished attic for additional

Larry Corkrean Madison County Realty

121 E Benton St, Winterset, IA 50273
/2
$130,000
- Land
- 39,204 Sq Ft
- $144,444 per Acre
Lot 1 N 4th Ave, Winterset, IA 50273

New Light Commercial Development. Lots will be ready to build upon in Spring 2025, Street will be in Fall 2024. All utilities to the lots. Great location on north side of Winterset w/ easy access to major highways. Listing agent has ownership in the property.

Peter Corkrean Madison County Realty

Lot 1 N 4th Ave, Winterset, IA 50273
/17
$169,900

$55K PRICE DROP
- Land
- 4.68 Acres
- $36,303 per Acre
2215 245 Ln, Winterset, IA 50273

Beautiful rolling building lot just south of town and on minimal gravel located on a dead end road! This 4.68 acre m/l lot is ready for you to bring your builder and build your dream home! The lot gently rolls to the north for a walk out opportunity and overlooks the neighbor's pristine pond! There will be very minimal covenants (currenty being drawn up by attorney) and the county needs to

Sarah Cowman Homefront Real Estate, LLC

2215 245 Ln, Winterset, IA 50273
/35
$325,000

$10K 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
/2
$450,000
- Land
- 30 Acres
- $15,000 per Acre
RR Scott Township None, Winterset, IA 50222

A great opportunity to add to your existing operation or the perfect acreage to start a small farm, a nice building site or weekend gateway. This is a highly productive farm, all tillable with a CSR 2 rating of 83.

Patrick Corkrean Madison County Realty

RR Scott Township None, Winterset, IA 50222
/2
$185,000
- Land
- 1.14 Acres
- $161,996 per Acre
Lot 4 N 4th Ave, Winterset, IA 50273

New Light Commercial Development. Lots will be ready to be built upon in Spring 2025, road will paved in Fall 2025. All utilities to the lots. Great location for easy access to major highways. Listing agent has ownership in the property.

Peter Corkrean Madison County Realty

Lot 4 N 4th 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
/29
$4,938,450
- Land
- 451.34 Acres
- $10,942 per Acre
0 N River School Rd Unit 745575, Winterset, IA 50273

We are proud to present the Hogback Farm, an exceptional 451 acre m/l recreational and income-producing property located in the heart of Madison County, Iowa, just a short drive from the Des Moines metro. Tucked into a highly desirable corridor between Winterset and Adel, less than one mile from paved Highway 169, this property offers a rare combination of privacy, natural beauty, and

Bryan Bergdale Peoples Company

0 N River School Rd Unit 745575, Winterset, IA 50273
/33
$210,000
- 2 Beds
- 2 Baths
- 1,065 Sq Ft
209 W Jefferson St Unit 17, Winterset, IA 50273

Experience elevated small-town living in this beautifully updated 3rd floor corner condo located just one block from the historic downtown square of Winterset. Unit 17 offers the rare combination of modern finishes, secure low-maintenance living, and walkable convenience with restaurants, shopping, banking, and the post office all nearby. This spacious 2 bedroom, 2 full bath condo features 1,065

Kent Brant Exit Country Realty

209 W Jefferson St Unit 17, Winterset, IA 50273
/35
$210,000
- 2 Beds
- 2 Baths
- 1,080 Sq Ft
209 W Jefferson St Unit 23, Winterset, IA 50273

Experience elevated small-town living in this beautifully updated 3rd floor corner condo located just one block from the historic downtown square of Winterset. Unit 17 offers the rare combination of modern finishes, secure low-maintenance living, and walkable convenience with restaurants, shopping, banking, and the post office all nearby. This spacious 2 bedroom, 2 full bath condo features 1,065

Kent Brant Exit Country Realty

209 W Jefferson St Unit 23, Winterset, IA 50273
/12
$87,900

$2K PRICE DROP
- 3 Beds
- 2 Baths
1624 W Summit St Unit 135, Winterset, IA 50273

Welcome to this well-maintained newer 3-bedroom, 2-bathroom home offering modern comfort and style! The primary bedroom features a private en suite bathroom, creating the perfect retreat at the end of the day. Enjoy low-maintenance LVP flooring throughout the kitchen, living room, and bathrooms, with cozy carpet in all bedrooms for added comfort. The open living space provides a great layout for

Mahayla Claiser Covered Bridges MHP

1624 W Summit St Unit 135, Winterset, IA 50273
/23
$239,900
- 3 Beds
- 1.5 Baths
- 1,241 Sq Ft
816 E Washington St, Winterset, IA 50273

Charming and well located, this 3 bed, 1.5 bath home sits on a quiet street just a shortdistance from Winterset’s vibrant town square. The main floor features a living room, large dining room, andfunctional kitchen, along with a convenient main floor bedroom and half bath. Upstairs offers two additionalbedrooms and a full bathroom. Outside, enjoy a private backyard with a patio—perfect for

Laurel Pangman Keller Williams Realty GDM

816 E Washington St, Winterset, IA 50273
/7
$250,000
- Land
- 5.1 Acres
- $49,020 per Acre
2269 205th Ln, 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

2269 205th Ln, Winterset, IA 50273
/35
$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
$290,000

$30K 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
/18
$175,000

$24K PRICE DROP
- Land
- 7.14 Acres
- $24,510 per Acre
2368 Saint Charles Rd, Winterset, IA 50273

BRING YOUR OWN BUILDER!!! This 7.14 acres is located right off the St Charles pavement, offering convenience and gorgeous fall views. Schedule a showing today!

Rachel Eller Summerset Realty

2368 Saint Charles Rd, Winterset, IA 50273
/32
$265,000

$5K PRICE DROP
- 4 Beds
- 2 Baths
- 866 Sq Ft
715 N 3rd Ave, Winterset, IA 50273

** MOVE IN READY WITH ALL THE UPDATES ** This 4 bed 2 bath has been thoughtfully and skillfully updated and is ready for its new owners! Improvements include: All new interior paint. New/updated trim. All new Flooring. New lighting. New windows in 2025. Interior doors summer 2025. New siding approx 15 years ago with new paint summer 2025. New roof/sofit/facia approx 10 years. Furnace 3 years.

Alyssa Tadlock Madison County Realty

715 N 3rd Ave, Winterset, IA 50273
/15
$43,900
- 3 Beds
- 2 Baths
- 1,216 Sq Ft
1624 W Summit St Unit 115, Winterset, IA 50273

Discover the perfect blend of comfort and space in this beautiful 3-bedroom, 2-bath home featuring a spacious open-concept floor plan designed for today's lifestyle. The inviting layout creates a seamless flow between the living, dining, and kitchen areas, making everyday living and entertaining effortless. Generously sized bedrooms, ample natural light, and thoughtfully designed living spaces

Mahayla Claiser Covered Bridges MHP

1624 W Summit St Unit 115, Winterset, IA 50273
/8
$265,000

$25K PRICE DROP
- 4 Beds
- 3 Baths
- 1,620 Sq Ft
406 S 2nd St, Winterset, IA 50273

Spacious ranch-style home on a desirable corner lot in the heart of Winterset! This well-maintained manufactured home on a permanent foundation offers over 1,600 sq. ft. on the main level with 3 bedrooms, 2 bathrooms, multiple living areas, a formal dining room, and a generously sized kitchen with abundant cabinet and counter space. The finished walkout lower level provides exceptional

Allison Hendershot RE/MAX Concepts

406 S 2nd St, Winterset, IA 50273
/7
$140,000
- Land
- 5.36 Acres
- $26,119 per Acre
002 220th St, Winterset, IA 50273

Build your dream home on 5.36 acres in scenic Madison County. Located just 20 minutes from West Des Moines and 2 miles south of Hwy 92, this beautiful building site offers rural water, electricity, and high-speed fiber internet at the road. Enjoy peaceful country living on a well-maintained gravel road with an easy commute to DSM

Jodi Broadbent Realty ONE Group Impact

002 220th St, Winterset, IA 50273
/28
$335,000

$30K 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
/7
$149,000
- Land
- 2.93 Acres
- $50,853 per Acre
Lot 35 Limestone Ct, Winterset, IA 50273

Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - 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

Julie Baudler RE/MAX Concepts

Lot 35 Limestone Ct, Winterset, IA 50273
/14
$69,900
- 3 Beds
- 1 Bath
- 1,221 Sq Ft
313 E North St, Winterset, IA 50273

Rare opportunity in historic Winterset! This 3-bedroom, 1-bath home offers approximately 1,221 square feet and is ready for a complete renovation. Great neighborhood, and close the historic Winterset square. Property is being sold strictly As-Is. Ideal for investors, contractors, or buyers looking for their next rehabilitation project. Excellent opportunity to restore a classic 1900 home and

Roger Queck Pro Team Realty

313 E North St, Winterset, IA 50273
/28
$4,938,450
- Land
- 451.34 Acres
- $10,942 per Acre
0 N River School Rd Unit NOC6340580, Winterset, IA 50273

Peoples Company is proud to present the Hogback Farm, an exceptional 451 acre m/l recreational and income-producing property located in the heart of Madison County, Iowa, just a short drive from the Des Moines metro. Tucked into a highly desirable corridor between Winterset and Adel, less than one mile from paved Highway 169, this property offers a rare combination of privacy, natural beauty, and

Bryan Bergdale Peoples Company

0 N River School Rd Unit NOC6340580, Winterset, IA 50273
/7
$240,000

$10K PRICE DROP
- Land
- 4.19 Acres
- $57,279 per Acre
Lot 17 114th Ct, Winterset, IA 50273

Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - 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

Julie Baudler RE/MAX Concepts

Lot 17 114th Ct, Winterset, IA 50273
/7
$220,000

$55K PRICE DROP
- Land
- 4.22 Acres
- $52,133 per Acre
Lot 31 Limestone Ct, Winterset, IA 50273

Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - 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

Julie Baudler RE/MAX Concepts

Lot 31 Limestone Ct, Winterset, IA 50273
/7
$250,000
- Land
- 3.33 Acres
- $75,075 per Acre
Lot 22 112th Ct, Winterset, IA 50273

Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - 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

Julie Baudler RE/MAX Concepts

Lot 22 112th Ct, Winterset, IA 50273
/2
$125,000
- Land
- 31,798 Sq Ft
- $171,233 per Acre
Lot 3 N 4th Ave, Winterset, IA 50273

New Light Commercial Development. Lots will be ready to build upon in Spring 2025, Road is being paved in Fall 2024. All utilities to the lots. Great location for easy access to major highways. Listing agent has ownership in the property.

Peter Corkrean Madison County Realty

Lot 3 N 4th Ave, Winterset, IA 50273
/4
$55,000

$20K PRICE DROP
- Land
- 3 Acres
- $18,333 per Acre
1796 Millstream Ct, Winterset, IA 50273

Beautiful 3-acre lot located in the desirable Covered Bridge Estates! This scenic property offers the perfect blend of country feel with community convenience. Ideal for building your dream home with room to spread out—bring your own builder! Limestone is present. Enjoy paved roads, rural water access at the road, and peaceful surroundings in this established neighborhood. Just minutes from town,

Rachel Eller Summerset Realty

1796 Millstream Ct, Winterset, IA 50273
/34
$559,000

$6K PRICE DROP
- 4 Beds
- 3 Baths
- 1,506 Sq Ft
5219 Cherrywood Ln, Winterset, IA 50273

Stunning 4 bed (5 non-conforming) 3 bath home nestled on 2.24 acres! Walking in you are instantly drawn to over-sized windows showcasing a beautiful backyard. Home features 2x6 exterior walls & 9' ceilings. Kitchen has 11' long single piece quartz island w/ double-sided cabinets that demands its own zip code. A large walk-in pantry & custom built wood shelving and all appliances included complete

Jonathan Lee RE/MAX Precision

5219 Cherrywood Ln, Winterset, IA 50273
/7
$215,000
- Land
- 2.91 Acres
- $73,883 per Acre
Lot 26 114th Ct, Winterset, IA 50273

Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - 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

Julie Baudler RE/MAX Concepts

Lot 26 114th Ct, Winterset, IA 50273
/7
$230,000
- Land
- 3.3 Acres
- $69,697 per Acre
Lot 29 Limestone Ct, Winterset, IA 50273

Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - 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

Julie Baudler RE/MAX Concepts

Lot 29 Limestone Ct, Winterset, IA 50273
/7
$160,000
- Land
- 3.32 Acres
- $48,193 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
/29
$210,000

$5K PRICE DROP
- 3 Beds
- 2 Baths
- 964 Sq Ft
110 N 10th Ave, Winterset, IA 50273

Located in a desirable Winterset neighborhood, this ranch home offers hardwood floors throughout, three main floor bedrooms, an eat-in kitchen with plenty of countertop space, and two spacious family rooms, one on the main level and one in the finished lower level. The attached one-car garage is complemented by an additional parking pad for extra convenience. The lower level also provides

Kyle Kuhns RE/MAX Revolution

110 N 10th Ave, Winterset, IA 50273
/34
$474,900
- 4 Beds
- 3.5 Baths
- 1,807 Sq Ft
305 Magnolia Point, Winterset, IA 50273

If you are from Winterset, you know. If you are considering a move to Winterset, this town is one of the most beautiful ones in Iowa... the landscape, the hills - just incredibly picturesque. Then, you come upon 305 Magnolia Pt. A home built with care in 2023, requiring little maintenance. The thoughtful floor plan includes a mudroom area upon entering and a staircase staggered back a bit to

Rachel Wallace RE/MAX Precision

305 Magnolia Point, Winterset, IA 50273
/7
$36,900
- 2 Beds
- 1 Bath
1624 W Summit St Unit 134, Winterset, IA 50273

This 2 bedroom, 1 bathroom home is a comfy, with an eat in kitchen with an island. This home has a NEW roof, plenty of windows, with newer blinds, that provides the home with natural light. The living room is very spacious in this home. The bathroom is conveniently located between both bedrooms for great efficiency.

Mahayla Claiser Covered Bridges MHP

1624 W Summit St Unit 134, Winterset, IA 50273
/7
$325,000
- Land
- 9.2 Acres
- $35,326 per Acre
Lot 32 Limestone Ct, Winterset, IA 50273

Map takes you to the development, not the actual lot. Please look at website for exact location of lots www.scenicridgeiowa.com - 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

Julie Baudler RE/MAX Concepts

Lot 32 Limestone Ct, Winterset, IA 50273
/31
$350,000

$50K PRICE DROP
- 4 Beds
- 1 Bath
- 1,680 Sq Ft
1509 State 92 Hwy, Winterset, IA 50273

Step back in time and imagine the possibilities with this classic farmhouse nestled on 3.82 scenic acres surrounded by mature timber and peaceful countryside views. Built in 1925, this 2-story home offers 1,680 square feet filled with original character and timeless charm. Inside, you’ll find 4 bedrooms, a home office, beautiful original trim, stunning French doors in the dining room and living

Jennifer Stover Madison County Realty

1509 State 92 Hwy, Winterset, IA 50273

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