23

Winterset, IA Homes for Sale under $600,000

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  • /35

    $375,000

    $99K 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
  • /27

    $320,000

    $5K PRICE DROP
    • 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
  • /11

    $350,000

    • Land
    • 18.64 Acres
    • $18,777 per Acre

    0 Clark Tower Rd, Winterset, IA 50273

    Luxury Executive Acreage on Pavement | 18.64 Acres Just South of Winterset, Iowa Presenting a premier 18.64-acre executive acreage opportunity located just three miles south of Winterset on paved Clark Tower Road. Opportunities of this caliber in Madison County are increasingly difficult to find, offering the perfect combination of scenic beauty, privacy, usable land, and convenient access to the

    Andrew Zellmer Peoples Company

    0 Clark Tower Rd, 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
  • /34

    $549,999

    $45K PRICE DROP
    • 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
  • /35

    $339,900

    $10K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 1,800 Sq Ft

    117 E North St, Winterset, IA 50273

    Welcome to timeless Americana charm in the heart of beautiful Winterset. Nestled on a quiet, tree lined street just moments from the beloved historic square, this spacious 2 sty offers warmth, character and a sense of community that make Winterset such a special place to call home. With 6 bedrooms and 3 baths, this home offers remarkable flexibility and room to grow. 4 bedrooms are on 2nd level

    Lisa Davis RE/MAX Precision

    117 E North St, Winterset, IA 50273
  • /30

    $335,000

    $5K PRICE DROP
    • 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
  • /33

    $474,000

    • 3 Beds
    • 2.5 Baths
    • 2,616 Sq Ft

    1818 Patricia Acres, Winterset, IA 50273

    WELCOME HOME to this beautiful, CUSTOM-BUILT home on 2.1 private acres. Did I mention how CLOSE it is to Winterset? The main floor has a nice sized LIVING ROOM and FORMAL DINING ROOM, with an abundance of windows, for plenty of NATURAL LIGHT. The kitchen with GRANITE countertops, STAINLESS STEEL APPLIANCES that stay, also has a nice breakfast nook and opens to the large family room with a wood

    Betsy Breeding Realty ONE Group Impact

    1818 Patricia Acres, Winterset, IA 50273
  • /29

    $460,000

    • 4 Beds
    • 3 Baths
    • 1,743 Sq Ft

    703 N 10th Ave, Winterset, IA 50273

    Easy living in this spacious ranch home. You will love the covered front porch as you are greeted at the front door. The open floorplan is great for entertaining! Generous kitchen with beautiful back splash, SS appliances and pantry! The dining area is right off the kitchen with door to the covered deck - perfect for grilling! The living room has a cozy gas fireplace with beautiful built ins

    Sarah Cowman Homefront Real Estate, LLC

    703 N 10th Ave, Winterset, IA 50273
  • /35

    $349,000

    • 4 Beds
    • 2 Baths
    • 2,430 Sq Ft

    310 W Washington St, Winterset, IA 50273

    A truely unique and well kept historic home is ready for new owners. The character is abundant in this sprawling 2 story home. Walk in the front door and you will be greeted by a sweet vestibule for sitting and taking off shoes and hanging up your jacket. You will be greeted with a large front living room with stunning gas fireplace and lots of windows for natural light. There is an

    Sarah Cowman Homefront Real Estate, LLC

    310 W Washington 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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

    $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

    $370,000

    $30K 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
  • /2

    $395,000

    • Land
    • 3 Acres
    • $131,667 per Acre

    Lot 5 N 4th Ave, Winterset, IA 50273

    New Light Commercial Development. Lots will be ready to be built upon in Spring 2025, road pave 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 5 N 4th Ave, Winterset, IA 50273
  • /34

    $365,000

    $10K PRICE DROP
    • 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
  • /35

    $450,000

    • 3 Beds
    • 2 Baths
    • 2,484 Sq Ft

    1515 W Washington St, Winterset, IA 50273

    Imagine a home where you don't have to compromise on a single detail. Welcome to 1515 W Washington St in Winterset—a gorgeous brick home offering 2,484 finished sq ft on the main level alone! This 3-bed, 2-bath layout features an impressive flow centered around a dual-sided fireplace, creating the perfect gathering space. The chef's kitchen boasts sleek quartz countertops, extensive cabinet

    Ian Sparks Homefront Real Estate, LLC

    1515 W Washington St, Winterset, IA 50273

Home Price Trends

Median Sale Price
$256,000
Median Single Family Sale Price
$274,900
Median 2 Bedroom Sale Price
$206,000
Median 1 Bedroom Sale Price
$143,450
Median Studio Sale Price
$285,000
Average Price Per Sq Ft
$191
Number of Homes for Sale
38
Last 12 months Home Sales
93
Months of Supply
4.90
Median List Price
$282,500
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
7%
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