Here's your chance to own a truly rare legacy property spanning 277.38+/- surveyed acres in both Green and Iowa Counties, just outside Hollandale, WI. This is a wonderfully secluded location and one of a dwindling number of '275-acre-plus' properties within 45 minutes of downtown Madison. Hitting the market for the first time in nearly a century, this well-managed farmstead offers a mix of rich history, high-quality farmland, and rural living opportunities—all just a short drive from Madison. The spacious 5-bedroom, 2-bath home offers approximately 2,500 sq ft of living space, with updated roofing on the west side around 2019 and the rest completed in 2010. Newer gutters and fascia add peace of mind for the next owner. A large 80'x48' machine shed and a classic dairy barn—re-roofed around 2010—offer substantial space for storage, animals, or farm operations. The house and barnyard are surrounded by majestic mature oak trees, offering timeless beauty and welcome summer shade. A garden near the home is perfect for growing your own vegetables, flowers, or herbs—ideal for the farmers market or canning! Approximately 140 acres are tillable, with the balance in rolling pasture and hardwood timber, including a healthy stand of black walnut for potential future timber harvests. Natural springs provide fresh water throughout the property, and scattered apple trees add to the charm across the pastures. A trail network winds throughout the land, making it easy to access fields, timber, hunting stands, and scenic overlooks by foot or ATV. Recently pasturing 22–30 professional rodeo horses annually for the past 22 years, this land has proven its value for livestock. Wildlife enthusiasts will love the strong populations of deer, turkey, and small game. The owners say they'll miss the quiet sunrise views over the hills—and we understand why! With frontage along McKenzie Lane, the layout could allow for potential added driveways, each with multiple separate homesites. This opens up exciting options for multigenerational living, investment, or development! Whether you're building your dream rural retreat, expanding a farm operation, or investing in premium land near Madison, this property checks all the boxes. Don't miss this once-in-a-lifetime opportunity to own one of the region's most versatile and scenic rural parcels.
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Zillow last checked:
Listed by:
Alden Tinder,
Whitetail Properties
Source: Whitetail Properties,MLS#: 101586
Facts & features
Interior
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 2
Features
Has basement: No
Has fireplace: No
Interior area
Total structure area: 2,500
Total interior livable area: 2,500 sqft
Property
Features
Has view: Yes
Details
Parcel number: 0200450
Construction
Type & style
Home type: SingleFamily
Property subtype: Other
Community & HOA
Location
Region: Hollandale
Financial & listing details
Price per square foot: $1,054/sqft
Tax assessed value: $170,900
Annual tax amount: $3,961
Date on market: 2/17/2026
Lease term: Contact For Details
Alden Tinder
Alden Tinder
(608) 247-2815
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Principal & interest
$1,547
Mortgage insurance
$0
Property taxes
$170
Home insurance
$105
HOA fees
$0
Utilities
Not included
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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