29574 Outlook Road

Elroy, WI
$ 539,000 Beds 4 Baths 1 Sq 3,000
Monthly Estimate* How much can I afford?

Set among the rolling Driftless hills of Monroe County, this 38.61-acre former dairy farm is filled with history, beauty, and possibility. Once home to prized, award-winning Guernsey cows, the property offers nearly 20 tillable acres with room to raise crops, graze animals, or create the homestead you’ve been dreaming of. A large machine shed—with half concrete and half gravel flooring—provides excellent space for equipment, storage, or hobbies. The 4-bedroom, 1-bath farmhouse needs elbow grease and vision, but offers the opportunity to restore a country home with character. Multiple potential building sites may also make this an appealing setting for a shared retreat or family compound, subject to local approvals. Come walk through the tall grass, listen to songbirds singing from the fence posts, and experience the quiet sense of peace this land provides—all within approximately 30 minutes of shopping, healthcare, and interstate access.

Single Family

  • Price
  • $ 539,000
  • City
  • Elroy
  • Bedrooms
  • 4
  • Full Bathrooms
  • 1
  • County
  • MONROE
  • Half Bathrooms
  • 0
  • Area
  • GLENDALE - T
  • Lot Size
  • 38.61 Acres
  • Zip
  • 53929
  • Sqr Footage
  • 3,000
  • Taxes
  • $ 3631
  • Style
  • National Folk/Farm
  • MLS#
  • 2032858
Listed By: Advantage Realty, LLC;
Data Source: South Central Wisconsin MLS (SCWMLS)

Features

General

Garage 2 car,Attached
Zoning Res + Ag
School District Royall
Full Baths 1
Style National Folk/Farm
County Monroe
Class Single Family
Tax Year 2025
Fuel Liquid propane
Status Active
Items Included All items that are in the home at time of showing.
Farm Features Tillable,Crop Farm,Machine Shed,Pole building
Year Built 999
Directions From Kendal Go South on 71. Take a right on W. Take a Right on Outlook Road Property is about 1 mile on the left.
High School Call School District
City Glendale
Elementary School Call School District
Middle School Call School District
DOM 8
Price Per Sq Ft Total AG 179.67
County Qtr Section Monroe SE

Interior Features

Interior Amenities Washer,Dryer
Basement Partial,Sump pump
Family Room Dimensions 19X20
Laundry Dimensions 6X13
Kitchen Dimensions 10X15
Kitchen Features Range/Oven,Refrigerator
Beds 4
Total Baths 1
Heating/Cooling Forced air
Finished SqFt 3000
Bedroom 2 Dim 10X12
Bedroom 3 Dim 8X11
Bedroom 4 Dim 8X11
Laundry Level M
Bedroom 2 Level U
Bedroom 3 Level U
Bedroom 4 Level M
Family Room Level M
Kitchen Level M
SqFt Source Seller
Full Baths Main 1

Exterior Features

Lot Description Rural-not in subdivision,On ATV/Snowmobile trail
Improvements 176100
Exterior Vinyl
Driveway Blacktop/Asphalt
Water/Waste Well,Conventional sewer

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Baraboo, WI office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Call School District Elementary School
Middle School Call School District Middle School
High School Call School District High School

Price History

9/17/2026 Listed $539,000

Property vs Zip Code Average in 53929

Price
AVG $390K
$540K
Taxes
AVG $4,975
$3,631
Visits
AVG 23
1
Data Provided by Inside Real Estate®

Areas That We Cover

29574 Outlook Road Elroy, WI is a Single Family Home for sale at $539000 with 3000 sqft and a lot size of 38.61 Acres Acre(s). 29574 Outlook Road Elroy has 4 bedrooms, 1 baths . The property's zip code is 53929 which is in Elroy, WI

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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