Date
Details
Price
Change
Source
9/17/2026
Listed
$539,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$539,000
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Property Description
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.
Full Property Details
Full Property Details for 29574 Outlook Rd
General
- Price: $539,000
- Taxes: $3,631 (2025)
- Status: Active
- Type: Single Family
- Source: Wirex_South_Central_Wisconsin_MLS_Corporation_SCW
- MLS ID: 2032858
- Updated: 9/17/2026
- Added to Site: 26 day(s) ago
Interior
- Appliances: Range/Oven, Refrigerator, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
- Bathroom: Master Bedroom Bath: Tub/Shower Combination
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: 11 x 12, Upper
- Bedroom 2: 10 x 12, Upper
- Bedroom 3: 8 x 11, Upper
- Bedroom 4: 8 x 11, Main
Other Rooms
- Living Room: 14 x 22, Main
- Family Room: 19 x 20, Main
- Kitchen: 10 x 15, Main
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Garage Description: 2 Car, Attached
Location
- Municipality: Glendale
- County: Monroe
- Driving 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.
School Information
- School District: Royall
- Elementary School: Call School District
- Middle School: Call School District
- High School: Call School District
Heating & Cooling
- Heating Fuel: LP Gas
- Heating/Cooling: Forced Air
Utilities
- Water/Sewer: Well
Structural Information
- Architectural Style: Farmhouse/National Folk
- Description/Design: 2 Stories
- Exterior Const.: Vinyl
- Basement Desc.: Partial, Sump Pump
- Square Feet: 3,000
- Square Feet Range: 2501 to 3000
- Sq. Ft. Source: Owner
Additional Structures
- Other Structures: Pole Building
Lot Features
- Lot Size Source: Assessor/Public Record
- Zoning: Res + Ag
- Lot Description: ATV Trail Access, Tillable
Financial Considerations
- Tax Amount: $3,631
- Tax Year: 2025
Disclosures and Reports
- Exclusions: Sellers Paitings, Personal Items. Some Furniture
- Inclusions: All items that are in the home at time of showing.
Listed by Advantage Realty, LLC
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— 29574 Outlook Rd —
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Schools
Schools serving 29574 Outlook Rd
School District:Royall School District
| Name | Grades | Distance |
|---|---|---|
Royall Elementary School 1501 Academy Street, Elroy, WI 53929 | PK-3 | 4.9 mi |
Royall Intermediate School 1501 Academy Street, Elroy, WI 53929 | 4-6 | 4.9 mi |
Royall High School 1501 Academy Street, Elroy, WI 53929 | 7-12 | 4.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 29574 Outlook Rd
Tax History
Tax History for 29574 Outlook Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,209
1%
$199,700
74%
2024
$3,165
22%
$114,800
—
2023
$2,588
7%
$114,800
—
2022
$2,420
10%
$114,800
—
2021
$2,204
11%
$114,800
—
2020
$1,987
-2%
$114,800
—
2019
$2,035
7%
$114,800
—
2018
$1,902
80%
$114,800
108%
2017
$1,057
-6%
$55,100
—
2016
$1,124
—
$55,100
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 29574 Outlook Rd
29574 Outlook Road, Elroy, WI 53929 (MLS# 2032858) is a Single Family property with 4 bedrooms and 1 full bathroom. 29574 Outlook Road is currently listed for $539,000 and was received on September 17, 2026. Want to learn more about 29574 Outlook Road? Do you have questions about finding other Single Family real estate for sale in Elroy? You can browse all Elroy real estate or contact a Coldwell Banker agent to request more information.