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29574 Outlook Road

Glendale, WI 53929
  • $539,000
  • STATUS: Active
  • ON SITE: 29 Days
  • ID#: 2032858
UPDATED: 57 min ago
$539,000
  • 4
    BEDS
  • 38.61
    ACRES
  • 1
    BATHS
  • 0
    1/2 BATHS
  • 3,000
    SQFT
  • $180
    $/SQFT
Neighborhood:
Type:
Single-Family Home
County:
Area:

School Information

Elementary School:
Middle School:
High School:
School District:
Listing provided by Advantage Realty, LLC: 608-377-7514

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.

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© 2026 South Central Wisconsin MLS Corporation. All rights reserved. IDX information is provided exclusively 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. Information is deemed reliable but is not guaranteed accurate by the MLS or Shine Realty. Data last updated: 2026-10-17T12:41:29.177.
www.housesthatshine.com/homes/181286238
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29574 Outlook Road Glendale, WI 53929

  • Price: $539,000
  • Status: Active
  • On Site: 29 Days
  • Updated: 57 min ago
  • ID#: 2032858
4
Beds
1
Baths
0
½ Baths
38.61
Acres
3,000
SQFT
$180
$/SQFT
Neighborhood:
Glendale - T
County:
Monroe
Area:
Glendale - T
Elementary School:
Call School District
Middle School:
Call School District
High School:
Call School District
School District:
Royall
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.
Exterior Features

Architecture National Folk/Farm Driveway Blacktop/Asphalt Exterior Vinyl Farm Features Crop FarmMachine ShedPole buildingTillable Farm YN No Garage 2 carAttached Lot Description On ATV/Snowmobile trailRural-not in subdivision Type 2 storyRural

Interior Features

Basement PartialSump pump Bedroom2 Dim 10X12 Bedroom2 Level Upper Bedroom3 Dim 8X11 Bedroom3 Level Upper Bedroom4 Dim 8X11 Bedroom4 Level Main Family Room Dim 19X20 Family Room Level Main Full Baths Lower 0 Full Baths Main 1 Full Baths Upper 0 Half Baths Lower 0 Half Baths Main 0 Half Baths Upper 0 Heating Cooling Forced air Interior Features WasherDryer Kitchen Dim 10X15 Kitchen Features Range/OvenRefrigerator Kitchen Level Main Laundry Dim 6X13 Laundry Level Main Living Room Dim 14X22 Living Room Level Main Main Level Bedroom Yes Master Bed Dim 11X12 Master Bedroom Level Upper Sq Ft Finished Above Grade 3000 Sq Ft Finished Non Exposed 0

Property Features

City Town Or Village Town County Quarter Monroe SE Fuel Liquid propane Improvements 176100 Mailing City Elroy Net Taxes 3631 Source Acreage Assessor Source Sq Ft Seller Tax Year 2025 Water Waste Conventional sewerWell Year Built Source Seller Zoning Res + Ag

Listing information © 2026 South Central Wisconsin MLS.
Listing provided courtesy of Advantage Realty, LLC: .



© 2026 South Central Wisconsin MLS Corporation. All rights reserved. IDX information is provided exclusively 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. Information is deemed reliable but is not guaranteed accurate by the MLS or Shine Realty. Data last updated: 2026-10-17T12:41:29.177.
 
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Shine Realty
101 N Main St.
Jefferson WI, 53549
Listing provided by Advantage Realty, LLC: 608-377-7514