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5382 Stenner Hill Road, 
Boscobel, WI 53805

$499,000


2

Beds


2

Baths


1,546

Sq Ft


Single Family

Active

Listed by

Kyle Schultz

Whitetail Properties Real Estate LLC.

217-285-9000

Last updated:

August 26, 2026, 03:57 PM

MLS#

2030050

Source:

Metro MLS

About This Home

5382 Stenner Hill Road

If you've been looking for a country home in Wisconsin's Driftless Area with room to grow, this property deserves a look. Located in a quiet setting surrounded by mature hardwood timber, this 2 bed 2 bath home offers privacy, scenic views, and the opportunity to finish the lower level to fit your needs. The main level features an open floor plan with large windows overlooking the surrounding woods and valleys, while a spacious wraparound deck provides a great place to relax or entertain. The walk-out basement already includes insulated exterior walls, framing, plumbing, electrical, ductwork, and mechanicals, leaving much of the hard work complete. Outside, limestone retaining walls add character to the property, and mature hardwoods provide privacy throughout the year. The insulated 50' x 30' shop features concrete floors, multiple overhead doors, floor drains, bright lighting, a wood-burning stove, and a large lean-to for additional covered storage.

Home Facts

Single Family

2 Baths

2 Bedrooms

Price Summary

499,000

$322 per Sq. Ft.

MLS #:

2030050

Last Updated:

August 26, 2026, 03:57 PM

Added:

20 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

2

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

1,546 Sq. Ft.


Structure

Structure

Architectural Style:

Ranch

Building Area:

1,546 Sq. Ft.


Lot

Lot Size (Sq. Ft):

152,460


Finances & Disclosures

Finances

Price:

$499,000

Price per Sq. Ft:

$322 per Sq. Ft.

Source:Metro MLS
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.