Listed by Kyle Schultz • Whitetail Properties Real Estate LLC.

For sale

$460,000

Est. $2,949/mo —

•

1,546

sq ft

5382 Stenner Hill Rd, Boscobel, WI 53805

About this home

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.

Single-familyProperty Type

3.5 acresLot Size

$298Price/Sq.Ft.

3 car garageParking

Listed by Kyle Schultz • Whitetail Properties Real Estate LLC

Listing updated: Aug 27, 2026 at 08:04pm

Redfin checked: 2 minutes ago

•Source:SCWMLS as distributed by WIREX #2030050

Payment calculator

$2,949 per month

Principal and interest$2,573

Property taxes

$269

HOA dues

Home insurance

$107

Utilities

Add

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Affordability tools

Open houses

No upcoming open houses.

Nearby open houses (2)

Around this home

Schools

K - 12
Preschool & daycare

Boscobel Elementary School

Public PreK-5 • Assigned • 5.4mi

5/10

Boscobel Junior High School

Public 6-8 • Assigned • 5.2mi

8/10

Boscobel High School

Public 9-12 • Assigned • 5.2mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

5382 Stenner Hill Rd · $460,000

DAYS ON MARKET

The average home goes pending in 47 days.

SALE-TO-LIST

Most homes are selling 3% below list price.

LIST PRICE

Median list price in this area is $236,158. (49% lower than this home)

PRICE DROP

24% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Interior features
Walk-in closets
Cathedral/vaulted ceiling
Water softener

Bedrooms
Master bedroom (Main) — 13 x 13
Bedroom 2 (Main) — 11 x 13

Bathrooms
2 full bathrooms
Master bath with walk-in shower and tub (walk-through)
Master bedroom full bath
Lower level stubbed for an additional bathroom; basement has toilet rough-in

Kitchen
Kitchen island
Range/oven
Refrigerator
Dishwasher
Microwave

Laundry & utility
Washer
Dryer

Heating & cooling
Electric heat
LP gas heat
Wood-burning heat

Sale and tax history for 5382 Stenner Hill Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2025

$3,227 (−2.3%)

$26,800 + $210,100

$236,900

2024

$3,302 (+7.9%)

$26,800 + $210,100

$236,900

2023

$3,060 (+18.5%)

$26,800 + $210,100

$236,900

2022

$2,583 (+2.3%)

$20,500 + $112,100

$132,600

2021

$2,526 (−7.6%)

$20,500 + $112,100

$132,600

2020

$2,733 (−4.9%)

$20,500 + $112,100

$132,600

2019

$2,872 (+25.8%)

$20,500 + $112,100

$132,600

2018

$2,283 (−4.4%)

$20,500 + $112,100

$132,600

2017

$2,388 (+4.9%)

$20,500 + $112,100

$132,600

2016

$2,277 (+347.3%)

$20,500 + $112,100

$132,600

2014

$509

$20,500 + $15,000

$35,500

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

3.5 Acres

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

—

Total Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Grant County

APN

034005580020

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 21, 2026.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

2/10 Heat Factor

7 days above 100° expected this year, 14 days in 30 years

2/10 Wind Factor

Minor risk of severe winds over next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Boscobel, WI • 53805

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

92/ 100

Exceptional sunlight

Sunscore

This home receives average direct sun exposure in Boscobel. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.7 hrs

6.5 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 5382 Stenner Hill Rd

$442,847

$17K under list price of $460K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $48K to $420K.

SOLD AUG 13, 2026
$420,000 Last sold price
3 beds2 baths1,575 sq ft
352 Lisa St, Muscoda, WI 53573
$31/sq ft
smaller lot
SOLD JUL 27, 2026
$242,050 Last sold price
3 beds1.5 baths1,820 sq ft
13617 Bartow Rd, Fennimore, WI 53809
$165/sq ft
smaller lot
SOLD JUL 10, 2026
$48,000 Last sold price
3 beds1.5 baths1,538 sq ft
103 Mary St St, Boscobel, WI 53805
$267/sq ft
smaller lot
SOLD JUN 12, 2026
$385,000 Last sold price
3 beds2 baths1,770 sq ft
101 Doc Mac Dr, Boscobel, WI 53805
$80/sq ft
smaller lot
SOLD JUL 24, 2026
$355,000 Last sold price
4 beds3 baths2,700 sq ft
117 Doc Mac Dr, Boscobel, WI 53805
$167/sq ft
smaller lot
SOLD APR 22, 2026
$360,000 Last sold price
3 beds2 baths1,488 sq ft
18553 Taylor Rd, Muscoda, WI 53573
$56/sq ft

Rental earnings

Est. $2,216 per month, based on comparable rentals

Contact listing agent

Kyle Schultz

Whitetail Properties Real Estate LLC

608-406-4609

kyle.schultz@whitetailproperties.com

At this time, Redfin doesn't have an agent available to help you with this home.

Early Access listings

EARLY ACCESSCOMPASS COMING SOON

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Jerry Beranek • Century 21 Complete Serv Realty

New listings for sale in 53805

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Details provided by SCWMLS as distributed by WIREX and may not match the public record. Learn more.

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