5295 Sleepy Hollow Road

Baraboo WI 53913

1920 sq. ft.

12.17 ac.

Single-Family

Last sold for $515,000

Tom O'Brien, last sold this property on 24 October 2025 after -42 days on market.

Overview

Here's the hideaway you've been dreaming of in the scenic Baraboo Bluffs. Just minutes outside of charming Baraboo, this solidly-built three bedroom, two bath house is tucked away on 12 wooded acres withjust a short hop to Devils Lake, Devil's Head, Lake Wisconsin and action-packed Wisconsin Dells. This rare find includes two separately platted parcels of land so you could live in (or rent?) the house and potentially build on the other lot. Whether your year-round home or vacation getaway, here's the perfect gathering place for family and friends with spacious decks, two cozy wood stoves and two kitchens for larger groups. A detached garage/shed provides space for all your toys. Ideally located within easy reach of the interstate and other major area highways.

Features

3 bedrooms

2 bathrooms

2 carspaces

2 garage spaces

1920 sq. ft. floor area

12.17 ac. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Baraboo over the last 12 months, the estimated median property value of 5295 Sleepy Hollow Road is $300k.

Median value

$300k

Estimated value range

$50k - $950k

Median days on market

Estimated value trend

-2%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Baraboo. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 5295 Sleepy Hollow Road

2025

Sold

$515,000

24 Oct 2025 by Tom O'Brien, of First Weber Inc

2016

Sold

$252,000

17 Jun 2016 by Tom O'Brien, of First Weber Inc

Happy sellers in Baraboo

We have insufficient information to provide an overview of customer satisfaction for Baraboo. Viewing the agent profiles, reviews and sales for Baraboo can provide insights for this location.