Real Estate Investment Properties for Sale in Baraboo, WI

Looking for investment property in Baraboo, WI with high ROI ?

Explore a variety of short-term homes & houses in Baraboo, WI. Invest wisely with VRBO & Baraboo, WI Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Baraboo, WI

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
519 Vine St Baraboo, WI MOTIVATED SELLER! Exceptional zero lot line duplex for sale. This home features a large, o...	2 beds \| 2 baths \| 1,982 sq.ft.	$339,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 3.8% Airbnb Rental Income: $723 Traditional Rental Income: $1897 Airbnb ROI: -0.85% Traditional ROI: 3.8%
432 6th Street Baraboo, WI Showings to begin 6/27. Historic charm meets modern updates! An open foyer and beautiful s...	3 beds \| 2 baths \| 1,386 sq.ft.	$310,000	Airbnb cash on cash: 3.42% Traditional cash on cash: 4.17% Airbnb Rental Income: $2330 Traditional Rental Income: $1971 Airbnb ROI: 3.42% Traditional ROI: 4.17%
821 Ash St Baraboo, WI Wonderful opportunity to own a beautiful older home near downtown Baraboo!! The one bedroo...	5 beds \| 3 baths \| N/A	$420,000	Airbnb cash on cash: 5.1% Traditional cash on cash: 1.32% Airbnb Rental Income: $3602 Traditional Rental Income: $1325 Airbnb ROI: 5.1% Traditional ROI: 1.32%
611 9th St Baraboo, WI Newly remodeled 3 bedroom, 2 bathroom home conveniently located close to parks, schools, h...	3 beds \| 2 baths \| 1,479 sq.ft.	$239,900	Airbnb cash on cash: 5.35% Traditional cash on cash: 6.18% Airbnb Rental Income: $2330 Traditional Rental Income: $1940 Airbnb ROI: 5.35% Traditional ROI: 6.18%
133 10th St Baraboo, WI Don't wait for the Spring rush, buy now and enjoy your new home all summer. This grand hou...	4 beds \| 2 baths \| 2,769 sq.ft.	$235,000	Airbnb cash on cash: 9.58% Traditional cash on cash: 8.27% Airbnb Rental Income: $3602 Traditional Rental Income: $2522 Airbnb ROI: 9.58% Traditional ROI: 8.27%
915 West St Baraboo, WI Adorable 3 bedroom, 1.5 bathroom home close to downtown, schools, parks and zoo! Updates i...	3 beds \| 1 baths \| 1,674 sq.ft.	$266,900	Airbnb cash on cash: 4.63% Traditional cash on cash: 3.77% Airbnb Rental Income: $2330 Traditional Rental Income: $1535 Airbnb ROI: 4.63% Traditional ROI: 3.77%
514 9th Ave Baraboo, WI Auction start Date 07/12/2026 and end 07/14/2026.Starting Bid is $295,000.Property in an o...	3 beds \| 2 baths \| 1,440 sq.ft.	$295,000	Airbnb cash on cash: 3.56% Traditional cash on cash: 4.71% Airbnb Rental Income: $2330 Traditional Rental Income: $2070 Airbnb ROI: 3.56% Traditional ROI: 4.71%
422 Ridge St Baraboo, WI Great location right in the middle of Baraboo! Charming 1 & 1/2 story 3 bedroom home. Open...	3 beds \| 1 baths \| 1,084 sq.ft.	$199,900	Airbnb cash on cash: 6.72% Traditional cash on cash: 4.22% Airbnb Rental Income: $2330 Traditional Rental Income: $1279 Airbnb ROI: 6.72% Traditional ROI: 4.22%
203 10th St Baraboo, WI Are you looking for a winter project? Grab your toolbelt, imagination, and ideas to make t...	3 beds \| 2 baths \| 1,020 sq.ft.	$244,900	Airbnb cash on cash: 5.18% Traditional cash on cash: 4.82% Airbnb Rental Income: $2330 Traditional Rental Income: $1670 Airbnb ROI: 5.18% Traditional ROI: 4.82%
721 Roosevelt St Baraboo, WI Why wait to build when you can have like-new with upgrades already done? This beautifully ...	2 beds \| 2 baths \| 1,377 sq.ft.	$383,000	Airbnb cash on cash: -1.62% Traditional cash on cash: 2.68% Airbnb Rental Income: $723 Traditional Rental Income: $1959 Airbnb ROI: -1.62% Traditional ROI: 2.68%
821 Summit St Baraboo, WI Meticulously maintained and awaiting your personal touch! The main floor boasts a spacious...	3 beds \| 1 baths \| 1,183 sq.ft.	$260,000	Airbnb cash on cash: 4.89% Traditional cash on cash: 3.9% Airbnb Rental Income: $2330 Traditional Rental Income: $1511 Airbnb ROI: 4.89% Traditional ROI: 3.9%
414 Lake St Baraboo, WI Showings start 8/3 at 12p. Charming farmhouse style home has sweet front porch & prime loc...	3 beds \| 1 baths \| 1,367 sq.ft.	$145,000	Airbnb cash on cash: 9.35% Traditional cash on cash: 8.53% Airbnb Rental Income: $2330 Traditional Rental Income: $1639 Airbnb ROI: 9.35% Traditional ROI: 8.53%
1720 Elizabeth St #13 Baraboo, WI You will LOVE the location of this 3 bedroom ranch home in Baraboo! Enjoy the wooded views...	3 beds \| 3 baths \| 2,210 sq.ft.	$389,900	Airbnb cash on cash: 1.72% Traditional cash on cash: 4.51% Airbnb Rental Income: $2330 Traditional Rental Income: $2772 Airbnb ROI: 1.72% Traditional ROI: 4.51%
S4166 Whispering Pines Drive Baraboo, WI This spacious 5-bedroom, 3.5-bath home in Wynsong Estates has been thoughtfully updated in...	5 beds \| 4 baths \| 4,439 sq.ft.	$714,900	Airbnb cash on cash: 3.08% Traditional cash on cash: 3.54% Airbnb Rental Income: $4470 Traditional Rental Income: $3845 Airbnb ROI: 3.08% Traditional ROI: 3.54%
140 Ac Highway 12 Baraboo, WI 140 Ac Highway 12, Baraboo, WI 53913 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$1,400,000	Airbnb cash on cash: -2.73% Traditional cash on cash: -2.46% Airbnb Rental Income: $510 Traditional Rental Income: $592 Airbnb ROI: -2.73% Traditional ROI: -2.46%
S1404 Indian Trail Pkwy Baraboo, WI S1404 Indian Trail Pkwy, Baraboo, WI 53913 \| Single Family Residential	3 beds \| 2 baths \| 1,404 sq.ft.	$569,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 0.47% Airbnb Rental Income: $2330 Traditional Rental Income: $1849 Airbnb ROI: 0.29% Traditional ROI: 0.47%
Lot 32 Greenfield Reserve Baraboo, WI Lot 32 Greenfield Reserve, Baraboo, WI 53913 \| Other	N/A beds \| N/A baths \| N/A	$84,900	Airbnb cash on cash: -1.07% Traditional cash on cash: 3.26% Airbnb Rental Income: $510 Traditional Rental Income: $596 Airbnb ROI: -1.07% Traditional ROI: 3.26%
212 Roosevelt St Baraboo, WI 212 Roosevelt St, Baraboo, WI 53913 \| Other	N/A beds \| N/A baths \| N/A	$84,900	Airbnb cash on cash: -1.07% Traditional cash on cash: 3.21% Airbnb Rental Income: $510 Traditional Rental Income: $592 Airbnb ROI: -1.07% Traditional ROI: 3.21%
9/10 Dakota Rdg Baraboo, WI 9/10 Dakota Rdg, Baraboo, WI 53913 \| Other	N/A beds \| N/A baths \| N/A	$45,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 6.85% Airbnb Rental Income: $510 Traditional Rental Income: $592 Airbnb ROI: -0.84% Traditional ROI: 6.85%
12 Dakota Rdg Baraboo, WI 12 Dakota Rdg, Baraboo, WI 53913 \| Other	N/A beds \| N/A baths \| N/A	$40,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 7.96% Airbnb Rental Income: $510 Traditional Rental Income: $594 Airbnb ROI: -0.63% Traditional ROI: 7.96%
1512 Conservation Ct Baraboo, WI 1512 Conservation Ct, Baraboo, WI 53913 \| Other	N/A beds \| N/A baths \| N/A	$89,900	Airbnb cash on cash: -1.16% Traditional cash on cash: 2.93% Airbnb Rental Income: $510 Traditional Rental Income: $596 Airbnb ROI: -1.16% Traditional ROI: 2.93%

Real Estate investment in Baraboo, WI

There are 140 properties for sale in the city of Baraboo . The median list price in Baraboo is $279,783 and the average price per square foot is $152. In September 2026, the average monthly cash on cash return in Baraboo is 4.00%. The average monthly rental income in Baraboo is $1,660.

Baraboo, WI Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 140 investment properties available for sale in Baraboo.

In 2026, the best neighborhood to buy investment property is Baraboo.

The ROI for Long-Term is higher than the Short-Term in Baraboo with average rental income of $1,660.

Your search for investment property begins and ends here

Investment Property for Sale in Baraboo, WI

519 Vine St

Baraboo, WI

2 beds | 2 baths | 1,982 sq.ft.

$339,000

Airbnb cash on cash: -0.85%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $723

Traditional Rental Income: $1897

Airbnb ROI: -0.85%

Traditional ROI: 3.8%

432 6th Street

Baraboo, WI

3 beds | 2 baths | 1,386 sq.ft.

$310,000

Airbnb cash on cash: 3.42%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $2330

Traditional Rental Income: $1971

Airbnb ROI: 3.42%

Traditional ROI: 4.17%

821 Ash St

Baraboo, WI

5 beds | 3 baths | N/A

$420,000

Airbnb cash on cash: 5.1%

Traditional cash on cash: 1.32%

Airbnb Rental Income: $3602

Traditional Rental Income: $1325

Airbnb ROI: 5.1%

Traditional ROI: 1.32%

611 9th St

Baraboo, WI

3 beds | 2 baths | 1,479 sq.ft.

$239,900

Airbnb cash on cash: 5.35%

Traditional cash on cash: 6.18%

Airbnb Rental Income: $2330

Traditional Rental Income: $1940

Airbnb ROI: 5.35%

Traditional ROI: 6.18%

133 10th St

Baraboo, WI

4 beds | 2 baths | 2,769 sq.ft.

$235,000

Airbnb cash on cash: 9.58%

Traditional cash on cash: 8.27%

Airbnb Rental Income: $3602

Traditional Rental Income: $2522

Airbnb ROI: 9.58%

Traditional ROI: 8.27%

915 West St

Baraboo, WI

3 beds | 1 baths | 1,674 sq.ft.

$266,900

Airbnb cash on cash: 4.63%

Traditional cash on cash: 3.77%

Airbnb Rental Income: $2330

Traditional Rental Income: $1535

Airbnb ROI: 4.63%

Traditional ROI: 3.77%

514 9th Ave

Baraboo, WI

3 beds | 2 baths | 1,440 sq.ft.

$295,000

Airbnb cash on cash: 3.56%

Traditional cash on cash: 4.71%

Airbnb Rental Income: $2330

Traditional Rental Income: $2070

Airbnb ROI: 3.56%

Traditional ROI: 4.71%

422 Ridge St

Baraboo, WI

3 beds | 1 baths | 1,084 sq.ft.

$199,900

Airbnb cash on cash: 6.72%

Traditional cash on cash: 4.22%

Airbnb Rental Income: $2330

Traditional Rental Income: $1279

Airbnb ROI: 6.72%