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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
704 Ash Street Baraboo, WI Prime Build-to-Suit Opportunity near Downtown Baraboo! Unlock the potential of 704 Ash Str...	5 beds \| 6 baths \| 4,530 sq.ft.	$599,900	Airbnb cash on cash: 1.38% Traditional cash on cash: 8.86% Airbnb Rental Income: $2278 Traditional Rental Income: $5896 Airbnb ROI: 1.38% Traditional ROI: 8.86%
440 White Spruce Avenue Baraboo, WI Welcome to your basecamp for adventure and everyday comfort. This 2021 bi-level sits in a ...	3 beds \| 3 baths \| 1,817 sq.ft.	$375,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 1.45% Airbnb Rental Income: $1006 Traditional Rental Income: $1463 Airbnb ROI: -0.86% Traditional ROI: 1.45%
E12505 County Road W Baraboo, WI Turnkey Investment Opportunity. Presenting Orchard Park Mobile Home Park, a well-maintaine...	13 beds \| N/A baths \| N/A	$1,349,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 2.4% Airbnb Rental Income: $2278 Traditional Rental Income: $5336 Airbnb ROI: -0.5% Traditional ROI: 2.4%
73 Morningside Road Baraboo, WI Brand new construction in Hickory Hills, one of the Dells and Baraboo's most best-kept sec...	3 beds \| 2 baths \| 1,493 sq.ft.	$387,500	Airbnb cash on cash: 0.44% Traditional cash on cash: 4.63% Airbnb Rental Income: $1006 Traditional Rental Income: $2172 Airbnb ROI: 0.44% Traditional ROI: 4.63%
602 Eisenhower Street Baraboo, WI Sip your morning coffee and enjoy peaceful views from the covered front porch of this thou...	3 beds \| 3 baths \| 1,751 sq.ft.	$439,000	Airbnb cash on cash: -1.2% Traditional cash on cash: 3.06% Airbnb Rental Income: $1006 Traditional Rental Income: $2401 Airbnb ROI: -1.2% Traditional ROI: 3.06%
1074 Tinkham Trail Baraboo, WI Designed by one of the top short term rental designers in the nation, this property is tru...	5 beds \| 4 baths \| 2,650 sq.ft.	$649,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 3.72% Airbnb Rental Income: $2278 Traditional Rental Income: $3400 Airbnb ROI: 0.93% Traditional ROI: 3.72%
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.	$724,900	Airbnb cash on cash: 0.32% Traditional cash on cash: 3.48% Airbnb Rental Income: $2278 Traditional Rental Income: $3845 Airbnb ROI: 0.32% Traditional ROI: 3.48%
S4362 Fox Hill Circle Baraboo, WI Experience unmatched space in this 5,573 sq ft ranch on Barabooâs north edge, tucked at ...	5 beds \| 4 baths \| 5,573 sq.ft.	$829,900	Airbnb cash on cash: 0.04% Traditional cash on cash: 2.8% Airbnb Rental Income: $2278 Traditional Rental Income: $3849 Airbnb ROI: 0.04% Traditional ROI: 2.8%
1130-1132 12th Street Baraboo, WI Well~maintained east~side Baraboo duplex offering an excellent investment opportunity. Ea...	4 beds \| N/A baths \| N/A	$525,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 2.3% Airbnb Rental Income: $1600 Traditional Rental Income: $2306 Airbnb ROI: -0.07% Traditional ROI: 2.3%
422 Eisenhower Street Baraboo, WI Estimated construction completion date: 04/03/2026. Current stage: interior finish work. N...	3 beds \| 2 baths \| 1,913 sq.ft.	$489,900	Airbnb cash on cash: -0.04% Traditional cash on cash: 4.21% Airbnb Rental Income: $1006 Traditional Rental Income: $2596 Airbnb ROI: -0.04% Traditional ROI: 4.21%
733 5th Street Baraboo, WI Classic Victorian with all of the charm & style of yesteryear. Home features 5 bedrooms, 3...	5 beds \| 3 baths \| 2,650 sq.ft.	$369,900	Airbnb cash on cash: 2.2% Traditional cash on cash: N/A Airbnb Rental Income: $2278 Traditional Rental Income: $0 Airbnb ROI: 2.2% Traditional ROI: N/A
411 Roosevelt Street Baraboo, WI Estimate construction completion date: 06/01/2026. Current construction stage: drywall. Th...	4 beds \| 3 baths \| 2,636 sq.ft.	$464,900	Airbnb cash on cash: -0.42% Traditional cash on cash: 0.58% Airbnb Rental Income: $1600 Traditional Rental Income: $1579 Airbnb ROI: -0.42% Traditional ROI: 0.58%
E11616 N Reedsburg Road Baraboo, WI LOCATION, LOCATION, LOCATION! Wonderful opportunity to own this beautiful home with an ama...	4 beds \| 3 baths \| 3,052 sq.ft.	$589,999	Airbnb cash on cash: 0.22% Traditional cash on cash: 1.01% Airbnb Rental Income: $1600 Traditional Rental Income: $1579 Airbnb ROI: 0.22% Traditional ROI: 1.01%
831 Island Court Baraboo, WI No showings until Open House on 2/28/2026. Experience refined living in this exceptional ...	4 beds \| 3 baths \| 4,714 sq.ft.	$699,900	Airbnb cash on cash: -0.57% Traditional cash on cash: 0.09% Airbnb Rental Income: $1600 Traditional Rental Income: $1579 Airbnb ROI: -0.57% Traditional ROI: 0.09%
1215 Springbrook Drive Baraboo, WI This is the one youâve been waiting for. Welcome to 1215 Springbrook Dr in Barabooâan ...	3 beds \| 3 baths \| 2,146 sq.ft.	$465,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 0.99% Airbnb Rental Income: $1006 Traditional Rental Income: $1463 Airbnb ROI: -0.88% Traditional ROI: 0.99%

Real Estate investment in Baraboo, WI

There are 36 properties for sale in the city of Baraboo . The median list price in Baraboo is $369,900 and the average price per square foot is $254. In April 2026, the average monthly cash on cash return in Baraboo is 3.00%. The average monthly rental income in Baraboo is $1,579.

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

There are 36 investment properties available for sale in Baraboo.

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

The ROI for Short-Term is higher than the Long-Term in Baraboo with average rental income of $1,006.

Your search for investment property begins and ends here

Investment Property for Sale in Baraboo, WI

704 Ash Street

Baraboo, WI

5 beds | 6 baths | 4,530 sq.ft.

$599,900

Airbnb cash on cash: 1.38%

Traditional cash on cash: 8.86%

Airbnb Rental Income: $2278

Traditional Rental Income: $5896

Airbnb ROI: 1.38%

Traditional ROI: 8.86%

440 White Spruce Avenue

Baraboo, WI

3 beds | 3 baths | 1,817 sq.ft.

$375,000

Airbnb cash on cash: -0.86%

Traditional cash on cash: 1.45%

Airbnb Rental Income: $1006

Traditional Rental Income: $1463

Airbnb ROI: -0.86%

Traditional ROI: 1.45%

E12505 County Road W

Baraboo, WI

13 beds | N/A baths | N/A

$1,349,000

Airbnb cash on cash: -0.5%

Traditional cash on cash: 2.4%

Airbnb Rental Income: $2278

Traditional Rental Income: $5336

Airbnb ROI: -0.5%

Traditional ROI: 2.4%

73 Morningside Road

Baraboo, WI

3 beds | 2 baths | 1,493 sq.ft.

$387,500

Airbnb cash on cash: 0.44%

Traditional cash on cash: 4.63%

Airbnb Rental Income: $1006

Traditional Rental Income: $2172

Airbnb ROI: 0.44%

Traditional ROI: 4.63%

602 Eisenhower Street

Baraboo, WI

3 beds | 3 baths | 1,751 sq.ft.

$439,000

Airbnb cash on cash: -1.2%

Traditional cash on cash: 3.06%

Airbnb Rental Income: $1006

Traditional Rental Income: $2401

Airbnb ROI: -1.2%

Traditional ROI: 3.06%

1074 Tinkham Trail

Baraboo, WI

5 beds | 4 baths | 2,650 sq.ft.

$649,000

Airbnb cash on cash: 0.93%

Traditional cash on cash: 3.72%

Airbnb Rental Income: $2278

Traditional Rental Income: $3400

Airbnb ROI: 0.93%

Traditional ROI: 3.72%

S4166 Whispering Pines Drive

Baraboo, WI

5 beds | 4 baths | 4,439 sq.ft.

$724,900

Airbnb cash on cash: 0.32%

Traditional cash on cash: 3.48%

Airbnb Rental Income: $2278

Traditional Rental Income: $3845

Airbnb ROI: 0.32%

Traditional ROI: 3.48%

S4362 Fox Hill Circle

Baraboo, WI

5 beds | 4 baths | 5,573 sq.ft.

$829,900

Airbnb cash on cash: 0.04%

Traditional cash on cash: 2.8%

Airbnb Rental Income: $2278

Traditional Rental Income: $3849

Airbnb ROI: 0.04%