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
409 11th St Baraboo, WI Discover this charming, move-in ready home in an excellent Baraboo location - backing up t...	3 beds \| 1 baths \| 1,128 sq.ft.	$220,000	Airbnb cash on cash: 5.38% Traditional cash on cash: 5.12% Airbnb Rental Income: $2148 Traditional Rental Income: $1547 Airbnb ROI: 5.38% Traditional ROI: 5.12%
1411 16th Street Baraboo, WI A rare find in the heart of Baraboo! This spacious 5-bedroom home offers room for everyone...	5 beds \| 3 baths \| 3,027 sq.ft.	$479,900	Airbnb cash on cash: 4.18% Traditional cash on cash: 4.28% Airbnb Rental Income: $3920 Traditional Rental Income: $3122 Airbnb ROI: 4.18% Traditional ROI: 4.28%
800 Broadway Street Baraboo, WI In the heart of Baraboo! This lovingly care for 3 bedroom charmer is convenient to everyth...	3 beds \| 1 baths \| 1,263 sq.ft.	$249,900	Airbnb cash on cash: 3.98% Traditional cash on cash: 3.4% Airbnb Rental Income: $2148 Traditional Rental Income: $1463 Airbnb ROI: 3.98% Traditional ROI: 3.4%
704 Ash St Baraboo, WI Prime Build-to-Suit Opportunity near Downtown Baraboo! Unlock the potential of 704 Ash Str...	5 beds \| 5 baths \| 4,530 sq.ft.	$699,900	Airbnb cash on cash: 3.14% Traditional cash on cash: 7.46% Airbnb Rental Income: $3920 Traditional Rental Income: $5896 Airbnb ROI: 3.14% Traditional ROI: 7.46%
1116 12th St Baraboo, WI Solid investment opportunity on Barabooâs east side. Ranch~style 4~plex with four 1 bed\...	4 beds \| 4 baths \| N/A	$570,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 2.34% Airbnb Rental Income: $1368 Traditional Rental Income: $2350 Airbnb ROI: -0.29% Traditional ROI: 2.34%
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	$1,499,900	Airbnb cash on cash: 0.44% Traditional cash on cash: 2.06% Airbnb Rental Income: $3920 Traditional Rental Income: $5336 Airbnb ROI: 0.44% Traditional ROI: 2.06%
73 Morningside Rd 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: 3.06% Traditional cash on cash: 4.63% Airbnb Rental Income: $2148 Traditional Rental Income: $2172 Airbnb ROI: 3.06% Traditional ROI: 4.63%
S4166 Whispering Pines Dr Baraboo, WI This spacious 5-bedroom, 3.5-bath home in Wynsong Estates has been thoughtfully updated in...	5 beds \| 3 baths \| 4,439 sq.ft.	$734,900	Airbnb cash on cash: 2.3% Traditional cash on cash: 3.42% Airbnb Rental Income: $3920 Traditional Rental Income: $3845 Airbnb ROI: 2.3% Traditional ROI: 3.42%
E11220 Birnam Woods Rd Baraboo, WI Beautiful Home with inviting front porch on the edge of Baraboo! Country feel and still so...	3 beds \| 3 baths \| 3,673 sq.ft.	$629,500	Airbnb cash on cash: 0.51% Traditional cash on cash: 2.27% Airbnb Rental Income: $2148 Traditional Rental Income: $2635 Airbnb ROI: 0.51% Traditional ROI: 2.27%
330 7th St Baraboo, WI Charming 4 bedroom home with newer updates such as stove, dishwasher, water heater and AC ...	4 beds \| 1 baths \| 1,502 sq.ft.	$239,900	Airbnb cash on cash: 1.2% Traditional cash on cash: 4.79% Airbnb Rental Income: $1368 Traditional Rental Income: $1798 Airbnb ROI: 1.2% Traditional ROI: 4.79%
S4362 Fox Hill Cir Baraboo, WI Experience unmatched space in this 5,573 sq ft ranch on Barabooâs north edge, tucked at ...	5 beds \| 3 baths \| 5,573 sq.ft.	$849,900	Airbnb cash on cash: 1.74% Traditional cash on cash: 2.72% Airbnb Rental Income: $3920 Traditional Rental Income: $3849 Airbnb ROI: 1.74% Traditional ROI: 2.72%
1130-1132 12th St Baraboo, WI Well-maintained east-side Baraboo duplex offering an excellent investment opportunity. Ea...	4 beds \| 2 baths \| N/A	$525,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 2.37% Airbnb Rental Income: $1368 Traditional Rental Income: $2306 Airbnb ROI: -0.39% Traditional ROI: 2.37%
1025 2nd Street Baraboo, WI Discover the charm and potential of this solid 5-bedroom, 2-bathroom home, perfectly nestl...	5 beds \| 2 baths \| 2,638 sq.ft.	$249,000	Airbnb cash on cash: 9.84% Traditional cash on cash: 8.85% Airbnb Rental Income: $3920 Traditional Rental Income: $2845 Airbnb ROI: 9.84% Traditional ROI: 8.85%
614 Roosevelt Street Baraboo, WI Estimated construction completion date 03/01/2026. Current stage of construction: interior...	2 beds \| 2 baths \| 1,530 sq.ft.	$339,900	Airbnb cash on cash: -0.68% Traditional cash on cash: 5.38% Airbnb Rental Income: $592 Traditional Rental Income: $2238 Airbnb ROI: -0.68% Traditional ROI: 5.38%
612 Roosevelt St Baraboo, WI Estimated completion date: 03/01/2026. Current stage of construction: interior finish work...	2 beds \| 2 baths \| 1,530 sq.ft.	$339,900	Airbnb cash on cash: -0.68% Traditional cash on cash: 5.38% Airbnb Rental Income: $592 Traditional Rental Income: $2238 Airbnb ROI: -0.68% Traditional ROI: 5.38%
422 Eisenhower St Baraboo, WI Estimated completion date: 04/01/2026. Current stage: interior finish work. Now is your ch...	3 beds \| 2 baths \| 1,913 sq.ft.	$489,900	Airbnb cash on cash: 2.03% Traditional cash on cash: 4.21% Airbnb Rental Income: $2148 Traditional Rental Income: $2596 Airbnb ROI: 2.03% Traditional ROI: 4.21%
S5478 Mammoth Trl Baraboo, WI AO 12/5/25 with Bump. Discover this beautifully maintained one-owner, custom-built home ...	3 beds \| 2 baths \| 1,312 sq.ft.	$375,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 3.47% Airbnb Rental Income: $2148 Traditional Rental Income: $2022 Airbnb ROI: 2.28% Traditional ROI: 3.47%
1716 Hillcrest Dr Baraboo, WI This beautifully maintained 55+ condo is truly move-in ready and full of charm! Nestled on...	2 beds \| 2 baths \| 1,300 sq.ft.	$289,000	Airbnb cash on cash: 3.38% Traditional cash on cash: 5.02% Airbnb Rental Income: $2148 Traditional Rental Income: $2048 Airbnb ROI: 3.38% Traditional ROI: 5.02%

Real Estate investment in Baraboo, WI

There are 39 properties for sale in the city of Baraboo . The median list price in Baraboo is $243,700 and the average price per square foot is $231. In January 2026, the average monthly cash on cash return in Baraboo is 4.00%. The average monthly rental income in Baraboo is $1,463.

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

There are 39 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 $1,463.

Your search for investment property begins and ends here

Investment Property for Sale in Baraboo, WI

409 11th St

Baraboo, WI

3 beds | 1 baths | 1,128 sq.ft.

$220,000

Airbnb cash on cash: 5.38%

Traditional cash on cash: 5.12%

Airbnb Rental Income: $2148

Traditional Rental Income: $1547

Airbnb ROI: 5.38%

Traditional ROI: 5.12%

1411 16th Street

Baraboo, WI

5 beds | 3 baths | 3,027 sq.ft.

$479,900

Airbnb cash on cash: 4.18%

Traditional cash on cash: 4.28%

Airbnb Rental Income: $3920

Traditional Rental Income: $3122

Airbnb ROI: 4.18%

Traditional ROI: 4.28%

800 Broadway Street

Baraboo, WI

3 beds | 1 baths | 1,263 sq.ft.

$249,900

Airbnb cash on cash: 3.98%

Traditional cash on cash: 3.4%

Airbnb Rental Income: $2148

Traditional Rental Income: $1463

Airbnb ROI: 3.98%

Traditional ROI: 3.4%

704 Ash St

Baraboo, WI

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

$699,900

Airbnb cash on cash: 3.14%

Traditional cash on cash: 7.46%

Airbnb Rental Income: $3920

Traditional Rental Income: $5896

Airbnb ROI: 3.14%

Traditional ROI: 7.46%

1116 12th St

Baraboo, WI

4 beds | 4 baths | N/A

$570,000

Airbnb cash on cash: -0.29%

Traditional cash on cash: 2.34%

Airbnb Rental Income: $1368

Traditional Rental Income: $2350

Airbnb ROI: -0.29%

Traditional ROI: 2.34%

E12505 County Road W

Baraboo, WI

13 beds | N/A baths | N/A

$1,499,900

Airbnb cash on cash: 0.44%

Traditional cash on cash: 2.06%

Airbnb Rental Income: $3920

Traditional Rental Income: $5336

Airbnb ROI: 0.44%

Traditional ROI: 2.06%

73 Morningside Rd

Baraboo, WI

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

$387,500

Airbnb cash on cash: 3.06%

Traditional cash on cash: 4.63%

Airbnb Rental Income: $2148

Traditional Rental Income: $2172

Airbnb ROI: 3.06%

Traditional ROI: 4.63%

S4166 Whispering Pines Dr

Baraboo, WI

5 beds | 3 baths | 4,439 sq.ft.

$734,900

Airbnb cash on cash: 2.3%

Traditional cash on cash: 3.42%

Airbnb Rental Income: $3920

Traditional Rental Income: $3845

Airbnb ROI: 2.3%