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
1303 15th Street Baraboo, WI Enjoy the beauty and charm of Baraboo! Move right in and relax without the hassle of yard...	2 beds \| 1 baths \| 1,008 sq.ft.	$194,900	Airbnb cash on cash: 6.85% Traditional cash on cash: 5.1% Airbnb Rental Income: $2347 Traditional Rental Income: $1443 Airbnb ROI: 6.85% Traditional ROI: 5.1%
421 Roblee Road Baraboo, WI Welcome home! This spacious 3-bedroom, 2.5-bath home sits in a highly sought-after Baraboo...	3 beds \| 3 baths \| 2,456 sq.ft.	$339,900	Airbnb cash on cash: 2.86% Traditional cash on cash: 5.26% Airbnb Rental Income: $2347 Traditional Rental Income: $2533 Airbnb ROI: 2.86% Traditional ROI: 5.26%
418 Walnut St Baraboo, WI Are you looking for the home that has it all? This home has so many wonderful features suc...	3 beds \| 2 baths \| 1,185 sq.ft.	$235,900	Airbnb cash on cash: 5.27% Traditional cash on cash: 5.88% Airbnb Rental Income: $2347 Traditional Rental Income: $1903 Airbnb ROI: 5.27% Traditional ROI: 5.88%
311 Spruce Court Baraboo, WI Discover this beautifully updated home in the highly sought-after Parkside neighborhood, p...	4 beds \| 3 baths \| 1,932 sq.ft.	$379,900	Airbnb cash on cash: 1.07% Traditional cash on cash: 5.42% Airbnb Rental Income: $1774 Traditional Rental Income: $2842 Airbnb ROI: 1.07% Traditional ROI: 5.42%
420 Vine Street Baraboo, WI Check out this charming 3 bed, 2 bath home on an extra-large lot on the edge of Baraboo! E...	3 beds \| 2 baths \| 1,979 sq.ft.	$275,000	Airbnb cash on cash: 4.1% Traditional cash on cash: 6.69% Airbnb Rental Income: $2347 Traditional Rental Income: $2440 Airbnb ROI: 4.1% Traditional ROI: 6.69%
1130 Hill Street Baraboo, WI Stunning custom home on nearly four acres of land with picturesque views for days. Main le...	4 beds \| 3 baths \| 4,835 sq.ft.	$650,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 5.03% Airbnb Rental Income: $1774 Traditional Rental Income: $4620 Airbnb ROI: -0.47% Traditional ROI: 5.03%
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: 0.42% Traditional cash on cash: 2.06% Airbnb Rental Income: $3896 Traditional Rental Income: $5336 Airbnb ROI: 0.42% Traditional ROI: 2.06%
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: 3.51% Traditional cash on cash: 4.63% Airbnb Rental Income: $2347 Traditional Rental Income: $2172 Airbnb ROI: 3.51% Traditional ROI: 4.63%
E11617 Pen-Marc Court Baraboo, WI A very nice newly constructed raised ranch home, 1744 sq ft with an under-home 2-stall gar...	3 beds \| 2 baths \| 1,744 sq.ft.	$399,900	Airbnb cash on cash: 2.35% Traditional cash on cash: 3.65% Airbnb Rental Income: $2347 Traditional Rental Income: $2253 Airbnb ROI: 2.35% Traditional ROI: 3.65%
S1903 County Road A #65 Baraboo, WI Welcome home to this 3 bed 2 bath Ranch in an awesome location just outside of the Dells a...	3 beds \| 2 baths \| 1,280 sq.ft.	$120,000	Airbnb cash on cash: 8.3% Traditional cash on cash: 8.12% Airbnb Rental Income: $2347 Traditional Rental Income: $1746 Airbnb ROI: 8.3% Traditional ROI: 8.12%
33a Grand Canyon Drive #104 Baraboo, WI Welcome to your charming first-floor condo! This cozy 1-bedroom, 1-bathroom unit features ...	1 beds \| 1 baths \| 720 sq.ft.	$131,900	Airbnb cash on cash: -1.28% Traditional cash on cash: 8.95% Airbnb Rental Income: $445 Traditional Rental Income: $1478 Airbnb ROI: -1.28% Traditional ROI: 8.95%
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.	$734,900	Airbnb cash on cash: 2.27% Traditional cash on cash: 3.42% Airbnb Rental Income: $3896 Traditional Rental Income: $3845 Airbnb ROI: 2.27% Traditional ROI: 3.42%
331 Badger Drive Baraboo, WI Welcome to this classic 3 bedroom 1950s Cape Cod home, offering warmth and charm. Step ins...	3 beds \| 1 baths \| 1,383 sq.ft.	$219,500	Airbnb cash on cash: 5.62% Traditional cash on cash: 4.97% Airbnb Rental Income: $2347 Traditional Rental Income: $1632 Airbnb ROI: 5.62% Traditional ROI: 4.97%
E13095 County Rd. W Baraboo, WI Discover country living at its finest with this beautifully restored 5-bedroom, 3-bathroom...	5 beds \| 3 baths \| 2,526 sq.ft.	$825,000	Airbnb cash on cash: 1.96% Traditional cash on cash: 2.29% Airbnb Rental Income: $3896 Traditional Rental Income: $3313 Airbnb ROI: 1.96% Traditional ROI: 2.29%
E11220 Birnam Woods Road 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: 0.79% Traditional cash on cash: 2.27% Airbnb Rental Income: $2347 Traditional Rental Income: $2635 Airbnb ROI: 0.79% Traditional ROI: 2.27%
633 Naragansett Avenue Baraboo, WI Step into comfort and convenience! This move-in ready 4-bedroom, 3-bath home shines with b...	4 beds \| 3 baths \| 2,036 sq.ft.	$389,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 4.89% Airbnb Rental Income: $1774 Traditional Rental Income: $2748 Airbnb ROI: 0.9% Traditional ROI: 4.89%
611 Lake Street Baraboo, WI Discover this 2â3 bedroom, 1.5 bath home offering a blend of comfort, functionality, and...	3 beds \| 2 baths \| 1,160 sq.ft.	$199,900	Airbnb cash on cash: 6.6% Traditional cash on cash: 7.32% Airbnb Rental Income: $2347 Traditional Rental Income: $1903 Airbnb ROI: 6.6% Traditional ROI: 7.32%
203 Linn Street Baraboo, WI Calling all investors AND/OR families! Rare opportunity to own a fantastic house with a la...	4 beds \| 1 baths \| 1,928 sq.ft.	$369,000	Airbnb cash on cash: 1.79% Traditional cash on cash: 3.29% Airbnb Rental Income: $1774 Traditional Rental Income: $1808 Airbnb ROI: 1.79% Traditional ROI: 3.29%
1456 Lake Street Baraboo, WI Welcome to easy living with a view! The end unit everyones been waiting for! Close to Devi...	3 beds \| 2 baths \| 1,550 sq.ft.	$349,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 4.18% Airbnb Rental Income: $2347 Traditional Rental Income: $2391 Airbnb ROI: 2.28% Traditional ROI: 4.18%
1811 Park View Drive Baraboo, WI Welcome home to this inviting 3-bed, 2.5-bath townhome in newer Baraboo neighborhood with ...	3 beds \| 3 baths \| 1,847 sq.ft.	$315,000	Airbnb cash on cash: 3.18% Traditional cash on cash: 6.15% Airbnb Rental Income: $2347 Traditional Rental Income: $2647 Airbnb ROI: 3.18% Traditional ROI: 6.15%
242 Berkley Boulevard Baraboo, WI GREAT LOCATION!! This 4 bedroom, 3 bath ranch is close to schools, shopping, parks and the...	4 beds \| 3 baths \| 1,950 sq.ft.	$324,900	Airbnb cash on cash: 1.97% Traditional cash on cash: 6.45% Airbnb Rental Income: $1774 Traditional Rental Income: $2657 Airbnb ROI: 1.97% Traditional ROI: 6.45%
625 9th Avenue Baraboo, WI Location, location, location -- This adorable home is 1 block from the high school and 1/2...	3 beds \| 2 baths \| 2,234 sq.ft.	$275,000	Airbnb cash on cash: 4.03% Traditional cash on cash: 6.95% Airbnb Rental Income: $2347 Traditional Rental Income: $2523 Airbnb ROI: 4.03% Traditional ROI: 6.95%
1221 Elizabeth Street Baraboo, WI Charming at every turn! This 3-bedroom, 1.5-bath Cape Cod is located in the desirable Warr...	3 beds \| 2 baths \| 1,542 sq.ft.	$285,000	Airbnb cash on cash: 3.94% Traditional cash on cash: 5.41% Airbnb Rental Income: $2347 Traditional Rental Income: $2162 Airbnb ROI: 3.94% Traditional ROI: 5.41%

Real Estate investment in Baraboo, WI

There are 36 properties for sale in the city of Baraboo . The median list price in Baraboo is $332,400 and the average price per square foot is $179. In November 2025, the average monthly cash on cash return in Baraboo is 5.00%. The average monthly rental income in Baraboo is $2,209.

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

There are 36 investment properties available for sale in Baraboo.

In 2025, 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 $2,209.

Your search for investment property begins and ends here

Investment Property for Sale in Baraboo, WI

1303 15th Street

Baraboo, WI

2 beds | 1 baths | 1,008 sq.ft.

$194,900

Airbnb cash on cash: 6.85%

Traditional cash on cash: 5.1%

Airbnb Rental Income: $2347

Traditional Rental Income: $1443

Airbnb ROI: 6.85%

Traditional ROI: 5.1%

421 Roblee Road

Baraboo, WI

3 beds | 3 baths | 2,456 sq.ft.

$339,900

Airbnb cash on cash: 2.86%

Traditional cash on cash: 5.26%

Airbnb Rental Income: $2347

Traditional Rental Income: $2533

Airbnb ROI: 2.86%

Traditional ROI: 5.26%

418 Walnut St

Baraboo, WI

3 beds | 2 baths | 1,185 sq.ft.

$235,900

Airbnb cash on cash: 5.27%

Traditional cash on cash: 5.88%

Airbnb Rental Income: $2347

Traditional Rental Income: $1903

Airbnb ROI: 5.27%

Traditional ROI: 5.88%

311 Spruce Court

Baraboo, WI

4 beds | 3 baths | 1,932 sq.ft.

$379,900

Airbnb cash on cash: 1.07%

Traditional cash on cash: 5.42%

Airbnb Rental Income: $1774

Traditional Rental Income: $2842

Airbnb ROI: 1.07%

Traditional ROI: 5.42%

420 Vine Street

Baraboo, WI

3 beds | 2 baths | 1,979 sq.ft.

$275,000

Airbnb cash on cash: 4.1%

Traditional cash on cash: 6.69%

Airbnb Rental Income: $2347

Traditional Rental Income: $2440

Airbnb ROI: 4.1%

Traditional ROI: 6.69%

1130 Hill Street

Baraboo, WI

4 beds | 3 baths | 4,835 sq.ft.

$650,000

Airbnb cash on cash: -0.47%

Traditional cash on cash: 5.03%

Airbnb Rental Income: $1774

Traditional Rental Income: $4620

Airbnb ROI: -0.47%

Traditional ROI: 5.03%

E12505 County Road W

Baraboo, WI

13 beds | N/A baths | N/A

$1,499,900

Airbnb cash on cash: 0.42%

Traditional cash on cash: 2.06%

Airbnb Rental Income: $3896

Traditional Rental Income: $5336

Airbnb ROI: 0.42%

Traditional ROI: 2.06%

73 Morningside Road

Baraboo, WI

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

$387,500

Airbnb cash on cash: 3.51%

Traditional cash on cash: 4.63%

Airbnb Rental Income: $2347

Traditional Rental Income: $2172

Airbnb ROI: 3.51%