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
517 Vine Street Baraboo, WI This raised ranch half duplex offers a functional layout, thoughtful updates, and a conven...	2 beds \| 2 baths \| 1,964 sq.ft.	$289,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 5.21% Airbnb Rental Income: $1105 Traditional Rental Income: $2082 Airbnb ROI: 0.25% Traditional ROI: 5.21%
S3714 S Bent Tree Drive Baraboo, WI Space, space and more space, privacy and so much more to love! Located in the popular Bent...	3 beds \| 4 baths \| 3,800 sq.ft.	$575,000	Airbnb cash on cash: 1.14% Traditional cash on cash: 5.16% Airbnb Rental Income: $2302 Traditional Rental Income: $3890 Airbnb ROI: 1.14% Traditional ROI: 5.16%
1720 Elizabeth Street #13 Baraboo, WI Welcome to this beautifully updated 3 bedroom, 3 bath end-unit condo that offers luxury fi...	3 beds \| 3 baths \| 2,210 sq.ft.	$380,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 4.54% Airbnb Rental Income: $2302 Traditional Rental Income: $2772 Airbnb ROI: 1.62% Traditional ROI: 4.54%
616 3rd Avenue Baraboo, WI On the market for only the second time in nearly 60 years, this enchanting 1930s gem blend...	3 beds \| 2 baths \| 1,587 sq.ft.	$274,000	Airbnb cash on cash: 4.09% Traditional cash on cash: 6.27% Airbnb Rental Income: $2302 Traditional Rental Income: $2294 Airbnb ROI: 4.09% Traditional ROI: 6.27%
1074 Tinkham Trail Baraboo, WI $15,000 SELLER CREDIT TO BUYER! An incredible opportunity to make this gorgeous West Barab...	5 beds \| 5 baths \| 2,650 sq.ft.	$493,000	Airbnb cash on cash: 7.12% Traditional cash on cash: 5.2% Airbnb Rental Income: $5371 Traditional Rental Income: $3400 Airbnb ROI: 7.12% Traditional ROI: 5.2%
831 Island Court Baraboo, WI Motivated Sellers! Experience refined living in this exceptional 4-bedroom home set on a s...	4 beds \| 3 baths \| 4,714 sq.ft.	$659,900	Airbnb cash on cash: 2.28% Traditional cash on cash: 2.81% Airbnb Rental Income: $3690 Traditional Rental Income: $3213 Airbnb ROI: 2.28% Traditional ROI: 2.81%
S4349 Fox Hill Circle Baraboo, WI Welcome to one of Baraboo's finest executive estates! Nestled on 4 acres of private, woode...	5 beds \| 5 baths \| 5,450 sq.ft.	$849,900	Airbnb cash on cash: 3.04% Traditional cash on cash: 3.3% Airbnb Rental Income: $5371 Traditional Rental Income: $4496 Airbnb ROI: 3.04% Traditional ROI: 3.3%
402 Mine Street Baraboo, WI Welcome to Baraboo. This thoughtfully designed ranch home is conveniently located in walki...	4 beds \| 3 baths \| 2,438 sq.ft.	$399,900	Airbnb cash on cash: 4.62% Traditional cash on cash: 5.13% Airbnb Rental Income: $3690 Traditional Rental Income: $3079 Airbnb ROI: 4.62% Traditional ROI: 5.13%
400 Mine Street Baraboo, WI Welcome to Baraboo! This thoughtfully designed ranch home is conveniently located in walki...	4 beds \| 3 baths \| 2,438 sq.ft.	$399,900	Airbnb cash on cash: 4.62% Traditional cash on cash: 4.07% Airbnb Rental Income: $3690 Traditional Rental Income: $2682 Airbnb ROI: 4.62% Traditional ROI: 4.07%
S6053 South Shore Road Baraboo, WI DEVIL'S LAKE AT YOUR DOOR! Discover the timeless charm of this 100 year old farmhouse nest...	4 beds \| 1 baths \| 2,200 sq.ft.	$699,000	Airbnb cash on cash: 2.68% Traditional cash on cash: 1.03% Airbnb Rental Income: $3690 Traditional Rental Income: $1814 Airbnb ROI: 2.68% Traditional ROI: 1.03%
S6041 Oak Court Baraboo, WI Escape to the beauty of the Baraboo Bluffs with this beautifully updated 3-bedroom, 2.5-ba...	3 beds \| 3 baths \| 2,133 sq.ft.	$560,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 3.03% Airbnb Rental Income: $2302 Traditional Rental Income: $2639 Airbnb ROI: 1.29% Traditional ROI: 3.03%
2306 Surrey Lane Baraboo, WI Beautiful spaces inside and out make this nearly 4,000 sq. ft. Baraboo home a wonderful pl...	5 beds \| 3 baths \| 3,906 sq.ft.	$714,900	Airbnb cash on cash: 3.98% Traditional cash on cash: 1.37% Airbnb Rental Income: $5371 Traditional Rental Income: $2548 Airbnb ROI: 3.98% Traditional ROI: 1.37%
418-418 1/2 8th Avenue Baraboo, WI Well maintained investment property located in a desirable area of Baraboo. 2 unit lower\u...	3 beds \| 2 baths \| N/A	$225,000	Airbnb cash on cash: 5.55% Traditional cash on cash: 4.35% Airbnb Rental Income: $2302 Traditional Rental Income: $1474 Airbnb ROI: 5.55% Traditional ROI: 4.35%
302 Roosevelt Street Baraboo, WI Estimate construction completion date: 3/20/2027. Current stage: concrete. This layout off...	3 beds \| 3 baths \| 2,121 sq.ft.	$489,900	Airbnb cash on cash: 0.74% Traditional cash on cash: 2.5% Airbnb Rental Income: $2302 Traditional Rental Income: $2538 Airbnb ROI: 0.74% Traditional ROI: 2.5%
322 Eisenhower Street Baraboo, WI Estimated construction completion date: 2/15/2027. Current stage: framing. This inviting 3...	3 beds \| 2 baths \| 1,638 sq.ft.	$449,900	Airbnb cash on cash: 1.05% Traditional cash on cash: 1.8% Airbnb Rental Income: $2302 Traditional Rental Income: $2043 Airbnb ROI: 1.05% Traditional ROI: 1.8%
504 Roosevelt Street Baraboo, WI Estimated construction completion date: 02/25/2027. Current stage: framing. This zero lot ...	2 beds \| 2 baths \| 1,530 sq.ft.	$359,900	Airbnb cash on cash: 0.54% Traditional cash on cash: 4.05% Airbnb Rental Income: $1105 Traditional Rental Income: $1917 Airbnb ROI: 0.54% Traditional ROI: 4.05%
502 Roosevelt Street Baraboo, WI Estimated construction completion date: 02/25/2027. Current stage: framing. This zero lot ...	2 beds \| 2 baths \| 1,530 sq.ft.	$359,900	Airbnb cash on cash: 0.54% Traditional cash on cash: 4.05% Airbnb Rental Income: $1105 Traditional Rental Income: $1917 Airbnb ROI: 0.54% Traditional ROI: 4.05%
311 Roosevelt Street Baraboo, WI Estimated construction completion date: 2/10/2027. Current stage: framing. Come check out ...	3 beds \| 2 baths \| 1,579 sq.ft.	$444,900	Airbnb cash on cash: 1.1% Traditional cash on cash: 1.66% Airbnb Rental Income: $2302 Traditional Rental Income: $1966 Airbnb ROI: 1.1% Traditional ROI: 1.66%
E12272A County Road T Baraboo, WI Space, privacy & character! This 3-bedroom, 3-bathroom home sits on 4+ acres w/elevated Wi...	3 beds \| 3 baths \| 2,923 sq.ft.	$550,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 3.06% Airbnb Rental Income: $2302 Traditional Rental Income: $2623 Airbnb ROI: 1.32% Traditional ROI: 3.06%
327 Hitchcock Street Baraboo, WI Solid 3-bedroom ranch home with a 1 car detached garage and an additional storage shed. Th...	3 beds \| 1 baths \| 944 sq.ft.	$210,000	Airbnb cash on cash: 6.01% Traditional cash on cash: 3.08% Airbnb Rental Income: $2302 Traditional Rental Income: $1146 Airbnb ROI: 6.01% Traditional ROI: 3.08%
65 Wild Turkey Road #65 Baraboo, WI Welcome home to 65 Wild Turkey Rd, a well cared for 3 bedroom, 2 bathroom home offering ma...	3 beds \| 2 baths \| 1,242 sq.ft.	$275,000	Airbnb cash on cash: 4.04% Traditional cash on cash: 3.17% Airbnb Rental Income: $2302 Traditional Rental Income: $1503 Airbnb ROI: 4.04% Traditional ROI: 3.17%
221 14th Avenue Baraboo, WI This 3br/2ba is the kind of property that makes you feel comfortable the moment you walk i...	3 beds \| 3 baths \| 2,100 sq.ft.	$399,900	Airbnb cash on cash: 2.08% Traditional cash on cash: 2.92% Airbnb Rental Income: $2302 Traditional Rental Income: $2043 Airbnb ROI: 2.08% Traditional ROI: 2.92%
541 Hill Street Baraboo, WI Move-in ready 3-bedroom, 3-bath condo in Baraboo offering spacious, low-maintenance living...	3 beds \| 3 baths \| 2,032 sq.ft.	$385,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 3.53% Airbnb Rental Income: $2302 Traditional Rental Income: $2470 Airbnb ROI: 1.48% Traditional ROI: 3.53%
1428 15th Street Baraboo, WI Easy living, beautiful views and plenty of space in this 2 bedroom, 2.5 bath condo in Bara...	2 beds \| 3 baths \| 1,500 sq.ft.	$289,900	Airbnb cash on cash: -1.61% Traditional cash on cash: 1.69% Airbnb Rental Income: $1105 Traditional Rental Income: $1633 Airbnb ROI: -1.61% Traditional ROI: 1.69%
714 8th Street Baraboo, WI 4~bedroom, 2~bath home in Baraboo is currently configured as a duplex. But offers an excel...	4 beds \| 2 baths \| N/A	$299,000	Airbnb cash on cash: 7.87% Traditional cash on cash: 4.13% Airbnb Rental Income: $3690 Traditional Rental Income: $1831 Airbnb ROI: 7.87% Traditional ROI: 4.13%
1020 Wood Street Baraboo, WI Enjoy the best of convenience and outdoor living in this 4-bedroom, 2-bath home located cl...	4 beds \| 2 baths \| 1,842 sq.ft.	$280,000	Airbnb cash on cash: 8.15% Traditional cash on cash: 4.61% Airbnb Rental Income: $3690 Traditional Rental Income: $1950 Airbnb ROI: 8.15% Traditional ROI: 4.61%
722 8th Street Baraboo, WI If these walls could talk, they would tell a beautiful story of family - of 5 kids lovingl...	3 beds \| 1 baths \| 1,330 sq.ft.	$299,900	Airbnb cash on cash: 3.57% Traditional cash on cash: 1.98% Airbnb Rental Income: $2302 Traditional Rental Income: $1279 Airbnb ROI: 3.57% Traditional ROI: 1.98%
1725 Elizabeth Street Baraboo, WI Custom-designed home nestled in a park-like setting on Baraboo's north side! 4 bedrooms, 3...	4 beds \| 3 baths \| 2,472 sq.ft.	$339,900	Airbnb cash on cash: 6.27% Traditional cash on cash: 5.29% Airbnb Rental Income: $3690 Traditional Rental Income: $2575 Airbnb ROI: 6.27% Traditional ROI: 5.29%
1144 3rd Street Baraboo, WI No Showings until Open House 10/17 from 10am-12pm. Enjoy comfortable living in this well-m...	3 beds \| 1 baths \| 2,044 sq.ft.	$309,900	Airbnb cash on cash: 3.27% Traditional cash on cash: 3.3% Airbnb Rental Income: $2302 Traditional Rental Income: $1740 Airbnb ROI: 3.27% Traditional ROI: 3.3%
140 Alcan Drive Baraboo, WI Welcome home to this beautiful, well-maintained Cape Cod two-story nestled on a wooded lot...	4 beds \| 2 baths \| 2,004 sq.ft.	$469,000	Airbnb cash on cash: 4.71% Traditional cash on cash: 3.78% Airbnb Rental Income: $3690 Traditional Rental Income: $2477 Airbnb ROI: 4.71% Traditional ROI: 3.78%
320 Vine Street Baraboo, WI Large corner lot, 3 beds, 1.5 baths, a 2-car garage, a fully enclosed backyard for your pe...	3 beds \| 2 baths \| 1,391 sq.ft.	$299,900	Airbnb cash on cash: 3.74% Traditional cash on cash: 5.01% Airbnb Rental Income: $2302 Traditional Rental Income: $2086 Airbnb ROI: 3.74% Traditional ROI: 5.01%
717 Bascom Hill Drive Baraboo, WI Room to spread out, entertain & enjoy in this spacious 5-bedroom, 3.5-bath ranch home in B...	5 beds \| 4 baths \| 3,932 sq.ft.	$575,000	Airbnb cash on cash: 5.33% Traditional cash on cash: 4.41% Airbnb Rental Income: $5371 Traditional Rental Income: $3790 Airbnb ROI: 5.33% Traditional ROI: 4.41%

Real Estate investment in Baraboo, WI

There are 40 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 $122. In November 2026, the average monthly cash on cash return in Baraboo is 4.00%. The average monthly rental income in Baraboo is $2,207.

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

There are 40 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 $2,207.

Your search for investment property begins and ends here

Investment Property for Sale in Baraboo, WI

517 Vine Street

Baraboo, WI

2 beds | 2 baths | 1,964 sq.ft.

$289,000

Airbnb cash on cash: 0.25%

Traditional cash on cash: 5.21%

Airbnb Rental Income: $1105

Traditional Rental Income: $2082

Airbnb ROI: 0.25%

Traditional ROI: 5.21%

S3714 S Bent Tree Drive

Baraboo, WI

3 beds | 4 baths | 3,800 sq.ft.

$575,000

Airbnb cash on cash: 1.14%

Traditional cash on cash: 5.16%

Airbnb Rental Income: $2302

Traditional Rental Income: $3890

Airbnb ROI: 1.14%

Traditional ROI: 5.16%

1720 Elizabeth Street #13

Baraboo, WI

3 beds | 3 baths | 2,210 sq.ft.

$380,000

Airbnb cash on cash: 1.62%

Traditional cash on cash: 4.54%

Airbnb Rental Income: $2302

Traditional Rental Income: $2772

Airbnb ROI: 1.62%

Traditional ROI: 4.54%

616 3rd Avenue

Baraboo, WI

3 beds | 2 baths | 1,587 sq.ft.

$274,000

Airbnb cash on cash: 4.09%

Traditional cash on cash: 6.27%

Airbnb Rental Income: $2302

Traditional Rental Income: $2294

Airbnb ROI: 4.09%

Traditional ROI: 6.27%

1074 Tinkham Trail

Baraboo, WI

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

$493,000

Airbnb cash on cash: 7.12%

Traditional cash on cash: 5.2%

Airbnb Rental Income: $5371

Traditional Rental Income: $3400

Airbnb ROI: 7.12%

Traditional ROI: 5.2%

831 Island Court

Baraboo, WI

4 beds | 3 baths | 4,714 sq.ft.

$659,900

Airbnb cash on cash: 2.28%

Traditional cash on cash: 2.81%

Airbnb Rental Income: $3690

Traditional Rental Income: $3213

Airbnb ROI: 2.28%

Traditional ROI: 2.81%

S4349 Fox Hill Circle

Baraboo, WI

5 beds | 5 baths | 5,450 sq.ft.

$849,900

Airbnb cash on cash: 3.04%

Traditional cash on cash: 3.3%

Airbnb Rental Income: $5371

Traditional Rental Income: $4496

Airbnb ROI: 3.04%

Traditional ROI: 3.3%

402 Mine Street

Baraboo, WI

4 beds | 3 baths | 2,438 sq.ft.

$399,900

Airbnb cash on cash: 4.62%

Traditional cash on cash: 5.13%

Airbnb Rental Income: $3690

Traditional Rental Income: $3079

Airbnb ROI: 4.62%