Real Estate Investment Properties for Sale in Boscobel, WI

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

Explore a variety of short-term homes & houses in Boscobel, WI. Invest wisely with VRBO & Boscobel, 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 Boscobel, WI

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
208 W Oak Street Boscobel, WI Turn key duplex investment property. Strong rental history you can continue or lower your ...	3 beds \| N/A baths \| N/A	$159,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.03% Airbnb Rental Income: $null Traditional Rental Income: $1943 Airbnb ROI: N/A Traditional ROI: 10.03%
621 Dwight Street Boscobel, WI This 3-bedroom home offers comfort, convenience, and updates that make it move-in ready. T...	3 beds \| 1 baths \| 1,500 sq.ft.	$210,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.22% Airbnb Rental Income: $null Traditional Rental Income: $1624 Airbnb ROI: N/A Traditional ROI: 5.22%
103 Brindley Street Boscobel, WI Location will draw you here just a couple minutes walk to local schools, ball diamonds, la...	1 beds \| 1 baths \| 576 sq.ft.	$77,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 9.84% Airbnb Rental Income: $572 Traditional Rental Income: $1027 Airbnb ROI: 0.1% Traditional ROI: 9.84%
400 Chestnut Street Boscobel, WI This quaint home is currently undergoing a modern transformation and is ready for your fin...	2 beds \| 1 baths \| 1,108 sq.ft.	$74,000	Airbnb cash on cash: 4.67% Traditional cash on cash: 8.15% Airbnb Rental Income: $1018 Traditional Rental Income: $914 Airbnb ROI: 4.67% Traditional ROI: 8.15%
16884 County Road S - Boscobel, WI Discover a rare opportunity to own this incredible farm, perfectly situated in a peaceful ...	4 beds \| 2 baths \| 2,166 sq.ft.	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.23% Airbnb Rental Income: $null Traditional Rental Income: $1992 Airbnb ROI: N/A Traditional ROI: 1.23%
203 Brindley Street Boscobel, WI Beautifully maintained four-bedroom home with 2.5 bathrooms, ideally located across from a...	4 beds \| 3 baths \| 2,050 sq.ft.	$259,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.89% Airbnb Rental Income: $null Traditional Rental Income: $2774 Airbnb ROI: N/A Traditional ROI: 8.89%
102 W Grey Street Boscobel, WI This is a brand new manufactured home on a corner lot with 3 bed, 2 bath on the edge of to...	3 beds \| 2 baths \| 1,280 sq.ft.	$197,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.15% Airbnb Rental Income: $null Traditional Rental Income: $1946 Airbnb ROI: N/A Traditional ROI: 8.15%
117 Doc Mac Drive Boscobel, WI Welcome home to this impeccably maintained 4 bedroom, 3 bathroom ranch that offers comfort...	4 beds \| 3 baths \| 2,700 sq.ft.	$375,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.57% Airbnb Rental Income: $null Traditional Rental Income: $3028 Airbnb ROI: N/A Traditional ROI: 5.57%
509 East Oak St Street Boscobel, WI Charming brick home built in 1929, offering timeless character and some modern updates. Th...	3 beds \| 2 baths \| 1,338 sq.ft.	$200,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.25% Airbnb Rental Income: $null Traditional Rental Income: $2100 Airbnb ROI: N/A Traditional ROI: 8.25%
5459 E Oak Street Boscobel, WI Move right into this well maintained 3 bedroom, 2 bath ranch home offering comfort, functi...	3 beds \| 2 baths \| 1,260 sq.ft.	$238,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.75% Airbnb Rental Income: $null Traditional Rental Income: $1979 Airbnb ROI: N/A Traditional ROI: 6.75%
101 Doc Mac Drive Boscobel, WI SHOWINGS START 5/4/2026. Built in 2020, this meticulously maintained custom-built 3 bedroo...	3 beds \| 2 baths \| 1,770 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.12% Airbnb Rental Income: $null Traditional Rental Income: $2447 Airbnb ROI: N/A Traditional ROI: 4.12%
23958 Brown Ridge Road Boscobel, WI Youâre stepping into Bleckâs Booner Ridge Farmâan 89.21 acre turnkey hunting and rec...	3 beds \| 2 baths \| 1,529 sq.ft.	$995,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.94% Airbnb Rental Income: $null Traditional Rental Income: $2205 Airbnb ROI: N/A Traditional ROI: 0.94%

Real Estate investment in Boscobel, WI

There are 12 properties for sale in the city of Boscobel . The median list price in Boscobel is $210,000 and the average price per square foot is $144. In May 2026, the average monthly cash on cash return in Boscobel is 8.00%. The average monthly rental income in Boscobel is $1,907.

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

There are 12 investment properties available for sale in Boscobel.

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

The ROI for Long-Term is higher than the Short-Term in Boscobel with average rental income of $1,907.

Your search for investment property begins and ends here

Investment Property for Sale in Boscobel, WI

208 W Oak Street

Boscobel, WI

3 beds | N/A baths | N/A

$159,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.03%

Airbnb Rental Income: $null

Traditional Rental Income: $1943

Airbnb ROI: N/A

Traditional ROI: 10.03%

621 Dwight Street

Boscobel, WI

3 beds | 1 baths | 1,500 sq.ft.

$210,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.22%

Airbnb Rental Income: $null

Traditional Rental Income: $1624

Airbnb ROI: N/A

Traditional ROI: 5.22%

103 Brindley Street

Boscobel, WI

1 beds | 1 baths | 576 sq.ft.

$77,000

Airbnb cash on cash: 0.1%

Traditional cash on cash: 9.84%

Airbnb Rental Income: $572

Traditional Rental Income: $1027

Airbnb ROI: 0.1%

Traditional ROI: 9.84%

400 Chestnut Street

Boscobel, WI

2 beds | 1 baths | 1,108 sq.ft.

$74,000

Airbnb cash on cash: 4.67%

Traditional cash on cash: 8.15%

Airbnb Rental Income: $1018

Traditional Rental Income: $914

Airbnb ROI: 4.67%

Traditional ROI: 8.15%

16884 County Road S -

Boscobel, WI

4 beds | 2 baths | 2,166 sq.ft.

$500,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.23%

Airbnb Rental Income: $null

Traditional Rental Income: $1992

Airbnb ROI: N/A

Traditional ROI: 1.23%

203 Brindley Street

Boscobel, WI

4 beds | 3 baths | 2,050 sq.ft.

$259,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.89%

Airbnb Rental Income: $null

Traditional Rental Income: $2774

Airbnb ROI: N/A

Traditional ROI: 8.89%

102 W Grey Street

Boscobel, WI

3 beds | 2 baths | 1,280 sq.ft.

$197,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.15%

Airbnb Rental Income: $null

Traditional Rental Income: $1946

Airbnb ROI: N/A

Traditional ROI: 8.15%

117 Doc Mac Drive

Boscobel, WI

4 beds | 3 baths | 2,700 sq.ft.

$375,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.57%

Airbnb Rental Income: $null

Traditional Rental Income: $3028

Airbnb ROI: N/A