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.

Single Family Homes for Sale in Boscobel, WI

Search for Single Family Residential for Sale in Boscobel, Wisconsin. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 10 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
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%
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%

Your search for investment property begins and ends here

Single Family Homes for Sale in Boscobel, WI

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%

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

Traditional ROI: 5.57%

509 East Oak St Street

Boscobel, WI

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

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