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
23353 Hwy 61 Boscobel, WI Rural living at its finest here with this modern ranch home on over 12 twelve mostly woode...	4 beds \| 3 baths \| 2,376 sq.ft.	$494,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.26% Airbnb Rental Income: $null Traditional Rental Income: $2405 Airbnb ROI: N/A Traditional ROI: 3.26%
208 W Oak St Boscobel, WI Turn key duplex investment property. Strong rental history you can continue or lower your ...	3 beds \| 2 baths \| N/A	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.68% Airbnb Rental Income: $null Traditional Rental Income: $1943 Airbnb ROI: N/A Traditional ROI: 10.68%
103 Brindley St 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.	$72,500	Airbnb cash on cash: -1.04% Traditional cash on cash: 10.47% Airbnb Rental Income: $468 Traditional Rental Income: $1027 Airbnb ROI: -1.04% Traditional ROI: 10.47%
113 Windsong Ct Boscobel, WI 113 Windsong Ct, Boscobel, WI 53805 \| Other	N/A beds \| N/A baths \| N/A	$34,500	Airbnb cash on cash: N/A Traditional cash on cash: 10.29% Airbnb Rental Income: $null Traditional Rental Income: $568 Airbnb ROI: N/A Traditional ROI: 10.29%
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%
19 acres Old Hwy 61 Boscobel, WI 19 acres Old Hwy 61, Boscobel, WI 53805 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$134,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.37% Airbnb Rental Income: $null Traditional Rental Income: $763 Airbnb ROI: N/A Traditional ROI: 2.37%
115 Windsong Ct Boscobel, WI 115 Windsong Ct, Boscobel, WI 53805 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$34,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.27% Airbnb Rental Income: $null Traditional Rental Income: $597 Airbnb ROI: N/A Traditional ROI: 11.27%
12.5 acres County Rd S Boscobel, WI 12.5 acres County Rd S, Boscobel, WI 53805 \| Other	N/A beds \| N/A baths \| N/A	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.07% Airbnb Rental Income: $null Traditional Rental Income: $936 Airbnb ROI: N/A Traditional ROI: 3.07%
16410 Waltz Ln Boscobel, WI 16410 Waltz Ln, Boscobel, WI 53805 \| Other	N/A beds \| N/A baths \| N/A	$600,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.94% Airbnb Rental Income: $null Traditional Rental Income: $596 Airbnb ROI: N/A Traditional ROI: -1.94%
79 Acres, Byers Rd Boscobel, WI 79 Acres, Byers Rd, Boscobel, WI 53805 \| Other	N/A beds \| N/A baths \| N/A	$635,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.99% Airbnb Rental Income: $null Traditional Rental Income: $596 Airbnb ROI: N/A Traditional ROI: -1.99%
509 East Oak St St Boscobel, WI Charming brick home built in 1929, offering timeless character and some modern updates. Th...	3 beds \| 1 baths \| 1,338 sq.ft.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.49% Airbnb Rental Income: $null Traditional Rental Income: $2100 Airbnb ROI: N/A Traditional ROI: 8.49%
17820 Circle Drive Dr Boscobel, WI Escape to privacy and rustic charm in this one-of-a-kind log home nestled in a serene rura...	2 beds \| 2 baths \| 1,638 sq.ft.	$950,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 0.99% Airbnb Rental Income: $1232 Traditional Rental Income: $2162 Airbnb ROI: -0.51% Traditional ROI: 0.99%
301 Superior St Boscobel, WI Sprawling main level with over 2,100 square feet as a result of additions to what was orig...	4 beds \| 2 baths \| 2,405 sq.ft.	$299,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.18% Airbnb Rental Income: $null Traditional Rental Income: $2564 Airbnb ROI: N/A Traditional ROI: 6.18%
608 E Legrand St Boscobel, WI Beautiful Home Completely remodeled in 2025, this 3 bedroom 1.5 bath home is located in a ...	3 beds \| 1 baths \| 1,248 sq.ft.	$184,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.95% Airbnb Rental Income: $null Traditional Rental Income: $1849 Airbnb ROI: N/A Traditional ROI: 7.95%
200 Mary St Boscobel, WI 200 Mary St, Boscobel, WI 53805 \| Single Family Residential	4 beds \| 2 baths \| 2,858 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.76% Airbnb Rental Income: $null Traditional Rental Income: $2265 Airbnb ROI: N/A Traditional ROI: 6.76%
17840 Circle Dr Boscobel, WI 17840 Circle Dr, Boscobel, WI 53805 \| Other	N/A beds \| N/A baths \| N/A	$89,000	Airbnb cash on cash: N/A Traditional cash on cash: 3% Airbnb Rental Income: $null Traditional Rental Income: $596 Airbnb ROI: N/A Traditional ROI: 3%
903 East Bluff St St Boscobel, WI 903 East Bluff St St, Boscobel, WI 53805 \| Single Family Residential	2 beds \| 2 baths \| 2,254 sq.ft.	$269,900	Airbnb cash on cash: 0.1% Traditional cash on cash: 4.13% Airbnb Rental Income: $1232 Traditional Rental Income: $1864 Airbnb ROI: 0.1% Traditional ROI: 4.13%
900 Elm St Boscobel, WI	N/A beds \| N/A baths \| N/A	$50,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.17% Airbnb Rental Income: $null Traditional Rental Income: $598 Airbnb ROI: N/A Traditional ROI: 7.17%
1101 East Ave Boscobel, WI 1101 East Ave, Boscobel, WI 53805 \| Single Family Residential	4 beds \| 1 baths \| 1,331 sq.ft.	$217,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.41% Airbnb Rental Income: $null Traditional Rental Income: $1378 Airbnb ROI: N/A Traditional ROI: 3.41%
1106 East Ave Boscobel, WI 1106 East Ave, Boscobel, WI 53805 \| Single Family Residential	3 beds \| 1 baths \| 1,300 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.83% Airbnb Rental Income: $null Traditional Rental Income: $1269 Airbnb ROI: N/A Traditional ROI: 2.83%
128 Wildwood Ct Boscobel, WI 128 Wildwood Ct, Boscobel, WI 53805 \| Single Family Residential	3 beds \| 2 baths \| 2,016 sq.ft.	$320,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.77% Airbnb Rental Income: $null Traditional Rental Income: $2077 Airbnb ROI: N/A Traditional ROI: 3.77%
407 E Prairie St Boscobel, WI 407 E Prairie St, Boscobel, WI 53805 \| Single Family Residential	2 beds \| 1 baths \| 896 sq.ft.	$115,000	Airbnb cash on cash: 3.91% Traditional cash on cash: 4.57% Airbnb Rental Income: $1232 Traditional Rental Income: $911 Airbnb ROI: 3.91% Traditional ROI: 4.57%
15941 County Rd T Boscobel, WI 15941 County Rd T, Boscobel, WI 53805 \| Single Family Residential	4 beds \| 2 baths \| 1,721 sq.ft.	$639,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.24% Airbnb Rental Income: $null Traditional Rental Income: $1932 Airbnb ROI: N/A Traditional ROI: 0.24%
TBD County Road T Boscobel, WI TBD County Road T, Boscobel, WI 53805 \| Other	N/A beds \| N/A baths \| N/A	$60,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.64% Airbnb Rental Income: $null Traditional Rental Income: $599 Airbnb ROI: N/A Traditional ROI: 5.64%
5382 Stenner Hill Rd Boscobel, WI 5382 Stenner Hill Rd, Boscobel, WI 53805 \| Single Family Residential	2 beds \| 2 baths \| 1,546 sq.ft.	$499,000	Airbnb cash on cash: -1.24% Traditional cash on cash: 0.39% Airbnb Rental Income: $1232 Traditional Rental Income: $1597 Airbnb ROI: -1.24% Traditional ROI: 0.39%

Real Estate investment in Boscobel, WI

There are 28 properties for sale in the city of Boscobel . The median list price in Boscobel is $194,883 and the average price per square foot is $130. In August 2026, the average monthly cash on cash return in Boscobel is 5.00%. The average monthly rental income in Boscobel is $1,356.

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

There are 28 investment properties available for sale in Boscobel.

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

The ROI for Short-Term is higher than the Long-Term in Boscobel with average rental income of $1,232.

Your search for investment property begins and ends here

Investment Property for Sale in Boscobel, WI

23353 Hwy 61

Boscobel, WI

4 beds | 3 baths | 2,376 sq.ft.

$494,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.26%

Airbnb Rental Income: $null

Traditional Rental Income: $2405

Airbnb ROI: N/A

Traditional ROI: 3.26%

208 W Oak St

Boscobel, WI

3 beds | 2 baths | N/A

$149,900

Airbnb cash on cash: N/A

Traditional cash on cash: 10.68%

Airbnb Rental Income: $null

Traditional Rental Income: $1943

Airbnb ROI: N/A

Traditional ROI: 10.68%

103 Brindley St

Boscobel, WI

1 beds | 1 baths | 576 sq.ft.

$72,500

Airbnb cash on cash: -1.04%

Traditional cash on cash: 10.47%

Airbnb Rental Income: $468

Traditional Rental Income: $1027

Airbnb ROI: -1.04%

Traditional ROI: 10.47%

113 Windsong Ct

Boscobel, WI

N/A beds | N/A baths | N/A

$34,500

Airbnb cash on cash: N/A

Traditional cash on cash: 10.29%

Airbnb Rental Income: $null

Traditional Rental Income: $568

Airbnb ROI: N/A

Traditional ROI: 10.29%

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%

19 acres Old Hwy 61

Boscobel, WI

N/A beds | N/A baths | 0 sq.ft.

$134,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.37%

Airbnb Rental Income: $null

Traditional Rental Income: $763

Airbnb ROI: N/A

Traditional ROI: 2.37%

115 Windsong Ct

Boscobel, WI

N/A beds | N/A baths | 0 sq.ft.

$34,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.27%

Airbnb Rental Income: $null

Traditional Rental Income: $597

Airbnb ROI: N/A

Traditional ROI: 11.27%

12.5 acres County Rd S

Boscobel, WI

N/A beds | N/A baths | N/A

$150,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.07%

Airbnb Rental Income: $null

Traditional Rental Income: $936

Airbnb ROI: N/A