Real Estate Investment Properties for Sale in Hillsboro, WI

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
710 Shear Avenue Hillsboro, WI This beautifully maintained and updated 3 bedroom ranch style home in the beautiful City o...	3 beds \| 1 baths \| 1,216 sq.ft.	$252,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.45% Airbnb Rental Income: $null Traditional Rental Income: $1865 Airbnb ROI: N/A Traditional ROI: 5.45%
310 Madison St Hillsboro, WI Welcome to this cozy and beautifully renovated 1-bedroom, 1-bath home in the heart of Hill...	1 beds \| 1 baths \| 600 sq.ft.	$120,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.55% Airbnb Rental Income: $null Traditional Rental Income: $1060 Airbnb ROI: N/A Traditional ROI: 5.55%
1004 Water Avenue Hillsboro, WI Welcome to this inviting 3BR, 2BA home. Situated on 2.5 lots, this property offers an over...	3 beds \| 2 baths \| 2,100 sq.ft.	$217,500	Airbnb cash on cash: N/A Traditional cash on cash: 10.13% Airbnb Rental Income: $null Traditional Rental Income: $2647 Airbnb ROI: N/A Traditional ROI: 10.13%
620 Hillsborough Avenue Hillsboro, WI Welcome to this charming 4-bedroom, 2-bath home in the heart of Hillsboro! The main floor ...	4 beds \| 2 baths \| 1,800 sq.ft.	$369,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.21% Airbnb Rental Income: $null Traditional Rental Income: $2548 Airbnb ROI: N/A Traditional ROI: 5.21%
620 Lake Street Hillsboro, WI Charming two-story home in the heart of Hillsboro! This 3-bedroom, 1-bath residence offers...	3 beds \| 1 baths \| 1,100 sq.ft.	$119,999	Airbnb cash on cash: N/A Traditional cash on cash: 11.13% Airbnb Rental Income: $null Traditional Rental Income: $1705 Airbnb ROI: N/A Traditional ROI: 11.13%
839 Klondike Avenue Hillsboro, WI Charming remodeled 3 bedroom home w/ modern updates & spacious lot. Beautifully updated in...	3 beds \| 2 baths \| 1,622 sq.ft.	$264,999	Airbnb cash on cash: N/A Traditional cash on cash: 7.31% Airbnb Rental Income: $null Traditional Rental Income: $2413 Airbnb ROI: N/A Traditional ROI: 7.31%
19020 Seeley Ridge Rd Hillsboro, WI This just might be the property that you've been waiting for! Very well maintained home on...	3 beds \| 2 baths \| 1,728 sq.ft.	$479,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.07% Airbnb Rental Income: $null Traditional Rental Income: $2680 Airbnb ROI: N/A Traditional ROI: 4.07%
E16467 Grimm Road Hillsboro, WI 59.50 acres tucked among the rolling countryside of Hillsboro, this immaculate home combin...	3 beds \| 4 baths \| 4,078 sq.ft.	$999,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.52% Airbnb Rental Income: $null Traditional Rental Income: $3402 Airbnb ROI: N/A Traditional ROI: 1.52%

Real Estate investment in Hillsboro, WI

There are 8 properties for sale in the city of Hillsboro . The median list price in Hillsboro is $252,900 and the average price per square foot is $149. In December 2025, the average monthly cash on cash return in Hillsboro is 6.00%. The average monthly rental income in Hillsboro is $2,413.

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

There are 8 investment properties available for sale in Hillsboro.

In 2025, the best neighborhood to buy investment property is Hillsboro.

The ROI for Short-Term is higher than the Long-Term in Hillsboro with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Hillsboro, WI

710 Shear Avenue

Hillsboro, WI

3 beds | 1 baths | 1,216 sq.ft.

$252,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.45%

Airbnb Rental Income: $null

Traditional Rental Income: $1865

Airbnb ROI: N/A

Traditional ROI: 5.45%

310 Madison St

Hillsboro, WI

1 beds | 1 baths | 600 sq.ft.

$120,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.55%

Airbnb Rental Income: $null

Traditional Rental Income: $1060

Airbnb ROI: N/A

Traditional ROI: 5.55%

1004 Water Avenue

Hillsboro, WI

3 beds | 2 baths | 2,100 sq.ft.

$217,500

Airbnb cash on cash: N/A

Traditional cash on cash: 10.13%

Airbnb Rental Income: $null

Traditional Rental Income: $2647

Airbnb ROI: N/A

Traditional ROI: 10.13%

620 Hillsborough Avenue

Hillsboro, WI

4 beds | 2 baths | 1,800 sq.ft.

$369,999

Airbnb cash on cash: N/A

Traditional cash on cash: 5.21%

Airbnb Rental Income: $null

Traditional Rental Income: $2548

Airbnb ROI: N/A

Traditional ROI: 5.21%

620 Lake Street

Hillsboro, WI

3 beds | 1 baths | 1,100 sq.ft.

$119,999

Airbnb cash on cash: N/A

Traditional cash on cash: 11.13%

Airbnb Rental Income: $null

Traditional Rental Income: $1705

Airbnb ROI: N/A

Traditional ROI: 11.13%

839 Klondike Avenue

Hillsboro, WI

3 beds | 2 baths | 1,622 sq.ft.

$264,999

Airbnb cash on cash: N/A

Traditional cash on cash: 7.31%

Airbnb Rental Income: $null

Traditional Rental Income: $2413

Airbnb ROI: N/A

Traditional ROI: 7.31%

19020 Seeley Ridge Rd

Hillsboro, WI

3 beds | 2 baths | 1,728 sq.ft.

$479,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.07%

Airbnb Rental Income: $null

Traditional Rental Income: $2680

Airbnb ROI: N/A

Traditional ROI: 4.07%

E16467 Grimm Road

Hillsboro, WI

3 beds | 4 baths | 4,078 sq.ft.

$999,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.52%

Airbnb Rental Income: $null

Traditional Rental Income: $3402

Airbnb ROI: N/A