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
560 Water Avenue Hillsboro, WI PRICE DROP! Welcome to 560 Water Ave. A stunning Early 1900's George F. Barber Queen Anne ...	5 beds \| 2 baths \| 3,497 sq.ft.	$474,900	Airbnb cash on cash: 0.67% Traditional cash on cash: 4.3% Airbnb Rental Income: $1864 Traditional Rental Income: $2978 Airbnb ROI: 0.67% Traditional ROI: 4.3%
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.	$207,500	Airbnb cash on cash: N/A Traditional cash on cash: 10.65% Airbnb Rental Income: $null Traditional Rental Income: $2647 Airbnb ROI: N/A Traditional ROI: 10.65%
619 Salsbery Cir #1 Hillsboro, WI 619 Salsbery Ct #1, Hillsboro, WI 54634 \| Single Family Residential	3 beds \| 2 baths \| 1,684 sq.ft.	$249,500	Airbnb cash on cash: N/A Traditional cash on cash: 7.32% Airbnb Rental Income: $null Traditional Rental Income: $2484 Airbnb ROI: N/A Traditional ROI: 7.32%
619 Salsbery Ct #2 Hillsboro, WI 619 Salsbery Ct #2, Hillsboro, WI 54634 \| Single Family Residential	3 beds \| 2 baths \| 1,648 sq.ft.	$249,500	Airbnb cash on cash: N/A Traditional cash on cash: 7.32% Airbnb Rental Income: $null Traditional Rental Income: $2484 Airbnb ROI: N/A Traditional ROI: 7.32%
619 Salsbery Ct #1&2 Hillsboro, WI 619 Salsbery Ct #1&2, Hillsboro, WI 54634 \| Single Family Residential	3 beds \| 2 baths \| 3,296 sq.ft.	$488,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.8% Airbnb Rental Income: $null Traditional Rental Income: $2208 Airbnb ROI: N/A Traditional ROI: 1.8%
1111 Darcy Dr Hillsboro, WI You wont want to miss this new construction CrossMod three bedroom, two bathroom open conc...	3 beds \| 2 baths \| 1,620 sq.ft.	$330,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.62% Airbnb Rental Income: $null Traditional Rental Income: $2404 Airbnb ROI: N/A Traditional ROI: 4.62%
1104 Knower Ave Hillsboro, WI You won't want to miss this new construction CrossMod three-bedroom, two-bathroom open con...	3 beds \| 2 baths \| 1,800 sq.ft.	$330,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.11% Airbnb Rental Income: $null Traditional Rental Income: $2557 Airbnb ROI: N/A Traditional ROI: 5.11%
1117 Darcy Dr Hillsboro, WI You wont want to miss this new construction CrossMod three bedroom, two bathroom open conc...	3 beds \| 2 baths \| 1,620 sq.ft.	$330,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.62% Airbnb Rental Income: $null Traditional Rental Income: $2404 Airbnb ROI: N/A Traditional ROI: 4.62%
1120 Knower Ave Hillsboro, WI You won't want to miss this new construction CrossMod three-bedroom, two-bathroom open con...	3 beds \| 2 baths \| 1,625 sq.ft.	$330,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.62% Airbnb Rental Income: $null Traditional Rental Income: $2404 Airbnb ROI: N/A Traditional ROI: 4.62%
1204 N Northstar Cir Hillsboro, WI 1204 N Northstar Cir, Hillsboro, WI 54634 \| Single Family Residential	5 beds \| 3 baths \| 3,336 sq.ft.	$579,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 2.81% Airbnb Rental Income: $1864 Traditional Rental Income: $3144 Airbnb ROI: -0.49% Traditional ROI: 2.81%
517 Darcy Dr Hillsboro, WI 517 Darcy Dr, Hillsboro, WI 54634 \| Multi Family	8 beds \| 8 baths \| N/A	$449,900	Airbnb cash on cash: 0.18% Traditional cash on cash: 10.27% Airbnb Rental Income: $1864 Traditional Rental Income: $5614 Airbnb ROI: 0.18% Traditional ROI: 10.27%
E15845 Short Drive Hillsboro, WI Bring off-grid dreams to this secluded- one in a million- prop that's nestled into a valle...	3 beds \| 4 baths \| 2,517 sq.ft.	$665,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.46% Airbnb Rental Income: $null Traditional Rental Income: $3335 Airbnb ROI: N/A Traditional ROI: 3.46%
23810 Dove Lane Hillsboro, WI 30 acres of scenic pasture and wooded land featuring a spring-fed pond and flowing stream....	3 beds \| 2 baths \| 2,183 sq.ft.	$549,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.66% Airbnb Rental Income: $null Traditional Rental Income: $2785 Airbnb ROI: N/A Traditional ROI: 3.66%
E18861 County Road FF Hillsboro, WI Opportunity awaits in the countryside! This 3-bedroom, 2-bath ranch-style, home sits on 1 ...	3 beds \| 2 baths \| 1,512 sq.ft.	$224,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.44% Airbnb Rental Income: $null Traditional Rental Income: $2315 Airbnb ROI: N/A Traditional ROI: 8.44%
E16932 Kolash Rd Hillsboro, WI E16932 Kolash Rd, Hillsboro, WI 54634 \| Single Family Residential	4 beds \| 3 baths \| 3,879 sq.ft.	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.31% Airbnb Rental Income: $null Traditional Rental Income: $2974 Airbnb ROI: N/A Traditional ROI: 2.31%

Real Estate investment in Hillsboro, WI

There are 19 properties for sale in the city of Hillsboro . The median list price in Hillsboro is $187,403 and the average price per square foot is $97. In June 2026, the average monthly cash on cash return in Hillsboro is 5.00%. The average monthly rental income in Hillsboro is $2,484.

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

There are 19 investment properties available for sale in Hillsboro.

In 2026, 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 $1,864.

Your search for investment property begins and ends here

Investment Property for Sale in Hillsboro, WI

560 Water Avenue

Hillsboro, WI

5 beds | 2 baths | 3,497 sq.ft.

$474,900

Airbnb cash on cash: 0.67%

Traditional cash on cash: 4.3%

Airbnb Rental Income: $1864

Traditional Rental Income: $2978

Airbnb ROI: 0.67%

Traditional ROI: 4.3%

1004 Water Avenue

Hillsboro, WI

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

$207,500

Airbnb cash on cash: N/A

Traditional cash on cash: 10.65%

Airbnb Rental Income: $null

Traditional Rental Income: $2647

Airbnb ROI: N/A

Traditional ROI: 10.65%

619 Salsbery Cir #1

Hillsboro, WI

3 beds | 2 baths | 1,684 sq.ft.

$249,500

Airbnb cash on cash: N/A

Traditional cash on cash: 7.32%

Airbnb Rental Income: $null

Traditional Rental Income: $2484

Airbnb ROI: N/A

Traditional ROI: 7.32%

619 Salsbery Ct #2

Hillsboro, WI

3 beds | 2 baths | 1,648 sq.ft.

$249,500

Airbnb cash on cash: N/A

Traditional cash on cash: 7.32%

Airbnb Rental Income: $null

Traditional Rental Income: $2484

Airbnb ROI: N/A

Traditional ROI: 7.32%

619 Salsbery Ct #1&2

Hillsboro, WI

3 beds | 2 baths | 3,296 sq.ft.

$488,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.8%

Airbnb Rental Income: $null

Traditional Rental Income: $2208

Airbnb ROI: N/A

Traditional ROI: 1.8%

1111 Darcy Dr

Hillsboro, WI

3 beds | 2 baths | 1,620 sq.ft.

$330,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.62%

Airbnb Rental Income: $null

Traditional Rental Income: $2404

Airbnb ROI: N/A

Traditional ROI: 4.62%

1104 Knower Ave

Hillsboro, WI

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

$330,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.11%

Airbnb Rental Income: $null

Traditional Rental Income: $2557

Airbnb ROI: N/A

Traditional ROI: 5.11%

1117 Darcy Dr

Hillsboro, WI

3 beds | 2 baths | 1,620 sq.ft.

$330,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.62%

Airbnb Rental Income: $null

Traditional Rental Income: $2404

Airbnb ROI: N/A