Real Estate Investment Properties for Sale in Hillsboro, MO

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
4295 Hansard Lane Hillsboro, MO Have you ever dreamed of owning a log home in the country offering room to spread out but ...	3 beds \| 2 baths \| 2,601 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.36% Airbnb Rental Income: $null Traditional Rental Income: $2164 Airbnb ROI: N/A Traditional ROI: 3.36%
5222 Whitehead Road Hillsboro, MO Welcome home to this beautifully maintained 1-story ranch nestled on just over 3 acres in ...	3 beds \| 2 baths \| 1,344 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.87% Airbnb Rental Income: $null Traditional Rental Income: $1597 Airbnb ROI: N/A Traditional ROI: 3.87%
4625 Cedar Drive Hillsboro, MO This 3-bedroom, 1-bath home offers a spacious layout with room to customize and make it yo...	3 beds \| 1 baths \| 912 sq.ft.	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.6% Airbnb Rental Income: $null Traditional Rental Income: $1243 Airbnb ROI: N/A Traditional ROI: 5.6%
905 Winston Court Hillsboro, MO This beautiful, well-maintained 4 bedroom, 3 bath ranch-style home is located in the sough...	4 beds \| 3 baths \| 1,945 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.23% Airbnb Rental Income: $null Traditional Rental Income: $1799 Airbnb ROI: N/A Traditional ROI: 4.23%
9525 E Vista Drive Hillsboro, MO Beautifully updated 2,600 +/- Sq Ft 4 Bedroom, 3 Bathroom home on the largest Lake in Rain...	4 beds \| 3 baths \| 3,650 sq.ft.	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.69% Airbnb Rental Income: $null Traditional Rental Income: $3038 Airbnb ROI: N/A Traditional ROI: 3.69%
3900 Rice Road Hillsboro, MO Discover the perfect blend of space, privacy, and possibility with this remarkable propert...	4 beds \| 2 baths \| 1,620 sq.ft.	$300,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.77% Airbnb Rental Income: $null Traditional Rental Income: $1901 Airbnb ROI: N/A Traditional ROI: 4.77%
127 North Lake Drive Hillsboro, MO Stunning Lakeview Home with 2 Beds, 1 Bath on 3 lots for a combined .91 acres. Discover t...	2 beds \| 1 baths \| 1,056 sq.ft.	$414,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.16% Airbnb Rental Income: $null Traditional Rental Income: $1470 Airbnb ROI: N/A Traditional ROI: 2.16%
5600 Forest Drive Hillsboro, MO Welcome to 5600 Forest Dr., a stunning 5 bed, 3.5 bath home on 3 private acres in the gate...	5 beds \| 4 baths \| 3,900 sq.ft.	$659,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.13% Airbnb Rental Income: $null Traditional Rental Income: $3552 Airbnb ROI: N/A Traditional ROI: 4.13%
9841 Ridgecrest Drive Hillsboro, MO Remarkable property on Ridgecrest Dr. that might be exactly what you're looking for, espec...	3 beds \| 2 baths \| 1,673 sq.ft.	$498,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.8% Airbnb Rental Income: $null Traditional Rental Income: $2134 Airbnb ROI: N/A Traditional ROI: 2.8%
150 Dubuque Lane Hillsboro, MO Welcome to 150 Dubuque LN, this inviting residence in Jefferson County, just off of Hwy Y ...	3 beds \| 2 baths \| 1,980 sq.ft.	$327,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.26% Airbnb Rental Income: $null Traditional Rental Income: $1920 Airbnb ROI: N/A Traditional ROI: 4.26%
8349 White Oak Trail Hillsboro, MO Discover your dream home on a spacious 5-acre lot, offering privacy and tranquility. This ...	4 beds \| 3 baths \| 2,665 sq.ft.	$559,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.83% Airbnb Rental Income: $null Traditional Rental Income: $2835 Airbnb ROI: N/A Traditional ROI: 3.83%
5039 Hampton Drive Hillsboro, MO Gorgeous ranch home in Hillsboro School District! Welcome into the large vaulted open conc...	3 beds \| 2 baths \| 1,610 sq.ft.	$329,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.07% Airbnb Rental Income: $null Traditional Rental Income: $1925 Airbnb ROI: N/A Traditional ROI: 4.07%
9843 East Vista Hillsboro, MO Welcome to your dream Lodge-like home nestled on a sprawling 120+/- acre lake! This charmi...	3 beds \| 3 baths \| 1,215 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.44% Airbnb Rental Income: $null Traditional Rental Income: $1969 Airbnb ROI: N/A Traditional ROI: 2.44%
6020 N Lakeshore Drive Hillsboro, MO Stunning lakefront retreat in the gated, private community of Lake Tishomingoâjust 30-60...	3 beds \| 4 baths \| 3,257 sq.ft.	$889,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.17% Airbnb Rental Income: $null Traditional Rental Income: $3197 Airbnb ROI: N/A Traditional ROI: 2.17%
9822 Woodland Road Hillsboro, MO Hillsboro Schools with no association fees!! Cute house ready for your special touches. 3...	3 beds \| 2 baths \| 1,580 sq.ft.	$164,800	Airbnb cash on cash: N/A Traditional cash on cash: 9.34% Airbnb Rental Income: $null Traditional Rental Income: $1834 Airbnb ROI: N/A Traditional ROI: 9.34%
10401 Lake Crest Drive Hillsboro, MO Discover your dream home in this stunning four-bedroom, three-and-a-half-bathroom residenc...	4 beds \| 4 baths \| 2,782 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.61% Airbnb Rental Income: $null Traditional Rental Income: $3133 Airbnb ROI: N/A Traditional ROI: 8.61%
9748 Lee Drive Hillsboro, MO Wonderful ranch home located in the Gated Raintree Lake Community. 3rd tier lot with view ...	3 beds \| 2 baths \| 1,624 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.87% Airbnb Rental Income: $null Traditional Rental Income: $1862 Airbnb ROI: N/A Traditional ROI: 2.87%
112 Tower Valley Drive Hillsboro, MO Welcome home to this beautifully updated 3-bedroom, 2-bath ranch that checks all the boxes...	3 beds \| 2 baths \| 1,040 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.89% Airbnb Rental Income: $null Traditional Rental Income: $1439 Airbnb ROI: N/A Traditional ROI: 4.89%
176 Pancho Villa Drive Hillsboro, MO Multilevel home located in the Hillsboro School District. Newly remodeled. Spacious kitche...	3 beds \| 1 baths \| 926 sq.ft.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.53% Airbnb Rental Income: $null Traditional Rental Income: $1310 Airbnb ROI: N/A Traditional ROI: 5.53%
9527 Bent Tree Drive Hillsboro, MO Open Sunday 11/16 1-3pm w/30k Price Improvment! Seller Wants to Sell! WOW! This beautifull...	5 beds \| 4 baths \| 2,813 sq.ft.	$444,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.16% Airbnb Rental Income: $null Traditional Rental Income: $3793 Airbnb ROI: N/A Traditional ROI: 7.16%
569 Karen Drive Hillsboro, MO Move in ready, Stylishly updated home in Hillsboro city limits. All new appliances, roof, ...	2 beds \| 1 baths \| 720 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.02% Airbnb Rental Income: $null Traditional Rental Income: $1074 Airbnb ROI: N/A Traditional ROI: 5.02%
10284 Micah Lane Hillsboro, MO Welcome to 10284 Micah Lane, a beautifully crafted home where comfort meets style in a pea...	4 beds \| 3 baths \| 1,605 sq.ft.	$319,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.91% Airbnb Rental Income: $null Traditional Rental Income: $2094 Airbnb ROI: N/A Traditional ROI: 4.91%
9381 E Vista Drive Hillsboro, MO Beautiful 1.5-story waterfront home in the gated lake & golf community of Raintree Plantat...	3 beds \| 3 baths \| 2,503 sq.ft.	$649,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.52% Airbnb Rental Income: $null Traditional Rental Income: $3173 Airbnb ROI: N/A Traditional ROI: 3.52%
9431 Easy Street Hillsboro, MO Welcome to 9431 Easy Street in the sought-after Raintree Plantation community! This beauti...	3 beds \| 2 baths \| 1,736 sq.ft.	$319,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.54% Airbnb Rental Income: $null Traditional Rental Income: $1979 Airbnb ROI: N/A Traditional ROI: 4.54%
4005 Twinbrook Road Hillsboro, MO Sustainable Luxury Meets Modern Comfort in Ashbrook Farms! Experience the perfect blend of...	3 beds \| 2 baths \| 2,694 sq.ft.	$615,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.35% Airbnb Rental Income: $null Traditional Rental Income: $2349 Airbnb ROI: N/A Traditional ROI: 2.35%
5753 Forest Drive Hillsboro, MO OPEN SUNDAY 1-3PM Nature lovers come to the Forest of gated Raintree Plantation Golf & La...	3 beds \| 3 baths \| 2,231 sq.ft.	$563,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.16% Airbnb Rental Income: $null Traditional Rental Income: $2541 Airbnb ROI: N/A Traditional ROI: 3.16%
9572 E Vista Drive Hillsboro, MO Welcome to the pampered life! This stunning, like-new custom-built home in the beautiful G...	3 beds \| 3 baths \| 4,166 sq.ft.	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.08% Airbnb Rental Income: $null Traditional Rental Income: $2180 Airbnb ROI: N/A Traditional ROI: 2.08%
32 Ridgewood Drive Hillsboro, MO Quiet Street, Big Back Yard, Endless Potential! Nestled on a quiet street just minutes fro...	3 beds \| 2 baths \| 2,726 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.26% Airbnb Rental Income: $null Traditional Rental Income: $2250 Airbnb ROI: N/A Traditional ROI: 6.26%
9691 W Vista Drive Hillsboro, MO RARE OPPORTUNITY IN RAINTREE!! This gorgeous ranch home sits on three lots with a three-ca...	3 beds \| 3 baths \| 2,041 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.36% Airbnb Rental Income: $null Traditional Rental Income: $2146 Airbnb ROI: N/A Traditional ROI: 3.36%
1688 Cedar Park Road Hillsboro, MO Built in 2024, this exceptional home sits on 10 beautiful acres and offers the perfect ble...	4 beds \| 3 baths \| 2,944 sq.ft.	$580,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.8% Airbnb Rental Income: $null Traditional Rental Income: $2807 Airbnb ROI: N/A Traditional ROI: 2.8%
1564 Saint Charles Drive Hillsboro, MO Welcome to 1564 Saint Charles Dr! This beautiful home is perfectly situated in a desirable...	4 beds \| 2 baths \| 1,691 sq.ft.	$340,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.19% Airbnb Rental Income: $null Traditional Rental Income: $1990 Airbnb ROI: N/A Traditional ROI: 4.19%
131 Evergreen Dr Hillsboro, MO This is an unique house. Custom built. The beautiful setting is perfect for country living...	3 beds \| 2 baths \| 2,040 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.31% Airbnb Rental Income: $null Traditional Rental Income: $2197 Airbnb ROI: N/A Traditional ROI: 6.31%

Real Estate investment in Hillsboro, MO

There are 35 properties for sale in the city of Hillsboro . The median list price in Hillsboro is $414,000 and the average price per square foot is $189. In December 2025, the average monthly cash on cash return in Hillsboro is 4.00%. The average monthly rental income in Hillsboro is $2,134.

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

There are 35 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, MO

4295 Hansard Lane

Hillsboro, MO

3 beds | 2 baths | 2,601 sq.ft.

$450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.36%

Airbnb Rental Income: $null

Traditional Rental Income: $2164

Airbnb ROI: N/A

Traditional ROI: 3.36%

5222 Whitehead Road

Hillsboro, MO

3 beds | 2 baths | 1,344 sq.ft.

$299,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.87%

Airbnb Rental Income: $null

Traditional Rental Income: $1597

Airbnb ROI: N/A

Traditional ROI: 3.87%

4625 Cedar Drive

Hillsboro, MO

3 beds | 1 baths | 912 sq.ft.

$169,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.6%

Airbnb Rental Income: $null

Traditional Rental Income: $1243

Airbnb ROI: N/A

Traditional ROI: 5.6%

905 Winston Court

Hillsboro, MO

4 beds | 3 baths | 1,945 sq.ft.

$299,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.23%

Airbnb Rental Income: $null

Traditional Rental Income: $1799

Airbnb ROI: N/A

Traditional ROI: 4.23%

9525 E Vista Drive

Hillsboro, MO

4 beds | 3 baths | 3,650 sq.ft.

$599,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.69%

Airbnb Rental Income: $null

Traditional Rental Income: $3038

Airbnb ROI: N/A

Traditional ROI: 3.69%

3900 Rice Road

Hillsboro, MO

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

$300,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.77%

Airbnb Rental Income: $null

Traditional Rental Income: $1901

Airbnb ROI: N/A

Traditional ROI: 4.77%

127 North Lake Drive

Hillsboro, MO

2 beds | 1 baths | 1,056 sq.ft.

$414,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.16%

Airbnb Rental Income: $null

Traditional Rental Income: $1470

Airbnb ROI: N/A

Traditional ROI: 2.16%

5600 Forest Drive

Hillsboro, MO

5 beds | 4 baths | 3,900 sq.ft.

$659,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.13%

Airbnb Rental Income: $null

Traditional Rental Income: $3552

Airbnb ROI: N/A