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
100 Angela Drive Hillsboro, MO Professional photos coming soon! Escape to your own private retreat with this charming 2-...	2 beds \| 2 baths \| 1,200 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.88% Airbnb Rental Income: $null Traditional Rental Income: $1519 Airbnb ROI: N/A Traditional ROI: 3.88%
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.	$457,373	Airbnb cash on cash: N/A Traditional cash on cash: 3.29% Airbnb Rental Income: $null Traditional Rental Income: $2164 Airbnb ROI: N/A Traditional ROI: 3.29%
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%
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.	$334,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.15% Airbnb Rental Income: $null Traditional Rental Income: $1920 Airbnb ROI: N/A Traditional ROI: 4.15%
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%
5876 N Lakeshore Drive Hillsboro, MO LIFE TRULY IS BETTER AT LAKE TISHOMINGO, COME SEE FOR YOURSELF! This home was previously ...	4 beds \| 3 baths \| 2,688 sq.ft.	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 4% Airbnb Rental Income: $null Traditional Rental Income: $2910 Airbnb ROI: N/A Traditional ROI: 4%
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%
6391 Forest Meadow Road Hillsboro, MO 8.5 acres of privacy and luxury. Car or hobby enthusiasts this oasis is for you. Oversiz...	4 beds \| 5 baths \| 6,200 sq.ft.	$809,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.1% Airbnb Rental Income: $null Traditional Rental Income: $5298 Airbnb ROI: N/A Traditional ROI: 5.1%
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.	$394,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.32% Airbnb Rental Income: $null Traditional Rental Income: $3133 Airbnb ROI: N/A Traditional ROI: 6.32%
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%
8132 Chapel Lane Hillsboro, MO Discover the perfect blend of space, comfort, and privacy with this beautiful 4-bedroom, 2...	4 beds \| 2 baths \| 2,375 sq.ft.	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.29% Airbnb Rental Income: $null Traditional Rental Income: $2610 Airbnb ROI: N/A Traditional ROI: 5.29%
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 WOW! This beautifully built home on the 13th hole of Raintree Plantation Golf & Lake Commu...	5 beds \| 4 baths \| 2,813 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.07% Airbnb Rental Income: $null Traditional Rental Income: $3793 Airbnb ROI: N/A Traditional ROI: 7.07%
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.	$174,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.52% Airbnb Rental Income: $null Traditional Rental Income: $1074 Airbnb ROI: N/A Traditional ROI: 4.52%
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.	$669,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.39% Airbnb Rental Income: $null Traditional Rental Income: $3173 Airbnb ROI: N/A Traditional ROI: 3.39%
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.	$329,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.37% Airbnb Rental Income: $null Traditional Rental Income: $1979 Airbnb ROI: N/A Traditional ROI: 4.37%
4005 Twinbrook Road Hillsboro, MO Welcome to your private retreat in Ashbrook Farms, where elegance, innovation, and nature ...	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%
4453 Mockingbird Lane Hillsboro, MO Charming Home with Expansive Outdoor Space in Hillsboro, MO. This beautiful home offers no...	3 beds \| 2 baths \| 1,336 sq.ft.	$265,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.64% Airbnb Rental Income: $null Traditional Rental Income: $1649 Airbnb ROI: N/A Traditional ROI: 4.64%
5753 Forest Drive Hillsboro, MO Nature lovers come to the Forest of gated Raintree Plantation Golf & Lake community. This ...	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%
1483 Saint Charles Drive Hillsboro, MO LOOKING FOR BACK UP CONTRACT - Welcome home to this beautifully updated 2-story with 4 bed...	4 beds \| 3 baths \| 2,410 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.5% Airbnb Rental Income: $null Traditional Rental Income: $2775 Airbnb ROI: N/A Traditional ROI: 5.5%
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%

Real Estate investment in Hillsboro, MO

There are 32 properties for sale in the city of Hillsboro . The median list price in Hillsboro is $400,000 and the average price per square foot is $187. In October 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 32 investment properties available for sale in 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

100 Angela Drive

Hillsboro, MO

2 beds | 2 baths | 1,200 sq.ft.

$285,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.88%

Airbnb Rental Income: $null

Traditional Rental Income: $1519

Airbnb ROI: N/A

Traditional ROI: 3.88%

4295 Hansard Lane

Hillsboro, MO

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

$457,373

Airbnb cash on cash: N/A

Traditional cash on cash: 3.29%

Airbnb Rental Income: $null

Traditional Rental Income: $2164

Airbnb ROI: N/A

Traditional ROI: 3.29%

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%

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

Traditional ROI: 4.13%

9841 Ridgecrest Drive

Hillsboro, MO

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

3 beds | 2 baths | 1,980 sq.ft.

$334,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.15%

Airbnb Rental Income: $null

Traditional Rental Income: $1920

Airbnb ROI: N/A