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
10270 State Road Bb Hillsboro, MO Welcome to this 2-bedroom, 1-bathroom home that offers approximately 922 sq. ft. of comfor...	2 beds \| 1 baths \| 922 sq.ft.	$72,800	Airbnb cash on cash: N/A Traditional cash on cash: 11.97% Airbnb Rental Income: $null Traditional Rental Income: $1084 Airbnb ROI: N/A Traditional ROI: 11.97%
9480 Easy St Hillsboro, MO Welcome to 9480 Easy St., where everyday living feels like a getaway in this private, gate...	3 beds \| 2 baths \| 1,776 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.12% Airbnb Rental Income: $null Traditional Rental Income: $1981 Airbnb ROI: N/A Traditional ROI: 3.12%
10318 Timber Hill Dr Hillsboro, MO UNLIMITED GOLF WITH CART! Located in a beautiful lake and golf community in Jefferson Cou...	4 beds \| 2 baths \| 1,550 sq.ft.	$320,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.14% Airbnb Rental Income: $null Traditional Rental Income: $1583 Airbnb ROI: N/A Traditional ROI: 3.14%
5644 State Road B Hillsboro, MO Beautiful 9+ acre lot featuring a 3 bed 1 bath ranch. Built in 1973, the home features a 2...	3 beds \| 2 baths \| 2,487 sq.ft.	$345,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.05% Airbnb Rental Income: $null Traditional Rental Income: $1903 Airbnb ROI: N/A Traditional ROI: 4.05%
4625 Cedar Dr 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.	$139,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.96% Airbnb Rental Income: $null Traditional Rental Income: $1243 Airbnb ROI: N/A Traditional ROI: 6.96%
9873 Goldman Road Hillsboro, MO 4 ACRES!! - Pole Barn - This home is priced to sell quick and is being sold AS- IS - Home ...	3 beds \| 3 baths \| 3,270 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.03% Airbnb Rental Income: $null Traditional Rental Income: $2152 Airbnb ROI: N/A Traditional ROI: 8.03%
9841 Ridgecrest Dr Hillsboro, MO This must-see 3-bedroom, 2-full bath residence is nestled on a large 2 1/2 lots (surveyed ...	3 beds \| 2 baths \| 1,646 sq.ft.	$474,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.88% Airbnb Rental Income: $null Traditional Rental Income: $2134 Airbnb ROI: N/A Traditional ROI: 2.88%
5601 Forest Dr Hillsboro, MO Why go on vacation when you can live at Raintree? This 2023-built ranch sits on a lush, th...	4 beds \| 2 baths \| 3,596 sq.ft.	$649,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.82% Airbnb Rental Income: $null Traditional Rental Income: $3430 Airbnb ROI: N/A Traditional ROI: 3.82%
9748 Lee Dr 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.	$359,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.56% Airbnb Rental Income: $null Traditional Rental Income: $1862 Airbnb ROI: N/A Traditional ROI: 3.56%
1417 Cortez Dr Hillsboro, MO Welcome to your dream homeâthis stunning new construction ranch blends style, comfort, a...	3 beds \| 2 baths \| 1,857 sq.ft.	$414,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.45% Airbnb Rental Income: $null Traditional Rental Income: $2285 Airbnb ROI: N/A Traditional ROI: 4.45%
5753 Forest Dr Hillsboro, MO Nature lovers, come to the Forest of gated Raintree Plantation Golf & Lake community. This...	3 beds \| 3 baths \| 2,231 sq.ft.	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.26% Airbnb Rental Income: $null Traditional Rental Income: $2541 Airbnb ROI: N/A Traditional ROI: 3.26%
0 Hawk Ridge Estates Augusta II Model Hillsboro, MO Welcome to Hawk Ridge Estates! Located off Hwy B & Brickyard Road. This new subdivision fe...	3 beds \| 2 baths \| 1,596 sq.ft.	$333,300	Airbnb cash on cash: N/A Traditional cash on cash: 5.11% Airbnb Rental Income: $null Traditional Rental Income: $2102 Airbnb ROI: N/A Traditional ROI: 5.11%
0 Hawk Ridge Estates Jefferson Model Hillsboro, MO Welcome to Hawk Ridge Estates! Located off Hwy B & Brickyard Road. This new subdivision fe...	3 beds \| 2 baths \| 1,817 sq.ft.	$324,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.19% Airbnb Rental Income: $null Traditional Rental Income: $2385 Airbnb ROI: N/A Traditional ROI: 6.19%
9618 E East Vista Dr Hillsboro, MO Back on Market. No fault of Seller. Contingency fell through. Water view sprawling ranch...	3 beds \| 2 baths \| 1,466 sq.ft.	$334,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.66% Airbnb Rental Income: $null Traditional Rental Income: $1798 Airbnb ROI: N/A Traditional ROI: 3.66%
0 Tbb Twin Pines-pine Hillsboro, MO 0 Tbb Twin Pines-pine, Hillsboro, MO 63050 \| Single Family Residential	4 beds \| 2 baths \| 1,825 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.32% Airbnb Rental Income: $null Traditional Rental Income: $1631 Airbnb ROI: N/A Traditional ROI: 3.32%
0 Tbb-twin Pines-del Rio Hillsboro, MO 0 Tbb-twin Pines-del Rio, Hillsboro, MO 63050 \| Single Family Residential	3 beds \| 2 baths \| 1,272 sq.ft.	$269,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.61% Airbnb Rental Income: $null Traditional Rental Income: $1303 Airbnb ROI: N/A Traditional ROI: 2.61%
0 Tbb Twin Pines-cypress Hillsboro, MO 0 Tbb Twin Pines-cypress, Hillsboro, MO 63050 \| Single Family Residential	3 beds \| 2 baths \| 1,426 sq.ft.	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.76% Airbnb Rental Income: $null Traditional Rental Income: $1384 Airbnb ROI: N/A Traditional ROI: 2.76%
0 Tbb Twin Pines-dogwood Hillsboro, MO 0 Tbb Twin Pines-dogwood, Hillsboro, MO 63050 \| Single Family Residential	3 beds \| 2 baths \| 1,766 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.36% Airbnb Rental Income: $null Traditional Rental Income: $1591 Airbnb ROI: N/A Traditional ROI: 3.36%
0 Tbb Twin Pines-pin Oak Hillsboro, MO 0 Tbb Twin Pines-pin Oak, Hillsboro, MO 63050 \| Single Family Residential	4 beds \| 2 baths \| 2,196 sq.ft.	$309,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.96% Airbnb Rental Income: $null Traditional Rental Income: $1866 Airbnb ROI: N/A Traditional ROI: 3.96%
0 Tbb Twin Pines-sycamore Hillsboro, MO 0 Tbb Twin Pines-sycamore, Hillsboro, MO 63050 \| Single Family Residential	4 beds \| 2 baths \| 2,445 sq.ft.	$319,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.91% Airbnb Rental Income: $null Traditional Rental Income: $1907 Airbnb ROI: N/A Traditional ROI: 3.91%
0 Tbb Twin Pines-red Bud I Hillsboro, MO 0 Tbb Twin Pines-red Bud I, Hillsboro, MO 63050 \| Single Family Residential	4 beds \| 2 baths \| 2,054 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.02% Airbnb Rental Income: $null Traditional Rental Income: $1827 Airbnb ROI: N/A Traditional ROI: 4.02%
LOT 7A Blk-H S Lake Dr Hillsboro, MO Lot 7 & 8 S Lake Dr, Hillsboro, MO 63050 \| Other	N/A beds \| N/A baths \| N/A	$180,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.21% Airbnb Rental Income: $null Traditional Rental Income: $808 Airbnb ROI: N/A Traditional ROI: 2.21%
5636 Katys Way Hillsboro, MO 5636 Katys Way, Hillsboro, MO 63050 \| Other	N/A beds \| N/A baths \| N/A	$50,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.09% Airbnb Rental Income: $null Traditional Rental Income: $804 Airbnb ROI: N/A Traditional ROI: 11.09%
9862 W Vista Dr Hillsboro, MO 9862 W Vista Dr, Hillsboro, MO 63050 \| Other	N/A beds \| N/A baths \| N/A	$89,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.15% Airbnb Rental Income: $null Traditional Rental Income: $734 Airbnb ROI: N/A Traditional ROI: 4.15%
6360 State Road B Hillsboro, MO 6360 State Road B, Hillsboro, MO 63050 \| Other	N/A beds \| N/A baths \| N/A	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.81% Airbnb Rental Income: $null Traditional Rental Income: $722 Airbnb ROI: N/A Traditional ROI: 0.81%
5848 Forest Dr Hillsboro, MO 5848 Forest Dr, Hillsboro, MO 63050 \| Other	N/A beds \| N/A baths \| N/A	$54,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.89% Airbnb Rental Income: $null Traditional Rental Income: $792 Airbnb ROI: N/A Traditional ROI: 9.89%
4498 Liberty Rdg Hillsboro, MO 4498 Liberty Rdg, Hillsboro, MO 63050 \| Other	N/A beds \| N/A baths \| N/A	$60,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.66% Airbnb Rental Income: $null Traditional Rental Income: $792 Airbnb ROI: N/A Traditional ROI: 9.66%
726 Blake Dr Hillsboro, MO This Jefferson Model is under construction and will be ready by summer! 3 Bedroom 2.5 Bath...	3 beds \| 2 baths \| 1,817 sq.ft.	$372,600	Airbnb cash on cash: N/A Traditional cash on cash: 4.39% Airbnb Rental Income: $null Traditional Rental Income: $2073 Airbnb ROI: N/A Traditional ROI: 4.39%
819 Dogwood Way Hillsboro, MO 819 Dogwood Way, Hillsboro, MO 63050 \| Single Family Residential	4 beds \| 2 baths \| 2,054 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.27% Airbnb Rental Income: $null Traditional Rental Income: $1842 Airbnb ROI: N/A Traditional ROI: 4.27%
10865 Business 21 Hillsboro, MO 10865 Business 21, Hillsboro, MO 63050 \| Other	N/A beds \| N/A baths \| N/A	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.16% Airbnb Rental Income: $null Traditional Rental Income: $792 Airbnb ROI: N/A Traditional ROI: 0.16%
10321 Timber Hill Dr Hillsboro, MO 10321 Timber Hill Dr, Hillsboro, MO 63050 \| Other	N/A beds \| N/A baths \| N/A	$49,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.61% Airbnb Rental Income: $null Traditional Rental Income: $792 Airbnb ROI: N/A Traditional ROI: 10.61%
9899 Goldman Rd Hillsboro, MO You will not find another 1660 sqft 3 Bedroom Ranch on 6 Acres in the Hillsboro School Dis...	3 beds \| 1 baths \| 1,660 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.73% Airbnb Rental Income: $null Traditional Rental Income: $1754 Airbnb ROI: N/A Traditional ROI: 2.73%
9937 Sassafras Drive Hillsboro, MO Go and Show...Back on Market after First Offer Contingency for Sale of Home did not Work O...	3 beds \| 3 baths \| 2,722 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.71% Airbnb Rental Income: $null Traditional Rental Income: $2874 Airbnb ROI: N/A Traditional ROI: 5.71%
5803 Forest Dr Hillsboro, MO Welcome to your private slice of paradise in sought-after Raintree Plantation! Nestled on ...	5 beds \| 4 baths \| 3,919 sq.ft.	$715,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.37% Airbnb Rental Income: $null Traditional Rental Income: $3417 Airbnb ROI: N/A Traditional ROI: 3.37%
9784 Ridgecrest Dr Hillsboro, MO THIS IS A MUST-SEE PROPERTY! this 3100 sq. ft. 4-bedroom, 3-bath ranch is situated on 1.3...	4 beds \| 3 baths \| 3,169 sq.ft.	$683,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.14% Airbnb Rental Income: $null Traditional Rental Income: $3203 Airbnb ROI: N/A Traditional ROI: 3.14%
1440 Cortez Dr Hillsboro, MO Price Reduction / Motivated Sellers**Former Display Home !!! This beautiful 3-bed, 2-bath,...	3 beds \| 2 baths \| 1,350 sq.ft.	$354,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.72% Airbnb Rental Income: $null Traditional Rental Income: $1655 Airbnb ROI: N/A Traditional ROI: 2.72%
713 Blake Dr Hillsboro, MO Spec Home Under Construction! Welcome to Hawk Ridge Estates! Located off Hwy B & Brickyard...	3 beds \| 2 baths \| 1,266 sq.ft.	$300,925	Airbnb cash on cash: N/A Traditional cash on cash: 4.47% Airbnb Rental Income: $null Traditional Rental Income: $1908 Airbnb ROI: N/A Traditional ROI: 4.47%
4386 Jarvis Rd Hillsboro, MO Investor Special on a beautiful piece of land in Hillsboro! THREE BUILDINGS. Value-Add Op...	3 beds \| 2 baths \| 1,534 sq.ft.	$200,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.16% Airbnb Rental Income: $null Traditional Rental Income: $1916 Airbnb ROI: N/A Traditional ROI: 8.16%
5171 Waters Edge Dr Hillsboro, MO Escape to this custom 1.5-story sanctuary, nestled on three park-like lots with serene wat...	3 beds \| 2 baths \| 2,671 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.41% Airbnb Rental Income: $null Traditional Rental Income: $2473 Airbnb ROI: N/A Traditional ROI: 4.41%

Real Estate investment in Hillsboro, MO

There are 55 properties for sale in the city of Hillsboro . The median list price in Hillsboro is $348,075 and the average price per square foot is $201. In May 2026, the average monthly cash on cash return in Hillsboro is 6.00%. The average monthly rental income in Hillsboro is $1,384.

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

There are 55 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

10270 State Road Bb

Hillsboro, MO

2 beds | 1 baths | 922 sq.ft.

$72,800

Airbnb cash on cash: N/A

Traditional cash on cash: 11.97%

Airbnb Rental Income: $null

Traditional Rental Income: $1084

Airbnb ROI: N/A

Traditional ROI: 11.97%

9480 Easy St

Hillsboro, MO

3 beds | 2 baths | 1,776 sq.ft.

$399,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.12%

Airbnb Rental Income: $null

Traditional Rental Income: $1981

Airbnb ROI: N/A

Traditional ROI: 3.12%

10318 Timber Hill Dr

Hillsboro, MO

4 beds | 2 baths | 1,550 sq.ft.

$320,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.14%

Airbnb Rental Income: $null

Traditional Rental Income: $1583

Airbnb ROI: N/A

Traditional ROI: 3.14%

5644 State Road B

Hillsboro, MO

3 beds | 2 baths | 2,487 sq.ft.

$345,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.05%

Airbnb Rental Income: $null

Traditional Rental Income: $1903

Airbnb ROI: N/A

Traditional ROI: 4.05%

4625 Cedar Dr

Hillsboro, MO

3 beds | 1 baths | 912 sq.ft.

$139,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.96%

Airbnb Rental Income: $null

Traditional Rental Income: $1243

Airbnb ROI: N/A

Traditional ROI: 6.96%

9873 Goldman Road

Hillsboro, MO

3 beds | 3 baths | 3,270 sq.ft.

$225,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.03%

Airbnb Rental Income: $null

Traditional Rental Income: $2152

Airbnb ROI: N/A

Traditional ROI: 8.03%

9841 Ridgecrest Dr

Hillsboro, MO

3 beds | 2 baths | 1,646 sq.ft.

$474,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.88%

Airbnb Rental Income: $null

Traditional Rental Income: $2134

Airbnb ROI: N/A

Traditional ROI: 2.88%

5601 Forest Dr

Hillsboro, MO

4 beds | 2 baths | 3,596 sq.ft.

$649,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.82%

Airbnb Rental Income: $null

Traditional Rental Income: $3430

Airbnb ROI: N/A