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
9802 Sandy Church Rd Hillsboro, MO Tired of renting? You can OWN this home cheaper! Split level, 3 bed 1 bath home on a 1/2 ...	3 beds \| 1 baths \| 1,338 sq.ft.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.9% Airbnb Rental Income: $null Traditional Rental Income: $1169 Airbnb ROI: N/A Traditional ROI: 3.9%
9431 Swanee Dr Hillsboro, MO LARGE 3 BEDROOM, 2 FULL BATH, 1550 SQUARE FT, SPLIT FOYER, LARGE 20X30 2 CAR GARAGE, NEW C...	4 beds \| 2 baths \| 1,840 sq.ft.	$319,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.88% Airbnb Rental Income: $null Traditional Rental Income: $1774 Airbnb ROI: N/A Traditional ROI: 3.88%
120 Willow Br Hillsboro, MO Motivated sellers! Bring Offers! Welcome to your dream home at 120 Willow Branch, Hillsbor...	3 beds \| 2 baths \| 1,624 sq.ft.	$355,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.58% Airbnb Rental Income: $null Traditional Rental Income: $2241 Airbnb ROI: N/A Traditional ROI: 4.58%
9480 Easy Street Hillsboro, MO Welcome to 9480 Easy St., where everyday living feels like a getaway in this private, gate...	3 beds \| 3 baths \| 1,776 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.33% Airbnb Rental Income: $null Traditional Rental Income: $1981 Airbnb ROI: N/A Traditional ROI: 3.33%
5572 Timberline Cir Hillsboro, MO Almost 8 Acres of land with ranch style home. 3 Bedrooms, 2 bath with open floorplan. La...	4 beds \| 3 baths \| 2,096 sq.ft.	$429,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.24% Airbnb Rental Income: $null Traditional Rental Income: $2013 Airbnb ROI: N/A Traditional ROI: 3.24%
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.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.41% Airbnb Rental Income: $null Traditional Rental Income: $1583 Airbnb ROI: N/A Traditional ROI: 3.41%
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.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.83% Airbnb Rental Income: $null Traditional Rental Income: $1903 Airbnb ROI: N/A Traditional ROI: 4.83%
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.	$124,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.88% Airbnb Rental Income: $null Traditional Rental Income: $1243 Airbnb ROI: N/A Traditional ROI: 7.88%
4109 Lakeview Dr Hillsboro, MO This charming ranch home located at 4109 Lakeview Dr. has been completely updated (2019). ...	2 beds \| 2 baths \| 1,080 sq.ft.	$189,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.26% Airbnb Rental Income: $null Traditional Rental Income: $1029 Airbnb ROI: N/A Traditional ROI: 3.26%
1627 Saint Charles Dr Hillsboro, MO Welcome to 1627 Saint Charles Dr., a charming and well-kept ranch style home offering comf...	4 beds \| 2 baths \| 2,368 sq.ft.	$310,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.52% Airbnb Rental Income: $null Traditional Rental Income: $1975 Airbnb ROI: N/A Traditional ROI: 4.52%
5604 Katys Way Hillsboro, MO Welcome to 5604 Katys Way in the highly sought-after Raintree Plantation community! This s...	5 beds \| 3 baths \| 3,505 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.33% Airbnb Rental Income: $null Traditional Rental Income: $3112 Airbnb ROI: N/A Traditional ROI: 5.33%
127 Ezekiel Ct Hillsboro, MO Come see this amazing turn key ranch in the sought after Eagle Ridge subdivision with a la...	5 beds \| 3 baths \| 2,140 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.35% Airbnb Rental Income: $null Traditional Rental Income: $1789 Airbnb ROI: N/A Traditional ROI: 4.35%
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%
6103 Union Dr Hillsboro, MO PREMIUM NEW CONSTRUCTION HOME in popular, gated Raintree Plantation lake/golf, family-frie...	4 beds \| 3 baths \| 2,700 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.43% Airbnb Rental Income: $null Traditional Rental Income: $2208 Airbnb ROI: N/A Traditional ROI: 3.43%
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 Remington Model Hillsboro, MO Welcome to Hawk Ridge Estates! Located off Hwy B & Brickyard Road. This new subdivision fe...	3 beds \| 2 baths \| 1,768 sq.ft.	$319,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.13% Airbnb Rental Income: $null Traditional Rental Income: $2333 Airbnb ROI: N/A Traditional ROI: 6.13%
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%
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%
9635 Duffer Dr Hillsboro, MO 9635 Duffer Dr, Hillsboro, MO 63050 \| Single Family Residential	4 beds \| 2 baths \| 2,258 sq.ft.	$610,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.39% Airbnb Rental Income: $null Traditional Rental Income: $2048 Airbnb ROI: N/A Traditional ROI: 1.39%
0 Tbb Twin Pines-redbudi Hillsboro, MO 0 Tbb Twin Pines-redbudi, Festus, MO 63050 \| Single Family Residential	4 beds \| 2 baths \| 2,712 sq.ft.	$339,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.77% Airbnb Rental Income: $null Traditional Rental Income: $1969 Airbnb ROI: N/A Traditional ROI: 3.77%
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%
0 Tbb-twin Pines-hickory Hillsboro, MO 0 Tbb-twin Pines-hickory, Grubville, MO 63050 \| Single Family Residential	3 beds \| 2 baths \| 1,600 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.21% Airbnb Rental Income: $null Traditional Rental Income: $1598 Airbnb ROI: N/A Traditional ROI: 3.21%
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%
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.	$382,156	Airbnb cash on cash: N/A Traditional cash on cash: 4.26% Airbnb Rental Income: $null Traditional Rental Income: $2073 Airbnb ROI: N/A Traditional ROI: 4.26%
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%
9784 Ridgecrest Dr Hillsboro, MO THIS IS A MUST-SEE PROPERTY! this 3100 sq. ft. 4-bedroom, 3-bath ranch is situated on 1.39...	4 beds \| 3 baths \| 3,169 sq.ft.	$649,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.45% Airbnb Rental Income: $null Traditional Rental Income: $3203 Airbnb ROI: N/A Traditional ROI: 3.45%
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.	$304,200	Airbnb cash on cash: N/A Traditional cash on cash: 4.41% Airbnb Rental Income: $null Traditional Rental Income: $1908 Airbnb ROI: N/A Traditional ROI: 4.41%
4386 Jarvis Road Hillsboro, MO Investor Special on a beautiful piece of land in Hillsboro! THREE BUILDINGS. Value-Add Opp...	3 beds \| 2 baths \| 1,534 sq.ft.	$180,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.15% Airbnb Rental Income: $null Traditional Rental Income: $1916 Airbnb ROI: N/A Traditional ROI: 9.15%
9551 Easy St Hillsboro, MO 9551 Easy St, Hillsboro, MO 63050 \| Single Family Residential	3 beds \| 2 baths \| 1,600 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.67% Airbnb Rental Income: $null Traditional Rental Income: $1639 Airbnb ROI: N/A Traditional ROI: 1.67%
5697 Lake Tishomingo Rd Hillsboro, MO 5697 Lake Tishomingo Rd, Hillsboro, MO 63050 \| Single Family Residential	4 beds \| 2 baths \| 1,850 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.41% Airbnb Rental Income: $null Traditional Rental Income: $1698 Airbnb ROI: N/A Traditional ROI: 2.41%
5883 N Lakeshore Dr Hillsboro, MO 5883 N Lakeshore Dr, Hillsboro, MO 63050 \| Other	N/A beds \| N/A baths \| N/A	$125,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.23% Airbnb Rental Income: $null Traditional Rental Income: $792 Airbnb ROI: N/A Traditional ROI: 3.23%

Real Estate investment in Hillsboro, MO

There are 89 properties for sale in the city of Hillsboro . The median list price in Hillsboro is $281,831 and the average price per square foot is $162. In August 2026, the average monthly cash on cash return in Hillsboro is 11.00%. The average monthly rental income in Hillsboro is $832.

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

There are 89 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 $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Hillsboro, MO

9802 Sandy Church Rd

Hillsboro, MO

3 beds | 1 baths | 1,338 sq.ft.

$215,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.9%

Airbnb Rental Income: $null

Traditional Rental Income: $1169

Airbnb ROI: N/A

Traditional ROI: 3.9%

9431 Swanee Dr

Hillsboro, MO

4 beds | 2 baths | 1,840 sq.ft.

$319,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.88%

Airbnb Rental Income: $null

Traditional Rental Income: $1774

Airbnb ROI: N/A

Traditional ROI: 3.88%

120 Willow Br

Hillsboro, MO

3 beds | 2 baths | 1,624 sq.ft.

$355,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.58%

Airbnb Rental Income: $null

Traditional Rental Income: $2241

Airbnb ROI: N/A

Traditional ROI: 4.58%

9480 Easy Street

Hillsboro, MO

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

$399,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.33%

Airbnb Rental Income: $null

Traditional Rental Income: $1981

Airbnb ROI: N/A

Traditional ROI: 3.33%

5572 Timberline Cir

Hillsboro, MO

4 beds | 3 baths | 2,096 sq.ft.

$429,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.24%

Airbnb Rental Income: $null

Traditional Rental Income: $2013

Airbnb ROI: N/A

Traditional ROI: 3.24%

10318 Timber Hill Dr

Hillsboro, MO

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

$299,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.41%

Airbnb Rental Income: $null

Traditional Rental Income: $1583

Airbnb ROI: N/A

Traditional ROI: 3.41%

5644 State Road B

Hillsboro, MO

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

$299,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.83%

Airbnb Rental Income: $null

Traditional Rental Income: $1903

Airbnb ROI: N/A

Traditional ROI: 4.83%

4625 Cedar Drive

Hillsboro, MO

3 beds | 1 baths | 912 sq.ft.

$124,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.88%

Airbnb Rental Income: $null

Traditional Rental Income: $1243

Airbnb ROI: N/A