Real Estate Investment Properties for Sale in Hillsboro, KY

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
96 Hay Drive Hillsboro, KY Welcome to this charming single-level home nestled in a quiet and peaceful neighborhood in...	3 beds \| 1 baths \| 1,697 sq.ft.	$189,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.69% Airbnb Rental Income: $null Traditional Rental Income: $1918 Airbnb ROI: N/A Traditional ROI: 8.69%
102 Lambert Lane Hillsboro, KY Situated on 4.8 acres just outside of Hillsboro, this home offers a practical layout and a...	4 beds \| 2 baths \| 2,024 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.65% Airbnb Rental Income: $null Traditional Rental Income: $2391 Airbnb ROI: N/A Traditional ROI: 5.65%
1513 Skaggs Ln Lane Hillsboro, KY This property has so much potential!! Large 0.74 acre lot. Need a large yard for the kids ...	3 beds \| 1 baths \| 1,144 sq.ft.	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.85% Airbnb Rental Income: $null Traditional Rental Income: $1678 Airbnb ROI: N/A Traditional ROI: 7.85%
231 Hidden Hollow Road Hillsboro, KY Built in 2019, this immaculate manufactured home sits on 4.02 flat, fully usable acres wit...	4 beds \| 2 baths \| 1,904 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.52% Airbnb Rental Income: $null Traditional Rental Income: $2462 Airbnb ROI: N/A Traditional ROI: 9.52%
Investment Properties for Sale in Other Cities of Kentucky
4103 Hayden Kyle Ct Prospect , KY Welcome to refined living in this exceptional townhome in the Gardens of Hunters Ridge. De...	4 beds \| 4 baths \| 4,218 sq.ft.	$479,900	Airbnb cash on cash: 4.6% Traditional cash on cash: 5.54% Airbnb Rental Income: $4351 Traditional Rental Income: $3859 Airbnb ROI: 4.6% Traditional ROI: 5.54%
11117 Radleigh Ln Louisville , KY Welcome to 11117 Radleigh Lane, nestled in the highly sought-after Little Spring Farm neig...	4 beds \| 3 baths \| 4,087 sq.ft.	$559,900	Airbnb cash on cash: -0.78% Traditional cash on cash: 2.54% Airbnb Rental Income: $1115 Traditional Rental Income: $2481 Airbnb ROI: -0.78% Traditional ROI: 2.54%
1144 Leafdale Road HODGENVILLE , KY Beautiful brick bi-level home located just minutes from downtown Hodgenville. This move-in...	4 beds \| 2 baths \| 2,500 sq.ft.	$269,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 4.74% Airbnb Rental Income: $1115 Traditional Rental Income: $1766 Airbnb ROI: 0.7% Traditional ROI: 4.74%
609 Moore Drive Elizabethtown , KY This well-kept 3-bedroom, 1-bath home is move-in ready and full of charm! Built in 2003, i...	3 beds \| 1 baths \| 1,170 sq.ft.	$194,900	Airbnb cash on cash: 2.65% Traditional cash on cash: 5.33% Airbnb Rental Income: $1339 Traditional Rental Income: $1422 Airbnb ROI: 2.65% Traditional ROI: 5.33%
857 Malabu Drive Lexington , KY BOM due to buyer financing. Malabu Hills Condominium. Lovely 2 level Condominium centrall...	3 beds \| 3 baths \| 1,582 sq.ft.	$249,000	Airbnb cash on cash: 3.28% Traditional cash on cash: 4.95% Airbnb Rental Income: $2032 Traditional Rental Income: $1898 Airbnb ROI: 3.28% Traditional ROI: 4.95%
1025 Lydia St Louisville , KY Fall in love with this adorable Germantown bungalowâjust steps from all your favorite sp...	2 beds \| 1 baths \| 1,250 sq.ft.	$270,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.34% Airbnb Rental Income: $null Traditional Rental Income: $1415 Airbnb ROI: N/A Traditional ROI: 3.34%
309 E Market St #213 Louisville , KY Escape into your private oasis, in the middle of downtown Louisville, at the Mercantile Ga...	2 beds \| 2 baths \| 1,402 sq.ft.	$343,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.42% Airbnb Rental Income: $null Traditional Rental Income: $2070 Airbnb ROI: N/A Traditional ROI: 2.42%
1057 E Saint Catherine St Louisville , KY Charming updated home in Germantown! Nestled in one of Louisville's most desirable and est...	1 beds \| 1 baths \| 858 sq.ft.	$180,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.72% Airbnb Rental Income: $null Traditional Rental Income: $1047 Airbnb ROI: N/A Traditional ROI: 3.72%
8615 Battlefield Memorial Highway Berea , KY Outstanding rare find! Impressive foyer with sweeping grand staircase. Stunning hardwood t...	3 beds \| 3 baths \| 3,451 sq.ft.	$399,900	Airbnb cash on cash: 1.01% Traditional cash on cash: 1.77% Airbnb Rental Income: $1633 Traditional Rental Income: $1457 Airbnb ROI: 1.01% Traditional ROI: 1.77%
7797 Promontory Drive Alexandria , KY Incredible Fischer Clay loaded with upgrades! This beautiful multi-level floorplan offers ...	4 beds \| N/A baths \| 3,029 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.77% Airbnb Rental Income: $null Traditional Rental Income: $2254 Airbnb ROI: N/A Traditional ROI: 1.77%
11179 War Admiral Drive Union , KY Discover spacious luxury with this stunning home in the Equestrian section of Triple Crown...	5 beds \| 3 baths \| 3,160 sq.ft.	$614,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.26% Airbnb Rental Income: $null Traditional Rental Income: $2868 Airbnb ROI: N/A Traditional ROI: 3.26%
9218 Axminster Dr Louisville , KY Welcome to 9218 Axminster Drive! Tucked away at the end of a dead-end street in the Forest...	4 beds \| 3 baths \| 2,042 sq.ft.	$349,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 5.38% Airbnb Rental Income: $1634 Traditional Rental Income: $2483 Airbnb ROI: 1.38% Traditional ROI: 5.38%
1102 La Fontenay Ct Louisville , KY SELLER TO PAY FIRST 6 MONTHS OF HOA FEES!! Updated first floor condo in prime east end are...	2 beds \| 2 baths \| 1,000 sq.ft.	$129,900	Airbnb cash on cash: 4.53% Traditional cash on cash: 6.99% Airbnb Rental Income: $1295 Traditional Rental Income: $1197 Airbnb ROI: 4.53% Traditional ROI: 6.99%
816 Stratton Lane Winchester , KY Welcome to your dream home! Nestled in an excellent location in Winchester, KY, this charm...	4 beds \| 3 baths \| 3,024 sq.ft.	$250,000	Airbnb cash on cash: 4.03% Traditional cash on cash: 9.42% Airbnb Rental Income: $1966 Traditional Rental Income: $2721 Airbnb ROI: 4.03% Traditional ROI: 9.42%

Real Estate investment in Hillsboro, KY

There are 4 properties for sale in the city of Hillsboro . The median list price in Hillsboro is $207,000 and the average price per square foot is $122. In September 2025, the average monthly cash on cash return in Hillsboro is 8.00%. The average monthly rental income in Hillsboro is $2,155.

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

There are 4 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, KY

96 Hay Drive

Hillsboro, KY

3 beds | 1 baths | 1,697 sq.ft.

$189,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.69%

Airbnb Rental Income: $null

Traditional Rental Income: $1918

Airbnb ROI: N/A

Traditional ROI: 8.69%

102 Lambert Lane

Hillsboro, KY

4 beds | 2 baths | 2,024 sq.ft.

$350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.65%

Airbnb Rental Income: $null

Traditional Rental Income: $2391

Airbnb ROI: N/A

Traditional ROI: 5.65%

1513 Skaggs Ln Lane

Hillsboro, KY

3 beds | 1 baths | 1,144 sq.ft.

$175,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.85%

Airbnb Rental Income: $null

Traditional Rental Income: $1678

Airbnb ROI: N/A

Traditional ROI: 7.85%

231 Hidden Hollow Road

Hillsboro, KY

4 beds | 2 baths | 1,904 sq.ft.

$225,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.52%

Airbnb Rental Income: $null

Traditional Rental Income: $2462

Airbnb ROI: N/A

Traditional ROI: 9.52%

Investment Properties for Sale in Other Cities of Kentucky

Prospect , KY

4 beds | 4 baths | 4,218 sq.ft.

$479,900

Airbnb cash on cash: 4.6%

Traditional cash on cash: 5.54%

Airbnb Rental Income: $4351

Traditional Rental Income: $3859

Airbnb ROI: 4.6%

Traditional ROI: 5.54%

Louisville , KY

4 beds | 3 baths | 4,087 sq.ft.

$559,900

Airbnb cash on cash: -0.78%

Traditional cash on cash: 2.54%

Airbnb Rental Income: $1115

Traditional Rental Income: $2481

Airbnb ROI: -0.78%

Traditional ROI: 2.54%

HODGENVILLE , KY

4 beds | 2 baths | 2,500 sq.ft.

$269,000

Airbnb cash on cash: 0.7%

Traditional cash on cash: 4.74%

Airbnb Rental Income: $1115

Traditional Rental Income: $1766

Airbnb ROI: 0.7%

Traditional ROI: 4.74%

Elizabethtown , KY

3 beds | 1 baths | 1,170 sq.ft.

$194,900

Airbnb cash on cash: 2.65%

Traditional cash on cash: 5.33%

Airbnb Rental Income: $1339

Traditional Rental Income: $1422

Airbnb ROI: 2.65%

Traditional ROI: 5.33%

Lexington , KY

3 beds | 3 baths | 1,582 sq.ft.