Real Estate Investment Properties for Sale in Olive Hill, KY

Looking for investment property in Olive Hill, KY with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
425 Parker Memorial Dr Olive Hill, KY The ''WOW'' factor... this recently renovated brick ranch on a basement is a stunner for s...	5 beds \| 2 baths \| 3,452 sq.ft.	$379,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.77% Airbnb Rental Income: $null Traditional Rental Income: $2940 Airbnb ROI: N/A Traditional ROI: 6.77%
129 Douglas Holw Olive Hill, KY Private Cape Cod Retreat Just Minutes from Morehead Tucked away in the peaceful woods of O...	4 beds \| 2 baths \| 3,268 sq.ft.	$305,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.9% Airbnb Rental Income: $null Traditional Rental Income: $2449 Airbnb ROI: N/A Traditional ROI: 6.9%
0 Craig Branch Rd Olive Hill, KY 0 Craig Branch Rd, Olive Hill, KY 41164 \| Other	N/A beds \| N/A baths \| N/A	$80,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.68% Airbnb Rental Income: $null Traditional Rental Income: $843 Airbnb ROI: N/A Traditional ROI: 7.68%
507 Meadowbrook Ln Olive Hill, KY 507 Meadowbrook Ln, Olive Hill, KY 41164 \| Single Family Residential	3 beds \| 1 baths \| 1,200 sq.ft.	$489,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.29% Airbnb Rental Income: $null Traditional Rental Income: $1534 Airbnb ROI: N/A Traditional ROI: 1.29%
80 Gregory Way Olive Hill, KY 80 Gregory Way, Olive Hill, KY 41164 \| Other	N/A beds \| N/A baths \| N/A	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.8% Airbnb Rental Income: $null Traditional Rental Income: $843 Airbnb ROI: N/A Traditional ROI: 0.8%
1025 Rayburn Street St Olive Hill, KY 1025 Rayburn Street St, Olive Hill, KY 41164 \| Single Family Residential	3 beds \| 1 baths \| 1,238 sq.ft.	$174,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.96% Airbnb Rental Income: $null Traditional Rental Income: $1561 Airbnb ROI: N/A Traditional ROI: 6.96%
63 Frazier Road Rd Olive Hill, KY 63 Frazier Road Rd, Olive Hill, KY 41164 \| Other	N/A beds \| N/A baths \| N/A	$55,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.45% Airbnb Rental Income: $null Traditional Rental Income: $843 Airbnb ROI: N/A Traditional ROI: 11.45%
245 Mcconnell Branch Rd Olive Hill, KY 245 Mcconnell Branch Rd, Olive Hill, KY 41164 \| Other	N/A beds \| N/A baths \| N/A	$69,500	Airbnb cash on cash: N/A Traditional cash on cash: 10.43% Airbnb Rental Income: $null Traditional Rental Income: $940 Airbnb ROI: N/A Traditional ROI: 10.43%
7063 W US Highway 60 Olive Hill, KY 7063 W US Highway 60, Olive Hill, KY 41164 \| Other	4 beds \| N/A baths \| N/A	$84,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.43% Airbnb Rental Income: $null Traditional Rental Income: $940 Airbnb ROI: N/A Traditional ROI: 8.43%
61 Blevins Holw Olive Hill, KY 61 Blevins Holw, Olive Hill, KY 41164 \| Other	N/A beds \| N/A baths \| N/A	$125,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.18% Airbnb Rental Income: $null Traditional Rental Income: $940 Airbnb ROI: N/A Traditional ROI: 5.18%
992 Mushroom Road Rd Olive Hill, KY 992 Mushroom Road Rd, Olive Hill, KY 41164 \| Single Family Residential	5 beds \| 2 baths \| 2,296 sq.ft.	$229,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.95% Airbnb Rental Income: $null Traditional Rental Income: $2443 Airbnb ROI: N/A Traditional ROI: 8.95%
4905 St Hwy 3298 Olive Hill, KY 4905 St Hwy 3298, Olive Hill, KY 41164 \| Single Family Residential	3 beds \| 1 baths \| 1,100 sq.ft.	$139,999	Airbnb cash on cash: N/A Traditional cash on cash: 8.97% Airbnb Rental Income: $null Traditional Rental Income: $1545 Airbnb ROI: N/A Traditional ROI: 8.97%
240 Roger Patton Dr Olive Hill, KY	4 beds \| 2 baths \| 4,098 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.78% Airbnb Rental Income: $null Traditional Rental Income: $2130 Airbnb ROI: N/A Traditional ROI: 6.78%
239 Leatherwood Branch Br Olive Hill, KY 239 Leatherwood Branch Br, Olive Hill, KY 41164 \| Single Family Residential	3 beds \| 1 baths \| 1,300 sq.ft.	$199,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.36% Airbnb Rental Income: $null Traditional Rental Income: $1650 Airbnb ROI: N/A Traditional ROI: 6.36%
165A Open Fork Rd Olive Hill, KY 165A Open Fork Rd, Olive Hill, KY 41164 \| Other	N/A beds \| N/A baths \| N/A	$315,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.07% Airbnb Rental Income: $null Traditional Rental Income: $959 Airbnb ROI: N/A Traditional ROI: 1.07%
266 State Highway 59 Olive Hill, KY This newer construction luxury home offers an exceptional blend of modern design, spacious...	3 beds \| 2 baths \| 2,575 sq.ft.	$699,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.15% Airbnb Rental Income: $null Traditional Rental Income: $2858 Airbnb ROI: N/A Traditional ROI: 3.15%
482 Tomo Road Rd Olive Hill, KY 482 Tomo Road Rd, Olive Hill, KY 41164 \| Single Family Residential	3 beds \| 2 baths \| 3,040 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.35% Airbnb Rental Income: $null Traditional Rental Income: $2402 Airbnb ROI: N/A Traditional ROI: 6.35%
11539 W US Highway 60 Olive Hill, KY 11539 W US Highway 60, Olive Hill, KY 41164 \| Single Family Residential	4 beds \| 2 baths \| 3,772 sq.ft.	$329,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.1% Airbnb Rental Income: $null Traditional Rental Income: $2245 Airbnb ROI: N/A Traditional ROI: 5.1%
466 State Highway 59 Olive Hill, KY 466 State Highway 59, Olive Hill, KY 41164 \| Single Family Residential	3 beds \| 2 baths \| 2,575 sq.ft.	$699,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.81% Airbnb Rental Income: $null Traditional Rental Income: $2485 Airbnb ROI: N/A Traditional ROI: 1.81%
440 Randolph Rd Olive Hill, KY 440 Randolph Rd, Olive Hill, KY 41164 \| Other	N/A beds \| N/A baths \| N/A	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.35% Airbnb Rental Income: $null Traditional Rental Income: $959 Airbnb ROI: N/A Traditional ROI: 3.35%
000 Wicker Holw Olive Hill, KY 000 Wicker Holw, Olive Hill, KY 41164 \| Other	N/A beds \| N/A baths \| N/A	$154,900	Airbnb cash on cash: N/A Traditional cash on cash: 4% Airbnb Rental Income: $null Traditional Rental Income: $959 Airbnb ROI: N/A Traditional ROI: 4%
19782 W US Highway 60 Olive Hill, KY Immaculate brick ranch set on approximately 3 acres of level to gently rolling land. This ...	2 beds \| 1 baths \| 1,920 sq.ft.	$319,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.19% Airbnb Rental Income: $null Traditional Rental Income: $1673 Airbnb ROI: N/A Traditional ROI: 4.19%
10343 St Highway 986 Olive Hill, KY 10343 St Highway 986, Olive Hill, KY 41164 \| Single Family Residential	4 beds \| 1 baths \| 2,240 sq.ft.	$353,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.26% Airbnb Rental Income: $null Traditional Rental Income: $1792 Airbnb ROI: N/A Traditional ROI: 3.26%
3425 Ky-986 Olive Hill, KY 3425 Ky-986, Olive Hill, KY 41164 \| Single Family Residential	3 beds \| 2 baths \| 1,440 sq.ft.	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.36% Airbnb Rental Income: $null Traditional Rental Income: $2023 Airbnb ROI: N/A Traditional ROI: 6.36%
16228 West US Highway 60 Olive Hill, KY 16228 West US Highway 60, Olive Hill, KY 41164 \| Single Family Residential	3 beds \| 1 baths \| 1,520 sq.ft.	$162,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.47% Airbnb Rental Income: $null Traditional Rental Income: $1698 Airbnb ROI: N/A Traditional ROI: 8.47%
000 Hwy 1620 Olive Hill, KY 000 Hwy 1620, Olive Hill, KY 41164 \| Other	N/A beds \| N/A baths \| N/A	$124,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.34% Airbnb Rental Income: $null Traditional Rental Income: $959 Airbnb ROI: N/A Traditional ROI: 5.34%
923 Henderson Branch Rd Br Olive Hill, KY 923 Henderson Branch Rd Br, Olive Hill, KY 41164 \| Single Family Residential	3 beds \| 2 baths \| 1,304 sq.ft.	$182,500	Airbnb cash on cash: N/A Traditional cash on cash: 8.32% Airbnb Rental Income: $null Traditional Rental Income: $1859 Airbnb ROI: N/A Traditional ROI: 8.32%
41 Blue Hall Road Olive Hill, KY If you've been looking for space, flexibility and multiple living options, this one delive...	5 beds \| 3 baths \| 2,860 sq.ft.	$278,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.56% Airbnb Rental Income: $null Traditional Rental Income: $2915 Airbnb ROI: N/A Traditional ROI: 9.56%
466 Nazarene Hollow Road Olive Hill, KY Immaculately maintained 3-bedroom, 2-bath home featuring an inviting entry foyer that open...	3 beds \| 2 baths \| 1,580 sq.ft.	$184,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.05% Airbnb Rental Income: $null Traditional Rental Income: $2207 Airbnb ROI: N/A Traditional ROI: 11.05%
16596 W US. Highway 60 Olive Hill, KY This unique 4 bedroom, 2 bath stone home sits on 20 surveyed acres, offering privacy, usab...	4 beds \| 2 baths \| 2,800 sq.ft.	$369,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.15% Airbnb Rental Income: $null Traditional Rental Income: $2524 Airbnb ROI: N/A Traditional ROI: 5.15%
434 Ky-1024 Olive Hill, KY Welcome to 434 State Route 1024, Olive Hill, KY 41164! Step into this beautifully renovate...	3 beds \| 1 baths \| 1,576 sq.ft.	$169,400	Airbnb cash on cash: N/A Traditional cash on cash: 9.07% Airbnb Rental Income: $null Traditional Rental Income: $1857 Airbnb ROI: N/A Traditional ROI: 9.07%

Real Estate investment in Olive-hill, KY

There are 31 properties for sale in the city of Olive Hill . The median list price in Olive Hill is $159,904 and the average price per square foot is $84. In September 2026, the average monthly cash on cash return in Olive Hill is 8.00%. The average monthly rental income in Olive Hill is $1,686.

Olive-hill, KY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 31 investment properties available for sale in Olive-hill.

The ROI for Short-Term is higher than the Long-Term in Olive-hill with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Olive Hill, KY

425 Parker Memorial Dr

Olive Hill, KY

5 beds | 2 baths | 3,452 sq.ft.

$379,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.77%

Airbnb Rental Income: $null

Traditional Rental Income: $2940

Airbnb ROI: N/A

Traditional ROI: 6.77%

129 Douglas Holw

Olive Hill, KY

4 beds | 2 baths | 3,268 sq.ft.

$305,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.9%

Airbnb Rental Income: $null

Traditional Rental Income: $2449

Airbnb ROI: N/A

Traditional ROI: 6.9%

0 Craig Branch Rd

Olive Hill, KY

N/A beds | N/A baths | N/A

$80,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.68%

Airbnb Rental Income: $null

Traditional Rental Income: $843

Airbnb ROI: N/A

Traditional ROI: 7.68%

507 Meadowbrook Ln

Olive Hill, KY

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

$489,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.29%

Airbnb Rental Income: $null

Traditional Rental Income: $1534

Airbnb ROI: N/A

Traditional ROI: 1.29%

80 Gregory Way

Olive Hill, KY

N/A beds | N/A baths | N/A

$299,900

Airbnb cash on cash: N/A

Traditional cash on cash: 0.8%

Airbnb Rental Income: $null

Traditional Rental Income: $843

Airbnb ROI: N/A

Traditional ROI: 0.8%

1025 Rayburn Street St

Olive Hill, KY

3 beds | 1 baths | 1,238 sq.ft.

$174,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.96%

Airbnb Rental Income: $null

Traditional Rental Income: $1561

Airbnb ROI: N/A

Traditional ROI: 6.96%

63 Frazier Road Rd

Olive Hill, KY

N/A beds | N/A baths | N/A

$55,900

Airbnb cash on cash: N/A

Traditional cash on cash: 11.45%

Airbnb Rental Income: $null

Traditional Rental Income: $843

Airbnb ROI: N/A

Traditional ROI: 11.45%

245 Mcconnell Branch Rd

Olive Hill, KY

N/A beds | N/A baths | N/A

$69,500

Airbnb cash on cash: N/A

Traditional cash on cash: 10.43%

Airbnb Rental Income: $null

Traditional Rental Income: $940

Airbnb ROI: N/A