Real Estate Investment Properties for Sale in Flemingsburg, KY

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
316 Highridge Drive Flemingsburg, KY This delightful two-bedroom, one-bath house is a haven of comfort and style, perfectly sui...	2 beds \| 1 baths \| 768 sq.ft.	$139,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.07% Airbnb Rental Income: $null Traditional Rental Income: $1550 Airbnb ROI: N/A Traditional ROI: 9.07%
294 W Water St Flemingsburg, KY Welcome to 294 West Water Street, a spacious 4-bedroom, 2 full bath home located just minu...	4 beds \| 2 baths \| 1,380 sq.ft.	$229,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.61% Airbnb Rental Income: $null Traditional Rental Income: $1890 Airbnb ROI: N/A Traditional ROI: 6.61%
8594 Morehead Rd Flemingsburg, KY Set on more than 21 acres in scenic Fleming County, this exceptional property offers a rar...	4 beds \| 3 baths \| 0 sq.ft.	$739,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.02% Airbnb Rental Income: $null Traditional Rental Income: $3035 Airbnb ROI: N/A Traditional ROI: 3.02%
57 Dorothy St Flemingsburg, KY 3 bedroom, 1 bath brick home, with a carport and a 1 car detached garage, conveniently loc...	3 beds \| 1 baths \| N/A	$149,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.56% Airbnb Rental Income: $null Traditional Rental Income: $1808 Airbnb ROI: N/A Traditional ROI: 10.56%
69 Pecks Ridge Tilton Rd Fleming, KY Welcome to this cute little home that is approx. 1248 sf. and sits on .8 acre. Has 1 bed...	1 beds \| 1 baths \| 1,248 sq.ft.	$148,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.86% Airbnb Rental Income: $null Traditional Rental Income: $1495 Airbnb ROI: N/A Traditional ROI: 8.86%
387 Owens Ln Flemingsburg, KY Beautiful ranch style brick home with 4BR, 2.5BA with full walk-out basement, attached 1 c...	4 beds \| 3 baths \| N/A	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.67% Airbnb Rental Income: $null Traditional Rental Income: $2397 Airbnb ROI: N/A Traditional ROI: 3.67%
4379 Poplar Plains Rd Flemingsburg, KY Check out this beautiful 1999 model 32x78 manufactured home nicely situated on 10.8 acres ...	3 beds \| 2 baths \| 2,600 sq.ft.	$379,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.85% Airbnb Rental Income: $null Traditional Rental Income: $2565 Airbnb ROI: N/A Traditional ROI: 5.85%
4215 Poplar Plains Rd Flemingsburg, KY Check out this nice 2002 Triple Wide manufactured home located at 4215 poplar plains rd Fl...	4 beds \| 2 baths \| 2,400 sq.ft.	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.06% Airbnb Rental Income: $null Traditional Rental Income: $2550 Airbnb ROI: N/A Traditional ROI: 9.06%
13 Wolf Run Rd Flemingsburg, KY Charming 3-Bedroom Home on 12 Acres with Scenic Views and Ample Storage Welcome to peacefu...	3 beds \| 2 baths \| 1,683 sq.ft.	$280,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.72% Airbnb Rental Income: $null Traditional Rental Income: $2217 Airbnb ROI: N/A Traditional ROI: 6.72%
8594 Morehead Flemingsburg, KY This property has 21 acres (+/-) in scenic Fleming County. This exceptional property offe...	4 beds \| 3 baths \| N/A	$739,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.53% Airbnb Rental Income: $null Traditional Rental Income: $2710 Airbnb ROI: N/A Traditional ROI: 2.53%
600 Olive Sprig Ln Sharpsburg, KY End-of-road privacy on 12.55 acres where pasture and woods meet. This quiet mini-farm offe...	3 beds \| 2 baths \| 1,680 sq.ft.	$329,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.99% Airbnb Rental Income: $null Traditional Rental Income: $2274 Airbnb ROI: N/A Traditional ROI: 5.99%
80 Pecks Ridge Tilton Road Flemingsburg, KY Very well-maintained manufactured home featuring 2 bedrooms, 2 bath and an additional room...	2 beds \| 2 baths \| 1,220 sq.ft.	$146,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.55% Airbnb Rental Income: $null Traditional Rental Income: $1828 Airbnb ROI: N/A Traditional ROI: 10.55%
204 Pleasantville Rd Flemingsburg, KY Beautiful brick ranch home with 3 bedrooms, 2 baths, and a gorgeous sunroom on the first f...	3 beds \| 3 baths \| 3,240 sq.ft.	$459,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.73% Airbnb Rental Income: $null Traditional Rental Income: $2674 Airbnb ROI: N/A Traditional ROI: 4.73%
4379 Poplar plains rd Flemingsburg, KY Check out this beautiful 1999 model 32x78 manufactured home nicely situated on 10.8 acres ...	3 beds \| 2 baths \| 2,600 sq.ft.	$379,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.53% Airbnb Rental Income: $null Traditional Rental Income: $2448 Airbnb ROI: N/A Traditional ROI: 5.53%
4215 Poplar plains rd Flemingsburg, KY Check out this nice 2002 Triple Wide manufactured home located at 4215 poplar plains rd F...	4 beds \| 2 baths \| 2,400 sq.ft.	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.89% Airbnb Rental Income: $null Traditional Rental Income: $2507 Airbnb ROI: N/A Traditional ROI: 8.89%
71 Grandview Circle Flemingsburg, KY Don't wait to see this beautifully maintained manufactured home offering multiple updates ...	3 beds \| 2 baths \| 1,070 sq.ft.	$139,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.52% Airbnb Rental Income: $null Traditional Rental Income: $1887 Airbnb ROI: N/A Traditional ROI: 11.52%
332 U Forbes Way Flemingsburg, KY Dreaming of luxury country living? Look no further. Enjoy a peaceful setting abundant with...	3 beds \| 2 baths \| 2,400 sq.ft.	$489,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.2% Airbnb Rental Income: $null Traditional Rental Income: $2497 Airbnb ROI: N/A Traditional ROI: 4.2%
44 Lawrence Lane Flemingsburg, KY The potential of this home is endless! This home has a spacious front porch, blacktop driv...	5 beds \| 2 baths \| 2,496 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.3% Airbnb Rental Income: $null Traditional Rental Income: $2554 Airbnb ROI: N/A Traditional ROI: 9.3%
434 E Water Street Flemingsburg, KY Start the new year out in this wonderfully built and maintained 1300 square foot, two bedr...	2 beds \| 2 baths \| 1,300 sq.ft.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.68% Airbnb Rental Income: $null Traditional Rental Income: $2268 Airbnb ROI: N/A Traditional ROI: 10.68%

Real Estate investment in Flemingsburg, KY

There are 26 properties for sale in the city of Flemingsburg . The median list price in Flemingsburg is $232,000 and the average price per square foot is $149. In February 2026, the average monthly cash on cash return in Flemingsburg is 8.00%. The average monthly rental income in Flemingsburg is $2,236.

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

There are 26 investment properties available for sale in Flemingsburg.

In 2026, the best neighborhood to buy investment property is Flemingsburg.

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

Your search for investment property begins and ends here

Investment Property for Sale in Flemingsburg, KY

316 Highridge Drive

Flemingsburg, KY

2 beds | 1 baths | 768 sq.ft.

$139,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.07%

Airbnb Rental Income: $null

Traditional Rental Income: $1550

Airbnb ROI: N/A

Traditional ROI: 9.07%

294 W Water St

Flemingsburg, KY

4 beds | 2 baths | 1,380 sq.ft.

$229,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.61%

Airbnb Rental Income: $null

Traditional Rental Income: $1890

Airbnb ROI: N/A

Traditional ROI: 6.61%

8594 Morehead Rd

Flemingsburg, KY

4 beds | 3 baths | 0 sq.ft.

$739,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.02%

Airbnb Rental Income: $null

Traditional Rental Income: $3035

Airbnb ROI: N/A

Traditional ROI: 3.02%

57 Dorothy St

Flemingsburg, KY

3 beds | 1 baths | N/A

$149,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.56%

Airbnb Rental Income: $null

Traditional Rental Income: $1808

Airbnb ROI: N/A

Traditional ROI: 10.56%

69 Pecks Ridge Tilton Rd

Fleming, KY

1 beds | 1 baths | 1,248 sq.ft.

$148,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.86%

Airbnb Rental Income: $null

Traditional Rental Income: $1495

Airbnb ROI: N/A

Traditional ROI: 8.86%

387 Owens Ln

Flemingsburg, KY

4 beds | 3 baths | N/A

$499,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.67%

Airbnb Rental Income: $null

Traditional Rental Income: $2397

Airbnb ROI: N/A

Traditional ROI: 3.67%

4379 Poplar Plains Rd

Flemingsburg, KY

3 beds | 2 baths | 2,600 sq.ft.

$379,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.85%

Airbnb Rental Income: $null

Traditional Rental Income: $2565

Airbnb ROI: N/A

Traditional ROI: 5.85%

4215 Poplar Plains Rd

Flemingsburg, KY

4 beds | 2 baths | 2,400 sq.ft.

$249,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.06%

Airbnb Rental Income: $null

Traditional Rental Income: $2550

Airbnb ROI: N/A