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
43 Ledan Street Flemingsburg, KY Comfortable Living Just Minutes from Town Welcome to 43 Ledan Street in Flemingsburg-a 3-b...	3 beds \| 1 baths \| 1,456 sq.ft.	$225,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 7.12% Airbnb Rental Income: $637 Traditional Rental Income: $1895 Airbnb ROI: -0.18% Traditional ROI: 7.12%
120 Crest Avenue Flemingsburg, KY You will find all the comforts of home in this charming brick with lots of updates. 4 Bedr...	4 beds \| 2 baths \| N/A	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.42% Airbnb Rental Income: $null Traditional Rental Income: $2528 Airbnb ROI: N/A Traditional ROI: 7.42%
69 Pecks Ridge Tilton Rd Flemingsburg, KY Welcome to this cute little home that is approx. 1248 sf. and sits on .8 acre. Has 1 bedro...	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%
8594 Morehead Flemingsburg, KY This property has 21 acres (+/-) in scenic Fleming County. This exceptional property offer...	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%
13 Wolf Run Road 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: -0.91% Traditional cash on cash: 5.63% Airbnb Rental Income: $637 Traditional Rental Income: $2068 Airbnb ROI: -0.91% Traditional ROI: 5.63%
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 \| N/A	$739,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.69% Airbnb Rental Income: $null Traditional Rental Income: $3226 Airbnb ROI: N/A Traditional ROI: 2.69%
410 Murphy Lane Flemingsburg, KY Charming 3 Bedroom, 2 Bath Home on 42 Acres with Barns and Stocked Pond Welcome to your pr...	3 beds \| 2 baths \| 1,841 sq.ft.	$559,000	Airbnb cash on cash: -1.38% Traditional cash on cash: 2.05% Airbnb Rental Income: $637 Traditional Rental Income: $2132 Airbnb ROI: -1.38% Traditional ROI: 2.05%
119 Pumphrey Avenue Flemingsburg, KY This charming Victorian home seamlessly blends original character with modern updates. Wit...	4 beds \| 2 baths \| 2,088 sq.ft.	$270,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.38% Airbnb Rental Income: $null Traditional Rental Income: $2698 Airbnb ROI: N/A Traditional ROI: 8.38%
259 Rucker Street Flemingsburg, KY Move in READY. 5 BEDROOMS, Spacious living room; Beautiful kitchen cabinetry. With modern ...	5 beds \| 1 baths \| 1,824 sq.ft.	$214,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.13% Airbnb Rental Income: $null Traditional Rental Income: $1915 Airbnb ROI: N/A Traditional ROI: 7.13%
402 Foxspring Ave Flemingsburg, KY Charming home situated on a nice corner lot in Flemingsburg. This property offers 2 bedroo...	2 beds \| 2 baths \| N/A	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.3% Airbnb Rental Income: $null Traditional Rental Income: $2255 Airbnb ROI: N/A Traditional ROI: 7.3%
379 Ashley St Flemingsburg, KY Beautiful home located on 4.62 +/- acres (per PVA). Open floor plan with full finished ba...	4 beds \| 3 baths \| N/A	$549,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.88% Airbnb Rental Income: $null Traditional Rental Income: $2446 Airbnb ROI: N/A Traditional ROI: 2.88%
111 Highland Drive Flemingsburg, KY Located in the heart of downtown Flemingsburg, this charming 3 bedroom, 2 bath home offers...	3 beds \| 2 baths \| 1,236 sq.ft.	$175,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 9.48% Airbnb Rental Income: $637 Traditional Rental Income: $1982 Airbnb ROI: -0.36% Traditional ROI: 9.48%
12 Ridgecrest Way Flemingsburg, KY Welcome to 12 Ridgecrest Way, nestled in the desirable Country View Heights community of F...	3 beds \| 2 baths \| 1,300 sq.ft.	$225,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 7.4% Airbnb Rental Income: $637 Traditional Rental Income: $1935 Airbnb ROI: -0.08% Traditional ROI: 7.4%
220 S Main Cross St Flemingsburg, KY These 2 properties can be bought together or separately. S Main Cross (main house)has 3 BR...	3 beds \| 2 baths \| N/A	$649,999	Airbnb cash on cash: -0.71% Traditional cash on cash: 2.73% Airbnb Rental Income: $637 Traditional Rental Income: $2428 Airbnb ROI: -0.71% Traditional ROI: 2.73%
150 Sunflower Road Flemingsburg, KY Discover the ease of one-level living in this brand-new home in the new Popular Estates su...	3 beds \| 2 baths \| 1,536 sq.ft.	$320,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 5.35% Airbnb Rental Income: $637 Traditional Rental Income: $2259 Airbnb ROI: -1.02% Traditional ROI: 5.35%
159 Alice Avenue Flemingsburg, KY SINGLE STORY HOUSE IN CITY LIMITS! Enjoy comfort & convenience in this well-kept 3-bedroom...	3 beds \| 1 baths \| 1,040 sq.ft.	$145,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 10.41% Airbnb Rental Income: $637 Traditional Rental Income: $1716 Airbnb ROI: 0.52% Traditional ROI: 10.41%
1514 Helena Road Flemingsburg, KY Welcome to this inviting two-bedroom, one-bath home, with a full unfinished basement, offe...	2 beds \| 1 baths \| 864 sq.ft.	$120,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.23% Airbnb Rental Income: $null Traditional Rental Income: $1560 Airbnb ROI: N/A Traditional ROI: 11.23%
118 McMullin Ave Flemingsburg, KY 118 McMullin Ave. in Flemingsburg will surprise you with the amount of space it has to off...	3 beds \| 2 baths \| N/A	$175,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 8.88% Airbnb Rental Income: $637 Traditional Rental Income: $1825 Airbnb ROI: -0.02% Traditional ROI: 8.88%
64 Coskery Pike Flemingsburg, KY Charming brick home with a vinyl-sided rear addition on 0.66 acres in rural Flemingsburg, ...	4 beds \| 2 baths \| 2,200 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.88% Airbnb Rental Income: $null Traditional Rental Income: $2627 Airbnb ROI: N/A Traditional ROI: 8.88%
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.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.42% Airbnb Rental Income: $null Traditional Rental Income: $2554 Airbnb ROI: N/A Traditional ROI: 10.42%
7269 Morehead Road Flemingsburg, KY This beautiful, move in ready home sits on almost an acre lot with a blacktop drive, matur...	5 beds \| 2 baths \| 2,176 sq.ft.	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.93% Airbnb Rental Income: $null Traditional Rental Income: $2357 Airbnb ROI: N/A Traditional ROI: 7.93%
140 E Main Street Flemingsburg, KY Nice, freshly renovated turnkey home right in town. Whether you are looking for that perfe...	2 beds \| 1 baths \| 1,650 sq.ft.	$160,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.86% Airbnb Rental Income: $null Traditional Rental Income: $1425 Airbnb ROI: N/A Traditional ROI: 6.86%
110 Sunflower Road Flemingsburg, KY Discover the ease of one-level living in this brand-new home in the new Popular Estates su...	3 beds \| 2 baths \| 1,536 sq.ft.	$319,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 5.3% Airbnb Rental Income: $637 Traditional Rental Income: $2240 Airbnb ROI: -1.02% Traditional ROI: 5.3%
5670 Morehead Road Flemingsburg, KY One of Fleming County's finest farms is available for purchase for the first time in over ...	4 beds \| 5 baths \| 6,456 sq.ft.	$1,999,950	Airbnb cash on cash: N/A Traditional cash on cash: 1.36% Airbnb Rental Income: $null Traditional Rental Income: $4929 Airbnb ROI: N/A Traditional ROI: 1.36%
155 Alice Avenue Flemingsburg, KY Super nice 3 bed, 1 bath home. There is new flooring throughout, new interior doors, fresh...	3 beds \| 1 baths \| 1,020 sq.ft.	$149,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 9.92% Airbnb Rental Income: $637 Traditional Rental Income: $1665 Airbnb ROI: 0.64% Traditional ROI: 9.92%
4872 Maysville Road Flemingsburg, KY Say hello to this stunning gem in a prime location! Come discover all the charm and conven...	3 beds \| 3 baths \| 1,928 sq.ft.	$350,000	Airbnb cash on cash: -0.83% Traditional cash on cash: 6.48% Airbnb Rental Income: $637 Traditional Rental Income: $2746 Airbnb ROI: -0.83% Traditional ROI: 6.48%

Real Estate investment in Flemingsburg, KY

There are 26 properties for sale in the city of Flemingsburg . The median list price in Flemingsburg is $225,000 and the average price per square foot is $125. In May 2026, the average monthly cash on cash return in Flemingsburg is 8.00%. The average monthly rental income in Flemingsburg is $2,148.

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 $637.

Your search for investment property begins and ends here

Investment Property for Sale in Flemingsburg, KY

43 Ledan Street

Flemingsburg, KY

3 beds | 1 baths | 1,456 sq.ft.

$225,000

Airbnb cash on cash: -0.18%

Traditional cash on cash: 7.12%

Airbnb Rental Income: $637

Traditional Rental Income: $1895

Airbnb ROI: -0.18%

Traditional ROI: 7.12%

120 Crest Avenue

Flemingsburg, KY

4 beds | 2 baths | N/A

$299,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.42%

Airbnb Rental Income: $null

Traditional Rental Income: $2528

Airbnb ROI: N/A

Traditional ROI: 7.42%

69 Pecks Ridge Tilton Rd

Flemingsburg, 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%

8594 Morehead

Flemingsburg, KY

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%

13 Wolf Run Road

Flemingsburg, KY

3 beds | 2 baths | 1,683 sq.ft.

$280,000

Airbnb cash on cash: -0.91%

Traditional cash on cash: 5.63%

Airbnb Rental Income: $637

Traditional Rental Income: $2068

Airbnb ROI: -0.91%

Traditional ROI: 5.63%

8594 Morehead Rd

Flemingsburg, KY

4 beds | 3 baths | N/A

$739,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.69%

Airbnb Rental Income: $null

Traditional Rental Income: $3226

Airbnb ROI: N/A

Traditional ROI: 2.69%

410 Murphy Lane

Flemingsburg, KY

3 beds | 2 baths | 1,841 sq.ft.

$559,000

Airbnb cash on cash: -1.38%

Traditional cash on cash: 2.05%

Airbnb Rental Income: $637

Traditional Rental Income: $2132

Airbnb ROI: -1.38%

Traditional ROI: 2.05%

119 Pumphrey Avenue

Flemingsburg, KY

4 beds | 2 baths | 2,088 sq.ft.

$270,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.38%

Airbnb Rental Income: $null

Traditional Rental Income: $2698

Airbnb ROI: N/A