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
971 Elizaville Avenue Flemingsburg, KY Charming Brick Ranch conveniently located just minutes from downtown Flemingsburg, Fleming...	3 beds \| 2 baths \| 1,584 sq.ft.	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.17% Airbnb Rental Income: $null Traditional Rental Income: $2326 Airbnb ROI: N/A Traditional ROI: 8.17%
115 Highland Dr Flemingsburg, KY Beautiful Home. A must to see. Front porch to enjoy every day.	3 beds \| 2 baths \| 1,800 sq.ft.	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.4% Airbnb Rental Income: $null Traditional Rental Income: $2505 Airbnb ROI: N/A Traditional ROI: 8.4%
239 Stockwell Avenue Flemingsburg, KY Welcome to this stately two-story Colonial home nestled on a picturesque 1-acre lot. Step ...	4 beds \| 2 baths \| 2,966 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.81% Airbnb Rental Income: $null Traditional Rental Income: $2790 Airbnb ROI: N/A Traditional ROI: 5.81%
343 Meadow Lane Flemingsburg, KY Charming brick home in a well established neighborhood! This cozy 2 bedroom, 1 bathroom ho...	2 beds \| 1 baths \| 1,104 sq.ft.	$169,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.74% Airbnb Rental Income: $null Traditional Rental Income: $1684 Airbnb ROI: N/A Traditional ROI: 8.74%
64 Coskery Pike Flemingsburg, KY Nestled in the heart of Flemingsburg, Kentucky, this beautifully renovated single-family h...	4 beds \| 2 baths \| 2,200 sq.ft.	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.75% Airbnb Rental Income: $null Traditional Rental Income: $2627 Airbnb ROI: N/A Traditional ROI: 7.75%
316 Highridge Drive Flemingsburg, KY Great location. This 2 bedroom 1 bath is in great shape. New deck built last year. Has una...	2 beds \| 1 baths \| N/A	$160,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.68% Airbnb Rental Income: $null Traditional Rental Income: $1550 Airbnb ROI: N/A Traditional ROI: 7.68%
6340 Morehead Rd Flemingsburg, KY Move in ready! With a 1 YEAR Home Warranty! Discover this beautiful stone home on a spacio...	3 beds \| 2 baths \| N/A	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.73% Airbnb Rental Income: $null Traditional Rental Income: $1619 Airbnb ROI: N/A Traditional ROI: 3.73%
294 West Water Street 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.	$239,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.3% Airbnb Rental Income: $null Traditional Rental Income: $1890 Airbnb ROI: N/A Traditional ROI: 6.3%
61 Emmons Drive Flemingsburg, KY Nice 3 bedroom, 1 1/2 bath situated on 0.74 acre lot, located in a quiet neighborhood with...	3 beds \| 2 baths \| 1,976 sq.ft.	$194,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.37% Airbnb Rental Income: $null Traditional Rental Income: $2260 Airbnb ROI: N/A Traditional ROI: 10.37%
1880 Pecks Ridge Tilton Road Flemingsburg, KY Nice three bedroom, two bath manufactured home with a site built addition of two additiona...	5 beds \| 2 baths \| 1,930 sq.ft.	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.41% Airbnb Rental Income: $null Traditional Rental Income: $2393 Airbnb ROI: N/A Traditional ROI: 8.41%
284 Aubrie Boulevard Flemingsburg, KY Step inside this immaculate 3 bedroom, 2 bath home that blends open-concept living with st...	3 beds \| 2 baths \| 1,300 sq.ft.	$259,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.25% Airbnb Rental Income: $null Traditional Rental Income: $2118 Airbnb ROI: N/A Traditional ROI: 7.25%
8594 Morehead Road Flemingsburg, KY Situated on over 21 acres in Fleming county, this dream property boasts a beautiful Wester...	4 beds \| 3 baths \| N/A	$789,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.76% Airbnb Rental Income: $null Traditional Rental Income: $3035 Airbnb ROI: N/A Traditional ROI: 2.76%
44 Lawrence Lane Lane Flemingsburg, KY The potential of this home is endless! This home has a spacious front porch, blacktop dri...	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%
2786 Helena Rd Flemingsburg, KY 3BR,2BA manufactured home with new vinyl flooring, appliances, new window blinds, storage ...	3 beds \| 2 baths \| N/A	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.07% Airbnb Rental Income: $null Traditional Rental Income: $2064 Airbnb ROI: N/A Traditional ROI: 9.07%
7411 Mount Carmel Road Road Flemingsburg, KY Charming 4-bedroom, 2-bathroom brick home nestled in a desirable neighborhood. This spacio...	4 beds \| 2 baths \| 1,542 sq.ft.	$224,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.86% Airbnb Rental Income: $null Traditional Rental Income: $2275 Airbnb ROI: N/A Traditional ROI: 8.86%
438 Asbury Road Flemingsburg, KY This beautiful, well-maintained property is ready to be your next home! Located in the hig...	3 beds \| 2 baths \| 1,998 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.76% Airbnb Rental Income: $null Traditional Rental Income: $2463 Airbnb ROI: N/A Traditional ROI: 3.76%
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	$164,500	Airbnb cash on cash: N/A Traditional cash on cash: 9.51% Airbnb Rental Income: $null Traditional Rental Income: $1808 Airbnb ROI: N/A Traditional ROI: 9.51%
26 Gardenside Drive Flemingsburg, KY Brick Ranch Home is Great Location! Country Setting with conveniences of town! Next to Fle...	3 beds \| 2 baths \| N/A	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.38% Airbnb Rental Income: $null Traditional Rental Income: $2368 Airbnb ROI: N/A Traditional ROI: 7.38%
120 Crest Avenue Flemingsburg, KY Charming Brick home with lots of updates. 4 Bedroom, 2 Bath, Updated Kitchen & Dining roo...	4 beds \| 2 baths \| N/A	$310,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.15% Airbnb Rental Income: $null Traditional Rental Income: $2528 Airbnb ROI: N/A Traditional ROI: 7.15%
101 N Parkwood Drive Flemingsburg, KY Welcome to the desirable Lakewood Subdivision! Completely renovated back in 2021, this ado...	3 beds \| 2 baths \| 1,184 sq.ft.	$194,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.63% Airbnb Rental Income: $null Traditional Rental Income: $2115 Airbnb ROI: N/A Traditional ROI: 9.63%
16 Ledan St Flemingsburg, KY 16 Ledan St. Flemingsburg (Tollgate Hills). 3BR, 1.5 Bath, located on a corner lo with cou...	3 beds \| 2 baths \| N/A	$239,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.19% Airbnb Rental Income: $null Traditional Rental Income: $2531 Airbnb ROI: N/A Traditional ROI: 9.19%
90 Ridgecrest Drive Flemingsburg, KY BEAUTIFULLY UPDATED, MOVE-IN READY Champion double wide on 0.27-acre lot in Country View H...	3 beds \| 2 baths \| N/A	$169,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.93% Airbnb Rental Income: $null Traditional Rental Income: $2083 Airbnb ROI: N/A Traditional ROI: 10.93%
1836 Pecks Ridge Tilton Road Flemingsburg, KY Very peaceful location, yet only 10 minutes from Flemingsburg. Located on 4.46+/- acres th...	3 beds \| 2 baths \| N/A	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.24% Airbnb Rental Income: $null Traditional Rental Income: $2297 Airbnb ROI: N/A Traditional ROI: 7.24%
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 bed...	1 beds \| 1 baths \| 1,248 sq.ft.	$149,500	Airbnb cash on cash: N/A Traditional cash on cash: 8.77% Airbnb Rental Income: $null Traditional Rental Income: $1495 Airbnb ROI: N/A Traditional ROI: 8.77%
294 W West Water Street 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.	$239,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.85% Airbnb Rental Income: $null Traditional Rental Income: $2241 Airbnb ROI: N/A Traditional ROI: 7.85%
417 Hope Hill Road Flemingsburg, KY Charming and well-maintained 3 bed, 2 bath home situated on 1.9+/- acres offering privacy ...	3 beds \| 2 baths \| 1,512 sq.ft.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.37% Airbnb Rental Income: $null Traditional Rental Income: $2223 Airbnb ROI: N/A Traditional ROI: 9.37%
5650 Wallingford Rd Flemingsburg, KY 5650 Wallingford Rd Flemingsburg offers 5BR/3.5BA on .941 acres just a bit out of Flemings...	4 beds \| 3 baths \| 1,624 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.83% Airbnb Rental Income: $null Traditional Rental Income: $2432 Airbnb ROI: N/A Traditional ROI: 9.83%
115 Elizaville Ave Flemingsburg, KY Beautiful Craftsman style home located in Fleming County. Home offers 3 bedrooms and 1 b...	3 beds \| 1 baths \| N/A	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.71% Airbnb Rental Income: $null Traditional Rental Income: $1951 Airbnb ROI: N/A Traditional ROI: 9.71%
410 Murphy Lane Flemingsburg, KY Charming 3 Bedroom, 2 Bath Home on 42 Acres with Barns and Stocked Pond Welcome to your...	3 beds \| 2 baths \| 1,841 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 3% Airbnb Rental Income: $null Traditional Rental Income: $2433 Airbnb ROI: N/A Traditional ROI: 3%
177 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: N/A Traditional cash on cash: 5.51% Airbnb Rental Income: $null Traditional Rental Income: $2307 Airbnb ROI: N/A Traditional ROI: 5.51%
70 Sunflower Road Flemingsburg, KY Discover the ease of one-level living in this proposed construction home in the new Popula...	3 beds \| 2 baths \| 1,536 sq.ft.	$320,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.51% Airbnb Rental Income: $null Traditional Rental Income: $2307 Airbnb ROI: N/A Traditional ROI: 5.51%

Real Estate investment in Flemingsburg, KY

There are 31 properties for sale in the city of Flemingsburg . The median list price in Flemingsburg is $242,000 and the average price per square foot is $142. In September 2025, the average monthly cash on cash return in Flemingsburg is 8.00%. The average monthly rental income in Flemingsburg is $2,302.

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

There are 31 investment properties available for sale in Flemingsburg.

In 2025, 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

971 Elizaville Avenue

Flemingsburg, KY

3 beds | 2 baths | 1,584 sq.ft.

$245,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.17%

Airbnb Rental Income: $null

Traditional Rental Income: $2326

Airbnb ROI: N/A

Traditional ROI: 8.17%

115 Highland Dr

Flemingsburg, KY

3 beds | 2 baths | 1,800 sq.ft.

$249,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.4%

Airbnb Rental Income: $null

Traditional Rental Income: $2505

Airbnb ROI: N/A

Traditional ROI: 8.4%

239 Stockwell Avenue

Flemingsburg, KY

4 beds | 2 baths | 2,966 sq.ft.

$375,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.81%

Airbnb Rental Income: $null

Traditional Rental Income: $2790

Airbnb ROI: N/A

Traditional ROI: 5.81%

343 Meadow Lane

Flemingsburg, KY

2 beds | 1 baths | 1,104 sq.ft.

$169,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.74%

Airbnb Rental Income: $null

Traditional Rental Income: $1684

Airbnb ROI: N/A

Traditional ROI: 8.74%

64 Coskery Pike

Flemingsburg, KY

4 beds | 2 baths | 2,200 sq.ft.

$279,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.75%

Airbnb Rental Income: $null

Traditional Rental Income: $2627

Airbnb ROI: N/A

Traditional ROI: 7.75%

316 Highridge Drive

Flemingsburg, KY

2 beds | 1 baths | N/A

$160,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.68%

Airbnb Rental Income: $null

Traditional Rental Income: $1550

Airbnb ROI: N/A

Traditional ROI: 7.68%

6340 Morehead Rd

Flemingsburg, KY

3 beds | 2 baths | N/A

$289,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.73%

Airbnb Rental Income: $null

Traditional Rental Income: $1619

Airbnb ROI: N/A

Traditional ROI: 3.73%

294 West Water Street

Flemingsburg, KY

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

$239,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.3%

Airbnb Rental Income: $null

Traditional Rental Income: $1890

Airbnb ROI: N/A