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.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.36% Airbnb Rental Income: $null Traditional Rental Income: $2326 Airbnb ROI: N/A Traditional ROI: 8.36%
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.	$369,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.92% Airbnb Rental Income: $null Traditional Rental Income: $2790 Airbnb ROI: N/A Traditional ROI: 5.92%
127 Mills Avenue Flemingsburg, KY Check out this beautiful home in the Heart of Fleming county. This 3 bed 1.5 bath home is ...	3 beds \| N/A baths \| 2,088 sq.ft.	$205,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.92% Airbnb Rental Income: $null Traditional Rental Income: $2078 Airbnb ROI: N/A Traditional ROI: 8.92%
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.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.92% Airbnb Rental Income: $null Traditional Rental Income: $2627 Airbnb ROI: N/A Traditional ROI: 7.92%
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%
332 U Forbes Way Flemingsburg, KY Experience and enjoy the ideal mix of comfort, style, and country charm in this spacious 3...	3 beds \| 2 baths \| 2,400 sq.ft.	$499,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.1% Airbnb Rental Income: $null Traditional Rental Income: $2497 Airbnb ROI: N/A Traditional ROI: 4.1%
294 W 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 \| N/A 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%
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 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%
2786 Helena Rd Flemingsburg, KY 3BR,2BA manufactured home with new vinyl flooring, appliances, new window blinds, storage ...	3 beds \| 2 baths \| N/A	$184,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.82% Airbnb Rental Income: $null Traditional Rental Income: $2064 Airbnb ROI: N/A Traditional ROI: 9.82%
27 Steve's Court Flemingsburg, KY Beautiful and well-maintained property out in the country is all you need to feel right at...	3 beds \| 2 baths \| 1,920 sq.ft.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.76% Airbnb Rental Income: $null Traditional Rental Income: $2357 Airbnb ROI: N/A Traditional ROI: 9.76%
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	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.36% Airbnb Rental Income: $null Traditional Rental Income: $2368 Airbnb ROI: N/A Traditional ROI: 8.36%
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%
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	$219,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.1% Airbnb Rental Income: $null Traditional Rental Income: $2531 Airbnb ROI: N/A Traditional ROI: 10.1%
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	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.22% Airbnb Rental Income: $null Traditional Rental Income: $2083 Airbnb ROI: N/A Traditional ROI: 11.22%
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	$260,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.71% Airbnb Rental Income: $null Traditional Rental Income: $2297 Airbnb ROI: N/A Traditional ROI: 7.71%
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%
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.	$199,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.88% Airbnb Rental Income: $null Traditional Rental Income: $2432 Airbnb ROI: N/A Traditional ROI: 10.88%
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 pr...	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%
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%
659 Cherry Grove Rd Flemingsburg, KY 3BR, 1BA brick home, conveniently located close to town, yet, in the country. House has a...	3 beds \| 1 baths \| N/A	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.86% Airbnb Rental Income: $null Traditional Rental Income: $1925 Airbnb ROI: N/A Traditional ROI: 6.86%
204 Pleasantville Road 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: 4.96% Airbnb Rental Income: $null Traditional Rental Income: $2756 Airbnb ROI: N/A Traditional ROI: 4.96%
4379 Poplar Plains Road 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 Road 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%
124 Madonna Ln Flemingsburg, KY Charming 3BR/2BA Home on .61 Acres This well-kept home offers 3 bedrooms, 2 bathrooms, an...	3 beds \| 2 baths \| 1,568 sq.ft.	$180,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.58% Airbnb Rental Income: $null Traditional Rental Income: $2270 Airbnb ROI: N/A Traditional ROI: 11.58%
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: N/A Traditional cash on cash: 6.72% Airbnb Rental Income: $null Traditional Rental Income: $2217 Airbnb ROI: N/A Traditional ROI: 6.72%

Real Estate investment in Flemingsburg, KY

There are 34 properties for sale in the city of Flemingsburg . The median list price in Flemingsburg is $239,450 and the average price per square foot is $124. In November 2025, the average monthly cash on cash return in Flemingsburg is 8.00%. The average monthly rental income in Flemingsburg is $2,329.

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

There are 34 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.

$239,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.36%

Airbnb Rental Income: $null

Traditional Rental Income: $2326

Airbnb ROI: N/A

Traditional ROI: 8.36%

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.

$369,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.92%

Airbnb Rental Income: $null

Traditional Rental Income: $2790

Airbnb ROI: N/A

Traditional ROI: 5.92%

127 Mills Avenue

Flemingsburg, KY

3 beds | N/A baths | 2,088 sq.ft.

$205,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.92%

Airbnb Rental Income: $null

Traditional Rental Income: $2078

Airbnb ROI: N/A

Traditional ROI: 8.92%

64 Coskery Pike

Flemingsburg, KY

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

$275,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.92%

Airbnb Rental Income: $null

Traditional Rental Income: $2627

Airbnb ROI: N/A

Traditional ROI: 7.92%

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%

332 U Forbes Way

Flemingsburg, KY

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

$499,500

Airbnb cash on cash: N/A

Traditional cash on cash: 4.1%

Airbnb Rental Income: $null

Traditional Rental Income: $2497

Airbnb ROI: N/A