Real Estate Investment Properties for Sale in Midway, KY

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
224 E Higgins Street Midway, KY This 3-bedroom, 1.5-bath home is perfectly situated in the heart of Midway, offering both ...	3 beds \| 2 baths \| 1,100 sq.ft.	$214,900	Airbnb cash on cash: 8.83% Traditional cash on cash: 4.72% Airbnb Rental Income: $2949 Traditional Rental Income: $1432 Airbnb ROI: 8.83% Traditional ROI: 4.72%
106 Sand Piper Court Midway, KY Turnkey Equestrian Facility \| 16 Stalls \| 2 Arenas \| Eurociser \| 20 Min to KY Horse Park. ...	2 beds \| 2 baths \| 1,914 sq.ft.	$1,550,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 0.1% Airbnb Rental Income: $1451 Traditional Rental Income: $1682 Airbnb ROI: -0.36% Traditional ROI: 0.1%
140 Seahawk Trail Midway, KY Coming in at just under 24 acres total, this Midway farm has it all! Thoughtfully designed...	2 beds \| 2 baths \| 1,914 sq.ft.	$2,200,000	Airbnb cash on cash: -0.54% Traditional cash on cash: -0.02% Airbnb Rental Income: $1451 Traditional Rental Income: $2086 Airbnb ROI: -0.54% Traditional ROI: -0.02%
101 Sand Piper Court Midway, KY Welcome to this stunning 5-bedroom, 4.5-bath home nestled on 2.5 beautifully landscaped ac...	5 beds \| 5 baths \| 5,542 sq.ft.	$1,145,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 2.53% Airbnb Rental Income: $2689 Traditional Rental Income: $4764 Airbnb ROI: -0.02% Traditional ROI: 2.53%
1599 Woodlake Road Midway, KY Exceptional Brick Ranch with Expansive Walk-Out Basement on 11.14 Private Acres â Just M...	4 beds \| 4 baths \| 5,033 sq.ft.	$1,450,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.21% Airbnb Rental Income: $null Traditional Rental Income: $3302 Airbnb ROI: N/A Traditional ROI: 1.21%
102 Cottage Garden Lane Midway, KY Live in the historic, highly sought-after community of Midway. Experience timeless style ...	4 beds \| 3 baths \| 2,332 sq.ft.	$419,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.47% Airbnb Rental Income: $null Traditional Rental Income: $2457 Airbnb ROI: N/A Traditional ROI: 4.47%
425 N Winter Street Midway, KY American Gothic beauty in the heart of horse country in storybook, Midway Kentucky. This I...	4 beds \| 3 baths \| 3,166 sq.ft.	$890,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.59% Airbnb Rental Income: $null Traditional Rental Income: $2687 Airbnb ROI: N/A Traditional ROI: 1.59%
329 First Street Midway, KY FINAL REDUCTION and last week on the market! 2-bedroom, 1-bath + unfinished basement hom...	2 beds \| 1 baths \| 1,013 sq.ft.	$200,000	Airbnb cash on cash: 3.39% Traditional cash on cash: 5.18% Airbnb Rental Income: $1451 Traditional Rental Income: $1360 Airbnb ROI: 3.39% Traditional ROI: 5.18%

Real Estate investment in Midway, KY

There are 8 properties for sale in the city of Midway . The median list price in Midway is $1,017,500 and the average price per square foot is $370. In September 2025, the average monthly cash on cash return in Midway is 2.00%. The average monthly rental income in Midway is $2,272.

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

There are 8 investment properties available for sale in Midway.

In 2025, the best neighborhood to buy investment property is Midway.

The ROI for Short-Term is higher than the Long-Term in Midway with average rental income of $1,451.

Your search for investment property begins and ends here

Investment Property for Sale in Midway, KY

224 E Higgins Street

Midway, KY

3 beds | 2 baths | 1,100 sq.ft.

$214,900

Airbnb cash on cash: 8.83%

Traditional cash on cash: 4.72%

Airbnb Rental Income: $2949

Traditional Rental Income: $1432

Airbnb ROI: 8.83%

Traditional ROI: 4.72%

106 Sand Piper Court

Midway, KY

2 beds | 2 baths | 1,914 sq.ft.

$1,550,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: 0.1%

Airbnb Rental Income: $1451

Traditional Rental Income: $1682

Airbnb ROI: -0.36%

Traditional ROI: 0.1%

140 Seahawk Trail

Midway, KY

2 beds | 2 baths | 1,914 sq.ft.

$2,200,000

Airbnb cash on cash: -0.54%

Traditional cash on cash: -0.02%

Airbnb Rental Income: $1451

Traditional Rental Income: $2086

Airbnb ROI: -0.54%

Traditional ROI: -0.02%

101 Sand Piper Court

Midway, KY

5 beds | 5 baths | 5,542 sq.ft.

$1,145,000

Airbnb cash on cash: -0.02%

Traditional cash on cash: 2.53%

Airbnb Rental Income: $2689

Traditional Rental Income: $4764

Airbnb ROI: -0.02%

Traditional ROI: 2.53%

1599 Woodlake Road

Midway, KY

4 beds | 4 baths | 5,033 sq.ft.

$1,450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.21%

Airbnb Rental Income: $null

Traditional Rental Income: $3302

Airbnb ROI: N/A

Traditional ROI: 1.21%

102 Cottage Garden Lane

Midway, KY

4 beds | 3 baths | 2,332 sq.ft.

$419,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.47%

Airbnb Rental Income: $null

Traditional Rental Income: $2457

Airbnb ROI: N/A

Traditional ROI: 4.47%

425 N Winter Street

Midway, KY

4 beds | 3 baths | 3,166 sq.ft.

$890,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.59%

Airbnb Rental Income: $null

Traditional Rental Income: $2687

Airbnb ROI: N/A

Traditional ROI: 1.59%

329 First Street

Midway, KY

2 beds | 1 baths | 1,013 sq.ft.

$200,000

Airbnb cash on cash: 3.39%

Traditional cash on cash: 5.18%

Airbnb Rental Income: $1451

Traditional Rental Income: $1360

Airbnb ROI: 3.39%