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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
181 Hidden Creek Dr Midway, KY 181 Hidden Creek Dr, Midway, KY 40324 \| Single Family Residential	8 beds \| 5 baths \| 5,632 sq.ft.	$1,325,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 1.38% Airbnb Rental Income: $2156 Traditional Rental Income: $4139 Airbnb ROI: -0.68% Traditional ROI: 1.38%
208 S Winter St Midway, KY Historic Midway! Known as the Nave-Wehrle House, this charming cottage just steps away f...	2 beds \| 2 baths \| 1,964 sq.ft.	$485,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 1.48% Airbnb Rental Income: $1756 Traditional Rental Income: $1608 Airbnb ROI: 0.75% Traditional ROI: 1.48%
136 Seahawk Trl Midway, KY 24 hour hour kickout in place: Step into this exquisite home, meticulously crafted with al...	5 beds \| 4 baths \| 4,873 sq.ft.	$1,295,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 2.55% Airbnb Rental Income: $2156 Traditional Rental Income: $4411 Airbnb ROI: 0.23% Traditional ROI: 2.55%
419 Mill Rd Midway, KY Welcome to 419 Mill Rd in Woodford County's historic Midway community. This charming Cape ...	4 beds \| 2 baths \| 2,024 sq.ft.	$410,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 3.03% Airbnb Rental Income: $1403 Traditional Rental Income: $1971 Airbnb ROI: 0.45% Traditional ROI: 3.03%
1599 Woodlake Rd Midway, KY Exceptional Brick Ranch with Expansive Walk-Out Basement on 11.14 Private Acres - Just Min...	4 beds \| 3 baths \| 5,033 sq.ft.	$1,420,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 1.26% Airbnb Rental Income: $1403 Traditional Rental Income: $3302 Airbnb ROI: -0.5% Traditional ROI: 1.26%
275 Northside Dr Midway, KY 275 Northside Dr, Midway, KY 40347 \| Other	N/A beds \| N/A baths \| N/A	$99,900	Airbnb cash on cash: 5.95% Traditional cash on cash: 2.08% Airbnb Rental Income: $1248 Traditional Rental Income: $475 Airbnb ROI: 5.95% Traditional ROI: 2.08%
595 Moores Mill Rd Midway, KY 595 Moores Mill Rd, Midway, KY 40347 \| Single Family Residential	4 beds \| 5 baths \| 7,431 sq.ft.	$3,950,000	Airbnb cash on cash: -1.61% Traditional cash on cash: -0.74% Airbnb Rental Income: $1403 Traditional Rental Income: $4165 Airbnb ROI: -1.61% Traditional ROI: -0.74%
318 First St Midway, KY 318 First St, Midway, KY 40347 \| Single Family Residential	2 beds \| 1 baths \| 1,068 sq.ft.	$175,000	Airbnb cash on cash: 5.24% Traditional cash on cash: 3.29% Airbnb Rental Income: $1756 Traditional Rental Income: $950 Airbnb ROI: 5.24% Traditional ROI: 3.29%
130 Carriage Ln Midway, KY Rare opportunity to own a charming home in the highly sought-after town of Midway, KY! Thi...	3 beds \| 2 baths \| 1,731 sq.ft.	$407,000	Airbnb cash on cash: 2.72% Traditional cash on cash: 2.22% Airbnb Rental Income: $2444 Traditional Rental Income: $1655 Airbnb ROI: 2.72% Traditional ROI: 2.22%
1116 Duckers Road Midway, KY This property has been in the same family since 1948. Beautiful setting in Franklin County...	2 beds \| 1 baths \| 2,071 sq.ft.	$614,500	Airbnb cash on cash: 0.95% Traditional cash on cash: 1.1% Airbnb Rental Income: $1756 Traditional Rental Income: $1360 Airbnb ROI: 0.95% Traditional ROI: 1.1%
212 W Main St Midway, KY 212 W Main St, Midway, KY 40347 \| Single Family Residential	2 beds \| 2 baths \| 1,898 sq.ft.	$399,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 2.04% Airbnb Rental Income: $1756 Traditional Rental Income: $1550 Airbnb ROI: 1.3% Traditional ROI: 2.04%
322 2nd St Midway, KY 322 2nd St, Midway, KY 40347 \| Single Family Residential	2 beds \| 1 baths \| 993 sq.ft.	$229,000	Airbnb cash on cash: 3.6% Traditional cash on cash: 2.39% Airbnb Rental Income: $1756 Traditional Rental Income: $1012 Airbnb ROI: 3.6% Traditional ROI: 2.39%
403 Newton St Midway, KY 403 Newton St, Midway, KY 40347 \| Single Family Residential	3 beds \| 2 baths \| 1,467 sq.ft.	$319,900	Airbnb cash on cash: 3.98% Traditional cash on cash: 2.59% Airbnb Rental Income: $2444 Traditional Rental Income: $1428 Airbnb ROI: 3.98% Traditional ROI: 2.59%
237 W Higgins St Midway, KY 237 W Higgins St, Midway, KY 40347 \| Single Family Residential	3 beds \| 1 baths \| 1,629 sq.ft.	$290,000	Airbnb cash on cash: 4.57% Traditional cash on cash: 2.3% Airbnb Rental Income: $2444 Traditional Rental Income: $1228 Airbnb ROI: 4.57% Traditional ROI: 2.3%
122 Lighthouse Way Midway, KY 122 Lighthouse Way, Midway, KY 40347 \| Single Family Residential	4 beds \| 4 baths \| 4,572 sq.ft.	$899,900	Airbnb cash on cash: -0.8% Traditional cash on cash: 0.27% Airbnb Rental Income: $1403 Traditional Rental Income: $1872 Airbnb ROI: -0.8% Traditional ROI: 0.27%
119 Seahawk Trl Midway, KY 119 Seahawk Trl, Midway, KY 40347 \| Single Family Residential	5 beds \| 4 baths \| 4,491 sq.ft.	$799,000	Airbnb cash on cash: 0.18% Traditional cash on cash: 2.05% Airbnb Rental Income: $2156 Traditional Rental Income: $3000 Airbnb ROI: 0.18% Traditional ROI: 2.05%
6888-A Midway Rd Midway, KY 6888-A Midway Rd, Midway, KY 40347 \| Other	3 beds \| N/A baths \| N/A	$900,000	Airbnb cash on cash: 0.24% Traditional cash on cash: -1.28% Airbnb Rental Income: $2444 Traditional Rental Income: $574 Airbnb ROI: 0.24% Traditional ROI: -1.28%
129 S Turner St Midway, KY Location is everything with this one, as it is just a short stroll from the heart of downt...	5 beds \| 4 baths \| 3,500 sq.ft.	$499,000	Airbnb cash on cash: 1.39% Traditional cash on cash: 0.22% Airbnb Rental Income: $2156 Traditional Rental Income: $1061 Airbnb ROI: 1.39% Traditional ROI: 0.22%
104 Cottage Garden Lane Midway, KY	4 beds \| 3 baths \| 2,088 sq.ft.	$368,900	Airbnb cash on cash: 0.69% Traditional cash on cash: 3.88% Airbnb Rental Income: $1403 Traditional Rental Income: $2086 Airbnb ROI: 0.69% Traditional ROI: 3.88%
224 E Cross Street Midway, KY Historic Midway Charm located in the heart of Midway. This 3 bedroom 2 bath home offers 17...	3 beds \| 2 baths \| 1,726 sq.ft.	$269,900	Airbnb cash on cash: 5.04% Traditional cash on cash: 5.13% Airbnb Rental Income: $2444 Traditional Rental Income: $1871 Airbnb ROI: 5.04% Traditional ROI: 5.13%
314 N Winter Street Midway, KY 3.52 acres, fully renovated home - A rare find indeed with - usable land, updated living s...	4 beds \| 2 baths \| 3,233 sq.ft.	$840,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 0.89% Airbnb Rental Income: $1403 Traditional Rental Income: $2238 Airbnb ROI: -0.72% Traditional ROI: 0.89%
6888 Midway Rd Midway, KY Take a look at this brick ranch home in the heart of Midway! Large kitchen with stainless ...	3 beds \| 2 baths \| 2,169 sq.ft.	$395,000	Airbnb cash on cash: 3.29% Traditional cash on cash: 4.62% Airbnb Rental Income: $2444 Traditional Rental Income: $2342 Airbnb ROI: 3.29% Traditional ROI: 4.62%
327 Smith Street Midway, KY Just got a brand new ROOF! Priced below the recent appraised value. Downtown in the beauti...	2 beds \| 2 baths \| 1,418 sq.ft.	$289,000	Airbnb cash on cash: 2.49% Traditional cash on cash: 4% Airbnb Rental Income: $1756 Traditional Rental Income: $1687 Airbnb ROI: 2.49% Traditional ROI: 4%
1868 Weisenberger Mill Road Midway, KY Enjoy peace and tranquility when stepping out onto your deck overlooking the horse farm di...	4 beds \| 2 baths \| 2,796 sq.ft.	$425,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 3.1% Airbnb Rental Income: $1403 Traditional Rental Income: $2065 Airbnb ROI: 0.37% Traditional ROI: 3.1%
202 S Gratz Street Midway, KY Move in ready townhome in downtown Midway! Offering 2 bedrooms, 3 bathrooms and over 1,200...	2 beds \| 3 baths \| 1,240 sq.ft.	$229,000	Airbnb cash on cash: 4.01% Traditional cash on cash: 6.08% Airbnb Rental Income: $1756 Traditional Rental Income: $1722 Airbnb ROI: 4.01% Traditional ROI: 6.08%

Real Estate investment in Midway, KY

There are 25 properties for sale in the city of Midway . The median list price in Midway is $349,791 and the average price per square foot is $116. In September 2026, the average monthly cash on cash return in Midway is 2.00%. The average monthly rental income in Midway is $1,722.

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

There are 25 investment properties available for sale in Midway.

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

The ROI for Long-Term is higher than the Short-Term in Midway with average rental income of $1,722.

Your search for investment property begins and ends here

Investment Property for Sale in Midway, KY

181 Hidden Creek Dr

Midway, KY

8 beds | 5 baths | 5,632 sq.ft.

$1,325,000

Airbnb cash on cash: -0.68%

Traditional cash on cash: 1.38%

Airbnb Rental Income: $2156

Traditional Rental Income: $4139

Airbnb ROI: -0.68%

Traditional ROI: 1.38%

208 S Winter St

Midway, KY

2 beds | 2 baths | 1,964 sq.ft.

$485,000

Airbnb cash on cash: 0.75%

Traditional cash on cash: 1.48%

Airbnb Rental Income: $1756

Traditional Rental Income: $1608

Airbnb ROI: 0.75%

Traditional ROI: 1.48%

136 Seahawk Trl

Midway, KY

5 beds | 4 baths | 4,873 sq.ft.

$1,295,000

Airbnb cash on cash: 0.23%

Traditional cash on cash: 2.55%

Airbnb Rental Income: $2156

Traditional Rental Income: $4411

Airbnb ROI: 0.23%

Traditional ROI: 2.55%

419 Mill Rd

Midway, KY

4 beds | 2 baths | 2,024 sq.ft.

$410,000

Airbnb cash on cash: 0.45%

Traditional cash on cash: 3.03%

Airbnb Rental Income: $1403

Traditional Rental Income: $1971

Airbnb ROI: 0.45%

Traditional ROI: 3.03%

1599 Woodlake Rd

Midway, KY

4 beds | 3 baths | 5,033 sq.ft.

$1,420,000

Airbnb cash on cash: -0.5%

Traditional cash on cash: 1.26%

Airbnb Rental Income: $1403

Traditional Rental Income: $3302

Airbnb ROI: -0.5%

Traditional ROI: 1.26%

275 Northside Dr

Midway, KY

N/A beds | N/A baths | N/A

$99,900

Airbnb cash on cash: 5.95%

Traditional cash on cash: 2.08%

Airbnb Rental Income: $1248

Traditional Rental Income: $475

Airbnb ROI: 5.95%

Traditional ROI: 2.08%

595 Moores Mill Rd

Midway, KY

4 beds | 5 baths | 7,431 sq.ft.

$3,950,000

Airbnb cash on cash: -1.61%

Traditional cash on cash: -0.74%

Airbnb Rental Income: $1403

Traditional Rental Income: $4165

Airbnb ROI: -1.61%

Traditional ROI: -0.74%

318 First St

Midway, KY

2 beds | 1 baths | 1,068 sq.ft.

$175,000

Airbnb cash on cash: 5.24%

Traditional cash on cash: 3.29%

Airbnb Rental Income: $1756

Traditional Rental Income: $950

Airbnb ROI: 5.24%