Airbnb Properties for Sale in Winchester, KY

Looking for a vacation rental investment in Winchester, KY with high ROI ?

Explore a range of newly added short-term rental homes in Winchester, KY. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Winchester, KY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
112 Sycamore Street Winchester, KY Don't miss out on these 2 great income producing properties that are situated on the same ...	4 beds \| 2 baths \| 1,380 sq.ft.	$175,000	Airbnb cash on cash: 8.27% Traditional cash on cash: 7.87% Airbnb Rental Income: $2363 Traditional Rental Income: $1713 Airbnb ROI: 8.27% Traditional ROI: 7.87%
162 French Avenue Winchester, KY 162 French Ave, Winchester, Kentucky, is a charming residential property located in a quie...	4 beds \| 1 baths \| 2,327 sq.ft.	$219,000	Airbnb cash on cash: 6.75% Traditional cash on cash: 6.67% Airbnb Rental Income: $2363 Traditional Rental Income: $1763 Airbnb ROI: 6.75% Traditional ROI: 6.67%
Airbnb Properties for Sale in Other Cities of Kentucky
6903 Birnamwood Dr Louisville , KY This beautifully updated tri-level offers a perfect blend of comfort and style. Featuring ...	4 beds \| 2 baths \| 1,778 sq.ft.	$254,900	Airbnb cash on cash: 8.01% Traditional cash on cash: 6.32% Airbnb Rental Income: $3186 Traditional Rental Income: $2060 Airbnb ROI: 8.01% Traditional ROI: 6.32%
309 E Market St #213 Louisville , KY Escape into your private oasis, in the middle of downtown Louisville, at the Mercantile Ga...	2 beds \| 2 baths \| 1,402 sq.ft.	$343,000	Airbnb cash on cash: 2.48% Traditional cash on cash: 2.42% Airbnb Rental Income: $2735 Traditional Rental Income: $2070 Airbnb ROI: 2.48% Traditional ROI: 2.42%
4708 S 3rd St Louisville , KY Charming 3-Bedroom Home in Beechmont with Modern Updates - Turnkey for New Homeowners who...	3 beds \| 2 baths \| 1,856 sq.ft.	$325,000	Airbnb cash on cash: 3.42% Traditional cash on cash: 3.38% Airbnb Rental Income: $2271 Traditional Rental Income: $1693 Airbnb ROI: 3.42% Traditional ROI: 3.38%
7902 Woodfern Way Louisville , KY MOTIVATED SELLERS! Delightful home located in the quiet Fern Creek Gardens Neighborhood. C...	3 beds \| 1 baths \| 1,456 sq.ft.	$239,900	Airbnb cash on cash: 7.72% Traditional cash on cash: 4.76% Airbnb Rental Income: $2954 Traditional Rental Income: $1603 Airbnb ROI: 7.72% Traditional ROI: 4.76%
1714 Colony Ct Louisville , KY This one is Ready for You! Featuring 4 Bedrooms & 2 Full Baths & a Great Flat, Large Lot! ...	4 beds \| 2 baths \| 1,432 sq.ft.	$244,900	Airbnb cash on cash: 8.4% Traditional cash on cash: 6.16% Airbnb Rental Income: $3186 Traditional Rental Income: $1947 Airbnb ROI: 8.4% Traditional ROI: 6.16%
2623 Lexington Road Richmond , KY This spacious 3 bedroom 1 bath home is one you won't want to miss! As you enter the home y...	3 beds \| 1 baths \| 1,993 sq.ft.	$199,900	Airbnb cash on cash: 7.68% Traditional cash on cash: 5.35% Airbnb Rental Income: $2627 Traditional Rental Income: $1559 Airbnb ROI: 7.68% Traditional ROI: 5.35%
150 Inverness Drive Georgetown , KY This is the home you've been waiting for in the highly sought-after Canewood Subdivision! ...	4 beds \| 3 baths \| 2,644 sq.ft.	$419,900	Airbnb cash on cash: 4.88% Traditional cash on cash: 3.91% Airbnb Rental Income: $3588 Traditional Rental Income: $2422 Airbnb ROI: 4.88% Traditional ROI: 3.91%
125 Trailhead Drive Burnside , KY Looking for a private retreat or permanent home in Natures lap?! This 3 Bdrm cabin is nest...	3 beds \| 1 baths \| 1,512 sq.ft.	$549,900	Airbnb cash on cash: 1.93% Traditional cash on cash: 1.65% Airbnb Rental Income: $2674 Traditional Rental Income: $1892 Airbnb ROI: 1.93% Traditional ROI: 1.65%
444 Castle Street Monticello , KY Welcome to this unique and charming home, that perfectly blends privacy with convenience. ...	4 beds \| 3 baths \| 1,744 sq.ft.	$349,000	Airbnb cash on cash: 5.92% Traditional cash on cash: 4.92% Airbnb Rental Income: $3394 Traditional Rental Income: $2314 Airbnb ROI: 5.92% Traditional ROI: 4.92%
35 Guinn Drive Monticello , KY This beautiful 4 bedroom, 3 bath brick home is idea for someone needing space for family m...	4 beds \| 3 baths \| 3,416 sq.ft.	$425,000	Airbnb cash on cash: 4.54% Traditional cash on cash: 4.27% Airbnb Rental Income: $3394 Traditional Rental Income: $2532 Airbnb ROI: 4.54% Traditional ROI: 4.27%
1050 Sternwheel Avenue Bowling Green , KY Welcome to easy living in this spacious cottage. You will be amazed at the size of the liv...	3 beds \| 2 baths \| 1,345 sq.ft.	$229,000	Airbnb cash on cash: 7.45% Traditional cash on cash: 6.52% Airbnb Rental Income: $2758 Traditional Rental Income: $1906 Airbnb ROI: 7.45% Traditional ROI: 6.52%
704 Old Morgantown Road Bowling Green , KY Attention Investors! Great income producing rental property that was renovated not long ag...	3 beds \| 2 baths \| 1,350 sq.ft.	$280,000	Airbnb cash on cash: 5.79% Traditional cash on cash: 4.92% Airbnb Rental Income: $2758 Traditional Rental Income: $1882 Airbnb ROI: 5.79% Traditional ROI: 4.92%
221 West Oaks Dr Benton , KY West Oaks Subdivision in Benton! This 3 bedroom/3 bath home in one of Benton's most desire...	3 beds \| 3 baths \| 1,736 sq.ft.	$254,800	Airbnb cash on cash: 7.28% Traditional cash on cash: 6.7% Airbnb Rental Income: $2974 Traditional Rental Income: $2150 Airbnb ROI: 7.28% Traditional ROI: 6.7%
318 Ashley St Oak Grove , KY Privacy, location, and Almost NEW everything! This home has been taken down to the studs,...	3 beds \| 2 baths \| 1,058 sq.ft.	$247,000	Airbnb cash on cash: 3.9% Traditional cash on cash: 3.54% Airbnb Rental Income: $1948 Traditional Rental Income: $1351 Airbnb ROI: 3.9% Traditional ROI: 3.54%

Vacation Rentals in Winchester

There are 2 vacation rental properties available for sale in the city of Winchester . The median list price of Airbnb properties available for sale in Winchester is $275,000 and the average price per square foot is $132. The cash on cash return on vacation rentals in Winchester is 3.00%. The average monthly short term rental income in Winchester is $2,363.

Winchester, KY Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 2 Airbnb properties available for sale in Winchester.

In 2024, the best neighborhood to buy short term rental property is Winchester.

In November 2024, the average Airbnb occupancy rate in Winchester is 46%.

Airbnb data on vacation rentals in Winchester, KY is available at Mashvisor. You can access data such as listings, real-time pricing trends, Winchester, KY market insights, guest information and booking details, seasonality trends and historical Winchester, KY Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Winchester, KY

112 Sycamore Street

Winchester, KY

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

$175,000

Airbnb cash on cash: 8.27%

Traditional cash on cash: 7.87%

Airbnb Rental Income: $2363

Traditional Rental Income: $1713

Airbnb ROI: 8.27%

Traditional ROI: 7.87%

162 French Avenue

Winchester, KY

4 beds | 1 baths | 2,327 sq.ft.

$219,000

Airbnb cash on cash: 6.75%

Traditional cash on cash: 6.67%

Airbnb Rental Income: $2363

Traditional Rental Income: $1763

Airbnb ROI: 6.75%

Traditional ROI: 6.67%

Airbnb Properties for Sale in Other Cities of Kentucky

Louisville , KY

4 beds | 2 baths | 1,778 sq.ft.

$254,900

Airbnb cash on cash: 8.01%

Traditional cash on cash: 6.32%

Airbnb Rental Income: $3186

Traditional Rental Income: $2060

Airbnb ROI: 8.01%

Traditional ROI: 6.32%

Louisville , KY

2 beds | 2 baths | 1,402 sq.ft.

$343,000

Airbnb cash on cash: 2.48%

Traditional cash on cash: 2.42%

Airbnb Rental Income: $2735

Traditional Rental Income: $2070

Airbnb ROI: 2.48%

Traditional ROI: 2.42%

Louisville , KY

3 beds | 2 baths | 1,856 sq.ft.

$325,000

Airbnb cash on cash: 3.42%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $2271

Traditional Rental Income: $1693

Airbnb ROI: 3.42%

Traditional ROI: 3.38%

Louisville , KY

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

$239,900

Airbnb cash on cash: 7.72%

Traditional cash on cash: 4.76%

Airbnb Rental Income: $2954

Traditional Rental Income: $1603

Airbnb ROI: 7.72%

Traditional ROI: 4.76%

Louisville , KY

4 beds | 2 baths | 1,432 sq.ft.

$244,900

Airbnb cash on cash: 8.4%

Traditional cash on cash: 6.16%

Airbnb Rental Income: $3186

Traditional Rental Income: $1947

Airbnb ROI: 8.4%

Traditional ROI: 6.16%

Richmond , KY

3 beds | 1 baths | 1,993 sq.ft.

$199,900

Airbnb cash on cash: 7.68%

Traditional cash on cash: 5.35%

Airbnb Rental Income: $2627

Traditional Rental Income: $1559

Airbnb ROI: 7.68%

Traditional ROI: 5.35%

Georgetown , KY

4 beds | 3 baths | 2,644 sq.ft.

$419,900

Airbnb cash on cash: 4.88%