Airbnb Properties for Sale in Winchester, TN

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

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

Airbnb Single Family Residential For Sale in Winchester, TN

Search for Single Family Residential for Sale in Winchester, Tennessee. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 44 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
220 Bryan Dr Winchester, TN Like new remodeled home in Bell Acres Subdivision. Featuring 2 master suites, one downstai...	4 beds \| 3 baths \| 2,209 sq.ft.	$459,000	Airbnb cash on cash: 3.72% Traditional cash on cash: 3.57% Airbnb Rental Income: $3037 Traditional Rental Income: $2278 Airbnb ROI: 3.72% Traditional ROI: 3.57%
356 Ridgecrest Dr Winchester, TN 356 Ridgecrest Dr, Winchester, TN 37398 \| Single Family Residential	4 beds \| 3 baths \| 3,705 sq.ft.	$685,700	Airbnb cash on cash: 1.8% Traditional cash on cash: 1.39% Airbnb Rental Income: $3037 Traditional Rental Income: $2075 Airbnb ROI: 1.8% Traditional ROI: 1.39%
44 Houghton Dr Winchester, TN 44 Houghton Dr, Winchester, TN 37398 \| Single Family Residential	4 beds \| 2 baths \| 2,197 sq.ft.	$399,900	Airbnb cash on cash: 4.29% Traditional cash on cash: 3.09% Airbnb Rental Income: $3037 Traditional Rental Income: $1893 Airbnb ROI: 4.29% Traditional ROI: 3.09%
205 8th Ave NW Winchester, TN 205 8th Ave NW, Winchester, TN 37398 \| Single Family Residential	3 beds \| 1 baths \| 1,333 sq.ft.	$205,000	Airbnb cash on cash: 4.13% Traditional cash on cash: 4.03% Airbnb Rental Income: $1700 Traditional Rental Income: $1208 Airbnb ROI: 4.13% Traditional ROI: 4.03%
240 Myers Rd Winchester, TN Welcome to peaceful country living in beautiful Winchester, Tennessee. Priced below apprai...	4 beds \| 3 baths \| 1,960 sq.ft.	$338,000	Airbnb cash on cash: 5.61% Traditional cash on cash: 4.3% Airbnb Rental Income: $3037 Traditional Rental Income: $1926 Airbnb ROI: 5.61% Traditional ROI: 4.3%
206 Homeward Ave Winchester, TN 206 Homeward Ave, Winchester, TN 37398 \| Single Family Residential	4 beds \| 2 baths \| 1,999 sq.ft.	$299,900	Airbnb cash on cash: 6.26% Traditional cash on cash: 4.39% Airbnb Rental Income: $3037 Traditional Rental Income: $1812 Airbnb ROI: 6.26% Traditional ROI: 4.39%
2124 Boswell Rd Winchester, TN 2124 Boswell Rd, Winchester, TN 37398 \| Single Family Residential	4 beds \| 3 baths \| 6,803 sq.ft.	$999,500	Airbnb cash on cash: 0.71% Traditional cash on cash: 0.42% Airbnb Rental Income: $3037 Traditional Rental Income: $2069 Airbnb ROI: 0.71% Traditional ROI: 0.42%
109 Carter Farris Ln Winchester, TN 109 Carter Farris Ln, Winchester, TN 37398 \| Single Family Residential	6 beds \| 4 baths \| 3,158 sq.ft.	$490,000	Airbnb cash on cash: 4.67% Traditional cash on cash: 4.09% Airbnb Rental Income: $3843 Traditional Rental Income: $2750 Airbnb ROI: 4.67% Traditional ROI: 4.09%
203 Campfire Ct Winchester, TN 203 Campfire Ct, Winchester, TN 37398 \| Single Family Residential	4 beds \| 2 baths \| 2,141 sq.ft.	$450,000	Airbnb cash on cash: 3.18% Traditional cash on cash: 2.5% Airbnb Rental Income: $3037 Traditional Rental Income: $2053 Airbnb ROI: 3.18% Traditional ROI: 2.5%
1111 Holders Cove Rd Winchester, TN 1111 Holders Cove Rd, Winchester, TN 37398 \| Single Family Residential	3 beds \| 1 baths \| 1,508 sq.ft.	$354,900	Airbnb cash on cash: 1.7% Traditional cash on cash: 1.67% Airbnb Rental Income: $1700 Traditional Rental Income: $1218 Airbnb ROI: 1.7% Traditional ROI: 1.67%
188 Wiseman Ln Winchester, TN 188 Wiseman Ln, Winchester, TN 37398 \| Single Family Residential	4 beds \| 2 baths \| 2,269 sq.ft.	$464,900	Airbnb cash on cash: 3.46% Traditional cash on cash: 2.84% Airbnb Rental Income: $3037 Traditional Rental Income: $2069 Airbnb ROI: 3.46% Traditional ROI: 2.84%
0 Ridgecrest Dr Winchester, TN 0 Ridgecrest Dr, Winchester, TN 37398 \| Other	4 beds \| 3 baths \| 3,165 sq.ft.	$794,500	Airbnb cash on cash: 1.33% Traditional cash on cash: -1.16% Airbnb Rental Income: $3037 Traditional Rental Income: $502 Airbnb ROI: 1.33% Traditional ROI: -1.16%
111 Dogwood Ln Winchester, TN 111 Dogwood Ln, Winchester, TN 37398 \| Single Family Residential	3 beds \| 1 baths \| 1,822 sq.ft.	$300,000	Airbnb cash on cash: 2.31% Traditional cash on cash: 2.06% Airbnb Rental Income: $1700 Traditional Rental Income: $1156 Airbnb ROI: 2.31% Traditional ROI: 2.06%
115 7th Ave NE Winchester, TN 115 7th Ave NE, Winchester, TN 37398 \| Single Family Residential	3 beds \| 2 baths \| 1,308 sq.ft.	$319,000	Airbnb cash on cash: 2.08% Traditional cash on cash: 1.96% Airbnb Rental Income: $1700 Traditional Rental Income: $1192 Airbnb ROI: 2.08% Traditional ROI: 1.96%
2607 Old Tullahoma Rd Winchester, TN 2607 Old Tullahoma Rd, Winchester, TN 37398 \| Single Family Residential	4 beds \| 2 baths \| 2,645 sq.ft.	$464,900	Airbnb cash on cash: 3.46% Traditional cash on cash: 2.8% Airbnb Rental Income: $3037 Traditional Rental Income: $2053 Airbnb ROI: 3.46% Traditional ROI: 2.8%
25 Lookout Dr Winchester, TN 25 Lookout Dr, Winchester, TN 37398 \| Single Family Residential	4 beds \| 2 baths \| 1,887 sq.ft.	$454,900	Airbnb cash on cash: 3.47% Traditional cash on cash: 2.62% Airbnb Rental Income: $3037 Traditional Rental Income: $1980 Airbnb ROI: 3.47% Traditional ROI: 2.62%
53 River Watch Way Winchester, TN 53 River Watch Way, Winchester, TN 37398 \| Single Family Residential	5 beds \| 4 baths \| 3,095 sq.ft.	$879,900	Airbnb cash on cash: 1.63% Traditional cash on cash: 1.3% Airbnb Rental Income: $3843 Traditional Rental Income: $2741 Airbnb ROI: 1.63% Traditional ROI: 1.3%
260 Lookout Dr Winchester, TN 260 Lookout Dr, Winchester, TN 37398 \| Single Family Residential	4 beds \| 2 baths \| 3,115 sq.ft.	$649,000	Airbnb cash on cash: 1.95% Traditional cash on cash: 1.88% Airbnb Rental Income: $3037 Traditional Rental Income: $2297 Airbnb ROI: 1.95% Traditional ROI: 1.88%
124 Lookout Dr Winchester, TN 124 Lookout Dr, Winchester, TN 37398 \| Single Family Residential	4 beds \| 2 baths \| 1,890 sq.ft.	$424,900	Airbnb cash on cash: 3.83% Traditional cash on cash: 2.91% Airbnb Rental Income: $3037 Traditional Rental Income: $1976 Airbnb ROI: 3.83% Traditional ROI: 2.91%
88 Norwood Creek Rd Winchester, TN 88 Norwood Creek Rd, Winchester, TN 37398 \| Single Family Residential	4 beds \| 3 baths \| 2,544 sq.ft.	$599,999	Airbnb cash on cash: 2.31% Traditional cash on cash: 2.18% Airbnb Rental Income: $3037 Traditional Rental Income: $2272 Airbnb ROI: 2.31% Traditional ROI: 2.18%
128 Bel Aire Dr Winchester, TN 128 Bel Aire Dr, Winchester, TN 37398 \| Single Family Residential	4 beds \| 1 baths \| 1,923 sq.ft.	$299,900	Airbnb cash on cash: 6.26% Traditional cash on cash: 2.51% Airbnb Rental Income: $3037 Traditional Rental Income: $1282 Airbnb ROI: 6.26% Traditional ROI: 2.51%
1200 Little St Winchester, TN 1200 Little St, Winchester, TN 37398 \| Single Family Residential	5 beds \| 2 baths \| 1,600 sq.ft.	$289,000	Airbnb cash on cash: 9.02% Traditional cash on cash: 4.4% Airbnb Rental Income: $3843 Traditional Rental Income: $1756 Airbnb ROI: 9.02% Traditional ROI: 4.4%
105 W Paradise Dr Winchester, TN 105 W Paradise Dr, Winchester, TN 37398 \| Single Family Residential	4 beds \| 3 baths \| 4,400 sq.ft.	$749,900	Airbnb cash on cash: 1.48% Traditional cash on cash: 1.33% Airbnb Rental Income: $3037 Traditional Rental Income: $2236 Airbnb ROI: 1.48% Traditional ROI: 1.33%
379 Hooper Rd Winchester, TN 379 Hooper Rd, Winchester, TN 37398 \| Single Family Residential	4 beds \| 2 baths \| 2,793 sq.ft.	$699,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 1.49% Airbnb Rental Income: $3037 Traditional Rental Income: $2176 Airbnb ROI: 1.74% Traditional ROI: 1.49%
154 Barefoot Way Winchester, TN 154 Barefoot Way, Winchester, TN 37398 \| Single Family Residential	4 beds \| 2 baths \| 2,224 sq.ft.	$599,900	Airbnb cash on cash: 2.1% Traditional cash on cash: 1.72% Airbnb Rental Income: $3037 Traditional Rental Income: $2126 Airbnb ROI: 2.1% Traditional ROI: 1.72%
49 Driftwood Ct Winchester, TN 49 Driftwood Ct, Winchester, TN 37398 \| Single Family Residential	4 beds \| 2 baths \| 2,893 sq.ft.	$612,086	Airbnb cash on cash: 1.9% Traditional cash on cash: 1.8% Airbnb Rental Income: $3037 Traditional Rental Income: $2286 Airbnb ROI: 1.9% Traditional ROI: 1.8%
142 Barefoot Way Winchester, TN 142 Barefoot Way, Winchester, TN 37398 \| Single Family Residential	4 beds \| 3 baths \| 2,150 sq.ft.	$599,900	Airbnb cash on cash: 2.09% Traditional cash on cash: 1.94% Airbnb Rental Income: $3037 Traditional Rental Income: $2255 Airbnb ROI: 2.09% Traditional ROI: 1.94%
71 David Crockett Hwy Winchester, TN 71 David Crockett Hwy, Winchester, TN 37398 \| Single Family Residential	5 beds \| 3 baths \| 2,420 sq.ft.	$435,000	Airbnb cash on cash: 5.46% Traditional cash on cash: 4.13% Airbnb Rental Income: $3843 Traditional Rental Income: $2471 Airbnb ROI: 5.46% Traditional ROI: 4.13%
309 2nd Ave NW Winchester, TN 309 2nd Ave NW, Winchester, TN 37398 \| Single Family Residential	5 beds \| 2 baths \| 3,922 sq.ft.	$470,000	Airbnb cash on cash: 4.94% Traditional cash on cash: 2.49% Airbnb Rental Income: $3843 Traditional Rental Income: $1938 Airbnb ROI: 4.94% Traditional ROI: 2.49%
110 S Porter St Winchester, TN 110 S Porter St, Winchester, TN 37398 \| Single Family Residential	8 beds \| 3 baths \| 3,187 sq.ft.	$695,000	Airbnb cash on cash: 2.8% Traditional cash on cash: 2.19% Airbnb Rental Income: $3843 Traditional Rental Income: $2620 Airbnb ROI: 2.8% Traditional ROI: 2.19%
805 N Jefferson St Winchester, TN 805 N Jefferson St, Winchester, TN 37398 \| Single Family Residential	4 beds \| 3 baths \| 2,260 sq.ft.	$474,900	Airbnb cash on cash: 3.36% Traditional cash on cash: 3.25% Airbnb Rental Income: $3037 Traditional Rental Income: $2294 Airbnb ROI: 3.36% Traditional ROI: 3.25%
6933 Winchester Hwy Winchester, TN 6933 Winchester Hwy, Winchester, TN 37398 \| Single Family Residential	5 beds \| 3 baths \| 2,632 sq.ft.	$399,900	Airbnb cash on cash: 6.08% Traditional cash on cash: 5.08% Airbnb Rental Income: $3843 Traditional Rental Income: $2639 Airbnb ROI: 6.08% Traditional ROI: 5.08%
292 Ridgecrest Dr Winchester, TN 292 Ridgecrest Dr, Winchester, TN 37398 \| Single Family Residential	5 beds \| 4 baths \| 3,695 sq.ft.	$649,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 3.1% Airbnb Rental Income: $3843 Traditional Rental Income: $3000 Airbnb ROI: 3.12% Traditional ROI: 3.1%
206 Knott Rd Winchester, TN 206 Knott Rd, Winchester, TN 37398 \| Single Family Residential	4 beds \| 3 baths \| 3,279 sq.ft.	$799,900	Airbnb cash on cash: 1.31% Traditional cash on cash: 1.16% Airbnb Rental Income: $3037 Traditional Rental Income: $2226 Airbnb ROI: 1.31% Traditional ROI: 1.16%
114 Bel Aire Dr Winchester, TN 114 Bel Aire Dr, Winchester, TN 37398 \| Single Family Residential	3 beds \| 1 baths \| 1,875 sq.ft.	$259,900	Airbnb cash on cash: 2.92% Traditional cash on cash: 2.89% Airbnb Rental Income: $1700 Traditional Rental Income: $1221 Airbnb ROI: 2.92% Traditional ROI: 2.89%
412 E Petty Ln Winchester, TN 412 E Petty Ln, Winchester, TN 37398 \| Single Family Residential	4 beds \| 4 baths \| 6,500 sq.ft.	$1,399,900	Airbnb cash on cash: 0.02% Traditional cash on cash: -0.12% Airbnb Rental Income: $3037 Traditional Rental Income: $2150 Airbnb ROI: 0.02% Traditional ROI: -0.12%
379 Bell Dr W Winchester, TN 379 Bell Dr W, Winchester, TN 37398 \| Single Family Residential	4 beds \| 3 baths \| 3,579 sq.ft.	$550,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 2.41% Airbnb Rental Income: $3037 Traditional Rental Income: $2214 Airbnb ROI: 2.66% Traditional ROI: 2.41%
22 Hammock Dr Winchester, TN 22 Hammock Dr, Winchester, TN 37398 \| Single Family Residential	4 beds \| 2 baths \| 3,104 sq.ft.	$775,000	Airbnb cash on cash: 1.14% Traditional cash on cash: 1.07% Airbnb Rental Income: $3037 Traditional Rental Income: $2293 Airbnb ROI: 1.14% Traditional ROI: 1.07%
8 Latitude Dr Winchester, TN 8 Latitude Dr, Winchester, TN 37398 \| Single Family Residential	5 beds \| 4 baths \| 2,753 sq.ft.	$587,900	Airbnb cash on cash: 3.27% Traditional cash on cash: 2.44% Airbnb Rental Income: $3843 Traditional Rental Income: $2559 Airbnb ROI: 3.27% Traditional ROI: 2.44%
426 Maple Bend Rd Winchester, TN 426 Maple Bend Rd, Winchester, TN 37398 \| Single Family Residential	4 beds \| 2 baths \| 2,981 sq.ft.	$619,900	Airbnb cash on cash: 2.18% Traditional cash on cash: 2.11% Airbnb Rental Income: $3037 Traditional Rental Income: $2298 Airbnb ROI: 2.18% Traditional ROI: 2.11%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Winchester, TN

220 Bryan Dr

Winchester, TN

4 beds | 3 baths | 2,209 sq.ft.

$459,000

Airbnb cash on cash: 3.72%

Traditional cash on cash: 3.57%

Airbnb Rental Income: $3037

Traditional Rental Income: $2278

Airbnb ROI: 3.72%

Traditional ROI: 3.57%

356 Ridgecrest Dr

Winchester, TN

4 beds | 3 baths | 3,705 sq.ft.

$685,700

Airbnb cash on cash: 1.8%

Traditional cash on cash: 1.39%

Airbnb Rental Income: $3037

Traditional Rental Income: $2075

Airbnb ROI: 1.8%

Traditional ROI: 1.39%

44 Houghton Dr

Winchester, TN

4 beds | 2 baths | 2,197 sq.ft.

$399,900

Airbnb cash on cash: 4.29%

Traditional cash on cash: 3.09%

Airbnb Rental Income: $3037

Traditional Rental Income: $1893

Airbnb ROI: 4.29%

Traditional ROI: 3.09%

205 8th Ave NW

Winchester, TN

3 beds | 1 baths | 1,333 sq.ft.

$205,000

Airbnb cash on cash: 4.13%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $1700

Traditional Rental Income: $1208

Airbnb ROI: 4.13%

Traditional ROI: 4.03%

240 Myers Rd

Winchester, TN

4 beds | 3 baths | 1,960 sq.ft.

$338,000

Airbnb cash on cash: 5.61%

Traditional cash on cash: 4.3%

Airbnb Rental Income: $3037

Traditional Rental Income: $1926

Airbnb ROI: 5.61%

Traditional ROI: 4.3%

206 Homeward Ave

Winchester, TN

4 beds | 2 baths | 1,999 sq.ft.

$299,900

Airbnb cash on cash: 6.26%

Traditional cash on cash: 4.39%

Airbnb Rental Income: $3037

Traditional Rental Income: $1812

Airbnb ROI: 6.26%

Traditional ROI: 4.39%

2124 Boswell Rd

Winchester, TN

4 beds | 3 baths | 6,803 sq.ft.

$999,500

Airbnb cash on cash: 0.71%

Traditional cash on cash: 0.42%

Airbnb Rental Income: $3037

Traditional Rental Income: $2069

Airbnb ROI: 0.71%

Traditional ROI: 0.42%

109 Carter Farris Ln

Winchester, TN

6 beds | 4 baths | 3,158 sq.ft.

$490,000

Airbnb cash on cash: 4.67%

Traditional cash on cash: 4.09%

Airbnb Rental Income: $3843

Traditional Rental Income: $2750

Airbnb ROI: 4.67%