Real Estate Investment Properties for Sale in Middleton, TN

Looking for investment property in Middleton, TN with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2260 Hebron Rd MIDDLETON, TN Discover the perfect blend of comfort, space, and privacy with this charming 3-bedroom, 1-...	3 beds \| 1 baths \| 1,469 sq.ft.	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.86% Airbnb Rental Income: $null Traditional Rental Income: $1838 Airbnb ROI: N/A Traditional ROI: 10.86%
12670 125 Hwy MIDDLETON, TN 12670 125 Hwy, MIDDLETON, TN 38052 \| Single Family Residential	5 beds \| 3 baths \| N/A	$300,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.24% Airbnb Rental Income: $null Traditional Rental Income: $2901 Airbnb ROI: N/A Traditional ROI: 8.24%
66 Woodrun Dr MIDDLETON, TN 66 Woodrun Dr, MIDDLETON, TN 38052 \| Single Family Residential	3 beds \| 2 baths \| N/A	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.86% Airbnb Rental Income: $null Traditional Rental Income: $1856 Airbnb ROI: N/A Traditional ROI: 4.86%
3670 Pea Vine Rd MIDDLETON, TN 3670 Pea Vine Rd, MIDDLETON, TN 38052 \| Single Family Residential	6 beds \| 3 baths \| 4,100 sq.ft.	$649,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.97% Airbnb Rental Income: $null Traditional Rental Income: $2927 Airbnb ROI: N/A Traditional ROI: 2.97%
000 Burgess Loop Rd MIDDLETON, TN 000 Burgess Loop Rd, MIDDLETON, TN 38052 \| Other	N/A beds \| N/A baths \| N/A	$550,257	Airbnb cash on cash: N/A Traditional cash on cash: -0.29% Airbnb Rental Income: $null Traditional Rental Income: $819 Airbnb ROI: N/A Traditional ROI: -0.29%
4280 Powell Chapel Rd MIDDLETON, TN 4280 Powell Chapel Rd, MIDDLETON, TN 38052 \| Other	N/A beds \| N/A baths \| N/A	$125,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.32% Airbnb Rental Income: $null Traditional Rental Income: $819 Airbnb ROI: N/A Traditional ROI: 4.32%
160 Bishop Rd MIDDLETON, TN 160 Bishop Rd, MIDDLETON, TN 38052 \| Other	N/A beds \| N/A baths \| N/A	$54,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.58% Airbnb Rental Income: $null Traditional Rental Income: $819 Airbnb ROI: N/A Traditional ROI: 11.58%
0 Peavine Rd Rd MIDDLETON, TN	N/A beds \| N/A baths \| N/A	$288,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.96% Airbnb Rental Income: $null Traditional Rental Income: $819 Airbnb ROI: N/A Traditional ROI: 0.96%
0 Oscar Lane Ln MIDDLETON, TN	N/A beds \| N/A baths \| N/A	$1,237,500	Airbnb cash on cash: N/A Traditional cash on cash: -1.07% Airbnb Rental Income: $null Traditional Rental Income: $819 Airbnb ROI: N/A Traditional ROI: -1.07%
0 Old Enon Rd MIDDLETON, TN 0 Old Enon Rd, MIDDLETON, TN 38052 \| Other	N/A beds \| N/A baths \| N/A	$470,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.05% Airbnb Rental Income: $null Traditional Rental Income: $819 Airbnb ROI: N/A Traditional ROI: -0.05%
0 Reaves Rd MIDDLETON, TN	N/A beds \| N/A baths \| N/A	$445,200	Airbnb cash on cash: N/A Traditional cash on cash: 0.04% Airbnb Rental Income: $null Traditional Rental Income: $819 Airbnb ROI: N/A Traditional ROI: 0.04%
0 Bass Rd MIDDLETON, TN	N/A beds \| N/A baths \| N/A	$552,750	Airbnb cash on cash: N/A Traditional cash on cash: -0.3% Airbnb Rental Income: $null Traditional Rental Income: $819 Airbnb ROI: N/A Traditional ROI: -0.3%
9465 125 Hwy S MIDDLETON, TN 9465 125 Hwy S, MIDDLETON, TN 38052 \| Single Family Residential	2 beds \| 2 baths \| N/A	$240,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.29% Airbnb Rental Income: $null Traditional Rental Income: $1906 Airbnb ROI: N/A Traditional ROI: 6.29%
6495 125 Hwy MIDDLETON, TN	N/A beds \| N/A baths \| N/A	$264,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.65% Airbnb Rental Income: $null Traditional Rental Income: $929 Airbnb ROI: N/A Traditional ROI: 1.65%
2425 Antioch Rd MIDDLETON, TN Discover the charm of country living with this 3 bedroom, 2 bath home set on 1.95 acres wi...	3 beds \| 2 baths \| 2,013 sq.ft.	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 11% Airbnb Rental Income: $null Traditional Rental Income: $2419 Airbnb ROI: N/A Traditional ROI: 11%
267 Woodrun Dr MIDDLETON, TN 267 Woodrun Dr, MIDDLETON, TN 38052 \| Single Family Residential	5 beds \| 5 baths \| N/A	$899,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.63% Airbnb Rental Income: $null Traditional Rental Income: $4652 Airbnb ROI: N/A Traditional ROI: 3.63%
2030 Nubbin Ridge Rd MIDDLETON, TN 2030 Nubbin Ridge Rd, MIDDLETON, TN 38052 \| Manufactured Home	3 beds \| 2 baths \| N/A	$194,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.9% Airbnb Rental Income: $null Traditional Rental Income: $1864 Airbnb ROI: N/A Traditional ROI: 7.9%
110 Rose Street Ext MIDDLETON, TN Move-in ready, one-story home conveniently located within the Middleton city limits. Featu...	3 beds \| 2 baths \| 1,378 sq.ft.	$223,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.7% Airbnb Rental Income: $null Traditional Rental Income: $1987 Airbnb ROI: N/A Traditional ROI: 7.7%
1845 Powell Chapel Rd MIDDLETON, TN 1845 Powell Chapel Rd, MIDDLETON, TN 38052 \| Single Family Residential	3 beds \| 2 baths \| N/A	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.9% Airbnb Rental Income: $null Traditional Rental Income: $1898 Airbnb ROI: N/A Traditional ROI: 4.9%
278 Cypress Cv #WR277,278,279 MIDDLETON, TN 278 Cypress Cv #WR277,278,279, MIDDLETON, TN 38052 \| Single Family Residential	2 beds \| 3 baths \| N/A	$464,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.17% Airbnb Rental Income: $null Traditional Rental Income: $2214 Airbnb ROI: N/A Traditional ROI: 3.17%
00 Pea Vine Rd S MIDDLETON, TN 00 Pea Vine Rd S, MIDDLETON, TN 38052 \| Other	N/A beds \| N/A baths \| N/A	$291,600	Airbnb cash on cash: N/A Traditional cash on cash: 1.36% Airbnb Rental Income: $null Traditional Rental Income: $935 Airbnb ROI: N/A Traditional ROI: 1.36%

Real Estate investment in Middleton, TN

There are 21 properties for sale in the city of Middleton . The median list price in Middleton is $199,880 and the average price per square foot is $84. In July 2026, the average monthly cash on cash return in Middleton is 11.00%. The average monthly rental income in Middleton is $935.

Middleton, TN Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 21 investment properties available for sale in Middleton.

The ROI for Short-Term is higher than the Long-Term in Middleton with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Middleton, TN

2260 Hebron Rd

MIDDLETON, TN

3 beds | 1 baths | 1,469 sq.ft.

$150,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.86%

Airbnb Rental Income: $null

Traditional Rental Income: $1838

Airbnb ROI: N/A

Traditional ROI: 10.86%

12670 125 Hwy

MIDDLETON, TN

5 beds | 3 baths | N/A

$300,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.24%

Airbnb Rental Income: $null

Traditional Rental Income: $2901

Airbnb ROI: N/A

Traditional ROI: 8.24%

66 Woodrun Dr

MIDDLETON, TN

3 beds | 2 baths | N/A

$285,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.86%

Airbnb Rental Income: $null

Traditional Rental Income: $1856

Airbnb ROI: N/A

Traditional ROI: 4.86%

3670 Pea Vine Rd

MIDDLETON, TN

6 beds | 3 baths | 4,100 sq.ft.

$649,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.97%

Airbnb Rental Income: $null

Traditional Rental Income: $2927

Airbnb ROI: N/A

Traditional ROI: 2.97%

000 Burgess Loop Rd

MIDDLETON, TN

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

$550,257

Airbnb cash on cash: N/A

Traditional cash on cash: -0.29%

Airbnb Rental Income: $null

Traditional Rental Income: $819

Airbnb ROI: N/A

Traditional ROI: -0.29%

4280 Powell Chapel Rd

MIDDLETON, TN

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

$125,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.32%

Airbnb Rental Income: $null

Traditional Rental Income: $819

Airbnb ROI: N/A

Traditional ROI: 4.32%

160 Bishop Rd

MIDDLETON, TN

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

$54,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.58%

Airbnb Rental Income: $null

Traditional Rental Income: $819

Airbnb ROI: N/A

Traditional ROI: 11.58%

0 Peavine Rd Rd

MIDDLETON, TN

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

$288,900

Airbnb cash on cash: N/A

Traditional cash on cash: 0.96%

Airbnb Rental Income: $null

Traditional Rental Income: $819

Airbnb ROI: N/A