Real Estate Investment Properties for Sale in Chilhowie, VA

Looking for investment property in Chilhowie, VA with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
817 Midnight Dr Chilhowie, VA Step inside this wonderful 3 bed 2 bath home to discover a living area that maximizes ever...	3 beds \| 2 baths \| 1,968 sq.ft.	$265,000	Airbnb cash on cash: 4.71% Traditional cash on cash: 8.02% Airbnb Rental Income: $2238 Traditional Rental Income: $2504 Airbnb ROI: 4.71% Traditional ROI: 8.02%
39511 Gobbler Ln Chilhowie, VA Enjoy life off the grid. This tiny house is situated on 8.5 private acres. The main level ...	N/A beds \| N/A baths \| 580 sq.ft.	$159,900	Airbnb cash on cash: -0.23% Traditional cash on cash: 7.51% Airbnb Rental Income: $522 Traditional Rental Income: $1428 Airbnb ROI: -0.23% Traditional ROI: 7.51%
182 St Johns Way Chilhowie, VA Better than new and thoughtfully designed for effortless living, this custom 2024 single-l...	3 beds \| 2 baths \| 2,414 sq.ft.	$589,900	Airbnb cash on cash: 1.51% Traditional cash on cash: 3.81% Airbnb Rental Income: $2238 Traditional Rental Income: $2942 Airbnb ROI: 1.51% Traditional ROI: 3.81%
625 Belle Hollow Rd Chilhowie, VA 625 Belle Hollow Rd, Chilhowie, VA 24319 \| Single Family Residential	3 beds \| 1 baths \| 950 sq.ft.	$149,000	Airbnb cash on cash: 9.29% Traditional cash on cash: 7.81% Airbnb Rental Income: $2238 Traditional Rental Income: $1465 Airbnb ROI: 9.29% Traditional ROI: 7.81%
1005 Midnight Dr Chilhowie, VA 1005 Midnight Dr, Chilhowie, VA 24319 \| Single Family Residential	3 beds \| 1 baths \| 960 sq.ft.	$169,900	Airbnb cash on cash: 7.96% Traditional cash on cash: 6.07% Airbnb Rental Income: $2238 Traditional Rental Income: $1369 Airbnb ROI: 7.96% Traditional ROI: 6.07%
454 Old Airport Rd Chilhowie, VA Take in the fantastic, long range views of the Iron Mountain range of the Appalachian Moun...	3 beds \| 2 baths \| 1,664 sq.ft.	$287,900	Airbnb cash on cash: 4.45% Traditional cash on cash: 3.31% Airbnb Rental Income: $2238 Traditional Rental Income: $1367 Airbnb ROI: 4.45% Traditional ROI: 3.31%
Tbd Chestnut Ridge Rd Chilhowie, VA Tbd Chestnut Ridge Rd, Chilhowie, VA 24319 \| Other	N/A beds \| N/A baths \| N/A	$145,000	Airbnb cash on cash: -0.71% Traditional cash on cash: 3.51% Airbnb Rental Income: $522 Traditional Rental Income: $832 Airbnb ROI: -0.71% Traditional ROI: 3.51%
38813 Widener Valley Rd Chilhowie, VA PRICE ADJUSTMENT DUE TO SALE OF PARTIAL ACREAGE. THIS PROPERTY NOW INCLUDES one 75.01 ac+/...	4 beds \| 1 baths \| 1,300 sq.ft.	$549,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.29% Airbnb Rental Income: $null Traditional Rental Income: $1847 Airbnb ROI: N/A Traditional ROI: 2.29%
329 Mill Creek Chilhowie, VA Back on the market due to no fault of the seller. Experience the perfect blend of comfort,...	4 beds \| 2 baths \| 2,054 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.73% Airbnb Rental Income: $null Traditional Rental Income: $2760 Airbnb ROI: N/A Traditional ROI: 5.73%
329 Mill Creek Rd Chilhowie, VA Back on the market due to no fault of the seller. Experience the perfect blend of comfort,...	4 beds \| 2 baths \| 2,052 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.9% Airbnb Rental Income: $null Traditional Rental Income: $2448 Airbnb ROI: N/A Traditional ROI: 4.9%
855 Meadowbrook Dr Chilhowie, VA 855 Meadowbrook Dr, Chilhowie, VA 24319 \| Multi Family	4 beds \| N/A baths \| 1,792 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.09% Airbnb Rental Income: $null Traditional Rental Income: $1777 Airbnb ROI: N/A Traditional ROI: 6.09%
937 W Lee Hwy Chilhowie, VA 937 W Lee Hwy, Chilhowie, VA 24319 \| Single Family Residential	5 beds \| 3 baths \| 3,934 sq.ft.	$300,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.22% Airbnb Rental Income: $null Traditional Rental Income: $3209 Airbnb ROI: N/A Traditional ROI: 9.22%
206 Pendleton Ave Chilhowie, VA 206 Pendleton Ave, Chilhowie, VA 24319 \| Single Family Residential	3 beds \| 3 baths \| 2,400 sq.ft.	$315,000	Airbnb cash on cash: 3.53% Traditional cash on cash: 6.92% Airbnb Rental Income: $2238 Traditional Rental Income: $2680 Airbnb ROI: 3.53% Traditional ROI: 6.92%
0 Shuler Hollow Rd Chilhowie, VA 0 Shuler Hollow Rd, Chilhowie, VA 24319 \| Other	N/A beds \| N/A baths \| N/A	$75,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 9.64% Airbnb Rental Income: $522 Traditional Rental Income: $941 Airbnb ROI: 0.26% Traditional ROI: 9.64%
TBD Bebee Ln #28 Chilhowie, VA TBD Bebee Ln #28, Chilhowie, VA 24319 \| Other	N/A beds \| N/A baths \| N/A	$129,900	Airbnb cash on cash: -0.59% Traditional cash on cash: 4.93% Airbnb Rental Income: $522 Traditional Rental Income: $935 Airbnb ROI: -0.59% Traditional ROI: 4.93%
752 Skyview Dr Chilhowie, VA This stunning brick home in the Town of Chilhowie offers 4 bedrooms, 3 full baths, and 4,9...	4 beds \| 3 baths \| 4,944 sq.ft.	$429,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.95% Airbnb Rental Income: $null Traditional Rental Income: $3145 Airbnb ROI: N/A Traditional ROI: 5.95%
38245 Loves Mill Road Chilhowie, VA Welcome home to peaceful country living at its finest. Nestled on nearly 5 fenced acres wi...	3 beds \| 1 baths \| 1,170 sq.ft.	$259,000	Airbnb cash on cash: 5.19% Traditional cash on cash: 5.85% Airbnb Rental Income: $2238 Traditional Rental Income: $1839 Airbnb ROI: 5.19% Traditional ROI: 5.85%
15277 Bishop Rd Chilhowie, VA Perched atop nearly 20 acres in the breathtaking Virginia Highlands, this extraordinary es...	5 beds \| 4 baths \| 5,934 sq.ft.	$1,675,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.9% Airbnb Rental Income: $null Traditional Rental Income: $4915 Airbnb ROI: N/A Traditional ROI: 1.9%
17609 Burnt Cabin Trl Chilhowie, VA 17609 Burnt Cabin Trl, Chilhowie, VA 24319 \| Single Family Residential	2 beds \| 1 baths \| 1,253 sq.ft.	$269,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.22% Airbnb Rental Income: $null Traditional Rental Income: $1373 Airbnb ROI: N/A Traditional ROI: 3.22%
TBD Colecrest Dr #1-8, 30.35-36 Chilhowie, VA TBD Colecrest Dr #1-8, 30.35-36, Chilhowie, VA 24319 \| Other	N/A beds \| N/A baths \| N/A	$294,500	Airbnb cash on cash: -1.26% Traditional cash on cash: 1.27% Airbnb Rental Income: $522 Traditional Rental Income: $947 Airbnb ROI: -1.26% Traditional ROI: 1.27%
274 Corbin Dr Chilhowie, VA Tucked away in the rolling hills of Smyth County, this 2-bedroom, 2-bathroom cabin offers ...	2 beds \| 2 baths \| 966 sq.ft.	$220,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.18% Airbnb Rental Income: $null Traditional Rental Income: $1650 Airbnb ROI: N/A Traditional ROI: 6.18%
TBD Colecrest Dr #4-8 Chilhowie, VA TBD Colecrest Dr #4-8, Chilhowie, VA 24319 \| Other	N/A beds \| N/A baths \| N/A	$199,500	Airbnb cash on cash: -1% Traditional cash on cash: 2.7% Airbnb Rental Income: $522 Traditional Rental Income: $947 Airbnb ROI: -1% Traditional ROI: 2.7%
16248 Mill Creek Rd Chilhowie, VA 16248 Mill Creek Rd, Chilhowie, VA 24319 \| Manufactured Home	2 beds \| 1 baths \| 672 sq.ft.	$139,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.04% Airbnb Rental Income: $null Traditional Rental Income: $1140 Airbnb ROI: N/A Traditional ROI: 6.04%
0 Dillard Rd #2-10 Chilhowie, VA 0 Dillard Rd #2-10, Chilhowie, VA 24319 \| Other	N/A beds \| N/A baths \| N/A	$360,000	Airbnb cash on cash: -1.36% Traditional cash on cash: 0.71% Airbnb Rental Income: $522 Traditional Rental Income: $947 Airbnb ROI: -1.36% Traditional ROI: 0.71%
823 Midnight Dr Chilhowie, VA 823 Midnight Dr, Chilhowie, VA 24319 \| Single Family Residential	2 beds \| 1 baths \| 1,346 sq.ft.	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.28% Airbnb Rental Income: $null Traditional Rental Income: $1404 Airbnb ROI: N/A Traditional ROI: 6.28%
176 Crestwood Dr Chilhowie, VA 176 Crestwood Dr, Chilhowie, VA 24319 \| Single Family Residential	3 beds \| 2 baths \| 1,638 sq.ft.	$175,000	Airbnb cash on cash: 7.68% Traditional cash on cash: 9.98% Airbnb Rental Income: $2238 Traditional Rental Income: $2059 Airbnb ROI: 7.68% Traditional ROI: 9.98%

Real Estate investment in Chilhowie, VA

There are 30 properties for sale in the city of Chilhowie . The median list price in Chilhowie is $156,906 and the average price per square foot is $85. In August 2026, the average monthly cash on cash return in Chilhowie is 25.00%. The average monthly rental income in Chilhowie is $947.

Chilhowie, VA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 30 investment properties available for sale in Chilhowie.

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

The ROI for Short-Term is higher than the Long-Term in Chilhowie with average rental income of $522.

Your search for investment property begins and ends here

Investment Property for Sale in Chilhowie, VA

817 Midnight Dr

Chilhowie, VA

3 beds | 2 baths | 1,968 sq.ft.

$265,000

Airbnb cash on cash: 4.71%

Traditional cash on cash: 8.02%

Airbnb Rental Income: $2238

Traditional Rental Income: $2504

Airbnb ROI: 4.71%

Traditional ROI: 8.02%

39511 Gobbler Ln

Chilhowie, VA

N/A beds | N/A baths | 580 sq.ft.

$159,900

Airbnb cash on cash: -0.23%

Traditional cash on cash: 7.51%

Airbnb Rental Income: $522

Traditional Rental Income: $1428

Airbnb ROI: -0.23%

Traditional ROI: 7.51%

182 St Johns Way

Chilhowie, VA

3 beds | 2 baths | 2,414 sq.ft.

$589,900

Airbnb cash on cash: 1.51%

Traditional cash on cash: 3.81%

Airbnb Rental Income: $2238

Traditional Rental Income: $2942

Airbnb ROI: 1.51%

Traditional ROI: 3.81%

625 Belle Hollow Rd

Chilhowie, VA

3 beds | 1 baths | 950 sq.ft.

$149,000

Airbnb cash on cash: 9.29%

Traditional cash on cash: 7.81%

Airbnb Rental Income: $2238

Traditional Rental Income: $1465

Airbnb ROI: 9.29%

Traditional ROI: 7.81%

1005 Midnight Dr

Chilhowie, VA

3 beds | 1 baths | 960 sq.ft.

$169,900

Airbnb cash on cash: 7.96%

Traditional cash on cash: 6.07%

Airbnb Rental Income: $2238

Traditional Rental Income: $1369

Airbnb ROI: 7.96%

Traditional ROI: 6.07%

454 Old Airport Rd

Chilhowie, VA

3 beds | 2 baths | 1,664 sq.ft.

$287,900

Airbnb cash on cash: 4.45%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $2238

Traditional Rental Income: $1367

Airbnb ROI: 4.45%

Traditional ROI: 3.31%

Tbd Chestnut Ridge Rd

Chilhowie, VA

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

$145,000

Airbnb cash on cash: -0.71%

Traditional cash on cash: 3.51%

Airbnb Rental Income: $522

Traditional Rental Income: $832

Airbnb ROI: -0.71%

Traditional ROI: 3.51%

38813 Widener Valley Rd

Chilhowie, VA

4 beds | 1 baths | 1,300 sq.ft.

$549,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.29%

Airbnb Rental Income: $null

Traditional Rental Income: $1847

Airbnb ROI: N/A