Real Estate Investment Properties for Sale in Castlewood, VA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
6 Sexton Dr Castlewood, VA Gorgeous country setting! This warm and inviting one level home has a covered front porch ...	3 beds \| 1 baths \| 1,167 sq.ft.	$134,999	Airbnb cash on cash: N/A Traditional cash on cash: 10.23% Airbnb Rental Income: $null Traditional Rental Income: $1575 Airbnb ROI: N/A Traditional ROI: 10.23%
3679 HIGH POINT RD Castlewood, VA Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2 baths \| 1,668 sq.ft.	$207,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.67% Airbnb Rental Income: $null Traditional Rental Income: $2207 Airbnb ROI: N/A Traditional ROI: 9.67%
2049 Gravel Lick Rd Castlewood, VA Looking for a spacious home? This home has so much potential with some TLC. Home has cover...	2 beds \| 1 baths \| 1,320 sq.ft.	$85,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.82% Airbnb Rental Income: $null Traditional Rental Income: $1122 Airbnb ROI: N/A Traditional ROI: 10.82%
123 Luttie Banner Rd Castlewood, VA This 224 acre property will be sold for the first time since the days of Colonial America....	4 beds \| 3 baths \| 2,913 sq.ft.	$2,500,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.55% Airbnb Rental Income: $null Traditional Rental Income: $3979 Airbnb ROI: N/A Traditional ROI: 0.55%
79 Dorado Bottom Rd Castlewood, VA Welcome to your new home! This one level home has been completely renovated from the studs...	3 beds \| 2 baths \| 1,344 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.36% Airbnb Rental Income: $null Traditional Rental Income: $2103 Airbnb ROI: N/A Traditional ROI: 7.36%
490 Courthouse Dr Castlewood, VA Welcome to your mountain dream home! This beautifully maintained 3-bedroom, 2-bathroom man...	3 beds \| 2 baths \| 1,568 sq.ft.	$190,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.89% Airbnb Rental Income: $null Traditional Rental Income: $2288 Airbnb ROI: N/A Traditional ROI: 10.89%
20 Clairmont Cir Castlewood, VA 20 Clairmont Cir, Castlewood, VA 24224 \| Single Family Residential	4 beds \| 2 baths \| 1,865 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.98% Airbnb Rental Income: $null Traditional Rental Income: $2168 Airbnb ROI: N/A Traditional ROI: 9.98%
63-75 Church St Castlewood, VA 63-75 Church St, Castlewood, VA 24224 \| Single Family Residential	6 beds \| 4 baths \| 4,192 sq.ft.	$249,500	Airbnb cash on cash: N/A Traditional cash on cash: 11.32% Airbnb Rental Income: $null Traditional Rental Income: $3187 Airbnb ROI: N/A Traditional ROI: 11.32%
Tbd Buffalo Hollow Rd Castlewood, VA Tbd Buffalo Hollow Rd, Castlewood, VA 24224 \| Other	N/A beds \| N/A baths \| N/A	$278,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.98% Airbnb Rental Income: $null Traditional Rental Income: $824 Airbnb ROI: N/A Traditional ROI: 0.98%
0 Buffalo Holw Castlewood, VA 0 Buffalo Holw, Castlewood, VA 24224 \| Other	N/A beds \| N/A baths \| N/A	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.28% Airbnb Rental Income: $null Traditional Rental Income: $824 Airbnb ROI: N/A Traditional ROI: 1.28%
45 Holbrook Dr Castlewood, VA This charming brick ranch home offers a cozy yet spacious layout and is situated on over a...	4 beds \| 3 baths \| 3,177 sq.ft.	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.64% Airbnb Rental Income: $null Traditional Rental Income: $3167 Airbnb ROI: N/A Traditional ROI: 11.64%
95 Rogers Cir Castlewood, VA 95 Rogers Cir, Castlewood, VA 24224 \| Single Family Residential	3 beds \| 2 baths \| 2,560 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.86% Airbnb Rental Income: $null Traditional Rental Income: $2154 Airbnb ROI: N/A Traditional ROI: 5.86%
553 N Mill Hollow Road Castlewood, VA Check out this sweet farm house located on 10 acres of land. If you are looking for seclus...	3 beds \| 1 baths \| 1,553 sq.ft.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.3% Airbnb Rental Income: $null Traditional Rental Income: $1895 Airbnb ROI: N/A Traditional ROI: 10.3%
2617 Banner St Castlewood, VA 2617 Banner St, Castlewood, VA 24283 \| Single Family Residential	3 beds \| 1 baths \| 1,248 sq.ft.	$100,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.23% Airbnb Rental Income: $null Traditional Rental Income: $1263 Airbnb ROI: N/A Traditional ROI: 10.23%

Real Estate investment in Castlewood, VA

There are 14 properties for sale in the city of Castlewood . The median list price in Castlewood is $182,500 and the average price per square foot is $121. In March 2026, the average monthly cash on cash return in Castlewood is 10.00%. The average monthly rental income in Castlewood is $2,103.

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

There are 14 investment properties available for sale in Castlewood.

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

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

Your search for investment property begins and ends here

Investment Property for Sale in Castlewood, VA

6 Sexton Dr

Castlewood, VA

3 beds | 1 baths | 1,167 sq.ft.

$134,999

Airbnb cash on cash: N/A

Traditional cash on cash: 10.23%

Airbnb Rental Income: $null

Traditional Rental Income: $1575

Airbnb ROI: N/A

Traditional ROI: 10.23%

3679 HIGH POINT RD

Castlewood, VA

3 beds | 2 baths | 1,668 sq.ft.

$207,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.67%

Airbnb Rental Income: $null

Traditional Rental Income: $2207

Airbnb ROI: N/A

Traditional ROI: 9.67%

2049 Gravel Lick Rd

Castlewood, VA

2 beds | 1 baths | 1,320 sq.ft.

$85,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.82%

Airbnb Rental Income: $null

Traditional Rental Income: $1122

Airbnb ROI: N/A

Traditional ROI: 10.82%

123 Luttie Banner Rd

Castlewood, VA

4 beds | 3 baths | 2,913 sq.ft.

$2,500,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.55%

Airbnb Rental Income: $null

Traditional Rental Income: $3979

Airbnb ROI: N/A

Traditional ROI: 0.55%

79 Dorado Bottom Rd

Castlewood, VA

3 beds | 2 baths | 1,344 sq.ft.

$249,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.36%

Airbnb Rental Income: $null

Traditional Rental Income: $2103

Airbnb ROI: N/A

Traditional ROI: 7.36%

490 Courthouse Dr

Castlewood, VA

3 beds | 2 baths | 1,568 sq.ft.

$190,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.89%

Airbnb Rental Income: $null

Traditional Rental Income: $2288

Airbnb ROI: N/A

Traditional ROI: 10.89%

20 Clairmont Cir

Castlewood, VA

4 beds | 2 baths | 1,865 sq.ft.

$185,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.98%

Airbnb Rental Income: $null

Traditional Rental Income: $2168

Airbnb ROI: N/A

Traditional ROI: 9.98%

63-75 Church St

Castlewood, VA

6 beds | 4 baths | 4,192 sq.ft.

$249,500

Airbnb cash on cash: N/A

Traditional cash on cash: 11.32%

Airbnb Rental Income: $null

Traditional Rental Income: $3187

Airbnb ROI: N/A