Real Estate Investment Properties for Sale in Dillwyn, VA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
Perkins Mill Rd Dillwyn, VA Perkins Mill Rd, Dillwyn, VA 23901 \| Other	N/A beds \| N/A baths \| N/A	$574,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.03% Airbnb Rental Income: $null Traditional Rental Income: $512 Airbnb ROI: N/A Traditional ROI: -1.03%
3286 Ranson Rd Dillwyn, VA Spacious, open, inviting, and just for you! On a mostly wooded lot you'll find a 1500 sq f...	3 beds \| 2 baths \| 1,508 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.79% Airbnb Rental Income: $null Traditional Rental Income: $1933 Airbnb ROI: N/A Traditional ROI: 3.79%
1353 Banton Shop Rd Dillwyn, VA Nestled in the heart of nature, this exceptional 119-acre estate offers over a mile of Sla...	4 beds \| 3 baths \| 2,887 sq.ft.	$1,590,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.85% Airbnb Rental Income: $null Traditional Rental Income: $3108 Airbnb ROI: N/A Traditional ROI: 0.85%
63 Wood Yard Rd Dillwyn, VA OPEN-CONCEPT 3-BEDROOM, 2-BATH HOME ON 3 PRIVATE ACRES IN BUCKINGHAM COUNTY! This Laurel C...	3 beds \| 2 baths \| 1,358 sq.ft.	$319,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.07% Airbnb Rental Income: $null Traditional Rental Income: $1877 Airbnb ROI: N/A Traditional ROI: 4.07%
594 Community Rd Dillwyn, VA Discover modern comfort in this beautifully crafted 3-bedroom, 2-bathroom home on a privat...	3 beds \| 2 baths \| 1,620 sq.ft.	$359,999	Airbnb cash on cash: N/A Traditional cash on cash: 4.38% Airbnb Rental Income: $null Traditional Rental Income: $1921 Airbnb ROI: N/A Traditional ROI: 4.38%
3359 Constitution Rte S Dillwyn, VA Looking for a home to live in and also have rental income to make your house payment. Thes...	8 beds \| N/A baths \| 1,524 sq.ft.	$240,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.57% Airbnb Rental Income: $null Traditional Rental Income: $1922 Airbnb ROI: N/A Traditional ROI: 6.57%
1024 Back Mountain Rd Dillwyn, VA Tucked away on 21 private acres in Dillwyn with creek frontage, this home offers a life th...	3 beds \| 3 baths \| 2,928 sq.ft.	$715,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.03% Airbnb Rental Income: $null Traditional Rental Income: $2932 Airbnb ROI: N/A Traditional ROI: 3.03%
2380 Constitution Rte S Dillwyn, VA Cozy 2-bedroom, 2-bath ranch home nestled in rural Buckingham County. This inviting proper...	2 beds \| 2 baths \| 1,158 sq.ft.	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.97% Airbnb Rental Income: $null Traditional Rental Income: $1565 Airbnb ROI: N/A Traditional ROI: 4.97%
74 Conner St Dillwyn, VA Spacious home, large shop, and garden space on corner lot in Dillwyn, VA. Over 2200 sq ft,...	4 beds \| 2 baths \| 2,204 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.45% Airbnb Rental Income: $null Traditional Rental Income: $2285 Airbnb ROI: N/A Traditional ROI: 5.45%
3814 S Constitution Dillwyn, VA 43 ac farm of open and nicely wooded property with timber value. Great location not far fr...	3 beds \| 2 baths \| N/A	$589,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.08% Airbnb Rental Income: $null Traditional Rental Income: $1900 Airbnb ROI: N/A Traditional ROI: 2.08%
1002 Main St Dillwyn, VA Unique opportunity to live and work in the heart of Dillwyn, VA. This beautifully renovate...	4 beds \| 2 baths \| 3,452 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.19% Airbnb Rental Income: $null Traditional Rental Income: $1302 Airbnb ROI: N/A Traditional ROI: 1.19%
3814 S Constitution Rte Dillwyn, VA 3814 S Constitution Rte, Dillwyn, VA 23936 \| Single Family Residential	3 beds \| 1 baths \| 1,536 sq.ft.	$589,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.67% Airbnb Rental Income: $null Traditional Rental Income: $1461 Airbnb ROI: N/A Traditional ROI: 0.67%
0 N James Madison Hwy Dillwyn, VA 0 N James Madison Hwy, Dillwyn, VA 23936 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.31% Airbnb Rental Income: $null Traditional Rental Income: $517 Airbnb ROI: N/A Traditional ROI: -0.31%
221 Brickyard Dr Dillwyn, VA 221 Brickyard Dr, Dillwyn, VA 23936 \| Multi Family	N/A beds \| N/A baths \| 50,000 sq.ft.	$4,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.64% Airbnb Rental Income: $null Traditional Rental Income: $807 Airbnb ROI: N/A Traditional ROI: -1.64%
0 Physic Spring Rd Dillwyn, VA 0 Physic Spring Rd, Dillwyn, VA 23936 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$119,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.36% Airbnb Rental Income: $null Traditional Rental Income: $807 Airbnb ROI: N/A Traditional ROI: 4.36%
N James Madison Hwy Dillwyn, VA N James Madison Hwy, Dillwyn, VA 23936 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.72% Airbnb Rental Income: $null Traditional Rental Income: $807 Airbnb ROI: N/A Traditional ROI: 0.72%
3276 Buckingham Springs Rd Dillwyn, VA 3276 Buckingham Springs Rd, Dillwyn, VA 23936 \| Single Family Residential	6 beds \| 4 baths \| 4,592 sq.ft.	$1,495,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.11% Airbnb Rental Income: $null Traditional Rental Income: $2763 Airbnb ROI: N/A Traditional ROI: 0.11%
Allen Rosen Rd Dillwyn, VA Allen Rosen Rd, Dillwyn, VA 23936 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$274,500	Airbnb cash on cash: N/A Traditional cash on cash: 0.94% Airbnb Rental Income: $null Traditional Rental Income: $807 Airbnb ROI: N/A Traditional ROI: 0.94%
3331 S CONSTITUTION RTE Dillwyn, VA Location, Location! Welcome to this delightful ranch home, nestled on a generous and l...	3 beds \| 2 baths \| 1,956 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.07% Airbnb Rental Income: $null Traditional Rental Income: $2143 Airbnb ROI: N/A Traditional ROI: 5.07%
3331 S Constitution Dillwyn, VA Location, Location! Welcome to this delightful ranch home, nestled on a generous and l...	3 beds \| 2 baths \| 1,956 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.88% Airbnb Rental Income: $null Traditional Rental Income: $2082 Airbnb ROI: N/A Traditional ROI: 4.88%
0 Wildflower Ln Dillwyn, VA 0 Wildflower Ln, Dillwyn, VA 23936 \| Other	N/A beds \| N/A baths \| N/A	$69,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.23% Airbnb Rental Income: $null Traditional Rental Income: $512 Airbnb ROI: N/A Traditional ROI: 4.23%
Physic Spg Dillwyn, VA Physic Spg, Dillwyn, VA 23936 \| Other	N/A beds \| N/A baths \| N/A	$119,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.81% Airbnb Rental Income: $null Traditional Rental Income: $512 Airbnb ROI: N/A Traditional ROI: 1.81%
Wildflower Ln Dillwyn, VA Wildflower Ln, Dillwyn, VA 23936 \| Other	N/A beds \| N/A baths \| N/A	$69,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.84% Airbnb Rental Income: $null Traditional Rental Income: $832 Airbnb ROI: N/A Traditional ROI: 8.84%
Buckingham Centre Dr Dillwyn, VA Buckingham Centre Dr, Dillwyn, VA 23936 \| Other	N/A beds \| N/A baths \| N/A	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.43% Airbnb Rental Income: $null Traditional Rental Income: $832 Airbnb ROI: N/A Traditional ROI: 0.43%
1007 Austins Rd Dillwyn, VA 1007 Austins Rd, Dillwyn, VA 23936 \| Single Family Residential	3 beds \| 2 baths \| 1,474 sq.ft.	$269,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.87% Airbnb Rental Income: $null Traditional Rental Income: $1284 Airbnb ROI: N/A Traditional ROI: 2.87%
1177 Austins Rd Dillwyn, VA 1177 Austins Rd, Dillwyn, VA 23936 \| Single Family Residential	3 beds \| 2 baths \| 1,264 sq.ft.	$248,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.04% Airbnb Rental Income: $null Traditional Rental Income: $1464 Airbnb ROI: N/A Traditional ROI: 4.04%
953 Austins Rd Dillwyn, VA 953 Austins Rd, Dillwyn, VA 23936 \| Single Family Residential	3 beds \| 2 baths \| 1,264 sq.ft.	$256,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.87% Airbnb Rental Income: $null Traditional Rental Income: $1467 Airbnb ROI: N/A Traditional ROI: 3.87%
793 CORRECTIONAL CENTER RD Dillwyn, VA This 3-bedroom, 2-bath home, built in 2021, is a fantastic opportunity with great potentia...	3 beds \| 2 baths \| 1,344 sq.ft.	$234,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.28% Airbnb Rental Income: $null Traditional Rental Income: $1799 Airbnb ROI: N/A Traditional ROI: 6.28%
2794 S Constitution RTE Dillwyn, VA MOVE IN READY AND ALL APPLIANCES INCLUDED (ask for details)!Welcome to your dream home, ne...	3 beds \| 2 baths \| N/A	$339,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.94% Airbnb Rental Income: $null Traditional Rental Income: $2071 Airbnb ROI: N/A Traditional ROI: 4.94%
2956 Bell Dillwyn, VA Cozy home with lots of road frontage on two state-maintained roads. Brick rancher built in...	3 beds \| 1 baths \| N/A	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.53% Airbnb Rental Income: $null Traditional Rental Income: $1527 Airbnb ROI: N/A Traditional ROI: 3.53%

Real Estate investment in Dillwyn, VA

There are 32 properties for sale in the city of Dillwyn . The median list price in Dillwyn is $349,900 and the average price per square foot is $118. In March 2026, the average monthly cash on cash return in Dillwyn is 4.00%. The average monthly rental income in Dillwyn is $1,466.

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

There are 32 investment properties available for sale in Dillwyn.

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

Your search for investment property begins and ends here

Investment Property for Sale in Dillwyn, VA

Perkins Mill Rd

Dillwyn, VA

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

$574,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.03%

Airbnb Rental Income: $null

Traditional Rental Income: $512

Airbnb ROI: N/A

Traditional ROI: -1.03%

3286 Ranson Rd

Dillwyn, VA

3 beds | 2 baths | 1,508 sq.ft.

$349,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.79%

Airbnb Rental Income: $null

Traditional Rental Income: $1933

Airbnb ROI: N/A

Traditional ROI: 3.79%

1353 Banton Shop Rd

Dillwyn, VA

4 beds | 3 baths | 2,887 sq.ft.

$1,590,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.85%

Airbnb Rental Income: $null

Traditional Rental Income: $3108

Airbnb ROI: N/A

Traditional ROI: 0.85%

63 Wood Yard Rd

Dillwyn, VA

3 beds | 2 baths | 1,358 sq.ft.

$319,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.07%

Airbnb Rental Income: $null

Traditional Rental Income: $1877

Airbnb ROI: N/A

Traditional ROI: 4.07%

594 Community Rd

Dillwyn, VA

3 beds | 2 baths | 1,620 sq.ft.

$359,999

Airbnb cash on cash: N/A

Traditional cash on cash: 4.38%

Airbnb Rental Income: $null

Traditional Rental Income: $1921

Airbnb ROI: N/A

Traditional ROI: 4.38%

3359 Constitution Rte S

Dillwyn, VA

8 beds | N/A baths | 1,524 sq.ft.

$240,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.57%

Airbnb Rental Income: $null

Traditional Rental Income: $1922

Airbnb ROI: N/A

Traditional ROI: 6.57%

1024 Back Mountain Rd

Dillwyn, VA

3 beds | 3 baths | 2,928 sq.ft.

$715,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.03%

Airbnb Rental Income: $null

Traditional Rental Income: $2932

Airbnb ROI: N/A

Traditional ROI: 3.03%

2380 Constitution Rte S

Dillwyn, VA

2 beds | 2 baths | 1,158 sq.ft.

$249,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.97%

Airbnb Rental Income: $null

Traditional Rental Income: $1565

Airbnb ROI: N/A