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
1112 Scotts Bottom Road Dillwyn, VA Welcome Home to 1112 Scott's Bottom Road! This two-story home is full of charm and sits on...	3 beds \| 3 baths \| 1,728 sq.ft.	$430,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.72% Airbnb Rental Income: $null Traditional Rental Income: $2099 Airbnb ROI: N/A Traditional ROI: 3.72%
89 Conner St Dillwyn, VA Perfect Starter Home! Welcome to 89 Conner St. Recently refurbished and ready to go. You'l...	2 beds \| 1 baths \| N/A	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.19% Airbnb Rental Income: $null Traditional Rental Income: $1389 Airbnb ROI: N/A Traditional ROI: 6.19%
4517 GRAVEL HILL RD Dillwyn, VA Discover the enchanting charm of this French country-style home set on 33 wooded acres, co...	3 beds \| 3 baths \| 3,567 sq.ft.	$749,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.88% Airbnb Rental Income: $null Traditional Rental Income: $3055 Airbnb ROI: N/A Traditional ROI: 2.88%
288 Cole Comfort Rd Dillwyn, VA Open spaces with a 122 ac farm built in! Lovely 1812 sq ft stick built home in northern Bu...	3 beds \| 2 baths \| N/A	$799,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.97% Airbnb Rental Income: $null Traditional Rental Income: $1730 Airbnb ROI: N/A Traditional ROI: 0.97%
1367 S CONSTITUTION RTE Dillwyn, VA "Big Time Price Improvement" Location, Location, Location. What a Great Investment Opportu...	4 beds \| 1 baths \| 1,500 sq.ft.	$195,400	Airbnb cash on cash: N/A Traditional cash on cash: 7.01% Airbnb Rental Income: $null Traditional Rental Income: $1660 Airbnb ROI: N/A Traditional ROI: 7.01%
2626 Troublesome Creek Rd Dillwyn, VA Now REDUCED !!! Super investment! Two great rentals sold together. One is a 4 bed, 2 bath ...	6 beds \| 3 baths \| 1,827 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 9% Airbnb Rental Income: $null Traditional Rental Income: $2372 Airbnb ROI: N/A Traditional ROI: 9%
1353 BANTON SHOP RD Dillwyn, VA Nestled in the heart of nature, this exceptional 119-acre estate offers over a mile of Sla...	5 beds \| 3 baths \| 2,887 sq.ft.	$1,750,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.68% Airbnb Rental Income: $null Traditional Rental Income: $3108 Airbnb ROI: N/A Traditional ROI: 0.68%
TBD Wood Yard RD Dillwyn, VA Welcome to your dream home, nestled in the heart of Buckingham County! This beautifully de...	3 beds \| 2 baths \| N/A	$329,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.59% Airbnb Rental Income: $null Traditional Rental Income: $1852 Airbnb ROI: N/A Traditional ROI: 4.59%
125 CARTER ST Dillwyn, VA Reduced Price!!! Affordable 3-Bedroom Home on 4 Lots in Dillwyn, VA Don't miss this 3-bed...	3 beds \| 1 baths \| N/A	$169,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.81% Airbnb Rental Income: $null Traditional Rental Income: $1563 Airbnb ROI: N/A Traditional ROI: 7.81%
63 Wood Yard Road Dillwyn, VA Welcome to your dream home, nestled in the heart of Buckingham County! This beautifully de...	3 beds \| 2 baths \| 1,358 sq.ft.	$324,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.99% Airbnb Rental Income: $null Traditional Rental Income: $1877 Airbnb ROI: N/A Traditional ROI: 3.99%
5016 Gravel Hill Road Dillwyn, VA Welcome to 5016 Gravel Hill Road, on five peaceful acres in the heart of Dillwyn VA. Start...	2 beds \| 2 baths \| 954 sq.ft.	$310,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.53% Airbnb Rental Income: $null Traditional Rental Income: $1778 Airbnb ROI: N/A Traditional ROI: 4.53%
64 MORNING STAR DR Dillwyn, VA Quiet county setting with mostly open land. Enjoy gardening, bird watching, relaxing. Vie...	3 beds \| 2 baths \| 1,040 sq.ft.	$170,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.66% Airbnb Rental Income: $null Traditional Rental Income: $1705 Airbnb ROI: N/A Traditional ROI: 8.66%
285 Winfrey Inez Road Dillwyn, VA Welcome to this charming and well kept 2 bedroom, 2 bath home on a beautiful 1.08 acre lot...	2 beds \| 2 baths \| 1,566 sq.ft.	$305,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.32% Airbnb Rental Income: $null Traditional Rental Income: $1700 Airbnb ROI: N/A Traditional ROI: 4.32%
2729 Copper Mine Road Dillwyn, VA Stunning New Construction Home on almost 6-Acres with easy access to Lynchburg, or Charlot...	3 beds \| 2 baths \| 1,620 sq.ft.	$434,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.68% Airbnb Rental Income: $null Traditional Rental Income: $1924 Airbnb ROI: N/A Traditional ROI: 2.68%
266 Legrande Ln Dillwyn, VA A lovely place to call home! Cape Cod boasts over 1700 sq feet on 10.6 acres with fencing ...	3 beds \| 2 baths \| N/A	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.66% Airbnb Rental Income: $null Traditional Rental Income: $1891 Airbnb ROI: N/A Traditional ROI: 3.66%
S Constitution Route Dillwyn, VA Welcome to your dream home, nestled in the heart of Buckingham County! This beautifully de...	3 beds \| 2 baths \| 1,514 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.78% Airbnb Rental Income: $null Traditional Rental Income: $2071 Airbnb ROI: N/A Traditional ROI: 4.78%
594 Community Road 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.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.17% Airbnb Rental Income: $null Traditional Rental Income: $1921 Airbnb ROI: N/A Traditional ROI: 4.17%
793 Correctional Center Dillwyn, VA Ranch home just outside town limits with a secluded, tranquil setting and four acres of la...	3 beds \| 2 baths \| 1,344 sq.ft.	$294,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.97% Airbnb Rental Income: $null Traditional Rental Income: $1839 Airbnb ROI: N/A Traditional ROI: 4.97%
297 Mill Road Dillwyn, VA Charming 4-Bedroom Home on 2 Acres-Just Minutes from Farmville! Welcome to this beautifull...	4 beds \| 3 baths \| N/A	$259,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.16% Airbnb Rental Income: $null Traditional Rental Income: $2645 Airbnb ROI: N/A Traditional ROI: 9.16%

Real Estate investment in Dillwyn, VA

There are 20 properties for sale in the city of Dillwyn . The median list price in Dillwyn is $317,450 and the average price per square foot is $185. In September 2025, the average monthly cash on cash return in Dillwyn is 5.00%. The average monthly rental income in Dillwyn is $1,884.

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

There are 20 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

1112 Scotts Bottom Road

Dillwyn, VA

3 beds | 3 baths | 1,728 sq.ft.

$430,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.72%

Airbnb Rental Income: $null

Traditional Rental Income: $2099

Airbnb ROI: N/A

Traditional ROI: 3.72%

89 Conner St

Dillwyn, VA

2 beds | 1 baths | N/A

$169,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.19%

Airbnb Rental Income: $null

Traditional Rental Income: $1389

Airbnb ROI: N/A

Traditional ROI: 6.19%

4517 GRAVEL HILL RD

Dillwyn, VA

3 beds | 3 baths | 3,567 sq.ft.

$749,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.88%

Airbnb Rental Income: $null

Traditional Rental Income: $3055

Airbnb ROI: N/A

Traditional ROI: 2.88%

288 Cole Comfort Rd

Dillwyn, VA

3 beds | 2 baths | N/A

$799,900

Airbnb cash on cash: N/A

Traditional cash on cash: 0.97%

Airbnb Rental Income: $null

Traditional Rental Income: $1730

Airbnb ROI: N/A

Traditional ROI: 0.97%

1367 S CONSTITUTION RTE

Dillwyn, VA

4 beds | 1 baths | 1,500 sq.ft.

$195,400

Airbnb cash on cash: N/A

Traditional cash on cash: 7.01%

Airbnb Rental Income: $null

Traditional Rental Income: $1660

Airbnb ROI: N/A

Traditional ROI: 7.01%

2626 Troublesome Creek Rd

Dillwyn, VA

6 beds | 3 baths | 1,827 sq.ft.

$235,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9%

Airbnb Rental Income: $null

Traditional Rental Income: $2372

Airbnb ROI: N/A

Traditional ROI: 9%

1353 BANTON SHOP RD

Dillwyn, VA

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

$1,750,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.68%

Airbnb Rental Income: $null

Traditional Rental Income: $3108

Airbnb ROI: N/A

Traditional ROI: 0.68%

TBD Wood Yard RD

Dillwyn, VA

3 beds | 2 baths | N/A

$329,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.59%

Airbnb Rental Income: $null

Traditional Rental Income: $1852

Airbnb ROI: N/A