Real Estate Investment Properties for Sale in Ashland, VA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
103 Five Oaks Ln Ashland, VA Get ready, Ashland! A charming 3-bedroom, 2-bathroom ranch is hitting the market in the be...	3 beds \| 2 baths \| N/A	$318,500	Airbnb cash on cash: 0% Traditional cash on cash: 4.29% Airbnb Rental Income: $965 Traditional Rental Income: $1902 Airbnb ROI: 0% Traditional ROI: 4.29%
107 Five Oaks Lane Ashland, VA A Doll House and a Must See! One Story Home with upgrades, lots of wood floors, walk in sh...	3 beds \| 2 baths \| 1,056 sq.ft.	$339,500	Airbnb cash on cash: -0.05% Traditional cash on cash: 4.06% Airbnb Rental Income: $965 Traditional Rental Income: $1927 Airbnb ROI: -0.05% Traditional ROI: 4.06%
9461 Wickham Crossing Way Ashland, VA Custom-Built Beauty in Sought-After Hickory Hill! Welcome to 3,689 square feet of luxury l...	4 beds \| 3 baths \| N/A	$825,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.25% Airbnb Rental Income: $null Traditional Rental Income: $2997 Airbnb ROI: N/A Traditional ROI: 2.25%
814 Chapman Street Ashland, VA Welcome to LAURADELL...one of Ashland's Finest Communities within short walking distance t...	3 beds \| 3 baths \| 2,023 sq.ft.	$578,000	Airbnb cash on cash: -1.11% Traditional cash on cash: 2.62% Airbnb Rental Income: $965 Traditional Rental Income: $2632 Airbnb ROI: -1.11% Traditional ROI: 2.62%
10439 ASHCAKE Road Ashland, VA Prime Location with Exceptional Potential! Don't miss this rare opportunity to invest in a...	4 beds \| 2 baths \| N/A	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.33% Airbnb Rental Income: $null Traditional Rental Income: $1694 Airbnb ROI: N/A Traditional ROI: 1.33%
8258 Mount Eagle Road Ashland, VA Create the home you've always imagined with this custom-to-be-built Traditional Southern-s...	4 beds \| 6 baths \| 4,800 sq.ft.	$1,680,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.47% Airbnb Rental Income: $null Traditional Rental Income: $2664 Airbnb ROI: N/A Traditional ROI: 0.47%
10525 Stony Bluff Drive #206 Ashland, VA MOVE IN READY and available to BUY, RENT, OR LEASE!!! We have ONE, TWO, and THREE bedroom ...	2 beds \| 2 baths \| 1,256 sq.ft.	$330,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 3.73% Airbnb Rental Income: $1701 Traditional Rental Income: $2103 Airbnb ROI: 0.91% Traditional ROI: 3.73%
10525 Stony Bluff Drive #103 Ashland, VA MOVE IN READY and available to BUY, RENT, OR LEASE!!! We have ONE, TWO, and THREE bedroom ...	2 beds \| 2 baths \| 1,256 sq.ft.	$350,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 3.2% Airbnb Rental Income: $1701 Traditional Rental Income: $2009 Airbnb ROI: 0.83% Traditional ROI: 3.2%
10525 Stony Bluff Drive #203 Ashland, VA Buy, Rent or Lease-Purchase at Stony Run Condos! MOVE-IN READY! STONY RUN PHASE II Welcome...	2 beds \| 2 baths \| 1,256 sq.ft.	$340,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 3.73% Airbnb Rental Income: $1701 Traditional Rental Income: $1978 Airbnb ROI: 1.38% Traditional ROI: 3.73%
10525 Stony Bluff Drive #204 Ashland, VA $5,000 builder incentive available for contracts closing in the month of March. BUY, RENT,...	2 beds \| 2 baths \| 1,256 sq.ft.	$330,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 4.05% Airbnb Rental Income: $1701 Traditional Rental Income: $2035 Airbnb ROI: 1.45% Traditional ROI: 4.05%
10530 Stony Bluff Drive #205 Ashland, VA Buy, Rent, or Lease-Purchase at Stony Run Condos! MOVE IN READY!! Fabulous opportunity to ...	3 beds \| 2 baths \| 1,346 sq.ft.	$380,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 3.16% Airbnb Rental Income: $965 Traditional Rental Income: $2059 Airbnb ROI: -0.89% Traditional ROI: 3.16%
10530 Stony Bluff Drive #104 Ashland, VA Buy, Rent, or Lease-Purchase at Stony Run Condos! MOVE IN READY!! - Fabulous opportunity t...	1 beds \| 1 baths \| 993 sq.ft.	$295,000	Airbnb cash on cash: -2.08% Traditional cash on cash: 3.09% Airbnb Rental Income: $558 Traditional Rental Income: $1710 Airbnb ROI: -2.08% Traditional ROI: 3.09%
10526 Stony Bluff Drive #308 Ashland, VA Buy, Rent or Lease-Purchase at Stony Run Condos! MOVE IN READY!! Welcome home to the end u...	2 beds \| 2 baths \| 1,156 sq.ft.	$336,000	Airbnb cash on cash: 1.41% Traditional cash on cash: 3.53% Airbnb Rental Income: $1701 Traditional Rental Income: $1900 Airbnb ROI: 1.41% Traditional ROI: 3.53%
10525 Stony Bluff Drive #107 Ashland, VA $5,000 Builder incentive paid towards Closing Costs for Closings in the Month of April !! ...	2 beds \| 2 baths \| 1,156 sq.ft.	$340,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 3.49% Airbnb Rental Income: $1701 Traditional Rental Income: $1902 Airbnb ROI: 1.38% Traditional ROI: 3.49%
10525 Stony Bluff Drive #102 Ashland, VA Buy, Rent, or Lease-Purchase at Stony Run Condos! MOVE IN READY!!Welcome home to Stony Run...	2 beds \| 2 baths \| 1,156 sq.ft.	$340,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 3.56% Airbnb Rental Income: $1701 Traditional Rental Income: $1924 Airbnb ROI: 1.38% Traditional ROI: 3.56%
10525 Stony Bluff Drive #207 Ashland, VA AVAILABLE TO BUY, RENT, OR LEASE!! Welcome home to the end unit on the 1st Floor across fr...	2 beds \| 2 baths \| 1,156 sq.ft.	$300,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 3.98% Airbnb Rental Income: $1701 Traditional Rental Income: $2017 Airbnb ROI: 1.18% Traditional ROI: 3.98%
10525 Stony Bluff Drive #202 Ashland, VA $5,000 Builder incentive paid towards Closing Costs for Closings in the Month of April !! ...	2 beds \| 2 baths \| 1,156 sq.ft.	$300,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 4.26% Airbnb Rental Income: $1701 Traditional Rental Income: $1953 Airbnb ROI: 1.69% Traditional ROI: 4.26%
12778 Mount Hermon Road Ashland, VA Welcome to a magnificent Mt. Hermon Road estate. A tree-lined driveway, flanked by horse p...	5 beds \| 5 baths \| 5,885 sq.ft.	$2,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.05% Airbnb Rental Income: $null Traditional Rental Income: $4739 Airbnb ROI: N/A Traditional ROI: 1.05%
10520 Stony Bluff Drive #102 Ashland, VA PRICE DROP!!!! SELLER PAYS $5,000 TOWARDS CLOSING COSTS AND HOA DUES FOR 1 YEAR!!! This fi...	1 beds \| 1 baths \| 829 sq.ft.	$255,000	Airbnb cash on cash: -2.18% Traditional cash on cash: 3.45% Airbnb Rental Income: $558 Traditional Rental Income: $1630 Airbnb ROI: -2.18% Traditional ROI: 3.45%
10530 Stony Bluff Drive #103 Ashland, VA Buy, Rent or Lease-Purchase at Stony Run Condos! MOVE-IN READY! STONY RUN PHASE II Welcome...	1 beds \| 1 baths \| 970 sq.ft.	$295,000	Airbnb cash on cash: -2.2% Traditional cash on cash: 2.47% Airbnb Rental Income: $558 Traditional Rental Income: $1571 Airbnb ROI: -2.2% Traditional ROI: 2.47%
10530 Stony Bluff Drive #101 Ashland, VA Buy, Rent or Lease-Purchase at Stony Run Condos! MOVE-IN READY! STONY RUN PHASE II Welcome...	2 beds \| 2 baths \| 1,302 sq.ft.	$360,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 2.36% Airbnb Rental Income: $1701 Traditional Rental Income: $1794 Airbnb ROI: 0.69% Traditional ROI: 2.36%
10243 SZALAY Lane Ashland, VA Hickory Grove is a new 55+ community in Ashland offering first-floor primary suite floor p...	4 beds \| 4 baths \| 2,520 sq.ft.	$549,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.18% Airbnb Rental Income: $null Traditional Rental Income: $2963 Airbnb ROI: N/A Traditional ROI: 3.18%
10263 SZALAY Lane Ashland, VA Hickory Grove is a new 55+ community in Ashland offering first-floor primary suite floor p...	3 beds \| 2 baths \| 1,477 sq.ft.	$499,990	Airbnb cash on cash: -1.35% Traditional cash on cash: 1.75% Airbnb Rental Income: $965 Traditional Rental Income: $2064 Airbnb ROI: -1.35% Traditional ROI: 1.75%
10299 SZALAY Lane Ashland, VA Hickory Grove is a new 55+ community in Ashland offering first-floor primary suite floor p...	3 beds \| 3 baths \| 1,748 sq.ft.	$509,990	Airbnb cash on cash: -1.36% Traditional cash on cash: 2.39% Airbnb Rental Income: $965 Traditional Rental Income: $2402 Airbnb ROI: -1.36% Traditional ROI: 2.39%
10530 Stony Bluff Drive #305 Ashland, VA $5,000 Builder incentive paid towards Closing Costs for Closings in the Month of April !! ...	3 beds \| 2 baths \| 1,346 sq.ft.	$380,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 2.84% Airbnb Rental Income: $965 Traditional Rental Income: $2043 Airbnb ROI: -1.16% Traditional ROI: 2.84%
10452 Meyers Park Drive Ashland, VA Ashland's NEWEST MAINTENANCE FREE community - Welcome to Hickory Grove! Built on slab with...	3 beds \| 2 baths \| 1,845 sq.ft.	$579,900	Airbnb cash on cash: -1.41% Traditional cash on cash: 1.82% Airbnb Rental Income: $965 Traditional Rental Income: $2368 Airbnb ROI: -1.41% Traditional ROI: 1.82%
10400 Meyers Park Drive Ashland, VA Ashland's NEWEST MAINTENANCE FREE community - Welcome to Hickory Grove! This Pennington fl...	3 beds \| 2 baths \| 1,817 sq.ft.	$594,900	Airbnb cash on cash: -1.43% Traditional cash on cash: 1.63% Airbnb Rental Income: $965 Traditional Rental Income: $2311 Airbnb ROI: -1.43% Traditional ROI: 1.63%
12108 Grandview Hill Ct Ashland, VA Beautiful 3-bedroom home ideally situated just minutes from the heart of Ashland! This tho...	3 beds \| 3 baths \| N/A	$735,900	Airbnb cash on cash: -1.1% Traditional cash on cash: 1.69% Airbnb Rental Income: $965 Traditional Rental Income: $2531 Airbnb ROI: -1.1% Traditional ROI: 1.69%
10342 Szalay Lane Ashland, VA To be built in Ashland's welcoming 55+ community of Hickory Grove, this beautifully design...	4 beds \| 3 baths \| 1,940 sq.ft.	$509,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.79% Airbnb Rental Income: $null Traditional Rental Income: $2595 Airbnb ROI: N/A Traditional ROI: 2.79%
10472 Meyers Park Drive Ashland, VA Welcome to Hickory Grove, Ashland's newest Maintenance FREE and 55+ community located in t...	3 beds \| 2 baths \| 1,466 sq.ft.	$529,900	Airbnb cash on cash: -1.38% Traditional cash on cash: 1.61% Airbnb Rental Income: $965 Traditional Rental Income: $2093 Airbnb ROI: -1.38% Traditional ROI: 1.61%
10476 Meyers Park Drive Ashland, VA Welcome to Hickory Grove, Ashland's newest Maintenance FREE and 55+ community located in t...	3 beds \| 3 baths \| 2,436 sq.ft.	$619,900	Airbnb cash on cash: -1.44% Traditional cash on cash: 2.15% Airbnb Rental Income: $965 Traditional Rental Income: $2694 Airbnb ROI: -1.44% Traditional ROI: 2.15%
302 Myrtle Street #D Ashland, VA Enjoy the convenience of walking to shopping, dining, and the charming downtown district k...	3 beds \| 3 baths \| 2,055 sq.ft.	$414,950	Airbnb cash on cash: -0.82% Traditional cash on cash: 4.5% Airbnb Rental Income: $965 Traditional Rental Income: $2683 Airbnb ROI: -0.82% Traditional ROI: 4.5%
10290 Szalay Lane Ashland, VA To be built in Ashland's welcoming 55+ community of Hickory Grove, the Burton is a beautif...	3 beds \| 2 baths \| 1,477 sq.ft.	$499,990	Airbnb cash on cash: -1.35% Traditional cash on cash: 1.7% Airbnb Rental Income: $965 Traditional Rental Income: $2043 Airbnb ROI: -1.35% Traditional ROI: 1.7%
14057 Stanley Park Drive Ashland, VA Welcome to 14057 Stanley Park Drive in the convenient and private Ashland Park community! ...	4 beds \| 3 baths \| 2,608 sq.ft.	$518,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.77% Airbnb Rental Income: $null Traditional Rental Income: $2798 Airbnb ROI: N/A Traditional ROI: 3.77%
10525 Stony Bluff Drive #201 Ashland, VA $5,000 Builder Incentive Toward Closing Costs for April Closings! Buy, Rent, or Lease-Purc...	2 beds \| 2 baths \| 1,156 sq.ft.	$300,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 3.99% Airbnb Rental Income: $1701 Traditional Rental Income: $2021 Airbnb ROI: 1.18% Traditional ROI: 3.99%
408 John Street Ashland, VA Welcome to 408 John Street, a beautifully updated Cape Cod nestled in the heart of Ashland...	4 beds \| 2 baths \| 1,785 sq.ft.	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.57% Airbnb Rental Income: $null Traditional Rental Income: $2403 Airbnb ROI: N/A Traditional ROI: 4.57%
10530 Stony Bluff #204 Ashland, VA $5,000 Builder Incentive Toward Closing Costs for April Closings! Buy, Rent, or Lease-Purc...	2 beds \| 1 baths \| 993 sq.ft.	$295,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 3.67% Airbnb Rental Income: $1701 Traditional Rental Income: $1793 Airbnb ROI: 1.64% Traditional ROI: 3.67%
12316 Traylor Field Lane Ashland, VA Stately, stunning & warmly inviting, this all-brick transitional home offers 5 bedrooms, 4...	5 beds \| 5 baths \| 4,238 sq.ft.	$925,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.38% Airbnb Rental Income: $null Traditional Rental Income: $4583 Airbnb ROI: N/A Traditional ROI: 3.38%
10525 Stony Bluff Drive #105 Ashland, VA $5,000 builder incentive available for contracts closing in April. Flexible options includ...	2 beds \| 2 baths \| 1,256 sq.ft.	$360,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 3.95% Airbnb Rental Income: $1701 Traditional Rental Income: $2012 Airbnb ROI: 1.63% Traditional ROI: 3.95%
10488 Old Telegraph Road Ashland, VA Welcome home to 10488 Old Telegraph Road, a beautifully maintained, custom built rancher n...	3 beds \| 3 baths \| 3,250 sq.ft.	$699,950	Airbnb cash on cash: -0.66% Traditional cash on cash: 2.18% Airbnb Rental Income: $965 Traditional Rental Income: $2466 Airbnb ROI: -0.66% Traditional ROI: 2.18%

Real Estate investment in Ashland, VA

There are 68 properties for sale in the city of Ashland . The median list price in Ashland is $539,000 and the average price per square foot is $259. In April 2026, the average monthly cash on cash return in Ashland is 3.00%. The average monthly rental income in Ashland is $2,340.

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

There are 68 investment properties available for sale in Ashland.

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

The ROI for Short-Term is higher than the Long-Term in Ashland with average rental income of $965.

Your search for investment property begins and ends here

Investment Property for Sale in Ashland, VA

103 Five Oaks Ln

Ashland, VA

3 beds | 2 baths | N/A

$318,500

Airbnb cash on cash: 0%

Traditional cash on cash: 4.29%

Airbnb Rental Income: $965

Traditional Rental Income: $1902

Airbnb ROI: 0%

Traditional ROI: 4.29%

107 Five Oaks Lane

Ashland, VA

3 beds | 2 baths | 1,056 sq.ft.

$339,500

Airbnb cash on cash: -0.05%

Traditional cash on cash: 4.06%

Airbnb Rental Income: $965

Traditional Rental Income: $1927

Airbnb ROI: -0.05%

Traditional ROI: 4.06%

9461 Wickham Crossing Way

Ashland, VA

4 beds | 3 baths | N/A

$825,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.25%

Airbnb Rental Income: $null

Traditional Rental Income: $2997

Airbnb ROI: N/A

Traditional ROI: 2.25%

814 Chapman Street

Ashland, VA

3 beds | 3 baths | 2,023 sq.ft.

$578,000

Airbnb cash on cash: -1.11%

Traditional cash on cash: 2.62%

Airbnb Rental Income: $965

Traditional Rental Income: $2632

Airbnb ROI: -1.11%

Traditional ROI: 2.62%

10439 ASHCAKE Road

Ashland, VA

4 beds | 2 baths | N/A

$599,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.33%

Airbnb Rental Income: $null

Traditional Rental Income: $1694

Airbnb ROI: N/A

Traditional ROI: 1.33%

8258 Mount Eagle Road

Ashland, VA

4 beds | 6 baths | 4,800 sq.ft.

$1,680,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.47%

Airbnb Rental Income: $null

Traditional Rental Income: $2664

Airbnb ROI: N/A

Traditional ROI: 0.47%

10525 Stony Bluff Drive #206

Ashland, VA

2 beds | 2 baths | 1,256 sq.ft.

$330,000

Airbnb cash on cash: 0.91%

Traditional cash on cash: 3.73%

Airbnb Rental Income: $1701

Traditional Rental Income: $2103

Airbnb ROI: 0.91%

Traditional ROI: 3.73%

10525 Stony Bluff Drive #103

Ashland, VA

2 beds | 2 baths | 1,256 sq.ft.

$350,000

Airbnb cash on cash: 0.83%

Traditional cash on cash: 3.2%

Airbnb Rental Income: $1701

Traditional Rental Income: $2009

Airbnb ROI: 0.83%