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    Virginia Short Term Rental Properties for Sale

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    Richmond, VA Fredericksburg, VA Roanoke, VA
    30 results
    Spacious Mixed-Use Building in Damascus
    $364,900
    5,400 SF

    Spacious Mixed-Use Building in Damascus

    112 Douglas Drive, Damascus, VA 24236

    Commercial building with mixed-use potential in downtown Damascus, Virginia.

    • Prime in‑town location in downtown Damascus with high traffic count, offering excellent visibility and accessibility.
    • Significant mixed‑use potential with over 5,400 sq ft of space on 0.34 acres across two commercial lots.
    • Opportunity to restore existing upper‑level apartments for short‑term vacation rentals, long‑term tenants, or additional office space.
    • Walking distance to the Appalachian Trail, the Virginia Creeper Trail, and downtown Damascus, appealing to outdoor enthusiasts.
    • Located in Damascus, which is undergoing extensive Virginia Creeper Trail restoration with significant investment, indicating future growth.
    Updated: Mar 10
    View details
    Turnkey Winchester Triplex Investment Opportunity
    $605,000
    4,396 SF

    Turnkey Winchester Triplex Investment Opportunity

    540 MONTICELLO Street, Winchester, VA 22601

    Triplex in downtown Winchester with strong cash flow potential.

    • Turnkey triplex investment property with all units currently leased, providing immediate and reliable income.
    • Prime downtown Winchester location, offering convenience and commuter access to I‑81, I‑66, and Northern Virginia.
    • Diverse unit mix: two 2‑bedroom units with updated kitchens, laundry rooms, and a large 5‑bedroom unit with a unique two‑level layout, private patio, and deck.
    • Recent renovations including LVP flooring, fresh paint, updated kitchens and baths, and newer appliances in each unit.
    • Newer roof (less than 3 years old) and new HVAC system (installed in 2025).
    Updated: Feb 17
    View details
    Historic Inn with Event Space
    $1,450,000
    9,737 SF

    Historic Inn with Event Space

    Boutique inn featuring rental suites and event space.

    404 Cabell Street, Lynchburg, VA 24504
    View details
    Renovated Shenandoah Triplex Investment
    $629,000
    3,100 SF

    Renovated Shenandoah Triplex Investment

    Fully renovated triplex in Shenandoah, VA, operating as short-term rentals.

    442 FIRST ST, Shenandoah, VA 22849
    View details
    Mountain View Cabins - Luray
    $1,349,900
    6,730 SF

    Mountain View Cabins - Luray

    Two furnished cabins on 9.5 acres, ideal short-term rentals.

    2225 & 2319 VALLEY BURG RD, Luray, VA 22835
    View details
    Renovated Roanoke Residence with Upscale Finishes
    $675,998
    0.12 Acres

    Renovated Roanoke Residence with Upscale Finishes

    Renovated residence with income potential near downtown Roanoke.

    819 Campbell Ave SW, Roanoke, VA 24016
    View details
    Charming Afton Property: Windhaven Cottages
    $995,000
    2,980 SF

    Charming Afton Property: Windhaven Cottages

    Unique Afton enclave with vacation-rental history in Nelson County's wine country.

    90 WINDHAVEN LN, Afton, VA 22920
    View details
    Richmond Duplex with Income Potential
    $625,000
    0.08 Acres

    Richmond Duplex with Income Potential

    Charming duplex in historic Church Hill with income potential.

    414 N 32nd St, Richmond, VA 23223
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    Fan Storefront with Apartment Above
    $545,000
    0.03 Acres

    Fan Storefront with Apartment Above

    Mixed-use property in Richmond's Fan District with income potential.

    2227 Park Ave, Richmond, VA 23220
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    Riverfront Property with Income Potential
    $159,900
    2.65 Acres

    Riverfront Property with Income Potential

    Unique riverfront property with tiny homes and outdoor amenities.

    186 Clinch River Highway, Duffield, VA 24244
    View details
    Secluded Farmhouse on 30 Acres
    $660,000
    30.00 Acres

    Secluded Farmhouse on 30 Acres

    Farmhouse on 30 acres, potential for subdivision or rental income.

    31934 INDIANTOWN Road, Locust Grove, VA 22508
    View details
    Remodeled Home in Kibler Valley
    $199,000
    0.25 Acres

    Remodeled Home in Kibler Valley

    Turn-key home near Dan River, ideal for vacation rental.

    5037 Kibler Valley Rd, Ararat, VA 24053
    View details
    Troutdale, VA Land Opportunity
    $89,900
    4.51 Acres

    Troutdale, VA Land Opportunity

    4.51 acre land with commercial possibilities in Grayson County.

    Troutdale Highway, Troutdale, VA 24378
    View details
    Updated Mixed-Use Building with High-End Finishes
    $2,100,000
    0.05 Acres

    Updated Mixed-Use Building with High-End Finishes

    Extensively updated mixed-use building with high-end finishes and great views.

    109 Campbell Ave SW, Roanoke, VA 24011
    View details
    Bristol Multifamily Investment Opportunity
    $425,000
    2,817 SF

    Bristol Multifamily Investment Opportunity

    Income-producing property near Hard Rock Casino with expansion potential.

    2412,14,16 Bradley Street, Bristol, VA 24201
    View details
    Furnished Cabins with Mountain Views
    $1,349,900
    2,968 SF

    Furnished Cabins with Mountain Views

    Two fully furnished cabins on 9.5 acres with mountain views.

    2225 & 2319 VALLEY BURG Rd, Luray, VA 22835
    View details
    Prime Location Investment Opportunity
    $477,777
    866 SF

    Prime Location Investment Opportunity

    B3 zoned property near future Hard Rock Casino.

    285 Gate City Highway, Bristol, VA 24201
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    Historic Multifamily Investment Opportunity
    $1,250,000
    3.40 Acres

    Historic Multifamily Investment Opportunity

    Nine-unit property in Fredericksburg/Stafford County, Virginia.

    900 Ficklen Rd, Fredericksburg, VA 22405
    View details
    Afton Property with Development Potential
    $479,000
    12.00 Acres

    Afton Property with Development Potential

    Unique Afton property with multiple parcels and development opportunities.

    722 GREENFIELD MOUNTAIN FARM, Afton, VA 22920
    View details
    Downtown Roanoke Mixed-Use Investment
    $1,795,000

    Downtown Roanoke Mixed-Use Investment

    10-unit property in prime downtown location with income streams.

    135 Salem Ave SW, Roanoke, VA 24011
    View details
    Wintergreen Estate: Luxury Rental Performer
    $899,000
    4,248 SF

    Wintergreen Estate: Luxury Rental Performer

    Luxury estate near Wintergreen Resort with proven short-term rental income.

    112 Blue Chickory Ln, Nellysford, VA 22958
    View details
    Commercial Property Near Future Casino
    $399,900
    866 SF

    Commercial Property Near Future Casino

    Investment opportunity near Hard Rock Casino with B3 zoning.

    285 Gate City Highway, Bristol, VA 24201
    View details
    Bristol, VA Development Site
    $319,900
    26.59 Acres

    Bristol, VA Development Site

    27-acre development site near Hard Rock Casino in Bristol, VA.

    Gateway Drive, Bristol, VA 24202
    View details
    Beach Area Townhome Portfolio
    $9,950,000
    29,590 SF

    Beach Area Townhome Portfolio

    Twelve townhomes near the beach and upcoming Atlantic Park.

    2007 Baltic Avenue, Virginia Beach, VA 23451
    View details

    Virginia Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 30 short term rental properties for sale in Virginia, showcased through 30 active listings on our real estate platform. These investment opportunities span a total of 3,477,382 square feet of properties for sale, with an estimated market value of $22,111,398.

    Sale prices for short term rental properties in Virginia start at $89,900, averaging $1,163,757, and reaching up to $9,950,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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