Afton, VA Short term rental properties for sale

Charming Afton Property: Windhaven Cottages

$995,000

2,980 SF

Charming Afton Property: Windhaven Cottages

90 Windhaven Ln, Afton, VA 22920

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

Excellent investment opportunity with five Short‑Term Rental (STR) units and established vacation‑rental history.
Located in the heart of Nelson County's Wine & Brew Country, near popular venues and attractions.
Includes a 5BR home (3BR main residence with two furnished studio apartments) and two separate furnished guest cottages.
Features a detached home office with fiber optic internet and a detached wet bar.
Potential for use as a family compound for multiple generations.

Updated: Oct 29, 2025

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$479,000

Afton Property with Development Potential

722 Greenfield Mountain Farm, Afton, VA 22920

Unique Afton property with multiple parcels and development opportunities.

Four contiguous parcels totaling 12 acres off the 151 Corridor offer diverse development possibilities.
Existing infrastructure includes a large bank barn with stalls, feed/tack rooms, riding ring, well, and two septic systems.
Potential for various uses such as Airbnb/retreat, equestrian estate, or custom home development.
Includes a second home in the rough‑in phase on one of the parcels.
Features mature trees, a stream, and mountain views (with clearing).

Updated: Jan 8

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Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Afton, VA, we suggest exploring several alternatives: 4 properties in Nearby Cities

Explore Opportunities in Nearby Cities

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Shenandoah Duplex Investment Opportunity

Pending

$239,000

2,020 SF

Shenandoah Duplex Investment Opportunity

Duplex in Shenandoah with immediate income potential.

427 4Th St, Shenandoah, VA 22849

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$459,900

Turnkey Cabin Near Shenandoah Park

Successful short-term rental property on 2.5 acres near Shenandoah.

900 Crooked Run Rd, Shenandoah, VA 22849

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$325,000

Victorian Office Space Opportunity

Victorian building suitable for office, Airbnb, or rental property.

133 W Springbrook Rd, Broadway, VA 22815

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$339,500

Victorian Dwelling Currently Office Space

Victorian dwelling currently rented as office space, potential AirBnB.

133 W Springbrook Rd, Broadway, VA 22815

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Afton, VA Short Term Rental Properties Investment Opportunities Market Analysis

Explore 2 short term rental properties for sale in Afton, VA on our real estate platform. These investment opportunities span a total of 78,408 square feet of properties for sale, with an estimated market value of $995,000.

Sale prices for short term rental properties in Afton, VA start at $995,000, averaging $995,000, and reaching up to $995,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

Afton, VA Short Term Rental Properties for Sale

Charming Afton Property: Windhaven Cottages

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

Afton Property with Development Potential

Unique Afton property with multiple parcels and development opportunities.