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Ashland, OR Short Term Rental Properties for Sale

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Updated Multi-Family Residences in Ashland
$1,045,000
0.20 Acres

Updated Multi-Family Residences in Ashland

563 Maple St, Ashland, OR 97520

Three updated residences on one lot near downtown Ashland.

  • Three separate residences (main house, 2‑bed/2‑bath, studio) on one tax lot, each with its own address and separate meters.
  • R2 zoning allows for potential Airbnb use for two units.
  • Fully renovated in 2018, all homes are immaculate with stylish updates and modern systems.
  • Prime location near downtown.
  • Main house features 4 bedrooms, 2 baths, and 1,720 sq ft with primary bedroom on the main level.
Last Update: Dec 2
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Charming Ashland Duplex Near Downtown
$569,000
0.19 Acres

Charming Ashland Duplex Near Downtown

124 Morton St, Ashland, OR 97520

Historic, furnished two-unit farmhouse on a large corner lot.

  • Historic, fully furnished two‑unit farmhouse built in 1900 on a large corner lot.
  • Zoned R‑2 with income potential as a rental property, single‑family conversion, or live/rent setup.
  • Vacation rental permits available, ADU permissible, detached garage has ADU conversion potential, possible lot split (buyer to verify).
  • First‑floor unit features a wraparound porch, south‑facing deck, and large backyard with built‑in gas fire pits.
  • First‑floor unit boasts an open kitchen/living area, vaulted stamped ceilings, custom hardwood floors, and a clawfoot tub.
Last Update: Oct 29
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Updated Duplex in Central Ashland
$530,000
0.05 Acres

Updated Duplex in Central Ashland

Centrally located duplex near downtown Ashland and Southern Oregon University.
500 Allison St, Ashland, OR 97520
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Based on your search, we've compiled 7 Potential Opportunities for your consideration. Besides 3 Active listings in Ashland, OR, we suggest exploring several alternatives: 4 properties in Nearby Cities

Explore Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Income Property on Highway 101
$689,000
8,086 SF

Income Property on Highway 101

Mixed-use property with multiple income streams and highway frontage.
101 M St, Crescent City, CA 95531
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Mixed-Use Building with Ocean Views
$850,000
4,560 SF

Mixed-Use Building with Ocean Views

Mixed-use building with retail, office, and residential units, ocean views.
825 Mason Mall, Crescent City, CA 95531
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Gold Beach Four-Unit Investment Property
$1,990,000
5,112 SF

Gold Beach Four-Unit Investment Property

Modern four-unit property in Gold Beach with diverse income streams.
94353 Leith Rd, Gold Beach, OR 97444
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Highway 101 Commercial Building
$1,100,000
5,020 SF

Highway 101 Commercial Building

Commercial building with restaurant and vacation rental, ocean views.
29430 Ellensburg Ave, Gold Beach, OR 97444
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Ashland, OR Short Term Rental Properties Investment Opportunities Market Analysis

Explore 3 short term rental properties for sale in Ashland, OR, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 19,166 square feet of properties for sale, with an estimated market value of $2,144,000.

Prices for short term rental properties in Ashland, OR start at $530,000, averaging $714,666, and reaching up to $1,045,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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