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Ashland, OR Bed & Breakfasts for Sale

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Ashland Vineyard with Tasting Room
$2,800,000
3,564 SF

Ashland Vineyard with Tasting Room

1320 N Mountain Ave, Ashland, OR 97520

Turn-key vineyard with tasting room and hospitality suites near Ashland.

  • Established Vineyard with 13,000+ Vines: Producing 2,200 cases annually from eight estate‑grown varietals.
  • Turn‑Key Operation with Equipment Included: Ready for immediate operation.
  • Remodeled Tasting Room Residence with Guest Suites: Features panoramic views, a great room with a service bar, a catering kitchen, and three guest suites.
  • State‑of‑the‑Art Cold Storage/Potential Winery: Includes a glycol system and potential for winery expansion.
  • Landscaped Grounds with Outdoor Amenities: Features a paver patio, outdoor speakers, a fire pit, a bocce ball court, and a rose garden.
Last Update: Oct 31
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Based on your search, we've compiled 47 Potential Opportunities for your consideration. Besides 1 Active listings in Ashland, OR, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 42 Off-Market properties to explore as potential leads

Explore Opportunities in Nearby Cities

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

Applegate River Retreat Estate
$2,395,000
3,696 SF

Applegate River Retreat Estate

Riverfront estate with three homes and income potential.
11677 Highway 238, Jacksonville, OR 97530
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Red Lily Vineyards Estate
$8,500,000
255.38 Acres

Red Lily Vineyards Estate

255-acre vineyard with winery, river frontage, and expansion potential.
11777 Highway 238, Jacksonville, OR 97530
View details
Turnkey Vineyard, Winery, and Creamery
$2,985,000
13,052 SF

Turnkey Vineyard, Winery, and Creamery

Established vineyard, winery, creamery, and vacation rentals in Applegate Valley.
818 Slagle Creek Rd, Grants Pass, OR 97527
View details
Winery and Creamery on 23 Acres
$2,985,000
11,300 SF

Winery and Creamery on 23 Acres

Turn-key winery and creamery with vineyard in Applegate Valley.
818 Slagle Creek Rd, Grants Pass, OR 97527
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Explore Off-Market Properties in Ashland, OR

Consider similar Off-Market properties in Ashland, OR. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

137 Main St

137 Main St

BED & BREAKFAST • 624 SF
Value Estimation by Request
137 Main St, Ashland, OR 97520-1729
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185 Pioneer St

185 Pioneer St

BED & BREAKFAST • 2,643 SF
Value Estimation
$305,000
185 Pioneer St, Ashland, OR 97520-1823
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239 Oak St

239 Oak St

BED & BREAKFAST • 1,184 SF
Value Estimation
$895,000
239 Oak St, Ashland, OR 97520-1805
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326 Main St

326 Main St

BED & BREAKFAST • 1,860 SF
Value Estimation by Request
326 Main St, Ashland, OR 97520-1704
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2165 Jackson Rd

2165 Jackson Rd

BED & BREAKFAST • 256 SF
Value Estimation by Request
2165 Jackson Rd, Ashland, OR 97520-9026
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431 Lori Ln

431 Lori Ln

BED & BREAKFAST • 377 SF
Value Estimation
$535,000
431 Lori Ln, Ashland, OR 97520-1727
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295 Idaho St

295 Idaho St

BED & BREAKFAST • 4,516 SF
Value Estimation
$750,000
295 Idaho St, Ashland, OR 97520-2935
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59 Manzanita St

59 Manzanita St

BED & BREAKFAST • 3,214 SF
Value Estimation
$345,000
59 Manzanita St, Ashland, OR 97520-2615
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2190 Siskiyou Blvd

2190 Siskiyou Blvd

BED & BREAKFAST • 3,710 SF
Value Estimation by Request
2190 Siskiyou Blvd, Ashland, OR 97520-2531
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11470 Hwy 66

11470 Hwy 66

BED & BREAKFAST • 4,752 SF
Value Estimation
$1,345,000
11470 Hwy 66, Ashland, OR 97520-9497
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453 Allison St

453 Allison St

BED & BREAKFAST • 1,888 SF
Value Estimation
$330,000
453 Allison St, Ashland, OR 97520-2907
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153 Oak St

153 Oak St

BED & BREAKFAST • 768 SF
Value Estimation by Request
153 Oak St, Ashland, OR 97520-1803
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31 2nd St

31 2nd St

BED & BREAKFAST • 1,152 SF
Value Estimation by Request
31 2nd St, Ashland, OR 97520-2877
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115 Main St

115 Main St

BED & BREAKFAST • 2,234 SF
Value Estimation
$345,000
115 Main St, Ashland, OR 97520-1729
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1313 Clay St

1313 Clay St

BED & BREAKFAST • 720 SF
Value Estimation
$2,300,000
1313 Clay St, Ashland, OR 97520-3618
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70 Water St

70 Water St

BED & BREAKFAST • 6,578 SF
Value Estimation by Request
70 Water St, Ashland, OR 97520-1843
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35 2nd St

35 2nd St

BED & BREAKFAST • 5,644 SF
Value Estimation by Request
35 2nd St, Ashland, OR 97520-2877
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164 B St

164 B St

BED & BREAKFAST • 1,007 SF
Value Estimation
$335,000
164 B St, Ashland, OR 97520-1911
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2165 Jackson Rd

2165 Jackson Rd

BED & BREAKFAST • 4,112 SF
Value Estimation by Request
2165 Jackson Rd, Ashland, OR 97520-9026
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261 Hersey St

261 Hersey St

BED & BREAKFAST • 3,282 SF
Value Estimation
$350,000
261 Hersey St, Ashland, OR 97520-1721
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298 Hersey St

298 Hersey St

BED & BREAKFAST • 1,234 SF
Value Estimation
$345,000
298 Hersey St, Ashland, OR 97520-1975
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56 3rd St

56 3rd St

BED & BREAKFAST • 1,397 SF
Value Estimation
$305,000
56 3rd St, Ashland, OR 97520-1931
View details
111 B St

111 B St

BED & BREAKFAST • 470 SF
Value Estimation
$185,000
111 B St, Ashland, OR 97520-1910
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Ashland, OR Bed & Breakfasts Investment Opportunities Market Analysis

Explore 43 bed & breakfasts for sale in Ashland, OR on our real estate platform. These investment opportunities span a total of 2,486,405 square feet of properties for sale, with an estimated market value of $17,240,000.

Prices for inns in Ashland, OR start at $165,000, averaging $574,666, and reaching up to $2,800,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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