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    Ashland, OR Bed & Breakfasts for Sale

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    Ashland Vineyard with Tasting Room
    $2,800,000
    7,404 SF

    Ashland Vineyard with Tasting Room

    1320 N Mountain Avenue, Ashland, OR 97520

    Legacy vineyard near Ashland with tasting room and hospitality potential.

    • Established vineyard with 13,000+ vines and 2,200 cases annual production.
    • Remodeled tasting room residence with panoramic views and guest suites.
    • New lease‑option and seller‑carried financing available.
    • State‑of‑the‑art cold storage with glycol system and essential equipment.
    • Landscaped grounds with paver patio, fire pit, pergola, bocce ball court, and rose garden.
    Updated: Feb 7, 2025
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    Ashland Vineyard with Tasting Room
    $2,800,000
    7,404 SF

    Ashland Vineyard with Tasting Room

    1320 N Mountain Ave, Ashland, OR 97520

    Turn-key vineyard with tasting room, residence, and cold storage.

    • Established vineyard with approximately 13.75k vines, producing approximately 2,200 cases per year. 7 additional acres ready to plant.
    • Modern 3,840 SqFt cold storage facility (built 2021) featuring a glycol cooling system.
    • Remodeled tasting room residence with panoramic Rogue Valley views, catering kitchen, service bar, ADA bathrooms, and three ensuite guest suites.
    • Favorable lease‑option and seller‑carried financing terms available.
    • Prime location: close proximity to Ashland's downtown plaza, Lithia Park, and I‑5.
    Updated: Mar 3, 2025
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    Based on your search, we've compiled 52 Potential Opportunities for your consideration. Besides 2 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, plus 4 Land Listings that present a potential for development.

    Explore Opportunities in Nearby Cities

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

    Calistoga Bed & Breakfast Opportunity
    $3,000,000
    0.19 Acres

    Calistoga Bed & Breakfast Opportunity

    Lovingly renovated bed and breakfast with additional apartments.

    1139 Lincoln Avenue, Calistoga, CA 94515
    View details
    Calistoga Bed & Breakfast Inn
    $3,000,000
    0.19 Acres

    Calistoga Bed & Breakfast Inn

    Lovingly renovated five-suite inn with additional apartments in Calistoga.

    1139 Lincoln Avenue, Calistoga, CA 94515
    View details
    Restored Victorian Estate in Napa
    $8,500,000
    4,377 SF

    Restored Victorian Estate in Napa

    Impeccably restored Victorian estate in the heart of Napa.

    1727 Main St, Napa, CA 94559
    View details
    Napa Valley Bed and Breakfast
    $5,495,000

    Napa Valley Bed and Breakfast

    Established bed and breakfast in the heart of wine country.

    1045 Easum Dr, Napa, CA 94558
    View details

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    One Acre Land in Bandon
    $475,000
    1.00 Acre

    One Acre Land in Bandon

    One acre of commercial land with vacation rental potential.

    Seabird, Bandon, OR 97411
    View details
    McKenzie River Frontage Land
    $139,000
    0.02 Acres

    McKenzie River Frontage Land

    Rare riverfront land with development potential in BlueRiver, Oregon.

    Blue River, OR 97413
    View details
    Oceanfront Land in Wakonda Beach
    $899,000
    2.34 Acres

    Oceanfront Land in Wakonda Beach

    Rare 2.34-acre oceanfront parcel with direct beach access.

    TL 600 SW Pacific Coast Highway, Waldport, OR 97394
    View details
    Wishram, WA Land Parcel
    $275,000
    0.91 Acres

    Wishram, WA Land Parcel

    0.91 acres zoned Rural Center with utilities available.

    9251 STATE ROUTE 14, Wishram, WA 98673
    View details

    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.

    637 Main St

    637 Main St

    BED & BREAKFAST • 1,278 SF
    Value Estimation
    $1,125,000
    637 Main St, Ashland, OR 97520-2115
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    649 Main St

    649 Main St

    BED & BREAKFAST • 820 SF
    Value Estimation by Request
    649 Main St, Ashland, OR 97520-2115
    View details
    431 Lori Ln

    431 Lori Ln

    BED & BREAKFAST • 377 SF
    Value Estimation
    $560,000
    431 Lori Ln, Ashland, OR 97520-1727
    View details
    451 Main St

    451 Main St

    BED & BREAKFAST • 2,602 SF
    Value Estimation by Request
    451 Main St, Ashland, OR 97520-1749
    View details
    130 Helman St

    130 Helman St

    BED & BREAKFAST • 720 SF
    Value Estimation
    $660,000
    130 Helman St, Ashland, OR 97520-1720
    View details
    326 Main St

    326 Main St

    BED & BREAKFAST • 1,860 SF
    Value Estimation by Request
    326 Main St, Ashland, OR 97520-1704
    View details
    239 Oak St

    239 Oak St

    BED & BREAKFAST • 1,184 SF
    Value Estimation
    $835,000
    239 Oak St, Ashland, OR 97520-1805
    View details
    1313 Clay St

    1313 Clay St

    BED & BREAKFAST • 720 SF
    Value Estimation
    $2,300,000
    1313 Clay St, Ashland, OR 97520-3618
    View details
    228 B St

    228 B St

    BED & BREAKFAST • 2,831 SF
    Value Estimation
    $915,000
    228 B St, Ashland, OR 97520-1913
    View details
    407 Scenic Dr

    407 Scenic Dr

    BED & BREAKFAST • 2,025 SF
    Value Estimation
    $750,000
    407 Scenic Dr, Ashland, OR 97520-1638
    View details
    230 4th St

    230 4th St

    BED & BREAKFAST • 2,400 SF
    Value Estimation
    $790,000
    230 4th St, Ashland, OR 97520-2044
    View details
    111 B St

    111 B St

    BED & BREAKFAST • 470 SF
    Value Estimation by Request
    111 B St, Ashland, OR 97520-1910
    View details
    295 Idaho St

    295 Idaho St

    BED & BREAKFAST • 4,516 SF
    Value Estimation
    $740,000
    295 Idaho St, Ashland, OR 97520-2935
    View details
    298 Hersey St

    298 Hersey St

    BED & BREAKFAST • 1,234 SF
    Value Estimation by Request
    298 Hersey St, Ashland, OR 97520-1975
    View details
    586 Main St

    586 Main St

    BED & BREAKFAST • 2,763 SF
    Value Estimation
    $840,000
    586 Main St, Ashland, OR 97520-2114
    View details
    120 Gresham St

    120 Gresham St

    BED & BREAKFAST • 3,558 SF
    Value Estimation by Request
    120 Gresham St, Ashland, OR 97520-2807
    View details
    185 Pioneer St

    185 Pioneer St

    BED & BREAKFAST • 2,643 SF
    Value Estimation by Request
    185 Pioneer St, Ashland, OR 97520-1823
    View details
    153 Oak St

    153 Oak St

    BED & BREAKFAST • 768 SF
    Value Estimation by Request
    153 Oak St, Ashland, OR 97520-1803
    View details
    174 Main St

    174 Main St

    BED & BREAKFAST • 2,259 SF
    Value Estimation by Request
    174 Main St, Ashland, OR 97520-1730
    View details
    17250 Hwy 66

    17250 Hwy 66

    BED & BREAKFAST • 4,616 SF
    Value Estimation by Request
    17250 Hwy 66, Ashland, OR 97520-9406
    View details
    353 Hargadine St

    353 Hargadine St

    BED & BREAKFAST • 1,254 SF
    Value Estimation by Request
    353 Hargadine St, Ashland, OR 97520-2845
    View details
    2165 Jackson Rd

    2165 Jackson Rd

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

    Ashland, OR Bed & Breakfasts Investment Opportunities Market Analysis

    Explore 44 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.

    Sale 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 stay ahead with the latest data and market trends.

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