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    Jackson County, 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
    View details
    Red Lily Vineyards Estate
    $8,500,000
    4,470 SF

    Red Lily Vineyards Estate

    11777 Hwy 238, Jacksonville, OR 97530

    255-acre vineyard with winery, river frontage, and expansion potential.

    • Established, acclaimed Red Lily Vineyards in the Applegate Valley, known for exceptional wines and captivating scenery.
    • Significant business opportunity with potential for expansion in wine production, agri‑business, hospitality (events, accommodations), and farm‑to‑consumer sales.
    • Substantial 255‑acre ranch and estate with strong water rights and 4,000 feet of Applegate River frontage.
    • Includes a state‑of‑the‑art winery, mature vineyard, and quality irrigated land for expansion.
    • The main residence is a 4,000+ sq ft cedar shingle‑style home with picturesque views, plus a renovated winemaker's farmhouse.
    Updated: Apr 17, 2024
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    Ashland Vineyard with Tasting Room
    $2,800,000
    7,404 SF

    Ashland Vineyard with Tasting Room

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

    1320 N Mountain Ave, Ashland, OR 97520
    View details
    Based on your search, we've compiled 58 Potential Opportunities for your consideration. Besides 3 Active listings in Jackson County, OR, we suggest exploring several alternatives: similar 51 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

    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 Jackson County, OR

    Consider similar Off-Market properties in Jackson County, 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.

    455 Oregon St

    455 Oregon St

    BED & BREAKFAST • 1,850 SF
    Value Estimation by Request
    455 Oregon St, Jacksonville, OR 97530-9041
    View details
    883 Old Stage Rd

    883 Old Stage Rd

    BED & BREAKFAST • 2,500 SF
    Value Estimation
    $1,305,000
    883 Old Stage Rd, Medford, OR 97502-1012
    View details
    7799 Rogue Riv Hwy

    7799 Rogue Riv Hwy

    BED & BREAKFAST • 4,546 SF
    Value Estimation
    $1,000,000
    7799 Rogue Riv Hwy, Grants Pass, OR 97527-4344
    View details
    637 Main St

    637 Main St

    BED & BREAKFAST • 1,278 SF
    Value Estimation
    $1,125,000
    637 Main St, Ashland, OR 97520-2115
    View details
    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
    245 5th St

    245 5th St

    BED & BREAKFAST • 4,816 SF
    Value Estimation
    $1,975,000
    245 5th St, Jacksonville, OR 97530-9258
    View details
    125 Main St

    125 Main St

    BED & BREAKFAST • 510 SF
    Value Estimation
    $1,090,000
    125 Main St, Jacksonville, OR 97530
    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
    635 Oregon St

    635 Oregon St

    BED & BREAKFAST • 4,088 SF
    Value Estimation
    $2,550,000
    635 Oregon St, Jacksonville, OR 97530-9019
    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
    240 California St

    240 California St

    BED & BREAKFAST • 1,122 SF
    Value Estimation
    $1,545,000
    240 California St, Jacksonville, OR 97530-9474
    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

    Jackson County, OR Bed & Breakfasts Investment Opportunities Market Analysis

    Explore 54 bed & breakfasts for sale in Jackson County, OR, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 14,049,408 square feet of properties for sale, with an estimated market value of $36,460,000.

    Sale prices for inns in Jackson County, OR start at $165,000, averaging $911,500, and reaching up to $8,500,000 — 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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