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    Jackson County, OR Bed & Breakfasts for Sale

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    Portland, OR Salem, OR Medford, OR
    Vineyard and Tasting Room Property
    Updated: Feb 7, 2025
    Vineyard and Tasting Room Property

    1320 N Mountain Avenue, Ashland, OR 97520

    $2,800,000
    7,404 sqft · 20.10 AC lot
    2021‑built tasting room residence with panoramic valley views
    Winery/viticulture acreage includes 13,000+ established vines producing about 2,200 cases per year, plus 7 additional acres ready for planting
    Outdoor entertaining includes expansive paver patio, composite deck with pergola and retractable awning, outdoor kitchen, built‑in barbecue, fire pit, and outdoor speakers
    Multiple hospitality spaces: great room with service bar and gas fireplace, catering kitchen and break room, plus three guest suites
    Property includes a pond, landscaped grounds, and a bocce ball court and rose garden
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    Applegate Valley Vineyard with Winery
    Updated: Apr 10, 2025
    Applegate Valley Vineyard with Winery

    11777 Highway 238, Jacksonville, OR 97530

    $8,500,000
    6,495 sqft · 255.00 AC lot
    Established vineyard with state‑of‑the‑art winery and well‑trafficked wine‑tasting venue.
    255‑acre property with strong water rights and quality irrigated land for agricultural expansion.
    Boasts 4,000 feet of Applegate River frontage.
    Potential for hospitality development like weddings, B&B, or cabin rentals.
    Main residence: 4,000+ SF cedar shingle‑style home.
    View details
    Vineyard and Waterfront Ranch
    Vineyard and Waterfront Ranch

    11777 Hwy 238, Jacksonville, OR 97530

    $8,500,000
    4,470 sqft · 255.38 AC lot

    For sale vineyard and ranch with established winery, mature vines, irrigated land, and substantial Applegate River frontage.

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    Ashland Vineyard with Tasting Room
    Ashland Vineyard with Tasting Room

    1320 N Mountain Ave, Ashland, OR 97520

    $2,800,000
    7,404 sqft

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

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    Based on your search, we've compiled 59 Potential Opportunities for your consideration. Besides 4 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
    One Acre Land in Bandon

    Seabird, Bandon, OR 97411

    $475,000
    1.00 AC lot

    One acre of commercial land with vacation rental potential.

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    McKenzie River Frontage Land
    McKenzie River Frontage Land

    Blue River, OR 97413

    $139,000
    0.02 AC lot

    Rare riverfront land with development potential in BlueRiver, Oregon.

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    McKenzie River Frontage Land
    McKenzie River Frontage Land

    54480 McKenzie River Drive, Blue River, OR 97413

    $139,000
    871 sqft

    Rare riverfront land with commercial zoning and development potential.

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    Oceanfront Land With Beach Access
    Oceanfront Land With Beach Access

    TL 600 SW Pacific Coast Highway, Waldport, OR 97394

    $899,000
    2.34 AC lot

    Two-acre oceanfront land with direct beach access in Waldport, OR.

    View details

    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
    BED & BREAKFAST

    455 Oregon St, Jacksonville, OR 97530-9041

    $595,000
    Estimated value
    1,850 sqft · 1.38 AC lot
    View details
    883 Old Stage Rd
    BED & BREAKFAST

    883 Old Stage Rd, Medford, OR 97502-1012

    $1,305,000
    Estimated value
    2,500 sqft · 3.70 AC lot
    View details
    7799 Rogue Riv Hwy
    BED & BREAKFAST

    7799 Rogue Riv Hwy, Grants Pass, OR 97527-4344

    $1,000,000
    Estimated value
    4,546 sqft · 0.95 AC lot
    View details
    637 Main St
    BED & BREAKFAST

    637 Main St, Ashland, OR 97520-2115

    $1,125,000
    Estimated value
    1,278 sqft · 0.15 AC lot
    View details
    649 Main St
    BED & BREAKFAST

    649 Main St, Ashland, OR 97520-2115

    Value Estimation by Request
    820 sqft · 0.14 AC lot
    View details
    431 Lori Ln
    BED & BREAKFAST

    431 Lori Ln, Ashland, OR 97520-1727

    $560,000
    Estimated value
    377 sqft · 0.18 AC lot
    View details
    245 5th St
    BED & BREAKFAST

    245 5th St, Jacksonville, OR 97530-9258

    $1,975,000
    Estimated value
    4,816 sqft · 0.28 AC lot
    View details
    125 Main St
    BED & BREAKFAST

    125 Main St, Jacksonville, OR 97530

    $1,090,000
    Estimated value
    510 sqft · 0.11 AC lot
    View details
    451 Main St
    BED & BREAKFAST

    451 Main St, Ashland, OR 97520-1749

    Value Estimation by Request
    2,602 sqft · 0.30 AC lot
    View details
    635 Oregon St
    BED & BREAKFAST

    635 Oregon St, Jacksonville, OR 97530-9019

    $2,550,000
    Estimated value
    4,088 sqft · 3.19 AC lot
    View details
    130 Helman St
    BED & BREAKFAST

    130 Helman St, Ashland, OR 97520-1720

    $660,000
    Estimated value
    720 sqft · 0.18 AC lot
    View details
    326 Main St
    BED & BREAKFAST

    326 Main St, Ashland, OR 97520-1704

    Value Estimation by Request
    1,860 sqft · 0.12 AC lot
    View details
    239 Oak St
    BED & BREAKFAST

    239 Oak St, Ashland, OR 97520-1805

    $835,000
    Estimated value
    1,184 sqft · 0.29 AC lot
    View details
    1313 Clay St
    BED & BREAKFAST

    1313 Clay St, Ashland, OR 97520-3618

    $2,300,000
    Estimated value
    720 sqft · 4.99 AC lot
    View details
    228 B St
    BED & BREAKFAST

    228 B St, Ashland, OR 97520-1913

    $915,000
    Estimated value
    2,831 sqft · 0.30 AC lot
    View details
    407 Scenic Dr
    BED & BREAKFAST

    407 Scenic Dr, Ashland, OR 97520-1638

    $750,000
    Estimated value
    2,025 sqft · 0.31 AC lot
    View details
    230 4th St
    BED & BREAKFAST

    230 4th St, Ashland, OR 97520-2044

    $790,000
    Estimated value
    2,400 sqft · 0.10 AC lot
    View details
    111 B St
    BED & BREAKFAST

    111 B St, Ashland, OR 97520-1910

    Value Estimation by Request
    470 sqft · 0.12 AC lot
    View details
    240 California St
    BED & BREAKFAST

    240 California St, Jacksonville, OR 97530-9474

    $1,545,000
    Estimated value
    1,122 sqft · 0.25 AC lot
    View details
    295 Idaho St
    BED & BREAKFAST

    295 Idaho St, Ashland, OR 97520-2935

    $740,000
    Estimated value
    4,516 sqft · 0.53 AC lot
    View details

    Jackson County, OR Bed & Breakfasts Market Trends and Statistics

    Explore 55 bed & breakfasts for sale in Jackson County, OR, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 25,773 square feet of properties for sale, with an estimated market value of $22,600,000.

    Sale prices for inns in Jackson County, OR start at $2,800,000, averaging $5,650,000, 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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