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    Historic Jackson Property with Potential
    Updated: Jun 27, 2025
    Historic Jackson Property with Potential

    423 HIGHLAND Avenue N, Jackson, TN 38301

    $500,000
    4,362 sqft 0.38 AC lot
    Versatile RG‑2/H zoning allows for single‑family, multi‑family, or two‑family dwellings, suitable for investors or live‑work spaces.
    Expansive 4,362 sq ft historic brick residence built in 1930 with timeless character.
    Prime location in the heart of Jackson's historic district.
    Original hardwood flooring, multiple fireplaces, and soaring ceilings provide vintage elegance.
    Large 0.38‑acre lot.
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    This listing looks promising.

    Here's a quick look at some key insights for

    423 HIGHLAND Avenue N, Jackson, TN 38301

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    • Est. Cap Rate

      9.1%
      Above avg (5.9%)

    • Est. NOI

      $45K
      Annual

    • Price @ 7% Cap

      $649K
      Above asking

    • Property Type

      Single Family Residential
      Built 1930
    View Property Analytics
    Historic Victorian Restaurant Building
    Updated: Jul 9
    Historic Victorian Restaurant Building

    412 6th Street, Bristol, TN 37620

    $599,900
    6,184 sqft 0.44 AC lot
    Historic Victorian built in 1870 with wood siding, slate roof, central heat, and central air
    Over 5,200 SF inside with original hardwood floors, intricate woodwork, and a detailed staircase plus fireplaces in many rooms
    Commercial setup includes a custom bar, fully equipped commercial kitchen with walk‑in coolers, and multiple dining areas
    Flexible layout with 5 restrooms and dedicated office space, plus a wraparound porch with ornate detailing
    Zoned B‑1A and previously used as a restaurant; rent‑to‑own available and owner financing available at 4.99% for qualified buyers
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    Lodge and Retail Storefront
    Lodge and Retail Storefront

    3010 State Route 21 E, Tiptonville, TN 38079

    $295,000
    2,338 sqft 0.79 AC lot

    For sale lodge and storefront offering lake-area visitor appeal and ample parking along State Route 21 E.

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    Riverfront Bed and Breakfast Retreat
    Riverfront Bed and Breakfast Retreat

    5518 Highway 30, Benton, TN 37307

    $899,900
    2.00 AC lot

    Fully furnished 6-bedroom retreat with 280 feet of Hiawassee River frontage, caretaker quarters, and event-ready outdoor space.

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    Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center
    Hospitality Property with Commercial Kitchen
    Hospitality Property with Commercial Kitchen

    1701 Birch Drive, Sevierville, TN 37876

    $1,200,000
    3,491 sqft 21.68 AC lot

    For sale on 21.68 acres with a main residence, 2BR home, commercial kitchen building, and cell tower included.

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    Multi-Building Income Estate
    Multi-Building Income Estate

    1701 Birch Drive, Sevierville, TN 37876

    $1,200,000
    21.68 AC lot

    Multi-building estate with two houses, storage, and a cell tower generating rental income on expansive acreage.

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    Two Cottages on Wooded Lot
    Two Cottages on Wooded Lot

    1438 Phifer Mine Road, Spencer, TN 38585

    $750,000
    780 sqft

    Two cottages on a wooded lot, near Fall Creek Falls.

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    Historic Home Bed and Breakfast
    Historic Home Bed and Breakfast

    109 Blythewood Dr, Columbia, Columbia, TN 38401

    $2,999,000
    8,022 sqft 1.40 AC lot

    Turn-key, fully furnished 8-bedroom bed and breakfast or private residence.

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    Historic Estate with Two Homes
    Historic Estate with Two Homes

    248 North Cumberland Street, Jackson, TN 38301

    Contact for pricing
    7,945 sqft 3.00 AC lot

    Two historic homes from the 1870s with maintained gardens and a pavilion across six parcels in an Opportunity Zone.

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    Turnkey Cabin with Mountain Views
    Turnkey Cabin with Mountain Views

    940 Buck Wy, Sevierville, TN 37876

    $475,000
    1,380 sqft

    3-bedroom cabin in Douglas Lake Resort with lake access.

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    Renovated Retreat and Event Lodge
    Renovated Retreat and Event Lodge

    3375 Rowland Mill Rd, Buena Vista, TN 38318

    $2,550,000

    Renovated, furnished retreat property with multiple buildings, pond, and an operating lodge producing gross annual revenue.

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    Historic Home with Restaurant Potential
    Historic Home with Restaurant Potential

    219 Old Mill Rd, Winchester, TN 37398

    Contact for pricing

    Newly renovated circa-1860 historic home featuring 3 bedrooms, a bonus room, and a kitchen with commercial stove.

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    Country Estate Hospitality Property
    Country Estate Hospitality Property

    720 Sharp Rd, Sevierville, TN 37876

    Contact for pricing

    Hospitality estate with multiple private rentals, a main house, a detached apartment, and an indoor heated pool.

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    Based on your search, we've compiled 19 Potential Opportunities for your consideration. Besides 13 Active listings in Tennessee, we suggest exploring several alternatives: similar 6 Off-Market properties to explore as potential leads

    Off-Market Properties in Tennessee

    Consider similar Off-Market properties in Tennessee. 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.

    801 Vine St
    BED & BREAKFAST

    801 Vine St, Chattanooga, TN 37403-2318

    $1,465,000
    Estimated value
    9,354 sqft 0.52 AC lot
    View details
    212 High St
    BED & BREAKFAST

    212 High St, Chattanooga, TN 37403-1122

    $1,115,000
    Estimated value
    8,144 sqft 0.30 AC lot
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    411 2nd St
    BED & BREAKFAST

    411 2nd St, Chattanooga, TN 37403-1106

    $860,000
    Estimated value
    5,296 sqft 1.00 AC lot
    View details
    15 Sunkist Beach Rd
    Multifamily properties

    15 Sunkist Beach Rd, Tiptonville, TN 38079

    Value Estimation by Request
    1,704 sqft 1.32 AC lot
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    1349 Gunbarrel Rd
    BED & BREAKFAST

    1349 Gunbarrel Rd, Chattanooga, TN 37421-4117

    $635,000
    Estimated value
    4,392 sqft 2.27 AC lot
    View details
    200 Central Ave
    BED & BREAKFAST

    200 Central Ave, Chattanooga, TN 37403-1506

    $2,940,000
    Estimated value
    29,010 sqft 1.03 AC lot
    View details

    Tennessee Bed & Breakfasts Market Trends and Statistics

    Explore 19 bed & breakfasts for sale in Tennessee, showcased through 13 active listings on our real estate platform. These investment opportunities span a total of 34,502 square feet of properties for sale, with an estimated market value of $11,468,800.

    Sale prices for inns in Tennessee start at $295,000, averaging $1,146,880, and reaching up to $2,999,000 — 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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